Siesta Key Vacation Rentals
57 properties available
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
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
Village Time by Siesta Key Luxury Rental PropertiesWelcome to Village Time, a terrific choice for multi-family groups booking accommodation together, as each can enjoy their own separate space while staying close. Offering a total of six bedrooms, six full baths, and two half baths in two unique living areas, this home is a quick walk to Florida's
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
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,
Island Time West by Siesta Key Luxury Rental Properties Discover the perfect Gulf Coast escape at Island Time West, a beautiful three-bedroom, three-and a half-bath luxury home located just minutes from the stunning Siesta Key Beach and vibrant Siesta Key Village, your gateway to great dining, shopping, and island adventures. This bright and airy
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
Changing Channels by Siesta Key Luxury Rental Properties Welcome to Changing Channels, your perfect vacation retreat, great for families and friends seeking relaxation and adventure in stunning Siesta Key! This beautiful multi-level home boasts four bedrooms, four bathrooms, and a shared heated pool. With its prime location just minutes from the b
Sun N Sea #2 by Siesta Key Luxury Rental PropertiesWelcome to Sun N Sea #2 by Siesta Key Luxury Rental Properties, a beautifully refreshed two-bedroom, one-bath duplex located just steps from the powder soft quartz sands of world-famous Siesta Key Beach. Nestled in the heart of South Siesta Key Village, this charming coastal retreat offers private
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
The Big Top by Lido Key Vacations #VR22-00043 Minimum stay duration of 7 days/nights Welcome to The Big Top, an impressive three-level coastal retreat offering refined comfort, generous gathering spaces, and elevator access to all floors. Located just a short walk from St. Armands Circle and within easy reach of Lido Beach, this six bedroom, fi
Talk To The Sand by Siesta Key Luxury Rental Properties Talk To The Sand by Siesta Key Luxury Rental Properties is a seven bedroom, seven and a half bath Siesta Key luxury rental designed for families and group getaways seeking elevated coastal living. Just a short four-minute walk to Siesta Key Beach and a quick three-minute walk to Siesta Key Vi
