Title: Val d'Orcia Vacation Rentals from CA $178: Short-Term Rentals for 2025 | 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)[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) # Val d'Orcia Vacation Rentals - ![](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 prices for these dates In two weeks [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Val d'Orcia ![Breakfast, lunch, dinner served; local cuisine ](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/9fda43a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Front of property](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/882d4e56.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 Pienza 9.4/10 Exceptional (132) "Excellent property! Very elegant and the service was wonderful. The breakfast was also excellent. The location could not be any better - the entry to the old town is just across from the hotel. Wish we could have stayed longer." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DEBORAH CA $199 CA $229 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/7dd03bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Rooftop terrace](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/7a16fc61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/b1604ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/ce312570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casanova - Panoramic Rooms and Suites San Quirico d'Orcia 9.0/10 Wonderful (78) "Delightful stay. The room was lovely, and the view from our private terrace was wonderful. Dinner was first rate. Easily walkable into San Quirico, short drive to Montalcino, Pienza, and Montalcino. Nice massage and spa. A very good value." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles CA $257 CA $290 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/822e6f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/3fbaa990.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) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35330000/35330000/35329902/2f21d9f2.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 (67) "Just did a 2 week trip In Italy and this was by far our favorite place to stay. Ready to go back already. Don’t think twice….JUST BOOK IT!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Blake R. [](https://www.expedia.ca/Montalcino-Hotels-Private-And-Cozy-Retreat-In-Montalcino-With-Private-Pool-Surrounded-By-Vineyards.h35329902.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/8def11f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/26d5f3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/5d163297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/8e2d77d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The House of Alice, charm and relaxation Montalcino (SI) 9.8/10 Exceptional (66) "We loved our stay in this beautiful apartment. The town was so quiet and peaceful. Definitely a spot we’d like to visit again" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Nathan E. CA $259 CA $350 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information) ![Deluxe Condo | Private kitchen](https://images.trvl-media.com/lodging/84000000/83020000/83015000/83014948/1d7034d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83020000/83015000/83014948/w788h600x12y0-edef6472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83020000/83015000/83014948/0ee22c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/84000000/83020000/83015000/83014948/8ac097ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Corte Francigena Montalcino 9.8/10 Exceptional (6) "Ligger midt i hjertet av Siena. Historisk. Litt VM i kreativit rundt møblering. Trustfull bar er bra." ![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg) Jan Erik CA $217 CA $259 total includes taxes & fees Nov 21 - Nov 22 [](https://www.expedia.ca/Montalcino-Hotels-Corte-Francigena.h83014948.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/43000000/42260000/42251200/42251189/f02ef6de.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) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42260000/42251200/42251189/0c180c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/43000000/42260000/42251200/42251189/cb46f64f.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 (12) "Amazing property in the heart of the prettiest part of Tuscany. Soon the secret of this amazing place will get out and it will be booked out for years." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael P. [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Villa-DOrchia.h42251189.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/63632b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/4ea581b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment | Living room](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/12277fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34190000/34180100/34180027/675c208b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antico Brunello Montalcino CA $10,697 CA $11,783 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Montalcino-Hotels-Antico-Brunello.h34180027.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) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33740000/33736700/33736684/f2e30cfa.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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) julie l. [](https://www.expedia.ca/Pienza-Hotels-Whole-Big-Tuscan-Villa-With-Pool-Vineyards-In-The-Heart-Of-Tuscany.h33736684.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/e63ddb1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/0f4b4ffd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/38757a29.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/37000000/36080000/36077800/36077744/b169044b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Casetta di Brunello, quiet and breathtaking views Montalcino 9.6/10 Exceptional (16) "Looking for a village away from the tourist crowds, this is it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mario S. CA $259 CA $350 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/27000000/26690000/26682000/26681929/b05a6672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/27000000/26690000/26682000/26681929/w1024h699x0y0-a12e8b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/27000000/26690000/26682000/26681929/a75a567e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/27000000/26690000/26682000/26681929/fbdc0c8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa I Cipressini Tuscany Private luxury pool spa Pienza 10/10 Exceptional (56) "Beautiful villa in a beautiful setting, walkable to Pienza and overall great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) leigh t. [](https://www.expedia.ca/Pienza-Hotels-Villa-I-Cipressini-Tuscany-Private-Luxury-Pool-Spa.h26681929.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/17000000/16450000/16444700/16444609/2cfb50d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/17000000/16450000/16444700/16444609/b7f93934.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/17000000/16450000/16444700/16444609/64a8d35c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/17000000/16450000/16444700/16444609/c32de313.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sarna Residence San Quirico d'Orcia 9.6/10 Exceptional (38) "We enjoyed our stay. The room was very clean. The staff was helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bokang CA $144 CA $178 total includes taxes & fees Dec 12 - Dec 13 [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Sarna-Residence.h16444609.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) ![Exterior](https://images.trvl-media.com/lodging/24000000/23670000/23663800/23663732/959ded62.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) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/24000000/23670000/23663800/23663732/5cef1ef9.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) "The property is spectacular. It's hard to believe, but the beautiful photos don't even do it justice. The host was very friendly and helpful. Will definitely be returning" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sophie G. [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Villa-Vignalunga.h23663732.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/613e9801.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) ![Property grounds](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/e03b4424.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/251b3fca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA BRUNELLO - Twelve Bedroom Villa, Sleeps 24 Montalcino CA $9,644 CA $10,454 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Montalcino-Hotels-VILLA-BRUNELLO-Twelve-Bedroom-Villa.h93697424.Hotel-Information) ![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) ![Interior](https://images.trvl-media.com/lodging/39000000/38720000/38715500/38715449/cab22f41.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) ![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) ### '...a delicious farmhouse in the countryside where only the wind blows...' Campiglia d'Orcia 10/10 Exceptional (7) "I do not even know where to begin. The property itself was spacious and quaint with everything we could have wanted for a group of 12 people. The kitchen space made for a great family dinner spot and living room for game night. The pool with views of the Tuscan hillsides was literally from a book. Pictures do not do it justice!! I definitely plan to retire here some day in the future. Also cannot say enough of how helpful and ind Antonella was as a host. Would recommend to any friends/family... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittni C. CA $1,540 CA $2,501 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-A-Delicious-Farmhouse-In-The-Countryside-Where-Only-The-Wind-Blows.h38715449.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118050000/118049100/118049098/f7ef3911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/119000000/118050000/118049100/118049098/2679267a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118050000/118049100/118049098/457add5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/119000000/118050000/118049100/118049098/fb4789f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dolce Pienza - Modern Home in the Historic Center Pienza 2.0/10 (1) [](https://www.expedia.ca/Pienza-Hotels-Dolce-Pienza-Modern-Home-In-The-Historic-Center.h118049098.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/37000000/36380000/36378600/36378551/fa516210.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) ![Dining](https://images.trvl-media.com/lodging/37000000/36380000/36378600/36378551/c886b883.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 (5) "The villa was very nice exactly what we wanted. The outdoor area is beautiful. The communication was great, you will need transportation as it is in the country and not near any amenities. Very relaxing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Arlene L. [](https://www.expedia.ca/Pienza-Hotels-Beautiful-Tuscan-Farmhouse-In-A-Great-Location-Near-Val-DOrcia-Private-Pool.h36378551.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33660000/33650800/33650737/760e2747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/34000000/33660000/33650800/33650737/383d4142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33660000/33650800/33650737/cdc4c2e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33660000/33650800/33650737/b16b491a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House in Val d'Orcia perfect for relaxation CIN IT052024C2APXZK7PD RADICOFANI 9.6/10 Exceptional (49) "From the check in by owner to the ability to enjoy the patio area. All aspects were wonderful. Silvano has taken care of this property beautifully and it was a pleasure to relax and enjoy the coountry side views. Thank you" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara B. [](https://www.expedia.ca/Radicofani-Hotels-House-In-Val-DOrcia-Excellent-For-Families.h33650737.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101310000/101307000/101306918/73f6b749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101310000/101307000/101306918/87f299f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101310000/101307000/101306918/62ab0a04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101310000/101307000/101306918/58b40030.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming apartment in the historic center with large terrace and beautiful view Montalcino 8.0/10 Very good (1) "Appartamento vecchio stile ma molto spazioso e con tutto quello che serve, posizione ottima " ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Marco R. CA $160 CA $284 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Montalcino-Hotels-Charming-Apartment-In-The-Historic-Center-With-Large-Terrace-And-Beautiful-View.h101306918.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/f746b6f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/640c0207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/fc018cfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/ddcd9ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Independent house in the historic center CASTIGLIONE D'ORCIA 9.4/10 Exceptional (9) "Stayed here during the Tuscany Trail and was perfect for 4 of us. Centre of town and a great restaurant recommendation too! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Graham S. CA $233 CA $276 total includes taxes & fees Nov 12 - Nov 13 [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.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) ![Interior](https://images.trvl-media.com/lodging/72000000/71740000/71730600/71730514/fd81baeb.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) ### 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! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeremy F. [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Villa-Surrounded-By-Olive-Groves-And-Meadows-Overlooking-The-Bagno-Vignoni-Valley.h71730514.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=2025-11-25&endDate=2025-11-26®ionId=6047918&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Vacation-Rentals.d6047918.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FVal-DOrcia-Vacation-Rentals.d6047918.Travel-Guide-VacationRentals) ## Top Val d'Orcia Hotel Reviews ![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 "Everything is perfect. Beautiful views, wonderful pool and spa, delicious food. Will come back again." [](https://expedia.ca/Montalcino-Hotels-Castello-Di-Velona-Resort-The-Leading-Hotels-Of-The-World.h1037832.Hotel-Information) ![Capanna Suites](//images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/819a9035_y.jpg) ### Capanna Suites 10/10 Excellent "Beautiful setting rooms are lovely and staff are very helpful. Our second time at Capanna and will go back" [](https://expedia.ca/Montalcino-Hotels-Capanna-Suites.h36325942.Hotel-Information) ![Podere Brizio](//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](//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](//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) ![SI Montalcino Hotel](//images.trvl-media.com/lodging/9000000/8670000/8662800/8662747/cba09c68_y.jpg) ### SI Montalcino Hotel 10/10 Excellent "The staff were very welcoming. The room was comfortable and spotless. Bathroom even had heating. Breakfast was included and there was a great choice. Serene location but a few minutes to the centro storico of Montalcino. Would recommend this accommodation to anybody visiting Tuscany." [](https://expedia.ca/Montalcino-Hotels-SI-Montalcino-Hotel-Restaurant.h8662747.Hotel-Information) ![Drogheria & Locanda Franci](//images.trvl-media.com/lodging/70000000/69640000/69632400/69632365/3c18a772_y.jpg) ### Drogheria & Locanda Franci 10/10 Excellent "Nice room on a perfect location to walk around Montalcino with easy parking!" [](https://expedia.ca/Montalcino-Hotels-Drogheria-Locanda-Franci.h69632365.Hotel-Information) ![Hotel Dei Capitani](//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](//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) ## Find out more about Val d'Orcia **Everything you need to know about** **Val d'Orcia** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Val d'Orcia vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Val d'Orcia vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Val d'Orcia vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Val d'Orcia. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Val d'Orcia vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Val d'Orcia vacation rentals we have selected for you start as low as CA $178 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Val d'Orcia rentals** At Expedia, we put the best Val d'Orcia vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Val d'Orcia rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Val d'Orcia vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Val d'Orcia. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Val d'Orcia ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - 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[Things to do in Castiglioncello](https://expedia.ca/Things-To-Do-In-Castiglioncello.d6034140.Travel-Guide-Activities) - [Things to do in Sorrento Coast](https://expedia.ca/Things-To-Do-In-Sorrento-Coast.d6059422.Travel-Guide-Activities) Packages - [Amalfi Coast All-inclusive Vacation Packages](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations/180060/Amalfi-Coast) - [Capri Island Vacations](https://expedia.ca/Capri-Island.d180062.Destination-Travel-Guides) - [Terme di Saturnia](https://expedia.ca/Terme-Di-Saturnia-Manciano.d6150383.Vacation-Attraction) - [Amalfi Coast Vacations](https://expedia.ca/Amalfi-Coast.d180060.Destination-Travel-Guides) - [Cinque Terre National Park Vacations](https://expedia.ca/Cinque-Terre-National-Park.d180063.Destination-Travel-Guides) Vacation Rentals - [Amalfi Coast Vacation Rentals](https://expedia.ca/Amalfi-Coast-Vacation-Rentals.d180060.Travel-Guide-VacationRentals) General - [Visit Capri Island](https://expedia.ca/Capri-Island.dx180062) - [Visit Porto Santo Stefano](https://expedia.ca/Porto-Santo-Stefano.dx6025634) - [Visit Talamone](https://expedia.ca/Talamone.dx6049866) - [Visit Santa Maria Novella](https://expedia.ca/Florence-Santa-Maria-Novella.dx6084343) - [Visit Sorrento Coast](https://expedia.ca/Sorrento-Coast.dx6059422) - [Visit Elba Island](https://expedia.ca/Elba-Island.dx1090) - [Visit Palermo Coast](https://expedia.ca/Palermo-Coast.dx6084705) - [Visit Pisa City Centre](https://expedia.ca/Pisa-Pisa-City-Centre.dx553248633938945235) - [Visit Brunello di Montalcino Wine Area](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area.dx6342620) ![](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. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)