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90 Holiday homes in San Casciano Val di Pesa

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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

24 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £101 /night

£701 - £789 / week

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Key info:

  • Nearest beach 120 km
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
In the heart of Chianti, half way between Florence and Siena. An old farmhouse which has recently been restored is situated in an hamlet dating back to the 1400's. Surrounded by vineyards and olive groves offering uniquely picturesque views. A place to feel at peace and tranquil making it ideal for a family looking to relax in contact with nature.  …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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

6 Photos

Barn | 2 Bedrooms | sleeps 5

Min stay varies

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from £61 /night

£424 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Trattasi di un fienile immerso nelle colline del Chianti, completamente ristrutturato, su 2 livelli, 80 mq, con pergolato esterno . Al pian terreno: sala, cucina, bagno con doccia. Al piano superiore 2 camere doppie con la possibilità di aggiungere un lettino  …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

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

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

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

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

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

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

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

24 Photos

Farmhouse | 6 Bedrooms | sleeps 11

3 Nights min stay

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from £157 /night

£1094 - £1406 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Montefolchi farmhouse is one of the best places to view almost all of the Chianti area. The farmhouse is situated onandnbsp;top of a hillandnbsp;with a wonderful vista, on clear days allowing you to see all the way to theandnbsp;Appennines.andnbsp;  …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

11 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £114 /night

£794 - £1175 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The farmhouse nearandnbsp;Ercataleandnbsp;andandnbsp;San Cascianoandnbsp;is located amidst farm that produces original wine and olive oil. This is very apt for those who prefer a simple life. Named as theandnbsp;'Uncle's House',andnbsp;this is besides the hills that  …see more

16 Photos

Farmhouse | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £279 /night

£1953 - £2901 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Farmhouse Boscaandnbsp;is a magnificent Tuscany rental villa situated in Corzano in the very heart of the Chianti region. The farmhouse dwells on a medieval property stretching over two hills rich with oak woods, olive groves, and vineyards.andnbsp; Farmhouse Bosca  …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

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

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

13 Photos

Farmhouse | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £279 /night

£1953 - £2901 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Fabianoandnbsp;is the ideal farmhouse for rent in Tuscany for groups and families up toandnbsp;12 people.andnbsp;Situated in San Casciano in Val di Pesa, the farmhouse boasts a strategic position, only 15 km from the Tuscan art centre of Florence.andnbsp; The  …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

24 Photos

Apartment | 3 Bedrooms | sleeps 5

5 Nights min stay

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from £136 /night

£948 - £1187 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment rental in Chianti hills of San Casciano, Tuscany with swimming pool. This is a lovely spacious rental apartment located on a hill overlooking all of Chianti, midway between two beautiful cities of art, Florence and Siena, Tuscany. Apartment Little Loggia is  …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

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

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

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

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

19 Photos

Apartment | 2 Bedrooms | sleeps 2

4 Nights min stay

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from £93 /night

£648 - £748 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The apartment can accommodateandnbsp;2 personsandnbsp;and offers the services of a cook and a baby sitter.andnbsp; This is a lovely little town, completely surrounded by olive groves, vineyards and dense woods.andnbsp; The town is perched on aandnbsp;hill  …see more