Title: Val d'Orcia Villas from CA $10,444 | Expedia.ca [Val d'Orcia Travel Guide](https://expedia.ca/Val-DOrcia.dx6047918)[Hotels in Val d'Orcia](https://expedia.ca/Val-DOrcia-Hotels.d6047918.Travel-Guide-Hotels)[Vacation Rentals in Val d'Orcia](https://expedia.ca/Val-DOrcia-Vacation-Rentals.d6047918.Travel-Guide-VacationRentals)[Flights to Val d'Orcia](https://expedia.ca/Cheap-Flights-To-Val-DOrcia.d6047918.Travel-Guide-Flights)[Val d'Orcia Car Rentals](https://expedia.ca/Car-Rentals-In-Val-DOrcia.d6047918.Car-Rental-Guide)[Val d'Orcia Vacation Packages](https://expedia.ca/Val-DOrcia.d6047918.Destination-Travel-Guides) ![Cathedral of Pienza showing heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157954-Pienza.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Val d'Orcia Villa Rentals from CA $10,444 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Val d'Orcia Villas ![Property grounds](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/2f21d9f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/b86e5e4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/4581bc1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/0dd7cc53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private and cozy retreat in Montalcino with private pool surrounded by vineyards Siena 9.4/10 Exceptional (64) "If you like a 360-degree view from the top of the hill, this is the place. Amazing views, out in the country with little traffic (more tractors than cars). Very private. We wanted to sit on the patio all day.The house is very comfortable and a good home base for sampling Brunello and visiting the Montalcino vineyards.Camilla was easy to communicate with before and during our stay." [](https://www.expedia.ca/Montalcino-Hotels-Private-And-Cozy-Retreat-In-Montalcino-With-Private-Pool-Surrounded-By-Vineyards.h35329902.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/24000000/23670000/23663800/23663732/1f562450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23670000/23663800/23663732/aa525682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/24000000/23670000/23663800/23663732/3440b8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23670000/23663800/23663732/959ded62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WP Relais Villa Vignalunga in Val d'Orcia,luxurious estate with swimming pool CASTIGLIONE D'ORCIA (SI) 10/10 Exceptional (50) "We loved our stay. The Villa was gorgeous and Gaia was very responsive to any questions we had." [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Villa-Vignalunga.h23663732.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/43000000/42260000/42251200/42251189/04af6ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/43000000/42260000/42251200/42251189/d00ffe09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/43000000/42260000/42251200/42251189/f02ef6de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42260000/42251200/42251189/0c180c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa D'Orchia, luxury organic farm with private pool in Val D'orcia, Sleeps 15. Castiglione d'Orcia 9.8/10 Exceptional (10) "We stayed together with children and grandchildren and had a great stay. The house and grounds were beautiful and well kept and we had everything needed." [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Villa-DOrchia.h42251189.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33740000/33736700/33736684/7a01fd7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33740000/33736700/33736684/2c20aa4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/34000000/33740000/33736700/33736684/d549fb7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33740000/33736700/33736684/16ad62df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whole big Tuscan Villa with Pool & Vineyards in the Heart of Tuscany Pienza 9.6/10 Exceptional (17) "The view from the house is spectacular! What a great spot for a group of friends or a large family. Close to vineyards and shopping. We love sitting on the back patio having dinner. The dog and cats were an extra. Lily and her husband were very helpful and we really enjoyed having the meals cooked by the chef while we were there. The last night with the fish was the best!" [](https://www.expedia.ca/Pienza-Hotels-Whole-Big-Tuscan-Villa-With-Pool-Vineyards-In-The-Heart-Of-Tuscany.h33736684.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/37000000/36380000/36378600/36378551/fa516210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/37000000/36380000/36378600/36378551/c886b883.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36380000/36378600/36378551/4c3b30ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/37000000/36380000/36378600/36378551/3dd7b50b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Tuscan farmhouse in a great location near Val D'Orcia & private pool Pienza 10/10 Exceptional (3) "Beautiful historic villa. Loved the vibe. Would definitely stay here again! " [](https://www.expedia.ca/Pienza-Hotels-Beautiful-Tuscan-Farmhouse-In-A-Great-Location-Near-Val-DOrcia-Private-Pool.h36378551.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/251b3fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/613e9801.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/e03b4424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/w1276h853x4y0-c7c68e65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24 Montalcino CA $9,635 CA $10,444 total includes taxes & fees Sep 22 - Sep 23 [](https://www.expedia.ca/Montalcino-Hotels-VILLA-BRUNELLO-Twelve-Bedroom-Villa.h93697424.Hotel-Information) ![An infinity pool](https://images.trvl-media.com/lodging/37000000/36380000/36378300/36378297/2984c2f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/37000000/36380000/36378300/36378297/855c0412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36380000/36378300/36378297/82702f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/37000000/36380000/36378300/36378297/cd192c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LA PALAZZINA - LA PALAZZINA IN VAL D'ORCIA Radicofani 10/10 Exceptional (1) "Ein außergewöhnliches Erlebnis in der Palazzina in Val d’Orcia“Wir hatten die große Freude, eine unvergessliche Woche in der wundervollen La Palazzina in Val d’Orcia zu verbringen – einer authentischen toskanischen Villa aus dem 18. Jahrhundert, umgeben von der üppigen Natur und den sanften Hügeln des Val d’Orcia, eingebettet in einen romantischen Park aus Steineichen und Zypressen.Wir waren eine fröhliche Gruppe von 23 Freunden, Erwachsene und Kinder, und wurden von Nicoletta und ihrem Team vom... [](https://www.expedia.ca/Radicofani-Hotels-LA-PALAZZINA-LA-PALAZZINA-IN-VAL-DORCIA.h36378297.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/22000000/21770000/21764900/21764898/0e70bf88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/22000000/21770000/21764900/21764898/238401a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21770000/21764900/21764898/c971be92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/22000000/21770000/21764900/21764898/467b046a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful private villa with A/C, private pool, WIFI and panoramic view, close to Montalcino Castiglione D'orcia 9.8/10 Exceptional (23) "Wij hebben een supervakantie gehad! Zeer warm ontvangen door de huiseigenaren Luc en Jacqueline. Wat hebben ze er een prachtig huis van gemaakt oud en modern door elkaar heen zeer mooi!!! Zwembad was ook erg lekker en groot! Prachtige omgeving ook!" [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Stunning-Private-Villa-With-Ac.h21764898.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33493600/33493526/162cdda2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33500000/33493600/33493526/7bcc48b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33500000/33493600/33493526/6ff0cda2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33500000/33493600/33493526/480fcc80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Affittacamere Maria Gabriella, B&B and Holiday Home in Val d'Orcia Monticchiello 9.8/10 Exceptional (39) "Guido and family were the perfect hosts! This property is not only well kept, it's in a beautiful place in the Italian countryside. Highly recommend this property! " [](https://www.expedia.ca/Pienza-Hotels-Affittacamere-Maria-Gabriella.h33493526.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/64000000/63870000/63868600/63868575/e2e27a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/64000000/63870000/63868600/63868575/w1540h1029x0y1-aa36b680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/64000000/63870000/63868600/63868575/w1540h1029x0y1-d5e6b7b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/64000000/63870000/63868600/63868575/w1540h1029x0y1-c06ff384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Mealli Large Private Pool, WiFi Radicofani 9.0/10 Wonderful (13) "A wonderful experience from start to finish!" [](https://www.expedia.ca/Radicofani-Hotels-Villa-Mealli-Large-Private-Pool.h63868575.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38720000/38715500/38715449/f30bb46d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38720000/38715500/38715449/39cefede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/39000000/38720000/38715500/38715449/efafc033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38720000/38715500/38715449/67e96970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### '...a delicious farmhouse in the countryside where only the wind blows...' Campiglia d'Orcia 10/10 Exceptional (7) "We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals... [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-A-Delicious-Farmhouse-In-The-Countryside-Where-Only-The-Wind-Blows.h38715449.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/72000000/71740000/71730600/71730514/57a6f581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71740000/71730600/71730514/12ea2ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71740000/71730600/71730514/82d7d1da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71740000/71730600/71730514/9ee58b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### WP RELAIS BORGO VIGNALUNGA, 46 HECTARES OF LAND IN THE HEART OF VAL D'ORCIA Toscana 10/10 Exceptional (36) "This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! " [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Villa-Surrounded-By-Olive-Groves-And-Meadows-Overlooking-The-Bagno-Vignoni-Valley.h71730514.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73420000/73410500/73410429/1d82192d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, dishwasher](https://images.trvl-media.com/lodging/74000000/73420000/73410500/73410429/96ef730a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73420000/73410500/73410429/d7ade77a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73420000/73410500/73410429/e843f7eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casale Donatelli - Five Bedroom Villa, Sleeps 10 Radicofani 10/10 Exceptional (8) "A well-maintained and comfortable villa - a perfect stay." [](https://www.expedia.ca/Radicofani-Hotels-Casale-Donatelli-Five-Bedroom-Villa.h73410429.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/25000000/24180000/24175300/24175203/75bbbfe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24180000/24175300/24175203/649f01ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, stereo](https://images.trvl-media.com/lodging/25000000/24180000/24175300/24175203/9db0c0af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/25000000/24180000/24175300/24175203/f7af16c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa with private pool, hot tub, air conditioning, Wi-fi in Val d'Orcia. Radicofani 9.0/10 Wonderful (9) "Beautiful location and fabulous scenery. Having air conditioning in every room made our stay so comfortable. The pool area is lovely with ample shade. The house is probably more suited to a smaller group as there isn't enough comfortable seating inside or loungers outside for ten adults. There was an issue with the jacuzzi which couldn't be resolved while we were there which was disappointing. Overall we had a wonderful time in this villa." [](https://www.expedia.ca/Radicofani-Hotels-Villa-With-Private-Pool.h24175203.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/103000000/102320000/102314800/102314787/4b0b6e16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102320000/102314800/102314787/eeb3fa7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102320000/102314800/102314787/d30adf33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102320000/102314800/102314787/40b449e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere Manafiore - historical villa with swimming pool Monticchiello 10/10 Exceptional (1) "the villa was all we hoped for. Directions finding the villa was not clear, it took us for ever to locate the villa. The road to the villa was hardly drivable. It was wonderfully furnished. " [](https://www.expedia.ca/Pienza-Hotels-Podere-Manafiore-Historical-Villa-With-Swimming-Pool.h102314787.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34530000/34520700/34520646/b4612e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/35000000/34530000/34520700/34520646/6a6aa73f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/35000000/34530000/34520700/34520646/73ba0bd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Banquet hall](https://images.trvl-media.com/lodging/35000000/34530000/34520700/34520646/47367dc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antico Convento I Cappuccini - Villa & Wedding Venue Montalcino 10/10 Exceptional (3) "Very nice Villa, spacious, well kept, in a quiete place in the middle of the forest but close the most beautiful towns in Tuscany. The manager is the kindest person. Huge swimming pool. Ideal for families." [](https://www.expedia.ca/Montalcino-Hotels-Antico-Convento-I-Cappuccini-Villa-Wedding-Venue.h34520646.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/22000000/21790000/21781900/21781857/b3cd2a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/22000000/21790000/21781900/21781857/fb9d1ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21790000/21781900/21781857/e9a077ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21790000/21781900/21781857/bbb3083d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casale Santa Francesca - Country Villa with swimming pool in Orcia Valley, Tuscany Campiglia D'orcia 10/10 Exceptional (37) "We had an amazing stay. The property was beautiful, cannot beat the views! The host was very responsive and addressed every question we had. They were also very helpful in arranging a cooking class and helping with other questions we had about the area. The welcome tour with wine and parting donuts were such a nice touch." [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Casale-Santa-Francesca-Country-Villa-With-Swimming-Pool-In-Orcia-Valley.h21781857.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/19000000/18970000/18968900/18968801/ce92ffe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18970000/18968900/18968801/1b172104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18970000/18968900/18968801/ccd610ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18970000/18968900/18968801/62841f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Iperbole country house, between Pienza and Montepulciano Monticchiello 10/10 Exceptional (11) "We had the best time at the Iperbole Country House. The pictures do not even begin to explain the incredible views! Olivia was the an incredible host who helped us with anything we needed!" [](https://www.expedia.ca/Pienza-Hotels-Iperbole-Country-House.h18968801.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/22000000/21670000/21661100/21661092/3b3ee0cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/22000000/21670000/21661100/21661092/faf30d86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21670000/21661100/21661092/2b4b7313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/22000000/21670000/21661100/21661092/989377a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa San Michele - Villa with swimming pool in Orcia Valley, Tuscany Campiglia D'orcia 10/10 Exceptional (29) "Easy to reach, friendly owner and offers everything to make you feel at home." [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Villa-San-Michele-Villa-With-Swimming-Pool-In-Orcia-Valley.h21661092.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/22000000/21770000/21761700/21761687/42038dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21770000/21761700/21761687/213e2355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/22000000/21770000/21761700/21761687/83d5346f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21770000/21761700/21761687/244a7d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Montalcino - Country house with private pool Montalcino 10/10 Exceptional (22) "Beautiful villa and location. Outside area not quite set up with chairs for spending time outside. But amenities and beds were great." [](https://www.expedia.ca/Montalcino-Hotels-Villa-Montalcino-Holiday-Villa-Rental-In-Montalcino.h21761687.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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-05&endDate=2025-10-06®ionId=6047918&adults=2&lodging=VILLA&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FVal-DOrcia-Villas.d6047918-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FVal-DOrcia-Villas.d6047918-aaVillas.Travel-Guide-Accommodation) ## Top Val d'Orcia Hotel Reviews ![L'Orto delle Terme](//images.trvl-media.com/lodging/113000000/112640000/112637100/112637011/5a225258_y.jpg) ### L'Orto delle Terme 10/10 Excellent "Loved the entire garden spa area! Beautiful and relaxing!" [](https://expedia.ca/San-Quirico-DOrcia-Hotels-LOrto-Delle-Terme.h112637011.Hotel-Information) ![SI Montalcino Hotel](//images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/cba09c68_y.jpg) ### SI Montalcino Hotel 10/10 Excellent "The staff were exceptional! So warm, welcoming and helpful. The property is lovely. The rooms had lovely wine glasses and bottle opener, which is perfect for wine country! Breakfast was great! a Fun place to stay" [](https://expedia.ca/Montalcino-Hotels-SI-Montalcino-Hotel-Restaurant.h8662747.Hotel-Information) ![Private and cozy retreat in Montalcino with private pool surrounded by vineyards](//images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/822e6f62_y.jpg) ### Private and cozy retreat in Montalcino with private pool surrounded by vineyards 10/10 Excellent "Just perfect. Hostess was very responsive before and during my trip with any questions I had. The property was immaculate and I will definitely be staying again. When you think of a Tuscan villa, this is exactly what it should be. " [](https://expedia.ca/Montalcino-Hotels-Private-And-Cozy-Retreat-In-Montalcino-With-Private-Pool-Surrounded-By-Vineyards.h35329902.Hotel-Information) ![Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso](//images.trvl-media.com/lodging/12000000/11760000/11752200/11752153/3c5a4f24_y.jpg) ### Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso 10/10 Excellent "Villa Liberty is a lovely hotel. Great room, with an excellent bathroom and a garden patio. Located one block outside the Old Town (which made parking easier). Fabulous breakfast at the related restaurant in Old Town (3 minute walk). Helpful staff. " [](https://expedia.ca/San-Quirico-DOrcia-Hotels-Hotel-Villa-Del-Capitano-Art-Relais-Historic-Luxury-Capitano-Collection.h11752153.Hotel-Information) ![Hotel Dei Capitani](//images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/156cc4b3_y.jpg) ### Hotel Dei Capitani 10/10 Excellent "This was a fantastic place to stay while visiting Montalcino. Spectacular views from our room and from the breakfast area and pool deck. Staff was very hospitable, and the breakfast buffet was really good. Mimosa’s restaurant recommendations were on point😎. I picked this place somewhat randomly for me and my dad and did not regret it. Walking distance to great restaurants and gelato. Rooms are not elaborate, but you’re not there to stay in your room. A couple of suggestions: - if you put this place into Apple Maps or Google Maps, IT WILL SEND YOU UP A GRAVEL AGRICULTURAL ROAD WITH 20% GRADE, the Strada Communale Del Canaliccio. OMG, my heart was in my throat driving up this and we narrowly avoided an accident. Instead, ask Maps app to take you to Via Pietro Strozzi, then to the hotel. We made it safely, but there was some stress!! - there is very little permanent parking at the hotel. Drive there, drop your stuff, and they will give you a parking pass and directions to parking. - this may not be the place for those with severely limited mobility. The cobblestone roads are pretty steep. - if you need suggestions for wineries, there are so many, but Col D’Orcia won’t let you down. Book ahead.🍷" [](https://expedia.ca/Montalcino-Hotels-Hotel-Dei-Capitani.h2520185.Hotel-Information) ![Hotel Corsignano](//images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/e0c5b2be_y.jpg) ### Hotel Corsignano 10/10 Excellent "Beautiful rooms and excellent breakfast. The staff " [](https://expedia.ca/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) ![Castello di Velona Resort Thermal SPA & Winery](//images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911_y.jpg) ### Castello di Velona Resort Thermal SPA & Winery 10/10 Excellent "Me and my wife stayed there for our honeymoon. We had an exceptional time. The service was exceptional. The pools and amenities were very nice. Great! Breakfast was just free. Located close to montel Chino and many great wineries. Specifically, we really enjoyed the wine tasting. The entire staff were great but here were some standouts , We were helped by Kristian who made us feel extremely welcomed and Morris who performed our wine tasting and he was an exceptional. Strong recommendation, great value." [](https://expedia.ca/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ![Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso](//images.trvl-media.com/lodging/14000000/13460000/13451700/13451695/3e0a4928_y.jpg) ### Borgo San Quirico d'Orcia B&B - Capitano Collection - Albergo diffuso 10/10 Excellent "Our stay was great. " [](https://expedia.ca/San-Quirico-DOrcia-Hotels-Camaldoli-Historic-Capitano-Collection.h13451695.Hotel-Information) ![Mastrojanni Relais](//images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/eb100684_y.jpg) ### Mastrojanni Relais 10/10 Excellent "This is the most magical and beautiful property in Tuscany with amazing food and service. The guests talk about how they come back every year to this resort The views from the pool are the best in this area. " [](https://expedia.ca/Montalcino-Hotels-Relais-Mastrojanni.h42576161.Hotel-Information) ## Find out more about Val d'Orcia ## Val d'Orcia Villas information | Number of reviews | 98 | | --- | --- | | Accommodation | 139 Villas | | Lowest Price | CA $10,444 | | Highest Price | CA $10,444 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Montepulciano](https://www.expedia.ca/4Star-Montepulciano-Hotels.s40-0-d601351.Travel-Guide-Filter-Hotels) - [5 Star Hotels in La Foce](https://www.expedia.ca/5Star-La-Foce-Hotels.s50-0-d6077925.Travel-Guide-Filter-Hotels) - [Hotels near Abbazia di Sant'Antimo](https://www.expedia.ca/Abbazia-Di-SantAntimo-Hotels.0-l6077912-0.Travel-Guide-Filter-Hotels) - [Bagni San Filippo Hotels](https://www.expedia.ca/Bagni-San-Filippo-Hotels.d6285851.Travel-Guide-Hotels) - [Farmstay in Bagno Vignoni](https://www.expedia.ca/Bagno-Vignoni-Agritourism.d6142908-aaAgritourism.Travel-Guide-Accommodation) - 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