AVAILABLE Dec. 2025 April 2026, 2 mos. min. This is a second floor walk up, two bedroom and den, two bathroom unit with over 1,600 square feet of interior living space. There is a private screened balcony/lanai and aa staircase entrance to the front door of the unit. The unit has partial water views from the living room, dining room, den, and the screened balcony and exterior open balcony/lanai over the tennis courts and grounds to the marina and bayou/bay. This is 'old Florida' at its best in ambiance and lifestyle. There are 2 lighted tennis courts, a community pool and hot tub, a community exterior shaded deck for eating, grilling and relaxing, as well as a kayak launch.
AVAILABLE Dec. 2025 April 2026, 2 mos. min. This is a second floor walk up, two bedroom and den, two bathroom unit with over 1,600 square feet of interior living space. There is a private screened balcony/lanai and aa staircase entrance to the front door of the unit. The unit has partial water views from the living room, dining room, den, and the screened balcony and exterior open balcony/lanai over the tennis courts and grounds to the marina and bayou/bay. This is 'old Florida' at its best in ambiance and lifestyle. There are 2 lighted tennis courts, a community pool and hot tub, a community exterior shaded deck for eating, grilling and relaxing, as well as a kayak launch.
RARELY AVAILABLE! This absolutely gorgeous fully furnished 2BR/2BA Condo at Islander Club Just steps from the Beach!
Start living the island lifestyle in this beautifully updated, furnished 2 bedr
2 bed, 2 bath seasonal rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach to bay communit
AVAILABLE APRIL 2026 ANNUAL RENTAL Welcome home! Enjoy the serenity of this 3 bed, 3 bath, 2 car garage residence, located in Harbour Oaks within the gated community of Bay Isles in the heart o
GORGEOUS BAY VIEWS plus Private Beach Club Access! You will love the views from this Bay Front, 2 bed, 2 bath third floor condo in the highly sought after Bay Isles community. The spacious Kitchen had
Longboat key "seaplace" condominium located on the gulf side. 2 month minimum required. Season 2027 jan april $6,500/month. Booked for feb april 2026. Immaculate, turnkey furnished 2 bedrooms/2 bathro
BAYPORT TENNIS AND RAQUET CLUB has all the amenities including direct GULF Access. This tastefully furnished, one floor, three bedroom, two bathroom condo in the Bayport Beach and Tennis Club offers s
Absolutely stunning waterfront turnkey furnished rental property on Longboat Key. This unit features beautiful sunsets daily from your private balcony and there is a shared seating area facing east if
Available Dec 20 April .Steps to the Sand 3BR/3BA Beachfront Condo with Heated Pool & Spa | Longboat Key
Enjoy the best of beachfront living at 5611 Gulf of Mexico Drive, Unit 105 a beautifully ap
LONGBOAT KEY...SUNSET BEACH CLUB II. Nicely appointed 2 bedroom, 2 bath condo, turnkey furnished. Entertainment center in the living room with a flat screen TV. King bed in the master and twin beds in
Booking Now for the 2027 Season! Completely Booked for the remainder of the 2026 season. Looking for the perfect vacation getaway? Lucky you! This stunning, light filled end unit beach and bay villa i
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