35 Best Vacation Rentals in Castiglione D'Orcia - Holiday Lettings - Cabins

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Castiglione D'Orcia

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2,102 Vacation rentals

(3) Excellent 

30

Vacation farmhouse in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 90 mi
  • Child friendly
  • Pet friendly
The farm Le Rogheta, 1 km from the village of Campiglia D'Orcia, in the province of Siena, is in a hilly location and overlooks a large and beautiful landscape. We are in-Artistic Natural and Cultural Park of Val d'Orcia, which was declared in 2004 by UNESCO World Herit …see more

from $81 / night

$564 - $781 / week

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from $81 / night

19

Castiglione D'Orcia Vacation home rental

Province of Siena / Castiglione D'Orcia

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
The Villa is part of a hamlet settled on top of a hill in the Orcia valley. It is just at 2,5km from the village Cartiglion d'Orcia and just about 10 km far from Monte Amiata. The villa has a wide private garden and a stunning vieux over the countryside of Val d'Orcia …see more

from $205 / night

$579 - $1,227 / week

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Responds fast!
avg. 3 hours 54 minutes

from $205 / night

(4) Excellent 

26

Castiglione D'Orcia Vacation apartment rental

Province of Siena / Castiglione D'Orcia

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Apartment located in the central square of the village of Rocca d'Orcia, a medieval palace, recently renovated and nicely decorated. It consists of 1 large living kitchen with fireplace, 2 large bedrooms, 2 bathrooms, no. 1 small Rumpus room with front garden. Make sure …see more

from $87 / night

$434 / week

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from $87 / night

(1) Excellent 

6

Ski townhouse to rent in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 100 mi
  • Ski
The holiday house Mary and Louis is located in the quiet village of Campiglia d'Orcia (810 meters above sea level) in the province of Siena, situated on the slopes of Monte Amiata and overlooking the beautiful Val d'Orcia. Immersed in the peace and quiet, our apartment …see more

from $62 / night

$434 / week

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from $62 / night

(7) Excellent 

11

Castiglione D'Orcia Vacation apartment accommodation

Province of Siena / Castiglione D'Orcia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
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 ancien …see more

from $78 / night

$547 / week

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from $78 / night

(1) Excellent 

22

Apartment rental in Castiglione D'Orcia with shared pool

Province of Siena / Castiglione D'Orcia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Girasole is an independent apartment located on the second floor of an old farmhouse used as a farmhouse. It has a total area of ​​100 square meters and consists of a large living room with fireplace and kitchen, two double bedrooms and a bathroom. Outside there is a la …see more

from $223 / night

$1,561 / week

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from $223 / night

33

Castiglione D'Orcia Vacation farmhouse rental

Castiglione D'Orcia / Gallina

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 90 mi
  • Child friendly
  • Pet friendly
The farm Le Rogheta, 1 km from the village of Campiglia D'Orcia, in the province of Siena, is in a hilly location and overlooks a large and beautiful landscape. We are in-Artistic Natural and Cultural Park of Val d'Orcia, which was declared in 2004 by UNESCO World Herit …see more

from $161 / night

$1,128 - $1,561 / week

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from $161 / night

16

Castiglione D'Orcia Vacation b&b rental

Province of Siena / Castiglione D'Orcia

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The Podere Perelli is a unique place, situated at the top of the Hill, directly opposite the Rocca d'Orcia, dominates with a breathtaking view of the vast and poetic landscape of Siena. Old farm house, the subject of a recent restoration in which the purity of the moder …see more

from $75 / night

$1,041 - $3,123 / week

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from $75 / night

21

Castiglione D'Orcia Vacation farmhouse rental

Province of Siena / Castiglione D'Orcia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Olivo is an independent apartment on the ground floor of an old farmhouse used as a farmhouse. It has a total area of ​​100 square meters and consists of a large living room with fireplace and kitchen, two double bedrooms and two bathrooms, with the additional possibili …see more

from $223 / night

$1,561 / week

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from $223 / night

61

Castiglione D'Orcia Vacation villa rental

Province of Siena / Castiglione D'Orcia

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
The villa has a beautiful view of the Val d'Orcia. It is surrounded by its private park with pine trees and oak grove. It is completely renovated. It has an outdoor barbecue a solarium and the indoor gym. The place is ideal if you wish tranquility, clean air, take walks …see more

from $87 / night

$496 / week

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from $87 / night

(3) Excellent 

29

Vacation farmhouse in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 90 mi
  • Child friendly
  • Pet friendly
The farm Le Rogheta, 1 km from the village of Campiglia D'Orcia, in the province of Siena, is in a hilly location and overlooks a large and beautiful landscape. We are in-Artistic Natural and Cultural Park of Val d'Orcia, which was declared in 2004 by UNESCO World Herit …see more

from $81 / night

$564 - $781 / week

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from $81 / night

(2) Excellent 

32

Villa rental in Castiglione D'Orcia with swimming pool

Province of Siena / Castiglione D'Orcia

6 15 1 night min

  • 6 bedrooms
  • Sleeps 15
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
The villa is composed of three apartments with independent access, two are situated in the main structure and have a surface area of ​​100 square meters each, the third of about 60 square meters is located in the annex adjacent stone. All have large living room with kit …see more

from $744 / night

$5,204 / week

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from $744 / night

20

Villa rental in Castiglione D'Orcia with swimming pool

Province of Siena / Castiglione D'Orcia

1 21 7 nights min

  • 1 bedroom
  • Sleeps 21
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 av …see more

from $1,018 / night

$7,124 - $9,850 / week

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from $1,018 / night

(5) Excellent 

67

Vacation apartment in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 60 mi
  • Child friendly
  • Pet friendly
Dall'attenta ristrutturazione di un antico casale in pietra di campagna in stile toscano, immerso nelle dolci colline della Val d'Orcia, con vista mozzafiato, sono stati ricavati vari appartamenti, tra cui: - un monolocale, al piano terra (2 posti + possibilità di letto …see more

from $81 / night

$533 - $669 / week

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Responds fast!
avg. 2 hours 45 minutes

from $81 / night

20

Vacation apartment in Castiglione D'Orcia

Castiglione D'Orcia / Gallina

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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 showe …see more

from $137 / night

$682 - $1,053 / week

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Responds fast!
avg. 1 hour 53 minutes

from $137 / night

21

Vacation villa in Gallina

Castiglione D'Orcia / Gallina

5 12 21 nights min

  • 5 bedrooms
  • Sleeps 12
  • 21 nights min
  • Child friendly
  • Ask about pets
  • Private garden
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 t …see more

from $298 / night

$2,082 / week

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from $298 / night

24

Vacation villa with swimming pool in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

5 15 Min stay varies

  • 5 bedrooms
  • Sleeps 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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 farmho …see more

from $620 / night

$2,354 - $5,167 / week

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Responds fast!
avg. 1 hour 27 minutes

from $620 / night

20

Villa rental in Gallina with swimming pool

Castiglione D'Orcia / Gallina

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Just South of Siena, The Val d'Orcia is UNESCO World Heritage. Its enchanting towns and villages like Montalcino and Pienza are surrounded by a sea of vines and olives whose slopes intermittently give way to deep forest of pines, chestnuts and oaks, cool and refreshing. …see more

from $273 / night

$1,859 - $2,974 / week

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Responds fast!
avg. 2 hours 51 minutes

from $273 / night

(10) Excellent 

50

Castiglione D'Orcia Vacation apartment rental

Province of Siena / Castiglione D'Orcia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 70 mi
  • Child friendly
  • Pet friendly
From a careful renovation of an old farmhouse in the countryside stone in Tuscan style, nestled in the rolling hills of the Val d'Orcia, with stunning views, they were derived various apartments, including: - a first floor apartment (4 beds + possibility extra beds for …see more

from $116 / night

$694 - $1,053 / week

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Responds fast!
avg. 2 hours 45 minutes

from $116 / night

17

Vacation apartment in Gallina

Castiglione D'Orcia / Gallina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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 a …see more

from $112 / night

$496 - $837 / week

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Responds fast!
avg. 1 hour 53 minutes

from $112 / night

(1) Excellent 

18

Vacation apartment in Castiglione D'Orcia

Castiglione D'Orcia / Gallina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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 b …see more

from $107 / night

$477 - $837 / week

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Responds fast!
avg. 1 hour 27 minutes

from $107 / night

15

Vacation apartment in Gallina

Castiglione D'Orcia / Gallina

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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 als …see more

from $112 / night

$496 - $837 / week

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Responds fast!
avg. 1 hour 53 minutes

from $112 / night

19

Vacation apartment with shared pool in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Grape is a completely independent apartment that is part of an old farmhouse used as a farmhouse. It has a total area of ​​60 square meters and consists of a lounge with kitchen, a double bedroom, a room with double bed and a bathroom. Outside there is a large garden an …see more

from $149 / night

$1,041 / week

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from $149 / night

10

Vacation apartment rental

Province of Siena / Castiglione D'Orcia

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 95 mi
  • Child friendly
  • Ask about pets
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 ac …see more

Pricing unknown

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Pricing unknown

20

Castiglione D'Orcia Vacation villa rental

Province of Siena / Castiglione D'Orcia

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about pets
Holiday rental Podere Palazzo is a nice property (200 sq m) that includes air conditioning and WiFi internet. The property can sleep up to eight guests comfortably in three bedrooms with three bathrooms. Conveniently located 3 km (2 mi) from Castiglione D'orcia, Italy …see more

from $223 / night

$1,611 - $2,230 / week

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from $223 / night

22

Castiglione D'Orcia Vacation farmhouse rental

Province of Siena / Castiglione D'Orcia

8 15 7 nights min

  • 8 bedrooms
  • Sleeps 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
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 tu …see more

from $405 / night

$2,830 - $5,210 / week

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from $405 / night

14

Castiglione D'Orcia Vacation villa rental

Province of Siena / Castiglione D'Orcia

4 7 5 nights min

  • 4 bedrooms
  • Sleeps 7
  • 5 nights min
  • Child friendly
  • Private garden
An oasis of silence, the ideal place to forget the daily grind, cuddled between the hills and the flavors of the natural reserve of the Val d 'Orcia. The Gugnolo tastefully renovated with internal lift, large outdoor area to live in peace with barbecue area and double v …see more

from $279 / night

$1,952 / week

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from $279 / night

(2) Excellent 

50

Villa rental in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

8 17 7 nights min

  • 8 bedrooms
  • Sleeps 17
  • 7 nights min
  • Ask about children
  • Ask about pets
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 So …see more

from $457 / night

$3,199 - $5,887 / week

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from $457 / night

40

Vacation villa with shared pool in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
Outside 3 km from Castiglion d'Orcia: This former small monastery with wonderful views over the Orcia valley in the southern province of Siena has been converted into 2 beautiful, spacious apartments connected by an external staircase in true elegant country Tuscan styl …see more

from $770 / night

$874 - $5,397 / week

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from $770 / night

31

Vacation home rental

Province of Siena / Castiglione D'Orcia

8 15 7 nights min

  • 8 bedrooms
  • Sleeps 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
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 surroundi …see more

from $404 / night

$2,828 - $5,213 / week

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from $404 / night

36

Vacation home in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask about children
"Casa Frati", 6-room villa 240 m2, on the ground floor. Beautiful and romantic furnishings: open living/dining room with panoramic window with satellite TV and international TV channels (flat screen). 1 double bedroom with bath/bidet/WC. 1 double bedroom. Kitchenette (4 …see more

from $190 / night

$1,327 / week

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from $190 / night

8

Apartment rental in Castiglione D'Orcia with shared pool

Province of Siena / Castiglione D'Orcia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa La Palazzetta has two apartments and three room directly overlooking the pool. The rustic decor, which is typical of the area, features wooden elements, raw fabrics, brick barrel vaults and visible wooden beams. The site is the perfect place for a wedding. Choosin …see more

from $211 / night

$1,475 / week

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from $211 / night

30

Vacation villa rental

Province of Siena / Castiglione D'Orcia

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
Main Description : Conveniently located 3 km (2 mi) from Castiglione D'orcia, Italy in the tourist area "Orcia Valley" and only 24 km (15 mi) from Montalcino. this property is a beautiful holiday rental (200 sq m) with air conditioning and WiFi internet. The property ca …see more

from $360 / night

$1,820 - $2,520 / week

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from $360 / night

20

Vacation apartment in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Ask about children
  • Pet friendly
Additional amenities: Full Kitchen …see more

from $116 / night

$807 - $1,290 / week

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from $116 / night

8

Vacation apartment with shared pool in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa La Palazzetta has two apartments and three room directly overlooking the pool. The rustic decor, which is typical of the area, features wooden elements, raw fabrics, brick barrel vaults and visible wooden beams. The site is the perfect place for a wedding. Choosin …see more

from $211 / night

$1,475 / week

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from $211 / night

36

Vacation home rental

Province of Siena / Castiglione D'Orcia

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Ask about children
  • Pet friendly
"Podernuovo", 6-room semi-detached house 140 m2 on 2 levels, on the ground floor. Beautiful and rustic furnishings: living/dining room with open-hearth fireplace and satellite TV. 1 double bedroom. 1 room with 2 beds. Kitchen (4 hot plates, mini-oven, dishwasher, microw …see more

from $178 / night

$1,241 / week

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from $178 / night

37

Castiglione D'Orcia Vacation villa rental

Province of Siena / Castiglione D'Orcia

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
Main Description : 3 km from Castiglion d'Orcia: This former small monastery with wonderful views over the Orcia valley in the southern province of Siena has been converted into 2 beautiful, spacious apartments connected by an external staircase in true elegant country …see more

from $875 / night

$1,483 - $6,134 / week

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from $875 / night

19

Vacation villa in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

8 17 Min stay varies

  • 8 bedrooms
  • Sleeps 17
  • Min stay varies
  • Child friendly
  • Pet friendly
Founded in 2011, Travelopo is a globally recognised holiday rentals specialist, working with the most comprehensive and trusted network of established property managers across the globe to provide a reliable and relaxing booking experience, for every type of holidaymake …see more

from $840 / night

$3,199 - $5,887 / week

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from $840 / night