Longboat Key, Florida
48 properties available
Welcome to Dream Island – Where Tropical Luxury Meets Unparalleled Comfort! Indulge in the epitome of island living at Dream Island, a sanctuary of tropical opulence that redefines the vacation experience on Lido Key. This exclusive coastal home boasts a myriad of luxurious features and a setting that rivals even the most sought-after destinations.
Ringling Cottage by Siesta Key Luxury Rental Properties 160 Harrison Dr #6 Lido Key, FL 34236 Minimum stay duration of 7 days/nights Welcome to Ringling Cottage! This charming two-bedroom, two-bath home, built in the 1930s by John Ringling, offers a serene escape just a short 10-minute walk to the beach. Perfect for couples, this romantic retreat
Lazy Days by Lido Key Vacations152 Coolidge Dr Lido Key, FL 34236Vacation Rental License #VR22-00020Minimum stay duration of 7 days/nights Welcome to Lazy Days, a beautifully updated coastal retreat featuring a private pool and easy access to the stunning Gulf beaches just a short stroll away. With a main house offering two bedrooms and a guest sui
Vitamin Sea by Lido Key Vacations 229 Garfield Dr Lido Key, FL 34236Vacation Rental License #VR22-00137Minimum stay duration of 7 days/nightsWelcome to Vitamin Sea, your ultimate Lido Key escape! This magnificent eight-bedroom, eight-and-a-half-bath vacation home seamlessly blends luxury and convenience with designer finishes and top-of-the-line am
Summer Lovin by Lido Key Vacations 138 Grant Dr Lido Key, FL 34236 VR23-00015Minimum stay duration of 7 days/nights Welcome to Summer Lovin’, a two-bedroom, two-bath home perfect for the ultimate couples' beach getaway. Just three houses away from the stunning white-powder sands of Lido Key Beach and less than a mile from St. Armands Circle and Ted
The Shore House by Lido Key Vacations 216 Van Buren Dr Lido Key, FL 34236 Vacation Rental License #VR22-00033 Minimum stay duration of 7 days/nights Welcome to The Shore House, an exquisite seven-bedroom, four-bathroom retreat combining fun amenities with luxurious finishes—perfect for friends and families seeking an unforgettable getaway. Nestled
Highlights • Less than a 5-minute walk to the beach • Private heated pool with in-ground spa • 4 bicycles provided for guest use • Screened-in lanai • BBQ grill Stone’s Throw by Lido Key Vacations 223 Tyler Dr Lido Key, FL 34236 #VR22-00037 Minimum stay duration of 7 days/nights The Best Homes, Location and Vacation Experience on Lido Key! Welcome
Life is good at Whitney Beach! From the moment you enter the private courtyard patio, you'll realize you've finally found the island retreat you've been looking for. This inviting, ground-floor condo has been professionally updated with tray ceilings and custom lighting, with views of the Gulf of Mexico and gorgeous sunsets to dazzle you across the
Knot A Basic Beach House by Lido Key Vacations200 Garfield DrLido Key, FL 34236Vacation Rental License #VR23-00003Minimum stay duration of 7 days/nightsHighlights: • 2 minute walk to Lido Beach • 5 minute walk to St. Armands Circle • 1/2 mile to Nature Park Kayak Launch • Pool w/ Jacuzzi • Rooftop Wet Bar and GrillWelcome to Knot a Basic Beach Hous
En Provence by Lido Key Vacations2161 Gulf of Mexico Dr #2, Longboat Key, FloridaWelcome to En Provence, your luxurious beachfront haven in Longboat Key, Florida! Just steps from the stunning Gulf of Mexico, this exquisite condo provides easy access to the vibrant area of St. Armands Circle and the charming Anna Maria Island. Designed for snowbirds
Open up the double glass sliders to feel the balmy bay breezes while watching manatees in the canal at this relaxing Whitney Beach retreat. Situated on the north end of Longboat Key, this beach-to-bay community boasts deeded beach access and a waterfront location on Bishop's Bayou which leads out to Sarasota Bay for boating, fishing, kayaking & pad
Day Driftin Away by Lido Key Vacations 204 Coolidge Dr Lido Key, FL 34236Vacation Rental License #VR23-00006Minimum stay duration of 7 days/nightsIsland dreams are waiting to be made at Day Driftin Away, a stunning vacation home with a rooftop deck that boasts views of the Gulf of Mexico, which is just a quick walk away! With eight bedrooms, eight
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