Title: Best Montaione Villas with a Pool in 2026 - Expedia.ca # Book villas with a pool in Montaione ### Experience the Magic of Staying in a Villa with a Pool in Montaione Imagine a dreamy getaway in Montaione, where you can unwind in a charming villa with a private pool. Surrounded by the stunning Tuscan countryside, these villas offer a perfect blend of tranquility and adventure. Whether you're soaking up the sun by your pool, exploring the picturesque landscape, or enjoying local delicacies, these accommodations provide an idyllic setting for relaxation and exploration. With ample outdoor space and breathtaking views, a villa with a pool promises a memorable escape, making it an ideal choice for families, couples, or friends seeking a unique retreat. ## Our top choices for a great stay ![Villa Sassina by MMega](https://images.trvl-media.com/lodging/70000000/69760000/69759000/69758932/da35483e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa Sassina by MMega Stay at this villa in Montaione. Enjoy private pools, a garden, and laundry facilities. Popular attractions Monastery of San Vivaldo and Castelfalfi Golf Course are located nearby. [Get rates](https://expedia.ca/Montaione-Hotels-Vrbo-Property.h69758932.Hotel-Information) [](https://expedia.ca/Montaione-Hotels-Vrbo-Property.h69758932.Hotel-Information) ![La Sassolina, Montaione, Florence and Chianti](https://images.trvl-media.com/lodging/40000000/40000000/39998700/39998652/fdafeb76_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Sassolina, Montaione, Florence and Chianti Stay at this villa in Montaione. Enjoy private pools, a fitness center, and a garden. Popular attractions Monastery of San Vivaldo and Castelfalfi Golf Course are located nearby. [Get rates](https://expedia.ca/Montaione-Hotels-La-Sassolina.h39998652.Hotel-Information) [](https://expedia.ca/Montaione-Hotels-La-Sassolina.h39998652.Hotel-Information) ![Agriturismo i Colli](https://images.trvl-media.com/lodging/91000000/90150000/90145700/90145651/42421bdc_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Agriturismo i Colli Stay at this villa in Montaione. Enjoy free WiFi, free parking, and private pools. Popular attractions Monastery of San Vivaldo and Pieve di Santa Maria a Chianni are located nearby. [Get rates](https://expedia.ca/Montaione-Hotels-Agriturismo-I-Colli.h90145651.Hotel-Information) [](https://expedia.ca/Montaione-Hotels-Agriturismo-I-Colli.h90145651.Hotel-Information) ![Villa Raissa Grande: A characteristic and welcoming two-story villa immersed in a splendid landscape, in a lovely little hamlet, with Free WI-FI.](https://images.trvl-media.com/lodging/100000000/99430000/99429600/99429508/95e3d398_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa Raissa Grande: A characteristic and welcoming two-story villa immersed in a splendid landscape, in a lovely little hamlet, with Free WI-FI. Stay at this villa in Montaione. Enjoy free WiFi, private pools, and a garden. Popular attractions Monastery of San Vivaldo and Castelfalfi Golf Course are located nearby. [Get rates](https://expedia.ca/Montaione-Hotels-Villa-Raissa-Grande-A-Characteristic-And-Welcoming-Two-Story-Villa-Immersed-In-A-Splendid-Landscape.h99429508.Hotel-Information) [](https://expedia.ca/Montaione-Hotels-Villa-Raissa-Grande-A-Characteristic-And-Welcoming-Two-Story-Villa-Immersed-In-A-Splendid-Landscape.h99429508.Hotel-Information) ![Villa Pietrina: An elegant and welcoming three-story ancient watch tower surrounded by the greenery, with Free WI-FI.](https://images.trvl-media.com/lodging/103000000/102700000/102696900/102696821/b55899de_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa Pietrina: An elegant and welcoming three-story ancient watch tower surrounded by the greenery, with Free WI-FI. Stay at this villa in Montaione. Enjoy free WiFi, private pools, and a garden. Popular attractions Monastery of San Vivaldo and Castelfalfi Golf Course are located nearby. [Get rates](https://expedia.ca/Montaione-Hotels-Villa-Pietrina-An-Elegant-And-Welcoming-Three-Story-Ancient-Watch-Tower-Surrounded-By-The-Greenery.h102696821.Hotel-Information) [](https://expedia.ca/Montaione-Hotels-Villa-Pietrina-An-Elegant-And-Welcoming-Three-Story-Ancient-Watch-Tower-Surrounded-By-The-Greenery.h102696821.Hotel-Information) ![Villa in the town of Iano. Sleeps 8 with AC, Wi-Fi, private garden and pool!](https://images.trvl-media.com/lodging/40000000/39980000/39970100/39970065/61d418d6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa in the town of Iano. Sleeps 8 with AC, Wi-Fi, private garden and pool! Book a stay at this family-friendly villa in Montaione. Enjoy free WiFi, private pools, and a garden. Popular attractions Monastery of San Vivaldo and Castelfalfi Golf Course are located nearby. [Get rates](https://expedia.ca/Montaione-Hotels-Villa-In-The-Town-Of-Iano-Sleeps-8-With-AC.h39970065.Hotel-Information) [](https://expedia.ca/Montaione-Hotels-Villa-In-The-Town-Of-Iano-Sleeps-8-With-AC.h39970065.Hotel-Information) ![Cosy apartment in villa for 4 people with WIFI, pool, A/C, TV and panoramic view](https://images.trvl-media.com/lodging/109000000/108590000/108589500/108589493/5f5d5301_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cosy apartment in villa for 4 people with WIFI, pool, A/C, TV and panoramic view Stay at this villa in Montaione. Enjoy free WiFi, a garden, and cable/satellite TV service. Popular attractions Monastery of San Vivaldo and Castelfalfi Golf Course are located nearby. [Get rates](https://expedia.ca/Montaione-Hotels-Nice-Apartment-In-Villa-For-4-People-With-Pool.h108589493.Hotel-Information) [](https://expedia.ca/Montaione-Hotels-Nice-Apartment-In-Villa-For-4-People-With-Pool.h108589493.Hotel-Information) ![A path of relaxation and history between vineyards and olive trees - 6 pax](https://images.trvl-media.com/lodging/24000000/23560000/23551300/23551278/fdb97c9d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### A path of relaxation and history between vineyards and olive trees - 6 pax Stay at this villa in Montaione. Enjoy a garden, laundry facilities, and patios. Popular attractions Monastery of San Vivaldo and Pieve di Santa Maria a Chianni are located nearby. [Get rates](https://expedia.ca/Montaione-Hotels-A-Path-Of-Relaxation-And-History-Between-Vineyards-And-Olive-Trees-6-Pax.h23551278.Hotel-Information) [](https://expedia.ca/Montaione-Hotels-A-Path-Of-Relaxation-And-History-Between-Vineyards-And-Olive-Trees-6-Pax.h23551278.Hotel-Information) ![Villa a Montaione ID 3114](https://images.trvl-media.com/lodging/92000000/91670000/91662300/91662219/7eb5668e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa a Montaione ID 3114 Stay at this villa in Montaione. Popular attractions Monastery of San Vivaldo and Castelfalfi Golf Course are located nearby. [Get rates](https://expedia.ca/Montaione-Hotels-Villa-A-Montaione-ID-3114.h91662219.Hotel-Information) [](https://expedia.ca/Montaione-Hotels-Villa-A-Montaione-ID-3114.h91662219.Hotel-Information) ![CUPRESSI - Villa with living room and fireplace](https://images.trvl-media.com/lodging/96000000/95990000/95981600/95981554/bd111564_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### CUPRESSI - Villa with living room and fireplace Stay at this villa in Montaione. Enjoy cable/satellite TV service, an in-room coffeemaker, and in-room fireplaces. Popular attractions Castelfalfi Golf Course and Monastery of San Vivaldo are located nearby. [Get rates](https://expedia.ca/Montaione-Hotels-CUPRESSI.h95981554.Hotel-Information) [](https://expedia.ca/Montaione-Hotels-CUPRESSI.h95981554.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 private villas with swimming pools in Montaione? Opting for luxury pool vacation villas for rent in Montaione instead of a hotel can significantly enhance your experience, especially if you’re on a honeymoon or family getaway. Villas provide expansive living spaces, allowing you to enjoy quality time with your loved ones in complete privacy. The private pool is a standout feature, offering a refreshing escape whenever you desire, without the distractions often found in hotel settings. While hotels may offer amenities, villas allow you to create your own schedule, making it the perfect option for relaxation or romantic evenings under the stars. Additionally, many villas are nestled in tranquil areas, providing easy access to outdoor adventures, charming villages, and beautiful landscapes. Whether you’re looking to bask in the sun, savor alfresco meals, or engage in family activities, a villa with a pool offers a personalized experience that truly captures the essence of Tuscan living. ### 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 > - [Alcamo Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/602596/alcamo) > - [Massa Lubrense Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/601870/massa-lubrense) > - [Cisternino Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6024940/cisternino) > - [Spoleto Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/11093/spoleto) > - [Kassandra Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/180586/kassandra) > - [Rethymno Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/182119/rethymno) > - [Cabo Velas Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6138752/cabo-velas) > - [Konavle Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6143824/konavle) > - [Fasano Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6050441/fasano) ![](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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