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122 Holiday homes in San Casciano Val di Pesa

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122 Results  |  
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

9 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £42 /night

£290 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Living Chianti. Staying in an environment of the most beautiful that nature can offer. The beautiful Tuscan countryside, with its gentle hills dotted by the regular geometry of vineyards and olive groves .  …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

Featured properties

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

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

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

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

24 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £59 /night

£412 - £570 / 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

24 Photos

B&B | 1 Bedroom | sleeps 4

1 night min stay

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from £113 /night

£789 - £1402 / 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

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

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

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

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £414 /night

£2897 - £3901 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Enjoy noble splendor in this gracious antique villa which is both close to Florence and immersed in tranquility.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £398 /night

£2781 - £4339 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Originally a farmhouse owned by the Medici family, and dating back to the early fifteenth century. Villa Il Portico is perfectly positioned between Florence and Siena.  …see more

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

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

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

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

20 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £177 /night

£1236 - £2145 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious smaller Villa. On a unique estate 10 ha. Swimmingpool. Chianti Classico. 30 minutes Florence Airconditioned. Large livingroom, very complete kitchen. 3 bedrooms, 2 marble bathrooms Tuscan colors, terracotta floors,beam ceilings. Nice for children. Great views Situated on one of the finest estates in Chianti. Classical gardens.  …see more

20 Photos

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

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

21 Photos

Guest house | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

2 Nights min stay

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from £66 /night

£460 - £552 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
Un posto mágico, inmerso nella campagna.Pace assoluta. Relax. Prodotti naturali del nostro campo. Corsi di cucina e cene ad hoc per i nostri ospiti. Un posto di charm. Accoglienza curata e familiare. Tranquillity only half an hour from Florence. Artists, foodies and sybarites will be in heaven!  …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

18 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £65 /night

£452 - £644 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • 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

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

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

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

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

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

24 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £42 /night

£290 / 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 countryside, in the middle of the world-reknown Chianti region,  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £225 /night

£1572 - £2335 / 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

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

14 Photos

Apartment | 4 Bedrooms | sleeps 6

3 Nights min stay

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from £219 /night

£1530 - £1637 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Theandnbsp;Italian Renaissance, Europe's greatest cultural period,andnbsp;started in Florence when the Duomo was completed by Brunelleschi.andnbsp; 'The Old House' has rooms and facilities to accommodateandnbsp;6 guests.andnbsp; Aandnbsp;swimming pool,  …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 | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £189 /night

£1317 - £1456 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
In the heart of Chianti, halfway between Florence and Siena The farmhouse I Greppi Di Silli located 300 mt above sea level. rises and looks out over a green valley, surrounded on all sides by cultivated hills covered in olive groves and vineyards. Alongsi...  …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

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £220 /night

£1537 - £2979 / week

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Key info:

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

15 Photos

Farmhouse | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £128 /night

£893 - £1228 / 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

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

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

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

17 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £823 /night

£5760 - £7385 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
Tuscan country farmhouse near Florence to rent – Casolare del Chianti is a traditional refurbished farmhouse sitting on a large rural estate, ideally located in the popular Chianti region, between Florence and San Gimignano.  …see more