Longboat Key Vacation Homes for Sale

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.

SIGNIFICANT PRICE REDUCTON - This TOTALLY RENOVATED ISLAND BEAUTY will charm the most sophisticated Buyers and the spectacular sunrise views over Sarasota Bay enhanced by sunset-lit City and Golf Course views will take your breath away. Ideally situated within a short beach walk between the popular Resort at Longboat Key Club and the brand-new St.

616 Lyons Lane, Longboat Key – A Unique Opportunity to Create Your Coastal Dream Home Nestled on the serene and picturesque Lyons Lane, on a stunning saltwater canal. This property offers a rare chance to embrace the coveted Longboat Key lifestyle.

Welcome to the Privateer South Tower – Your Dream Coastal Retreat! Nestled along the pristine beaches of Longboat Key, behind the secure Longboat Key Club guard gate is this beautifully renovated 2-bedroom, 2-bath residence that offers the ultimate in coastal living.

Imagine waking up every morning to the sound of gentle waves and stepping onto your balcony to enjoy uninterrupted, straight-on Gulf views—this rarely available 01-stack residence delivers beachfront living exactly the way it should be. Perfectly positioned behind the private gates of the Longboat Key Club and nestled between the iconic Resort at Longboat Key Club and the spectacular new St.

Stunning Beachplace Condo with Gulf Views + Seller Incentive! Your opportunity on Longboat Key just got even better! The seller is offering an extraordinary incentive—they will cover the full special assessment at closing OR reduce the purchase price by the same amount… your choice! The seller has already begun paying the assessment, and the remaining balance can be applied toward this genero

Coastal Elegance at Privateer South, Longboat Key! Set directly along the Gulf of Mexico, this beautifully renovated two-bedroom residence at Privateer South offers effortless beachfront living within the gates of the prestigious Longboat Key Club.

Welcome to your coastal retreat in paradise — a stunning third-floor waterfront residence in Club Longboat Beach and Tennis, offering expansive Gulf views and one of the largest floor plans in the community. This exceptional 2-bedroom plus 3rd bedroom/study layout perfectly blends elegance, comfort, and functionality, ideal for full-time living or as a refined vacation escape.

Spectacular Gulf and Sunset views are enjoyed from this west facing Junior Suite in Building 3. The direct beach view through the swaying palms perfectly encompasses the resort lifestyle and the vision guests have of tropical landscapes when making reservations. This completely renovated residence is currently in the hotel program and reported healthy income in 2023 and 2024.

Under contract-accepting backup offers. Gulf view Corner One Bedroom End Unit now available with extra square footage, a wall separating the living room/bedroom and extra windows, in Building 4. This completely renovated unit is currently in the hotel program with over $162K in gross income for 2023.

Rarely available and beautifully renovated 11th floor Penthouse with breathtaking Gulf, Sunset and Bay views and ideally situated within a short beach walk between the popular Resort at Longboat Key Club and the luxurious St. Regis Resort. This island gem has brought many years of joy to the Seller based on its perfect South LBK beachside location and all it's resort style amenities.

Bring your boat to Longboat Key. Fully furnished second floor corner unit with boat dock and stunning views of the Sarasota Bay in beautiful Harbor Villa Club. This beautifully renovated 2-bedroom, 2-bathroom condo is an incredible opportunity to live right on the Sarasota bay with 180 degree breathtaking water views.