Title: Best Siesta Key Villas with a Pool in 2026 - Expedia.ca # 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](https://images.trvl-media.com/lodging/37000000/36110000/36101300/36101274/w799h533x1y1-f25b8c23_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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. 10/10 Exceptional! (2 reviews) [Get rates](https://expedia.ca/Siesta-Key-Hotels-Crystal-Sands-Villa-12-Private-Beach.h36101274.Hotel-Information) [](https://expedia.ca/Siesta-Key-Hotels-Crystal-Sands-Villa-12-Private-Beach.h36101274.Hotel-Information) ![Private Indoor/Outdoor POOL & Waterfront Oasis on Siesta Key](https://images.trvl-media.com/lodging/77000000/76700000/76695600/76695540/3eee78f7_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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. 10/10 Exceptional! (7 reviews) [Get rates](https://expedia.ca/Siesta-Key-Hotels-Waterfront-Siesta-Key-Villa-With-Breathtaking-Pool.h76695540.Hotel-Information) [](https://expedia.ca/Siesta-Key-Hotels-Waterfront-Siesta-Key-Villa-With-Breathtaking-Pool.h76695540.Hotel-Information) ![Crystal Sands Villa 16 - Private Beach](https://images.trvl-media.com/lodging/71000000/70510000/70506100/70506007/w800h532x0y1-ba276ad4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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. [Get rates](https://expedia.ca/Siesta-Key-Hotels-Crystal-Sands-Villa-16-Private-Beach.h70506007.Hotel-Information) [](https://expedia.ca/Siesta-Key-Hotels-Crystal-Sands-Villa-16-Private-Beach.h70506007.Hotel-Information) ![Horizons West #C-3 on Siesta Key 2 Bedroom Villa Beachside at Horizons West](https://images.trvl-media.com/lodging/38000000/37890000/37888400/37888397/w1618h1079x1y1-ab1af465_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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. [Get rates](https://expedia.ca/Siesta-Key-Hotels-Horizons-West-C-3-On-Siesta-Key-2-Bedroom-Villa-Beachside-At-Horizons-West.h37888397.Hotel-Information) [](https://expedia.ca/Siesta-Key-Hotels-Horizons-West-C-3-On-Siesta-Key-2-Bedroom-Villa-Beachside-At-Horizons-West.h37888397.Hotel-Information) ![Crystal Sands Villa 17 - Private Beach](https://images.trvl-media.com/lodging/31000000/30080000/30075400/30075340/39ea4490_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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. 9.6/10 Exceptional! (4 reviews) [Get rates](https://expedia.ca/Siesta-Key-Hotels-Crystal-Sands-Villa-17-Private-Beach.h30075340.Hotel-Information) [](https://expedia.ca/Siesta-Key-Hotels-Crystal-Sands-Villa-17-Private-Beach.h30075340.Hotel-Information) ![Crystal Sands Villa 13 - Private Beach](https://images.trvl-media.com/lodging/31000000/30080000/30076200/30076149/d069c6ab_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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. [Get rates](https://expedia.ca/Siesta-Key-Hotels-Crystal-Sands-Villa-13-Private-Beach.h30076149.Hotel-Information) [](https://expedia.ca/Siesta-Key-Hotels-Crystal-Sands-Villa-13-Private-Beach.h30076149.Hotel-Information) ![Crystal Sands Villa 20 - Private Beach](https://images.trvl-media.com/lodging/31000000/30080000/30075500/30075449/9c52633f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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. 10/10 Exceptional! (1 review) [Get rates](https://expedia.ca/Siesta-Key-Hotels-Crystal-Sands-Villa-20-Private-Beach.h30075449.Hotel-Information) [](https://expedia.ca/Siesta-Key-Hotels-Crystal-Sands-Villa-20-Private-Beach.h30075449.Hotel-Information) ![6150 Midnight Pass Road Villa 40B](https://images.trvl-media.com/lodging/106000000/105170000/105169600/105169535/62532c36_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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. 9.6/10 Exceptional! (4 reviews) [Get rates](https://expedia.ca/Siesta-Key-Hotels-6150-Midnight-Pass-Road-Villa-40B.h105169535.Hotel-Information) [](https://expedia.ca/Siesta-Key-Hotels-6150-Midnight-Pass-Road-Villa-40B.h105169535.Hotel-Information) ![Crystal Sands Villa 15 - Private Beach](https://images.trvl-media.com/lodging/31000000/30080000/30075100/30075068/b690eecb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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. 10/10 Exceptional! (17 reviews) [Get rates](https://expedia.ca/Siesta-Key-Hotels-Crystal-Sands-Villa-15-Private-Beach.h30075068.Hotel-Information) [](https://expedia.ca/Siesta-Key-Hotels-Crystal-Sands-Villa-15-Private-Beach.h30075068.Hotel-Information) ![Lovely Getaway Villa with 2 bedrooms / 2 baths, quick walk to the beach!](https://images.trvl-media.com/lodging/95000000/94810000/94802600/94802592/5ac47daf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### 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. 9/10 Wonderful! (2 reviews) [Get rates](https://expedia.ca/Siesta-Key-Hotels-Lovely-Getaway-Villa-With-2-Bedrooms-2-Baths.h94802592.Hotel-Information) [](https://expedia.ca/Siesta-Key-Hotels-Lovely-Getaway-Villa-With-2-Bedrooms-2-Baths.h94802592.Hotel-Information) 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. ### Top Destinations > - [Villas with a Pool in Cancun ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/179995/cancun) > - [Villas with a Pool in Las Vegas ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/178276/las-vegas) > - [Villas with a Pool in Miami ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/178286/miami) > - [Villas with a Pool in Kissimmee ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/7927/kissimmee) > - [Villas with a Pool in Punta Cana ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/601906/punta-cana) > - [Villas with a Pool in Ubud ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/12094/ubud) > - [Villas with a Pool in Puerto Plata ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6048790/puerto-plata) > - [Villas with a Pool in Ocho Rios ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/553248635209673480/ocho-rios) > - [Villas with a Pool in Jarabacoa ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6084371/jarabacoa) ### Explore more places to book > - [Puerto Vallarta Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/180016/puerto-vallarta) > - [St Thomas Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6140138/st-thomas) > - [Punta Cana Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/601906/punta-cana) > - [Williamsburg Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6296/williamsburg) > - [Newport Beach Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/8111/newport-beach) > - [Palm Desert Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/10283/palm-desert) > - [Steamboat Springs Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/3087/steamboat-springs) > - [Key Largo Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/8369/key-largo) > - [Park City Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/602285/park-city) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app