Longboat Key, Florida
43 properties available
🏖️ Tranquility on Lido Key – Mediterranean Luxury Steps from St. Armands 🌴Why You'll Love TranquilityWelcome to Tranquility, a Mediterranean-inspired retreat that blends timeless design with the laid-back rhythm of Florida's Gulf Coast. Just 0.3 miles from vibrant St. Armands Circle and a 0.5-mile stroll to Lido Beach, this private 4-bedroom, 4.5
Vitamin Sea by Lido Key Vacations Vacation 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 amenities, ensuring a truly unforget
Welcome to Dream Island – Your Ultimate Beachfront ParadiseIndulge in the ultimate tropical getaway at Dream Island, where luxury meets comfort in a stunning coastal setting. Nestled on Lido Key, this exclusive beach home offers an unrivaled vacation experience, blending lavish amenities with the laid-back island lifestyle. Whether you're soaking i
Reel Me In by Lido Key Vacations VR23-00014Minimum stay duration of 7 days/nights Welcome to Reel Me In, a fantastic two-bedroom, two-bath vacation home perfectly situated on a corner lot in one of the best neighborhoods on the Suncoast. Enjoy a quick stroll to St. Armands Circle, a popular local destination for shopping, dining, and entertainment.
Wave n' Sea by Lido Key VacationsVacation Rental License #VR23-00007Minimum stay duration of 7 days/nightHighlights • 3 minute walk to Lido Beach and pavilion • 2 minute bike ride to nature trails and kayak launch • 4 Bikes for guest to use • 2 minute drive to St. Armand’s Circle • Florida Sun Room • Outdoor dining, grill, and pergolaWelcome
Island Breeze Sanctuary
Brilliant island living awaits you and yours at this Longboat Key condo! Your days under the sun can be spent splashing in the shared, turquoise pool, fishing off the dock, and engaging in some playful competition on the Hard-Tru tennis court and while playing bocce ball. The condo's beautiful, private beach is enjoyed even
Welcome to Five Palms – Your Ultimate Tropical Paradise on Lido KeyWelcome to Five Palms, where luxury, comfort, and the beauty of Lido Key converge for the ultimate getaway. Nestled in the prestigious St. Armands Circle area, this stunning vacation rental offers the perfect combination of relaxation and elegance—a true tropical oasis. Whether you'
Sun-day Style by Lido Key VacationsVR23-00004Minimum stay duration of 7 days/nightsWelcome to Sun-day Style, an incredible new vacation home boasting eight bedrooms and eight and a half bathrooms, located in the highly desirable Saint Armand's Circle neighborhood. This oasis features a spacious pool complete with a swim-up spa, a sprawling patio, n
Knot A Basic Beach House by Lido Key VacationsVacation 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/ Spa • Rooftop Wet Bar and GrillWelcome to Knot a Basic Beach House, an exquisite 6 bedrooms, 6 bathroom
Imagine soaking in rooftop views while the Gulf breeze brushes your skin—All Oar Nothing is where island elegance meets family-friendly fun in the heart of Lido Key. Welcome to All Oar Nothing, a breathtaking 8-bedroom luxury estate that redefines upscale coastal living. Just steps from Lido Key Beach and minutes to St. Armands Circle, this lavish
Island Hopping by Lido Key VacationsVacation Rental License #VR23-00009Minimum stay duration of 7 days/nightsWelcome to Island Hopping, a beautifully unique vacation rental featuring two separate cottages plus a private pool, all within a few short steps to Lido Key Beach! This rental property has been freshly remodeled with a chic beach vibe. It o
Day Driftin Away by Lido Key Vacations Vacation 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 full baths, and an additional two
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