Longboat Key Vacation Homes for Sale

Welcome to an incredible opportunity in the highly sought-after Bayview Estates on Longboat Key. Situated on a stunning saltwater canal lot with direct access to Sarasota Bay and the Gulf of Mexico, this property is a boater's paradise. Featuring a deep-water canal with a dock, seawall, and lift already in place, the potential for creating your dream waterfront home is limitless.

short stories"...Great opportunity pick cabinets and flooring ..pool is back new air condition..open floor plan.Brand new appliances..Just block from the beach..with deeded beach access.The boat lift is 20,000 pound with personal watercraft lift as well all on 40 foot dock.The property did flood in 2024 hurricane has been partially restored..Ring us up for details and private showing.

Welcome to this breathtaking, fully remodeled, turnkey furnished contemporary residence in Fairway Bay—nestled on picturesque Longboat Key. From the moment you enter, you're greeted by a thoughtfully redesigned open floor plan, elevated ceilings, solid core doors, and impeccable high-end finishes.

HUGH PRICE REDUCTION!!!Welcome to historic Longbeach Village, the first neighborhood, established on Longboat Key in 1885. As you enter The Village you will notice a variety of architectural home styles from the 1930s to the present day reflecting the diversity of the folks who live here.

Experience the ultimate in Gulf-front living from this meticulously updated 1827 sq. ft. beach retreat located on the sunny southern side and offering peaceful Gulf and courtyard vistas. The open floor plan is perfectly suited for entertaining, seamlessly connecting the living and dining areas.

Unit 208 is the largest 3-bedroom unit in this stack located in a building that is an easy walk to the beach and the pool. It is the lowest price by sq. ft. for a 3-bedroom home on the Gulf. This rarely available corner end-unit residence has windows on 3 sides, filling the space with natural light and capturing views throughout.

This is your perfect tropical Happy Place! Elevator access takes you directly to your very own slice of paradise. Enter through mahogany doors and be instantly wowed by this 3 BD, 2.5BA unit. The 3rd bedroom was converted to a den as part of a total update, and can easily be changed back to a bedroom.

One or more photo(s) has been virtually staged. An exceptional offering in the sought-after Longbeach neighborhood of Longboat Key. Located on the Manatee County side of the island, this original 1935 coastal cottage sits on an oversized .

Located behind the gates of the highly desirable Longboat Key Club, this 1BR/1BA Club Suite at Inn on the Beach offers a unique opportunity to own within the prestigious Longboat Key Club Resort. Spanning 650 sq. ft., this residence provides both convenience and privacy, with an expansive covered terrace offering peaceful Gulf views while keeping you close to every amenity.

Some homes whisper. Others make a statement. 501 De Narvaez Drive commands attention—with bold architecture, elegant updates, and a prime waterfront location that elevates the Florida lifestyle into something exceptional. Nestled on a quiet corner lot in the coveted Sleepy Lagoon Park neighborhood, this home is your gateway to prestige, privacy, and the purest form of coastal living.

Step inside and be immediately greeted by stunning, uninterrupted views of the Gulf of Mexico, setting the tone for this exceptional Players Club residence. This home is being sold FURNISHED, you just need to bring your toothbrush.

This junior suite, located in Building 4, offers spectacular northwest-facing views of the Gulf, providing owners with breathtaking sunsets and expansive water vistas. For those seeking accommodation for larger groups or families, units 4205 and 4206 are conveniently offered for sale next to each other, allowing parties to stay in close proximity.