Longboat Key Vacation Homes for Sale

LOCATION! LOCATION! LOCATION! Looking for a Beach/Bay Getaway Villa? This cozy End Unit Beach/Bay 2-bedroom/2-bath Sunny Villa boasts 1084 square feet of Longboat Key Florida Fun! Single story living with a convenient covered carport only a few steps away from your front door.

Embrace an extraordinary coastal lifestyle where fun water adventures fill your days and peaceful evening walks along the shore mark every sunset. Step outside your back door and onto the sand—the beach is quite literally your backyard! This Seaplace residence offers a rare opportunity to live just steps from the beach, right on the sparkling waters of the Gulf of Mexico.

Longboat Harbour is one of the best gated complexes on Longboat Key offering a marina with deep sailboat water and deeded beach access pavilion. Each boat slip is equipped with water and electric for a nominal fee first come first serve.

PRICE ADJUSTMENT: This is a great opportunity to own a piece of paradise on beautiful Longboat Key in the community of Seaplace which is located on 42 acres of land right on the azure waters of the Gulf of America. This beautifully updated 2bedroom/1bath condominium with separate dressing area and sink. It's coming furnished for your convenience with stainless steel appliances in the kitchen.

Unmatched Intracoastal Views + Premium Upgrades + New Roof = Exceptional Value! The standout feature is a fully enclosed lanai with brand-New Hurricane-Impact sliding doors (2025) ,New HVAC system (2025-valued at $16,000), a New water heater(2025), Fresh interior paint, and new king-size bedding in the primary suite(2025).

0.5 mi to Gulf beach access • Two heated pools & tennis courts • Gated Gulf-front community Welcome to Seaplace, a premier Gulf-front condominium community along Longboat Key’s scenic Gulf of Mexico Drive. This two-bedroom, two-bath residence (Unit G4-308) combines coastal living and community amenities in one of Sarasota County’s most desirable barrier-island locations.

Turnkey two-bedroom, two-bath residence in a first-floor, walkout location. Freshly painted with updated baths and 1,172 square feet of living space. Enjoy direct access to the harbor-front walking path and deeded beach access with baths, outdoor shower and chair storage. Includes a covered, assigned parking space.

Gated Gulf-front community • Two heated pools & tennis courts • Beach access within minutes Experience coastal living at Seaplace, a gated Gulf-front community on the southern end of Longboat Key. This two-bedroom, two-bath residence (Unit G4-206) features an open-concept layout and a screened lanai overlooking lush tropical landscaping and community green space.

Discover the perfect blend of beachside escape and investment opportunity at this second-floor studio with direct Gulf views. Wake up to the sound of the waves and end each day with shimmering sunsets—this light-filled retreat places you just steps from the shoreline on beautiful Longboat Key.

Lovely, turnkey villa that is truly Martha Stewart–perfect, offering the coveted Bay-to-Beach lifestyle on Longboat Key.

72 ft x 26 ft Boat Slip on L-dock at Longboat Key Moorings Marina for sale. Exceptional views of Sarasota Bay and the city skyline from atop your flybridge. LBK Club membership is required. Direct access to Sarasota Bay and the ICW.

Welcome to your cozy island townhome at the north end of Longboat Key. Perfect as a fulltime residence, seasonal retreat, or investment property, this one-bedroom, two-bath unit fits your needs. This two-story property weathered three hurricanes in 2024, sustaining only minor flooding in the garage during Hurricane Helene and a cracked top-floor window during Hurricane Milton.