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

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Castiglione D'Orcia

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43 Vacation rentals

(2) Excellent 

11

Vacation home in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
L'Appartamento Thermae posto al primo piano di un Casale recentemente ristrutturato ha un ingresso indipendente con una piccola corte coperta. Si compone di un soggiorno con divano letto, tavolo da pranzo e caminetto. Una piccola cucina attrezzata, una camera con letto …see more

from $76 / night

$389 - $450 / week

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avg. 2 hours 33 minutes

from $76 / night

(3) Excellent 

28

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 overlooking a wide and wonderful panorama. We are in the Natural-Artistic-Cultural Park of Val d'Orcia, declared in 2004 by UNESCO World Heritage Site. …see more

from $64 / night

$446 - $665 / week

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from $64 / night

(3) 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 $83 / night

$415 / week

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from $83 / 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 $59 / night

$411 / week

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from $59 / night

8

Vacation home in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
Appartamento al primo piano di un Casale recentemente ristrutturato con ingresso indipendente. Si compone di un soggiorno con divano letto, tavolo da pranzo e caminetto. Una piccola cucina attrezzata, una camera con letto matrimoniale e bagno completo con doccia. L'app …see more

from $76 / night

$389 - $450 / week

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Responds fast!
avg. 2 hours 33 minutes

from $76 / night

11

Vacation home rental

Province of Siena / Castiglione D'Orcia

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly
L'Appartamento Val D'Orcia al piano rialzato di un vecchio Casale di recente ristrutturazione, ha un ingresso indipendente composto da un piccolo loggiato riparato. L'appartamento si compone da un ampio soggiorno con poltrona e divano letto, tavolo da pranzo e caratteri …see more

from $147 / night

$767 - $888 / week

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Responds fast!
avg. 2 hours 33 minutes

from $147 / 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 $704 / night

$4926 / week

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from $704 / night

(6) 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 $104 / night

$657 / week

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from $104 / 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 $71 / night

$986 - $2956 / week

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from $71 / 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 $212 / night

$1478 / week

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from $212 / night

28

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 overlooking a wide and wonderful panorama. We are in the Natural-Artistic-Cultural Park of Val d'Orcia, declared in 2004 by UNESCO World Heritage Site. …see more

from $127 / night

$887 - $1330 / week

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from $127 / 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 $83 / night

$474 / week

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from $83 / 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 $74 / night

$518 / week

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from $74 / night

(3) Excellent 

24

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 overlooking a wide and wonderful panorama. We are in the Natural-Artistic-Cultural Park of Val d'Orcia, declared in 2004 by UNESCO World Heritage Site. …see more

from $64 / night

$446 - $665 / week

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from $64 / night

19

B&b rental in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden
Located among the beautiful hills of Parco della Val d'Orcia, agriturismo LE PIANE will welcome you in the enchanting frame of a typical stone farmhouse Tuscany of the 18th century where you can enjoy a landscape of incomparable beauty. The farm is composed of 4 spaciou …see more

from $165 / night

$1150 / week

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from $165 / 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 $255 / night

$1776 - $2900 / week

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from $255 / 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 $587 / night

$2229 - $4932 / week

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Responds fast!
avg. 3 hours 42 minutes

from $587 / night

(1) Excellent 

65

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 $77 / night

$534 / week

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from $77 / night

12

Castiglione D'Orcia Vacation villa rental

Province of Siena / Castiglione D'Orcia

8 25 Min stay varies

  • 8 bedrooms
  • Sleeps 25
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
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, …see more

from $846 / night

$5918 / week

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from $846 / 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 $214 / night

$1492 / week

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from $214 / 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 $847 / night

$5923 - $8497 / week

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from $847 / 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 $129 / night

$645 - $997 / week

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Responds fast!
avg. 3 hours 42 minutes

from $129 / 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 $143 / night

$995 / week

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from $143 / night

(1) Excellent 

24

Castiglione D'Orcia Vacation b&b rental

Province of Siena / Castiglione D'Orcia

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Child friendly
  • Ask about pets
Our company is located in the heart of Val d'Orcia, 2004 declared by Unesco World Heritage site. 7 km of gravel road passable, with a little patience, by any automobile, ensure peace and privacy to us and our guests. Here you can forget about the car and the noise of th …see more

from $94 / night

$657 / week

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Responds fast!
avg. 3 hours 15 minutes

from $94 / 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 $282 / night

$1971 / week

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from $282 / night

19

Castiglione D'Orcia Vacation home rental

Province of Siena / Castiglione D'Orcia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $194 / night

$552 - $1161 / week

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Responds fast!
avg. 3 hours 57 minutes

from $194 / 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 $264 / night

$1848 / week

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from $264 / night

20

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 $387 / night

$2704 - $4977 / week

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from $387 / 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

$474 - $799 / week

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Responds fast!
avg. 3 hours 42 minutes

from $107 / 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

$481 - $792 / week

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Responds fast!
avg. 3 hours 42 minutes

from $112 / 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

$481 - $792 / week

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Responds fast!
avg. 3 hours 42 minutes

from $112 / 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

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Pricing unknown

(2) Excellent 

50

Villa rental in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

17 7 nights min

  • 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 $512 / night

$3584 - $6453 / week

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from $512 / night

19

Vacation home with swimming pool in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

8 19 7 nights min

  • 8 bedrooms
  • Sleeps 19
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Eight Bedroom Private Villa Val d'Orcia Villa Albert is a lovely country manor house with a dark pink façade contrasting perfectly with the azure skies and green fields that surround it, a totally unspoilt panorama of rolling Tuscan hills and meadows, all pa …see more

from $387 / night

$2705 - $4977 / week

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from $387 / night

41

Vacation villa in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

8 19 Min stay varies

  • 8 bedrooms
  • Sleeps 19
  • Min stay varies
  • 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 $711 / night

$2705 - $4977 / week

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from $711 / night

14

Vacation apartment in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Ask about children
  • Ask about pets
Beautiful 70 m2 apartment with two bedrooms, two bathrooms and terrace overlooking Castiglione d'Orcia, in the heart of the Val d'Orcia. It is located on the second floor (no elevator, 15 steps to access it) and has direct intercom to the apartment and private mailbox. …see more

from $131 / night

$854 / week

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from $131 / night

52

Vacation villa in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Child friendly
  • Air conditioning
This beautiful villa in the Val D'Orcia consists of 4 apartments and a spacious common living room with fireplace and kitchen of 70 square meters. The interior is cozy and typical Tuscan with hanging made tiles and wooden ceiling beams. Outside is a large garden of 6500 …see more

from $391 / night

$2737 / week

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Responds fast!
avg. 3 hours 4 minutes

from $391 / night

13

Vacation apartment in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about children
  • Ask about pets
Bright one bedroom 55 m2 with terrace in Castiglione d'Orcia, in the province of Siena, in the heart of Val d'Orcia. It is located on the second floor (no elevator, 16 steps to access it) and has direct intercom to the apartment and private mailbox. It opens onto a livi …see more

from $86 / night

$563 / week

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from $86 / night

30

Vacation villa with swimming pool in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Outside 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 countr …see more

from $170 / night

$1187 - $5228 / week

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from $170 / night

45

Vacation home rental

Province of Siena / Castiglione D'Orcia

8 50 7 nights min

  • 8 bedrooms
  • Sleeps 50
  • 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 $383 / night

$2677 - $4934 / week

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from $383 / night