Book villas with a pool in Siesta Key

Experience the Ultimate Retreat with a Private Pool Villa in Siesta Key

Discover the beauty of Siesta Key by booking a private pool villa that offers the perfect blend of relaxation and adventure. With its stunning beaches and vibrant atmosphere, Siesta Key is an ideal destination for travelers seeking both tranquility and excitement. A villa with a private pool allows you to unwind in your own space while enjoying the sun-drenched outdoors. Whether you're soaking in the sun or having a splash party with loved ones, these villas provide a luxurious escape that enhances your vacation experience. Enjoy the freedom to explore nearby attractions or simply relax by the pool, making every moment of your getaway unforgettable.

Our top choices for a great stay

Crystal Sands Villa 12 - Private Beach

Crystal Sands Villa 12 - Private Beach

Stay at this villa in Siesta Key. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
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Crystal Sands Villa 12 - Private Beach
Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key

Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key

Stay at this villa in Siesta Key. Enjoy free WiFi, private pools, and a garden. Popular attractions Lido Beach and Siesta Key Beach are located nearby.
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Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key
Crystal Sands Villa 16 - Private Beach

Crystal Sands Villa 16 - Private Beach

Stay at this villa in Siesta Key. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
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Crystal Sands Villa 16 - Private Beach
Horizons West #C-3 on Siesta Key 2 Bedroom Villa Beachside at Horizons West

Horizons West #C-3 on Siesta Key 2 Bedroom Villa Beachside at Horizons West

Stay at this villa in Siesta Key. Enjoy laundry facilities and in-room washers/dryers. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
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Horizons West #C-3 on Siesta Key 2 Bedroom Villa Beachside at Horizons West
Crystal Sands Villa 17 - Private Beach

Crystal Sands Villa 17 - Private Beach

Stay at this villa in Siesta Key. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
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Crystal Sands Villa 17 - Private Beach
Crystal Sands Villa 13 - Private Beach

Crystal Sands Villa 13 - Private Beach

Stay at this villa in Siesta Key. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
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Crystal Sands Villa 13 - Private Beach
Crystal Sands Villa 20 - Private Beach

Crystal Sands Villa 20 - Private Beach

Stay at this villa in Siesta Key. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
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Crystal Sands Villa 20 - Private Beach
6150 Midnight Pass Road Villa 40B

6150 Midnight Pass Road Villa 40B

Book a stay at this beach villa in Siesta Key. Enjoy a beach locale, a water park, and a garden. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
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6150 Midnight Pass Road Villa 40B
Crystal Sands Villa 15 - Private Beach

Crystal Sands Villa 15 - Private Beach

Stay at this villa in Siesta Key. Enjoy laundry facilities, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
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Crystal Sands Villa 15 - Private Beach
Lovely Getaway Villa with 2 bedrooms / 2 baths, quick walk to the beach!

Lovely Getaway Villa with 2 bedrooms / 2 baths, quick walk to the beach!

Stay at this villa in Siesta Key. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Siesta Key Beach and Lido Beach are located nearby.
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Lovely Getaway Villa with 2 bedrooms / 2 baths, quick walk to the beach!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Why choose a villa with a pool in Siesta Key for your vacation?

Opting for a luxury pool vacation villa for rent in Siesta Key provides a unique blend of privacy, space, and luxury that hotels simply can’t match. Imagine having your own private oasis complete with a swimming pool, where you can unwind after a day of exploring the beautiful beaches or vibrant local culture. Villas offer spacious living areas that are perfect for families or couples seeking intimate moments, allowing you to create lasting memories in a home-like setting. You can enjoy the freedom to prepare meals in your kitchen, dine al fresco by the pool, and have the flexibility to set your own schedule. While hotels offer convenience and services, villas provide a personal touch that enhances your experience, making it ideal for those who value comfort, relaxation, and a touch of luxury during their stay in this stunning beach destination.