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Our top choices for Castiglione d'Orcia villas

1. Wp Relais Villa Vignalunga

Wp Relais Villa Vignalunga
CASTIGLIONE D'ORCIA (SI)
10.0 out of 10, Exceptional, (58 reviews)
"Amazing place to stay!! Absolutely beautiful home with unbeatable views of the countryside. The pool was wonderful to come home to after exploring. The host was also super responsive and helped us set up an amazing cooking class/dinner which far far exceeded our expectations. I wouldn’t stay anywhere else if I ever come back to Tuscany!!"
United States
Samantha L.
The price is AU$1,189
includes taxes & fees
18 Nov - 19 Nov
Wp Relais Villa Vignalunga

2. WPRELAIS BORGO VIGNALUNGA

WPRELAIS BORGO VIGNALUNGA
Toscana
10.0 out of 10, Exceptional, (39 reviews)
"This villa is amazing! The views are spectacular. The home is awesome! The property is beautiful! "
United States
Jeremy F.
The price is AU$1,541
includes taxes & fees
22 Nov - 23 Nov
WPRELAIS BORGO VIGNALUNGA

3. '...a delicious farmhouse in the countryside where only the wind blows...'

'...a delicious farmhouse in the countryside where only the wind blows...'
Campiglia d'Orcia
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals...
United States
Li-Shen L.
The price is AU$2,176
includes taxes & fees
24 Nov - 25 Nov
'...a delicious farmhouse in the countryside where only the wind blows...'

4. VILLA IL POGGIO - Four Bedroom Villa, Sleeps 8

VILLA IL POGGIO - Four Bedroom Villa, Sleeps 8
Montalcino
The price is AU$5,995
includes taxes & fees
26 Nov - 27 Nov
VILLA IL POGGIO - Four Bedroom Villa, Sleeps 8

5. Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi
San Quirico d'Orcia
The price is AU$2,992
includes taxes & fees
30 Nov - 1 Dec
Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi

6. Quercetino: Authentic Tuscan country house near Val d'Orcia & hot springs - Sleeps 10

Quercetino: Authentic Tuscan country house near Val d'Orcia & hot springs - Sleeps 10
Montenero
The price is AU$885
includes taxes & fees
1 Dec - 2 Dec
Quercetino: Authentic Tuscan country house near Val d'Orcia & hot springs - Sleeps 10

7. VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino
Montalcino
The price is AU$10,372
includes taxes & fees
14 Nov - 15 Nov
VILLA BRUNELLO - Luxury Country Retreat 10 minutes to Montalcino

8. Artisti del Cavallo Tourism

Artisti del Cavallo Tourism
Foiano della Chiana
8.4 out of 10, Very good, (25 reviews)
"Good house for one night. "
Germany
Heiner
The price is AU$135
includes taxes & fees
15 Nov - 16 Nov
Artisti del Cavallo Tourism

9. Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w
Trequanda
The price is AU$381
includes taxes & fees
14 Dec - 15 Dec
Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w

10. Villa Falco-Cignella Resort Apartments in Tuscany

Villa Falco-Cignella Resort Apartments in Tuscany
Trequanda
The price is AU$465
includes taxes & fees
28 Nov - 29 Nov
Villa Falco-Cignella Resort Apartments in Tuscany

11. Charming Tuscan villa with a private infinity pool

Charming Tuscan villa with a private infinity pool
Castel del Piano
The price is AU$1,922
includes taxes & fees
14 Nov - 15 Nov
Charming Tuscan villa with a private infinity pool

12. Villa Cielo- Cignella Resort Tuscany Accommodation

Villa Cielo- Cignella Resort Tuscany Accommodation
Trequanda
The price is AU$469
includes taxes & fees
28 Nov - 29 Nov
Villa Cielo- Cignella Resort Tuscany Accommodation

13. Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi
Torrita di Siena
10.0 out of 10, Exceptional, (1 review)
"Our first trip to Tuscany was made extra special by our accommodations. From the moment we arrived, our hosts Nunzia and Luca were so attentive to all our needs. They made sure we had great recommendations. We even spent a few hours at their house doing wine tasting and a tour of their operation. Make sure you get to try Day 1 wine…was my favorite!! Would highly recommend this location as a great landing spot in Tuscany. Located so close to many great little villages."
United States
Nate D.
The price is AU$3,133
includes taxes & fees
15 Nov - 16 Nov
Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi

14. Il Poggio dell'Eremita

Il Poggio dell'Eremita
Sinalunga
10.0 out of 10, Exceptional, (74 reviews)
"Fantastic place! Great location. "
Canada
Paul Q.
The price is AU$276
includes taxes & fees
17 Nov - 18 Nov
Il Poggio dell'Eremita

15. Godiluva, Weinvilla

Godiluva, Weinvilla
Toscana
The price is AU$5,652
includes taxes & fees
14 Dec - 15 Dec
Godiluva, Weinvilla

16. Villa Aquila-Cignella Resort Acommodation Tuscany

Villa Aquila-Cignella Resort Acommodation Tuscany
Trequanda
The price is AU$779
includes taxes & fees
14 Dec - 15 Dec
Villa Aquila-Cignella Resort Acommodation Tuscany

17. Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi

Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AU$881
includes taxes & fees
14 Nov - 15 Nov
Chalet "Villa Falco" with Shared Pool, Private Terrace & Wi-Fi

18. Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi

Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi
Trequanda
The price is AU$911
includes taxes & fees
14 Nov - 15 Nov
Apartment In A Hotel "Villa Pesca" with Shared Pool, Private Balcony & Wi-Fi

19. Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi

Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AU$911
includes taxes & fees
14 Nov - 15 Nov
Apartment In A Hotel "Villa Cielo" with Shared Pool, Private Terrace & Wi-Fi

20. Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi

Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
Trequanda
The price is AU$911
includes taxes & fees
14 Nov - 15 Nov
Apartment In A Hotel "Villa Salvia" with Shared Pool, Private Terrace & Wi-Fi
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.

Learn more about Castiglione d'Orcia

Medieval stone buildings crown this hilltop village where the main square offers spectacular views across Val d'Orcia. Climb the fortress tower for panoramic vistas, then sample local pecorino cheese and Brunello wines at family-run trattorias.

A historic town with stone buildings, a prominent castle on a hill, and snow-capped mountains in the background.