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46 Holiday homes in Gaiole in Chianti

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46 Results  |  
17 Photos

Villa | 6 Bedrooms | sleeps 12

Very Good 4/5 

7 Nights min stay

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from £216 /night

£1512 - £3320 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The building of Villa Brolio was originally an old XII century watchtower later transformed into a mill and finally restored to become a villa.  …see more

10 Photos

Villa | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £67 /night

£467 - £933 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
The Chianti As You Always Dreamed It. A charming Medieval borgo in the heart of Chianti Classico, 15 km far from Siena. Relax and discovery hour incredible landes. The charme of an ancient Medieval borgo in the heart of Chianti Classico  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £80 /night

£560 - £1440 / week

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Late Deal: save up to €400 (approx. £320)

Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Chianti farmhouse, Gaiole in Chianti, pool, Barn, Gite, Demeure de charme, piscine, cités d'art, barn, la casa in chianti, Casa Forcheri Fico for 6 people Cipresso for 4/5 p Olivo for 4-6 p Cipresso+Olivo, maximum 11p  …see more

Featured properties

11 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £116 /night

£807 - £1109 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Gaiole In Chianti with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £440 /night

£3080 - £3616 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Gaiole In Chianti with 4 bedrooms sleeps 7  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £111 /night

£773 - £872 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £79 /night

£550 - £644 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 1 bedrooms sleeps 2  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £345 /night

£2412 - £3619 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Gaiole In Chianti with 4 bedrooms sleeps 8  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £134 /night

£936 - £1130 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 3 bedrooms sleeps 5  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £108 /night

£756 - £1059 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Gaiole In Chianti with 1 bedrooms sleeps 2  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 8

4 Nights min stay

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from £182 /night

£1272 - £2632 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Lecchi with 3 bedrooms sleeps 8  …see more

9 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £103 /night

£720 - £832 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Gaiole In Chianti with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £342 /night

£2392 - £3440 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

8 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £58 /night

£400 - £456 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Gaiole In Chianti with 1 bedrooms sleeps 2  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £79 /night

£550 - £644 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 1 bedrooms sleeps 2  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £74 /night

£516 - £615 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 1 bedrooms sleeps 2  …see more

12 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £138 /night

£960 - £1600 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment / Condo in Lecchi with 3 bedrooms sleeps 6  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £103 /night

£720 - £832 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Gaiole In Chianti with 2 bedrooms sleeps 4  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £207 /night

£1446 - £1903 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Tuscan Sunandnbsp;is a holiday villa in Tuscany, in the municipality of Gaiole, in Siena. With an outdoor swimming pool and antique furnishing, the villa is ideal for an Italian vacation. Villa Tuscan Sun is situated on the green sloping hills of Siena, offering  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £152 /night

£1059 - £1512 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 7

4 Nights min stay

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from £138 /night

£960 - £1920 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Lecchi with 2 bedrooms sleeps 7  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 2

3 Nights min stay

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from £83 /night

£579 - £679 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Vagliagli with 1 bedrooms sleeps 2  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £152 /night

£1059 - £1512 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £112 /night

£784 - £904 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

10 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £152 /night

£1059 - £1512 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

10 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £112 /night

£784 - £904 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

10 Photos

B&B | 1 Bedroom | sleeps 4

1 night min stay

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from £102 /night

£712 - £904 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Bed & Breakfast in Gaiole In Chianti with 1 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £341 /night

£2384 - £2800 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £116 /night

£807 - £1109 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Gaiole In Chianti with 2 bedrooms sleeps 4  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £67 /night

£465 - £1030 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
'La Colomba n°4', 3-room apartment 75 m2 on 2 levels, on the ground floor: living room with 1 double sofa bed (160 cm), satellite-TV. Kitchenette (4 hotplates). Shower/WC. Upper floor: 1 double bedroom. 1 room with 2 beds. Shower/bidet/WC. Small patio. Terrace  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £68 /night

£471 - £854 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
'Coccinella n°6', 3-room apartment 50 m2, on the upper ground floor: living/dining room with 1 double sofa bed (160 cm), satellite-TV. 1 double bedroom. 1 room with 2 beds. Kitchenette (4 hotplates). Shower/bidet/WC. Small patio. Terrace furniture. Maximum 1 p  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £46 /night

£318 - £545 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
'Prugnolino n°7', 1-room apartment 25 m2, on the ground floor: 1 double bedroom with satellite-TV. Kitchen (2 hotplates) with dining table. Shower/WC. Maximum 1 pet/ dog allowed. Private outdoor area, 6 m2, furnished with 2 loungers and sunbed. Farm hou  …see more

13 Photos

Apartment | 7 Bedrooms | sleeps 16

1 night min stay

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from £167 /night

£1165 - £1947 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
'Il Gufo n°1', 9-room apartment 180 m2 on 2 levels on 1st floor: living/dining room with open fireplace. Small living room with 1 double sofa bed (160 cm), satellite-TV. 1 double bedroom. Kitchenette (4 hotplates, dishwasher, micro wave). Shower/WC. Upper floo  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £67 /night

£465 - £758 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
'Malvasia n°6', 3-room apartment 60 m2, on the lower ground floor: living/dining room with 1 double sofa bed and satellite-TV. 1 double bedroom. 1 room with 1 x 2 bunk beds. Kitchenette. Shower/bidet/WC. Maximum 1 pet/ dog allowed. Farm house Ensoli, ap  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £64 /night

£447 - £758 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
'Il Pettirosso n°7', 2-room apartment 55 m2 on 2 levels, on the ground floor: kitchen (4 hotplates) with dining table and satellite-TV. Upper floor: 1 double bedroom. 1 room with 2 beds. Shower/bidet/WC. Small patio. Terrace furniture. Maximum 1 pet/ dog allow  …see more

9 Photos

Apartment | 3 Bedrooms | sleeps 6

1 night min stay

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from £84 /night

£584 - £1042 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
'San Giovese n°4', 4-room apartment 105 m2, on the upper ground floor: living room with satellite-TV. 1 room with 1 bed and 1 double bed. 1 double bedroom. 1 room with 1 bed. Kitchen (4 hotplates, dishwasher) with open fireplace and dining table. Shower/WC, sh  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £89 /night

£623 - £794 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
'Casa Selvolini', 4-room apartment 80 m2 on 1st floor, comfortable furnishings: open living/dining room with open fireplace, digital TV and air-conditioning. Exit to the terrace. 1 double bedroom. 1 room with 2 beds. Small lounge. Kitchenette (4 hotplates, ove  …see more

12 Photos

Townhouse | 1 Bedroom | sleeps 2

1 night min stay

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from £49 /night

£342 - £590 / week

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Key info:

  • Not suitable for children
  • No pets allowed

"Cerbiatto n°5A", 2-room apartment 35 m2 on 2 levels, on the ground floor: living/dining room with satellite-TV. Kitchenette (4 hotplates). On the lower ground floor: 1 double bedroom. Shower/bidet/WC. Small patio. Terrace furniture. Please note: only 1 dog accepted. The showwer  …see more

6 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £55 /night

£381 - £650 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
'Trebbiano n°5', 2-room apartment 40 m2, on the lower ground floor: living/dining room with satellite-TV. 1 double bedroom with 1 bed and 1 double bed. Kitchenette. Shower/WC. Maximum 1 pet/ dog allowed. Farm house Ensoli, approx 1600, has been recently  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £57 /night

£393 - £680 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
'Pulcino n°3', 2-room apartment 32 m2, on the ground floor: living/dining room with 1 double sofa bed (160 cm), satellite-TV. 1 small double bedroom. Kitchenette. Shower/WC. Small patio. Maximum 1 pet/ dog allowed. Località la Massa 15 km from Gaiole in  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £68 /night

£471 - £992 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
'La Farfalla n°5', 3-room apartment 75 m2 on 2 levels, on the ground floor: living/dining room with 1 double sofa bed (160 cm), satellite-TV. Kitchenette (4 hotplates). Sep. WC. Upper floor: 1 double bedroom. 1 room with 2 beds. Shower/bidet/WC. Small patio. T  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 8

Very Good 4/5 

Short stays welcome

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from £122 /night

£848 - £2120 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Fontecaresino, located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti, 35 km from Siena, and 55 km from Florence. EXCLUSIVE USE of the Swimming Pool! The swimming pool is available from April 1 to October 15, it may varies depending on weather conditions.  …see more

13 Photos

Villa | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £76 /night

£529 - £721 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Fontecaresino, located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti, 35 km from Siena, 45 km from Arezzo and 55 km from Florence. Fontecaresino 2 when rented without Fontecaresino 1 does not have access to the swimming pool.  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £66 /night

£459 - £645 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
This is a quiet and peaceful corner of the property idea for relaxing after sighseeing or for cooling off after the warm Tuscan day. Pool fenced - a 16x6 mtr pool open from mid-May to mid-September (weather permitting)  …see more

13 Photos

Condo | 3 Bedrooms | sleeps 5

2 Nights min stay

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from £43 /night

£297 - £594 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Nel periodo invernale l'uso del riscaldamento AUTONOMO è a pagamnento euro 4,00 a metro cubo. Tassa di soggiorno dal 6 Aprile al 31 Ottobre da pagare all'arrivo, euro 1,50 a notte per persona per un massimo di sette pernottamenti esclusi i minori fino a 14 anni.  …see more

15 Photos

Villa | 6 Bedrooms | sleeps 14

Short stays welcome

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from £225 /night

£1569 - £2714 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
The "Molino della Carpinese" is located in the municipality of Gaiole in Chianti. The peace and silence characterize the environment that makes it particularly suitable for a relaxing vacation that helps you to forget the stress of those who live in big cities. The Mill of Carpinese is located in the municipality of Gaiole in Chianti, Province of Siena. The peace and  …see more