Longboat Key Vacation Homes for Sale

One or more photo(s) has been virtually staged. Welcome to Grand Bay. Experience the essence of refined coastal living, where breathtaking panoramic water and city views take center stage. Awaken to the sunrise over Sarasota Bay’s skyline with limitless views of the bay and golf course, and unwind with stunning sunsets over the Gulf, an ever-changing display of beauty from every room.

Stunning Waterfront Property in the Prestigious Bayou Section of Bay Isles, Longboat Key - Experience the ultimate in island living with this exceptional waterfront property located in the exclusive Bayou section of Bay Isles on Longboat Key.

This home has unobstructed seventh-floor views of the Sarasota skyline, along with sweeping water views of Sarasota Bay, The Longboat Key Club and the Gulf. Enjoy the views from sunrise to sunset through the floor-to-ceiling windows and sliding doors. Go outdoors to experience the luxury of the stylishly tiled wraparound balcony, accessible from the east, south and west sides of this home.

Perfectly positioned on Sarasota Bay at the southern end of Longboat Key, this beautifully renovated 3BR/3BA, 2,298± sq. ft. residence with a private 2-car garage at Tangerine Bay Club combines luxury, comfort, and a premier location just moments from St. Armands Circle and downtown Sarasota.

It's all about the breathtaking direct Gulf of Mexico views and sweeping Sarasota Bay panoramas from this fully updated, highly desirable residence at Islands West. From the moment you enter, the blue-green waters of the Gulf of Mexico take center stage through floor to ceiling storm rated windows and sliders from every room.

Under contract-accepting backup offers. Welcome to an extraordinary transformation where sophisticated artistry meets modern urban luxury, elevating the serene prestige of Queens Harbour on Longboat Key. This impeccably reimagined 3-bedroom, 2-bath residence offers rare ambiance and refinement, seamlessly merging interior elegance with outdoor serenity.

Discover the quintessential Longboat Key lifestyle in this classic masonry beach home located just “3” properties in from Sarasota Bay. Boasting 110 feet of canal frontage, your own private dock, a 7,500 lb.

Located within the gated Bay Isles community, Marina Bay offers the best of Longboat Key living. This exceptional 3BR/3BA residence spans 2,830 sq. ft. and features an open floor plan with wood tile floors, recessed lighting, and tray ceilings. The spacious living area flows seamlessly to a screened terrace, where you can enjoy views of manicured grounds, the bay, and the city skyline.

One or more photo(s) has been virtually staged. Perched just one floor below the penthouse in the sought-after Grand Bay IV community on Longboat Key, this 2,550-sq.-ft.

Welcome to Players Club on Longboat Key, S/W gulf views from the oversized balcony.

This FURNISHED waterfront residence offers panoramic views of Sarasota Bay and the Gulf of Mexico, seamlessly complementing its neutral, sophisticated interior. An elegant double-door entry leads to an open floor plan with gleaming ceramic tile floors and floor-to-ceiling glass that highlights the stunning scenery. BRAND NEW IMPACT WINDOWS THROUGHOUT.

Live the ultimate Florida Waterfront lifestyle in this private, calm, secure, spacious and elegant large elevated coastal home. Located on the North end of Longboat Key less than a mile to Anna Maria Island in the relaxed Sleepy Lagoon neighborhood with deeded beach access just around the corner, leading you to never crowded stretches of sand.