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81 Holiday homes in San Casciano Val di Pesa

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81 Results  |  
24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £68 /night

£471 - £807 / week

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Key info:

  • Nearest beach 83 km
  • Suitable for children over
  • 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

18 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £63 /night

£441 - £629 / week

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Key info:

  • Great for children of all ages
  • 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

24 Photos

Farmhouse | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £214 /night

£1496 - £2223 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great 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

Featured properties

23 Photos

Villa | 4 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £185 /night

£1295 - £2437 / week

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Key info:

  • Swimming pool
  • Great 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

15 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £82 /night

£573 - £834 / week

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Key info:

  • Suitable for children over
  • No pets allowed
#Accommodation for 4/6 persons in Tuscany #Chianti views Comfortable and homely decor Satelitte TV and WIFI #Tuscany exploring #Free parking Ask for whatever information you may require and we will be very happy to help you.  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

Short stays welcome

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from £52 /night

£360 - £513 / week

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Key info:

  • Great 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 £77 /night

£539 - £770 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great 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

20 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £57 /night

£394 - £565 / week

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Key info:

  • Great for children of all ages
  • 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

20 Photos

Apartment | 1 Bedroom | sleeps 4

Short stays welcome

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from £57 /night

£394 - £565 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

21 Photos

Farmhouse | 5 Bedrooms | sleeps 11

5 Nights min stay

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from £159 /night

£1112 - £2138 / 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

Excellent 5/5 

7 Nights min stay

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from £385 /night

£2694 - £4234 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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 £865 /night

£6049 - £8509 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • 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

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £404 /night

£2827 - £3702 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great 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

16 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £81 /night

£561 - £803 / week

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Key info:

  • Swimming pool
  • Great 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

Excellent 5/5 

7 Nights min stay

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from £228 /night

£1593 - £2255 / week

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Key info:

  • Swimming pool
  • Great 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

19 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £98 /night

£686 - £1089 / week

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Key info:

  • Swimming pool
  • Great 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

18 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £98 /night

£686 - £1089 / week

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Key info:

  • Swimming pool
  • Great 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

Excellent 5/5 

7 Nights min stay

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from £104 /night

£722 - £1170 / week

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Key info:

  • Swimming pool
  • Great 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

20 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £173 /night

£1206 - £1609 / week

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Key info:

  • Swimming pool
  • Great 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 | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £92 /night

£642 - £1009 / week

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Key info:

  • Swimming pool
  • Great 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

Excellent 5/5 

7 Nights min stay

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from £115 /night

£803 - £1287 / week

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Key info:

  • Swimming pool
  • Great 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

Apartment | 3 Bedrooms | sleeps 8

Very Good 4/5 

7 Nights min stay

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from £110 /night

£767 - £1206 / week

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Key info:

  • Swimming pool
  • Great 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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £93 /night

£646 - £759 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
This estate stretches out over a hillside covered with vineyards, olive trees and woodland  …see more

24 Photos

House | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £565 /night

£3952 - £4436 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £795 /night

£5565 - £8630 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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 £513 /night

£3589 - £3992 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

16 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

Short stays welcome

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from £340 /night

£2380 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Beautiful rutic and cozy tuscan villa  …see more

23 Photos

Castle | 11 Bedrooms | sleeps 20

Short stays welcome

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from £916 /night

£6412 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great 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

20 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £269 /night

£1881 - £2445 / week

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Key info:

  • Great 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 £190 /night

£1325 - £2351 / week

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Key info:

  • Swimming pool
  • Great 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

24 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £194 /night

£1356 - £1497 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
'The Wine Barrel House'andnbsp;is a cottage near San Casciano. This is an independent house withandnbsp;two storeysandnbsp;in it.andnbsp; Theandnbsp;ground floorandnbsp;is distributed withandnbsp;living roomandnbsp;and aandnbsp;kitchen. The living room has a calmly  …see more

15 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £461 /night

£3226 - £6081 / 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

20 Photos

House | 1 Bedroom | sleeps 2

1 night min stay

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from £47 /night

£323 - £444 / week

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Key info:

  • Swimming pool
  • Great 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

21 Photos

Villa | 5 Bedrooms | sleeps 8

5 Nights min stay

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from £368 /night

£2573 / 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

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
  • Great 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

23 Photos

Villa | 3 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £87 /night

£605 - £1138 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great 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

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £78 /night

£545 - £1144 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 3 bedrooms sleeps 6  …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
  • Great 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

Farmhouse | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £273 /night

£1906 - £2831 / 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

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £215 /night

£1500 - £2584 / 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

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

24 Photos

Villa | 4 Bedrooms | sleeps 12

7 Nights min stay

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from £182 /night

£1269 - £2273 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great 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

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £195 /night

£1363 - £2349 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Annies Farmhouseandnbsp;is in the Chianti region nearandnbsp;San Casciano, Florence. Theandnbsp;terraceandnbsp;of the farmhouse presents you with a view over the surrounding countryside and onto the pool leaving you in a state of serenity, perfect for enjoying a  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £112 /night

£779 - £1297 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 4 bedrooms sleeps 10  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £137 /night

£954 - £1202 / week

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Key info:

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

24 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £797 /night

£5575 - £7145 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden

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

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

15 Photos

Farmhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £125 /night

£871 - £1198 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Farmhouse Torrioneandnbsp;sits on a private property with an impressive history dating back to medieval times.andnbsp;The farmhouse expands onandnbsp;two floors. Theandnbsp;ground floorandnbsp;of the farmhouse invites guests to relax and dine in the large living and  …see more

24 Photos

Castle | 13 Bedrooms | sleeps 23

4 Nights min stay

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from £853 /night

£5968 - £7017 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Theandnbsp;Castello Pocciantiandnbsp;is an Italian castle rental situated on a scenic hill near Florence in the Chianti region of Val di Pesa. It is 14kms from the city Florence set on a valley backdrop of the river Pisa. The history of this castle takes it back to  …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
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 2 persons, with swimming pool , in Chianti  …see more