Siesta Key Vacation Rentals
56 properties available
Surf View by Siesta Key Luxury Rental PropertiesSurf View is a spacious eight bedroom, eight and a half bath Siesta Key luxury rental designed for large families and group gatherings seeking relaxed coastal living. Ideally located just a three-minute walk to Siesta Key Beach and steps from Siesta Key Village, this inviting retreat places guests nea
Three Sandy Sisters by Siesta Key Luxury Rental Properties is a charming two bedroom, two bath villa offering the perfect balance of relaxed coastal living and resort style amenities. Located along scenic Midnight Pass Road, this Siesta Key vacation rental provides easy access to Siesta Key Beach entry through the Aloha Kai community, along with ba
Siesta Sun by Siesta Key Luxury Rental Properties Siesta Sun by Siesta Key Luxury Rental Properties is a stunning 3 bedroom, 3. and a half bath Siesta Key luxury rental located just a 1-minute walk to Siesta Key Beach. This elevated duplex offers beach views, a private rooftop deck with sweeping Gulf scenery, and a bright coastal interior perfect f
Sunset View by Siesta Key Luxury Rental Properties Welcome to Sunset View, an eight bedroom, five and a half bath Siesta Key luxury rental just four houses from Siesta Key Beach. This four story coastal retreat blends spacious living, modern coastal design, multiple balconies, and a private heated pool and spa. Designed for large families and group
Manatee Cove by Lido Key Vacations VR24-00003 Minimum Stay Duration 7 days/nights Welcome to Manatee Cove, your ultimate Lido Key beach getaway! This stunning canal front home features four spacious bedrooms and five luxurious bathrooms, providing the perfect space for relaxation after a sun-soaked day at the beach. Ideally located just around the
Sunset Splash by Siesta Key Luxury Rental Properties Welcome to Sunset Splash, a legendary eight bedroom, seven and a half bathroom ground-level vacation home. Just a 2-minute walk to Siesta Key Beach and steps from Siesta Key Village, this private pool home is designed for unforgettable group getaways. The true WOW factor is the resort style back
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
Casita East by Siesta Key Luxury Rental Properties Welcome to Casita East! This beach bungalow offers two bedrooms and one bathroom, along with fantastic amenities like private beach access and access to the community pool. If you need more space, Casita West, the neighboring property, is also available for rent. With two bedrooms and one bath, r
Summer Lovin by Lido Key Vacations Vacation Rental License #VR23-00015 Summer Lovin by Lido Key Vacations is a charming two-bedroom, two-bathroom coastal retreat designed for couples or small families seeking an easygoing beach escape. Located just three homes from Lido Key Beach, this boutique Lido Key vacation rental places guests within a two-mi
Sunset Gulf by Siesta Key Luxury Rental Properties Welcome to Sunset Gulf, an eight bedroom, five and a half bath Siesta Key luxury rental just three houses from the nearest Siesta Key Beach access. This four story coastal retreat features a private heated pool and spa, sweeping Gulf views, multiple balconies, and an elevator connecting every floor
Siesta Dreamin’ by Tropical Sands AccommodationsWelcome to Siesta Dreamin’, a stylish and inviting 4-bedroom, 3-bath canal front home with a private dock, perfect for extended stays on Siesta Key. Located just a 12-minute walk to Siesta Key Beach, this comfortable retreat offers a peaceful waterfront setting while still being close to local shops,
The Shore House by Lido Key Vacations Vacation Rental License #VR22-00033 Minimum stay duration of 7 days/nights The Shore House by Lido Key Vacations is a refined seven bedroom, four and a half bath private retreat designed for families and groups seeking elegant beach living near Sarasota’s most desirable destinations. Located in the heart of
