Longboat Key Vacation Homes for Sale

****Creatively coined “Studio 54,” located at The Islander Club on Longboat Key Beach, this 2-bedroom, 2-bathroom condominium has an enormous lanai that brings the beautiful island breezes in all year long. Located in an upgraded and modern building directly on the beach, this disco pad is fresh, light, bright and happening.

RARE FIND!!! This fully furnished turnkey 1bedroom/1bath end unit has an open kitchen, dining and living room combo with a sofa sleeper and a screened lanai accommodating four guests comfortably. This lovely turnkey unit has a spectacular view of the Gulf of Mexico from the kitchen, living room and screened in lanai.

The lowest priced fully renovetd, FULL BAY VIEW condo on all of Longboat Key! This tranquil and beautifully renovated island retreat located in the beach to bay community of Sutton Place offers that and so much more. This 2 bedroom, 2 bath residence is a true coastal oasis all done up in seaside hues.

THIS IS THE LARGEST 2 BEDROOM 2 BATH FLOOR PLAN IN SEAPLACE! Located on the second floor of the G3 building, this home is move in ready! The previous den has been enclosed for a proper bedroom and updated! The primary bedroom and bathroom have both been updated.

Make your dreams come true with this beautiful waterfront condominium located at the popular Longboat Harbour resort! Enjoy gorgeous views of the water the moment you step in. This newly renovated 2BD/2BA second floor unit offers a roomy open floor plan with plenty of natural light, is being sold turnkey furnished. New Luxury Vinyl flooring and hurricane windows has been installed throughout.

Secure your piece of paradise and a proven income stream with this fully furnished, turnkey 2-bedroom, 2-bath second-floor condominium featuring several select owner updates. Located on highly desirable Longboat Key, this property is an exceptional opportunity for investors seeking a profitable rental business or as a second home that generates income.

Experience the ultimate Bay-to-Beach lifestyle in this turnkey 2-bedroom, 2-bath condo at Longboat Harbour, where nearly every room offers sparkling water views and a sense of calm that only waterfront living can bring. Perfect for investors or seasonal residents, this home combines desirable updates with a lifestyle that’s hard to beat.

This gorgeous 2-bedroom, 2-bath is located on the 4th floor of the desirable M-1 building with breathtaking, unobstructed sunset and direct gulf views. The unit is being offered as Turnkey furnished.

Experience the best of Longboat Key living at Sutton Place, ideally positioned mid-island with convenient access to both Sarasota Bay and the Gulf of Mexico. Enjoy deeded beach access just moments away—perfect for daily beach outings, sunset walks, and the pristine Gulf shoreline. Active living comes naturally here.

Bathed in natural light, this 2BR, 2.5BA townhome in Fairway Bay at Bay Isles offers an inviting blend of warmth, character, and coastal sophistication. Inside, soaring ceilings and neutral finishes highlight the home’s open design and timeless appeal.

This well-appointed, fully furnished, two-bedroom, two-bath Portobello residence is so close with deeded access to Longboat Key's 10-mile beach. This impeccably maintained convenient ground-level home is in pristine condition, and a spaciously designed, coastal-inspired interior creates feelings of tranquility and hospitality.

PRICED BELOW MARKET VALUE AT $499,000 ! Fully renovated 2 Bedroom 2 Bath Whitney Beach Bay Side FIRST FLOOR condo ready for occupancy. It has undergone FEMA approved storm mitigation & has had a full rebuild & inspections. All new handsome Luxury Vinyl Plank flooring throughout plus tile in the primary bedroom’s stunning en suite with shower & 2nd bathroom with tub.