Longboat Key Holiday Rentals

Longboat Key Holiday Rentals By Owner & Vacation Homes

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About Longboat Key


Longboat key Holiday Rentals

Luxurious Beach to Bay Property: Over 1400 Square Feet! Beautiful Bay views from the Master and Screened/Glassed lanai. Short walk out


Beds: 2 Baths: 2 Sleep: 4

Beds: 2 Baths: 2 Sleep: 4

Enjoying relaxing getaway in our exclusive zilli villa. This tranquil two bedroom gem is perfect for a romantic honeymoon, family vacation or a restful


Beds: 2 Baths: 2 Sleep: 4

Beds: 2 Baths: 2 Sleep: 4

The1 Bedroom vacational rental Cottage has a large living and dining area with a queen-size sofa bed. The kitchen is fully equipped with a full size


Beds: 1 Baths: 1 Sleep: 4

Beds: 1 Baths: 1 Sleep: 4

BeachPlace is a private gulf front community with heated pool, spa, clubhouse, tennis courts, fitness center and private beach. Guard Gated community


Beds: 2 Baths: 2 Sleep: 4

Beds: 2 Baths: 2 Sleep: 4

If peaceful days, serene evenings and tranquil moments dominate the setting for your next island gateway, Longboat Key\'s legendary tranquility and


Beds: 1 Baths: 1 Sleep: 4

Beds: 1 Baths: 1 Sleep: 4

Enjoy gorgeous expansive Gulf and beach views from this beautifully renovated corner unit.     This property is very stylish and comfortably


Beds: 2 Baths: 2 Sleep: 4

Beds: 2 Baths: 2 Sleep: 4

What a fabulous opportunity to rent in a beautifully updated 3 bedroom/2 bath condominium at Seaplace!   Nicely furnished with under ground par


Beds: 3 Baths: 2 Sleep: 6

Beds: 3 Baths: 2 Sleep: 6

637 Norton - Private canal home 4 Bedroom/ 3.5 Bath with private pool, maximum occupancy of 8 people. Distance to the Beach: 1 block   Live


Beds: 4 Baths: 3.5 Sleep: 8

Beds: 4 Baths: 3.5 Sleep: 8

" Captivating Luxury Canal Home on secluded upscale cove on Longboat Key with short walk to the beach!" 761 Penfield - Private canal home 3 Bedroom/


Beds: 3 Baths: 2 Sleep: 6

Beds: 3 Baths: 2 Sleep: 6

Longboat Key Club Road is a gated community adjacent to The Resort at Longboat Key Club. Homes in the neighborhood feature views of the Gulf of Mexico.


Beds: 3 Baths: 4 Sleep: 6

Beds: 3 Baths: 4 Sleep: 6