Longboat Key Vacation Homes for Sale

Modern Gulfside Retreat at Privateer South — 1000 Longboat Club Rd #204 Fully remodeled, offered turnkey furnished, and move-in-ready, this 2-bed/2-bath residence blends modern coastal style with the ease of beachfront living within the Longboat Key Club gates.

Beachplace Penthouse with Gulf Views — Top-Floor Residence with Direct Beach Access Discover an inviting top-floor retreat in Building 10 at Beachplace, offering direct access to the Gulf of Mexico and wide views of the community’s lush landscape, sparkling shoreline, and partial Bay vistas. This furnished 6th-floor residence provides a bright coastal setting, ready for your personal touch.

One or more photo(s) has been virtually staged. Perfectly positioned within the sought-after Grand Bay community, this Aruba residence blends convenient design, refined comfort, and a premier Longboat Key lifestyle. Overlooking Sarasota Bay, the golf course, and the downtown skyline, this two-bedroom home offers a combination of privacy, panoramic vistas, and recent designer enhancements.

Experience resort-style living at Tangerine Bay Club, a gated sanctuary on the desirable south end of Longboat Key. This impeccably maintained end-unit residence offers 2,400 square feet of refined living space with lush Sarasota Bay views and unmatched proximity to the area’s top attractions. Minutes to St. Armands Circle, downtown Sarasota, and steps to Dry Dock Marina and Restaurant.

The unobstructed Gulf View greets you as you enter this 2nd floor unit. The spacious living area overlooks the large screened lanai out to the Gulf of Mexico. All units at The Westchester community have new impact resistant sliders and windows that meet Miami Dade code in order to reduce insurance premiums for all.

Stunning Waterfront Oasis with Unparalleled Views Nestled in the heart of a vibrant coastal community, this exquisite corner/end unit offers a lifestyle that dreams are made of. Prepare to be captivated by the breathtaking, unobstructed vistas of Sarasota Bay, where every day begins with the allure of a shimmering sunrise and playful dolphins dancing in the gentle waves.

Absolutely breathtaking! This fully renovated Gulf-front walk-out home offers the pinnacle of luxury living on the Gulf of Mexico. Beautifully done ground level walkout with stunning Garden and Gulf Views. Welcome to the serene community of The Shore on Longboat Key. Nearly every detail of this stunning condo has been meticulously upgraded with high-end materials and exceptional design.

Discover this exquisitely renovated condo with high-impact windows and sliders that lives like a single-family home! This fully furnished 3-bedroom, 2-bath home in the friendly “Harbour Oaks” section of the prestigious Bay Isles community on Longboat Key comes with a private 2 car garage.

Experience the epitome of Island living in this meticulously kept and beautifully renovated retreat located in the beachfront community of The Westchester on Longboat Key. This ground floor walk-out, 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues.

Under contract-accepting backup offers. Imagine waking up each morning with the sand and surf of the Gulf of Mexico just steps away. This beautifully done 2BR, 2BA, 1,170+/- sq.-ft. furnished corner residence in the established Longbeach community offers just that, with first level access to the finest in beachfront living in a prized north Longboat Key location.

Step into a bright, inviting coastal retreat just moments from the sand at Beachplace on Longboat Key. This beautifully furnished first-floor residence in Building 3 offers true walk-down convenience from the private wraparound terrace—an effortless way to enjoy the Gulf-front lifestyle.

The perfect beach getaway or investment property, look no further.