Title: Book the Best Hotels with POOL in Val d'Orcia in 2026 | 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) ![Scenic Tuscany landscape panorama with rolling hills and harvest fields in golden morning light, Val d'Orcia, Italy.](https://images.trvl-media.com/place/6047918/77cb6ee7-1415-4b8a-a03c-1f20e4ced8af.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Val d'Orcia from CA $95 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Val d'Orcia Hotels with a Pool Tonight [Dec 25 - Dec 26](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-12-25&endDate=2025-12-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 26 - Dec 27](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-12-26&endDate=2025-12-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2026-01-02&endDate=2026-01-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Val d'Orcia hotels with a pool ![Sundeck](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/f458406b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite Deluxe | View from room](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/b41e8535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite Deluxe | View from room](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/e4c153b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Garden View](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/0f2e0b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Capanna Suites [](https://www.expedia.ca/Montalcino-Hotels-Capanna-Suites.h36325942.Hotel-Information) Montalcino 9.8/10 Exceptional (132) "Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Megan [](https://www.expedia.ca/Montalcino-Hotels-Capanna-Suites.h36325942.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27600000/27595600/27595541/ce2ba2d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27600000/27595600/27595541/a604d0b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27600000/27595600/27595541/f12930ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27600000/27595600/27595541/13f8ae8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Terre di GIORGIO - Agriturismo Villa la Palazzetta [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Villa-La-Palazzetta.h27595541.Hotel-Information) Castiglione d'Orcia 9.6/10 Exceptional (9) "Beautiful property, clean and nice rooms. Our hosts were very helpful and the food amazing! Breakfast containing fresh fruits, local products and freshly baked cakes was fantastic. Pool and relaxing area with a view of Monte Amiata. " ![Switzerland](https://a.travel-assets.com/egds/marks/flags/ch.svg) Alexandra CA $169 CA $192 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Villa-La-Palazzetta.h27595541.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/a05f18a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/4cc1ef4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/7d84ee76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/be94ce8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Il Macchione [](https://www.expedia.ca/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information) Pienza 9.6/10 Exceptional (56) "The owners and staff are hospitable .and accommodating very warm people " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) aileen [](https://www.expedia.ca/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/99dc616f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/eb22fca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/c8bf5c62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34840000/34836300/34836233/3907ca23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere Spedalone [](https://www.expedia.ca/Pienza-Hotels-Podere-Spedalone.h34836233.Hotel-Information) Pienza 9.4/10 Exceptional (42) "Amazing food, amazing views" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan [](https://www.expedia.ca/Pienza-Hotels-Podere-Spedalone.h34836233.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24910000/24909500/24909485/28419842.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/25000000/24910000/24909500/24909485/15fadb45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Condo (Queen)(Letizia)](https://images.trvl-media.com/lodging/25000000/24910000/24909500/24909485/9bbe9e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 3 bedrooms Meleto - Roxana 1 | Front of property](https://images.trvl-media.com/lodging/25000000/24910000/24909500/24909485/a7c48c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cordella in Montalcino Wine Resort [](https://www.expedia.ca/Montalcino-Hotels-Cordella-In-Montalcino-Wine-Resort.h24909485.Hotel-Information) Montalcino 8.4/10 Very good (21) "One of the best places we stayed for one night , the host (owner and chef) was very friendly and the food he cooked was amazing - one of the best meals we had in the 3 weeks we stayed in Italy. Getting there by car was convenient but no easy to find. Once you are there the place is amazing and the food just great!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Edgardo CA $81 CA $95 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Montalcino-Hotels-Cordella-In-Montalcino-Wine-Resort.h24909485.Hotel-Information) ![Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/4a89a1fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/0e5f89fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fountain](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/2d2d56ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast buffet](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/cd7670ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel San Gregorio [](https://www.expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) Pienza 9.4/10 Exceptional (134) "Such friendly staff, loved Pienza and the property was such a good location! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Bethan CA $268 CA $304 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803899/f14c2216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803899/a6859423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Doppia Superior con vista](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803899/938d33d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803899/9d76db44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Albergo Le Terme [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Albergo-Le-Terme.h2803899.Hotel-Information) San Quirico d'Orcia 9.0/10 Wonderful (68) "Very good hotel. The parking is a little bit far, good breakfast, i will recommend 👌 " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) liad CA $612 CA $681 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Albergo-Le-Terme.h2803899.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/f0f5b69f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/aad56975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/ed9c7140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/3fdbf4ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mastrojanni Relais [](https://www.expedia.ca/Montalcino-Hotels-Relais-Mastrojanni.h42576161.Hotel-Information) Montalcino 10/10 Exceptional (61) "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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura CA $521 CA $589 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Montalcino-Hotels-Relais-Mastrojanni.h42576161.Hotel-Information) ![View from room](https://images.trvl-media.com/lodging/1000000/880000/879600/879557/54b495c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite](https://images.trvl-media.com/lodging/1000000/880000/879600/879557/8a7e01ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/880000/879600/879557/1e46cdc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/880000/879600/879557/8e77e67e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Osteria Dell Orcia [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Hotel-Osteria-Dell-Orcia.h879557.Hotel-Information) Castiglione d'Orcia 9.6/10 Exceptional (46) "Beautiful place in the Tuscan countryside. Excellent food and service. We had a lovely 2 night stay." ![Denmark](https://a.travel-assets.com/egds/marks/flags/dk.svg) Nick [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Hotel-Osteria-Dell-Orcia.h879557.Hotel-Information) ![Seasonal outdoor pool, open 9:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/45dfbbfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/6ed54e03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/e5a8fbb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Relais II Chiostro di Pienza [](https://www.expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) Pienza 8.8/10 Excellent (630) "Excellent location in the heart of pienza old town, the view to the Toscana hills and valleys was unique, great experience staying in this hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pedro [](https://www.expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.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=2026-01-07&endDate=2026-01-08®ionId=6047918&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Val d'Orcia Hotel Reviews ![Hotel Corsignano](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/e0c5b2be_y.jpg) ### Hotel Corsignano 10/10 Excellent "Wonderful stay. Very welcoming staff and check in was quick and simple. Very convenient as parking provided. Room was spacious especially bathroom with great bathtub Breakfast was perfect" [](https://expedia.ca/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information) ![Rosewood Castiglion del Bosco](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/9ace3d4a_y.jpg) ### Rosewood Castiglion del Bosco 10/10 Excellent "Wonderful stay " [](https://expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information) ![Castello di Velona Resort Thermal SPA & Winery](https://images.trvl-media.com/lodging/2000000/1040000/1037900/1037832/87359911_y.jpg) ### Castello di Velona Resort Thermal SPA & Winery 10/10 Excellent "The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing." [](https://expedia.ca/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ![Podere Brizio](https://images.trvl-media.com/lodging/14000000/13170000/13162600/13162502/84db21e6_y.jpg) ### Podere Brizio 10/10 Excellent "Dreamy property! " [](https://expedia.ca/Montalcino-Hotels-Podere-Brizio.h13162502.Hotel-Information) ![ Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection](https://images.trvl-media.com/lodging/2000000/1120000/1111500/1111483/fbe5451e_y.jpg) ### Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection 10/10 Excellent "THE AMAZING LOCATION THE VIEWS OF THE MOUNTAINS AND VALLEYS AND AMAZING POOL (WE DID NOT GET TO USE IT BECAUSE DUE TO THE TEMPERATURE BEING IN THE 60'S) THE RESTAURANT WHICH IS THE NEXT TO THE HOTEL WAS GREAT !!!" [](https://expedia.ca/San-Quirico-DOrcia-Hotels-Hotel-Palazzo-Del-Capitano-Wellness-Relais-Historic-Luxury-Capitano-Collection.h1111483.Hotel-Information) ![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/ef61d192_y.jpg) ### Hotel Relais II Chiostro di Pienza 10/10 Excellent "The room was beautiful and very clean. Breakfast staff was very kind." [](https://expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information) ![Hotel Dei Capitani](https://images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/156cc4b3_y.jpg) ### Hotel Dei Capitani 10/10 Excellent "It’s a lovely hotel. Reception was nice and the room very clean with an incredible view out the window of the valley behind. No balcony but a Juliet railing with large opening windows. The breakfast buffet was excellent, self serve with exception of coffee which was served by a very pleasant waiter. Parking is a bit of challenge in a steeply sloped narrow driveway beside the hotel.Take the time to line up the car to go straight through the narrow gate and you’ll be fine. Also very nice sitting area beside the restaurant. " [](https://expedia.ca/Montalcino-Hotels-Hotel-Dei-Capitani.h2520185.Hotel-Information) ![Hotel San Gregorio](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/9fda43a3_y.jpg) ### Hotel San Gregorio 10/10 Excellent "Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!" [](https://expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![Albergo Le Terme](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803899/d3476735_y.jpg) ### Albergo Le Terme 10/10 Excellent "it was very convince for our trips around Tuscany." 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