Title: Val d'Orcia Vacation Rentals from CA $137: 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)[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)

# Val d'Orcia Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-12-28&endDate=2025-12-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=6047918&startDate=2025-12-29&endDate=2025-12-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[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)

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

![Exterior](https://images.trvl-media.com/lodging/49000000/48840000/48837200/48837118/9a24ba4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/49000000/48840000/48837200/48837118/7290fd10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/49000000/48840000/48837200/48837118/ad75fefb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/49000000/48840000/48837200/48837118/c6793766.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The house in the village - Angelica apartment - Vald'Orcia

[](https://www.expedia.ca/Pienza-Hotels-The-House-In-The-Village-Angelica-Apartment-ValdOrcia.h48837118.Hotel-Information)

Monticchiello

10/10

Exceptional

(11)

"Nice and comfortable house in a beautiful tiny village "

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

Lana A.

CA $143

CA $176 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Pienza-Hotels-The-House-In-The-Village-Angelica-Apartment-ValdOrcia.h48837118.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/3dabcf3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/fbd3a173.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/f9b59b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69550000/69548900/69548805/0ff1b26b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Podere Belsogno-camera Lavanda

[](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno-Camera-Lavanda.h69548805.Hotel-Information)

Montalcino

10/10

Exceptional

(4)

"The stay was very pleasant, the room was very tidy and cosy. The view when waking up is breathtaking, as well as the whole place. Exactly as stated in the pictures. We were very welcomed by the host and you get a good breakfast. Would definitely come back again if I‘m in the area! Thank you very much for the stay!"

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

Johannes S.

CA $193

CA $225 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno-Camera-Lavanda.h69548805.Hotel-Information)

![Deluxe Double Room | View from room](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/ac017ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/abe116db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Cottage, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/748ab5cd.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)

### Affitacamere Maria Gabriella

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

Pienza

9.8/10

Exceptional

(51)

"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

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

![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18976500/18976420/7d70a4e6.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)

### The House of Alice, charm and relaxation

[](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information)

Montalcino (SI)

9.8/10

Exceptional

(67)

"Really enjoyed our stay. Loved the town and the accommodation was superb. "

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

Michelle C.

CA $241

CA $327 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Montalcino-Hotels-The-House-Of-Alice.h18976420.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/5ff3c1e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/e3578963.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/4589cff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/24000000/23280000/23275600/23275535/d909396a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Gelda house, relax with a view

[](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.Hotel-Information)

Castelnuovo dell'Abate

9.6/10

Exceptional

(14)

"Loved our stay...lovely and quiet..great location "

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

Lisa K.

CA $161

CA $229 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Montalcino-Hotels-The-Gelda-House.h23275535.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/ddcd9ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/e9d49b89.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)

"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 $232

CA $274 total

includes taxes & fees

Dec 29 - Dec 30

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

![Front of property](https://images.trvl-media.com/lodging/10000000/9760000/9754500/9754480/5116ff5c.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)

![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)

### Idolina Guest House

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

Montalcino

9.4/10

Exceptional

(105)

"The room met our expectations. Fulvia welcomed us and provided all info we needed. She was lovely and the room spacious and cosy. The location was perfect for our needs and we were very pleased."

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

Kathrin

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

![Interior](https://images.trvl-media.com/lodging/97000000/96530000/96521100/96521092/e31b2783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96530000/96521100/96521092/03dbaed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96530000/96521100/96521092/ecaf03ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, electric kettle](https://images.trvl-media.com/lodging/97000000/96530000/96521100/96521092/1f8dbfcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Il Borghetto - La Ghibellina Townhouse, private apartment with balcony 

[](https://www.expedia.ca/Montalcino-Hotels-Vrbo-Property.h96521092.Hotel-Information)

Castelnuovo dell'abate

9.0/10

Wonderful

(2)

"Great location and a well maintained property"

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

Matt D.

CA $193

CA $261 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Montalcino-Hotels-Vrbo-Property.h96521092.Hotel-Information)

![Camera Superior, vista città, primo piano senza ascensore](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/c5b2d059.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/cc713796.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)

![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)

### TuscanyLettings Studio&Room

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

Pienza

10/10

Exceptional

(1)

"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"

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

keita

CA $126

CA $146 total

includes taxes & fees

Jan 12 - Jan 13, 2026

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

![Exterior detail](https://images.trvl-media.com/lodging/110000000/109550000/109541800/109541753/0fe264e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109550000/109541800/109541753/35cb6d6a.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)

### Cozy apartment 2 min from the center

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

Radicofani

10/10

Exceptional

(2)

"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 $176

CA $354 total

includes taxes & fees

Jan 11 - Jan 12, 2026

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

![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)

![Outdoor dining](https://images.trvl-media.com/lodging/37000000/36080000/36077800/36077744/13261dd9.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)

### The Casetta di Brunello, quiet and breathtaking views

[](https://www.expedia.ca/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.Hotel-Information)

Montalcino

9.6/10

Exceptional

(17)

"Very beautiful location, clean exactly represented as advertised. A little limited for local eating. We cooked dinner in. Would recommend it to others. Cheers"

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

David & Teri B.

CA $241

CA $327 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Montalcino-Hotels-La-Casetta-Di-Brunello.h36077744.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40090000/40085700/40085671/d6382af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/41000000/40090000/40085700/40085671/6c2f9b63.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/41000000/40090000/40085700/40085671/887db38d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/41000000/40090000/40085700/40085671/e02ba848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SUITE WINE - Relax & Design in the Heart of the Valdorcia

[](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Relax-Design-In-The-Heart-Of-The-Valdorcia.h40085671.Hotel-Information)

San Quirico d'Orcia

10/10

Exceptional

(9)

"Beautiful, clean, comfortable apartment in a great location."

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

priscilla e.

CA $507

CA $626 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Relax-Design-In-The-Heart-Of-The-Valdorcia.h40085671.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38280000/38275100/38275038/e55e7cc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/39000000/38280000/38275100/38275038/1cee29f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/39000000/38280000/38275100/38275038/37de77d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/39000000/38280000/38275100/38275038/ab9384c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ermione seen on the Val d'Orcia

[](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Ermione-Seen-On-The-Val-DOrcia.h38275038.Hotel-Information)

Castiglione d'Orcia

8.8/10

Excellent

(3)

"Alles top"

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

ANDREAS ALEXANDER

CA $196

CA $281 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Ermione-Seen-On-The-Val-DOrcia.h38275038.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/b292d2a2.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)

### Charming apartment in the historic center with large terrace and beautiful view

[](https://www.expedia.ca/Montalcino-Hotels-Charming-Apartment-In-The-Historic-Center-With-Large-Terrace-And-Beautiful-View.h101306918.Hotel-Information)

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 $159

CA $277 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Montalcino-Hotels-Charming-Apartment-In-The-Historic-Center-With-Large-Terrace-And-Beautiful-View.h101306918.Hotel-Information)

![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)

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

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/78000000/77880000/77871300/77871207/97717c43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/78000000/77880000/77871300/77871207/5783b95c.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)

"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 $192

CA $270 total

includes taxes & fees

Jan 7 - Jan 8, 2026

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

![Interior](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/8477e2d7.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/37000000/36370000/36364900/36364803/3f2e2df7.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/a8b308d2.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)

"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 $161

CA $196 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/78000000/77060000/77056000/77055922/ec256d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/78000000/77060000/77056000/77055922/6c598182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/78000000/77060000/77056000/77055922/5ab0a17c.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)

### 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)

"Clean property and amazing view. Great location "

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

Angela B.

CA $265

CA $271 total

includes taxes & fees

Jan 1 - Jan 2, 2026

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

![Terrace/patio](https://images.trvl-media.com/lodging/50000000/49030000/49021100/49021082/2212ec2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/50000000/49030000/49021100/49021082/58fb621d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/50000000/49030000/49021100/49021082/e3fcffb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/50000000/49030000/49021100/49021082/9daa6149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Finestra Dell'Angelo

[](https://www.expedia.ca/Pienza-Hotels-Finestra-DellAngelo.h49021082.Hotel-Information)

Pienza

10/10

Exceptional

(1)

"Our family of twelve, aged 8 to 80 years, stayed in three separate apartments. Two were in the same building on separate floors, and the third was a 5 minute walk away. All units were located in beautiful downtown Pienza with many dining, shopping and tourist sites within an easy walk for all members of the family. For a family of Midwest Americans staying in the middle of an old city walkable to nearly everything was w amazing. The separate units worked out fine for us as walking the town was...

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

James M.

CA $114

CA $174 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Pienza-Hotels-Finestra-DellAngelo.h49021082.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/3f14cab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/2a33aa4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/3ee75121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/70000000/69550000/69544400/69544397/8d2de3b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Podere Belsogno

[](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno.h69544397.Hotel-Information)

Montalcino

10/10

Exceptional

(1)

"Charming and attentive hosts, stunning terrace with amazing views and a modern, attractive and well equipped rental that was a short walk to downtown Montalcino. We had a fabulous time and would go back again."

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

David P.

CA $563

CA $644 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Montalcino-Hotels-Podere-Belsogno.h69544397.Hotel-Information)

![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)

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

![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)

### 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 $260

CA $296 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Pienza-Hotels-Hotel-San-Gregorio.h2692135.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=2026-01-11&endDate=2026-01-12&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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Apartments

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Private vacation homes

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Residences

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Aparthotels

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Val+d%27Orcia%2C+Tuscany%2C+Italy&regionId=6047918&latLong=43.01101%2C11.601845&adults=2&startDate=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=COTTAGE)

Condos

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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=2026-03-28&d1=2026-03-28&endDate=2026-03-31&d2=2026-03-31&lodging=CHALET)

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## Top Val d'Orcia Hotel Reviews

![Villa Le Prata - Residenza del Vescovo ](https://images.trvl-media.com/lodging/76000000/75750000/75743000/75742935/6d575777_y.jpg)

### Villa Le Prata - Residenza del Vescovo 

10/10 Excellent

"We had a lovely stay here. It's a short drive from town and a beautiful property. We did a wine tasting of the delicious estate wines and a cooking class as well. The room is spacious, comfortable, and well decorated. The staff is really attentive and took great care of us, giving us advice on where to go, helping us get the car to town and make reservations, etc. We used the hot tub which was fantastic. Thanks for a great relaxing stay!"

[](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

"This was heaven on earth!! Completely over-exceeded my expectations! Room was so nice, comfortable, and relaxing. A perfect retreat to our busy trip. Also, the wine tour and restaurant can't be missed!! "

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

![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)

![Affitacamere Maria Gabriella](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/ac017ccb_y.jpg)

### Affitacamere Maria Gabriella

10/10 Excellent

"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. "

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

![Capanna Suites](https://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](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)

## 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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- [Best Hotels in Cinque Terre National Park](https://expedia.ca/Cinque-Terre-National-Park-Hotels.d180063.Travel-Guide-Hotels)
- [Hotels in Duomo](https://expedia.ca/Duomo-Florence-Hotels.0-n6084346-0.Travel-Guide-Filter-Hotels)
- [Best Hotels in Amalfi Coast](https://expedia.ca/Amalfi-Coast-Hotels.d180060.Travel-Guide-Hotels)
- [5 Star Hotels in Costa Smeralda](https://expedia.ca/5Star-Costa-Smeralda-Hotels.s50-0-d6049197.Travel-Guide-Filter-Hotels)
- [Chianti Region Winery Hotels](https://expedia.ca/Chianti-Region-Hotels-Winery-Hotel.0-0-d603148-tWineryHotel.Travel-Guide-Filter-Hotels)

Flights

- [Cheap Tickets from Amalfi Coast](https://expedia.ca/lp/flights/180060/flights-from-amalfi-coast)
- [Flights to QSR](https://expedia.ca/Cheap-Flights-To-Amalfi-Coast.d180060.Travel-Guide-Flights)

Cars

- [Car rentals in Santa Maria Novella](https://expedia.ca/Car-Rentals-In-Santa-Maria-Novella.d6084343.Car-Rental-Guide)
- [Car rentals in Amalfi Coast](https://expedia.ca/Car-Rentals-In-Amalfi-Coast.d180060.Car-Rental-Guide)
- [Car rentals near Port of Livorno](https://expedia.ca/Car-Rentals-In-Port-Of-Livorno.d6190962.Car-Rental-Guide)

Activities

- [Things to do in Amalfi Coast](https://expedia.ca/Things-To-Do-In-Amalfi-Coast.d180060.Travel-Guide-Activities)
- [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)
- [Flight and Hotel Capri Island](https://expedia.ca/Capri-Island.d180062.Destination-Travel-Guides)
- [Terme di Saturnia](https://expedia.ca/Terme-Di-Saturnia-Manciano.d6150383.Vacation-Attraction)
- [Flight and Hotel Amalfi Coast](https://expedia.ca/Amalfi-Coast.d180060.Destination-Travel-Guides)
- [Flight and Hotel Cinque Terre National Park](https://expedia.ca/Cinque-Terre-National-Park.d180063.Destination-Travel-Guides)

Vacation Rentals

- [Amalfi Coast Short Term 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)

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