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111 Holiday homes in San Casciano Val di Pesa

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111 Results  |  
10 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

5 Nights min stay

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from £49 /night

£340 - £420 / week

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Late Deal: save up to €110 (approx. £88)

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

20 Photos

B&B | 1 Bedroom | sleeps 2

Very Good 4.5/5 

2 Nights min stay

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from £64 /night

£446 - £535 / week

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Key info:

  • Suitable for over 5s only
  • May take pets – please enquire
  • Private garden
Book the NERI room at Candida's Chianti House, a magical place in the hills of Chianti between Florence and Siena. Enjoy a relaxing vacation, where you can enjoy products from our own garden at breakfast. Cooking classes and dinners are offered to interested guests. Peace at only half an hour from Florence. Artists, foodies and sybarites will be in heaven!  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £67 /night

£467 - £801 / 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

Featured properties

21 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £65 /night

£452 - £624 / 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

Villa | 4 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £184 /night

£1284 - £2417 / 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

19 Photos

House | 3 Bedrooms | sleeps 6

6 Nights min stay

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from £97 /night

£679 - £933 / week

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Key info:

  • Not suitable for children
  • 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

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £267 /night

£1866 - £2884 / 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

13 Photos

B&B | 1 Bedroom | sleeps 2

2 Nights min stay

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from £64 /night

£446 - £535 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Book the MATTIA room at Candida's Chianti House, in the hills of Chianti between Florence and Siena. Private garden, delicious breakfast included and comfortable beds all in the magnificent landscape of the vineyards of Chianti. Peace at only half an hour from Florence. Artists, foodies and sybarites will be in heaven!  …see more

15 Photos

B&B | 1 Bedroom | sleeps 2

2 Nights min stay

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from £64 /night

£446 - £535 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Book the MARTINA room at Candida's Chianti House, a magical place in the hills of Chianti between Florence and Siena. Enjoy a relaxing vacation, where you can enjoy products from our own garden at breakfast. Cooking classes and dinners are offered to interested guests.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £61 /night

£424 - £552 / week

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Key info:

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

23 Photos

Villa | 6 Bedrooms | sleeps 14

6 Nights min stay

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from £212 /night

£1484 - £2205 / 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

15 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £82 /night

£569 - £827 / week

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Key info:

  • Suitable for over 5s only
  • 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

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £463 /night

£3240 - £3776 / 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 £858 /night

£6000 - £8440 / 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 £382 /night

£2672 - £4200 / 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

6 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £1212 /night

£8480 - £14416 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Ski
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Prices: per week High (March 23rd-Apr 5th/June1st-Sept.29th/Dec 14th-Jan3rd 2014) €17.000 Mid (April 6th-May 31st/Sept 30th-Oct 25th) € 12.000 Low (Jan 5th-March 22nd/Oct 26th-Dec 13th) € 10.000 All prices p.w. must be considered less 10% in case of 2/3 weeks rent The pool of Villa Tavernaccia can be heated  …see more

21 Photos

Farmhouse | 5 Bedrooms | sleeps 11

5 Nights min stay

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from £158 /night

£1103 - £2460 / 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 £194 /night

£1357 / 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 £80 /night

£556 - £1080 / 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

19 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £98 /night

£680 - £1356 / 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

17 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £114 /night

£796 - £1516 / 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

18 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £98 /night

£680 - £1276 / 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

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £109 /night

£760 - £1436 / 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

Excellent 5/5 

7 Nights min stay

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from £226 /night

£1580 - £2796 / 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

19 Photos

Apartment | 3 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £103 /night

£716 - £1400 / 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

20 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £171 /night

£1196 - £2076 / 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 | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £91 /night

£636 - £1276 / 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

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £583 /night

£4080 - £5360 / week

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Key info:

  • Swimming pool
  • Suitable 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

15 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £239 /night

£1672 - £2072 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence, 50 minutes from Siena, one hour from Lucca  …see more

24 Photos

House | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £560 /night

£3920 - £5040 / week

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Key info:

  • Swimming pool
  • Suitable 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

11 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £239 /night

£1672 - £2072 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £205 /night

£1432 - £1672 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £789 /night

£5520 - £8560 / week

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Key info:

  • Swimming pool
  • Suitable 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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £92 /night

£640 - £848 / week

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Key info:

  • Swimming pool
  • Suitable 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

9 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

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from £125 /night

£872 - £1000 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £239 /night

£1672 - £2072 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
This is the perfect starting point to explore Tuscany. Located in the heart of Chianti, Borgo in Rosa is just 20 minutes from Florence  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £509 /night

£3560 - £4480 / week

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Key info:

  • Swimming pool
  • Suitable 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

7 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £81 /night

£564 - £778 / week

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Key info:

  • Suitable for over 5s only
  • No pets allowed
Simply put it has views to die for.....its decorated like a true home.....well equiped .... and perfect for exploring the Chianti region  …see more

22 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £132 /night

£920 - £1440 / 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

16 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

Short stays welcome

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from £338 /night

£2360 / week

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Key info:

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

16 Photos

Farmhouse | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £271 /night

£1891 - £2808 / 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

13 Photos

Farmhouse | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £271 /night

£1891 - £2808 / 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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £70 /night

£488 - £706 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 4 persons in Florentine Hills  …see more

24 Photos

Farmhouse | 6 Bedrooms | sleeps 11

5 Nights min stay

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from £161 /night

£1121 - £1442 / 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

Farmhouse | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £416 /night

£2912 - £4776 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
About our villas in italy Mezzola is a typical stone-built Tuscan farmhouse, located on an estate producing Chianti wine, only 1 kilometre from Cerbaia and 18 kilometres from the centre of Florence. Until a few years ago, it was the home of the owner, an antique dealer  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £46 /night

£319 - £481 / week

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Key info:

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

19 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £106 /night

£740 - £873 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Theandnbsp;Low Houseandnbsp;is aandnbsp;Tuscan countrysideandnbsp;apartment in theandnbsp;municipality of San Casciano,andnbsp;inandnbsp;Florence, Tuscany.andnbsp; The Low House is a delightful little farmhouse that can accommodateandnbsp;4 persons,andnbsp;offering  …see more

11 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £110 /night

£768 - £1137 / 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

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

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