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from £429 / night

£2997 - £3286 / week

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(1) Excellent 5/5 

1 / 24

Villa rental in Castellina In Chianti with shared pool

Province of Siena / Castellina In Chianti

Villa / 7 Bedrooms / sleeps 14

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £429 / night

£2997 - £3286 / week

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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 Apennines  …see more

from £46 / night

£320 - £465 / week

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1 / 16

Holiday apartment with shared pool in Cagnano di Sotto

Castellina In Chianti / Cagnano di Sotto

Apartment / 2 Bedrooms / sleeps 4

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

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from £46 / night

£320 - £465 / week

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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

from £140 / night

£975 - £1145 / week

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(1) Excellent 5/5 

1 / 24

Holiday villa rental

Province of Siena / Castellina In Chianti

Villa / 3 Bedrooms / sleeps 7

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £140 / night

£975 - £1145 / week

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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

Featured properties

from £148 / night

£1036 - £1786 / week

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1 / 11

Holiday villa in Castellina In Chianti

Province of Siena / Castellina In Chianti

Villa / 4 Bedrooms / sleeps 7

  • Great for children of all ages
  • Car essential
  • No pets allowed

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from £148 / night

£1036 - £1786 / week

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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 renovated to an extremely high standard providing holidaymakers with all the mod cons they could possibly want and need. Outside, the property is surrounded by a large field offering guests complete privacy. Guests also have a private garden equipped with table and chairs and parasol and enjoy use of a shared infinity swimming pool.  …see more

from £108 / night

£750 - £950 / week

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1 / 13

Home rental in Castellina In Chianti with shared pool

Province of Siena / Castellina In Chianti

House / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning

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from £108 / night

£750 - £950 / week

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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

from £52 / night

£358 - £1500 / week

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1 / 24

Holiday farmhouse with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 6

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Pets welcome

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from £52 / night

£358 - £1500 / week

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www.ilcellese.it  …see more

from £127 / night

£886 - £1168 / week

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1 / 14

Castellina In Chianti holiday apartment rental

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 5

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

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from £127 / night

£886 - £1168 / week

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Le Stalle is a lovely 2-bedroom apartment situated on the ground floor of Podere Patrignone, a 15th century farmhouse in the heart of Chianti, surrounded on all sides by olives, vines, hills and forest. It has a kitchen, dining area, outside porch and use of the pool.  …see more

from £79 / night

£550 - £590 / week

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1 / 24

Castellina In Chianti holiday apartment rental

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 8

  • Nearest beach 90 km
  • Great for children of all ages
  • Car essential
  • No pets allowed

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from £79 / night

£550 - £590 / week

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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. Perfect to come home to after the day's excursions. A glass of wine in the garden, dinner under the stars.  …see more

from £97 / night

£679 - £872 / week

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1 / 9

Holiday apartment accommodation

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

  • Swimming pool
  • Suitable for children over 5
  • No pets allowed

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from £97 / night

£679 - £872 / week

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Beautiful and typical apartment for 2/4 people located inside a wine farm up to a Chianti hill, close to Siena. The resort has also a restaurant that propose tuscan receipts, an enchanting swimming pool overlooking the valley  …see more

from £61 / night

£425 - £550 / week

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1 / 18

Holiday b&b with swimming pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

B&B / 13 Bedrooms / sleeps 2

  • Nearest beach 50 km
  • Swimming pool
  • Not suitable for children
  • Car advised

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from £61 / night

£425 - £550 / week

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Romantic B&B in the heart of Tuscany..... Charming farmhouse, harmoniously situated in the traditional and magical frame of the Chianti hills..  …see more

from £62 / night

£429 - £1072 / week

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1 / 13

Holiday farmhouse in Castellina In Chianti

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 6

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

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from £62 / night

£429 - £1072 / week

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CHIANTI , TOSCANA , AGRITURISMO , WINE , COOKING CLASS , LANDSCAPE , VIEW , SWIMMING POOL  …see more

from £358 / night

£2500 / week

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1 / 16

Holiday condo with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

Condo / 9 Bedrooms / sleeps 16

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome

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from £358 / night

£2500 / week

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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

from £57 / night

£393 - £600 / week

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1 / 48

Holiday cottage in Castellina In Chianti

Province of Siena / Castellina In Chianti

Cottage / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden

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from £57 / night

£393 - £600 / week

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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: county tax 1,5 euro per person per day (up to seven days)  …see more

from £92 / night

£643 - £1000 / week

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1 / 12

Holiday apartment with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Add to shortlist

from £92 / night

£643 - £1000 / week

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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

Pricing unknown

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1 / 18

Holiday farmhouse in Castellina In Chianti

Province of Siena / Castellina In Chianti

Farmhouse / 1 Bedroom / sleeps 3

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

Pricing unknown

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CHIANTI , SWIMMING POOL , VIEW , COOKING CLASS, AGRITURISMO , NATURE , RELAX , LANDSCAPE , WINE  …see more

Pricing unknown

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1 / 14

Holiday farmhouse rental

Province of Siena / Castellina In Chianti

Farmhouse / 1 Bedroom / sleeps 4

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

Pricing unknown

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WINE , CHIANTI CLASSICO , CHIANTI , COOKING CLASS , VIEWS , LANDSCAPE  …see more

Pricing unknown

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1 / 23

Holiday farmhouse rental

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 5

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary

Add to shortlist

Pricing unknown

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CHIANTI , WINE , COOKING CLASS , AGRITURISMO , LANDSCAPE , VIEW  …see more

Pricing unknown

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1 / 14

Holiday farmhouse letting

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 7

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

Pricing unknown

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WINE , CHIANTI , DOCG, VIEW , LANDSCAPE , AGRITURISMO  …see more

from £113 / night

£790 - £1330 / week

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1 / 16

Holiday castle with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

Castle / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed

Add to shortlist

Not on the map

from £113 / night

£790 - £1330 / week

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Relais chianti, luxury apartment chianti, hamlet chianti, medieval village, infinity swimming pool ,outdoor dining area , barbecue grill.  …see more

from £475 / night

£3322 / week

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1 / 24

Holiday villa letting

Province of Siena / Castellina In Chianti

Villa / 6 Bedrooms / sleeps 12

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

from £475 / night

£3322 / week

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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
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