Professionally Managed & Privately Owned Longboat Key Rentals
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All Longboat Key Vacation Rentals

Property Photos BR BTH Sleeps Description

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The Finest Longboat Key Resort on the Beach (#6741)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 5 Stars (Platinum)
  • Professionally Managed
  • Rates: Call 800-657-8966
  • Availability: Call 800-657-8966

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Longboat Key Vacation Rental with Pool located on the beach (#6532)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • Rates: $1270/week - $2040/week
  • Availability: Call 800-657-8966

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Longboat Key Rentals with all Amenities (#7304)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $995/week - $1495/week
  • Availability: Call 800-657-8966

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A relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key (#6536)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • Rates: $1290/week - $1390/week
  • Availability: Call 800-657-8966

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One Bedroom Very Special Condo Rental (#7313)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1193/week - $1837/week
  • Availability: Call 800-657-8966
Heated pool Living area
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Silver Sands #242 (#6544)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $2095/week - $2695/week
  • Availability: Call 800-657-8966
Well maintained landscape Heated community pool
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Beach front one bedroom condo on Longboat Key beach- sleeps 4 guests (#6545)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $2095/week - $2695/week
  • Availability: Call 800-657-8966

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Economical Longboat Key Hotel Room On The Beach with a Garden View (#6546)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $1260/week - $1450/week
  • Availability: Call 800-657-8966
This unit is directly in front of pool Beach
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Longboat Key one bedroom rental sleeps four guests. (#6548)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $1710/week - $2040/week
  • Availability: Call 800-657-8966

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Hotel Room in a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key (#6550)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • Rates: $1260/week - $1260/week
  • Availability: Call 800-657-8966

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Silver Sands #247 (#6553)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $1605/week - $1750/week
  • Availability: Call 800-657-8966
Beachfront REsort Kitchenette
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Come and enjoy this Longboat Key vacation beachfront property (#6554)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1260/week - $1260/week
  • Availability: Call 800-657-8966

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Longboat Key vacation rental located Beach Front (#6556)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $1710/week - $2040/week
  • Availability: Call 800-657-8966

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On the Beach with a full gulf view and a pool (#6558)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1695/week - $1795/week
  • Availability: Call 800-657-8966

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This resort offers all the amenities of a large hotel with the privacy and seclusion that has guests returning each year (#6563)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1695/week - $1695/week
  • Availability: Call 800-657-8966
Living area Long Walks on the Beach
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Silver Sands #253 (#6564)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1695/week - $1695/week
  • Availability: Call 800-657-8966

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Hotel Room on Longboat Key Beach (#6565)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $1260/week - $1305/week
  • Availability: Call 800-657-8966

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Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has guests returning each year (#6567)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1695/week - $1695/week
  • Availability: Call 800-657-8966

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This resort offers all the amenities of a large hotel with the privacy and seclusion that has guests returning each year (#6568)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $1695/week - $1695/week
  • Availability: Call 800-657-8966

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Silver Sands #255A (#6569)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $1364/week - $1945/week
  • Availability: Call 800-657-8966

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Longboat Key Beach Resort Rental with views of both the pool and Gulf of Mexico from your private lanai. (#6571)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $1585/week - $2460/week
  • Availability: Call 800-657-8966

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This Longboat Key Vacation rental is a relaxing retreat located directly on the Gulf of Mexico (#6572)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $1710/week - $2395/week
  • Availability: Call 800-657-8966
Pool Beach
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Beachside Longboat Key Rental (#6574)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $1185/week - $1260/week
  • Availability: Call 800-657-8966

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A relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key (#6575)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $1605/week - $1750/week
  • Availability: Call 800-657-8966
Sleeper sofa in Living Room
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One bedroom plus den- Longboat Key Beachfront Vacation rental (#6581)

  • 1 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1570/week - $1995/week
  • Availability: Call 800-657-8966

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Modern luxuries at this Southwest Florida's premier location (#6582)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1515/week - $2095/week
  • Availability: Call 800-657-8966

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First Floor Studio unit including full-size kitchen on the Beach (#6583)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1570/week - $1760/week
  • Availability: Call 800-657-8966

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Gulf front 1st floor Studio Unit (#6584)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1570/week - $1760/week
  • Availability: Call 800-657-8966

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Studio Sized Unit Located directly on the beach (#6585)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1570/week - $1760/week
  • Availability: Call 800-657-8966
Studio
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Beachfront Studio Rental with Full Kitchen (#6586)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1570/week - $1760/week
  • Availability: Call 800-657-8966
Studio Studio
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Experience modern luxuries at The Beach on Longboat Key (#6587)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1570/week - $1760/week
  • Availability: Call 800-657-8966

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Hotel Room located directly on the beach, this resort features direct beach access and memorable sunsets (#6588)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $1065/week - $1410/week
  • Availability: Call 800-657-8966
Studio Kitchen Dining Area
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Beach Resort Longboat Key Studio Rental with Kitchen (#6591)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1570/week - $1760/week
  • Availability: Call 800-657-8966

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Full Gulf View from this Longboat Key Vacation Condo (#6592)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1515/week - $2075/week
  • Availability: Call 800-657-8966

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Longboat Key Studio unit including full-size kitchen at a relaxing modern retreat located directly on the Gulf of Mexico (#6593)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1410/week - $1760/week
  • Availability: Call 800-657-8966

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Vacation Rental on Longboat Key (#6594)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1515/week - $2095/week
  • Availability: Call 800-657-8966
View Studio
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Each studio sized room includes a Murphy bed, sleeper sofa, full kitchen with stainless steel appliances, a dining area and flat-screen TV's (#6595)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1515/week - $2095/week
  • Availability: Call 800-657-8966

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Longboat Key vacation rental- newly remodeled located within a boutique beach Resort (#6596)

  • 1 Bedroom Vacation Condominium (sleeps 6)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1690/week - $2460/week
  • Availability: Call 800-657-8966

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A perennial favorite of experienced international travelers looking for the ultimate Florida beach vacation getaway (#6950)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $995/week - $1795/week
  • Availability: Call 800-657-8966

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Beachfront Spacious Studio Longboat Key Vacation (#7011)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1580/week - $2390/week
  • Availability: Call 800-657-8966

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Contemporary Quaint 1950's cottages entirely updated on Longboat Key (#6017)

  • 1 Bedroom Vacation Home and Villa (sleeps 2)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1545/week - $1745/week
  • Availability: Call 800-657-8966
Living Room Master Bedroom
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Longboat Key Rental with Beautiful Facilities (#6467)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $1165/week - $1795/week
  • Availability: Call 800-657-8966
Sleeper Sofa in Living room Dining For 4
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Longboat Key Resort Rental Bayfront, Right Across the Street from the Beach (#6468)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1165/week - $1795/week
  • Availability: Call 800-657-8966

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Beachfront Longboat Key Vacation Condo (#7034)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1595/month - $4595/month
  • Availability: Call 800-657-8966

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Beachfront Rental with Full kitchen (#6471)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $1395/week - $2195/week
  • Availability: Call 800-657-8966

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Perfectly Located Longboat Key Rental Directly on the Beach (#6472)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $1130/week - $1645/week
  • Availability: Call 800-657-8966

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A Longboat Key Rental Beach Resort on Longboat Key with a Pool (#6474)

  • 1 Bedroom Vacation Condominium (sleeps 5)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $1320/week - $2045/week
  • Availability: Call 800-657-8966

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Enjoy beautiful Bay views from this Longboat Key vacation condominium (#7392)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1995/month - $3595/month
  • Availability: Call 800-657-8966

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Quaint Beach Resort Popular to Repeat Guests (#6475)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $1320/week - $1595/week
  • Availability: Call 800-657-8966

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Beautiful Longboat Key Vacation Rental (#8019)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1245/week - $2170/week
  • Availability: Call 800-657-8966

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Beautiful Longboat Key Vacation Condo (#8020)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1245/week - $2170/week
  • Availability: Call 800-657-8966
Second floor Refreshing heated pool
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Gulf View from weekly Vacation Rental (#6493)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $1695/week - $1695/week
  • Availability: Call 800-657-8966

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Direct views of the Sarasota Bay and Private beach access (#6502)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $3195/month - $3495/month
  • Availability: Call 800-657-8966

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Enjoy beautiful views from this Longboat Key vacation condominium (#6513)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1395/week - $1890/week
  • Availability: Call 800-657-8966

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This is a wonderfully appointed 1st floor, Gulf Front condo with king bed (#6515)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $1395/week - $1995/week
  • Availability: Call 800-657-8966

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Relax on your private screened lanai and enjoy paradise in this Longboat Key vacation rental (#6516)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1395/week - $1890/week
  • Availability: Call 800-657-8966

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Beach access a 5 minute walk from this Longboat Key Cottage (#6519)

  • 1 Bedroom Vacation Home and Villa (sleeps 2)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1745/week - $1745/week
  • Availability: Call 800-657-8966
Elegant Dining Room Beachside Pool
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Longboat Key Vacation Condo on the Beach (#6526)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $2195/month - $2995/month
  • Availability: Call 800-657-8966

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Beach Resort with garden View offering all the amenities of a large hotel with the privacy and seclusion (#6533)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $1530/week - $2040/week
  • Availability: Call 800-657-8966

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Longboat Key Beach Rental On the Beach with a Garden View (#6535)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $1195/week - $1995/week
  • Availability: Call 800-657-8966

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A Perfect Rental Accomodation in Longboat Key (#7307)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1193/week - $1837/week
  • Availability: Call 800-657-8966

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Hotel Room on the beach (#6537)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $1165/week - $1620/week
  • Availability: Call 800-657-8966

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Classic Longboat Key Rentals (#7311)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1393/week - $2195/week
  • Availability: Call 800-657-8966

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Located beach front on beautiful Longboat Key (#6542)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2095/week - $2695/week
  • Availability: Call 800-657-8966

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Daily maid service is provided and laundry services are available, so you'll be pampered from the moment you arrive (#6543)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $1290/week - $1390/week
  • Availability: Call 800-657-8966

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This one-bedroom, one-bathroom second-floor vacation villa is located directly on the Gulf of Mexico with sweeping ocean views from your private patio (#5880)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2895/month - $4595/month
  • Availability: Call 800-657-8966
Pool within steps from the unit Living room next to kitchen
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Silver Sands #245 (#6549)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $1730/week - $2040/week
  • Availability: Call 800-657-8966
Heated pool
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Silver Sands #246 (#6552)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $1605/week - $1750/week
  • Availability: Call 800-657-8966

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This Beach Resort is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key (#6559)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $1695/week - $1695/week
  • Availability: Call 800-657-8966

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Beach front Longboat Key vacation rental (#6560)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $1100/week - $1695/week
  • Availability: Call 800-657-8966

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Enjoy amazing views from this ground floor Longboat rental (#877217)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1295/week - $1995/week
  • Availability: Call 800-657-8966

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Cozy Longboat Key Vacation Duplex (#877219)

  • 1 Bedroom Vacation Home and Villa (sleeps 6)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $795/week - $2495/week
  • Availability: Call 800-657-8966
Longboat Key rental with canal view Longboat Key rental condominium sleeps 4
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Longboat Key rental condominium with canal views (#877482)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1395/week - $3495/week
  • Availability: Call 800-657-8966

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Charming one bedroom Longboat Key Rental has a sunny south exposure and a nice view of the canal (#877245)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2495/month - $3495/month
  • Availability: Call 800-657-8966

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Cozy Longboat Key Vacation Duplex (#876490)

  • 1 Bedroom Vacation Home and Villa (sleeps 3)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $800/week - $3295/week
  • Availability: Call 800-657-8966

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Located right on Longboat Key beach (#7364)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $1295/week - $4300/week
  • Availability: Call 800-657-8966

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Fantastic views from this Longboat Key vacation rental (#7365)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1195/week - $1795/week
  • Availability: Call 800-657-8966

1 1 4

Gorgeous beachfront view with open lanai (#6037)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1795/month - $3895/month
  • Availability: Call 800-657-8966

1 1 2

Spacious Studio Vacation Rental (#7012)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1340/week - $1890/week
  • Availability: Call 800-657-8966

1 1 4

Spacious Studio Vacation Accomodation (#7016)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1130/week - $1775/week
  • Availability: Call 800-657-8966

1 1 4

Spacious Studio Longboat Key Vacation Accomodation (#7017)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1095/week - $1695/week
  • Availability: Call 800-657-8966

1 1 4

Spacious Longboat Key Vacation Studio (#7018)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1155/week - $1775/week
  • Availability: Call 800-657-8966

1 1 2

A terrific beach rental on Longboat Key beach (#9113)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1165/week - $1620/week
  • Availability: Call 800-657-8966

1 1 4

Spacious Studio Longboat Key Vacation Rental (#7020)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1235/week - $1860/week
  • Availability: Call 800-657-8966

1 1 4

A value monthly Longboat Key vacation rental (#7390)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2195/month - $3495/month
  • Availability: Call 800-657-8966

1 1 2

Great Longboat Key Vacation Rental (#1501)

  • 1 Bedroom Vacation Condominium (sleeps 2)
  • 1 Bathroom
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1030/week - $1900/week
  • Availability: Call 800-657-8966

1 1 4

One-bath Gulf front unit offers beautiful decor and views (#6518)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1395/week - $1745/week
  • Availability: Call 800-657-8966

1 1 4

Bay View Longboat Key Rental (#7312)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1193/week - $1837/week
  • Availability: Call 800-657-8966

1 1 4

This very large one bedroom, second floor apartment has every amenity possible (#7181)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2995/month - $3295/month
  • Availability: Call 800-657-8966

1 1 6

Beachfront resort on Longboat Key (#6605)

  • 1 Bedroom Vacation Condominium (sleeps 6)
  • 1 Bathroom
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1395/week - $2130/week
  • Availability: Call 800-657-8966

1 1 4

Turtle Crawl Inn #501 (#6612)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1340/week - $2110/week
  • Availability: Call 800-657-8966

1 1 4

Beach resort Longboat Key rental (#6615)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates: $995/week - $1550/week
  • Availability: Call 800-657-8966

1 1 4

Turtle Crawl Inn #62 (#6616)

  • 1 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates: $995/week - $1550/week
  • Availability: Call 800-657-8966

2 2 6

This Longboat Key has Excellent Amenities (#8012)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

Come to Longboat Key and Stay at this Charming Vacation Condo (#8024)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 4

(#877187)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Garden View
  • Professionally Managed
  • Rates: $6795/month - $7795/month
  • Availability: Call 800-657-8966

2 2 4

Luxury longboat key rental (#877208)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2,000/month - $5,000/month
  • Availability: Call 800-657-8966

2 2 4

Walk to beach from this beautiful Longboat Key vacation (#877209)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $2,395/month - $3,995/month
  • Availability: Call 800-657-8966

2 2 6

Enjoy your vacation in this well appointed Longboat Key rental (#877210)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3695/month - $5895/month
  • Availability: Call 800-657-8966
This is the View, Patio Furniture may differ
2 2 4

Great View of The Beach From Balcony (#1417)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Relaxing View of the Gulf (#1419)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4795/month - $8995/month
  • Availability: Call 800-657-8966

2 2 4

Great Views From This Condo (#1427)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 6

Amazing views of the Gulf, Bay, and downtown City lights (#5997)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4995/month - $7390/month
  • Availability: Call 800-657-8966

2 2 4

Tennis,Spa,Pool, On The Beach (#1454)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4690/month - $8790/month
  • Availability: Call 800-657-8966

2 2 4

Georgious Longboat Key Home Near Golf Course (#1455)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4690/month - $8790/month
  • Availability: Call 800-657-8966

2 2 4

Sweeping panoramic full gulf views from this magnificiently renovated 2 bd longboat key rental beach front condo . (#877287)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4,000/month - $8,000/month
  • Availability: Call 800-657-8966

2 2 4

Enjoy the Wonderful Views from this prestigious Longboat Key Beachplace Condo (#876816)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3795/month - $8995/month
  • Availability: Call 800-657-8966

2 2 4

Grand Bay is located behind the gates of the Harbourside Golf Course (#6019)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Drive to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2895/month - $6295/month
  • Availability: Call 800-657-8966

2 2 4

An Excellent Longboat Key Vacation Condo (#7030)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2795/month - $6795/month
  • Availability: Call 800-657-8966

2 2 4

A lovely complex located directly on the azure waters of the Gulf of Mexico (#5967)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $5095/month - $6895/month
  • Availability: Call 800-657-8966

2 2 6

Two Bedroom Longboat Key Vacation Condo (#8002)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

Longboat Key Vacation Rentals (#8004)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966
Longboat Key rental home close to the beach
2 2 6

Lovely Longboat Key rental home in Country Club Shores (#6027)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1395/week - $2995/week
  • Availability: Call 800-657-8966

2 2 8

An Excellent Longboat Key Vacation Condo (#8006)

  • 2 Bedroom Vacation Condominium (sleeps 8)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 5

Ocean and pool front views from this exclusive Longboat Key Islander Club Rental (#6486)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $5395/month - $5995/month
  • Availability: Call 800-657-8966

2 2 6

This unique Longboat Key Beach beach is absolutely beautiful and will be enjoyed by all (#5332)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2695/week - $3995/week
  • Availability: Call 800-657-8966

2 2 4

Enjoy the views from this Longboat Key Vacation Condo at Seaplace (#876601)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: Call 800-657-8966
  • Availability: Call 800-657-8966
Private Caged Pool Plenty of room for guests
2 3 6

Longboat Key South End Vacation Home (#6487)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1945/week - $2195/week
  • Availability: Call 800-657-8966

2 2 6

Enjoy this Longboat Key Vacation Condo (#8021)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1095/week - $1995/week
  • Availability: Call 800-657-8966

2 2 6

Wonderful Longboat Key Vacation Accomodation (#8026)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966
Water View Living Room
2 2 4

Longboat Harbour #303 (#6501)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: Call 800-657-8966
  • Availability: Call 800-657-8966

2 2 4

Longboat Key Vacation Rentals (#8030)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966
Beach escape charming Living Area
2 2 6

A First Class Longboat Key Vacation Accommodation (#6512)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $2545/week - $2800/week
  • Availability: Call 800-657-8966

2 2 6

A Great Value Longboat Key Vacation Condo (#8038)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Bay View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 4

Gulf Front complex on Longboat Key (#5001)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4595/month - $6295/month
  • Availability: Call 800-657-8966
Longboat Key Vacation Condo Master Bedroom
2 2 4

Longboat Key Vacation Condo (#6700)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1895/week - $2490/week
  • Availability: Call 800-657-8966

2 2 4

Longboat Key Vacation Condo directly on the azure waters of the Gulf of Mexico (#6523)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $1695/week - $1995/week
  • Availability: Call 800-657-8966

2 2 6

Beautiful Pool and Sun Deck (#4213)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2340/week - $2340/week
  • Availability: Call 800-657-8966

2 2 6

Great Location for your Longboat Key Rental Accomodation (#7306)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1395/week - $2195/week
  • Availability: Call 800-657-8966

2 2 6

Two Bedroom Bay View Longboat Key Condominium (#7310)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1395/week - $2095/week
  • Availability: Call 800-657-8966

2 1 6

Located directly on the Gulf of Mexico on the northern-end of Longboat Key (#6540)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • Rates: $2195/week - $3020/week
  • Availability: Call 800-657-8966

2 2 4

Exceptional Longboat Key Boutique Property located On Beach (#7314)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1935/week - $2775/week
  • Availability: Call 800-657-8966

2 2 6

Two Bedroom Longboat Key Condo On Beach (#7315)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1795/week - $2495/week
  • Availability: Call 800-657-8966

2 2 4

Enjoy the Lanai at this Longboat Key Rental (#7316)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1193/week - $1837/week
  • Availability: Call 800-657-8966
Heated Pool Cathedral ceilings
2 2 4

Longboat Key Vacation Condo (#6687)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $2145/week - $2495/week
  • Availability: Call 800-657-8966

2 2 6

This Two Bedroom Longboat Key Rental is perfect for your Florida Vacation Getaway (#7317)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1795/week - $2495/week
  • Availability: Call 800-657-8966
Screened Lanai with Gulf View Living Room
2 2 4

Fantastic Two Bedroom Condo on the Gulf (#6688)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Bay View
  • Professionally Managed
  • Rates: $1895/week - $2490/week
  • Availability: Call 800-657-8966

2 2 6

This Longboat Key Accomodation is On Beach (#7318)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1585/week - $2460/week
  • Availability: Call 800-657-8966

2 2 6

This Special Longboat Key has Boutique beach complex has Beautiful Gulf Views (#7319)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1585/week - $2460/week
  • Availability: Call 800-657-8966

2 2 6

This Beach Resort is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key (#6551)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $2395/week - $3020/week
  • Availability: Call 800-657-8966

2 2 6

A Value Longboat Key Rental (#7321)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1495/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

A relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key (#6555)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $2395/week - $3020/week
  • Availability: Call 800-657-8966

2 1 6

Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has guests returning each year (#6557)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2515/week - $3195/week
  • Availability: Call 800-657-8966

2 2 6

A Longboat Key Beach Front Accommodation (#6562)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $2395/week - $3020/week
  • Availability: Call 800-657-8966

2 2 4

Come and stay 2 full months in this beautiful, beachfront Longboat Key rental (#877189)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • Rates: $2695/month - $4195/month
  • Availability: Call 800-657-8966
Pool
2 2 6

Longboat Key Beach Condo (#6566)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $2095/week - $2995/week
  • Availability: Call 800-657-8966

2 2 6

Longboat Key Gulf Front Rental (#6693)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3395/month - $6895/month
  • Availability: Call 800-657-8966

2 2 4

Gulf Front complex on Longboat Key (#5015)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4595/month - $5895/month
  • Availability: Call 800-657-8966

2 2 6

Longboat Key vacation rental provides a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key (#6570)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $2165/week - $2995/week
  • Availability: Call 800-657-8966

2 2 6

A relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key (#6573)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2165/week - $2165/week
  • Availability: Call 800-657-8966
On the Beach in Longboat Key
2 1 6

Longboat Key Beachfront condo (#6576)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2495/week - $2995/week
  • Availability: Call 800-657-8966

2 2 4

A Charming Longboat Vacation Rental wihtin 5 minute walk to the beach (#6577)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1670/week - $2495/week
  • Availability: Call 800-657-8966

2 2 6

Contemporary Longboat Vacation Resort Condo (#6589)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1795/week - $3295/week
  • Availability: Call 800-657-8966

2 2 4

Nicely Remodeled and Well Kept Vacation Rentals Longboat Key (#9020)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: Call 800-657-8966
  • Availability: Call 800-657-8966
Longboat Key rental with amazing Gulf views Longboat Key rental condominium with private balcony
2 2 4

Longboat Key rental condominium with amazing Gulf views (#877480)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3295/month - $8995/month
  • Availability: Call 800-657-8966
Longboat Key rental with stunning Gulf View Longboat rental available year round
2 2 4

Longboat Key Vacation rental Condo located On Gulf of Mexico (#1400)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4490/month - $9495/month
  • Availability: Call 800-657-8966

2 2 4

Don't miss this updated, beachfront condo located mid Longboat Key (#8154)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2995/month - $6195/month
  • Availability: Call 800-657-8966

2 2 4

Featuring some of the most beautiful Gulf front and Bay front views in all of Beachplace! (#8153)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Bay View
  • Professionally Managed
  • Rates: $2995/month - $6795/month
  • Availability: Call 800-657-8966

2 2 4

A gracious island lifestyle awaits you at this Longboat Key vacation rental (#877235)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • Rates: $4795/month - $7195/month
  • Availability: Call 800-657-8966

2 2 4

A gracious island lifestyle await you at this Longboat Key vacation rental (#877236)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4495/month - $6795/month
  • Availability: Call 800-657-8966

2 2 4

Great Gulf View Beach Condo (#1409)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4490/month - $8995/month
  • Availability: Call 800-657-8966

2 2 4

Gulf View From Balcony (#1416)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4490/month - $8795/month
  • Availability: Call 800-657-8966

2 2 4

This Longboat Key Rental offers elegant and sophisticated resort style living (#877247)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: Call 800-657-8966
  • Availability: Call 800-657-8966

2 2 6

Beachfront Condo located on Northern Longboat Key (#6626)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3295/month - $6995/month
  • Availability: Call 800-657-8966

2 2 4

Nice Dining Area On Balcony With Gulf View (#1423)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Tennis,Spa,Pool, On The Beach (#1425)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Tennis,Spa,Pool, On The Beach (#1429)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

This 2 bedroom 2 bath Longboat Key condominium is tastefully furnished (#6946)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3895/month - $5395/month
  • Availability: Call 800-657-8966

2 2 4

Bright Sunny Condo With Pool,Spa,Tennis (#1436)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 3 6

Luxury Longboat Key Villa with Pool Longboat Key FL (#3222)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Privately Owned
  • Rates: $2200/week - $3600/week
  • Availability: Call 800-657-8966

2 2 6

Luxury Rental at the South End of Longboat Key- Most sought after location in South Florida! (#6747)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2395/week - $4195/week
  • Availability: Call 800-657-8966

2 2 4

Comfortable Condo With Tennis Courts (#1444)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Great Condo Community On the Beach (#1446)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 6

Harbour Oaks is a beautiful community located behind the guarded gates of the Longboat Key Club Harbourside section (#6959)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Drive to Beach
  • Professionally Managed
  • Rates: $2995/month - $5475/month
  • Availability: Call 800-657-8966

2 2 4

An absolutely delightful two bedroom, two bath duplex villa, in a great beachside location on North Longboat Key! (#7338)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $995/week - $1995/week
  • Availability: Call 800-657-8966

2 2 4

Longboat key rental with gorgeous views (#877285)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2,500/month - $4,500/month
  • Availability: Call 800-657-8966

2 2 4

An inviting longboat key rental beach getaway with partial Gulf views (#877286)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2,500/month - $4,000/month
  • Availability: Call 800-657-8966

2 2 4

Gorgeous views, great location and wonderful ammenities! (#877288)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2,000/month - $3,000/month
  • Availability: Call 800-657-8966

2 2 4

Fantastic Vacation Condo on the Beach (#6974)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4795/month - $8495/month
  • Availability: Call 800-657-8966

2 2 4

Gorgeous Longboat Key Vacation Condo (#6975)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3695/month - $7995/month
  • Availability: Call 800-657-8966

2 2 4

Vacation Longboat With Bay Views and Deeded Beach Access (#6764)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1795/month - $4995/month
  • Availability: Call 800-657-8966

2 2 4

Exceptional Beach Front Vacation Rental (#6979)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3695/month - $7995/month
  • Availability: Call 800-657-8966

2 2 4

A Perfect Longboat Key Vacation Rental (#6987)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Garden View
  • Professionally Managed
  • Rates: $2895/month - $6495/month
  • Availability: Call 800-657-8966

2 2 4

Spectacular Beach Front Vacation Condo (#6990)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3395/month - $7295/month
  • Availability: Call 800-657-8966

2 2 4

A Beautiful Longboat key Vacation Condo (#6992)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2895/month - $5195/month
  • Availability: Call 800-657-8966

2 2 4

This Longboat Key rental offers amazing Bay views. (#876549)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Drive to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2195/month - $5695/month
  • Availability: Call 800-657-8966

2 2 4

Wonderful lanai with access from both the living areas and master bedroom (#5706)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2895/month - $5795/month
  • Availability: Call 800-657-8966

2 2 4

Longboat Key Vacation Rental with with beautiful views of Sarasota Bay and downtown Sarasota (#7005)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Drive to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2895/month - $6145/month
  • Availability: Call 800-657-8966
Gulf View from private Balcony Dining for Four
2 2 4

Paradise Found Beach house (#6541)

  • 2 Bedroom Vacation Home and Villa (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2795/week - $4945/week
  • Availability: Call 800-657-8966
This is the View from your condo
2 2 4

Enjoy Panoramic views across Sarasota Bay and the Harbourside Golf Course (#7007)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Drive to Beach
  • Bay View
  • Professionally Managed
  • Rates: $3995/month - $6995/month
  • Availability: Call 800-657-8966

2 2 4

Rentals Longboat Key (#876815)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2,500/night - $8,200/night
  • Availability: Call 800-657-8966

2 2 4

Longboat Key Vacation Condo with beautiful Gulf front and Bay front views (#5601)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2995/month - $6995/month
  • Availability: Call 800-657-8966
Beach Place Living  Room with Full Gulf views
2 2 4

Beachplace is a First Class Longboat Key Rental Property (#2103)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $6395/month - $8445/month
  • Availability: Call 800-657-8966
This Longboat Key rental condo offers beautiful Gulf views
2 2 6

Luxury Longboat Key Vacation Rentals (#7015)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2395/week - $3995/week
  • Availability: Call 800-657-8966

2 2 6

A very pretty beach vacation condo on Longboat Key (#9114)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $1760/week - $2355/week
  • Availability: Call 800-657-8966

2 2 4

Longboat Key Vacation Rental located near Publix (#6682)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1595/week - $2595/week
  • Availability: Call 800-657-8966

2 2 5

Two Bedroom Vacation Condo On the Beach (#7025)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3595/month - $6995/month
  • Availability: Call 800-657-8966

2 2 4

Beautifully landscaped gulf-front Longboat Key Rental with a Gulf view (#877088)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4795/month - $8495/month
  • Availability: Call 800-657-8966
Living  Room
2 2 4

Longboat Luxury Rental on the Beach- South End of Longboat Key (#8301)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $6645/month - $8495/month
  • Availability: Call 800-657-8966

2 2 4

Amazing Bayfront Vacation Rental (#7026)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2095/month - $4695/month
  • Availability: Call 800-657-8966

2 2 4

Fabulous Two Bedroom Longboat Key Vacation Property (#7027)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1795/month - $3795/month
  • Availability: Call 800-657-8966
Lanai Living Area
2 2 4

Intimate Longboat Key Beachfront Condominium (#70079)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3895/month - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Bay Front Longboat Key Vacation Rental (#6916)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1595/month - $3795/month
  • Availability: Call 800-657-8966

2 2 4

Beachplace with sought-after southern exposure (#6038)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2895/month - $6595/month
  • Availability: Call 800-657-8966
View Living Room
2 2 6

Enjoy a secluded beach from this Longboat Rental Condo (#6059)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1895/week - $5195/week
  • Availability: Call 800-657-8966

2 2 6

Perfectly located directly on the beach overlooking the turquoise waters of the Gulf of Mexico (#6466)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1795/week - $2995/week
  • Availability: Call 800-657-8966

2 2 4

Bayfront Longboat Key Condo Sleeps 4 (#6064)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Drive to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1855/week - $2895/week
  • Availability: Call 800-657-8966

2 2 4

A Very Special Vacation Rental On the Beach (#7033)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2795/month - $6895/month
  • Availability: Call 800-657-8966

2 2 6

Cabana Beach Club (#6470)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1895/week - $2995/week
  • Availability: Call 800-657-8966

2 2 8

This two-bedroom plus den is perfectly located directly on the beach overlooking the turquoise waters of the Gulf of Mexico (#6473)

  • 2 Bedroom Vacation Condominium (sleeps 8)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1895/week - $3095/week
  • Availability: Call 800-657-8966

2 2 4

A Perfect Longboat Key Vacation Property (#8000)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 4

Longboat Key Upscale Beachplace Rental (#9104)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4195/month - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Longboat Key Beach Rental with Full Gulf Views (#6025)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3995/month - $6795/month
  • Availability: Call 800-657-8966

2 2 6

Visit this Longboat Key Rental with all the comforts at Home (#8003)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2045/week
  • Availability: Call 800-657-8966

2 2 5

Longboat Key rental condominium with great amenities (#7393)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3695/month - $6195/month
  • Availability: Call 800-657-8966

2 2 6

A Great Value Vacation Rental (#8007)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

Two Bedroom Longboat Key Vacation Rentals (#8010)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

A Charming Longboat Key Vacation Condo (#8011)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 4

A value priced Longboat Key rental (#7394)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3395/month - $5395/month
  • Availability: Call 800-657-8966

2 2 4

Sitting directly on a canal with amazing water views and a large, enclosed lanai (#5698)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2595/month - $4700/month
  • Availability: Call 800-657-8966

2 2 6

Enjoy Staying at this Longboat Key Vacation Property (#8049)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966
South end of island Comfortable living area with bay views
2 2 4

Fairway Bay Longboat Key Vacation Rental (#6485)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Drive to Beach
  • Bay View
  • Professionally Managed
  • Rates: $5100/month - $5600/month
  • Availability: Call 800-657-8966

2 2 6

Fantastic Longboat Key Vacation Property (#8013)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

Very SpecialLongboat Key Vacation Rental (#8014)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

South Floridas best resort (#7395)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4895/month - $6795/month
  • Availability: Call 800-657-8966

2 2 6

Beautiful Longboat Key Vacation Rental (#8015)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966
Cozy living space with gulf views
2 2 4

Gulffront #103 Condo Longboat Key Vacation Condo (#6488)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1045/week - $1645/week
  • Availability: Call 800-657-8966

2 2 6

Very Special Longboat Key Vacation Rental (#8016)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 5

Amazing Marco Island Vacation Rental (#8017)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966
Take Trolley to Beach or Walk
2 2 6

Longboat Key Vacation Condo (#8039)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 5

Enjoy Staying at this Longboat Key Vacation Property (#8018)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 4

A charming Longboat Key vacation condo on the beach (#7396)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3395/month - $6695/month
  • Availability: Call 800-657-8966

2 2 4

Fantastic Longboat Key Vacation Property (#8022)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 4

Beautifully decorated Longboat Key Rental with a Full Gulf View (#6496)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3395/month - $6395/month
  • Availability: Call 800-657-8966

2 1 4

Longboat rental at a value price (#7397)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Garden View
  • Professionally Managed
  • Rates: $3495/month - $5695/month
  • Availability: Call 800-657-8966

2 2 4

Longboat Beach Vacation condo with private lanai and beautiful gulf-front views (#6497)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4395/month - $6295/month
  • Availability: Call 800-657-8966

2 2 4

Visit this Truly Beautiful Longboat Key Vacation Property (#8025)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

Fantastic Longboat Key Vacation Accomodation (#8027)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 4

Longboat Key Vacation Rental has a fabulous bay view and is nicely furnished! (#7398)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2395/month - $4195/month
  • Availability: Call 800-657-8966

2 2 6

Fabulous Longboat Key Vacation Rental (#8028)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

This Longboat Key Vacation Condo Accommodates Six (#8029)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

Longboat Key Vacation Condo (#8031)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

Enjoy this Beautiful Longboat Key Vacation Condo (#8032)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1645/week - $2795/week
  • Availability: Call 800-657-8966

2 2 6

A Charming Longboat Key Accommodation (#6507)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $5295/month - $5495/month
  • Availability: Call 800-657-8966

2 2 6

A Perfect Longboat Key Vacation Rental (#8050)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Bay View
  • Professionally Managed
  • Rates: $1645/week - $2795/week
  • Availability: Call 800-657-8966

2 2 4

An Excellent Longboat Key Vacation Condo (#8034)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

A Perfect Longboat Key Vacation Condo (#8051)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

An Exceptional Longboat Key Vacation Property (#8037)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Bay View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

Beautiful Condo To Relax In and Enjoy (#4201)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2640/week - $2640/week
  • Availability: Call 800-657-8966

2 2 4

A Charming Longboat Key Vacation Condo (#8040)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 4

This Longboat Key vacation rental is in an excellent location (#6514)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $1395/week - $1995/week
  • Availability: Call 800-657-8966

2 2 4

Longboat Key Vacation Condo (#8041)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

Longboat Key Vacation Rentals (#8042)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

Beautiful Gulf Front Community (#4202)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2490/week - $2490/week
  • Availability: Call 800-657-8966

2 2 4

A Charming Longboat Key Vacation Condo (#8052)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 5

Beautiful Gulf Front Community (#4203)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2490/week - $2490/week
  • Availability: Call 800-657-8966

2 2 4

A Beautiful Longboat key Vacation Condo (#8043)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

Beautiful Gulf Front Community (#4204)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2490/week - $2490/week
  • Availability: Call 800-657-8966

2 2 6

Longboat Key Rentals (#8044)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 4

Beautiful Pool and Sun Deck (#4205)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2490/week - $2490/week
  • Availability: Call 800-657-8966

2 2 4

Beautiful Pool and Sun Deck (#4206)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2490/week - $2490/week
  • Availability: Call 800-657-8966

2 2 4

Value Longboat Key Rental (#8046)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

Beautiful Gulf Front Community (#4207)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2490/week - $2490/week
  • Availability: Call 800-657-8966

2 2 6

Enjoy Staying at this Longboat Key Rental Condominium (#8053)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

Located on the shores of our beautiful, white sandy beach on mid Longboat Key (#4308)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1470/week - $2440/week
  • Availability: Call 800-657-8966

2 2 6

Enjoy the Lanai at this Longboat Key Rental (#8048)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 4

A lovely complex that is located directly on the azure waters of the Gulf of Mexico (#6524)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $1790/week - $2545/week
  • Availability: Call 800-657-8966

2 2 6

Beautiful Pool and Sun Deck (#4208)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2340/week - $2340/week
  • Availability: Call 800-657-8966

2 2 6

Beautiful Longboat Key Rental Condominium (#7303)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1395/week - $2124/week
  • Availability: Call 800-657-8966

2 2 4

Beautiful Condo To Relax In and Enjoy (#4209)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2340/week - $2340/week
  • Availability: Call 800-657-8966

2 2 6

Beautiful Pool and Sun Deck (#4210)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2340/week - $2340/week
  • Availability: Call 800-657-8966
Low rise Condo Comfortable living area
2 2 4

Wonderful longboat key vacation for your family (#6527)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $2695/month - $5295/month
  • Availability: Call 800-657-8966

2 2 4

Beautiful Pool and Sun Deck (#4211)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2340/week - $2340/week
  • Availability: Call 800-657-8966

2 2 4

Beautiful Gulf Front Community (#4212)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2340/week - $2340/week
  • Availability: Call 800-657-8966

2 2 4

Beautiful Gulf Front Community (#4214)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2340/week - $2340/week
  • Availability: Call 800-657-8966

2 2 6

A quiet 21-unit condominium resort midway on the exclusive island of Longboat Key (#7305)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1395/week - $2195/week
  • Availability: Call 800-657-8966

2 2 6

Two Months in Paradise-Awsome Private Beach (#3620)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2595/month - $5395/month
  • Availability: Call 800-657-8966

2 2 6

Pool Overlooking the Gulf (#4217)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2340/week - $2340/week
  • Availability: Call 800-657-8966
Longboat Key Rental walk out Longboat Key rental nicely decorated
2 2 6

Longboat Key Vacation Rental available at the Portobello (#1051)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3395/month - $6170/month
  • Availability: Call 800-657-8966

2 2 6

Pool Overlooking the Gulf (#4219)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2340/week - $2340/week
  • Availability: Call 800-657-8966

2 2 4

Pool Overlooking the Gulf (#4220)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2290/week - $2290/week
  • Availability: Call 800-657-8966

2 2 6

Pool Overlooking the Gulf (#4221)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2190/week - $2190/week
  • Availability: Call 800-657-8966

2 2 6

Perfect Beach Escape (#4226)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2090/week - $2090/week
  • Availability: Call 800-657-8966

2 2 6

Pool Overlooking the Gulf (#4227)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2090/week - $2090/week
  • Availability: Call 800-657-8966

2 2 4

Beautiful Gulf Front Community (#4228)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2090/week - $2090/week
  • Availability: Call 800-657-8966

2 2 6

Located beach front on beautiful Longboat Key (#6547)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2165/week - $3020/week
  • Availability: Call 800-657-8966

2 2 4

Beautiful Pool and Sun Deck (#4229)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2090/week - $2090/week
  • Availability: Call 800-657-8966

2 2 6

Beutiful Condo To Relax In and Enjoy (#4230)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2090/week - $2090/week
  • Availability: Call 800-657-8966

2 2 6

Beautiful Pool and Sun Deck (#4231)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2090/week - $2090/week
  • Availability: Call 800-657-8966
the beach Dining for 4
2 2 4

Longboat Key Vacation Rental (#6689)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1450/week - $1815/week
  • Availability: Call 800-657-8966

2 2 6

Gulf View Longboat Key Property (#7320)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1585/week - $2460/week
  • Availability: Call 800-657-8966

2 2 4

Beautiful Home Steps from the Beach (#4232)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1990/week - $1990/week
  • Availability: Call 800-657-8966

2 2 6

Beautiful Pool and Sun Deck (#4233)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1990/week - $1990/week
  • Availability: Call 800-657-8966

2 2 6

Beach-to-Bay Longboat Harbour resort with wonderful views from the enclosed Lanai (#876664)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2795/month - $3795/month
  • Availability: Call 800-657-8966

2 2 6

Canal View With Fishing and Boat Dock (#7178)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2290/week - $2290/week
  • Availability: Call 800-657-8966

2 2 4

Beutiful Condo To Relax In and Enjoy (#4234)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1990/week - $1990/week
  • Availability: Call 800-657-8966

2 2 5

Perfect Beach Escape (#4235)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1990/week - $1990/week
  • Availability: Call 800-657-8966

2 2 4

Beautiful Pool and Sun Deck (#4236)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1990/week - $1990/week
  • Availability: Call 800-657-8966

2 2 4

Beautiful Family Home For Any Season (#4237)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1990/week - $1990/week
  • Availability: Call 800-657-8966

2 2 4

Beautiful Pool and Sun Deck (#4238)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1990/week - $1990/week
  • Availability: Call 800-657-8966

2 2 6

Longboat Key Condo On Beach (#7331)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3895/month - $5895/month
  • Availability: Call 800-657-8966

2 2 5

Longboat Key Rental On Beach (#7333)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3895/month - $5395/month
  • Availability: Call 800-657-8966
Community heated Pool Gulf Side Villa rental at Pelican harbour
2 2 4

Gulf Side Villa Rental on Longboat Key (#6694)

  • 2 Bedroom Vacation Home and Villa (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $2595/month - $4995/month
  • Availability: Call 800-657-8966

2 2 4

This Longboat Key Accomodation has an Excellent Location (#15113)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $7360/week - $7360/week
  • Availability: Call 800-657-8966

2 2 4

A Key West style home located on the northern tip of Longboat Key with modern flairs and spacious accommodations (#876469)

  • 2 Bedroom Vacation Home and Villa (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2800/month - $5800/month
  • Availability: Call 800-657-8966

2 1 4

Guest Cottage situated on the northern-tip of exclusive Longboat Key (#876470)

  • 2 Bedroom Vacation Home and Villa (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Bay View
  • Professionally Managed
  • Rates: $1800/month - $3000/month
  • Availability: Call 800-657-8966
Exterior Community Pool
2 2 4

Longboat Key Vacation Rental (#6667)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2395/month - $4395/month
  • Availability: Call 800-657-8966

2 2 6

This Longboat Key rental has great amenities (#877203)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $995/week - $1995/week
  • Availability: Call 800-657-8966

2 2 4

Walk to beach from this beautiful longboat key rental (#877207)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $2,500/month - $4,200/month
  • Availability: Call 800-657-8966

2 2 4

A great community located on the south end of beautiful Longboat Key (#4304)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $2695/month - $6795/month
  • Availability: Call 800-657-8966

2 2 6

This is the perfect place to relax and walk along the beach for miles (#6048)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2260/week - $3210/week
  • Availability: Call 800-657-8966
Fully Equipped Kitchen Lovely Living Area
2 2 4

Longboat Key Vacation Townhome (#8009)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 4

Pretty view of the canal and from the lanai there is a beautiful view of the bay (#6915)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1995/month - $3995/month
  • Availability: Call 800-657-8966

2 2 6

This Longboat Key vacation rental is located on the beach (#877216)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1395/week - $6195/week
  • Availability: Call 800-657-8966

2 2 6

Enjoy Bay views from this Longboat Key vacation cottage (#877218)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1195/week - $3195/week
  • Availability: Call 800-657-8966

2 2 6

Come and stay a month in this beautiful Longboat Key rental (#877220)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $2295/month - $3695/month
  • Availability: Call 800-657-8966

2 3 4

This fifth-story unit at the Pierre sits on the Gulf of Mexico and includes some of the nicest views in the area (#6597)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 3 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $5395/month - $6995/month
  • Availability: Call 800-657-8966

2 2 4

Just 100 yards from the Gulf of Mexico (#6924)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $2495/month - $5095/month
  • Availability: Call 800-657-8966

2 2 4

2-Bedroom Condo at Longboat Key (#8157)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3595/month - $6395/month
  • Availability: Call 800-657-8966

2 2 4

One of the nicer rentals Longboat Key offers at Seaplace (#8156)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Garden View
  • Professionally Managed
  • Rates: $2295/week - $3995/week
  • Availability: Call 800-657-8966
Longboat Key Rental with Gulf View Longboat Key Rental recently updated
2 2 4

Longboat key Rentals are available at Beach Place (#1401)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966
longboat Keys finest pools Longboat Key Beach steps from the Condo
2 2 4

Longboat Key rentals at Beachplace have Tennis,Spa,Pool, located on The Beach (#1402)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966
Longboat Key rental with full gulf view Longboat Beach steps from the Unit
2 2 4

Longboat key rental property has two bedrooms and a full Gulf of Mexico view (#1403)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8995/month
  • Availability: Call 800-657-8966
Longboat Key rental condo has a full gulf of Mexico view Longboat Key rental has best pool on the Island
2 2 4

Longboat Key Beach condo has a Balcony Overlooks The Beach (#1404)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Beautiful View of The Beach (#1405)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Gulf View From Balcony (#1406)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Relaxing Balcony With Gulf View (#1408)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Longboat Beach Condo rental with a Full gulf View (#6929)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3395/month - $5695/month
  • Availability: Call 800-657-8966

2 2 4

Relaxing Balcony With Gulf View (#1411)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Gulf Front Condo With Pool (#1412)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Great Condo Community On the Beach (#1413)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 6

Just minutes from shopping, dining, and entertainment of St. Armand's Circle and downtown Sarasota (#6623)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1345/week - $1720/week
  • Availability: Call 800-657-8966

2 2 4

Gulf Front with Views (#1415)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

An inviting beach getaway with northern views of gulf (#876735)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $2795/month - $4695/month
  • Availability: Call 800-657-8966

2 2 4

Beautiful View of The Beach (#1418)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Wonderful View of the Gulf (#1420)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Tennis,Spa,Pool, On The Beach (#1421)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4490/month - $8795/month
  • Availability: Call 800-657-8966

2 2 4

Tennis,Spa,Pool, On The Beach (#1422)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 6

Spacious Longboat Key rental townhome (#877510)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1195/week - $2595/week
  • Availability: Call 800-657-8966

2 2 6

Longboat Key rental condominium with great amenities (#877511)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1195/week - $2595/week
  • Availability: Call 800-657-8966

2 2 6

Beautiful Gulf Views from this Longboat Key Vacation Rental (#876489)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3395/week - $4995/week
  • Availability: Call 800-657-8966

2 2 4

Large Dining Area Seats 6 Comfortably (#1426)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Waterfront Views from this Longboat Key Home (#876491)

  • 2 Bedroom Vacation Home and Villa (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1150/week - $5895/week
  • Availability: Call 800-657-8966
Sutton Place Fully Equipped Kitchen
2 2 4

A great Longboat Key vacation location- Short walk to beach (#6636)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2395/month - $4295/month
  • Availability: Call 800-657-8966

2 2 4

Condo Community Is Right On The Beach (#1428)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966
Longboat condo rental with Gulf view
2 2 4

Longboat Key rental condo with fabulous views available at Beachplace. (#877261)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3395/month - $9495/month
  • Availability: Call 800-657-8966
Portobello Beach Condo Fabulous Gulf Views
2 2 6

A Longboat Beach Rental FIRST FLOOR WALK OUT (#6638)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3395/month - $6170/month
  • Availability: Call 800-657-8966

2 2 4

Comfortable Condo With Tennis Courts (#1431)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 6

A perennial favorite of experienced international travelers looking for the ultimate Florida beach vacation getaway (#6948)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1395/week - $1995/week
  • Availability: Call 800-657-8966

2 2 4

Tennis,Spa,Pool, On The Beach on Longboat Keys South end (#1432)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

One of the few rentals Longboat Key has to offer that walks right out onto the beach (#877263)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1895/week - $2495/week
  • Availability: Call 800-657-8966

2 2 4

Comfortable Condo With Tennis Courts (#1433)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Elegant Condo In Great Beachfront Community (#1434)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Relaxing Balcony With Great View (#1435)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Comfortable Condo With Tennis Courts (#1438)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Large Balcony For Relaxing (#1440)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 6

Guests have access to the private beach club located a quick one and a half miles away (#6954)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Drive to Beach
  • Garden View
  • Professionally Managed
  • Rates: $2995/month - $5995/month
  • Availability: Call 800-657-8966

2 2 4

Tennis,Spa,Pool, On The Beach (#1441)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Condo Community Is Right On The Beach (#1442)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Great Condo Community On the Beach (#1445)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

South End Longboat Key Vacation Condo with a view (#876764)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $3795/month - $8495/month
  • Availability: Call 800-657-8966

2 2 4

A Great Longboat Condo Rental (#876510)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $3995/month - $5295/month
  • Availability: Call 800-657-8966

2 2 4

Beachplace Longboat Key Vacation Condo (#876765)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $3795/month - $7995/month
  • Availability: Call 800-657-8966

2 2 4

Tennis,Spa,Pool, On The Beach (#1447)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Beachplace Longboat Key Rental (#876766)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $3795/month - $7995/month
  • Availability: Call 800-657-8966

2 2 4

VACATION CONDO ON RENTALS LONGBOAT KEY (#877284)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1,500/month - $3,000/month
  • Availability: Call 800-657-8966

2 2 4

Enjoy the finest sunsets from this Longboat Key vacation rental. (#876521)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3395/week - $6395/month
  • Availability: Call 800-657-8966

2 2 4

Enjoy the finest sunsets from this Longboat Key vacation rental. (#876522)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2995/month - $5995/month
  • Availability: Call 800-657-8966

2 2 4

Friendly atmosphere for the active Longboat Key Vacation (#877291)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2695/month - $3695/month
  • Availability: Call 800-657-8966

2 2 4

Bayside Community With Private Balcony (#1461)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $4090/month - $7790/month
  • Availability: Call 800-657-8966

2 2 4

Buttonwood Cove Longboat Key Vacation Rental (#6762)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2395/month - $4895/month
  • Availability: Call 800-657-8966

2 2 4

Bayside Community With Private Balcony (#1462)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $4090/month - $7790/month
  • Availability: Call 800-657-8966

2 2 4

Beautiful View of The Bay (#1463)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $4090/month - $7790/month
  • Availability: Call 800-657-8966

2 2 4

View of the Golf Course (#1464)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $4790/month - $9790/month
  • Availability: Call 800-657-8966

2 2 4

Two Bedroom Beach Front Vacation Condo (#6980)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3495/month - $7795/month
  • Availability: Call 800-657-8966

2 2 6

Beautiful Gulf Front Community (#4200)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2640/week - $2640/week
  • Availability: Call 800-657-8966

2 2 4

Come to Longboat Key and Stay at this Charming Vacation Condo (#6982)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2395/month - $6395/month
  • Availability: Call 800-657-8966
Nicely Appointed Home Florida Room
2 2 8

Country Club Shores Villa Rental (#6698)

  • 2 Bedroom Vacation Home and Villa (sleeps 8)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1795/week - $1995/week
  • Availability: Call 800-657-8966

2 2 4

Two Bedroom Gulf View Vacation Rental (#6984)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2495/month - $6195/month
  • Availability: Call 800-657-8966

2 2 4

Great Location for your Longboat Key Vacation Getaway (#6985)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2895/month - $6695/month
  • Availability: Call 800-657-8966

2 2 4

Two Bedroom Longboat Key Vacation Property (#6986)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2695/month - $6795/month
  • Availability: Call 800-657-8966

2 2 4

Gulf View Vacation Accomodation in a wonderful community known for its beautifully manicured grounds and outstanding amenitites (#6988)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3495/month - $6995/month
  • Availability: Call 800-657-8966

2 2 4

Beach Front Vacation Condo (#6989)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3595/month - $7095/month
  • Availability: Call 800-657-8966

2 2 6

Spend your vacation in this secluded island vacation home located in the historic village of Longboat Key (#7361)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $2195/week - $2995/week
  • Availability: Call 800-657-8966

2 2 6

Bring your boat to this Longboat Key vacation home (#7381)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $2395/week - $4395/week
  • Availability: Call 800-657-8966

2 2 4

Modern Contemporary furnishings throughout this Longboat Key Beach condo (#8305)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3995/month - $7495/month
  • Availability: Call 800-657-8966

2 2 4

Bay views from this Longboat Key rental (#7006)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Drive to Beach
  • Bay View
  • Professionally Managed
  • Rates: $5195/month - $6245/month
  • Availability: Call 800-657-8966

2 2 6

Come enjoy a Longboat key vacation (#7384)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2995/month - $4695/month
  • Availability: Call 800-657-8966

2 2 4

Longboat Key Vacation Condo on The Beach (#7010)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2895/month - $6295/month
  • Availability: Call 800-657-8966

2 2 6

Two Bedroom Vacation Condo Perfect Getaway (#7013)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2345/week - $3595/week
  • Availability: Call 800-657-8966

2 2 6

Beachfront Longboat Key Vacation Condo (#7014)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2695/week - $3795/week
  • Availability: Call 800-657-8966
Beach Place Living  Room
2 2 4

Beachplace (#3102)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $5295/month - $6395/month
  • Availability: Call 800-657-8966

2 2 6

A great Longboat rental (#7389)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2795/month - $4195/month
  • Availability: Call 800-657-8966

2 2 4

Located at the south end of Longboat Key and is close to fine dining and shopping (#6404)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates: $4995/month - $5895/month
  • Availability: Call 800-657-8966

2 2 5

A Beautiful Gulf View Vacation Condo on Longboat Key (#7023)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2895/month - $6145/month
  • Availability: Call 800-657-8966

2 2 4

This two-bedroom, two-bathroom top-floor corner unit includes beach front views from both the living room and master bedroom (#877089)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1395/week - $1995/week
  • Availability: Call 800-657-8966
Beachplace Pool
2 2 4

Beachplace (#9103)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4595/month - $8195/month
  • Availability: Call 800-657-8966

2 2 4

Beautiful Longboat Key Vacation Rental (#8001)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966
Mid Rise Condo on the Gulf Walk out on the Beach
2 2 4

Longboat Key Beach Vacation Rental (#6477)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $5170/month - $6495/month
  • Availability: Call 800-657-8966

2 2 4

Gulf Front Condo with Full Gulf View (#6478)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $5220/month - $6245/month
  • Availability: Call 800-657-8966

2 2 4

Cedars East (#6479)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Drive to Beach
  • Garden View
  • Professionally Managed
  • Rates: Call 800-657-8966
  • Availability: Call 800-657-8966
Beach is about 1/2 mile away
2 2 6

Longboat Key Vacation Rental (#6480)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Drive to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1795/week - $1950/week
  • Availability: Call 800-657-8966

2 2 6

Perfect for enjoying the beautiful view and soaking in the Florida sunshine (#6482)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1545/week - $1795/week
  • Availability: Call 800-657-8966

2 2 4

Relax on your private lanai while enjoying beautiful Gulf-front views on Longboat Key (#6499)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3095/month - $5695/month
  • Availability: Call 800-657-8966

2 2 6

A Charming Longboat Key Vacation Condo (#8033)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 6

Book this Longboat Key Vacation Rental Early (#8045)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1345/week - $2395/week
  • Availability: Call 800-657-8966

2 2 4

Gulf front Longboat Key Condo (#6522)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1790/week - $2545/week
  • Availability: Call 800-657-8966

2 2 4

Full Gulf View in this Longboat Accommodation (#8054)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1195/week - $2895/week
  • Availability: Call 800-657-8966

2 2 4

Enjoy a month long stay at this Longboat Key rental (#6525)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates: $3295/month - $7795/month
  • Availability: Call 800-657-8966

2 2 4

This Longboat Key beach rental condo is ideal for those looking for a 2 month winter visit to our beautiful Island. (#3613)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2895/month - $4595/month
  • Availability: Call 800-657-8966
Beachfront condo Beachfront Pool
2 2 4

Seaplace Longboat Key Beach Condo Rental (#6528)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Garden View
  • Professionally Managed
  • Rates: $1995/month - $4295/month
  • Availability: Call 800-657-8966

2 2 4

Pool Overlooking the Gulf (#4215)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2340/week - $2340/week
  • Availability: Call 800-657-8966

2 2 5

Pool Overlooking the Gulf (#4216)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2340/week - $2340/week
  • Availability: Call 800-657-8966

2 2 6

Pool Overlooking the Gulf (#4218)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2340/week - $2340/week
  • Availability: Call 800-657-8966

2 2 6

Fun Home Near The Beach (#3623)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1895/week - $1895/week
  • Availability: Call 800-657-8966

2 2 6

A Charming Longboat Key Accomodation (#7309)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $1395/week - $2095/week
  • Availability: Call 800-657-8966

2 2 5

Beautiful Condo To Relax In and Enjoy (#4222)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2190/week - $2190/week
  • Availability: Call 800-657-8966

2 2 4

Beautiful Pool and Sun Deck (#4223)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2090/week - $2090/week
  • Availability: Call 800-657-8966

2 2 4

Pool Overlooking the Gulf (#4224)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2090/week - $2090/week
  • Availability: Call 800-657-8966

2 2 6

Beautiful Pool and Sun Deck (#4225)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2090/week - $2090/week
  • Availability: Call 800-657-8966

2 2 4

Sitting on the North end of beautiful Longboat Key (#7180)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates: $3695/month - $3895/month
  • Availability: Call 800-657-8966

2 2 4

Beautiful Beach Front Longboat Key Rental (#15112)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates: $8095/week - $8095/week
  • Availability: Call 800-657-8966

2 2 6

This Longboat Key Rental offers fabulous water views from this ground level Longboat Harbour unit (#6914)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $4895/month - $5895/month
  • Availability: Call 800-657-8966

2 2 4

Imagine the wonderful sunsets you can capture right from your own balcony (#6599)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3495/month - $6795/month
  • Availability: Call 800-657-8966

2 2 4

Great Condo Community On the Beach (#1407)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Balcony With Gulf View (#1410)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 1 6

Value priced beach front Longboat Key rental 2 bedroom beach property sleeps six (#6620)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 1 Bathroom
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates: $1620/week - $2270/week
  • Availability: Call 800-657-8966

2 2 4

Great Condo Community On the Beach (#1414)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 6

One of the most affordable Rentals Longboat Key has to offer (#6625)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1495/week - $2295/week
  • Availability: Call 800-657-8966

2 2 4

Condo Community Is Right On The Beach (#1424)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 1 6

Longboat Key Guest Beach Cottage (#6634)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 1 Bathroom
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates: $3295/week - $3295/week
  • Availability: Call 800-657-8966

2 2 4

Tennis,Spa,Pool, On The Beach (#1430)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Comfortable Condo With A Nice View (#1437)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Condo Community Is Right On The Beach (#1439)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Tennis,Spa,Pool, On The Beach (#1443)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Garden View
  • Professionally Managed
  • Rates: $3490/month - $8290/month
  • Availability: Call 800-657-8966

2 2 4

Located a short 3 minute walk from the beaches of Longboat Key- PET FRIENDLY (#6350)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1895/month - $3095/month
  • Availability: Call 800-657-8966

2 2 4

Located a short 3 minute walk from the beaches of Longboat Key, this unit is ideally located and priced well (#6351)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1895/month - $3195/month
  • Availability: Call 800-657-8966

2 2 6

Luxury Condo Community With Views (#1458)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4590/month - $9390/month
  • Availability: Call 800-657-8966

2 2 4

Bayside Community Offers Tennis (#1460)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $4090/month - $7790/month
  • Availability: Call 800-657-8966
Walk right out onto the beach from your Lanai Living Room
2 2 4

South End Condo Rental on Longboat Key with amazing gulf Views (#9102)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $5895/month - $7095/month
  • Availability: Call 800-657-8966
Fully Equipped Kitchen Open Living area
2 2 4

This Longboat Key rental has a Gulf Front Vacation rental with a Full Fulf View (#9105)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates: $2495/month - $7295/month
  • Availability: Call 800-657-8966

2 2 4

Stay on Longboats north end (#7382)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $2195/month - $3995/month
  • Availability: Call 800-657-8966

2 2 6

Boat Dock, Water Views,Tennis from this Longboat Key vacation condo (#7383)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2350/month - $4195/month
  • Availability: Call 800-657-8966

2 2 6

Value prices available for summer rentals (#7385)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2495/month - $4495/month
  • Availability: Call 800-657-8966

2 2 4

Call a Coast 2 Coast Agent for daily specials (#7386)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2495/month - $3995/month
  • Availability: Call 800-657-8966

2 2 6

Come stay on Longboat Key (#7387)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2195/month - $3995/month
  • Availability: Call 800-657-8966

2 2 4

Featuring direct Gulf front views, well-appointed decorations, direct beach access, and more! (#3504)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates: $5345/month - $6695/month
  • Availability: Call 800-657-8966

2 2 6

Fantastic Two Bedroom Vacation Rental (#7019)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Garden View
  • Bay View
  • Professionally Managed
  • Rates: $1760/week - $2770/week
  • Availability: Call 800-657-8966
Beachplace Living Area
2 2 4

Beachplace (#6202)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Garden View
  • Professionally Managed
  • Rates: $4495/month - $6645/month
  • Availability: Call 800-657-8966

2 2 4

Two Bedroom Beachfront Vacation Accomodation (#7022)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2895/month - $5795/month
  • Availability: Call 800-657-8966
Beachplace Living Room
2 2 4

Beachplace (#7102)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates: $3395/month - $6995/month
  • Availability: Call 800-657-8966
Beach Place View
2 2 4

Beachplace (#7404)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3395/month - $7195/month
  • Availability: Call 800-657-8966

3 3 6

Enjoy the serene beach and water views from this beautiful 11th floor penthouse located in Water Club's South Tower (#876836)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Bay View
  • Professionally Managed
  • Rates: $8995/night - $8995/month
  • Availability: Call 800-657-8966

3 2 8

Luxurious community on the northern end of Longboat Key (#877161)

  • 3 Bedroom Vacation Condominium (sleeps 8)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4795/month - $8195/month
  • Availability: Call 800-657-8966

3 2 6

Luxurious penthouse suite with Full Gulf Views (#6780)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4745/month - $7395/month
  • Availability: Call 800-657-8966

3 3 10

Private Paradise with private boat dock in Hideaway Bay (#5334)

  • 3 Bedroom Vacation Home and Villa (sleeps 10)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2695/week - $4895/week
  • Availability: Call 800-657-8966

3 2 6

This 3-bedroom, 2.5 bathroom condominium includes amazing views and prime Longboat Key Monthly Rental location (#5114)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3895/month - $7995/month
  • Availability: Call 800-657-8966
Anna Maria rental in a beautiful Mediterranean style Anna Maria rental with private pool and hot tub
3 3 8

Anna Maria vacation rental villa in the perfect, central location (#877473)

  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2395/week - $4995/week
  • Availability: Call 800-657-8966

3 3 8

Longboat Key Club Vacation Villa (#6720)

  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $6995/month - $9995/month
  • Availability: Call 800-657-8966
The Pink House Stunning Beach Views
3 3 6

The Pink House is the Most Exclusive address in Longboat Key FL (#2777)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Privately Owned
  • Rates: $3995/week - $4795/week
  • Availability: Call 800-657-8966

3 3 9

Contemporary Longboat Key Villa Rental on Canal (#6736)

  • 3 Bedroom Vacation Home and Villa (sleeps 9)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2395/week - $6895/month
  • Availability: Call 800-657-8966
Villa by the Bay Large Kitchen with Seating for 8 and 2 Ovens
3 4 8

Come for your Longboat Key vacation and stay at this elegant Home in the (#99034)

  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 4 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Bay View
  • Privately Owned
  • Rates: $3500/week - $3995/week
  • Availability: Call 800-657-8966
Longboat rental with pool and Bay view Luxury Longboat Key rental home
3 3 10

Longboat Key vacation home rental with stunning Bay views (#877264)

  • 3 Bedroom Vacation Home and Villa (sleeps 10)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $7995/month - $11295/month
  • Availability: Call 800-657-8966
Longboat Key rental with private pool Stunning Longboat Key rental home
3 3 6

Longboat Key vacation home rental with stunning Bay views (#877265)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $8995/month - $9995/month
  • Availability: Call 800-657-8966

3 3 6

Fabulous corner unit with floor to ceiling windows offers amazing views of Gulf and bay from every room (#5996)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $5395/month - $8395/month
  • Availability: Call 800-657-8966

3 2 6

Rentals longboat key Gulf Front Community With Tennis (#1456)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4990/month - $8890/month
  • Availability: Call 800-657-8966

3 2 6

Unique and Inviting Gulf Front Villa! (#877289)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $5795/month - $9495/month
  • Availability: Call 800-657-8966

3 2 6

This Longboat Key rental located in a beachfront Condo Community (#1459)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $8290/month - $12495/month
  • Availability: Call 800-657-8966

3 3 6

Enjoy an amazing location in this Longboat Key vacation rental (#876779)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $8995/month - $10795/month
  • Availability: Call 800-657-8966

3 3 6

Absolutely stunning new unit on North Longboat (#5976)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: Call 800-657-8966
  • Availability: Call 800-657-8966

3 3 6

Enjoy the gorgeous Gulf views and sunsets from this behind the gates of the Longboat Key Club (#14998)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4,000/month - $7,500/month
  • Availability: Call 800-657-8966

3 2 6

Enjoy your Longboat Key Vacation Condo (#6023)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $3195/month - $5395/month
  • Availability: Call 800-657-8966
This Longboat Key beach condo rental has a spacious living room  Gourmet Kitchen with Granite Counter Tops
3 3 8

Conveniently located within a 3 minute walk onto white sandy Longboat Key beach (#1713)

  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Privately Owned
  • Rates: Call 800-657-8966
  • Availability: Call 800-657-8966

3 2 6

Exclusive Country Club Shores Longboat Key Rental (#6483)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2495/week - $3195/week
  • Availability: Call 800-657-8966
Nicely Appointed Pool with hot Tub
3 2 8

Island Paradise Vacation Rental on Longboat Key (#6490)

  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1595/week - $2895/week
  • Availability: Call 800-657-8966

3 3 8

Bay Isles Villa with Beach Club Access (#5611)

  • 3 Bedroom Vacation Condominium (sleeps 8)
  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $3500/month - $6500/month
  • Availability: Call 800-657-8966

3 2 7

Longboat Key Villa Rental in Country Club Shores (#6032)

  • 3 Bedroom Vacation Home and Villa (sleeps 7)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1495/week - $3195/week
  • Availability: Call 800-657-8966

3 2 6

Gulf Front Longboat Key Vacation condo (#6508)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3695/month - $6895/month
  • Availability: Call 800-657-8966
Covered Pool and Spa Boat Dock
3 2 6

Magnificent views of Sarasota Bay from this Longboat Key Villa Rental (#6510)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2495/week - $3245/week
  • Availability: Call 800-657-8966

3 2 6

Located in the community of Country Club Shores with Tommy Bahama furnishings and modern decor (#6511)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $2270/week - $3195/week
  • Availability: Call 800-657-8966
Among the vacation rentals Longboat Key w/Heated Lap Pool Close to Beach
3 2 6

Longboat Key Rental at Beachplace with stunning water and Skyline views (#5331)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Privately Owned
  • Rates: $3995/month - $6495/month
  • Availability: Call 800-657-8966

3 2 6

This is a highly sought after location for Longboat Key rentals (#5438)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1495/week - $3195/week
  • Availability: Call 800-657-8966

3 2 6

This 3 bedroom Longboat Key rental condominium has been completely renovated (#876891)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4795/month - $10405/month
  • Availability: Call 800-657-8966

3 2 6

Beautiful Home Steps from the Beach (#3607)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4795/month - $7495/month
  • Availability: Call 800-657-8966

3 2 6

Rentals longboat key with Resort Amenities and Wonderful Views (#3611)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $5795/month - $9695/month
  • Availability: Call 800-657-8966
Longboat key vacation for your getaway Longboat key rental master bedroom
3 3 6

Longboat key vacation to enjoy a leisurely stroll to the beach. (#877416)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $569/night - $885/night
  • Availability: Call 800-657-8966

3 3 7

Luxury Longboat Key Rental has sweeping Bay views (#7308)

  • 3 Bedroom Vacation Condominium (sleeps 7)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2895/week - $2995/week
  • Availability: Call 800-657-8966

3 2 6

Direct Gulf front condominium with amazing ocean views from every room (#5709)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4695/month - $7295/month
  • Availability: Call 800-657-8966

3 2 6

Gulf Front Screened Balcony (#7179)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2290/week - $2290/week
  • Availability: Call 800-657-8966

3 2 6

Gorgeous 3 Bedroom Longboat Key Home (#7334)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1795/week - $3195/week
  • Availability: Call 800-657-8966

3 3 6

Bay View Longboat Key Rental (#15110)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $3895/month - $6895/month
  • Availability: Call 800-657-8966

3 1 6

The Sanctuary 2 Bedroom plus Den (#6710)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $6795/month - $9100/month
  • Availability: Call 800-657-8966

3 3 6

Sunset Pointe Home (#6579)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $10645/month - $10645/month
  • Availability: Call 800-657-8966
The Spectacular Beach House on Longboat Stunning Pool on Beach Side Overlooking the Gulf
3 3 6

Longboat Key Villa rental with a Pool! (#2077)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Privately Owned
  • Rates: $4245/week - $4500/week
  • Availability: Call 800-657-8966

3 2 5

Longboat Key Vacation condo on the Beach with a Gulf View (#6781)

  • 3 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3995/month - $6795/month
  • Availability: Call 800-657-8966

3 2 7

Bring your boat and enjoy a month long stay at this beautiful Longboat Key vacation rental home (#877242)

  • 3 Bedroom Vacation Home and Villa (sleeps 7)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2995/month - $5895/month
  • Availability: Call 800-657-8966

3 2 7

Longboat Key Villa Beach Front Rental (#6740)

  • 3 Bedroom Vacation Home and Villa (sleeps 7)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4295/week - $5795/week
  • Availability: Call 800-657-8966

3 2 6

Vacation on Longboat Key's beautiful white sandy beaches (#876509)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $4795/month - $8595/month
  • Availability: Call 800-657-8966

3 2 6

Perfect Beach Escape (#1448)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Garden View
  • Professionally Managed
  • Rates: $5195/month - $8995/month
  • Availability: Call 800-657-8966

3 2 6

Beautiful Condo To Relax In and Enjoy (#1449)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4290/month - $8890/month
  • Availability: Call 800-657-8966

3 2 6

Comfortable Condo With Tennis Courts (#1450)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4290/month - $8890/month
  • Availability: Call 800-657-8966

3 3 8

One of the finer Rentals Longboat Key has to offer (#877297)

  • 3 Bedroom Vacation Condominium (sleeps 8)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $5995/month - $9695/month
  • Availability: Call 800-657-8966

3 3 6

Behind the gates of the Longboat Key Club Harbourside (#5973)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Drive to Beach
  • Professionally Managed
  • Rates: $3295/month - $6995/month
  • Availability: Call 800-657-8966

3 2 6

Located on the paradise sands of the Gulf of Mexico with amazing views and direct beach access (#876536)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2500/week - $3195/week
  • Availability: Call 800-657-8966

3 3 6

Country Club Shores Villa with Private Pool (#5971)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $6295/month - $6895/month
  • Availability: Call 800-657-8966

3 3 6

Stuning Penthouse Longboat Key (#876538)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $4795/month - $7995/month
  • Availability: Call 800-657-8966

3 2 6

Gorgeous Longboat Key Vacation Home (#6993)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1915/week - $2995/week
  • Availability: Call 800-657-8966

3 2 6

Enjoy the Lanai at this Longboat Key Vacation Home (#6994)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1495/week - $2895/week
  • Availability: Call 800-657-8966

3 2 6

Enjoy the Private Pool at this Longboat Key Vacation Home (#6995)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2195/week - $3395/week
  • Availability: Call 800-657-8966

3 2 6

Enjoy partial bay views from this Longboat Key beachfront condominium (#876548)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Bay View
  • Professionally Managed
  • Rates: $4195/month - $9495/month
  • Availability: Call 800-657-8966

3 3 6

Spacious Longboat Key Vacation Home (#6999)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4395/week - $6195/week
  • Availability: Call 800-657-8966

3 2 6

A Very Special Lonboat Key Vacation Home (#6029)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2235/week - $3435/week
  • Availability: Call 800-657-8966

3 2 6

This Longboat Key rental has a private pool and sleeps 6 comfortably (#876557)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $6195/month - $10405/month
  • Availability: Call 800-657-8966

3 4 8

Longboat Key Luxury Beach house Rental (#8971)

  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 4 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $5195/week - $7295/week
  • Availability: Call 800-657-8966
Walk to Beach across street
3 2 6

Located directly on a canal, with mangroves covering the other side, this property is very secluded (#6461)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1995/week - $3295/week
  • Availability: Call 800-657-8966

3 2 6

Relax in a Northern End of Longboat Key (#6007)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $4995/month - $7695/month
  • Availability: Call 800-657-8966

3 2 6

Your perfect Longboat Key vacation home (#876567)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Drive to Beach
  • Professionally Managed
  • Rates: $3695/month - $5495/month
  • Availability: Call 800-657-8966

3 2 6

2 bedroom plus den corner walk down Unit at Beachplace (#876568)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • Rates: $3695/month - $9195/month
  • Availability: Call 800-657-8966

3 2 6

Enjoy fantastic amenities at this Longboat Key vacation rental (#876831)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates: $6695/month - $8695/month
  • Availability: Call 800-657-8966

3 3 6

Enjoy beaches and the golf course from this Longboat Key vacation rental (#876832)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $4595/month - $9595/month
  • Availability: Call 800-657-8966

3 2 6

An Excellent Longboat Key Vacation Condo (#7029)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2795/month - $6995/month
  • Availability: Call 800-657-8966

3 2 5

Very Special Vacation Condo On the Beach (#7035)

  • 3 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1435/week - $2715/week
  • Availability: Call 800-657-8966
Entrance to Home Walk to Beach
3 2 8

A Private setting in Emerald Harbor Estates, great canal front views, and a private deeded beach access (#6484)

  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1795/week - $2595/week
  • Availability: Call 800-657-8966

3 2 8

Three Bedroom Vacation Rental Longboat Key (#8023)

  • 3 Bedroom Vacation Condominium (sleeps 8)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $2495/week - $3495/week
  • Availability: Call 800-657-8966

3 3 6

Terrific choice for those seeking a private hideaway (#5705)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3695/month - $8500/month
  • Availability: Call 800-657-8966
Plenty od Lounge Chairs around pool area Fully Equipped Kitchen
3 2 6

Emerald Harbour Longboat Key Vacation Home (#6668)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1550/week - $1700/week
  • Availability: Call 800-657-8966
Pool with Childs Fence
3 2 6

Country Club Shores Villa in Longboat Key (#6521)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1655/week - $3195/week
  • Availability: Call 800-657-8966

3 2 6

Stunning Pool Side Balcony With Bay Views-Two Month Rental (#3622)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Bay View
  • Professionally Managed
  • Rates: $4895/month - $7395/month
  • Availability: Call 800-657-8966

3 2 8

3 Bedroom beach front rental on Longboat Key with pool and internet (#6539)

  • 3 Bedroom Vacation Condominium (sleeps 8)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $2195/week - $3195/week
  • Availability: Call 800-657-8966
Private Lanai with Views Living Room
3 2 6

Beachfront Longboat Key vacation Rental (#6690)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2395/week - $3170/week
  • Availability: Call 800-657-8966

3 1 7

Quiet and Relaxing Home With Great Location (#7176)

  • 3 Bedroom Vacation Home and Villa (sleeps 7)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $2190/week - $2190/week
  • Availability: Call 800-657-8966
Nicely Appointed Beachfront Resort
3 2 6

Longboat Key Beachfront Vacation Condo (#6691)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2395/week - $3170/week
  • Availability: Call 800-657-8966

3 3 6

Beach front 3 Bedroom Vacation Rental (#7324)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 3 Stars (Silver)
  • Bay View
  • Professionally Managed
  • Rates: $3695/month - $6995/month
  • Availability: Call 800-657-8966

3 2 6

Longboat Key Vacation Home (#7329)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1795/week - $2495/week
  • Availability: Call 800-657-8966

3 2 6

Spacious 3 bedroom, 2 bathroom home located in the historic village on Longboat Key (#5978)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1770/week - $5595/week
  • Availability: Call 800-657-8966

3 2 6

A Very Special Vacation Rental with Excellent Value (#15010)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $7360/week - $7360/week
  • Availability: Call 800-657-8966

3 2 6

Walk to the Sarasota Bay less than 1/2 block and the beautiful beaches of Longboat Key are only 3 blocks away (#876473)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1,375/week - $5,000/week
  • Availability: Call 800-657-8966
Located On the Tarawitt Canal Walk to Longboat Key Beach
3 3 6

Longboat Key Vacation Home Rental (#6580)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1545/week - $1995/week
  • Availability: Call 800-657-8966

3 3 6

Longboat Key Villa 400 steps to the beach! (#876474)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $3995/month - $6495/month
  • Availability: Call 800-657-8966

3 2 6

True Longboat Key Beach House Island Style (#6919)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2275/week - $2995/week
  • Availability: Call 800-657-8966

3 3 6

Beachfront Condo with Views of Gulf and Sarasota Skyline (#6920)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3695/month - $6395/month
  • Availability: Call 800-657-8966

3 2 6

Bring your boat to this Longboat Key vacation home (#877221)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $2495/week - $3995/week
  • Availability: Call 800-657-8966

3 2 6

This is a popular Longboat Key vacation rental community (#877222)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2395/month - $5995/month
  • Availability: Call 800-657-8966

3 2 6

This eight unit complex is a deluxe vacation getaway located on exclusive Longboat Key (#6624)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1545/week - $2595/week
  • Availability: Call 800-657-8966

3 2 6

Great 2 bedroom Longboat Key vacation condo (#876485)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $3695/month - $8495/month
  • Availability: Call 800-657-8966
Full Gulf View from Your Lanai
3 2 6

Fabulous Beachfront Views from this Longboat Key Condominium (#6782)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3995/month - $7595/month
  • Availability: Call 800-657-8966

3 2 6

Longboat Key Vacation Home in a Quiet Neighborhood (#6953)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $1795/week - $2595/week
  • Availability: Call 800-657-8966

3 2 6

Walk Out Your Door to the Beach from this Longboat Key Rental (#876508)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Bay View
  • Professionally Managed
  • Rates: $2595/month - $3995/month
  • Availability: Call 800-657-8966

3 2 6

A boater's paradise on the south end of Longboat Key! (#876768)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $3395/month - $6395/month
  • Availability: Call 800-657-8966

3 2 6

Beachfront Condo Community that is beautifully landscaped and has many amenities (#1452)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $4290/month - $8890/month
  • Availability: Call 800-657-8966

3 2 6

A charming Longboat Key vacation condo on the beach (#1453)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Garden View
  • Professionally Managed
  • Rates: $4290/month - $8890/month
  • Availability: Call 800-657-8966

3 3 6

View of the Bay (#1465)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $5790/month - $9490/month
  • Availability: Call 800-657-8966

3 2 8

Three Bedroom Plus Den Country Club shores Villa (#5463)

  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1970/week - $2695/week
  • Availability: Call 800-657-8966

3 2 6

Quiet Condo Community (#1467)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $3790/month - $7890/month
  • Availability: Call 800-657-8966

3 2 8

A true South Florida retreat on Longboat (#7354)

  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1795/week - $3125/week
  • Availability: Call 800-657-8966

3 1 6

Bring your boat and explore Sarasota Bay or the Gulf of Mexico from this Longboat Key Vacation Home (#7355)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1795/week - $3495/week
  • Availability: Call 800-657-8966

3 2 6

Two Bedroom Plus Den Vacation Property (#6991)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2495/month - $4695/month
  • Availability: Call 800-657-8966

3 2 6

The closest house in Country Club Shores to the beach access (#6002)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $3395/month - $5495/month
  • Availability: Call 800-657-8966

3 2 6

Open and Spacious Country Club Shores Villa (#6006)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $1595/week - $2595/week
  • Availability: Call 800-657-8966

3 2 6

Gulf Front Beach Cottage (#6481)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $1770/week - $2595/week
  • Availability: Call 800-657-8966

3 2 6

Wonderful Longboat Key Rental with two bedrooms and a Den with amazing beach views! (#876661)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2695/month - $5195/month
  • Availability: Call 800-657-8966

3 2 6

Easy Beach Access (#1457)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4990/month - $8890/month
  • Availability: Call 800-657-8966

3 3 6

2000 Sq. Ft. of Living Space (#1466)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 2 Stars (Bronze)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates: $3790/month - $7890/month
  • Availability: Call 800-657-8966
One of the finest rentals Longboat Key Exterior
4 4 8

One of the finest Longboat Key Vacation rentals (#2218)

  • 4 Bedroom Vacation Home and Villa (sleeps 8)
  • 4 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $8595/month - $15295/month
  • Availability: Call 800-657-8966

4 4 8

Deluxe Island style Bay front home in the Prestigious North Longboat Key location (#877154)

  • 4 Bedroom Vacation Home and Villa (sleeps 8)
  • 4 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $19,995/month - $26,995/month
  • Availability: Call 800-657-8966
Longboat key rental gourmet kitchen Longboat key vacation perfect for your family.
4 4 10

Longboat key rental with Heated Pool (#877415)

  • 4 Bedroom Vacation Home and Villa (sleeps 10)
  • 4 Bathrooms
  • 5 Stars (Platinum)
  • Drive to Beach
  • Professionally Managed
  • Rates: $855/night - $1,685/night
  • Availability: Call 800-657-8966

4 2 8

A Very Nostalgic Longboat Key Vacation Beach House (#877206)

  • 4 Bedroom Vacation Home and Villa (sleeps 8)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $3495/week - $6495/week
  • Availability: Call 800-657-8966

4 2 8

Custom 4 bedroom 3 Bath Vacation Rentals Longboat Key (#6737)

  • 4 Bedroom Vacation Home and Villa (sleeps 8)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates: $2295/week - $3595/week
  • Availability: Call 800-657-8966

4 3 7

Vacation Longboat in this Country Club Shores Villa (#6738)

  • 4 Bedroom Vacation Home and Villa (sleeps 7)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Drive to Beach
  • Professionally Managed
  • Rates: $2195/week - $3495/week
  • Availability: Call 800-657-8966

4 3 8

Outstanding Longboat Key Beach Villa with Pool (#6714)

  • 4 Bedroom Vacation Home and Villa (sleeps 8)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $5395/week - $7095/week
  • Availability: Call 800-657-8966

4 4 8

Spectacular Beach Front Vacation Home (#7000)

  • 4 Bedroom Vacation Home and Villa (sleeps 8)
  • 4 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $4995/week - $6995/week
  • Availability: Call 800-657-8966

4 2 8

Longboat Key Florida Bay Home with view and boat dock! (#6462)

  • 4 Bedroom Vacation Home and Villa (sleeps 8)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2595/week - $3645/week
  • Availability: Call 800-657-8966

4 3 8

Sarasota Bay views from your private terraces at this Longboat key Estate (#876471)

  • 4 Bedroom Vacation Home and Villa (sleeps 8)
  • 3 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $3500/month - $7000/month
  • Availability: Call 800-657-8966

4 2 8

A True Longboat Key Beach Cottage (#6748)

  • 4 Bedroom Vacation Home and Villa (sleeps 8)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2595/week - $4395/week
  • Availability: Call 800-657-8966

4 4 8

Beach Front Vacation Home (#6997)

  • 4 Bedroom Vacation Home and Villa (sleeps 8)
  • 4 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $2395/week - $3495/week
  • Availability: Call 800-657-8966

5 4 10

This spacious 5 bedroom villa is situated directly on the beautiful white sand beaches of Longboat Key (#6071)

  • 5 Bedroom Vacation Home and Villa (sleeps 10)
  • 4 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $8295/week - $8995/week
  • Availability: Call 800-657-8966
Longboat key rental offers gorgeous views from living room longboat key vacation luxury pool
5 5 10

Longboat key vacation captures spectacular waterway views in a lushly landscaped setting. (#877413)

  • 5 Bedroom Vacation Home and Villa (sleeps 10)
  • 5 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates: $2,000/night - $3,000/night
  • Availability: Call 800-657-8966

5 5 12+

Extravagant Longboat Key Beachfront Estate (#6889)

  • 5 Bedroom Vacation Home and Villa (sleeps 12+)
  • 5 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $7500/week - $9800/week
  • Availability: Call 800-657-8966

5 4 10

Gorgeous Beach Front Vacation Home (#7001)

  • 5 Bedroom Vacation Home and Villa (sleeps 10)
  • 4 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates: $5595/week - $7595/week
  • Availability: Call 800-657-8966
Spectacular longboat key vacation Longboat key rental beautiful living room
6 4 12+

This longboat key rental has spectacular panoramic views of the Atlantic and Gulf. (#877414)

  • 6 Bedroom Vacation Home and Villa (sleeps 12+)
  • 4 Bathrooms
  • 5 Stars (Platinum)
  • Drive to Beach
  • Professionally Managed
  • Rates: $1,200/night - $1,372/night
  • Availability: Call 800-657-8966
Longboat Key Rental Elegant Exterior Longboat Key Vacation Beautiful Living Room
7 7 12+

Longboat key rental with Miami Beach's tropical lifestyle (#877412)

  • 7 Bedroom Vacation Home and Villa (sleeps 12+)
  • 7 Bathrooms
  • 5 Stars (Platinum)
  • Drive to Beach
  • Bay View
  • Professionally Managed
  • Rates: $5,000/night - $7,500/night
  • Availability: Call 800-657-8966

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