Siesta Key, Florida




Properties Available 222 properties available
Siesta Sun by Siesta Key Luxury Rental PropertiesSiesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!Live out your vacation dreams at Siesta Sun, a fantastic three bedroom and three-and-a-half bath home with a rooftop deck that boasts spectacular Gulf views, which is right across the street! This dup
Siesta Sun (522736)
Siesta Key, FL
United States - FL - Siesta Key Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Welcome to Vinca – Your Cozy Island Escape in Siesta Key VillageDiscover Vinca, a charming retreat nestled in the vibrant heart of Siesta Key Village. This inviting vacation rental duplex offers one bedroom and one full bathroom, making it an ideal getaway for couples, small families, or close friends seeking a peaceful island retreat.Prime Locatio
Vinca | Pet Friendly Home Located in Siesta Key Village w/ Heated Pool, Walk to Beach! (281536)
Siesta Key, FL
House
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Welcome to Endless Views – Your Dream Beach Escape in Siesta KeyDiscover the ultimate getaway at Endless Views, a stunning 3-bedroom, 3-bathroom duplex vacation rental nestled in the heart of Siesta Key, Florida. Just a 3-minute stroll from the world-renowned Siesta Key Beach and within walking distance to the charming Siesta Key Village, this luxu
Endless Views | Walking Distance To Siesta Key Beach + Village w/ Rooftop Panoramic Views! (281487)
Siesta Key, FL
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
The Anchorage Resort on Siesta Key - includes resort amenity access!Our 2 bedroom, 2 bathroom, private vacation condo is a great option for anyone wanting a home base to enjoy the best of all that Siesta Key has to offer.Anchorage Resort Condo2 bedrooms / 2 bathroomsSpacious Balcony overlooking Intracoastal WaterwaySecond Floor Condo in the peacefu
Anchorage Resort 2nd Floor 2 Bedroom Condo Facing IntraCoastal Waters (365503)
Siesta Key, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Casa Bella Vita – Your Ultimate Siesta Key Escape!Discover the charm and elegance of Casa Bella Vita, a stunning modern vacation rental duplex located on the serene southern end of Siesta Key. Just a short stroll from the iconic Point of Rocks, this luxurious property offers the perfect balance of coastal beauty, relaxation, and convenie
Casa Bella Vita | Luxury Home w/ Heated Pool, Ping Pong Table, & Walking Distance to Crescent Beach! (281478)
Siesta Key, FL
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Welcome to Casa Tegula, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach vacation rental duplex offers an unparalleled experience for large groups seeking both privacy and space. With 4 bedrooms and 3 full baths, it is the perfect choice for family reunions, group getaways, or special celebrations.Casa Tegula is
Casa Tegula | Pet Friendly 🐶 Ping Pong Table, Private Heated Pool, Steps to Beach! (281526)
Siesta Key, FL
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests
Escape to Bali Hai House – A Stunning Waterfront Retreat on Siesta KeyDiscover your own slice of paradise at Bali Hai House, a luxurious, waterfront haven located on the tropical island of Siesta Key. Perfectly positioned for both relaxation and adventure, this remarkable home offers easy access to Siesta Key Village and the pristine Siesta Key Pub
Bali Hai House | Charming Siesta Key Waterfront Home with Heated Pool, Patio & Easy Beach Access! (281545)
Siesta Key, FL
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
SerenityYour tranquil escape is found at the Serenity Beach Condo at the Beachfront Suites on Siesta Key. Enjoy your peaceful escape to the world-famous Siesta Key Beach, in this lovely 2 bedrooms 2nd-floor condo on the 2nd floor of the Beachfront Suites on Siesta Key, located directly on the beach. Enjoy your morning coffee on the private balcony
Serenity Siesta Beachfront Condo *Pet Friendly* (303096)
Siesta Key, FL
House Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 5 guests
Parrot Beach Cottages Suite #2 Parrot Beach Cottages on Siesta Key is mere steps - approximately 150 feet - from the beach and the emerald water, situated just behind the waterfront properties and within walking distance of Siesta Key Village. Suite #2 is a small space for up to two people, occupying just 250 square feet, with one queen bedroom, o
Parrot Beach Cottages Suite #2 (258799)
Siesta Key, FL
Studio
Bathrooms 1 baths
Guests 2 guests
Welcome to The Coral Reef, the perfect destination for small to medium sized families or groups looking for an intimate yet unforgettable vacation experience. Located within the heart of Siesta Key Village and less than 400 feet to the world-renowned Siesta Key Beach, this property offers the ultimate combination of convenience and coastal charm.Th
The Coral Reef | Pet Friendly 🐶 Located in Siesta Key Village, Steps to Siesta Key Beach! (281569)
Siesta Key, FL
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 12 guests
The Anchorage Resort on Siesta Key - includes resort amenity access!Our 2 bedroom, 2 bathroom, private vacation condo is a great option for anyone wanting a home base to enjoy the best of all that Siesta Key has to offer.* Anchorage Resort Condo * 2 bedrooms / 2 bathrooms* Sixth Floor Condo with balcony overlooks Southern Siesta Key* Fully equipped
Anchorage Resort 2 Bedroom Condo 6th Flr, Beach Access, Pool (365423)
Siesta Key, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Southern Exposure by Siesta Key Luxury Rental PropertiesThis gorgeous six-bedroom, four-bath home on Siesta Key is a must-see! Ideally located steps from the Siesta Key Village with all of the best shopping, dining, and entertainment. It is only minutes from the soft sands at the world-famous Siesta Key Beach! This beach home is filled with modern
Southern Exposure (SKLRP) (522749)
Siesta Key, FL
United States - FL - Siesta Key Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 13 guests

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