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29 Results   |  

Excellent 5/5 

24 Photos

Province of Siena / Castellina In Chianti

Villa / 7 Bedrooms / sleeps 14

Excellent 5/5 

5 Nights min stay

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from £467 / night

£3263 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Sleeps 14 with possibility to add adjacent apartments up to total of 33. A beautiful 15th-century villa in the heart of the Chianti countryside, with 360° uninterrupted views of olives, vines and forests, with amazing sunset views over San Gimignano and the Apennine  …see more

11 Photos

Province of Siena / Castellina In Chianti

Villa / 4 Bedrooms / sleeps 7

3 Nights min stay

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from £147 / night

£1029 - £1774 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
Il Torrino is a wonderful 4 bedroom villa set within a small and perfectly kept Tuscan medieval village and situated atop a hill with stunning views over the Chianti vineyards. Once a Medieval watch tower, the property oozes character and charm, but has been completely  …see more

22 Photos

Province of Siena / Castellina In Chianti

Villa / 6 Bedrooms / sleeps 10

7 Nights min stay

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from £458 / night

£3203 - £5114 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Enchanting typical Villa located in the very heart of Chianti between Siena and Firenze.  …see more

Featured properties

28 Photos

Province of Siena / Castellina In Chianti

Villa / 4 Bedrooms / sleeps 5

1 night min stay

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from £83 / night

£579 - £1171 / week

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
Beautiful stone Tuscan hamlet dating back to the 16th century comprising 8 accommodations and nestling deep among the splendid Chianti Classico vineyards  …see more

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 £139 / night

£969 - £1137 / 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

Excellent 5/5 

24 Photos

Province of Siena / Castellina In Chianti

Villa / 4 Bedrooms / sleeps 8

Excellent 5/5 

7 Nights min stay

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from £195 / night

£1362 - £2270 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa Casanovina is situated only a few kilometres from the town of Castellina in Chianti. The villa is set in a great location on a hillside overlooking the surrounding Chianti countryside. There are four bedrooms in total - two in the main house and two in the annexe.  …see more

Excellent 5/5 

22 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 9

Excellent 5/5 

7 Nights min stay

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from £269 / night

£1880 - £3398 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casale Cipressi is an exclusive Tuscan country house 2.7km from Castellina in Chianti furnished to a high standard and consists of two floors. Stone built with traditional terracotta tiled floors and chestnut wooden beams gracing the old style ceilings.  …see more

24 Photos

Province of Siena / Castellina In Chianti

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £472 / night

£3298 / 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

16 Photos

Province of Siena / Castellina In Chianti

Villa / 4 Bedrooms / sleeps 8

2 Nights min stay

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from £258 / night

£1804 - £3223 / 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

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

Excellent 5/5 

24 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 9

Excellent 5/5 

7 Nights min stay

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from £483 / night

£3381 - £4909 / 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

Excellent 5/5 

30 Photos

Province of Siena / Castellina In Chianti

Villa / 6 Bedrooms / sleeps 12

Excellent 5/5 

7 Nights min stay

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from £493 / night

£3446 - £6046 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautiful property belongs to the Campalli estate, a huge farm of 750 acres that produces Chianti Classico wine and includes the Castle of Campalli. La Corte di Campalli is an impressive stone-built farmhouse that dates back to the 16th century. It takes its name f  …see more

30 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £228 / night

£1594 - £3476 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
Santantimo Villa for rent with swimming pool in Castellina in Chianti  …see more

70 Photos

Province of Siena / Castellina In Chianti

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £87 / night

£607 - £876 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Villa Arnica B is a graceful cottage surrounded by vineyards and olive groves. It sleeps four people. From Villa Arnica B you will enjoy a thrilling view of the Chianti hills and of the vineyards. Villa Arnica B is 100 square meters (1076 square feet). It features a pri  …see more

22 Photos

Province of Siena / Castellina In Chianti

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £478 / night

£3346 / week

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Key info:

  • Nearest beach 193 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Pets welcome
Everything about this property is classically Tuscan. If you dream of typical Tuscany as breathtaking panoramas, misty hills covered in precision lines of vineyards, olive groves, gravel roads and driveways shadily lined with pointy cypress trees, and grand villas with  …see more

Excellent 5/5 

12 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

Min stay varies

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from £249 / night

£1738 - £2696 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Beautiful independent restored villa (400 sqm) sleeping 10 with private pool, astro turf tennis court, gardens. Located in panoramic position on a Chianti Hillside only 5km from Castellini in Chianti. The property is surrounded by a well-maintained large garden.  …see more

28 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 12

7 Nights min stay

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from £286 / night

£1996 - £3744 / week

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Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This extraordinary villa welcomes up to 12 people in its ample common areas and bedrooms, and it has a wonderful garden and swimming pool. It is ideal for large families or groups of friends.  …see more

26 Photos

Province of Siena / Castellina In Chianti

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £377 / night

£2634 - £3972 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This luxury villa for 8 in beautiful Chianti is ideally located between Florence and Siena. It is a truly stunning property set in peaceful grounds including a swimming pool, gardens and olive grove. Inside it is just attractive featuring 4 large en  …see more

28 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 10

3 Nights min stay

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from £233 / night

£1626 - £2436 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This grand house, with 5 bedrooms and 5 bathrooms can host 10 people, so it is ideal for large families. Located in Tuscany Italy, this house offers a swimming Pool, an internet Connection .  …see more

28 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 8

7 Nights min stay

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from £380 / night

£2660 - £3869 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Located in Tuscany Italy, this gorgeous accommodation is the perfect place for your holidays. The accommodation features: a swimming Pool, air Conditioning .  …see more

16 Photos

Province of Siena / Castellina In Chianti

Villa / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £132 / night

£922 - £1383 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This elegant house, with 2 bedrooms and 3 bathrooms can accomodate 6 people, so it is perfect for a large group of friends. Located in Tuscany Italy, this house offers a swimming Pool, air Conditioning .  …see more

26 Photos

Province of Siena / Castellina In Chianti

Villa / 8 Bedrooms / sleeps 16

7 Nights min stay

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from £322 / night

£2254 - £3073 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
elegant house sleeps 16 people, so it is perfect for a large group of friends and is located in Tuscany Italy. This property is ideal if you seek a relaxing holiday. The villa features: a swimming Pool, air Conditioning, an internet Connection .  …see more

24 Photos

Province of Siena / Castellina In Chianti

Villa / 8 Bedrooms / sleeps 16

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
elegant house sleeps 16 people, so it is ideal for a large group of friends to enjoy an unforgettable trip to Chianti. The villa offers a swimming pool and an internet Connection.  …see more

20 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £291 / night

£2036 - £3957 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

4 Photos

Province of Siena / Castellina In Chianti

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £124 / night

£865 / week

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Key info:

  • Not suitable for children
  • Some pets are welcome - please contact the owner
 …see more

19 Photos

Province of Siena / Castellina In Chianti

Villa / 3 Bedrooms / sleeps 6

1 night min stay

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from £122 / night

£852 - £1135 / week

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Key info:

  • Nearest beach 97 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
 …see more

63 Photos

Province of Siena / Castellina In Chianti

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £116 / night

£809 - £1079 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Villa Arnica A is a characteristic and welcoming ancient tuscan country house surrounded by vineyards and olive groves. It sleeps six people. From Villa Arnica A you will enjoy a charming view of the Chianti hills. Villa Arnica A is 120 square meters (1290 square feet).  …see more

29 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 12

7 Nights min stay

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from £262 / night

£1834 - £3444 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautiful independent villa has a private pool and is located in a scenic position, upon the Chianti Classico hills. This rental is surrounded by olive groves, vineyards and woods and the products of the estate (wine and olive oil) are available for clients to be p  …see more

30 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £228 / night

£1594 - £3476 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Pets welcome
The villa in Chianti (400 m2) was built in the early 16th century as an ancient oratory. In 1876 it underwent its first transformation into a farmhouse and only today, thanks to a skilful restoration project that brought the structure back to its original beauty, a coun  …see more

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