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.
18 properties available
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
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
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
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
Lido Luxe Estate by Lido Key Vacations Vacation Rental License #VR25-00081 Minimum stay duration of 7 days/nights Experience unmatched luxury at Lido Luxe Estate, Sarasota's finest island retreat located in the prestigious Lido Key! This beautifully appointed six-bedroom, six and a half bath home offers a perfect combination of elegance, privacy,
Blue Palm by Lido Key Vacations Minimum stay duration of 7 days/nights #VR22-00132 Blue Palm by Lido Key Vacations is a stylish, single-level coastal retreat offering the perfect blend of walkable convenience and private relaxation. Ideally located just two blocks from Lido Beach and steps from the boutiques, restaurants, and nightlife of St. Arma
Beach Views by Lido Key Vacations #VR22-00034 Minimum Stay Duration 7 days/nights Welcome to Beach Views, an exceptional three-level coastal retreat located just steps from Lido Beach. Designed for upscale group getaways and unforgettable family vacations, this seven bedroom, seven and a half bath home offers refined comfort, expansive gathe
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
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
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
Vitamin Sea by Lido Key Vacations Vacation Rental License #VR22-00137 Welcome to Vitamin Sea, an elegant 8 bedroom, 8 full and 2 half baths Lido Key vacation rental located just a 5-minute walk from Lido Beach and a pleasant stroll to the boutiques and restaurants of St. Armands Circle. Perfect for upscale group getaways, this stunning home featur
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
