Longboat Key Vacation Homes for Sale

Looking for a single-family home on Longboat Key priced under $1 million with no fees? This home has NO HOA, maintenance, or reserve fees, and no pet restrictions, which is very rare on an island where most residences have fees of $1200-1500 per month and unpredictable assessments. Come to where you can escape the noise, hustle, and bustle of the city in your own private oasis on Longboat Key.

Experience effortless beachfront living from this turnkey-furnished, direct Gulf-front retreat at Turtle Crawl Inn on Longboat Key. Positioned on the ground floor, Residence T-101 offers a rare walk-out patio that places you just steps from the turquoise waters of the Gulf of Mexico.

As you step into this rarely available Capri floor plan, the entrance sets the stage for an exquisite bayfront experience. Inside, the residence unfolds with white ceramic tile throughout and water views via floor-to-ceiling windows and sliders in every room, creating a bright, private ambiance and a seamless connection to the natural beauty that surrounds you.

One or more photo(s) has been virtually staged. PRICE IMPROVEMENT!! WATERFRONT GEM ON LONGBOAT KEY – Priced UNDER $1M & Renovation Loan Eligible! This is your chance to own a waterfront home on Longboat Key for under $1 million! Opportunities like this are rare, and this property is priced to sell fast.

Wake up in This Resort-Style Living Condo located on a Barrier Island Paradise! Positioned just steps from the Gulf of Mexico on exclusive Longboat Key—where sugar-white sand beaches stretch endlessly and dolphins play in turquoise waters—this professionally redesigned ground-floor residence in Seaplace's coveted G1 building offers the rare combination of coastal luxury, modern sophistication,

Under contract-accepting backup offers. Fully RE-DESIGNED and RENOVATED 2-bedroom, 2-bath condo in Seaplace with PARTIAL GULF VIEWS. Completed in 2023, this residence showcases over $200K in UPSCALE UPGRADES AND FINISHES.

One or more photo(s) has been virtually staged. Enjoy comfortable, coastal living in this well-appointed 2BR/2BA residence on the sought-after south end of Longboat Key. With over 1,500 sq. ft., this home features a neutral color palette and thoughtful design that enhances the natural beauty just outside.

**Pirce Improvement ~ Motivated Seller** Step into the island lifestyle you’ve always imagined at Privateer North, located behind the gates of the Longboat Key Club. This CORNER residence with over 1,400 sq. ft. invites you to wake each morning to the sound of waves and natural light streaming through wide glass doors.

Discover an unmatched island lifestyle in this beautifully updated, contemporary 2- bedroom, 2-bath condominium, perfectly situated in the award-winning Bayport Beach and Tennis Club on Longboat Key. Wake up to breathtaking sunrises over the tranquil Sarasota Bay and end your day with golden sunsets on the private Gulf beach.

Experience contemporary coastal living in this fully renovated, turnkey-furnished unit ideally located in the heart of Longboat Key! Nestled between 1,200 feet of private, powder-soft beach on the Gulf and a serene fishing pier on Sarasota Bay, this residence offers the perfect blend of island tranquility and luxury!Step inside to discover a meticulously cared for interior space updated with elega

GATED, DEEDED PRIVATE BEACH ACCESS! This is a rare thing to be found on the keys! The main level with plantation shutters and hardwood floors includes the kitchen, dining and living areas. The kitchen has Subzero and Jenn-Air built in stainless steel appliances and granite countertops. A large second story skylight shines natural light through open ceilings onto the main floor dining area.

PRICED TO SELL! Experience the ultimate in island living in the highly sought-after and prestigious Harbor Oaks community on Longboat Key. This one-story, 3-bedroom, 2.5-bath residence spans 2,219 sq. ft. and offers a host of desirable features—including a private pool, 2-car garage, and deeded beach access through the exclusive Bay Isles Beach Club.