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121 Holiday homes in San Casciano Val di Pesa

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8 Photos

Villa | 4 Bedrooms | sleeps 7

7 Nights min stay

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from £331 /night

£2312 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
this splendid stone farmhouse is situated in a beautiful, peaceful valley, surrounded by fields and vineyards, just a short distance away from mercatale val di pesa, in the heart of the chianti classico district. The house is located on a farm that produces excellent wines and olive oil which can be sampled in the winery. The indoor areas have been tastefully furnished. It has a comfortable, modern, well-equipped kitchen. Outdoors there are large terraces and a beautiful loggia furnished with tables and chairs for enjoying wonderful “al fresco” meals. Across the lawn, separated by a hedge, is a 6 x 12 meter swimming pool. the position of this property makes it possible to easily organize trips around the chianti classico area, from the splendid towers of san gimignano, to the beautiful medieval town of monteriggioni or the art cities of florence and siena, all of which are no more than thirty minutes away by car. However, this property stands out in particular for its peace and tranquility, offering guests the chance to enjoy a truly unique and completely relaxing vacation. internet connection in the winery which is around 300 meters away from the house. the maximum occupancy of the house is 7 people including children.  …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

17 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £157 /night

£1095 - £1559 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
Apartment for 4 persons, with swimming pool , in Chianti  …see more

Featured properties

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

13 Photos

Farmhouse | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £279 /night

£1953 - £2901 / week

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Key info:

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

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

20 Photos

House | 1 Bedroom | sleeps 2

1 night min stay

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from £48 /night

£331 - £455 / week

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Key info:

  • Swimming pool
  • Suitable 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

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 | 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

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

21 Photos

Apartment | 4 Bedrooms | sleeps 11

7 Nights min stay

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from £120 /night

£834 - £1385 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Apartment for 11 persons, with swimming pool , in Chianti  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 2

4 Nights min stay

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from £93 /night

£648 - £748 / week

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Key info:

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

13 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £67 /night

£463 - £869 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartmentandnbsp;Nannaandnbsp;is a rental holiday apartment in theandnbsp;municipality of San Cascianoandnbsp;in the province ofandnbsp;Florence, Tuscany region, Italy. Apartment Nanna is located nearandnbsp;Mercatale, the commercialandnbsp;centre of San Casciano  …see more

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £200 /night

£1397 - £2708 / 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

19 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £110 /night

£764 - £902 / 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

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

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

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £199 /night

£1390 - £1534 / 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

23 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £75 /night

£522 - £730 / week

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Key info:

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

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

21 Photos

Villa | 5 Bedrooms | sleeps 8

5 Nights min stay

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from £377 /night

£2637 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
This charming farmhouse is located on the grounds of a famous medieval castle, and manuscripts documenting the life of the castle date back to the year 997. The castle is surrounded by ominous walls which in days gone by served as protection, now just add to the  …see more

12 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £84 /night

£585 - £1223 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Attractive apartment for 6 persons, with swimming pool , in Chianti  …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

8 Photos

Villa | 11 Bedrooms | sleeps 15

7 Nights min stay

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from £1069 /night

£7480 - £8781 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
this is a beautiful example of a tuscan medieval castle situated on a panoramic hilltop in the chianti classico district, around 10 km from san casciano val di pesa. Built by the buondelmonti family on the foundations of a 10th century roman construction, the castle was converted into a villa in the 15th century. The castle is now more than 1,000 years old and has been recently renovated by the current owners and turned into a summer residence. most of the furniture consists of restored antique pieces. Inside the fortified walls, there is a large terrace with a loggia offering panoramic views of the surrounding valley, and a swimming pool for the exclusive use of guests with deckchairs and sun loungers. The castle has a lift/elevator for reaching the torre (tower) area, a laundry room, internet connection, a dishwasher and a barbecue. the nearest town, bargino, has food stores and a restaurant. All types of services can be found in san casciano val di pesa, which is 10 km away. The best known places in the chianti district – san gimignano, siena and florence - are approximately 30 minutes away by car. the surrounding area has many restaurants that offer excellent traditional tuscan cuisine as well as farms where special wine tastings can be arranged and it is possible to purchase some excellent chianti wines.  …see more

17 Photos

Farmhouse | 5 Bedrooms | sleeps 10

7 Nights min stay

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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
  • 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

23 Photos

Villa | 3 Bedrooms | sleeps 8

1 night min stay

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from £89 /night

£620 - £1166 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable 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

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

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

16 Photos

Farmhouse | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £279 /night

£1953 - £2901 / week

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Key info:

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

8 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £450 /night

£3144 - £5035 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Lying in the splendid backdrop of the gentle hills that characterize the Chianti region, is Villa La Colombaia. Just 4 kms from the town of San Casciano and little more than 20 kms from Florence, it has the structure of a typical tuscan country house, solid and restrained, and goes back the 1400s and was once part of the Medici family estates. From where it stands it dominates a little valley, hushed and unspoilt, and at the bottom runs a river. It has been renovated with great care and ability by the current owners and has been made into a very comfortable and spacious home, where each and every element of the furnishings has been carefully selected, revealing their enthusiasm and good taste. Around the house, in the grounds of 3 hectacres, completely enclosed, is a large, panoramic garden with a large swimming-pool (7 x 17m), offering guests peace and quiet in particularly beautiful countryside. The villa is reached along an untarred road of about 900 metres. Internet wi-fi system.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £189 /night

£1323 - £2232 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
These Chianti vacation homes offer accommodation for 2 to 6 guests, 1 to 3 double bedrooms, bathroom with shower or bathtub, living area and fully fitted kitchen.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £166 /night

£1158 - £2025 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
These Chianti vacation homes offer accommodation for 2 to 6 guests, 1 to 3 double bedrooms, bathroom with shower or bathtub, living area and fully fitted kitchen.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £176 /night

£1228 - £1399 / week

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Key info:

  • Nearest beach 127 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
These apartments will guarantee that you have a wonderful holiday in Chianti. The Giotto Apartment can accomodate up to 3 guests, while the Leonardo can accomodate up to 5 guests.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £77 /night

£538 - £1034 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
These Chianti vacation homes offer accommodation for 2 to 6 guests, 1 to 3 double bedrooms, bathroom with shower or bathtub, living area and fully fitted kitchen.  …see more

15 Photos

Villa | 8 Bedrooms | sleeps 15

7 Nights min stay

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from £473 /night

£3306 - £4794 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
This delightful farmhouse for 15 in a grand estate would make the ideal accommodation for a wide variety of guests- a family or group on holiday, attendees at a conference, or guests at one of the special events or weddings held at the villa.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £102 /night

£711 - £901 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
These apartments guarantee a totally Tuscan experience with the Chianti hills as the perfect backdrop, modern comforts and antiques in every corner, and the kind hospitality of this former castle's staff.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £69 /night

£480 - £587 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
These apartments guarantee a totally Tuscan experience with the Chianti hills as the perfect backdrop, modern comforts and antiques in every corner, and the kind hospitality of this former castle's staff.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £154 /night

£1076 - £1232 / week

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Key info:

  • Nearest beach 127 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
These apartments will guarantee that you have a wonderful holiday in Chianti. The Giotto Apartment can accomodate up to 3 guests, while the Leonardo can accomodate up to 5 guests.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £88 /night

£612 - £753 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
These apartments guarantee a totally Tuscan experience with the Chianti hills as the perfect backdrop, modern comforts and antiques in every corner, and the kind hospitality of this former castle's staff.  …see more

21 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £78 /night

£546 - £661 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Vacation house sleeps 2 people, so it is perfect for romantic breaks and is located in Tuscany Italy. This property is ideal if you seek a memorable experience. The villa offers an internet connection .  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £101 /night

£703 - £1158 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
These Chianti vacation homes offer accommodation for 2 to 6 guests, 1 to 3 double bedrooms, bathroom with shower or bathtub, living area and fully fitted kitchen.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £124 /night

£868 - £1116 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
These apartments guarantee a totally Tuscan experience with the Chianti hills as the perfect backdrop, modern comforts and antiques in every corner, and the kind hospitality of this former castle's staff.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £95 /night

£662 - £877 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • 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 £212 /night

£1480 - £1728 / week

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Key info:

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

15 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £247 /night

£1728 - £2141 / week

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Key info:

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

9 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

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from £129 /night

£901 - £1034 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • 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 £815 /night

£5703 - £8843 / 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
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

House | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £526 /night

£3678 - £5207 / 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
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 £247 /night

£1728 - £2141 / week

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Key info:

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