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41 Results   |  
100 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 5

Short stays welcome

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from £52 / night

£362 - £840 / 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

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from £122 / night

£851 - £1584 / 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 / 4 Bedrooms / sleeps 9

Short stays welcome

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from £117 / night

£815 - £1485 / 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 / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £57 / night

£393 - £669 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
"La Tinaia", 3-room apartment 85 m2, on the ground floor. Beautiful and tasteful furnishings: living/dining room with open-hearth fireplace and satellite TV. Exit to the garden, to the terrace. 1 double bedroom. 1 double bedroom. Exit to the garden. Kitchenette (4 hot p  …see more

100 Photos

Province of Siena / Castellina In Chianti

House / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £57 / night

£393 - £846 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
"Capanna di Sopra", 3-room semi-detached house 90 m2 on 2 levels, on the ground floor. Renovated, beautiful and tasteful furnishings: living/dining room with open-hearth fireplace, dining table and satellite TV. Exit to the garden, to the terrace. 1 double bedroom. Exit  …see more

100 Photos

Province of Siena / Castellina In Chianti

House / 2 Bedrooms / sleeps 4

Short stays welcome

Add to shortlist

from £57 / night

£393 - £653 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
"Capanna di Sotto", 3-room semi-detached house 90 m2 on 2 levels, on the ground floor. Renovated, tasteful and cosy furnishings: living/dining room with open-hearth fireplace, dining table and satellite TV. Exit to the garden, to the terrace. 1 double bedroom. Exit to t  …see more

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

Short stays welcome

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from £51 / night

£352 - £633 / 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

100 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 4

Short stays welcome

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from £48 / night

£331 - £580 / 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

22 Photos

Province of Siena / Castellina In Chianti

Villa / 6 Bedrooms / sleeps 10

7 Nights min stay

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from £461 / night

£3225 - £5150 / 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

18 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

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from £65 / night

£450 - £525 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Bed and bathroom linen and kitchen teatowels, hairdryer, water, gas and electric consumption, central heating, final cleaning, pool use, car park, ping pong, barbecues, washing machine for common use, wi-fi in common area, 6 bikes for adults, on request iron  …see more

24 Photos

Province of Siena / Castellina In Chianti

Apartment / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £118 / night

£825 - £975 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Four rooms, 90 sqm, fully equipped kitchen and living room, 3 double bedrooms (one with high window). Inside, each bedroom has TV and bathroom with shower (total 3 baths).  …see more

18 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

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from £50 / night

£350 - £425 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Two Rooms, 40 sqm, a kitchen and tv, a double bedroom, a bathroom with shower. The apartments are at the first floor. On the ground floor externally there are tables, chairs and umbrellas for common use.  …see more

15 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

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from £50 / night

£350 - £425 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Double room, kitchen, bathroom with shower. First floor.40 sqm  …see more

15 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £50 / night

£350 - £425 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Bed and bathroom linen and kitchen teatowels, hairdryer, water, gas and electric consumption, central heating, final cleaning, pool use, car park, ping pong, barbecues, washing machine for common use, wi-fi in common area, 6 bikes for adults, on request iron and ironing  …see more

23 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £50 / night

£350 - £425 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Two Rooms, 40 sqm, a kitchen and tv, a double bedroom, a bathroom with shower. The apartments are at the first floor. On the ground floor externally there are tables, chairs and umbrellas for common use.  …see more

18 Photos

Province of Siena / Castellina In Chianti

Apartment / 1 Bedroom / sleeps 4

3 Nights min stay

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from £75 / night

£525 - £625 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Double room, living room with truckle bed, kitchen, bathroom with shower. Ground floor. 60 sqm  …see more

17 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £75 / night

£525 - £625 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Three rooms, 60 square meters, with kitchen and TV, 2 double bedrooms (one with high window), a bathroom with shower. The apartment is at the first floor. enfant bed  …see more

18 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £75 / night

£525 - £625 / 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

18 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £83 / night

£575 - £675 / 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

24 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 8

3 Nights min stay

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from £79 / night

£550 - £590 / 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. Perfect to come home to after the day's excursions. A glass of wine in the garden, dinner under the stars.  …see more

23 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 5

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 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

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

£579 - £979 / 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. Casalta di Pesa is an Holiday Home surrounded by vineyards, just outside Castellina in Chianti  …see more

16 Photos

Province of Siena / Castellina In Chianti

Condo / 9 Bedrooms / sleeps 16

Short stays welcome

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from £358 / night

£2500 / 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

10 Photos

Province of Siena / Castellina In Chianti

Apartment / 2 Bedrooms / sleeps 5

1 night min stay

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from £43 / night

£300 / 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

24 Photos

Province of Siena / Castellina In Chianti

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £475 / night

£3322 / 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

Castle / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £113 / night

£790 - £1330 / 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

24 Photos

Province of Siena / Castellina In Chianti

Cottage / 2 Bedrooms / sleeps 4

5 Nights min stay

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from £90 / night

£628 - £960 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Cottage Rosemaryandnbsp;is a picturesque stone cottage in the magnificent Chianti hills and valleys. Surrounded by magnificent vineyards and silvery olive groves, the cottage expands on one level and can accommodate up toandnbsp;five peopleandnbsp;in its lovely  …see more

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 3 Bedrooms / sleeps 6

5 Nights min stay

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from £131 / night

£917 - £1206 / 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

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 green shutters, then dream no more, Villa Rosa is your reality. With Castellina just five kilometres away, you couldn’t be more immersed in Chianti. Needless to say the owners are wine producers, and they’ll happily provide wine tastings and meals upon request. They live in a separate house behind the villa. The Tuscan villa is all space and solidity, high wooden beamed ceilings, regional paintings and antique tapestries, and not just 'a room with a view', but every room has a view! Outside also conforms to classic type: a beckoning pool set amongst olives trees, with a furnished shady gazebo for your relaxation; fronting the villa a large raised furnished terrace with typical columned stone balustrade – a long lazy lunch or genteel pre-dinner drinks here complete our picture of this Tuscan idyllic place. ACCOMODATION: On the ground floor the hallway introduce you to the living room and dining room with large table. A second sitting room is also the TV room. The fully equipped kitchen has two dishwashers, oven and also a fireplace for your grilled meals. On this floor there is a double bedroom with tiled floors and adjacent bathroom with shower. There is a separate laundry room with washing-machine, ironing facilities, fridge and freezer. The first floor is reached by a large stone staircase which takes its light from a newly refurbished roof window. On this floor there is a queen bedroom with a sink in the room, a twin bedroom, another double bedroom and a bathroom in the hallway with a bathtub and separate shower. Next to it, there is a second bathroom with shower. A hallway with wardrobe connects to the other two bedrooms. A four poster double bedroom with ensuite bathroom with shower and a twin bedroom which will share the hallway bathroom. Wi-Fi internet connexion is available in the nearby owners' residence and they allow you to use it. GARDEN & SWIMMING POOL: The panoramic swimming pool is for the guests exclusive use and measures 16 x 8 meters and 3 x 1 meters in depth. It is fully equipped with sun lounges, sun umbrellas and a comfortable gazebo. The swimming pool open between 15th May and 30th September (weather permitting). From its amazing setting Villa Rosa enjoys the views of the typical Chianti countryside where vineyards and olive groves spread out to infinity. Bike rental is available in Castellina in Chianti.  …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

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from £47 / night

£325 - £541 / 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

16 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £407 / night

£2843 - £4993 / 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

11 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £133 / night

£928 - £1393 / 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

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from £325 / night

£2270 - £3095 / 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 £383 / night

£2679 - £3896 / 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 £105 / night

£730 - £1281 / 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 / 3 Bedrooms / sleeps 6

4 Nights min stay

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from £80 / night

£560 - £941 / 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

24 Photos

Province of Siena / Castellina In Chianti

Farmhouse / 2 Bedrooms / sleeps 4

4 Nights min stay

Add to shortlist

from £80 / night

£560 - £941 / 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

4 Nights min stay

Add to shortlist

from £80 / night

£560 - £941 / 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

7 Nights min stay

Add to shortlist

from £66 / night

£456 - £794 / 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

4 Photos

Province of Siena / Castellina In Chianti

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

Add to shortlist

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

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