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67 Holiday homes in San Casciano Val di Pesa

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9 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £42 /night

£290 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Living Chianti. Staying in an environment of the most beautiful that nature can offer. The beautiful Tuscan countryside, with its gentle hills dotted by the regular geometry of vineyards and olive groves .  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £81 /night

£561 - £827 / week

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Key info:

  • Nearest beach 83 km
  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • No pets allowed
Traditional Tuscan stone country house. Finely furnished. Few steps from restaurants and shops. Easy access to Florence centre, car not required. Dominant position with wonderful views over Chianti landscape. Owners live next door. English spoken. Broadband Internet. Located in a rural village with shops, restaurants, banks and a big supermarket. 9 miles to Florence centre.  …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

21 Photos

Guest house | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

2 Nights min stay

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from £66 /night

£460 - £552 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
Un posto mágico, inmerso nella campagna.Pace assoluta. Relax. Prodotti naturali del nostro campo. Corsi di cucina e cene ad hoc per i nostri ospiti. Un posto di charm. Accoglienza curata e familiare. Tranquillity only half an hour from Florence. Artists, foodies and sybarites will be in heaven!  …see more

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

20 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £276 /night

£1928 - £2979 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Stunning villa in the Chianti, walking distance from San Casciano village  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £51 /night

£351 - £434 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
We are in the midst of the Tuscany hills and culture: situated 1 mile outside of a little town, San Casciano you are in: 45minutes by car or bus to the cathedral of Florence or to the famous San Gimignano or Siena, 60 minutes to Pisa, or 75 minutes at the beach Bedlinen and towels can be rented. Minimum stay 5 nights ( in high season 7)  …see more

7 Photos

B&B | 1 Bedroom | sleeps 3

1 night min stay

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from £76 /night

£526 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Only 10 minutes drive from Florence you'll in the middle of nature, close to our private lake and overlooking the woods and the vineyards. Two separate apartments with one double bedroom, bathroom, dining room. Free wifi and outdoor heathed Jacuzzi.  …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

21 Photos

Farmhouse | 5 Bedrooms | sleeps 11

5 Nights min stay

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from £163 /night

£1139 - £2541 / week

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Key info:

  • Nearest beach 90 km
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Charming villa in the Chianti Florentine Hills  …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

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

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

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

22 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £67 /night

£467 - £644 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
2BR apartment in an old villa located close to village centre. Car is not required. Florence easy to reach by bus. WiFi included. Private parking. Spacious garden, BBQ. Owners on site. Minimum stay 7 nights, change over day Saturday or Sunday.  …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

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 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

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

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

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

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

18 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £65 /night

£452 - £644 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Beautiful apartment with private pergola in the open country We offer on request tour and tasting at our farm, cooking lessons, dinner and lunch...  …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

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

20 Photos

Apartment | 1 Bedroom | sleeps 4

Short stays welcome

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from £53 /night

£368 - £526 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Beautiful country house surrounded by vineyards and olive groves. We offer on request welcome dinner, cooking lessons, lunch and diinner,  …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

19 Photos

House | 3 Bedrooms | sleeps 6

6 Nights min stay

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from £101 /night

£701 - £964 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
in the heart of our farm, our guests can join us for a cup of coffee or a glass of wine or stay on their own in the private garden. Large and full of light Casa Gina offers a perfect place to enjoy the countryside at a few kilometers from the highway. At our farm you can enjoy a cooking lesson or a Tuscan dinner and lunch on request.  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £58 /night

£403 - £579 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
In the Chianti area, immersed in the nature. Part of a working farm which produces wine, extra-virgin olive oil and pecorino cheese We offer on request cooking lessons, wine and cheese tours, dinner and lunch.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £42 /night

£290 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Lovely furnished and equipped holiday home with separate entrance. Two rooms, matrimonial bedroom with walking- in -closet, big bathroom, dinner room with sofabed, kitchnette.Panoramic terrace with table, chairs, umbrellas and chairs. 2+1 sleeping accomodations The apartment is in the countryside, in the middle of the world-reknown Chianti region,  …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

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

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

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

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 | 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

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

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

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

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

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

8 Photos

Villa | 11 Bedrooms | sleeps 15

7 Nights min stay

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from £1069 /night

£7480 - £8781 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
this is a beautiful example of a tuscan medieval castle situated on a panoramic hilltop in the chianti classico district, around 10 km from san casciano val di pesa. Built by the buondelmonti family on the foundations of a 10th century roman construction, the castle was converted into a villa in the 15th century. The castle is now more than 1,000 years old and has been recently renovated by the current owners and turned into a summer residence. most of the furniture consists of restored antique pieces. Inside the fortified walls, there is a large terrace with a loggia offering panoramic views of the surrounding valley, and a swimming pool for the exclusive use of guests with deckchairs and sun loungers. The castle has a lift/elevator for reaching the torre (tower) area, a laundry room, internet connection, a dishwasher and a barbecue. the nearest town, bargino, has food stores and a restaurant. All types of services can be found in san casciano val di pesa, which is 10 km away. The best known places in the chianti district – san gimignano, siena and florence - are approximately 30 minutes away by car. the surrounding area has many restaurants that offer excellent traditional tuscan cuisine as well as farms where special wine tastings can be arranged and it is possible to purchase some excellent chianti wines.  …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

8 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £450 /night

£3144 - £5035 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Lying in the splendid backdrop of the gentle hills that characterize the Chianti region, is Villa La Colombaia. Just 4 kms from the town of San Casciano and little more than 20 kms from Florence, it has the structure of a typical tuscan country house, solid and restrained, and goes back the 1400s and was once part of the Medici family estates. From where it stands it dominates a little valley, hushed and unspoilt, and at the bottom runs a river. It has been renovated with great care and ability by the current owners and has been made into a very comfortable and spacious home, where each and every element of the furnishings has been carefully selected, revealing their enthusiasm and good taste. Around the house, in the grounds of 3 hectacres, completely enclosed, is a large, panoramic garden with a large swimming-pool (7 x 17m), offering guests peace and quiet in particularly beautiful countryside. The villa is reached along an untarred road of about 900 metres. Internet wi-fi system.  …see more

15 Photos

Villa | 8 Bedrooms | sleeps 15

7 Nights min stay

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from £473 /night

£3306 - £4794 / 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
This delightful farmhouse for 15 in a grand estate would make the ideal accommodation for a wide variety of guests- a family or group on holiday, attendees at a conference, or guests at one of the special events or weddings held at the villa.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £102 /night

£711 - £901 / 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 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

21 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £78 /night

£546 - £661 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Vacation house sleeps 2 people, so it is perfect for romantic breaks and is located in Tuscany Italy. This property is ideal if you seek a memorable experience. The villa offers an internet connection .  …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