Siesta Key, Florida


Properties Available 235 properties available
Changing Channels by Siesta Key Luxury Rental Properties 441 Beach Rd, #F Siesta Key, FloridaSiesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key!Experience fun and relaxation at Changing Channels! This beautiful multi-level home features four bedrooms and four bathrooms. You and your loved ones will
Changing Channels (522775)
Siesta Key, FL
United States - FL - Siesta Key
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Escape to Bali Hai House, a stunning waterfront home located on the tropical island of Siesta Key. This exceptional property offers a truly blissful retreat with an array of exciting amenities and convenient proximity to Siesta Key Village and Siesta Key Public Beach Access. Situated less than 1 mile from Siesta Key Village, you'll find yourself i
Bali Hai House | Luxury Waterfront Home on Siesta Key w/ Large Private Heated Pool & Outdoor Patio! (281545)
Siesta Key, FL
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Siesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key!Siesta Sun by Siesta Key Luxury Rental Properties559 Beach Rd ASiesta Key, FL 34242Live 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
Siesta Sun (522736)
Siesta Key, FL
United States - FL - Siesta Key Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
Welcome to Casa Bella Vita, a stunning modern vacation home located on the southern end of Siesta Key, offering a luxurious and comfortable retreat for your stay. Just a short walk away from Point of Rocks, this home provides the perfect combination of convenience, relaxation, and beachside fun.As you step inside Casa Bella Vita, you'll immediately
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 Sea Escape, the perfect destination for small families or couples 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.Sea Escape is a 1 bed
Sea Escape | Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach! (281571)
Siesta Key, FL
House Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Blue Paradise by Siesta Key Luxury Rental Properties5234 Avenida NavarraSiesta Key, FloridaSiesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key!Welcome to Blue Paradise - a perfect vacation home with six-bedrooms and six-and-a-half bathrooms located just half a block away from the stunning Siesta Key
Blue Paradise (522715)
Siesta Key, FL
United States - FL - Siesta Key
Bedrooms 6 bedrooms
Bathrooms 6 baths
Guests 18 guests
Indulge in Orchid - Your Oasis Just Moments from Siesta Key Beach!Experience blissful tranquility at Orchid, an enchanting oasis nestled just one block away from the acclaimed Siesta Key Beach, celebrated as the #1 beach in the USA. This exquisite vacation home offers the perfect blend of convenience and relaxation, with effortless access to the be
Orchid | Relax on SK in Luxury! Heated Pool, Resort Amenities, & Walk to Beach (599700)
Siesta Key, FL
House Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Welcome to Serenity Cottage, a tranquil cottage located on the southern end of Siesta Key. This remarkable vacation home offers a serene escape where you can unwind, relax, and create cherished memories in a beautiful coastal setting.Step inside and discover a recently renovated kitchen that will delight any culinary enthusiast. Equipped with moder
Serenity Cottage | Multilevel Home on Siesta Key w/ Private Pool & Spa, Short Walk to Beach! (281502)
Siesta Key, FL
House
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 8 guests
Welcome to Pelican's Place, your idyllic family retreat strategically positioned just a mere half block from the sun-kissed Siesta Key Beach. Nestled in the heart of Siesta Key Village, this 2-bedroom, 2-bath haven beckons small families with its shared heated swim spa, offering not only a relaxing retreat but also unrivaled proximity to the shimme
Pelicans Place | Walk to Siesta Key Beach & Village, Pet Friendly, Shared Swim Spa! (588281)
Siesta Key, FL
House
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Seahorse Cottage, a beautiful home nestled between the quiet streets of south Siesta Key. This charming duplex offers the perfect retreat for your vacation, featuring a spacious outdoor lanai and a shared heated swimming pool. Whether you choose to rent Seahorse Cabana as a standalone retreat or opt for the complete experience by combini
Seahorse Cabana | Pet Friendly Home on Siesta Key w/ Heated Pool, Short Walk to Beach! (281500)
Siesta Key, FL
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
Ease into the modern styling of the beautifully furnished stand-alone home, Villa Krystal. Located directly on Siesta Keys inter-coastal waterway in the highly desirable Polynesian Gardens neighborhood, Villa Krystal promises to bring you luxury stylings, amenities, comfort, and convenience.Designed to exceed the needs of 7 guests, Villa Krystal fe
Water Front Private Villa, Luxury, Pool & Hottub (303114)
Siesta Key, FL
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 7 guests
Welcome to Casa Stolida, your luxurious tropical oasis on the Southern end of Siesta Key. This stunning beach house 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 Stolida is equipped with a
Casa Stolida | Pet Friendly 🐶 Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach! (281525)
Siesta Key, FL
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 12 guests

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