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

Property Photos BR BTH Sleeps Description

3 5 6

Three Month Rental Overlooks The Gulf (#2277)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 5 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $6500/mo - $10000/month
  • Availability: Call 800-657-8966
 Shared Swimming Pool Step to white sandy longboat key beach
3 3 8

One of the Finest Rentals Longboat Key (#1713)

  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Privately Owned
  • Rates and Availability: Call 800-657-8966
Stunning View of Gulf of Mexico from Lanai Elegant Dining Room with Fabulous Gulf View
3 2 6

The Castillian Beachfront Condo Vacation Rentals Longboat Key (#3197)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Full Gulf Views Living Room
3 3 6

Longboat Key Luxury Vacation Condo (#6520)

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

3 4 6

This is one of the nicest beach front condominiums on Longboat Key (#3618)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 4 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed

3 3 6

Exclusive Private Community-3 Month Minimum (#3621)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Drive to Beach
  • Bay View
  • Professionally Managed
  • $6500 - $6500/month
  • Availability: Call 800-657-8966
Stunning Unobstructed Views of Gulf Large Heated Swimming Pool
3 2 5

The Promenade is the Most Exclusive Rental in Longboat Key FL (#9953)

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

3 2 6

Luxurious penthouse suite with Full Gulf Views (#6780)

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

3 2 9

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

  • 3 Bedroom Vacation Home and Villa (sleeps 9)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

3 2 6

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

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Large Master Suite with Entrance to Pool Heated Swimming Pool with Garden Views
3 3 6

Exquisite home makes for a Perfect Vacation Longboat Key Style (#5787)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Heated Pool within Tropical Landscaping Romantic Master Bedroom with Four Poster Bed
3 4 6

Conrad Beach Community Longboat Key rental (#1481)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 4 Bathrooms
  • 5 Stars (Platinum)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

3 3 6

Exclusive Penthouse with sweeping floor to ceiling views of the Gulf of Mexico (#6046)

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

3 2 6

Contemporary canal front home three lots from open bay waters (#6921)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Heated Bayside Swimming Pool Mater Bedroom with a Queen Bed and spacious walk in closets
3 3 6

Private House at the Bay (#3448)

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

3 4 6

Luxury Waterfront Home (#6600)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 4 Bathrooms
  • 5 Stars (Platinum)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
The Pink House Stunning Beach Views
3 3 6

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

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Privately Owned
  • Rates and Availability: Call 800-657-8966

3 2 6

Upscale canal front pool home in Country Club Shores (#6938)

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

3 3 9

Contemporary Longboat Key Villa Rental on Canal (#6736)

  • 3 Bedroom Vacation Home and Villa (sleeps 9)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
 Villa by the bay Private Heated Lap Pool
3 4 10

Private Home Longboat Key FL Rent (#99034)

  • 3 Bedroom Vacation Home and Villa (sleeps 10)
  • 4 Bathrooms
  • 5 Stars (Platinum)
  • Privately Owned
  • Rates and Availability: Call 800-657-8966
View from Back Balcony Walk to the Beach
3 3 8

Vacation Rentals Longboat Key (#80000)

  • 3 Bedroom Vacation Condominium (sleeps 8)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

3 2 8

Anna Maria Villa on the Sarasota bay (#6955)

  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Bay View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

3 3 6

Beautiful Condo To Relax In and Enjoy (#1449)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3895 - $8495/month
  • Availability: Call 800-657-8966

3 2 6

Luxury On The Beach (#1451)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3895 - $8495/month
  • Availability: Call 800-657-8966

3 2 6

Gulf Front Community With Tennis (#1456)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $4595 - $8495/month
  • Availability: Call 800-657-8966

3 2 6

Beachfront Condo Community (#1459)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $7895 - $11395/month
  • Availability: Call 800-657-8966
Elegant Great Room Elegant Dining over Loking the Gulf
3 2 6

Longboat Key Towers is an Exclusive Longboat Key Rentals (#9932)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 5 Stars (Platinum)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Sitting area Rustic Dining Area
3 3 6

Luxury Longboat Key Villa Rental in Country Club Shores (#6463)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Walk to Longboat Key Beach Living Room
3 2 8

Longboat Key Vacation Villa (#6464)

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

3 3 6

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

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

3 2 4

An Excellent longboat Key Vacation Condo (#7029)

  • 3 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

3 2 6

Enjoy your Longboat Key Vacation Condo (#6023)

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

3 6

(#7391)

  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
on the water private pool
3 2 6

Available March! book now! (#64762)

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

3 2 6

This home was designed to capture the beautiful views of the Gulf and the beach (#6028)

  • 3 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
Short Walk to Longboat Key Beach Nicely Appointed
3 2 8

Island Paradise Vacation Rental on Longboat Key (#6490)

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

3 3 8

Three Bedroom Vacation Rental Longboat Key (#8023)

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

3 2 7

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

  • 3 Bedroom Vacation Home and Villa (sleeps 7)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Walk to Beach and relax Living Room
3 2 6

Country Club Shores Longboat Key Vacation Home (#6506)

  • 3 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

3 2 6

Gulf Front Longboat Key Vacation condo (#6508)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Fully Equipped Kitchen Living area
3 2 6

Murphy's Isle (#6510)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Nicely Appointed Living Room Fully Equipped Kitchen
3 2 6

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

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

Luxurious Beachplace 3 Bedroom RARE Longboat Key rental (#5331)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Privately Owned
  • $2190 - $3395
  • Availability: Call 800-657-8966

3 2 6

Bradenton Condos for rent offer Golfer's Dream Vacation Spot (#6661)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Spacious Living Room Fully Equipped Kitchen
3 2 6

Country Club Shores Villa in Longboat Key (#6521)

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

3 6

Beautiful Home Steps from the Beach (#3607)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3250 - $5500/month
  • Availability: Call 800-657-8966

3 3 6

Resort Amenities and Wonderful Views (#3611)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $8500 - $8500/month
  • Availability: Call 800-657-8966

3 6

(#3617)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $6500 - $10000/month
  • Availability: Call 800-657-8966

3 2 6

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

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • $4500 - $7000/month
  • Availability: Call 800-657-8966

3 3 7

Luxury Longboat Key Rental (#7308)

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

3 3 8

3 Bedroom Beach front Rental on Longboat Key with Pool and Internet (#6539)

  • 3 Bedroom Vacation Condominium (sleeps 8)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

3 2 6

Gulf Front Screened Balcony (#7179)

  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $1895 - $1895
  • Availability: Call 800-657-8966
Beach Community Pool
3 3 6

Longboat Key at The Beaches (#8855)

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

3 2 6

Beautiful Marco Island Vacation Home (#4450)

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

3 2 6

Beautiful Vacation Home In Marco Island (#4452)

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

3 2 6

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

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

3 3 6

Very Special Marco Island Vacation Rental (#4455)

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

3 2 6

Gorgeous 3 Bedroom Longboat Key Home (#7334)

  • 3 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

3 3 6

Bay View Longboat Key Rental (#15110)

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

3 5

The Sanctuary 2 Bedroom plus Den (#6710)

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

3 2 6

Fantastic Marco Island Vacation Home (#4462)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Drive to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
The Bay at Buttonwood Cove Picnic Area at Beach Across Street
3 2 6

Buttonwood Cove Longboat Key Florida Rental (#8551)

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

3 2 6

Perfect Getaway Family Vacation Home (#4463)

  • 3 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

3 3 6

Sunset Pointe Home (#6579)

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

3 3 6

Conveniently situated towards the southern end of Longboat Key Florida, Fairway Bay offers resort style living just minutes away from Sarasotas ample activities (#6042)

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

3 3 6

Located on the beach behind the gates of the Longboat Key Club (#6043)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
The Spectacular Beach House on Longboat Stunning Pool on Beach Side Overlooking the Gulf
3 3 6

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

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Privately Owned
  • Rates and Availability: Call 800-657-8966
Vacation Rental on Longboat Key Beach View
3 3 8

Longboat Key Beachfront Vacation Rental (#6590)

  • 3 Bedroom Vacation Condominium (sleeps 8)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

3 3 6

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

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

3 2 6

This property is beautifully decorated with high quality furnishings (#15097)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • $1362 - $1562
  • Availability: Call 800-657-8966

3 2 5

Rare Pet friendly Vacation condo on the Beach with a Gulf View (#6781)

  • 3 Bedroom Vacation Condominium (sleeps 5)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
View of Patio and 2 Car Garage Beautiful View from Patio
3 2 4

Vacation Rentals Sarasota Proudly Boasts this Townhome in Laguna Place Longboat Key FL (#7661)

  • 3 Bedroom Vacation Home and Villa (sleeps 4)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Full Gulf View from Your Lanai
3 2 6

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

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
 Private Pool Short Stroll to Longboat Key Beach
3 2 6

Vacation Longboat with a Private Pool (#3581)

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

3 2 6

Longboat Key Villa Beach Front Rental (#6740)

  • 3 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
Pink House On The Bay Longboat Key Beach 4 min walk
3 2 6

An Affordable Longboat Key Rentals at the north end of Longboat Key FL (#1039)

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

3 2 6

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

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

3 2 6

Perfect Beach Escape (#1448)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Garden View
  • Professionally Managed
  • $3895 - $8495/month
  • Availability: Call 800-657-8966

3 2 6

Comfortable Condo With Tennis Courts (#1450)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $3895 - $8495/month
  • Availability: Call 800-657-8966

3 2 6

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

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $3895 - $8495/month
  • Availability: Call 800-657-8966

3 6

(#1453)

  • 4 Stars (Gold)
  • Garden View
  • Professionally Managed
  • $3895 - $8495/month
  • Availability: Call 800-657-8966

3 6

(#7339)

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

3 2 6

Easy Beach Access (#1457)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Full Ocean / Gulf View
  • Professionally Managed
  • $4595 - $8495/month
  • Availability: Call 800-657-8966

3 2 6

Wonderful three bedroom, two bath home in Country Club Shores (#7341)

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

3 8

The beach is 193 yards away (#7343)

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

3 3 6

View of the Bay (#1465)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Bay View
  • Professionally Managed
  • $5395 - $9095/month
  • Availability: Call 800-657-8966

3 6

(#7346)

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

3 3 6

2000 Sq. Ft. of Living Space (#1466)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 3 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • $3395 - $7495/month
  • Availability: Call 800-657-8966

3 2 6

Quiet Condo Community (#1467)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 4 Stars (Gold)
  • Short Walk to Beach
  • Professionally Managed
  • $3395 - $7495/month
  • Availability: Call 800-657-8966

3 8

(#7354)

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

3 6

(#7355)

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

3 2 6

Gorgeous Longboat Key Vacation Home (#6993)

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

3 2 6

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

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

3 2 6

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

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

3 3 6

This Longboat Key Vacation Home is Fully Equipped (#6998)

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

3 3 6

Spacious Longboat Key Vacation Home (#6999)

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

3 2 6

A Very Special Lonboat Key Vacation Home (#6029)

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

3 2 6

Fantastic Longboat Key Vacation Home (#7003)

  • 3 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
Luxury Villa on the Beach
3 4 8

Longboat Key Vacation Rental 3 bedrooms PLUS den (#8971)

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

3 2 8

Walk to Beach from this Charming Vacation Home (#7008)

  • 3 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
Private Pool Canal Home
3 2 2

Counry Club Shores Villa with easy Beach Access (#6460)

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

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

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

Beachplace (#10205)

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

3 2 6

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

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

3 2 6

Breathtaking Views from this Unique Mediterranean Style Longboat Key Villa (#6008)

  • 3 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

3 8

Silver to Gold Rating in East Vail on Shuttle Route (#87095)

  • 3 Bedroom Vacation Condominium (sleeps 8)
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

3 6

Mainland Bradenton Home Rental with Pool (#6814)

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

Exclusive Country Club Shores Rental on Longboat Key (#6483)

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

Canal Front Rental Home with Heated Pool (#6484)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
This Longboat Key vacation rental  has beaches that are among the worlds most beautiful. This  modern Longboat Key Condo offers breath taking views and lots of sun and light into these well designed condominiums
3 2 6

Seascape Condo Vacation Rentals Longboat Key (#3056)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Plenty od Lounge Chairs around pool area Fully Equipped Kitchen
3 2 6

Emerald Harbour Longboat Key Vacation Home (#6668)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Private Lanai with Views Living Room
3 2 6

Beachfront Longboat Key vacation Rental (#6690)

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

3 1 7

Quiet and Relaxing Home With Great Location (#7176)

  • 3 Bedroom Vacation Home and Villa (sleeps 7)
  • 1 Bathroom
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • $1795 - $1795
  • Availability: Call 800-657-8966
Nicely Appointed Beachfront Resort
3 2 6

Longboat Key Beachfront Vacation Condo (#6691)

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

3 3 6

Beach front 3 Bedroom Vacation Rental (#7324)

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

3 2 5

Spectacular Gulf Views from this Longboat Key Home (#7325)

  • 3 Bedroom Vacation Home and Villa (sleeps 5)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Drive to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

3 2 6

Enjoy Staying at this Longboat Key Property (#7327)

  • 3 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

3 2 6

Longboat Key Vacation Home (#7329)

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

3 2 6

Vacation Rentals Longboat Key Florida (#7330)

  • 3 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

3 2 8

Amazing Marco Island Vacation Rental (#4459)

  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Drive to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

3 2 6

Beautiful Beach Front Longboat Key Accomodation (#15112)

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

3 6

Two Bedroom plus Den Pet Friendly Beach House Longboat Key (#6048)

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

3 2 5

This rustic 3 bedroom 2 bath island sanctuary is only accessible by boat (#6918)

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

3 2 6

True Longboat Key Beach House Island Style (#6919)

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

3 2 6

Villas of Avignon #102 (#6624)

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

3 2 8

Longboat Key Cottage Rental one house away from the Beach (#6947)

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

3 2 7

Charming Secluded Longboat Key Bungalow (#6952)

  • 3 Bedroom Vacation Home and Villa (sleeps 7)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Garden View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

3 2 6

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

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

3 2 8

This Pet Friendly Villa is a relaxing retreat located directly on a canal on the northern-end of Longboat Key (#6958)

  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

3 2 6

The closest house in Country Club Shores to the beach access (#6002)

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

3 2 6

Open and Spacious Country Club Shores Villa (#6006)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 3 Stars (Silver)
  • Short Walk to Beach
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Nicely Decorated Walk right out on to the Beach from the Deck
3 2 6

Gulf Front Beach Home with Hot Tub (#6481)

  • 3 Bedroom Vacation Home and Villa (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Full Ocean / Gulf View
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Sunset at the Beach Deck with Gulf View
3 2 6

One Of the Few 3 bedroom Beachfront Condos in Longboat Key Florida (#4030)

  • 3 Bedroom Vacation Condominium (sleeps 6)
  • 2 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966
Walk to Longboat Key Beach Master Bedroom with Queen
3 3 8

Longboat Key Vacation Home Rental (#6580)

  • 3 Bedroom Vacation Home and Villa (sleeps 8)
  • 3 Bathrooms
  • 2 Stars (Bronze)
  • Professionally Managed
  • Rates and Availability: Call 800-657-8966

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