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28 Holiday homes in San Casciano Val di Pesa

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Filters applied: Villa (28)

28 Results  |  
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

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

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

Featured properties

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

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

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 £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

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

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

23 Photos

Villa | 6 Bedrooms | sleeps 14

6 Nights min stay

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from £220 /night

£1534 - £2278 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
We are a working farm. Guests can join us for a tour of the farm, dairy and cellar and taste our products at our shop The farm is in the open country , among vineyards and olive groves. -extra cleaning, baby-sitter, lunch or dinner, welcome dinne, cooking classes, watercolour lessons.......  …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

8 Photos

Villa | 4 Bedrooms | sleeps 7

7 Nights min stay

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from £331 /night

£2312 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
this splendid stone farmhouse is situated in a beautiful, peaceful valley, surrounded by fields and vineyards, just a short distance away from mercatale val di pesa, in the heart of the chianti classico district. The house is located on a farm that produces excellent wines and olive oil which can be sampled in the winery. The indoor areas have been tastefully furnished. It has a comfortable, modern, well-equipped kitchen. Outdoors there are large terraces and a beautiful loggia furnished with tables and chairs for enjoying wonderful “al fresco” meals. Across the lawn, separated by a hedge, is a 6 x 12 meter swimming pool. the position of this property makes it possible to easily organize trips around the chianti classico area, from the splendid towers of san gimignano, to the beautiful medieval town of monteriggioni or the art cities of florence and siena, all of which are no more than thirty minutes away by car. However, this property stands out in particular for its peace and tranquility, offering guests the chance to enjoy a truly unique and completely relaxing vacation. internet connection in the winery which is around 300 meters away from the house. the maximum occupancy of the house is 7 people including children.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £220 /night

£1537 - £2979 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Paradisinoandnbsp;is an Italian Vacation Villa Rental set on a peak of a hill 400 meters above mean sea level.andnbsp;It is a 280 square meter villa and can accommodateandnbsp;10 personsandnbsp;for stay. The villa hasandnbsp;two floors. Theandnbsp;ground  …see more

15 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £473 /night

£3306 - £6232 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
The robustandnbsp;Villa Marianaandnbsp;stands tall beside the towering Tuscan landscape. Theandnbsp;Chianti Classicoandnbsp;hills framework this villa thoroughly situated in the wine producing estate, Villa Mariana comfortably admit up toandnbsp;14 membersandnbsp;and  …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

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

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

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

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

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

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

Villa | 5 Bedrooms | sleeps 8

5 Nights min stay

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from £377 /night

£2637 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This charming farmhouse is located on the grounds of a famous medieval castle, and manuscripts documenting the life of the castle date back to the year 997. The castle is surrounded by ominous walls which in days gone by served as protection, now just add to the  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 13

5 Nights min stay

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from £1771 /night

£12397 - £17562 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
There are many beautiful villas in Tuscany andandnbsp;Villa Carlosandnbsp;is certainly one of them.andnbsp;Overlooking one of the most uncontaminated views, Villa Carlos is perched on a hill 300 mts above sea level, surrounded by vineyards, olive groves, dense forest  …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

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

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £815 /night

£5703 - £8843 / 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
Surrounded by vineyards and olive groves, Casale Classico is perfect for five couples or an extended family, and the location couldn't be better.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £526 /night

£3678 - £4629 / 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
The La Corte estate stretches out over a hillside covered with vineyards, olive trees and woodland.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £603 /night

£4215 - £5538 / 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
The La Corte estate stretches out over a hillside covered with vineyards, olive trees and woodland.  …see more