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104 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 £473 / night

£3310 / 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

Very Good 4.5/5 

38 Photos

Province of Siena / Castellina In Chianti

Cottage / 2 Bedrooms / sleeps 4

Very Good 4.5/5 

4 Nights min stay

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from £57 / night

£396 - £605 / week

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Key info:

  • Nearest beach 97 km
  • Not suitable for children
  • Car essential
  • Some pets are welcome - please contact the owner
 …see more

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 4 Bedrooms / sleeps 9

Short stays welcome

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from £118 / night

£821 - £1496 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
"Il Forno", 5-room apartment 130 m2 on 3 levels, on the ground floor, rustic furnishings: living/dining room. Exit to the loggia. 1 double bedroom, ceiling height 240 cm. Kitchenette (oven, dishwasher, freezer). Shower/bidet/WC. Upper floor: 1 double bedroom. 2nd upper  …see more

Featured properties

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 4

Short stays welcome

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from £48 / night

£334 - £585 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
2-room apartment 40 m2 on 1st floor, rustic furnishings: living/dining room with 1 double sofabed. 1 double bedroom. Kitchenette (4 hot plates, oven, dishwasher, freezer). Shower/bidet/WC. Garden. Terrace furniture. Facilities: Internet (DSL/LAN, extra). Please note: ma  …see more

48 Photos

Province of Siena / Castellina In Chianti

Cottage / 2 Bedrooms / sleeps 4

4 Nights min stay

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from £57 / night

£396 - £605 / 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

27 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 8

3 Nights min stay

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from £89 / night

£622 - £705 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
 …see more

24 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 8

3 Nights min stay

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from £80 / night

£554 - £595 / week

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Key info:

  • Nearest beach 90 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Large, elegant, comfortable apartment in incomparable surroundings. Peaceful and relaxing with spectacular scenery. 3 km from Castellina in Chianti with its medieval town centre, shops, bars, restaurants. 22 km from Siena., 37km from Florence. No neighbours or noise. P  …see more

18 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 1 Bedroom / sleeps 3

Min stay varies

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Pricing unknown

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
CHIANTI , SWIMMING POOL , VIEW , COOKING CLASS, AGRITURISMO , NATURE , RELAX , LANDSCAPE , WINE  …see more

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

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from £62 / night

£432 - £1511 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Pets welcome
www.ilcellese.it  …see more

16 Photos

Castellina In Chianti / Cagnano di Sotto

Apartment / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £47 / night

£323 - £469 / 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

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 £141 / night

£983 - £1154 / 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

19 Photos

Province of Siena / Castellina In Chianti

Villa / 3 Bedrooms / sleeps 6

1 night min stay

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from £124 / night

£864 - £1152 / 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

29 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 5

2 Nights min stay

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from £92 / night

£641 - £1000 / 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

10 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 5

1 night min stay

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from £44 / night

£303 / 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

17 Photos

Province of Siena / Castellina In Chianti

Cottage / 2 Bedrooms / sleeps 5

1 night min stay

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from £93 / night

£648 - £936 / 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

16 Photos

Province of Siena / Castellina In Chianti

Condo / 9 Bedrooms / sleeps 16

Short stays welcome

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from £360 / night

£2518 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Arrivo: Sabato pomeriggio dalle 5 p.m. alle 8 p.m., Partenza: Sabato mattina entro le ore 10 a.m. * Esiste la possibilità di unire i due appartamenti * In dotazione: Tv Satellitare, riscaldamento autonomo, biancheria e cucina completamente attrezzata. * Aria condizi  …see more

30 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 7

7 Nights min stay

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from £83 / night

£580 - £720 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Long-term Renters Welcome children welcome non smoking only pets not allowed wheelchair inaccessible  …see more

13 Photos

Province of Siena / Castellina In Chianti

House / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £108 / night

£750 - £950 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Italy, Tuscany, Chianti, Castellina in Chianti, Florence, swimming pool, tennis court, private garden, stunning views, Luxury interior designed, house, beautiful gardens, San Gimignano, Siena, Florence, Firenze.  …see more

10 Photos

Province of Siena / Castellina In Chianti

Apartment / 5 Bedrooms / sleeps 5

1 night min stay

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from £139 / night

£973 - £1216 / 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

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 £499 / night

£3491 - £6125 / 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

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 £198 / night

£1382 - £2303 / 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 £273 / night

£1907 - £3447 / 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 £478 / night

£3346 / 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

20 Photos

Province of Siena / Castellina In Chianti

Apartment / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £102 / night

£711 - £1108 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Characteristic and small group of farmhouses set inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). The 3 struct  …see more

20 Photos

Province of Siena / Castellina In Chianti

Apartment / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £77 / night

£534 - £831 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Characteristic and small group of farmhouses made up of 3 units set inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.  …see more

22 Photos

Province of Siena / Castellina In Chianti

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

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

10 Photos

Province of Siena / Castellina In Chianti

House / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £45 / night

£312 - £731 / 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

43 Photos

Province of Siena / Castellina In Chianti

House / 5 Bedrooms / sleeps 12

6 Nights min stay

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from £264 / night

£1844 - £3460 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Villa Eleonora Independent house for rent in Radda in Chianti  …see more

15 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £57 / night

£398 - £721 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Gualdo Solatio Apartment for rent with swimming pool in Radda in Chianti  …see more

16 Photos

Province of Siena / Castellina In Chianti

Castle / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £114 / night

£796 - £1340 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Relais chianti, luxury apartment chianti, hamlet chianti, medieval village, infinity swimming pool ,outdoor dining area , barbecue grill.  …see more

8 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 5

3 Nights min stay

Add to shortlist

from £108 / night

£756 - £1475 / week

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Key info:

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

8 Photos

Province of Siena / Castellina In Chianti

House / 4 Bedrooms / sleeps 7

3 Nights min stay

Add to shortlist

from £150 / night

£1044 - £1799 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • No pets allowed
 …see more

11 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 6 Bedrooms / sleeps 14

Min stay varies

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from £279 / night

£1951 - £4415 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villaandnbsp;Silvioandnbsp;is located atop a hill in midst of theandnbsp;ChiantiClassico regionandnbsp;in Tuscany.andnbsp;Villa Silvio consists of a structure withandnbsp;two levels.andnbsp; On theandnbsp;ground floorandnbsp;there is aandnbsp;large living  …see more

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 3 Bedrooms / sleeps 6

5 Nights min stay

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from £132 / night

£924 - £1215 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Offering accommodations in a gorgeous ancient building formerly used as a monastery, this beautiful Tuscan villa features aandnbsp;large dining room, a fireplace, and simple kitchen.andnbsp; It can accommodate up toandnbsp;8 peopleandnbsp;with itsandnbsp;four bedrooms  …see more

11 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 6

7 Nights min stay

Add to shortlist

from £67 / night

£463 - £1074 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 6 persons, with swimming pool , in Chianti  …see more

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 5

Short stays welcome

Add to shortlist

from £53 / night

£365 - £847 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
3-room apartment 70 m2, on the ground floor, rustic furnishings: living/dining room with open-hearth fireplace. Exit to the garden. 1 double bedroom with 1 bed and 1 double sofabed. 1 double bedroom. Kitchenette (4 hot plates, oven, dishwasher, freezer). Shower/bidet/WC  …see more

100 Photos

Province of Siena / Castellina In Chianti

House / 3 Bedrooms / sleeps 8

Short stays welcome

Add to shortlist

from £123 / night

£857 - £1595 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
4-room house 150 m2 on 2 levels, partly renovated in 2000, beautiful and rustic furnishings: entrance hall with open-hearth fireplace. Living room with satellite TV (flat screen). Exit to the patio. Kitchen (oven, dishwasher) with dining table. Shower/WC. Upper floor: 1  …see more

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £51 / night

£354 - £637 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
3-room apartment 60 m2, on the ground floor, rustic furnishings: living room. 1 double bedroom with 1 bed. 1 room with 1 double bed (140 cm). Exit to the patio. Kitchenette (oven, dishwasher). Shower/bidet/WC. Garden. Terrace furniture. Facilities: Internet (DSL/LAN, ex  …see more

22 Photos

Province of Siena / Castellina In Chianti

Villa / 6 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £483 / night

£3375 - £5188 / 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

23 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 5

Min stay varies

Add to shortlist

Pricing unknown

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
CHIANTI , WINE , COOKING CLASS , AGRITURISMO , LANDSCAPE , VIEW  …see more

14 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 1 Bedroom / sleeps 4

Min stay varies

Add to shortlist

Pricing unknown

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
WINE , CHIANTI CLASSICO , CHIANTI , COOKING CLASS , VIEWS , LANDSCAPE  …see more

14 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 7

Min stay varies

Add to shortlist

Pricing unknown

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
WINE , CHIANTI , DOCG, VIEW , LANDSCAPE , AGRITURISMO  …see more

13 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

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from £62 / night

£432 - £1080 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
CHIANTI , TOSCANA , AGRITURISMO , WINE , COOKING CLASS , LANDSCAPE , VIEW , SWIMMING POOL  …see more

33 Photos

Province of Siena / Castellina In Chianti

House / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £173 / night

£1209 - £2302 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Beautiful holiday house in the typical landscape of the Chianti area, completely renovated and made even more beautiful and provided with all the comforts by its current owners. Due to its strategic location, "Casa Belmonte" is ideal for visiting the major cities of art  …see more

20 Photos

Province of Siena / Castellina In Chianti

House / 4 Bedrooms / sleeps 7

7 Nights min stay

Add to shortlist

from £89 / night

£620 - £967 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Characteristic and small group of farmhouses set inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). The 3 struct  …see more

20 Photos

Province of Siena / Castellina In Chianti

House / 5 Bedrooms / sleeps 9

7 Nights min stay

Add to shortlist

from £115 / night

£801 - £1244 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Characteristic and small group of farmhouses made up of 3 units set inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.  …see more

30 Photos

Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £231 / night

£1617 - £3526 / 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

21 Photos

Province of Siena / Castellina In Chianti

House / 4 Bedrooms / sleeps 8

7 Nights min stay

Add to shortlist

from £98 / night

£685 - £1491 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Stone-built farmhouse (220 m2) situated inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). At guests’ disposal  …see more

20 Photos

Province of Siena / Castellina In Chianti

House / 4 Bedrooms / sleeps 7

7 Nights min stay

Add to shortlist

from £86 / night

£600 - £1300 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Stone-built farmhouse (150 m2) situated inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). At guests’ disposal  …see more

31 Photos

Province of Siena / Castellina In Chianti

House / 6 Bedrooms / sleeps 11

7 Nights min stay

Add to shortlist

from £134 / night

£932 - £2025 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Stone-built farmhouse (320 m2) situated inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). At guests’ disposal  …see more

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