Vacation Rentals
Lido Key Luxury Vacation Rentals
Discover Florida's best-kept secret: Lido Key! This vacation destination offers 7-night minimum stays on most rentals, so please search dates below with that in mind. Call our expert Reservations team for personalized suggestions to help you book your perfect stay.
21 properties available
Stone’s Throw by Lido Key Vacations Vacation Rental License #VR22-00037 Minimum stay duration of 7 days/nights Welcome to Stone’s Throw, a beautiful Lido Key cottage just moments from the Gulf of Mexico beaches! Gather your loved ones for an unforgettable getaway at this three-bedroom, two-bathroom retreat. Relax in the private backyard oasis, comp
Beach Side Babe by Lido Key Vacations #VR22-00026 Minimum stay duration of 7 days/nights Beach Side Babe by Lido Key Vacations is a charming three bedroom, two bath coastal retreat designed for relaxed Sarasota beach living. Tucked away in a quiet Lido Key neighborhood, this inviting home is just a 5-minute walk to Lido Beach and within easy wal
The Pink Flamingo by Lido Key VacationsVacation Rental License #VR24-00001 The Pink Flamingo by Lido Key Vacations is a charming two-bedroom, two-bathroom private pool home that blends classic Old Florida character with relaxed coastal comfort. Located just a 4-minute walk to Lido Key Beach, this Lido Key vacation rental is ideal for couples or sma
The Palm by Lido Key Vacations Welcome to The Palm, a recently refreshed two-bedroom, two-bath boutique retreat tucked among swaying palm trees and just a short walk from Lido Beach and St. Armands Circle. This inviting home offers relaxed coastal comfort, effortless walkability to dining and shopping, and easy access to Sarasota’s sparkling Gulf w
Summer Nights by Lido Key Vacations Vacation Rental License #VR23-00017 Minimum stay duration of 7 days/nights Summer Nights by Lido Key Vacations is a charming two-bedroom, two-bathroom coastal retreat ideally located just three homes from Lido Key Beach. Designed for couples or small families, this Lido Key vacation rental offers relaxed island l
All Decked Out by Lido Key Vacations VR22-00028 Welcome to All Decked Out, a luxurious 7-bedroom, 7.5-bath Lido Key vacation rental just one block from Lido Beach and minutes from St. Armands Circle. This upscale home features a private heated pool with a 360° spillover spa, rooftop deck with Gulf peeks, game tables, an elevator, and ensuite bathro
Ringling Cottage by Lido key VacationsMinimum stay duration of 7 days/nights Ringling Cottage by Lido Key Vacations is a charming two-bedroom, two-bath historic retreat designed for couples seeking a relaxed yet refined island escape. Originally built in the 1930s by John Ringling, this thoughtfully updated cottage blends classic character with mo
Lido Beach Retreat by Tropical Sands Accommodations Minimum stay duration of 7 days/nights Welcome to Lido Beach Retreat, your newly updated romantic getaway on Lido Key! This modern condo features one bedroom and one bathroom, making it the perfect escape for couples seeking a memorable seaside retreat. Located just a 1-minute walk to the bustling
Sea The Light by Lido Key Vacations #VR22-00131 Minimum stay duration of 7 nights Welcome to Sea The Light, a luxurious seven bedroom, seven and a half bathroom coastal home perfectly situated for unforgettable Lido Key vacation rentals. Just a three-minute walk to Lido Beach and a pleasant stroll to St. Armands Circle, this upscale retreat offers
Seascape by Lido Key Vacations Vacation Rental License #VR24-00004Minimum stay duration of 7 days/nights Welcome to Seascape, a stunning vacation home boasting eight spacious bedrooms and eight-and-a-half luxurious bathrooms. This vacation home is perfect for families and large groups seeking a memorable beach adventure, and it’s only a block away
Island Hopping by Lido Key Vacations Minimum stay duration of 7 days/nights #VR23-00009 Island Hopping by Lido Key Vacations is a one of a kind coastal retreat featuring two separate cottages and a private pool, just a 3-minute walk to Lido Key Beach. Recently remodeled with a chic beach design, this five bedroom, four bath property is ideal for fa
Reel Me In by Lido Key VacationsVR23-00014 Minimum stay duration of 7 days/nights Welcome to Reel Me In, your perfect beach getaway in the heart of Lido Key! This fantastic two-bedroom, two-bath vacation home is ideally situated on a corner lot within one of the best neighborhoods on the Suncoast. Enjoy a leisurely stroll to St. Armands Circle, a
