We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday villas in Castiglione D'Orcia, Italy

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 35 Rentals in Castiglione D'Orcia
loading...
Sort by
From
€300
Per Night
View Details
1 / 20
Payment Protection
8 Bedrooms, 7 Bathrooms, Sleeps 25
Booking
Details Reviews (8) Make Enquiry
From
€120
Per Night
View Details
1 / 16
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
Details Reviews (1) Make Enquiry
From
€80
Per Night
View Details
1 / 24
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Enquiry
From
€160
Per Night
View Details
1 / 16
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Enquiry
Amenities & Details
  • Grill
  • Housekeeping...
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This is one of the apartments of The Harvest Moon holidays house, a typical rural residence with a spectacular pool overlooking the valley, located in the heart of Artistic, Natural and Cultural Park of Val d'Orcia. With direct access to the garden and the swimming pool, it consists of a large... View all property information
Make Enquiry
From
€800
Per Week
View Details
1 / 10
Payment Protection
5 Bedrooms, 3 Bathrooms, Sleeps 9
Details Make Enquiry
Amenities & Details
  • Balcony
  • Fireplace
  • Internet Access
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The apartment is a part of a little hamlet (6 units) called Cecchi Vecchi (department of Siena , municipality of Castiglione d'Orcia). Located on a hill overlooking Val d'Orcia and in particular Montalcino and its vineyards of Brunello, it is provided of a double access (from West and East) and... View all property information
Make Enquiry
From
€800
Per Week
View Details
1 / 12
Payment Protection
8 Bedrooms, 7 Bathrooms, Sleeps 25
Details Make Enquiry
Amenities & Details
  • Balcony
  • Grill
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
About this property
The farm 'Moro Fiacchi' that hosts 'Il Casale di Piera' holiday house, is a typical Tuscan country mansion from the XVII century, with a spectacular pool overlooking the boundless valley, it sits in the very heart of the Val D'Orcia Artistic, Natural and Cultural Park, a short distance away from... View all property information
Make Enquiry
From
€286
Per Night
View Details
1 / 29
Payment Protection
5 Bedrooms, 3 Bathrooms, Sleeps 12
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
Farmhouse Casa Orcia - holiday accommodation in Tuscany with swimming pool is for discerning travelers wishing to spend their holidays in Tuscany. This rental farmhouse is wonderful for a family holiday and located between Pienza (where the english patient was filmed) and San Quirico (a lovely... View all property information
Make Enquiry
From
€164
Per Night
View Details
1 / 12
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Please note these Check-in Day Requirements for this property: Mar 28 - Apr 04 : Saturday check-in required, Saturday check-out required.; Apr 05 - Apr 11 : Saturday check-out required.; Apr 12 - Apr 18 : Saturday check-out required.; Apr 19 - Apr 25 : Saturday check-out required.; Apr 26 - May 02... View all property information
Make Enquiry
From
€90
Per Night
View Details
1 / 16
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
On the ground floor, this holiday apartment in Castiglione d'Orcia, approx. 47 sqm, consists of a large living room with fireplace, divan bed and cable TV, a fully equipped kitchenette with refrigerator, cooking-stove, sink and dishwasher, a large double bedroom (with also a bunk bed for extra... View all property information
Make Enquiry
From
€242
Per Night
View Details
1 / 24
Payment Protection
5 Bedrooms, 3 Bathrooms, Sleeps 12
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Private Indoor Pool
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This characteristic 320 m2 farmhouse is placed on two levels. The farmhouse has a spacious living room with access to a beautiful terrace. This furnished outdoor terrace is a perfect place for outdoor dining and relaxing. The farmhouse sleeps 12 in 4 double rooms, 1 twin room plus 2 extra single... View all property information
Make Enquiry
Get the List
From
€160
Per Night
View Details
1 / 10
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Enquiry
Amenities & Details
  • Grill
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This is one of the apartments of The Harvest Moon holidays house, a typical rural residence with a spectacular pool overlooking the valley, located in the heart of Artistic, Natural and Cultural Park of Val d'Orcia. Situated in the courtyard right in front of the swimming pool, it consists of a... View all property information
Make Enquiry
From
€200
Per Night
View Details
1 / 13
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Enquiry
Amenities & Details
  • Grill
  • Housekeeping...
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This is one of the apartments of The Harvest Moon holidays house, a typical rural residence with a spectacular pool overlooking the valley, located in the heart of Artistic, Natural and Cultural Park of Val d'Orcia. Situated on the first floor, it consists of a large living-kitchen with... View all property information
Make Enquiry
From
€180
Per Night
View Details
1 / 19
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This is one of the apartments of the The Harvest Moon holidays house, a typical rural residence with a spectacular pool overlooking the valley, located in the heart of Artistic, Natural and Cultural Park of Val d'Orcia. It is situated on the first floor, consists of a large living-kitchen with... View all property information
Make Enquiry
From
€86
Per Night
View Details
1 / 17
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
On the ground floor, this holiday apartment in Castiglione d'Orcia, approx. 46 sqm, consists of a large living room with fireplace, divan bed and cable TV, a fully equipped kitchenette with refrigerator, cooking-stove, sink and dishwasher, a large double bedroom and a bathroom fitted with shower.... View all property information
Make Enquiry
From
€90
Per Night
View Details
1 / 15
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
On the ground floor, this holiday apartment in Castiglione d'Orcia, approx. 58 sqm, consists of a large living room with fireplace, divan bed and Sat TV, a fully equipped kitchenette with refrigerator, cooking-stove, sink and dishwasher, a large double bedroom (with also a single bed for an extra... View all property information
Make Enquiry
From
€110
Per Night
View Details
1 / 20
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Nice independent dependance next the main house. Ground floor apartment of 80 sqm. Living room with double sofa bed (1+1/2 sleeps), kitchen corner, one double bedroom with en-suite bathroom with shower, one twin bedroom (can be converted into double) with en-suite shower. Tv sat, internet wi fi... View all property information
Make Enquiry
From
€140
Per Night
View Details
1 / 14
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This is one of the apartments of The Harvest Moon holidays house, a typical rural residence with a spectacular pool overlooking the valley, located in the heart of Artistic, Natural and Cultural Park of Val d'Orcia. With direct access to the garden and the swimming pool, it consists of a large... View all property information
Make Enquiry
From
€170
Per Night
View Details
1 / 19
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 7
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This is one of the apartments of The Harvest Moon holidays house, a typical rural residence with a spectacular pool overlooking the valley, located in the heart of Artistic, Natural and Cultural Park of Val d'Orcia. It situated in the courtyard right in front of the swimming pool, consists of a... View all property information
Make Enquiry
From
€140
Per Night
View Details
1 / 14
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 5
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This is one of the apartments of The Harvest Moon holidays house, a typical rural residence with a spectacular pool overlooking the valley, located in the heart of Artistic, Natural and Cultural Park of Val d'Orcia. With direct access to the garden and the swimming pool, it consists of a large... View all property information
Make Enquiry
From
€500
Per Night
View Details
1 / 24
Payment Protection
8 Bedrooms, 8 Bathrooms, Sleeps 21
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Ping Pong Table
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This beautiful holiday home in the Val d'Orcia, surrounded by gently rolling hills, is near Castiglione d'Orcia (12km), just a few kilometres from the famous spa waters at Bagno Vignoni (10km) and Bagni San Filippo (7km). Surrounded by peace and quiet this lovely farmhouse is on two floors and can... View all property information
Make Enquiry
From
€450
Per Night
View Details
1 / 37
Payment Protection
8 Bedrooms, 7 Bathrooms, Sleeps 24
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This is a typical Tuscan country mansion from the XVII century, with a spectacular pool overlooking the boundless valley, it sits in the very heart of the Val D’Orcia Artistic, Natural and Cultural Park. It consists of following four apartments, each having its own independent open-air meal... View all property information
Make Enquiry
From
€80
Per Night
View Details
1 / 24
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
From
€35
Per Night
View Details
1 / 6
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 5
Details Make Enquiry
From
€100
Per Night
View Details
1 / 24
Payment Protection
6 Bedrooms, 6 Bathrooms, Sleeps 12
Details Make Enquiry
From
€70
Per Night
View Details
1 / 19
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Enquiry
From
€160
Per Night
View Details
1 / 24
Payment Protection
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
From
€120
Per Night
View Details
1 / 14
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 5
Details Make Enquiry
Amenities & Details
  • Grill
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This is one of the apartments of The Harvest Moon holidays house, a typical rural residence with a spectacular pool overlooking the valley, located in the heart of Artistic, Natural and Cultural Park of Val d'Orcia. With direct access to the garden and the swimming pool, it consists of a large... View all property information
Make Enquiry
From
€3,011
Per Week
View Details
1 / 41
8 Bedrooms, 7 Bathrooms, Sleeps 17
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This lovely villa in Southern Tuscany has room for up to 19 guests, and a large pool, spacious grounds, and multiple living rooms and kitchens to accommodate everyone in comfort and style. It’s ideal for a large group or multiple families who want to experience rural Southern Tuscany. (6500... View all property information
Make Enquiry
5 of 5 stars Reviewed 24 September 2012
We stayed at Sant'Alberto (called Villa Enrico and several other names here) for a big family get-together with 10 adults and 7 kids. Short version: it was perfect for a large...
See all reviews
From
€2,308
Per Week
View Details
1 / 42
8 Bedrooms, 7 Bathrooms, Sleeps 19
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Beautiful independent villa with private pool situated in the Orcia valley area, a splendid region south of Siena rich in charming villages and hamlets such us Montalcino, Pienza, San Quirico d’Orcia, Castiglione d’Orcia. This property has been recently restored and turned into a welcoming country... View all property information
Make Enquiry
From
€2,282
Per Week
View Details
1 / 31
8 Bedrooms, 7 Bathrooms, Sleeps 19
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This charming country house lies in the heart of the Val d’Orcia not far from San Quirico deep in the Tuscan countryside. Small hills, agricultural lands and small medieval villages which have remained intact in spite of time, are all distinct features of the surrounding countryside. Within the... View all property information
Make Enquiry
From
€459
Per Week
View Details
1 / 15
2 Bedrooms, 3 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Grill
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Situated in Tuscany, this wonderful property is the ideal location for exciting escapes in Italy. There are 1 double bed and 2 single beds in the villa, so it can comfortably host up to 4 people. There are also 3 bathrooms for individual comfort and privacy. Modern conveniences provided at the... View all property information
Make Enquiry
From
€3,680
Per Week
View Details
1 / 20
1 Bedroom, 10 Bathrooms, Sleeps 21
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Fireplace
  • Internet Access
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Large farmhouse divided into 4 apartments and 2 double bedrooms with bathrooms. Each apartment has a private entrance and two bedrooms (double, single or twin) each with bathrooms, kitchenette or kitchen. Laundry room. A large communal living room with fireplace is available in the main house.... View all property information
Make Enquiry
From
€2,308
Per Week
View Details
1 / 24
8 Bedrooms, 7 Bathrooms, Sleeps 19
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Beautiful independent villa with private pool situated in the Orcia valley area, a splendid region south of Siena rich in charming villages and hamlets such us Montalcino, Pienza, San Quirico dOrcia, Castiglione dOrcia. This property has been recently restored and turned into a welcoming country... View all property information
Make Enquiry
Enquire for rates
1 / 11
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (4) Make Enquiry
Amenities & Details
  • Fireplace
  • Internet Access
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
La Rocca d'Orcia is a small Etruscan village on the Via Francigena, where the residential area of about 500 people fans out around the limestone base of the Rocca di Tentennaro. It's at 1 kilometre from Castiglione d'Orcia, 3 kilometres from Bagno Vignoni and its ancient and famous thermal springs,... View all property information
Make Enquiry
5 of 5 stars Reviewed 8 September 2014
avevo prenotato con un po' di paura come sempre.arrivati...il borgo ci conquista!incantevole bello da sognar di prender casa li'.chiamiamo la sig.barbara e ci accoglie.la casa ci...
5 of 5 stars Reviewed 18 August 2014
abbiamo soggiornato in questo bellissimo appartamento a fine Dicembre 2013. Nel cuore di Rocca d'Orcia, borgo medievale di altri tempi, sembra di vivere in una favola. La casa è...
See all reviews
Enquire for rates
1 / 15
Payment Protection
3 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Hot Tub
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
"1213 La Residenza is perfectly situated in the tiny but charming Piazza San Bernardino. The house is not a typical one: in Italy, this type of home is known as a palazzo signorile, which can be translated as ""noble or gentleman's house"". The first written mention of Castelmuzio dates from 1213;... View all property information
Make Enquiry
Go to map view
Book Online(29)
Use filters to find the best results!

Suitability

  • Wheelchair access (3)
  • Elder access (13)
  • Suitable for children (23)
  • Pet friendly (18)
  • Smoking allowed (18)

Amenities

  • Garden (20)
  • Parking (20)
  • Grill (19)
  • Other outdoor space (18)
  • Wi-Fi (18)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List