Title: Val d'Orcia Vacation Rentals from CA $182: Short-Term Rentals for 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)[Flights to Val d'Orcia](https://expedia.ca/Cheap-Flights-To-Val-DOrcia.d6047918.Travel-Guide-Flights)[Things to do in Val d'Orcia](https://expedia.ca/Things-To-Do-In-Val-DOrcia.d6047918.Travel-Guide-Activities)[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)

![](https://images.trvl-media.com/place/6047918/77cb6ee7-1415-4b8a-a03c-1f20e4ced8af.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Val d'Orcia vacation rentals

![Panoramic Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/020483c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/e878f092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/6e2ad2c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Cottage, 1 Bedroom](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/83ad69a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Affitacamere Maria Gabriella

[](https://www.expedia.ca/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information)

Pienza

9.8/10

Exceptional

(52 reviews)

"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lenise

CA $151

CA $206 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information)

![1 treatment room, massages](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/9867dcf1.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/ba51ed0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Room, Terrace, Valley View](https://images.trvl-media.com/lodging/52000000/51830000/51829000/51828901/2f810565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Casanova - Panoramic Rooms and Suites

[](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.Hotel-Information)

San Quirico d'Orcia

9.2/10

Wonderful

(79 reviews)

"Fantastic place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Clifford

CA $265

CA $298 total

includes taxes & fees

Apr 16 - Apr 17

[](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Resort-Casanova-Panoramic-Rooms-And-Suites.h51828901.Hotel-Information)

![Suite, 2 Bedrooms | Courtyard view](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/b9cf6769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/972c2d9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/36131190.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/13000000/12570000/12569200/12569107/17f0963e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### L'Olmo

[](https://www.expedia.ca/Pienza-Hotels-LOlmo.h12569107.Hotel-Information)

Pienza

10/10

Exceptional

(22 reviews)

"Absolutely first class and friendly Perfect location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

CA $642

CA $713 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Pienza-Hotels-LOlmo.h12569107.Hotel-Information)

![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)

![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)

![Breakfast buffet](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/cd7670ac.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)

### Hotel San Gregorio

[](https://www.expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information)

Pienza

9.4/10

Exceptional

(140 reviews)

"A wonderful hotel - great location, friendly staff, comfortable rooms. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

beverly

CA $248

CA $283 total

includes taxes & fees

Apr 15 - Apr 16

[](https://www.expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/19ef0175.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room (La Piazza)](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/8121f492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room (Gli Orti)](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/75e7bce8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Double Room (L'Orologio)](https://images.trvl-media.com/lodging/16000000/15880000/15872300/15872262/e537c142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### B&B Le Scalette di Piazza

[](https://www.expedia.ca/Montalcino-Hotels-BB-Le-Scalette-Di-Piazza.h15872262.Hotel-Information)

Montalcino

9.4/10

Exceptional

(92 reviews)

"Great location, nice room, and great host!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chris

CA $154

CA $175 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Montalcino-Hotels-BB-Le-Scalette-Di-Piazza.h15872262.Hotel-Information)

![Monolocale Exclusive, vista città, secondo piano senza ascensore](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/f7106947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Camera Superior, vista città, primo piano senza ascensore](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/e4f61737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Monolocale Exclusive, vista città, secondo piano senza ascensore | Living area](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/6be6d8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Monolocale Exclusive, vista città, secondo piano senza ascensore | Private kitchen](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/4381c139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TuscanyLettings Studio&Room

[](https://www.expedia.ca/Pienza-Hotels-TuscanyLettings-StudioRoom.h114863278.Hotel-Information)

Pienza

10/10

Exceptional

(2 reviews)

"Lugar maravilhoso, localização perfeita, super limpo e aconchegante."

![Brazil](https://a.travel-assets.com/egds/marks/flags/br.svg)

Lucas

CA $140

CA $161 total

includes taxes & fees

Apr 21 - Apr 22

[](https://www.expedia.ca/Pienza-Hotels-TuscanyLettings-StudioRoom.h114863278.Hotel-Information)

![Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/4f1f04f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Silvio al secondo piano senza ascensore](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/884c0781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Bernardo, Panoramica al terzo piano senza ascensore](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/8ce91a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Enea al primo piano senza ascensore | Living area](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/04ed7e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PienzaLettings Suites

[](https://www.expedia.ca/Pienza-Hotels-PienzaLettings-Suites.h112327681.Hotel-Information)

Pienza

10/10

Exceptional

(2 reviews)

"Fantastic room in the city center, close to everything in Pienza"

![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg)

Tom

CA $154

CA $176 total

includes taxes & fees

Apr 23 - Apr 24

[](https://www.expedia.ca/Pienza-Hotels-PienzaLettings-Suites.h112327681.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/001e488b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment | Private kitchen](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/8c83167a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment | Living area](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/824e4462.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/708e241e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Idolina Guest House

[](https://www.expedia.ca/Montalcino-Hotels-Idolina-Guest-House.h9754480.Hotel-Information)

Montalcino

9.4/10

Exceptional

(105 reviews)

"Excellent service, ideal location"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Nigel

CA $148

CA $175 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Montalcino-Hotels-Idolina-Guest-House.h9754480.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/w1068h1589x0y0-ab9335e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Casa Olivieri, vista città, 1 piano senza ascensore | Private kitchen](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/f32e69c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/5ded1ab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115080000/115077100/115077012/d953c731.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Gioia - Casa Olivieri 

[](https://www.expedia.ca/Pienza-Hotels-Casa-Gioia-Casa-Olivieri.h115077012.Hotel-Information)

Pienza

CA $159

CA $182 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Pienza-Hotels-Casa-Gioia-Casa-Olivieri.h115077012.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117240/ed02be1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117240/a4180ef2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/125000000/124120000/124117300/124117240/d13d4ce2.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/125000000/124120000/124117300/124117240/0c33efbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'La Dimora Di Pienza in Val D'Orcia' with Wi-Fi

[](https://www.expedia.ca/Pienza-Hotels-Apartment-La-Dimora-Di-Pienza-In-Val-DOrcia-With-Wi-Fi.h124117240.Hotel-Information)

Pienza

CA $168

CA $217 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Pienza-Hotels-Apartment-La-Dimora-Di-Pienza-In-Val-DOrcia-With-Wi-Fi.h124117240.Hotel-Information)

![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/37000000/36360000/36359700/36359627/054b2390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/37000000/36360000/36359700/36359627/f3230669.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36360000/36359700/36359627/2df8f8f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/37000000/36360000/36359700/36359627/8d911531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### MDQ Events - A natural oasis on the Via Francigena

[](https://www.expedia.ca/Castiglione-DOrcia-Hotels-MDQ-Events-A-Natural-Oasis-On-The-Via-Francigena.h36359627.Hotel-Information)

catiglione d'orcia

[](https://www.expedia.ca/Castiglione-DOrcia-Hotels-MDQ-Events-A-Natural-Oasis-On-The-Via-Francigena.h36359627.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93700000/93697500/93697424/e03b4424.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/94000000/93700000/93697500/93697424/7d69769f.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

[](https://www.expedia.ca/Montalcino-Hotels-VILLA-BRUNELLO-Twelve-Bedroom-Villa.h93697424.Hotel-Information)

Montalcino

CA $9,473

CA $10,276 total

includes taxes & fees

Apr 10 - Apr 11

[](https://www.expedia.ca/Montalcino-Hotels-VILLA-BRUNELLO-Twelve-Bedroom-Villa.h93697424.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)

![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/1e4c6147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, internet](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/f9a7f1dd.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)

### Independent house in the historic center

[](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.Hotel-Information)

CASTIGLIONE D'ORCIA

9.4/10

Exceptional

(9 reviews)

"We had a wonderful time - beautiful home in a sweet small village. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kristen Y.

CA $246

CA $289 total

includes taxes & fees

Apr 9 - Apr 10

[](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.Hotel-Information)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/6e91d9be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/49bf4281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/5d93306f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/64e505a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Il Focolare" Superior Apartment in Monticchiello

[](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information)

Monticchiello

10/10

Exceptional

(8 reviews)

"An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! "

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Dan

CA $153

CA $188 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109550000/109541800/109541753/7925c1ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven, stovetop](https://images.trvl-media.com/lodging/110000000/109550000/109541800/109541753/3a21e6c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109550000/109541800/109541753/5f821908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/110000000/109550000/109541800/109541753/a21501ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy apartment 2 min from the center

[](https://www.expedia.ca/Radicofani-Hotels-Vrbo-Property.h109541753.Hotel-Information)

Radicofani

10/10

Exceptional

(2 reviews)

"Als PilgerInnen auf der via francigena bietet die Unterkunft alles was wir für einen angenehmen Aufenthalt benötigten.Und toll , dass es für 1 Nacht möglich ist dort zu sein."

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Beate H.

CA $191

CA $295 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Radicofani-Hotels-Vrbo-Property.h109541753.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/78000000/77880000/77871300/77871207/bd182a7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/78000000/77880000/77871300/77871207/72f9b862.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/78000000/77880000/77871300/77871207/3bf7706d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/78000000/77880000/77871300/77871207/a892369d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dimora del Poggio - cozy Tuscan apartment

[](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Apartment.h77871207.Hotel-Information)

San Quirico d'Orcia

10/10

Exceptional

(4 reviews)

"Our hosts were fantastic, the apartment was clean, roomy, and comfortable, and the location was perfect. Easy walk to enjoy shops and dining."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joe B.

CA $186

CA $264 total

includes taxes & fees

Apr 9 - Apr 10

[](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Apartment.h77871207.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/78000000/77060000/77056000/77055922/9346642e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/78000000/77060000/77056000/77055922/680504cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/78000000/77060000/77056000/77055922/ba2fc340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/78000000/77060000/77056000/77055922/401b3a91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment 'Casa Francesca' with Hills View & Courtyard

[](https://www.expedia.ca/Montalcino-Hotels-Apartment-Casa-Francesca-With-Hills-View-Courtyard.h77055922.Hotel-Information)

Montalcino

10/10

Exceptional

(2 reviews)

"Clean property and amazing view. Great location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Angela B.

CA $405

CA $412 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Montalcino-Hotels-Apartment-Casa-Francesca-With-Hills-View-Courtyard.h77055922.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/106000000/105440000/105436100/105436074/31ab26b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105440000/105436100/105436074/5f3dc790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105440000/105436100/105436074/b0d9c6ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105440000/105436100/105436074/6461af31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2-bedroom apartment in the historic center, located in a quiet area.

[](https://www.expedia.ca/Pienza-Hotels-Cozy-2-Bedroom-Apartment-In-The-Historic-Center.h105436074.Hotel-Information)

Pienza

8.0/10

Very good

(1 review)

"Very central convenient location.Perhaps there should have been a mention of the 30 steps between street level and the apartment ."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Wendy L.

[](https://www.expedia.ca/Pienza-Hotels-Cozy-2-Bedroom-Apartment-In-The-Historic-Center.h105436074.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/6a6edf2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/aaeb9549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo, printers](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/6788761b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/107000000/106550000/106548600/106548573/ff10e0c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

[](https://www.expedia.ca/Montalcino-Hotels-Palazzo-Tamanti-Historic-4-Bedroom-Villa-In-Montalcino-Center.h106548573.Hotel-Information)

Montalcino

10/10

Exceptional

(2 reviews)

"Absolutely the most stunning VRBO we have ever stayed at. Majestic In both stature and comfort. Every need anticipated and met. Communication with host and Valentina perfect. The standard of luxury located in a fairy tale setting! A must visit - we did not want to leave!! Cannot say enough about this special villa."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert K.

CA $1,090

CA $1,772 total

includes taxes & fees

May 1 - May 2

[](https://www.expedia.ca/Montalcino-Hotels-Palazzo-Tamanti-Historic-4-Bedroom-Villa-In-Montalcino-Center.h106548573.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103830000/103821200/103821142/23bc7f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103830000/103821200/103821142/aba65f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/104000000/103830000/103821200/103821142/81a6e134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/104000000/103830000/103821200/103821142/2035a69b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Il Podere di Casa Rossa Pienza

[](https://www.expedia.ca/Pienza-Hotels-Il-Podere-Di-Casa-Rossa-Pienza.h103821142.Hotel-Information)

Pienza

10/10

Exceptional

(3 reviews)

"Wonderful views, accommodating hosts"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pete and Alison C.

CA $303

CA $443 total

includes taxes & fees

Apr 21 - Apr 22

[](https://www.expedia.ca/Pienza-Hotels-Il-Podere-Di-Casa-Rossa-Pienza.h103821142.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=2026-04-21&endDate=2026-04-22&regionId=6047918&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Villas

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Cottages

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Aparthotels

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Apartments

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Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Val+d%27Orcia%2C+Tuscany%2C+Italy&regionId=6047918&latLong=43.01101%2C11.601845&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=VACATION_HOME)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Val+d%27Orcia%2C+Tuscany%2C+Italy&regionId=6047918&latLong=43.01101%2C11.601845&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=RESIDENCE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Val+d%27Orcia%2C+Tuscany%2C+Italy&regionId=6047918&latLong=43.01101%2C11.601845&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=CONDO)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Val+d%27Orcia%2C+Tuscany%2C+Italy&regionId=6047918&latLong=43.01101%2C11.601845&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=CHALET)

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## Top Val d'Orcia Hotel Reviews

![Hotel Relais II Chiostro di Pienza](https://images.trvl-media.com/lodging/1000000/900000/893100/893017/45dfbbfc_y.jpg)

### Hotel Relais II Chiostro di Pienza

6/10 Okay

"The room was full of ants and other small insects. I was staying in the middle of Tuscany wine country, I would expect my room to have a corkscrew and at least glass glasses. The room only had flimsy plastic cups. "

[](https://expedia.ca/Pienza-Hotels-Hotel-Relais-II-Chiostro-Di-Pienza.h893017.Hotel-Information)

![Hotel Dei Capitani](https://images.trvl-media.com/lodging/3000000/2530000/2520200/2520185/9036f436_y.jpg)

### Hotel Dei Capitani

10/10 Excellent

"Very friendly staff, excellent location, amazing views."

[](https://expedia.ca/Montalcino-Hotels-Hotel-Dei-Capitani.h2520185.Hotel-Information)

![Hotel San Gregorio](https://images.trvl-media.com/lodging/3000000/2700000/2692200/2692135/0e5f89fd_y.jpg)

### Hotel San Gregorio

10/10 Excellent

"Room was large and very clean. Bed was king sized and comfortable. Check-in was easy with underground parking for a nominal fee. Hotel is right outside downtown area, making it super walkable. Breakfast was great with many options. "

[](https://expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.Hotel-Information)

![Hotel Corsignano](https://images.trvl-media.com/lodging/3000000/2530000/2525700/2525690/ba2de8ee_y.jpg)

### Hotel Corsignano

10/10 Excellent

"The heat in the room and bath were not working. Fortunately there were extra blankets ! "

[](https://expedia.ca/Pienza-Hotels-Hotel-Corsignano.h2525690.Hotel-Information)

![Agriturismo Il Macchione](https://images.trvl-media.com/lodging/23000000/22950000/22946200/22946136/a05f18a1_y.jpg)

### Agriturismo Il Macchione

10/10 Excellent

"It’s a very well maintained property with right mix of everything Agriturismo has to offer. I can only wish I have more nights there."

[](https://expedia.ca/Pienza-Hotels-Agriturismo-Il-Macchione.h22946136.Hotel-Information)

![Castiglion del Bosco, A Rosewood Hotel](https://images.trvl-media.com/lodging/3000000/2180000/2173600/2173539/b9d7e277_y.jpg)

### Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Everything was perfect "

[](https://expedia.ca/Montalcino-Hotels-Rosewood-Castiglion-Del-Bosco.h2173539.Hotel-Information)

![Villa Le Prata - Residenza del Vescovo ](https://images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/236d06d3_y.jpg)

### Villa Le Prata - Residenza del Vescovo 

10/10 Excellent

"Utterly incredible stay, beautiful building and beautiful surroundings, I became ill during my stay and the staff went above and beyond to help me. Every member of staff was so lovely and friendly. Would visit again in a heartbeat!"

[](https://expedia.ca/Montalcino-Hotels-Winery-Boutique-Hotel-Villa-Le-Prata.h75742935.Hotel-Information)

![Mastrojanni Relais](https://images.trvl-media.com/lodging/43000000/42580000/42576200/42576161/eb100684_y.jpg)

### Mastrojanni Relais

10/10 Excellent

"Perfect location and views. Close to Montalcino. Staff went above and beyond. "

[](https://expedia.ca/Montalcino-Hotels-Relais-Mastrojanni.h42576161.Hotel-Information)

![Capanna Suites](https://images.trvl-media.com/lodging/37000000/36330000/36326000/36325942/f458406b_y.jpg)

### Capanna Suites

10/10 Excellent

"Very good"

[](https://expedia.ca/Montalcino-Hotels-Capanna-Suites.h36325942.Hotel-Information)

## Find out more about Val d'Orcia

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Val d'Orcia. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Chianti Region Winery Hotels](https://expedia.ca/Chianti-Region-Hotels-Winery-Hotel.0-0-d603148-tWineryHotel.Travel-Guide-Filter-Hotels)
- [4 Star Hotels in Elba Island](https://expedia.ca/4Star-Elba-Island-Hotels.s40-0-d1090.Travel-Guide-Filter-Hotels)

Cars

- [Buchbinder Car Rentals In Crete Senesi](https://expedia.ca/Buchbinder-Car-Rentals-In-Crete-Senesi.d6342453-c1011.Car-Rental-Guide-Suppliers)
- [Car rentals in Garfagnana](https://expedia.ca/Car-Rentals-In-Garfagnana.d6342621.Car-Rental-Guide)
- [Car rentals in Santa Maria Novella](https://expedia.ca/Car-Rentals-In-Santa-Maria-Novella.d6084343.Car-Rental-Guide)
- [Right Cars Car Rentals In Crete Senesi](https://expedia.ca/Right-Cars-Car-Rentals-In-Crete-Senesi.d6342453-c1070.Car-Rental-Guide-Suppliers)
- [Car rentals near Port of Livorno](https://expedia.ca/Car-Rentals-In-Port-Of-Livorno.d6190962.Car-Rental-Guide)

Packages

- [Flight and Hotel Montagna Fiorentina](https://expedia.ca/Montagna-Fiorentina.d6131290.Destination-Travel-Guides)

General

- [Visit Porto Santo Stefano](https://expedia.ca/Porto-Santo-Stefano.dx6025634)
- [Visit Santa Maria Novella](https://expedia.ca/Florence-Santa-Maria-Novella.dx6084343)
- [Visit Elba Island](https://expedia.ca/Elba-Island.dx1090)
- [Visit Crete Senesi](https://expedia.ca/Crete-Senesi.dx6342453)
- [Visit Pisa City Centre](https://expedia.ca/Pisa-Pisa-City-Centre.dx553248633938945235)
- [Visit Chianti Region](https://expedia.ca/Chianti-Region.dx603148)
- [Visit Brunello di Montalcino Wine Area](https://expedia.ca/Brunello-Di-Montalcino-Wine-Area.dx6342620)
- [Visit Media Valle del Serchio](https://expedia.ca/Media-Valle-Del-Serchio.dx6342673)

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