Title: Best Montepulciano Villas with a Pool in 2026 - Expedia.ca # Book villas with a pool in Montepulciano ### Experience the charm of Montepulciano with a private pool villa rental Choosing a villa with a private pool in Montepulciano is the perfect way to immerse yourself in the beauty of Tuscany. These charming accommodations allow you to enjoy the breathtaking landscapes, rich culture, and tranquil ambiance that this historic town has to offer. Picture yourself relaxing by your pool, surrounded by lush vineyards and rolling hills, while indulging in the region's exquisite wines and culinary delights. Whether you're looking for a romantic escape, a family adventure, or a serene getaway, a villa with a pool provides an idyllic setting to create unforgettable memories. ## Our top choices for a great stay ![Luxury Villa in Montepulciano - Private Heated Pool, Free WiFi, Magnificent view](https://images.trvl-media.com/lodging/34000000/33280000/33275700/33275700/08e4438f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Luxury Villa in Montepulciano - Private Heated Pool, Free WiFi, Magnificent view Book a stay at this golf villa in Montepulciano. Enjoy free WiFi, private pools, and breakfast (surcharge). Popular attractions La Braccesca Winery and Fattoria Le Capezzine are located nearby. 10/10 Exceptional! (28 reviews) [Get rates](https://expedia.ca/Montepulciano-Hotels-LA-Valiana-Luxury-Villa-Private-Heated-Pool-Free-Wi-Fi.h33275700.Hotel-Information) [](https://expedia.ca/Montepulciano-Hotels-LA-Valiana-Luxury-Villa-Private-Heated-Pool-Free-Wi-Fi.h33275700.Hotel-Information) ![Villa Nobile - Walk to Town! Luxury in Montepulciano, Tuscany w/ Pool & Spa!](https://images.trvl-media.com/lodging/35000000/34430000/34422900/34422897/a7dd4a7b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa Nobile - Walk to Town! Luxury in Montepulciano, Tuscany w/ Pool & Spa! Book a stay at this business-friendly villa in Montepulciano. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Cantina Contucci and Medici Fortress are located nearby. 10/10 Exceptional! (35 reviews) [Get rates](https://expedia.ca/Montepulciano-Hotels-Walk-To-Town-Luxury-Villa-In-Montepulciano.h34422897.Hotel-Information) [](https://expedia.ca/Montepulciano-Hotels-Walk-To-Town-Luxury-Villa-In-Montepulciano.h34422897.Hotel-Information) ![Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano](https://images.trvl-media.com/lodging/23000000/22520000/22512000/22511901/e231e21e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Wonderful Private Villa With Private Pool, TV, Pets Allowed and Parking, Close to Montepulciano Stay at this villa in Montepulciano. Enjoy free parking, private pools, and daily housekeeping. Popular attractions Tenuta Valdipiatta and Colonna del Marzocco are located nearby. 8.8/10 Excellent! (3 reviews) [Get rates](https://expedia.ca/Montepulciano-Hotels-Wonderful-Private-Villa-With-Private-Pool.h22511901.Hotel-Information) [](https://expedia.ca/Montepulciano-Hotels-Wonderful-Private-Villa-With-Private-Pool.h22511901.Hotel-Information) ![Cottage with private swimming pool, outdoor Jacuzzi and air conditioning. Extremely panoramic positi](https://images.trvl-media.com/lodging/28000000/27330000/27320800/27320748/b97e1178_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Cottage with private swimming pool, outdoor Jacuzzi and air conditioning. Extremely panoramic positi Stay at this villa in Montepulciano. Enjoy private pools, a garden, and laundry facilities. Popular attractions Val di Chiana and Tenuta Valdipiatta are located nearby. 7/10 Good! (2 reviews) [Get rates](https://expedia.ca/Montepulciano-Hotels-Small-House-Ideal-For-A-Romantic-Holiday-It-Offers-A-Private-Swimming-Pool.h27320748.Hotel-Information) [](https://expedia.ca/Montepulciano-Hotels-Small-House-Ideal-For-A-Romantic-Holiday-It-Offers-A-Private-Swimming-Pool.h27320748.Hotel-Information) ![Casa Svetoni - Five Bedroom Villa, Sleeps 9](https://images.trvl-media.com/lodging/83000000/82820000/82815600/82815598/b5351cee_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Casa Svetoni - Five Bedroom Villa, Sleeps 9 Stay at this villa in Montepulciano. Enjoy private pools, a garden, and laundry facilities. Popular attractions Tenuta Valdipiatta and Val di Chiana are located nearby. [Get rates](https://expedia.ca/Montepulciano-Hotels-Casa-Svetoni-Five-Bedroom-Villa.h82815598.Hotel-Information) [](https://expedia.ca/Montepulciano-Hotels-Casa-Svetoni-Five-Bedroom-Villa.h82815598.Hotel-Information) ![Farmhouse](https://images.trvl-media.com/lodging/77000000/76340000/76336900/76336887/a9ae539d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Farmhouse Stay at this villa in Montepulciano. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Terme di Montepulciano Spa and Torre del Pulcinella are located nearby. 10/10 Exceptional! (2 reviews) [Get rates](https://expedia.ca/Montepulciano-Hotels-Farmhouse.h76336887.Hotel-Information) [](https://expedia.ca/Montepulciano-Hotels-Farmhouse.h76336887.Hotel-Information) ![Farmhouse with Swimming Pool in Montepulciano](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/e54b808b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Farmhouse with Swimming Pool in Montepulciano CA $3,405 CA $3,405 total Mar 10 - Mar 11 includes taxes & fees Stay at this villa in Montepulciano. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Terme di Montepulciano Spa and Torre del Pulcinella are located nearby. [](https://expedia.ca/Montepulciano-Hotels-Vrbo-Property.h96349140.Hotel-Information) ![Rustic Villa with Private Pool near Montepulciano](https://images.trvl-media.com/lodging/52000000/51820000/51815500/51815462/9f36ffbb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Rustic Villa with Private Pool near Montepulciano Stay at this villa in Montepulciano. Enjoy free parking, a garden, and in-room fireplaces. Popular attractions Torre del Pulcinella and Medici Fortress are located nearby. [Get rates](https://expedia.ca/Montepulciano-Hotels-Rustic-Villa-With-Private-Pool-Near-Montepulciano.h51815462.Hotel-Information) [](https://expedia.ca/Montepulciano-Hotels-Rustic-Villa-With-Private-Pool-Near-Montepulciano.h51815462.Hotel-Information) ![Villa Aretina - Private Villa with Pool in Tuscany](https://images.trvl-media.com/lodging/101000000/100960000/100952600/100952511/da3d2cfa_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa Aretina - Private Villa with Pool in Tuscany Stay at this villa in Montepulciano. Enjoy free breakfast, private pools, and a sauna. Popular attractions Triacca Winery and San Biagio are located nearby. [Get rates](https://expedia.ca/Montepulciano-Hotels-Private-Villa-With-Swimming-Pool-In-Tuscany.h100952511.Hotel-Information) [](https://expedia.ca/Montepulciano-Hotels-Private-Villa-With-Swimming-Pool-In-Tuscany.h100952511.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 Montepulciano for your getaway? For honeymooners, families, or leisure travelers, staying in a villa with a private pool in Montepulciano elevates your experience beyond that of a traditional hotel. These luxury pool vacation villas for rent offer spacious accommodations, allowing for quality time together in a tranquil setting. With a private pool at your disposal, you can enjoy leisurely swims and sunbathing sessions without the distractions of crowded hotel pools. The serene surroundings provide the perfect backdrop for relaxation, romantic evenings, or family gatherings. Moreover, villas often come equipped with outdoor dining areas, allowing you to savor delicious local cuisine alfresco, with stunning views as a bonus. While hotels may provide convenience and amenities, a villa offers a unique opportunity to create cherished memories in an exclusive and personalized environment, making your stay truly special in the heart of Tuscany. ### 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 > - [Quepos Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6052935/quepos) > - [San Vito Lo Capo Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6023809/san-vito-lo-capo) > - [Koloa Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/7675/koloa) > - [St -Rémy-De-Provence Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6223611/st-remy-de-provence) > - [Alghero Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/321/alghero) > - [Denpasar Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/1054/denpasar) > - [Rovinj Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6049479/rovinj) > - [Hua Hin Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6049558/hua-hin) > - [Skopelos Villas with Pools ](https://www.expedia.ca/lp/b/tgp/lodging/theme/villas-with-pool/6047869/skopelos) ![](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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