A historic building with arched windows and intricate carvings.

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Our top choices for Val d'Orcia vacation homes

1. Alice's House, charm and relaxation

Alice's House, charm and relaxation
Montalcino (SI)
9.8 out of 10, Exceptional, (79 reviews)
"Stunning location in a beautiful part of the country."
United States
Robert S.
The price is ¥26,407
¥33,977 total
includes taxes & fees
Nov 16 - Nov 17
Alice's House, charm and relaxation

2. "Il Focolare" Superior Apartment in Monticchiello

"Il Focolare" Superior Apartment in Monticchiello
Monticchiello
10.0 out of 10, Exceptional, (12 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
Dan
The price is ¥17,605
¥20,246 total
includes taxes & fees
Nov 19 - Nov 20
"Il Focolare" Superior Apartment in Monticchiello

3. A Casetta di Brunello, tranquil and with breathtaking views.

A Casetta di Brunello, tranquil and with breathtaking views.
Montalcino
9.6 out of 10, Exceptional, (24 reviews)
"We loved our stay, the beautiful views and quiet neighborhood were just amazing."
United States
MICHAEL H.
The price is ¥26,407
¥32,745 total
includes taxes & fees
Nov 16 - Nov 17
A Casetta di Brunello, tranquil and with breathtaking views.

4. Casa Gelda, relax with a view.

Casa Gelda, relax with a view.
Castelnuovo dell'Abate
9.6 out of 10, Exceptional, (15 reviews)
"Loved our stay...lovely and quiet..great location "
Australia
Lisa K.
The price is ¥17,605
¥23,766 total
includes taxes & fees
Nov 18 - Nov 19
Casa Gelda, relax with a view.

5. Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views

Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views
Castelnuovo dell'Abate
10.0 out of 10, Exceptional, (1 review)
"Il Borghetto is a renovated house in the little village of Castelnuovo dell'Abate, one of the medieval hilltop villages in the UNESCO world heritage-listed Val D'Orcia. It is charming and the beds are very comfortable, but be prepared to take luggage up a steep street to the front door and then steep stairs to both bedrooms. Each bedroom is on a different floor so there is considerable privacy. The piece de la resistance is the rooftop terrace, with 180 degree panoramic views over the valley and...
Australia
Judith F.
The price is ¥21,126
¥26,231 total
includes taxes & fees
Nov 16 - Nov 17
Il Borghetto - The House on Elba, Rooftop Terrace with Panoramic Views

6. Podere Belsogno-camera Lavanda

Podere Belsogno-camera Lavanda
Montalcino
10.0 out of 10, Exceptional, (5 reviews)
"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
Johannes S.
The price is ¥21,126
¥22,358 total
includes taxes & fees
Nov 16 - Nov 17
Podere Belsogno-camera Lavanda

7. Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza
Bagni San Filippo
10.0 out of 10, Exceptional, (1 review)
"Terme House is just as described. It had all of the amenities mentioned and was clean. We wanted a place just off ss2 - perfect location and quiet town. 5 stars!!!"
United States
Lori
The price is ¥17,429
¥23,590 total
includes taxes & fees
Nov 17 - Nov 18
Terme bagni san filippo La Balena Bianca a due passi: Casa Nuova con Terrazza

8. A typical Tuscan country house

A typical Tuscan country house
Montalcino
The price is ¥16,953
¥24,875 total
includes taxes & fees
Nov 23 - Nov 24
A typical Tuscan country house

9. Holiday Home 'Colline' with Balcony and Wi-Fi

Holiday Home 'Colline' with Balcony and Wi-Fi
Radicofani
8.0 out of 10, Very good, (1 review)
The price is ¥28,520
¥34,505 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Home 'Colline' with Balcony and Wi-Fi

10. Podere Giardino Wine & Bed – Glicine Apartment: Country House with Pool, Wi-Fi & AC

Podere Giardino Wine & Bed – Glicine Apartment: Country House with Pool, Wi-Fi & AC
Montalcino
10.0 out of 10, Exceptional, (1 review)
"Podere Giardino is an amazing place to stay. You need a car but that’s true anywhere in Tuscany. Our apartment “Glicine” was 2 bedrooms and 2 bathrooms - a ton of space. It was clean and had absolutely everything you need to enjoy your stay. Super well stocked kitchen to cook a great meal. The pool was a highlight for us as it was hot outside and was very peaceful. We toured Italy for a month and this place was our favourite - truly a paradise away from the crowds. Ah the Tuscan...
Canada
Patrick D.
The price is ¥81,862
¥82,566 total
includes taxes & fees
Nov 30 - Dec 1
Podere Giardino Wine & Bed – Glicine Apartment: Country House with Pool, Wi-Fi & AC

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

Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center
Montalcino
10.0 out of 10, Exceptional, (5 reviews)
"Super property! Will recommend to anyone. Fully operational properly, excellent location with so many restaurants around. We had a great time!"
United States
Shree S.
The price is ¥142,598
¥209,672 total
includes taxes & fees
Nov 16 - Nov 17
Palazzo Tamanti - 4 King BR 6 Bath Estate Home in Montalcino Center

12. Federico's Cantuccio, a cozy apartment in the heart of Radicofani

Federico's Cantuccio, a cozy apartment in the heart of Radicofani
Radicofani
The price is ¥12,675
¥15,316 total
includes taxes & fees
Nov 17 - Nov 18
Federico's Cantuccio, a cozy apartment in the heart of Radicofani

13. Eagle House

Eagle House
CHIANCIANO
10.0 out of 10, Exceptional, (3 reviews)
"Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! "
United States
Rob C.
The price is ¥33,273
¥45,772 total
includes taxes & fees
Nov 16 - Nov 17
Eagle House

14. Double room with private bathroom in the countryside, 5 minutes from Montepulciano

Double room with private bathroom in the countryside, 5 minutes from Montepulciano
Toscana
The price is ¥19,013
¥27,111 total
includes taxes & fees
Nov 16 - Nov 17
Double room with private bathroom in the countryside, 5 minutes from Montepulciano

15. Le Roghete

Le Roghete
Acquapendente
9.4 out of 10, Exceptional, (3 reviews)
"The address of the hotel was wrong on the Hotels.com web site. After an anxious hour or so our host was kind enough to come and get us, we were on foot walking the Via Francigena and the additional 4 miles back would have been a killer. Our host arranged for a cab the next morning so we were back on schedule. Worth the cab expense to keep on schedule. Wonderful evening meal and a great hotel. I would visit it again."
United States
Mark
The price is ¥14,156
¥15,571 total
includes taxes & fees
Nov 16 - Nov 17
Le Roghete

16. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Casamaggiore
10.0 out of 10, Exceptional, (1 review)
"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...
United Kingdom
Anna
The price is ¥12,962
¥16,899 total
includes taxes & fees
Dec 16 - Dec 17
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

17. Holiday Home in Villa Pandolfina near Montepulciano

Holiday Home in Villa Pandolfina near Montepulciano
Acquaviva
10.0 out of 10, Exceptional, (1 review)
"Pros: L'appartamento è molto spazioso e comodo con una vista panoramica sulla campagna di Montepulciano Cons: Nulla da rilevare"
Italy
Anonymous traveler
The price is ¥38,977
¥48,483 total
includes taxes & fees
Nov 16 - Nov 17
Holiday Home in Villa Pandolfina near Montepulciano

18. Charming Siena Countryside Stay

Charming Siena Countryside Stay
Monterongriffoli
The price is ¥55,455
¥72,531 total
includes taxes & fees
Nov 16 - Nov 17
Charming Siena Countryside Stay

19. Romantic farmhouse in the Sienese hills

Romantic farmhouse in the Sienese hills
Trequanda, Siena
7.0 out of 10, Good, (2 reviews)
"Zum positiven: Kommunikation mit dem Gastgeber war sehr gut und informativ. Check in war gut, Antonio der die Übergabe der Schlüssel und die Erläuterung zum Appartement machte sprach leider nur italienisch, aber er war sehr freundlich und mit Händen und Füßen funktionierte es gut. Das Apartment war wirklich sehr schön und mit Liebe zum Detail eingerichtet. Die Location war wirklich sehr schön.Nun zum negativen: An allen Fenstern der Unterkunft waren keine Fliegengitter angebracht was es...
United States
Harald B.
The price is ¥19,013
¥32,921 total
includes taxes & fees
Nov 16 - Nov 17
Romantic farmhouse in the Sienese hills

20. Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included

Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
Monteroni d'Arbia
The price is ¥16,724
¥19,541 total
includes taxes & fees
Nov 23 - Nov 24
Tuscan House: Spacious Traditional Apartment with a Large Outdoor Area and Breakfast Included
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.
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Top Val d'Orcia Hotel Reviews

Find out more about Val d'Orcia

Val d'Orcia Vacation Homes information

Number of reviews
133
Accommodation
95 Vacation Homes
Lowest Price
¥15,316
Highest Price
¥209,672

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