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153 Holiday homes in San Casciano Val di Pesa

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153 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

24 Photos

Cottage | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £110 /night

£764 / 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

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

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

18 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £63 /night

£437 - £624 / week

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Key info:

  • Suitable 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

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

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

24 Photos

Farmhouse | 6 Bedrooms | sleeps 12

Short stays welcome

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from £212 /night

£1484 - £2205 / 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

16 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £39 /night

£272 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Lovely furnished and equipped holiday home with separate entrance. One room, with matrimonial bed in the loft, bathroom with shower,, kitchnette.Panoramic terrace with table, chairs, umbrellas and chairs. 2 sleeping accomodations The apartment is in the country, in the middle of the Chianti region.12 km from the Duomo of Florence  …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

22 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £188 /night

£1315 - £2629 / 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

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

22 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £40 /night

£280 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Lovely furnished and equipped holiday home with separate entrance. Two rooms, matrimonial bedroom with walking- in -closet, big bathroom, dinner room with sofabed, kitchnette.Panoramic terrace with table, chairs, umbrellas and chairs. 2+1 sleeping accomodations The apartment is in the country, in the middle of the Chianti region.12 km from the Duomo of Florence  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

Short stays welcome

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from £56 /night

£391 - £560 / week

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Key info:

  • Swimming pool
  • Suitable 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

House | 2 Bedrooms | sleeps 5

Short stays welcome

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from £77 /night

£535 - £764 / 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

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

20 Photos

Apartment | 1 Bedroom | sleeps 4

Short stays welcome

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from £51 /night

£357 - £509 / 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 £56 /night

£391 - £560 / week

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Key info:

  • Suitable 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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

7 Photos

B&B | 1 Bedroom | sleeps 3

1 night min stay

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from £73 /night

£509 / week

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Key info:

  • Suitable for children of all ages
  • 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

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

10 Photos

Barn | 2 Bedrooms | sleeps 5

1 night min stay

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from £79 /night

£552 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
This is a typical Tuscan barn completely renovated. Composed of two layers (80sqm): on the first floor, large living room, kitchen, bathroom with shower; the second two bedrooms and the ability to add a single bed in one of the two rooms.  …see more