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46 Results   |  
48 Photos

Province of Siena / Castellina In Chianti

Cottage / 2 Bedrooms / sleeps 4

4 Nights min stay

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from £56 / night

£388 - £592 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
La Capanna delle Cozzole is located close to Castellina in Chianti, only a 30 minute drive from Siena, Florence and San Gimignano. It is set perfectly in the lush countryside between ancient woods, olive trees and enchanting hills. Pets by arrangement. Not included: cou  …see more

18 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £74 / night

£518 - £617 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Three rooms, 55 sqm, consisting of small kitchen and TV, 2 double bedrooms, a bathroom with shower. The apartment is at the first floor.  …see more

Very Good 4/5 

20 Photos

Province of Siena / Castellina In Chianti

House / 4 Bedrooms / sleeps 5

Very Good 4/5 

1 night min stay

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from £83 / night

£575 - £972 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
CASALTA di PESA: Beautiful stone Tuscan hamlet in the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and drew inspiration from the beauties of the surrounding landscape. Ca  …see more

Featured properties

Excellent 5/5 

24 Photos

Province of Siena / Castellina In Chianti

Villa / 3 Bedrooms / sleeps 7

Excellent 5/5 

7 Nights min stay

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from £138 / night

£962 - £1129 / week

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Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
The Cypresses Villa is a real amazing place, peaceful, green, sunny, a great place for families and also for a small group of friends.There is a large list of sites to visit around, it is a perfect spot in between Sienna and Florence, an ideal postcard of Tuscany.  …see more

16 Photos

Castellina In Chianti / Cagnano di Sotto

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £46 / night

£316 - £459 / week

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Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
TUSCAN STYLE STONE MADE APARTMENT WITH TERRACE OUTDOOR EATING SPACE AND POOL TO SHARE WITH TWO BEDROOMS THAT CAN ACCOMMODATE 4 ADULTS, THIS HOUSE IS SURROUND BY GREEN. HEART OF CHIANTI , PEACEFUL RELAXING AREA, PERFECTLY LOCATED TO TOUR AROUND  …see more

29 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 5

2 Nights min stay

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from £91 / night

£632 - £986 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Le colline del Chianti a bordo piscina, il nostro giardino privato per le vostre cene estive, il barbecue e forno a legna, il camino, la chiesetta, i laghetti, il comfort e la pace... Chianti Suite Borgo Quornia offre tutto questo e soggiornarvi sarà un incanto!  …see more

21 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £52 / night

£358 - £706 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Granaio 2: trilocale di 85 mq. composto al pianterreno da zona pranzo-soggiorno con angolo cottura, camino e divano letto. Al piano superiore una camera matrimoniale, una camera con due letti singoli che possono essere accoppiati per formare un matrimoniale, ed un bagno  …see more

13 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £50 / night

£348 - £648 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Melograno: appartamento di mq. 75 circa composto da cucinotto, zona pranzo-soggiorno con divano letto, una camera matrimoniale, una camera con due letti accoppiabili, bagno con doccia e spazio privato esterno arredato con mobili da giardino.  …see more

17 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 4

7 Nights min stay

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from £31 / night

£212 - £353 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
CASTELLINA IN CHIANTI  …see more

10 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 5

1 night min stay

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from £43 / night

£296 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Chianti, Castellina, Siena, Toscana, Firenze, Natura, Vino, Arte, Cultura  …see more

10 Photos

Province of Siena / Castellina In Chianti

Apartment / 5 Bedrooms / sleeps 5

1 night min stay

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from £171 / night

£1191 / week

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Key info:

  • Suitable for children over 5
  • Some pets are welcome - please contact the owner
'Cispiano' is part of our Estate Il Palagione which offers a total of 10 Houses and apartments.  …see more

16 Photos

Province of Siena / Castellina In Chianti

Villa / 6 Bedrooms / sleeps 11

2 Nights min stay

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from £427 / night

£2987 - £4706 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Food and wine-lovers wanting a memorable holiday in Tuscany shouldn't look any further than Villa Fermini. This beautiful farmhouse lies at the centre of an agricultural estate that produces excellent Chianti Classico wines and extra virgin olive oil.  …see more

16 Photos

Province of Siena / Castellina In Chianti

Villa / 4 Bedrooms / sleeps 8

2 Nights min stay

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from £255 / night

£1779 - £3177 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
This beautiful, detached stone farmhouse, situated near Castellina in Chianti, was restored in 1995. Surrounded by ample private grounds, it sits in a panoramic position and is reached by its own driveway  …see more

24 Photos

Province of Siena / Castellina In Chianti

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £468 / night

£3275 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Just 4 km from Castellina in Chianti Villa Rosa boasts unique views over the Chianti countryside from its romantic terrace and from whole of the villa. The classically furnished interior complete the picture.  …see more

15 Photos

Province of Siena / Castellina In Chianti

House / 5 Bedrooms / sleeps 11

7 Nights min stay

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from £239 / night

£1672 - £2571 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Five Bedroom Private Villa Chianti Villa Mulino is a charming country house immersed in the wonderful unspoilt countryside deep in the famous Chianti Classico region of Tuscany. Originally a mill this beautiful property has been lovingly restored and is surrounded by i  …see more

14 Photos

Province of Siena / Castellina In Chianti

House / 6 Bedrooms / sleeps 14

7 Nights min stay

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from £272 / night

£1900 - £2923 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Six Bedroom Private Villa Chianti Villa Mulino is a charming country house immersed in the wonderful unspoilt countryside deep in the famous Chianti Classico region of Tuscany. Originally a mill this beautiful property has been lovingly restored and is surrounded by it  …see more

18 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £81 / night

£567 - £666 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Three rooms, 70 sqm, a kitchen and TV, 2 double bedrooms, 2 bathrooms with shower. Access to people with disabilities. On the ground floor front with table, chairs and umbrella.  …see more

14 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £44 / night

£308 - £611 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Tinaia: trilocale di mq.70 circa composto da zona pranzo-soggiorno con angolo cottura e divano letto, una camera matrimoniale, una camera con due letti accoppiabili, bagno con doccia e spazio privato esterno arredato con mobili da giardino.  …see more

16 Photos

Province of Siena / Castellina In Chianti

Townhouse / 1 Bedroom / sleeps 4

7 Nights min stay

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from £40 / night

£279 - £519 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Quercia: appartamento di 55 mq. composto da ampio soggiorno con divano letto, angolo cottura, camera matrimoniale e bagno con doccia.  …see more

18 Photos

Province of Siena / Castellina In Chianti

Townhouse / 3 Bedrooms / sleeps 8

7 Nights min stay

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from £71 / night

£497 - £887 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Alloro: appartamento di 100 mq su due piani, composto al pian terreno da zona pranzo-soggiorno con divano letto, camino e cucinotto, una camera matrimoniale, una camera con due letti singoli che possono essere accoppiati per formare un matrimoniale, ed un bagno con docc  …see more

18 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 4

7 Nights min stay

Add to shortlist

from £40 / night

£279 - £519 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Granaio 1: bilocale di 55 mq. composto da ampio soggiorno con divano letto, angolo cottura e camino. Al piano superiore la camera matrimoniale ed il bagno con doccia.  …see more

12 Photos

Province of Siena / Castellina In Chianti

House / 3 Bedrooms / sleeps 5

7 Nights min stay

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from £41 / night

£287 - £574 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Three Bedroom Ground Floor Apartment Chianti Castellina is a charming apartment, part of a farmhouse situated in beautiful Chianti countryside. The apartment opens onto its own lovely shaded terrace with table and chairs for dining al fresco, and there is more space fo  …see more

10 Photos

Province of Siena / Castellina In Chianti

House / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £44 / night

£305 - £715 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Three Bedroom First Floor Apartment Chianti Corinna is a pretty apartment, on the first floor of a farmhouse situated in beautiful Chianti countryside. The apartment opens onto its own lovely covered loggia terrace with table and chairs for dining al fresco, and there  …see more

14 Photos

Province of Siena / Castellina In Chianti

House / 4 Bedrooms / sleeps 9

7 Nights min stay

Add to shortlist

from £207 / night

£1443 - £2219 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Four Bedroom Private Villa Chianti Villa Mulino is a charming country house immersed in the wonderful unspoilt countryside deep in the famous Chianti Classico region of Tuscany. Originally a mill this beautiful property has been lovingly restored and is surrounded by i  …see more

23 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 12

7 Nights min stay

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from £235 / night

£1640 - £3426 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Situated in a small hamlet around the Castellina region this villa looks out over the heart of the Chianti countryside. An elegant villa completely restored and renovated from an ancient farmhouse set in a private garden with swimming pool and stunning views overlookin  …see more

Very Good 4.5/5 

24 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £46 / night

£320 - £534 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment / Condo in Castellina In Chianti with 2 bedrooms sleeps 4  …see more

Very Good 4.5/5 

40 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 5 Bedrooms / sleeps 9

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £166 / night

£1158 - £2511 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Located in the heart of the Chianti, this farmhouse is situated on a beautiful and renowned wine estate that offers more than the typical Tuscan experience. Not only are there panoramic views of the rolling hills covered with vineyards and olive groves, but there is als  …see more

Very Good 4.5/5 

21 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 4 Bedrooms / sleeps 7

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £107 / night

£743 - £1609 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Located in the heart of the Chianti, this farmhouse is situated on a beautiful and renowned wine estate that offers more than the typical Tuscan experience. Not only are there panoramic views of the rolling hills covered with vineyards and olive groves, but there is als  …see more

Very Good 4.5/5 

42 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 5 Bedrooms / sleeps 10

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £287 / night

£2008 - £4370 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Located in the heart of the Chianti, this farmhouse is situated on a beautiful and renowned wine estate that offers more than the typical Tuscan experience. Not only are there panoramic views of the rolling hills covered with vineyards and olive groves, but there is als  …see more

Excellent 5/5 

37 Photos

Province of Siena / Castellina In Chianti

House / 5 Bedrooms / sleeps 10

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £287 / night

£2008 - £4370 / week

View

Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Located in the heart of the Chianti, this farmhouse is situated on a beautiful and renowned wine estate that offers more than the typical Tuscan experience. Not only are there panoramic views of the rolling hills covered with vineyards and olive groves, but there is als  …see more

Very Good 4.5/5 

37 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 4 Bedrooms / sleeps 8

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £122 / night

£851 - £1848 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Located in the heart of the Chianti, this farmhouse is situated on a beautiful and renowned wine estate that offers more than the typical Tuscan experience. Not only are there panoramic views of the rolling hills covered with vineyards and olive groves, but there is als  …see more

Excellent 5/5 

24 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 9

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £480 / night

£3359 - £4878 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Nestled within the hills and woods of the Chianti Classico, this beautiful villa rental is the ideal place to spend a relaxing holiday. There is an extremely large garden with a private swimming pool and a covered terrace with a table and chairs where you and your famil  …see more

14 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £52 / night

£363 - £448 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 1 bedrooms sleeps 2  …see more

12 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

from £262 / night

£1834 - £3444 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa in Castellina In Chianti with 5 bedrooms sleeps 12  …see more

16 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 6 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

from £401 / night

£2803 - £4923 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
Villa in San Leonino with 6 bedrooms sleeps 12  …see more

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £65 / night

£450 - £783 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Castellina In Chianti with 2 bedrooms sleeps 4  …see more

11 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £131 / night

£915 - £1374 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa in Castellina In Chianti with 2 bedrooms sleeps 6  …see more

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 8 Bedrooms / sleeps 16

7 Nights min stay

Add to shortlist

from £320 / night

£2238 - £3051 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa in Castellina In Chianti with 8 bedrooms sleeps 16  …see more

12 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 5 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £378 / night

£2641 - £3841 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa in Castellina In Chianti with 5 bedrooms sleeps 8  …see more

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

from £103 / night

£720 - £1263 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Castellina In Chianti with 2 bedrooms sleeps 4  …see more

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £79 / night

£553 - £928 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Castellina In Chianti with 2 bedrooms sleeps 4  …see more

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £79 / night

£553 - £928 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Castellina In Chianti with 2 bedrooms sleeps 4  …see more

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 5 Bedrooms / sleeps 10

3 Nights min stay

Add to shortlist

from £231 / night

£1615 - £2419 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa in Castellina In Chianti with 5 bedrooms sleeps 10  …see more

20 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £75 / night

£520 - £669 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 1 bedrooms sleeps 2  …see more

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 1 Bedroom / sleeps 4

3 Nights min stay

Add to shortlist

from £99 / night

£690 - £854 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 1 bedrooms sleeps 4  …see more

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 3 Bedrooms / sleeps 6

4 Nights min stay

Add to shortlist

from £79 / night

£553 - £928 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Castellina In Chianti with 3 bedrooms sleeps 6  …see more

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