Sarasota, Florida




Properties Available 352 properties available
Welcome to Caribbean Dream – Your Perfect Siesta Key Retreat!Nestled just steps from the powder-soft sands of Siesta Key Beach, Caribbean Dream offers the ultimate blend of luxury and coastal charm, providing a serene haven for those seeking relaxation, adventure, and everything in between. Ideally located in the heart of Siesta Key Village, this e
Caribbean Dream | Luxury Condo on Siesta Key w/ Heated Pool, Walking Distance to Beach & Village! (499293)
Siesta Key, FL
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Gulf Gate Getaway Nestled in the charming city of Sarasota, this classic Gulf Gate house offers a peaceful retreat for families looking to unwind and enjoy a quiet getaway. Situated in a family-friendly neighborhood, this home boasts a screened pool that backs up to a serene greenbelt, providing a tranquil setting for relaxation and outdoor fun.
Gulf Gate Getaway (606642)
Sarasota, FL
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
🌴 Silver Shore | Modern Escape, Rooftop Deck, Pool & Across from Siesta Key Beach💖 Why You'll Love This HomeFrom morning coffee on the rooftop to sunset dips in your private heated pool, Silver Shore invites you to unwind in total comfort. Spacious enough for large families or groups, this upscale retreat offers elevator access, beach proximity,
Silver Shore | Home w/ Ocean Views, Private Pool, & Rooftop Lookout! Steps to Siesta Key Beach (281609)
Siesta Key, FL
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 12 guests
Peacock Place Welcome to Peacock Place – Your Serene Getaway in Sunlit Sarasota! Discover your perfect vacation retreat in beautiful Sarasota, Florida—a vibrant, sun-drenched town where culture, nature, and coastal living come together in harmony. Nestled in a peaceful neighborhood just minutes from top attractions, Peacock Place offers everythin
Peacock Place (582089)
Sarasota, FL
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 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
Paradise on Siesta Key is our way of describing this wonderful ground-floor unit with a private patio and a beautiful view of the Intracoastal Waterway. Easy access to the pools, the marina, three Har-Tru tennis courts, four gas grills, and your assigned parking space make this unit one of the most desired locations at Harbor Towers. A complete
Private Entrance Condo - Large patio with direct pool access! (598611)
Siesta Key, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
Welcome to The Abalone, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and airy property is adorned with coastal decor and offers a plentiful amount of natural light, creating a relaxed and welcoming atmosphere.The Abalone is the perfect vacation rental for those seeking luxury and convenience. With two p
The Abalone | Luxury Pet Friendly Home, 2 Heated Pools, Ping Pong Tables Steps to Beach! (281515)
Siesta Key, FL
House Pet Friendly
Bedrooms 8 bedrooms
Bathrooms 6 baths
Guests 24 guests
Upgraded water view condo! This 2 bedroom/2 bath condo is perfect for your beach vacation!The master bedroom is equipped with a king size bed. Closet space available for to store all of your items. Attached is the master bathroom. There is a walk-in shower in the master bathroom. All linens and towels are provided for your stay. There is a de
Siesta Key Beach Condo ~ Water Views 2/2! (598624)
Sarasota, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Summer House by Siesta Key Luxury Rental Properties Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! Welcome to Summer House! This amazing, ground-level vacation home has six bedrooms and six bathrooms and is sure to become your friends and family's go-to vacation spot. Within a short walk, you w
Summer House (522739)
Siesta Key, FL
United States - FL - Siesta Key Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 22 guests
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
Village Time (522789)
Siesta Key, FL
United States - FL - Siesta Key Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 28 guests
Charming 1BR Beachside Retreat at Point of Rocks, Siesta KeyNestled within the serene enclave of Point of Rocks on the exquisite Siesta Key, this delightful 700 sqft vacation rental offers a perfect blend of cozy comfort and beachside bliss. Ideal for couples seeking a tranquil getaway, this one-bedroom, one-bath tri-plex unit comfortably accommoda
100' from the beach, Charming 1BR Beachside Retreat (601848)
Siesta Key, FL
Condo Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 2 guests
This luxurious 2 bedroom/2 bath condo is located at Harbor Towers Yacht & Racquet Club on Siesta Key, Florida! We are located half a mile away from the #1 beach.A quick walk or trolley ride away ~ Don't miss out on the best vacation of your dreams at the #1 Beach!!This condo features a modern vibe! Tastefully decorated for the entire family. Huge
Modern 2/2 Condo on Siesta Key! (598633)
Siesta Key, FL
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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