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56 Holiday homes in San Casciano Val di Pesa

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56 Results  |  
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 children over
  • Car not necessary
  • Air conditioning
  • No pets allowed
Traditional Tuscan stone country house. Finely furnished. Few steps from restaurants and shops. Easy access to Florence centre, car not required. Dominant position with wonderful views over Chianti landscape. Owners live next door. English spoken. Broadband Internet. Located in a rural village with shops, restaurants, banks and a big supermarket. 9 miles to Florence centre.  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £63 /night

£437 - £624 / week

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Key info:

  • Great for children of all ages 5
  • 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

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:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Stunning villa in the Chianti, walking distance from San Casciano village  …see more

Featured properties

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
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Gorgeous Villa with swimming pool in the Chianti, near San Casciano Val di Pesa, a medieval hamlet between Florence and Siena  …see more

24 Photos

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
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • 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

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
  • Great for children of all ages 5
  • 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

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

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
  • Great for children of all ages 5
  • 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

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
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
A beautiful farmhouse built at the beginning of the 15th century, lying in the middle of the Chianti Hills; The house is surrounded by garden, lawn and woods, as well as a covered terrace overlooking vineyards, olive groves and villages topping the surrounding hills.  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

Short stays welcome

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from £51 /night

£357 - £509 / week

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Key info:

  • Great for children of all ages 5
  • 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

Short stays welcome

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from £56 /night

£391 - £560 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

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:

  • Great for children of all ages 5
  • 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

23 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £132 /night

£920 - £1320 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • 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
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Beautiful rutic and cozy tuscan villa  …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
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
This 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
  • Great for children of all ages 5
  • 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 £560 /night

£3920 - £5040 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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
  • Great for children of all ages 5
  • 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
  • Great for children of all ages 5
  • 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

23 Photos

Castle | 11 Bedrooms | sleeps 20

Short stays welcome

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from £909 /night

£6360 - £7463 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £78 /night

£540 - £1135 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 3 bedrooms sleeps 6  …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
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Attractive apartment for 6 persons, with swimming pool , in Chianti  …see more

23 Photos

House | 2 Bedrooms | sleeps 4

1 night min stay

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from £63 /night

£440 - £600 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Appartamento Marvena A is a cozy ancient house in the characteristic style of the Tuscan countryside. It sleeps four people. From Appartamento Marvena A you will enjoy a broad view of the Chianti hills and of the surrounding countryside  …see more

24 Photos

Castle | 13 Bedrooms | sleeps 23

4 Nights min stay

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from £846 /night

£5920 - £6960 / week

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Key info:

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

24 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £193 /night

£1345 - £1485 / 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

14 Photos

Apartment | 4 Bedrooms | sleeps 6

5 Nights min stay

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from £212 /night

£1481 - £1584 / 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

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
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Attractive apartment for 4 persons, with swimming pool , in Chianti  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £218 /night

£1524 - £2264 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

21 Photos

Villa | 5 Bedrooms | sleeps 8

5 Nights min stay

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from £365 /night

£2552 / 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

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

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

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £213 /night

£1488 - £2884 / 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

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £458 /night

£3200 - £6032 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
The robustandnbsp;Villa Marianaandnbsp;stands tall beside the towering Tuscan landscape. Theandnbsp;Chianti Classicoandnbsp;hills framework this villa thoroughly situated in the wine producing estate, Villa Mariana comfortably admit up toandnbsp;14 membersandnbsp;and  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £56 /night

£386 - £644 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Casciano In Val Di Pesa with 1 bedrooms sleeps 4  …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
  • Great for children of all ages 5
  • 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

19 Photos

Apartment | 2 Bedrooms | sleeps 2

5 Nights min stay

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from £90 /night

£628 - £724 / 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

16 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £218 /night

£1524 - £2264 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
The historic Casa Corza, belonged to the legendary Cavalcanti and Niccolini families, Florentine nobility and together with the other farm houses on the property, have been restored with great care to their original form.  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £86 /night

£600 - £1128 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

15 Photos

Farmhouse | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £124 /night

£864 - £1188 / week

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Key info:

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

24 Photos

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

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £194 /night

£1352 - £2621 / 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

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
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Attractive holiday house for 12 persons, with swimming pool , in Chianti  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £43 /night

£295 - £442 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Mercatale Val Di Pesa with 1 bedrooms sleeps 4  …see more

11 Photos

House | 4 Bedrooms | sleeps 8

1 night min stay

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from £141 /night

£983 - £1734 / week

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Key info:

  • Not suitable for children
  • Pets welcome

6-room house 200 m2 on 2 levels, on the ground floor, comfortable and cosy furnishings: entrance hall with 1 double sofa bed, dining table, satellite-TV, stereo unit and DVD. Exit to the garden. Living/dining room with open fireplace. Dining room. Kitchen (oven, dishwasher, micro wave,  …see more

10 Photos

Villa | 3 Bedrooms | sleeps 7

2 Nights min stay

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from £243 /night

£1700 - £2266 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
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

4 Photos

Apartment | 2 Bedrooms | sleeps 8

2 Nights min stay

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from £51 /night

£357 - £976 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
In the heart of Chianti, very near Florence and Siena two lovely bedrooms living room and bathroom in a ancient house with Tower. Excellent breakfasts and tasty meals following the tuscan tradition. Peaceful and relaxed atmosphere at only few minutes from Florence. You can book the rooms with or without the use of kitchen which cost can be calculated by the day.  …see more

22 Photos

Finca | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £85 /night

£594 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
Toscana, Chianti, Fattoria, Cantine, Degustazione Vini, Sport L'appartamento si trova a 20 km da Firenze e 40 da Siena, a pochi kilometri invece è possibile visitare le p  …see more

19 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £76 /night

£526 - £742 / week

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Key info:

  • Nearest beach 65 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
La proprietà è recintata con parcheggio interno per due/tre auto, il giardino molto ampio è adatto per ospitare anche animali domestici, la casa è di 200 mq con zona giorno molto ampia e comode camere con due bagni. Ci sono due zone esterne pavimentate ed arredate.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £82 /night

£569 - £653 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Romantic and finely decorated barn in the Chianti Classico area near Florence. Stunning landscapes, a lot of activities to do (wine tours, cooking lessons) , perfect location: 30 min from Florence, 50 min from Siena, 10 min from Greve in Chianti. Perfect for couples. For further information, please check our website: www.montrogoli.it  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

4 Nights min stay

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from £119 /night

£832 - £3477 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Charming Chianti Holiday Home. 5 bedrooms. Stunning landscapes. Private panoramic salt swimming pool. Perfect Location: 30 min from Florence, 50 min from Siena, 10 min from Greve in Chianti. We organise wine Tours & other activities. Extra Virgin Olive Oil producers. Check our new website: www.montrogoli.it  …see more