Title: Best San Gimignano Villas with a Pool in 2026 - Expedia.ca # Book villas with a pool in San Gimignano ### Experience the charm of private villas with a pool in San Gimignano Staying in a private villa with a pool in San Gimignano allows you to immerse yourself in the rich culture and stunning landscapes of Tuscany. These villas offer a unique blend of luxury and comfort, featuring picturesque views and serene surroundings that invite relaxation. After a day of exploring the medieval town’s historic architecture and local wineries, you can unwind by your own pool, enjoying the beautiful Tuscan evenings. With ample space for families or couples, these villas provide a perfect retreat for those looking to create unforgettable memories while enjoying the best of this enchanting destination. ## Our top choices for a great stay ![VILLA SARAH LUXURY SAN GIMIGNANO, 5 EN SUITE ROOMS , SWIMMING POOL, SPA.](https://images.trvl-media.com/lodging/40000000/39540000/39533700/39533689/648babea_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### VILLA SARAH LUXURY SAN GIMIGNANO, 5 EN SUITE ROOMS , SWIMMING POOL, SPA. Book a stay at this golf villa in San Gimignano. Enjoy free WiFi, private pools, and a garden. Popular attractions Archaeological Museum - Spezieria Santa Fina - Raffaele De Grada Modern and Contemporary Art Gallery and Fonti Medievali are located nearby. [Get rates](https://expedia.ca/San-Gimignano-Hotels-Villa-Sarah-Luxury-Villa-A-San-Gimignano-5-Room-En-Suite-Swimming-Pool-Spa.h39533689.Hotel-Information) [](https://expedia.ca/San-Gimignano-Hotels-Villa-Sarah-Luxury-Villa-A-San-Gimignano-5-Room-En-Suite-Swimming-Pool-Spa.h39533689.Hotel-Information) ![San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view](https://images.trvl-media.com/lodging/34000000/33600000/33595600/33595546/0d06eeff_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view Book a stay at this family-friendly villa in San Gimignano. Enjoy free WiFi, private pools, and a garden. Popular attractions Archaeological Museum - Spezieria Santa Fina - Raffaele De Grada Modern and Contemporary Art Gallery and Fonti Medievali are located nearby. 10/10 Exceptional! (107 reviews) [Get rates](https://expedia.ca/San-Gimignano-Hotels-San-Gimignano-Villa-With-Pool.h33595546.Hotel-Information) [](https://expedia.ca/San-Gimignano-Hotels-San-Gimignano-Villa-With-Pool.h33595546.Hotel-Information) ![The Villa-exclusive property with private pool and Italian garden.](https://images.trvl-media.com/lodging/57000000/56540000/56533800/56533791/2667b32a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Villa-exclusive property with private pool and Italian garden. Stay at this villa in San Gimignano. Enjoy private pools, breakfast (surcharge), and a fitness center. Popular attractions Archaeological Museum - Spezieria Santa Fina - Raffaele De Grada Modern and Contemporary Art Gallery and Fonti Medievali are located nearby. [Get rates](https://expedia.ca/San-Gimignano-Hotels-La-Villa-Proprieta-Esclusiva-Con-Piscina-Privata-E-Giardino-Allitaliana.h56533791.Hotel-Information) [](https://expedia.ca/San-Gimignano-Hotels-La-Villa-Proprieta-Esclusiva-Con-Piscina-Privata-E-Giardino-Allitaliana.h56533791.Hotel-Information) ![Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano](https://images.trvl-media.com/lodging/34000000/33700000/33698100/33698032/b509bd56_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa with pool, 4 rooms en suite, WiFi A/C, walking distance from San Gimignano Stay at this villa in San Gimignano. Enjoy free WiFi, private pools, and a garden. Popular attractions Historical Torture Museum and Museum San Gimignano 1300 are located nearby. 10/10 Exceptional! (113 reviews) [Get rates](https://expedia.ca/San-Gimignano-Hotels-Villa-With-Pool.h33698032.Hotel-Information) [](https://expedia.ca/San-Gimignano-Hotels-Villa-With-Pool.h33698032.Hotel-Information) ![Villa with private pool overlooking San Gimignano. Exclusive use of the property](https://images.trvl-media.com/lodging/33000000/32590000/32585900/32585853/f9ca3784_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa with private pool overlooking San Gimignano. Exclusive use of the property Stay at this villa in San Gimignano. Enjoy free WiFi, private pools, and a garden. Popular attractions Tenuta Sovestro Agriturismo and Winery and Sovestro in Poggio Winery are located nearby. 10/10 Exceptional! (20 reviews) [Get rates](https://expedia.ca/San-Gimignano-Hotels-Villa-With-Private-Pool-Overlooking-San-Gimignano-Exclusive-Use-Of-The-Property.h32585853.Hotel-Information) [](https://expedia.ca/San-Gimignano-Hotels-Villa-With-Private-Pool-Overlooking-San-Gimignano-Exclusive-Use-Of-The-Property.h32585853.Hotel-Information) ![Villa Bel Panorama 8, Emma Villas](https://images.trvl-media.com/lodging/100000000/99680000/99677600/99677590/8ed8813f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa Bel Panorama 8, Emma Villas Stay at this villa in San Gimignano. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Castelvecchio Natural Reserve and Pieve di Santa Maria a Chianni are located nearby. [Get rates](https://expedia.ca/San-Gimignano-Hotels-Villa-Bel-Panorama-8.h99677590.Hotel-Information) [](https://expedia.ca/San-Gimignano-Hotels-Villa-Bel-Panorama-8.h99677590.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 Private Pool Villa in San Gimignano? Choosing to stay in a luxury pool vacation villa for rent in San Gimignano offers an unparalleled experience compared to traditional hotels. For honeymooners and leisure travelers, the intimate setting of a private villa fosters romance, allowing for quiet evenings by the pool and unforgettable sunset views. Families can benefit from spacious living areas that encourage quality time together, with the pool serving as a central hub for fun and relaxation. While hotels provide comfort and convenience, villas allow you to enjoy a home-like atmosphere with added luxury, privacy, and the freedom to create your own schedule. With the beautiful Tuscan landscape as your backdrop, a villa invites you to embrace outdoor living, whether it’s swimming, dining al fresco, or simply soaking up the sun. Opting for a private villa means experiencing San Gimignano like a local, making your stay truly special. ### 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 > - [Sant Antoni De Portmany Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/5760/sant-antoni-de-portmany) > - [Sithonia Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/603217/sithonia) > - [Sant Josep De Sa Talaia Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/10727/sant-josep-de-sa-talaia) > - [Arzachena Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/182124/arzachena) > - [Silves Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6025649/silves) > - [Sibenik Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6023213/sibenik) > - [Cortona Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/601360/cortona) > - [Cabrera Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/601610/cabrera) > - [Palafrugell Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6144629/palafrugell) ![](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. 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