Professionally Managed & Privately Owned Longboat Key Rentals
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2 Bedroom Longboat Key Vacation Rentals

Property Photos BR BTH Sleeps Description
Grandbay Hot Tub Grandbay
2 2 4

Wonderful Views from this Vacation Rentals Longboat Key (#99044)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Living Room
2 2 4

Buttonwood Cove (#6465)

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

2 2 4

Longboat Key Upscale Beachplace Rental (#9104)

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

2 2 4

Two Bedroom Longboat Key Vacation Rentals (#8010)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates and 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 and 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
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Living Area Gulf of Mexico
2 2 4

Beach Condo Rental Longboat Key (#5677)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Dining Room with Spectacular Gulf Views Elegantly charming condo
2 2 4

Book Vacation Rentals Longboat Key Early to Avoid Dissappointment (#6719)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
View From Lanai The Beach Steps Away
2 2 6

Penthouse (#4002)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Exclusive Address at Grand Bay Longboat Key Luxury Rental (#6733)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Bay View
  • Professionally Managed
  • Rates and 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
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 6

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

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Heated Pool Located Beachside Master Bedroom With King Bed
2 2 4

Longboat Key Towers is one of the Finest Sarasota FL vacation rentals (#9954)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Villa at Country Club Shores White Sandy beach at longboat Key 3 min walk
2 3 6

Luxury Villa with Pool Longboat Key FL (#3222)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Privately Owned
  • Rates and 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
  • $4295 - $8395/month
  • Availability: Call 800-657-8966

2 2 4

Georgious Home Near Golf Course (#1455)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $4295 - $8395/month
  • Availability: Call 800-657-8966

2 2 6

Elegant Condo In Great Beachfront Community (#1553)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966
Full Gulf view Pool
2 2 4

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

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

2 4

(#1555)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#1556)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 2 4

Beachplace with sought-after southern exposure (#6038)

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

2 6

(#1561)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#1566)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 2 6

Full Gulf View Longboat Key Vacation Condo (#6466)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and 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)
  • Drive to Beach
  • Bay View
  • Professionally Managed
  • Rates and 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 and Availability: Call 800-657-8966
The Beach steps from the condo Heated Pool that sits on Beach
2 2 4

One of the finest vacation rentals on Longboat Key (#7114)

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

2 2 6

This Longboat Key Vacation Condo has Excellent Amenities (#7031)

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

2 6

(#3747)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966
Full Equipped kitchen Heated Pool Overlooking Gulf
2 2 4

Lido Ambassador on Siesta Key si one of the finest Lido Key Resorts (#97132)

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

2 2 4

Extraordinary Vacation Condo On the Beach (#7032)

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

2 6

(#3748)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966
Beach Views
2 2 6

Cabana Beach club #2 (#6469)

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

2 4

(#3749)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 5

(#3750)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#3751)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 4

(#3752)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 2 4

Beautiful Beach Front Vacation Accomodation (#7037)

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

2 4

(#3753)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 4

(#3754)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 6

(#3755)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966
dining area Boat Dock
2 2 6

When you want LOW Longboat Key rent think this cottage (#1535)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#3756)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 6

(#7393)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#3757)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 6

(#3758)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 2 5

Lovely Villa in Country Club Shores (#6027)

  • 2 Bedroom Vacation Home and Villa (sleeps 5)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 6

An Excellent Longboat Key Vacation Condo (#8006)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#3759)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#3760)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 4

(#3761)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 4

(#7394)

  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#3762)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • 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
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#3763)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#3764)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 2 6

Fantastic Longboat Key Vacation Property (#8013)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and 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 and Availability: Call 800-657-8966

2 4

(#3765)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#7395)

  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#3766)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966
Private Caged Pool Wonderful Views
2 2 6

Longboat Key South End Vacation Home (#6487)

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

2 2 6

Beautiful Longboat Key Vacation Rental (#8015)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#3767)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 2 5

Very Special Longboat Key Vacation Rental (#8016)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#3768)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 2 5

Amazing Marco Island Vacation Rental (#8017)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#3769)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#3770)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966
Gulf View Charming Living Room
2 2 4

One of the Finest Decorated unit with Gulf views (#6491)

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

2 4

(#7396)

  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#3771)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 4

(#3772)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 6

(#3773)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 6

(#3774)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 6

(#3775)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 4

(#7397)

  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#3776)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • 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
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#3777)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/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
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#3778)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 4

(#7398)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#3779)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966
Open Living Room Space View of Marina and Pool from Balcony
2 2 4

Sutton Place Longboat Key Vacation Rentals (#4307)

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

2 6

(#3780)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/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 and Availability: Call 800-657-8966

2 4

(#7399)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#3781)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 2 6

Longboat Key Vacation Rentals (#8030)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#3782)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966
Unbelievable Ocean Views from the Patio Master Bedroom with Views
2 2 1

Beach Place Longboat Key Vacation Rentals (#5117)

  • 2 Bedroom Vacation Condominium (sleeps 1)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#3783)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966
Landscaped Grounds The Beatiful White Sand Beaches of Beach Place
2 2 4

Beach Place Condo is a Good Place to Rent at in Longboat Key Florida (#5128)

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

2 4

(#3784)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 4

(#3785)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 4

(#3786)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 4

(#3787)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 2 6

An Excellent Longboat Key Vacation Condo (#8034)

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

2 4

(#3788)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 4

(#3789)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 4

(#3790)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/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)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Master bedroom Hot Tub
2 2 4

Sarasota Beach rentals on Longboat Key (#2204)

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

2 4

(#3791)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 2 6

Beutiful Condo To Relax In and Enjoy (#4201)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $2245 - $2245
  • Availability: Call 800-657-8966

2 6

(#3792)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 1 4

Bright&Cheery - Located in Positano Center (#36634)

  • 2 Bedroom Vacation Home and Villa (sleeps 4)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1631 - $2150/week
  • Availability: Call 800-657-8966

2 4

(#3793)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966
4 Minute Walk to Beach House in Exclusive Country Club Shores
2 2 4

Country Club Shores Longboat Key rental home (#5462)

  • 2 Bedroom Vacation Home and Villa (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Beutiful Views from Condo Stunning Views from Condo
2 2 4

Longboat Harbor Towers (#5985)

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

2 2 6

Longboat Key Vacation Rentals (#8042)

  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#3794)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 2 6

Beautiful Gulf Front Community (#4202)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $2095 - $2095
  • Availability: Call 800-657-8966

2 4

(#3795)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#3796)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966
Olympic Size Heated Pool on the Gulf The Lobby at the Islander Club
2 2 4

Luxury Longboat Key rent at the South End of Longboat Key (#6662)

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

2 6

(#3797)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966
Walk out to the beach from your Ground Floor unit Wonderful Views
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 and Availability: Call 800-657-8966

2 2 4

Balcony Overlooks The Beach (#3606)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $5000 - $5000/month
  • 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
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 6

Beautiful Pool and Sun Deck (#4208)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1945 - $1945
  • Availability: Call 800-657-8966

2 2 6

Beautiful Longboat Key Rental Condominium (#7303)

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

2 2 4

Beautiful Pool and Sun Deck (#4211)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1945 - $1945
  • Availability: Call 800-657-8966

2 2 4

Beautiful Gulf Front Community (#4212)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1945 - $1945
  • 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
  • $1945 - $1945
  • Availability: Call 800-657-8966

2 2 4

Beautiful Gulf Front Community (#4214)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1945 - $1945
  • Availability: Call 800-657-8966

2 2 6

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

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • $4500 - $4500/month
  • Availability: Call 800-657-8966

2 2 4

Two Bedroom Longboat Key Rental Property (#1050)

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

2 2 6

A Great Value Longboat Key Vacation Rentals (#1051)

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

2 2 6

Pool Overlooking the Gulf (#4219)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1945 - $1945
  • Availability: Call 800-657-8966

2 2 6

Fun Home Near The Beach (#3623)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • $1500 - $1500/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 and Availability: Call 800-657-8966
Pool Beach
2 1 6

Beachfront Condo Rental with pool (#6540)

  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 6

Beautiful Pool and Sun Deck (#4225)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1695 - $1695
  • Availability: Call 800-657-8966

2 2 6

Exceptional Longboat Key Property On Beach (#7314)

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

2 2 6

Perfect Beach Escape (#4226)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1695 - $1695
  • 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 and Availability: Call 800-657-8966

2 2 6

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

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

2 2 4

Beautiful Gulf Front Community (#4228)

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

2 2 6

Located beach front on beautiful Longboat Key (#6547)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
5 Minute Walk to Beach Cathedral ceilings
2 2 4

Longboat Key Vacation Condo (#6687)

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

2 2 6

Two Bedroom Longboat Key Rental Perfect for your Vacation Getaway (#7317)

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

2 2 4

Beautiful Pool and Sun Deck (#4229)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1695 - $1695
  • 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)
  • Bay View
  • Professionally Managed
  • Rates and 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 and Availability: Call 800-657-8966

2 2 6

Beutiful Condo To Relax In and Enjoy (#4230)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1695 - $1695
  • Availability: Call 800-657-8966

2 2 6

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

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

2 2 6

Beautiful Pool and Sun Deck (#4231)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1695 - $1695
  • Availability: Call 800-657-8966
Gulf View From Balcony Living Rm Area with Gulf View
2 2 4

Sunset Beach (#2616)

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

2 2 6

Gulf View Longboat Key Property (#7320)

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

2 2 4

Beautiful Home Steps from the Beach (#4232)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1595 - $1595
  • 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 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and 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 and Availability: Call 800-657-8966

2 1 6

Fitness Center,Nature Trails,Gulf View Condo (#7177)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1200 - $1200
  • Availability: Call 800-657-8966

2 2 6

Beautiful Pool and Sun Deck (#4233)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1595 - $1595
  • Availability: Call 800-657-8966

2 1 6

Canal View With Fishing and Boat Dock (#7178)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • $1895 - $1895
  • Availability: Call 800-657-8966

2 2 5

Perfect Beach Escape (#4235)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1595 - $1595
  • 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
  • 4 Stars (Gold)
  • Professionally Managed
  • $1270 - $1270
  • Availability: Call 800-657-8966
Living area
2 2 6

Silver Sands #247S (#6555)

  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Beautiful Family Home For Any Season (#4237)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1595 - $1595
  • Availability: Call 800-657-8966

2 2 8

This Special Longboat Key Home Close to Beaches (#7326)

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

2 1 6

Located Beach Front on Beautiful Longboat Key (#6557)

  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Visit This Fantastic Longboat Key Home (#7328)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Seating Area with Bay Views Pool Photo
2 2 4

Large Heated Pool (#2826)

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

2 2 6

A Longboat Key Beach Front Accommodation (#6562)

  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 6

Longboat Key Condo On Beach (#7331)

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

Longboat Key Beach Condo (#6566)

  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Full Gulf View From Lanai Nicely Furnished
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 and 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)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 6

Arelaxing 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 and Availability: Call 800-657-8966

2 2 6

Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air (#6573)

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

Longboat Key Beachfront Unit (#6576)

  • 1 Bathroom
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

A Charming Longboat Vacation Rental (#6577)

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

2 2 6

Fabulous water views from this ground level Longboat Harbour unit (#6914)

  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Pretty Master Bedroom with Full Gulf Views Open Plan Living Room with Tile Floor / Views
2 2 4

Longboat Key rental for Winter Season and Year Round (#5008)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and 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 and Availability: Call 800-657-8966
Walk to Beach Lovely Living Area
2 2 4

Longboat Key Vacation Townhome (#8009)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and 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
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
View of Beach from Lanai Open Plan Living/Dining
2 2 4

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

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Privately Owned
  • Rates and 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
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Two Bedroom - Two Bathroom Longboat Key Condo (#8156)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Garden View
  • Professionally Managed
  • $1825.00/month - $3525.00/month
  • Availability: Call 800-657-8966
Heated Swimming Pool The White Sandy Beach at Seaplace
2 2 4

Sea Place Exclusive Gated Longboat Key Vacation Rentals (#99023)

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

2 3 4

Longboat Key Condo with Amazing Gulf Views (#8155)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $4500.00/month - $8500.00/month
  • Availability: Call 800-657-8966

2 2 4

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

  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Tennis,Spa,Pool, On The Beach (#1403)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Beautiful 2 Bedroom Condo at Longboat Key (#8153)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Bay View
  • Professionally Managed
  • $2600.00/month - $6400.00/month
  • Availability: Call 800-657-8966

2 2 4

Balcony Overlooks The Beach (#1404)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Beautiful View of The Beach (#1405)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966
Master Room w/ King Bed & Full Gulf Views Contemporary Living/Dining Area
2 2 6

Sea Pines Longboat Key Vacation Rentals (#9957)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Gulf View From Balcony (#1406)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Great Condo Community On the Beach (#1407)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966
Spectacular Gulf Views from Lanai Heated Swimming Pool on Beach
2 2 4

The Castillian Sarasota Beach rental in Longbaot Key (#5021)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and 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
  • $3095 - $7895/month
  • Availability: Call 800-657-8966
Lanai situated of Living Area with Great Views Gulf Of Mexico Elegant Dining Room Overlooking The Gulf Of Mexico
2 2 4

Vacation Rentals Sarasota Presents Sunset Beach Longboat key (#7679)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
The Heated Lap Pool Close to Beach View Of The Gulf From The Lanai
2 2 4

Sarasota rentals in Longboat Key FL (#5181)

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

2 2 4

Great Condo Community On the Beach (#1413)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 7

Beach Cottage at Turtle Crawl Resort (#6622)

  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Enjoy these stunning Views of the Ocean/Gulf From Lanai The Players Club Beach provides its guests with chairs and shade for those lazy sunny days
2 2 4

The Players Club Vacation Rentals Longboat Key (#9896)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and 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
  • $3095 - $7895/month
  • 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)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Big Bay Views from this Longboat Key Rental (#6050)

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

2 2 4

Relaxing View of the Gulf (#1419)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

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

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/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
  • $3095 - $7895/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
  • $3095 - $7895/month
  • Availability: Call 800-657-8966
Living room is Bright and nicely Furnished
2 2 4

Longboat Harbour Towers Vacation Condo with Full Gulf View (#2212)

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

2 2 4

Two bedroom two bath townhouse on the north end of Longboat Key (#6944)

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

2 2 4

Condo Community Is Right On The Beach (#1428)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

These longboat Key Accomodations have a view of the Pool and of the Gulf (#6945)

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

2 4

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

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/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 and Availability: Call 800-657-8966
Portobello Beach Condo Fully Equipped Gourmet Kitchen
2 2 6

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

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Comfortable Condo With Tennis Courts (#1431)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/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
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Tennis,Spa,Pool, On The Beach (#1432)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Elegant Condo In Great Beachfront Community (#1434)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Relaxing Balcony With Great View (#1435)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/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
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Comfortable Condo With A Nice View (#1437)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

This is an excellent unit with a beautiful southern exposure and angled views of the Gulf of Mexico from the open lanai area (#4403)

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

2 2 4

Comfortable Condo With Tennis Courts (#1438)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Large Balcony For Relaxing (#1440)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

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

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 6

Nightly Rental at the South End of Longboat Key (#6747)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and 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
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Great Condo Community On the Beach (#1445)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $3095 - $7895/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
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 4

(#7338)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 6

Luxury Condo Community With Views (#1458)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $4195 - $8995/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)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Buttonwood Cove Longboat Key Vacation Rental (#6762)

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

2 4

(#7342)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
living area exterior
2 1 6

Beach Villa on Anna Maria (#1008)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 1 Bathroom
  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • Rates and 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
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Amazing Gulf View Vacation Rental (#6976)

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

2 2 4

Enjoy Staying at this Longboat Key Vacation Property (#6977)

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

2 4

(#7344)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

View of the Golf Course (#1464)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • $4395 - $9395/month
  • Availability: Call 800-657-8966

2 6

(#7345)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and 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 and Availability: Call 800-657-8966

2 2 4

Two Bedroom Beach Front Vacation Condo (#6980)

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

2 6

(#7347)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

This Longboat Key has Excellent Amenities (#6981)

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

2 2 6

Views of the Gulf of Mexico at Bayside prices (#7348)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#1468)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 2 4

Visit this Longboat Key Rental with all the comforts at Home (#4303)

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

2 6

(#7349)

  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#1469)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 2 6

Beautiful Gulf Front Community (#4200)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $2245 - $2245
  • 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
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1470)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 2 4

Mid Island Longboat Key Rental with Private Beach Access (#5999)

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

2 4

(#7351)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1471)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 6

(#1472)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 6

(#7378)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#1473)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 6

(#7353)

  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1474)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • 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
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1475)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 2 4

Gulf View Vacation Accomodation (#6988)

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

2 6

(#1476)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 4

(#1477)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • 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)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1478)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 2 6

Two Bedroom Plus Den Vacation Property (#6991)

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

2 4

(#1479)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • 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 and Availability: Call 800-657-8966

2 6

(#7359)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#7360)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1480)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 6

(#1482)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 8

(#7361)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1483)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 2 4

Longboat Key Vacation Condo (#6996)

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

2 6

(#1484)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#1485)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#1486)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#1489)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#7381)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1490)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#1491)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1492)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#1493)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/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
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#7382)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1494)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 3 6

This Longboat Key Vacation Sleeps Six (#7004)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Drive to Beach
  • Bay View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#1495)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • 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)
  • Drive to Beach
  • Bay View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1496)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966
The Beach steps from your unit Open Living Dining Room and Kitchen
2 2 6

Sarasota rentals in Longboat Key FL Beach Resort (#5003)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Longboat Key Rentals (#7006)

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

2 4

(#7384)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1497)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966
Gulf View from private Balcony House sits Right on the Sand
2 2 4

Paradise Found Beach house (#6541)

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

2 2 4

Two Bedroom Great Family Vacation Condo (#7007)

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

2 4

(#1498)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#7385)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#1499)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966
Full gulf view from balcony overlooking pond and clubhouse with pool
2 2 4

Beachplace Longboat Key Vacation Condo (#5601)

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

2 2 6

Longboat Key Vacation Home (#7009)

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

2 6

(#7372)

  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1500)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 4

(#7386)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1502)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#1503)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#1504)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 6

(#7387)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1505)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 2 6

Located on Longboat Key Quiet North End (#7375)

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

2 6

(#1506)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966
Living Room with Full Gulf views Fully Equipped Kitchen
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 and Availability: Call 800-657-8966

2 4

(#7376)

  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#1507)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 4

(#7388)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1508)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 5

(#7400)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#1509)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 6

(#7389)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#1510)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 2

(#9113)

  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 4

(#1539)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 6

(#9114)

  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 6

(#1544)

  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1930 - $2485/week
  • Availability: Call 800-657-8966

2 6

(#1551)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 6

(#1552)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • Availability: Call 800-657-8966

2 2 6

Located on Longboat Key's quaint north end (#6016)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Community Pool and Spa Open Floorplan
2 2 4

Longboat Key Vacation Rental (#6682)

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

2 6

(#1554)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $1430 - $1870/week
  • 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 and Availability: Call 800-657-8966

2 2 4

Fabulous Two Bedroom Vacation Property (#7027)

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

2 2 6

Two Bedroom Longboat Key Vacation Home (#7028)

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

2 2 6

Cabana Beach Club (#6470)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 5 5

Very Special Vacation Condo On the Beach (#7035)

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

2 2 4

Longboat Key Vacation Rentals (#7036)

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

2 2 8

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)
  • Professionally Managed
  • Rates and 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
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Beautiful Longboat Key Vacation Rental (#8001)

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

2 2 4

Two Bedroom Longboat Key Vacation Condo (#8002)

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

2 2 6

Longboat Key Vacation Rentals (#8004)

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

2 2 6

A Great Value Vacation Rental (#8007)

  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
This Longboat Key Flordia Vacation Rental is on the beach This is a nicely appointed Longboat Rental
2 2 4

Longboat Key Vacation Rental on the Beach (#2219)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Walk to the Beach Lanai with Views
2 2 6

Prestigious condo with Country Club (#70042)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 5

A Charming Longboat Key Vacation Condo (#8011)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Walk to the Beach from this Longboat Key Vacation Rentals Your Longboat Key Fl Vacation Rental is Fully Equipped
2 1 4

When you want something affordable on Longboat Key Rent this Duplex! (#2217)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
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)
  • Professionally Managed
  • Rates and 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
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Cozy living space with gulf views
2 2 4

Gulffront Condo Longboat Key Vacation Condo (#6488)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and 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 and 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
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Heated Swimming with Views of the Ocean This Longboat Key FL Condo is steps from World Class Beaches
2 2 4

The Castillian - Beach Condo Longboat Key Vacation Rentals (#3225)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Refreshing heated pool Partial Gulf View
2 1 4

Gulf View from weekly Vacation Rental (#6493)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 6

Enjoy this Longboat Key Vacation Condo (#8021)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and 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
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
View of Longboat Bay Walk to Private Beach Access
2 2 4

Vacation Rentals Longboat Key Should be Booked Well in Advance to Avoid Dissappointment (#3604)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Beach Living Room
2 2 4

Longboat Beach House #201 (#6496)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and 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
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Living Room Gulf View
2 2 4

Beachfront Longboat Key Vacation rental (#6498)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Turtle Crawl Ground Floor Condo Master Bedroom with Queen Bed
2 1 4

Turtle Crawl Longboat Key Rentals (#4198)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and 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
  • Professionally Managed
  • Rates and 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
  • Professionally Managed
  • Rates and 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
  • Professionally Managed
  • Rates and 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
  • Professionally Managed
  • Rates and 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
  • Professionally Managed
  • Rates and 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)
  • Professionally Managed
  • Rates and 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
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 6

A Charming Longboat Key Vacation Condo (#8033)

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

2 2 4

Beachfront Resort Mid- North on island (#6514)

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

2 2 6

A Charming Longboat Key Vacation Condo (#8052)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates and 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 and 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
  • $2095 - $2095
  • 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
  • Professionally Managed
  • Rates and 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
  • $2095 - $2095
  • Availability: Call 800-657-8966

2 2 6

Book Longboat Key Rentals Early (#8045)

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

2 2 4

Gulf View from Balcony (#3605)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $2500 - $4500/month
  • 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
  • $2095 - $2095
  • Availability: Call 800-657-8966

2 2 6

Value Longboat Key Accomodation (#8046)

  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and 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
  • $2095 - $2095/week
  • Availability: Call 800-657-8966
Community pool Queen bed
2 2 4

Sarasota Florida rentals Presents a Golfer's Vacation Condo (#66613)

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

2 1 4

Full Gulf View in this Longboat Accommodation (#8054)

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

2 2 6

Salty Acres #103 (#6524)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and 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
  • $1945 - $1945
  • 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
  • $1945 - $1945
  • Availability: Call 800-657-8966
Relax as you gaze into the Gulf Beachside pool
2 2 4

Seaplace G5-206 (#6527)

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

2 7

Tennis On Site (#3614)

  • 2 Bedroom Vacation Condominium (sleeps 7)
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1800 - $3500/month
  • Availability: Call 800-657-8966

2 2 4

Pool Overlooking the Gulf (#4215)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1945 - $1945
  • Availability: Call 800-657-8966

2 2 6

Value Longboat Key Property (#7305)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates and 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
  • $1945 - $1945
  • Availability: Call 800-657-8966

2 2 6

Pool Overlooking the Gulf (#4218)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1945 - $1945
  • Availability: Call 800-657-8966

2 2 4

Longboat Key Two Bedroom Vacation Rental (#1043)

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

2 2 6

A Charming Longboat Key Accomodation (#7309)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates and 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
  • $1795 - $1795
  • 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
  • $1695 - $1695
  • Availability: Call 800-657-8966
Master Bedroom with King Bed Cedars on East
2 2 6

Weekly available, DEC, FEB MARCH (#2614)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
the beach livingroom
2 1 4

Longboat Key Vacation Rental (#6689)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and 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
  • $1595 - $1595
  • 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
  • $1595 - $1595
  • 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
  • $1595 - $1595
  • Availability: Call 800-657-8966

2 2 6

A Value Marco Island Vacation Rental (#4449)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Located on the Gulf of Mexico with a slight ocean view, this unit encompasses all that is trademark to a Longboat Key vacation (#5979)

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

2 1 4

Cross the street to the beach from this Fabulous Vacation Condo (#4453)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 6

Longboat Key Accomodation On Beach (#7332)

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

2 2 6

Longboat Key Rental On Beach (#7333)

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

2 2 6

This spacious ground floor 2 bedroom with a den, 2 bath condominium, is fully equipped with all the amenities of home and more (#7335)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Heated Swimming Pool at Seaplace Play Area at Seaplace
2 2 4

Seaplace Longboat key Sarasota beach rental (#7211)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Gulf Side Villa rental at Pelican harbour Spacious and Private villa
2 2 4

Gulf Side Villa Rental on Longboat Key (#6694)

  • 2 Bedroom Vacation Home and Villa (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
2 Heated Swimming Pools with Ocean View Beautiful Sandy Beaches
2 2 4

Westchester Longboat Key rental Has a Waiting List (#3869)

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

2 2 4

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

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Community Pool Living Room
2 2 4

Longboat Key Vacation Rental (#6667)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
View Dining
2 2 4

This Special Siesta Key Vacation Condo is Excellent Value (#1122)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Heated Pool Community Dock Boat & Fishing Pier
2 2 4

Longboat Key Rent at Banyon Bay (#2946)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Sitting area with Gulf Views View from Patio
2 2 4

This Longboat Key Vacation Rental has a 2 Month minimum Stay (#3746)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Sarasota Bay Views Fabulous Beaches
2 2 4

Longboat Key Vacation Rentals with a Private Lanai (#6642)

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

2 2 4

Beach front Condo with peaks at the Gulf of Mexico (#7362)

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

2 2 4

Tastefully furnished 2 bedroom, 2 bath upstairs condo with lovely pool view off the screened balcony (#15098)

  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 3 4

The Pierre #508 (#6597)

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

2 2 4

A Mediterranean village bordering nearly 1/2 mile of white sand beach (#6925)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
White Sandy Beach only 3 min walk across street The little house on Longboat
2 2 6

Pet Friendly Vacation Rentals Longboat Key (#99032)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and 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
  • $2500.00/month - $5000.00/month
  • Availability: Call 800-657-8966

2 2 4

Beutiful Beach Condos On Gulf (#1400)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Balcony Overlooks The Beach (#1401)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Tennis,Spa,Pool, On The Beach (#1402)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/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
  • $3095 - $7895/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 and Availability: Call 800-657-8966

2 2 4

Balcony With Gulf View (#1410)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/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
  • $3095 - $7895/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
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Great Condo Community On the Beach (#1414)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966
Whitney Beach Swimming Pool Heated Swimming Pool
2 1 3

Whitney Beach Vacation Rentals Longboat Key (#99031)

  • 2 Bedroom Vacation Home and Villa (sleeps 3)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Great View of The Beach From Balcony (#1417)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/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
  • $3095 - $7895/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
  • $3095 - $7895/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
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Condo Community Is Right On The Beach (#1424)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • 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
  • $3095 - $7895/month
  • Availability: Call 800-657-8966
Short Walk to beach Fully Equipped Kitchen
2 2 4

A great Longboat Key location (#6636)

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

2 2 4

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

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • 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
  • $3095 - $7895/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
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/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)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
bedroom livingroom
2 1 6

Washer and Dryer (#3006)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and 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)
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

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

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966
Nicely Appointed Condo on Longboat Key Dining
2 2 4

Longboat Key Vacation Rental (#6677)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and 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
  • $3095 - $7895/month
  • Availability: Call 800-657-8966

2 2 4

Bayside Community Offers Tennis (#1460)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • $3695 - $7395/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
  • $3695 - $7395/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
  • $3695 - $7395/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
  • $3695 - $7395/month
  • Availability: Call 800-657-8966

2 2 4

Beach Front Longboat Key Vacation Rental (#6978)

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

2 2 4

This Special Longboat Key has Beautiful Gulf Views (#6983)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Walk to the Beach From this Country Club Shores Home Nicely Appointed Home
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 and 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 and 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 and 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 and 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 and Availability: Call 800-657-8966

2 2 6

Canalfront Villa on North Longboat Key (#6203)

  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 6

Boat Dock, Water Views,Tennis (#7383)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • $2000/mo - $3800/mo
  • 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 and 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 and 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 and Availability: Call 800-657-8966

2 2 6

Longboat Key Vacation Rentals (#7015)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
view from Lanai Beach Place
2 2 4

Beachplace (#2403)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Living area Lanai
2 2 4

Beachplace (#3102)

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

2 2 6

Cute Bungalow on the Beach in Longboat Key (#6010)

  • 2 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Living Room Beach
2 2 4

1st Floor Walk Out with Pool (#5101)

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

2 2 6

Fantastic Two Bedroom Vacation Rental (#7019)

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

2 2 4

Two Bedroom Beachfront Vacation Accomodation (#7022)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Longbeach Village Longbeach Pool on Beachside
2 2 4

Longboat Key rental at Longbeach Village (#1233)

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

2 2 5

A Beautiful Gulf View Vacation Condo (#7023)

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

2 2 4

A Perfect Longboat Key Vacation Property (#7024)

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

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Two Bedroom Vacation Condo On the Beach (#7025)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Walk out Gulf Pool
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Beachplace (#9103)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Living Area with plenty of light
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Longboat Key Beach Vacation Rental (#6477)

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

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Castillion (#6478)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

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Cedars East (#6479)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Beach is about 1/2 mile away Fully Equipped Kitchen
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Longboat Key Vacation Rental (#6480)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

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Covert III (#6482)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Pool Master Bedroom
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Longbeach Village #14 (#6494)

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

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Longboat Key Condo on the Gulf (#6499)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
View from Balcony Condo
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Longboat Beach House #604 (#6500)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Pool Condo
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Longboat Terrace (#6504)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
The Beach at Beach Place Watch Sunsets from Lanai
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Longboat Key rental on the beach (#5248)

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

2 2 5

Beautiful Gulf Front Community (#4203)

  • 2 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $2095 - $2095
  • Availability: Call 800-657-8966

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Gulf front Longboat Key Condo (#6522)

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

2 2 4

Longboat Key (#6523)

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

2 2 4

(#3613)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $2500 - $4200/month
  • Availability: Call 800-657-8966
Beachfront condo Living Area
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Seaplace Longboat Key Beach Condo Rental (#6528)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Garden View
  • Professionally Managed
  • Rates and 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
  • $1945 - $1945
  • 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
  • $1795 - $1795
  • 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
  • $1695 - $1695
  • 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
  • $1695 - $1695
  • Availability: Call 800-657-8966

2 2 4

A Carming Longboat Key Vacation Rental (#6578)

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

2 2 4

Longboat Key Vacation Condo (#6599)

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

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Turtle Crawl Inn #81 (#6620)

  • 1 Bathroom
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

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

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

2 2 4

Gulf Front with Views (#1415)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3095 - $7895/month
  • Availability: Call 800-657-8966
The Beach is Steps Away
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Villas of Avignon #103 (#6625)

  • 2 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Casual Beach Cottage with Gulf views Natural Path to the Gulf
2 1 6

Ragland Lewis Beach House (#6634)

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

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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 and Availability: Call 800-657-8966

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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 and Availability: Call 800-657-8966
Walk right out onto the beach from your Lanai Living Room
2 2 3

South End Condo Rental on Longboat Key (#9102)

  • 2 Bedroom Vacation Condominium (sleeps 3)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Boardwalk to the beach
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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 and Availability: Call 800-657-8966
Beach Place Beach
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Beachplace (#3504)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Living Area Master Bedroom With King Bed
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Beachplace (#6202)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Living Room Lanai
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Beachplace (#7102)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Living Area with nice view Lovely Dining area
2 2 4

Beachplace (#7301)

  • 2 Bedroom Vacation Condominium (sleeps 4)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Beach Place Pool
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Beachplace (#7404)

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

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