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74 Holiday homes in San Casciano Val di Pesa

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Filters applied: Swimming pool (74)

74 Results  |  
24 Photos

Farmhouse | 6 Bedrooms | sleeps 12

Short stays welcome

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from £220 /night

£1534 - £2278 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The medieval fortified farmhouse "Corzanello" strides a hill covered in vineyards, olive trees and an oak wood. Situated on the renowned farm Fattoria Corzano e Paterno. Wine and cheese tasting on appointment.  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

Short stays welcome

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from £58 /night

£403 - £579 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Fattoria Corzano e Paterno is a working farm. We offer our guests the chance to live in a natural environment and to follow the working process of making wine, oil and cheese. The property is in the middle of the Chianti area and art cities are easy reach. We offer our guests a tour or our farm, with cellar and dairy and tasting of our products On request  …see more

23 Photos

Villa | 4 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £190 /night

£1327 - £2322 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa "Casale San Casciano" is a 200 sqm independent villa with private pool and garden (sleeps up to 12 people). The Villa is located in the typical context of the Chianti area, surrounded by vineyards, olive-trees and small woods.  …see more

Featured properties

22 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £194 /night

£1358 - £2716 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Gorgeous Villa with swimming pool in the Chianti, near San Casciano Val di Pesa, a medieval hamlet between Florence and Siena  …see more

21 Photos

House | 2 Bedrooms | sleeps 5

Short stays welcome

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from £79 /night

£552 - £789 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
A beautiful farmhouse built at the beginning of the 15th century, lying in the middle of the Chianti Hills; The house is surrounded by garden, lawn and woods, as well as a covered terrace overlooking vineyards, olive groves and villages topping the surrounding hills.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £59 /night

£412 - £570 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
typical apartment in the heart of Chianti with pool and garden. the house is situated in an ancient village nestled in the hills of Chianti, a few miles away are the ancient villages, such as Panzano and Greve and wine trails. services, such as pharmacy, supermarket, pubs, restaurants and banks are within 1 mile from the apartment.  …see more

24 Photos

Villa | 11 Bedrooms | sleeps 20

7 Nights min stay

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from £886 /night

£6199 - £8720 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
In the heart of the Chianti region, 15 minutes drive from Florence, stands Castello Buondelmonti set on a hillside overlooking the valley of the river Pesa.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £398 /night

£2781 - £4339 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Originally a farmhouse owned by the Medici family, and dating back to the early fifteenth century. Villa Il Portico is perfectly positioned between Florence and Siena.  …see more

24 Photos

B&B | 1 Bedroom | sleeps 4

1 night min stay

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from £113 /night

£789 - £1402 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
16th century villa, heathed pool outside, restaurant, buffet breakfast, amazing view over the Tuscan Hills. Close to Florence and all the major touristic places of the region. The apartment that we are selling through Holiday Lettings is a detached house, our dependance.  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £414 /night

£2897 - £3901 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Enjoy noble splendor in this gracious antique villa which is both close to Florence and immersed in tranquility.  …see more

20 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Min stay varies

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from £430 /night

£3009 - £4934 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
In the Chianti Gallo Classico, very close to Florence. Large living area. Air conditioning in the first floor bedrooms.  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £83 /night

£575 - £1116 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Luxurious apartment 80 m2. On unique estate 10 ha.Swimmingpool. Chianti Classico. 30 minutes Florence Airconditioned. livingroom, complete kitchen, 1 bedroom and 1 large marble bathroom. terrace Tuscan colors,terracotta floors,beam ceilings.Nice for children.Fine views. Situated on one of the finest estates in Chianti. Classical gardens.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £234 /night

£1633 - £2889 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious villa for 10, private garden with travertin pool, 5 bedrooms and 4 marble bathrooms, 2 loggias. rose garden,fountains. 30 minutes from Florence. Airco, Tuscan colors, terracotta floors, beamed ceilings. One of the finest estates in Tuscany with classic gardens  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £113 /night

£786 - £1484 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious apartment. 142 m2. On unique estate 10 ha. Swimmingpool. Chianti Classico, 30 minutes Florence. Airconditioned. Nice livingroom, very complete kitchen. 3 bedrooms, 3 marble bathrooms. Tuscan colors,terracotta floors,beam ceilings. Nice for children. Fine views Situated on one of the finest estates in Chianti,Classical gardens. Visit :www.villalicia.com for all photos  …see more

23 Photos

Castle | 11 Bedrooms | sleeps 20

Short stays welcome

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from £939 /night

£6571 - £7710 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Tuscany Castle/Villa Chianti San Casciano Florence Italy The love for the past together with modern comfort make your stay unforgettable..  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £94 /night

£658 - £1319 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Luxurious apartment. 100m2. On unique estate 10 ha. Swimmingpool. Chianti classico. 30 minutes Florence Airconditioned. Large livingroom. Complete kitchen, 2 bedrooms and 2 marble bathrooms. Tuscan colors,t erracotta floors, beam ceilings. Nice for children. Fine views. Situated on one of the finest estates in Chianti. Classical gardens.  …see more

17 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £118 /night

£823 - £1567 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Luxurious apartment.168 m2. On unique estate 10 ha. Swimmingpool. Chianti Classico, 30 minutes Florence Airconditioned. Large livingroom, very complete kitchen. 3 bedrooms , 2 marble bathrooms. Tuscan colors, terracotta floors,beam ceilings.Nice for children, Fine views Situated on one of the finest estates in Chianti, classical gardens.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £177 /night

£1236 - £2145 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious smaller Villa. On a unique estate 10 ha. Swimmingpool. Chianti Classico. 30 minutes Florence Airconditioned. Large livingroom, very complete kitchen. 3 bedrooms, 2 marble bathrooms Tuscan colors, terracotta floors,beam ceilings. Nice for children. Great views Situated on one of the finest estates in Chianti. Classical gardens.  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £101 /night

£703 - £1319 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious apartment. 114 m2. On unique estate 10 ha. Swimmingpool. Chianti Classico. 30 minutes Florence Airconditioned. fine livingroom, very complete kitchen. 2 bedrooms, 2 marble bathrooms. Tuscan colors, terracotta floors,beam ceilings. Nice for children. Fine views  …see more

19 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £106 /night

£740 - £1447 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious apartment. 161 m2. On unique estate 10 ha. Swimmingpool. Chianti Classico. 30 minutes Florence Airconditioned. fine livingroom, very complete kitchen. 3 bedrooms, 3 marble bathrooms. Tuscan colors, terracotta floors,beam ceilings. Nice for children. Fine views  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £101 /night

£703 - £1401 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Lucurious apartment. 120 m2. On unique estate 10 ha. Swimmingpool. Chianti Classico. 30 minutes Florence Airconditioned. Large livingroom. Complete kitchen 2 bedrooms, and 2 marble bathrooms. Tuscan colors,terracotta floors, beam ceilings. Nice for children.Fine views. Situated on one of the finest estates in Chianti,classical gardens.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £225 /night

£1571 - £1901 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
  • Private garden
A few minutes drive from Ponte Vecchio, among olivetrees and vineyards of the famous Chianti Wine, the villa is part of an ancient stone farmhouse, (13th century) carefully renovated.  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £227 /night

£1585 - £2354 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
The historic Casa Erta, acquired from the Machiavelli family, together with the other farm houses on the property, have been restored with great care to their original form.  …see more

17 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £823 /night

£5760 - £7385 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
Tuscan country farmhouse near Florence to rent – Casolare del Chianti is a traditional refurbished farmhouse sitting on a large rural estate, ideally located in the popular Chianti region, between Florence and San Gimignano.  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £60 /night

£417 - £695 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 4 persons, with swimming pool , in Chianti  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £168 /night

£1176 - £1460 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Apartment for 4 persons, with swimming pool , in Florentine Hills  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £60 /night

£417 - £695 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 4 persons, with swimming pool , in Chianti  …see more

20 Photos

Cottage | 1 Bedroom | sleeps 2

1 night min stay

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from £54 /night

£372 - £496 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Appartamento Edmondo B is a romantic and welcoming cottage surrounded by the vegetation. It sleeps two people. From Appartamento Edmondo B you will enjoy an enchanting view of the Chianti hills and of the surrounding countryside  …see more

17 Photos

Farmhouse | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £430 /night

£3009 - £4934 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
About our villas in italy Mezzola is a typical stone-built Tuscan farmhouse, located on an estate producing Chianti wine, only 1 kilometre from Cerbaia and 18 kilometres from the centre of Florence. Until a few years ago, it was the home of the owner, an antique dealer  …see more

16 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £227 /night

£1585 - £2354 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
The historic Casa Corza, belonged to the legendary Cavalcanti and Niccolini families, Florentine nobility and together with the other farm houses on the property, have been restored with great care to their original form.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £189 /night

£1317 - £1456 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
In the heart of Chianti, halfway between Florence and Siena The farmhouse I Greppi Di Silli located 300 mt above sea level. rises and looks out over a green valley, surrounded on all sides by cultivated hills covered in olive groves and vineyards. Alongsi...  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £56 /night

£388 - £568 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 4 persons, with swimming pool , in Chianti  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £46 /night

£319 - £481 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Attractive apartment for 4 persons, with swimming pool , in Chianti  …see more

23 Photos

House | 2 Bedrooms | sleeps 4

1 night min stay

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from £65 /night

£455 - £620 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Appartamento Marvena A is a cozy ancient house in the characteristic style of the Tuscan countryside. It sleeps four people. From Appartamento Marvena A you will enjoy a broad view of the Chianti hills and of the surrounding countryside  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £146 /night

£1020 - £1287 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Apartment for 3 persons, with swimming pool , in Florentine Hills  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £157 /night

£1095 - £1559 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
Apartment for 4 persons, with swimming pool , in Chianti  …see more

21 Photos

Apartment | 4 Bedrooms | sleeps 11

7 Nights min stay

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from £120 /night

£834 - £1385 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 11 persons, with swimming pool , in Chianti  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 8

1 night min stay

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from £89 /night

£620 - £1166 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Villa Gentile is an age-old 300-square-meter (about 3,229 square feet) countryside house in stone which sleeps eight people. It features a private garden and swimming-pool. It overlooks the valley  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £75 /night

£522 - £730 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 4 persons, with swimming pool , in Chianti  …see more

10 Photos

Villa | 4 Bedrooms | sleeps 12

7 Nights min stay

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from £165 /night

£1153 - £2622 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Attractive holiday house for 12 persons, with swimming pool , in Chianti  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 12

7 Nights min stay

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from £186 /night

£1300 - £2329 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Independent villa set in the typical context of Chianti, surrounded by vineyards, olive-groves and small woods. The villa rises in a dominant position upon a little lake. The property, now completely restored, dates back to the beginning of the XIX century...  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £61 /night

£423 - £603 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 2 persons, with swimming pool , in Chianti  …see more

20 Photos

House | 1 Bedroom | sleeps 2

1 night min stay

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from £48 /night

£331 - £455 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Appartamento Marvena B is a characteristic ancient house surrounded by the vegetation. It sleeps two people. From Appartamento Marvena B you will enjoy an enchanting view of the Chianti hills and of the surrounding countryside  …see more

12 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £84 /night

£585 - £1223 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Attractive apartment for 6 persons, with swimming pool , in Chianti  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £189 /night

£1323 - £2232 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
These Chianti vacation homes offer accommodation for 2 to 6 guests, 1 to 3 double bedrooms, bathroom with shower or bathtub, living area and fully fitted kitchen.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £166 /night

£1158 - £2025 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
These Chianti vacation homes offer accommodation for 2 to 6 guests, 1 to 3 double bedrooms, bathroom with shower or bathtub, living area and fully fitted kitchen.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £176 /night

£1228 - £1399 / week

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Key info:

  • Nearest beach 127 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
These apartments will guarantee that you have a wonderful holiday in Chianti. The Giotto Apartment can accomodate up to 3 guests, while the Leonardo can accomodate up to 5 guests.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £69 /night

£480 - £587 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
These apartments guarantee a totally Tuscan experience with the Chianti hills as the perfect backdrop, modern comforts and antiques in every corner, and the kind hospitality of this former castle's staff.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £88 /night

£612 - £753 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
These apartments guarantee a totally Tuscan experience with the Chianti hills as the perfect backdrop, modern comforts and antiques in every corner, and the kind hospitality of this former castle's staff.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £124 /night

£868 - £1116 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
These apartments guarantee a totally Tuscan experience with the Chianti hills as the perfect backdrop, modern comforts and antiques in every corner, and the kind hospitality of this former castle's staff.  …see more