Villas in Radda in Chianti and apartments – Holiday Lettings - Holiday Rentals Radda in Chianti

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76 Holiday homes

(1) Excellent 

24

Villa Paradiso - Radda in Chianti villa sleeps 14

Province of Siena / Radda in Chianti

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
The house has been lovingly restored and furnished with careful attention and eye for detail.The lovely gardens, which are to the rear of the property have an array of aromatic plants such as lavender with shady corners and a magnificent pergola for dining outdoors. Pri  …see more

from £243 / night

£1696 - £3279 / week

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from £243 / night

25

A paradise for families and couples!!! - Radda in Chianti tower sleeps 4

Province of Siena / Radda in Chianti

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
A view on a scenic wine and olive oil country. The ancient farmhouse of Augusto and Lele Vitali is an excellent base from which to explore the "heart" of Tuscany. A few meters off the road to the village, the Torre, facing Radda, stands in an olive grove overlooking vin  …see more

from £122 / night

£827 / week

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from £122 / night

(5) Excellent 

24

Province of Siena / Radda in Chianti

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £83 / night

£579 - £700 / week

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from £83 / night

(2) Excellent 

24

Balz Tuscan farmholiday Chianti with pond - Radda in Chianti farmhouse sleeps 3

Province of Siena / Radda in Chianti

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Child friendly
Farmholiday Agriturismo Podere Tegline is of a family from the Chianti region for many centuries, and always produce Chianti Classico wine and extra virgin olive oil organic.We restored the farmhouse of the 15th century and Giovanni has personally followed all the work  …see more

from £53 / night

£305 - £392 / week

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from £53 / night

(4) Excellent 

19

Chianti, La Pruneta, Masaccio studio - Radda in Chianti farmhouse sleeps 2

Province of Siena / Radda in Chianti

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Podere La Pruneta is an old farmhouse 20 minutes from Radda in Chianti, in the heart of Tuscany, olive trees and vines cover 6 hectares of land on slopes overlooking the Arno Valley. Massacio is one of the tastefully restored studio apartments with wooden-beamed ceili  …see more

from £70 / night

£479 / week

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from £70 / night

(4) Excellent 

16

Pornano - Radda in Chianti apartment sleeps 3

Province of Siena / Radda in Chianti

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Child friendly
  • Ask about pets
The accommodation comprises of one double bedded bedroom with en suite bathroom and very well equipped living room/kitchen area looking out onto a pleasant flowery courtyard. Ideal for a couple seeking peace and solitude and it is centrally located to visit Florence, Si  …see more

from £50 / night

£350 / week

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from £50 / night

(3) Good 

32

chianti, olive groves, vines, views, relax. - Radda in Chianti farmhouse sleeps 6

Province of Siena / Radda in Chianti

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden
La Pruneta is a beautifully restructured old farmhouse surrounded by olive trees in the middle of Tuscany, 20 minutes from Radda in Chianti, 50 minutes from Florence, Siena and Arezzo. Two self contained studios and a one bedroom apartment available for rent separately  …see more

from £70 / night

£479 - £966 / week

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from £70 / night

(3) Excellent 

32

Tegline Chianti Tuscan accomodation with pond - Radda in Chianti farmhouse sleeps 4

Province of Siena / Radda in Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Child friendly
Farmholiday Agriturismo Podere Tegline is of a family from the Chianti region for many centuries, and always produce Chianti Classico wine and extra virgin olive oil organic. We restored the farmhouse of the 15th century and Giovanni has personally followed all the wor  …see more

from £70 / night

£435 - £566 / week

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from £70 / night

20

Province of Siena / Radda in Chianti

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Private garden

 …see more

from £61 / night

£348 / week

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from £61 / night

(5) Excellent 

35

Torre Farmholiday Tuscan Chianti with pond - Radda in Chianti farmhouse sleeps 3

Province of Siena / Radda in Chianti

2 3 5 nights min

  • 2 bedrooms
  • Sleeps 3
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Child friendly
Farmholiday Agriturismo Podere Tegline is of a family from the Chianti region for many centuries, and always produce Chianti Classico wine and extra virgin olive oil organic.We restored the farmhouse of the 15th century and Giovanni has personally followed all the wor  …see more

from £69 / night

£435 - £479 / week

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from £69 / night

(2) Excellent 

34

Fonte Tuscany Holiday Apartment Chianti with pond - Radda in Chianti farmhouse sleeps 2

Province of Siena / Radda in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 120 km
  • Child friendly
  • Pet friendly
Farmholiday Agriturismo Podere Tegline is of a family from the Chianti region for many centuries, and always produce organic Chianti Classico wine and extra virgin olive oil.We restored the farmhouse of the 15th century and Giovanni has personally followed all the work  …see more

from £53 / night

£305 - £400 / week

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from £53 / night

6

Province of Siena / Radda in Chianti

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Ask owner if suitable for children
  • Pet friendly
  • Private garden

 …see more

from £87 / night

£566 / week

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from £87 / night

24

34184-Holiday house Chianti - Radda in Chianti villa sleeps 12

Province of Siena / Radda in Chianti

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Beautiful and characteristic villa (330 m2) obtained from the renovation of an ancient farmhouse in the heart of the Chianti near Castellina in Chianti. The villa is situated inside a property that also includes other 6 apartments approximately 30 m away from the villa  …see more

from £289 / night

£2023 - £2934 / week

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from £289 / night

21

Province of Siena / Radda in Chianti

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km

 …see more

from £87 / night

£522 / week

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from £87 / night

(1) Excellent 

17

COSOLI CHARMING HISTORICAL VILLA IN CHIANTI - Radda in Chianti villa sleeps 10

Province of Siena / Radda in Chianti

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
Cosoli is a family house and the main residence of the owners. It is ideally located right in the middle of Chianti Classico, midway between Florence and Siena, allowing to experience the atmosphere of the surrounding small towns, like Greve, Castellina, Radda, Volpaia,  …see more

from £423 / night

£2957 / week

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from £423 / night

6

34178-Apartment Chianti - Radda in Chianti apartment sleeps 2

Province of Siena / Radda in Chianti

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Ancient farm located in the heart of Chianti (Castellina in Chianti) near Siena, a few kilometers from Florence. It offers 6 really nice apartments, a swimming pool with sun terrace (12 x 6 mt) open in summer, a tasting room (medieval cellar) handicap accessible and equ  …see more

from £44 / night

£304 / week

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from £44 / night

20

Province of Siena / Radda in Chianti

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

 …see more

from £87 / night

£435 / week

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from £87 / night

25

Chianti, La Pruneta, Raffaello Apartment - Radda in Chianti apartment sleeps 4

Province of Siena / Radda in Chianti

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Private garden
Podere La Pruneta is an old farmhouse 20 minutes from Radda in Chianti, in the heart of Tuscany, olive trees and vines cover 6 hectares of land on slopes overlooking the Arno Valley. Raffaello is a beautifully restored one bedroom apartment with antique furniture, woo  …see more

from £70 / night

£479 - £722 / week

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from £70 / night

(3) Good 

27

RESORT OLMO / VILLA ROSA APARTMENTS - Radda in Chianti apartment sleeps 4

Province of Siena / Radda in Chianti

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 100 km
  • Child friendly
  • Air conditioning
The apartments have been restored preserving the typical features of country houses, though equipped with every kind of comfort.Every flat differs from the other, but each is equipped with independent entrance and is composed as follows: living room with fully equipped  …see more

from £87 / night

£566 - £870 / week

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from £87 / night

(1) Excellent 

18

Province of Siena / Radda in Chianti

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £131 / night

£696 / week

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from £131 / night

8

Chianti Village Experience - Radda in Chianti apartment sleeps 2

Province of Siena / Radda in Chianti

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Car not necessary
In the center of Radda in Chianti, in the heart of the Chianti wine district (Florence 45km, Siena 35km), with a fastastic panoramic view, we offer this apartment for rent, fully renovated and furnished, only for transitional periods. The apartment comprises an entrance  …see more

from £44 / night

£305 / week

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from £44 / night

37

Province of Siena / Radda in Chianti

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden

 …see more

from £70 / night

£479 / week

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from £70 / night

11

Province of Siena / Radda in Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly

 …see more

from £57 / night

£396 / week

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from £57 / night

(12) Excellent 

44

Province of Siena / Radda in Chianti

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly

 …see more

from £100 / night

£696 - £2174 / week

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from £100 / night

9

34179-Apartment Chianti - Radda in Chianti apartment sleeps 4

Province of Siena / Radda in Chianti

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Ancient farm located in the heart of Chianti (Castellina in Chianti) near Siena, a few kilometers from Florence. It offers 6 really nice apartments, a swimming pool with sun terrace (12 x 6 m) open in summer, a tasting room (medieval cellar) handicap accessible and equi  …see more

from £65 / night

£455 / week

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from £65 / night

10

34183-Apartment Chianti - Radda in Chianti apartment sleeps 8

Province of Siena / Radda in Chianti

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Ancient farm located in the heart of Chianti (Castellina in Chianti) near Siena, a few kilometers from Florence. It offers 6 really nice apartments, a swimming pool with sun terrace (12 x 6 mt) open in summer, a tasting room (medieval cellar) handicap accessible and equ  …see more

from £102 / night

£708 / week

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from £102 / night

8

34181-Apartment Chianti - Radda in Chianti apartment sleeps 4

Province of Siena / Radda in Chianti

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Ancient farm located in the heart of Chianti (Castellina in Chianti) near Siena, a few kilometers from Florence. It offers 6 really nice apartments, a swimming pool with sun terrace (12 x 6 m) open in summer, a tasting room (medieval cellar) handicap accessible and equi  …see more

from £65 / night

£455 / week

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from £65 / night

28

Castle Cottage - Volpaia, Radda in Chianti - Volpaia cottage sleeps 4

Radda in Chianti / Volpaia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
On a Chianti hilltop, Casa Grace nestles in the middle of the ancient fortified borgo and castle of Volpaia, just 10 minutes from Radda in Chianti, in the heart of one of the most reknowned wine areas in the world. It is a perfect spot from which to tour the classic Chi  …see more

from £157 / night

£1096 / week

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from £157 / night

18

Province of Siena / Radda in Chianti

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Ask about pets

 …see more

from £51 / night

£453 / week

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from £51 / night

(3) Very Good 

18

Province of Siena / Radda in Chianti

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from £74 / night

£518 / week

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from £74 / night

20

34182-Apartment Chianti - Radda in Chianti apartment sleeps 8

Province of Siena / Radda in Chianti

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Ancient farm located in the heart of Chianti (Castellina in Chianti) near Siena, a few kilometers from Florence. It offers 6 really nice apartments, a swimming pool with sun terrace (12 x 6 m) open in summer, a tasting room (medieval cellar) handicap accessible and equi  …see more

from £138 / night

£961 / week

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from £138 / night

19

Volpaia - 92162001 - Volpaia villa sleeps 6

Radda in Chianti / Volpaia

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
La Commenda is located in a quiet and secluded position in the Volpaia hamlet. This small, rural hamlet with its fortified walls dating from Medieval times, is one of the best remaining examples of its kind in Tuscany. It is located, just north of Radda in Chianti, in a  …see more

from £314 / night

£2192 - £3461 / week

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from £314 / night

37

Chianti, La Pruneta, Michelangelo studio - Radda in Chianti farmhouse sleeps 2

Province of Siena / Radda in Chianti

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Private garden
Podere La Pruneta is an old farmhouse 20 minutes from Radda in Chianti, in the heart of Tuscany, olive trees and vines cover 6 hectares of land on slopes overlooking the Arno Valley. Michelangelo is one of the tastefully restored studio apartments with wooden-beamed c  …see more

from £70 / night

£479 / week

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from £70 / night

4

Ortensia - Radda in Chianti apartment sleeps 4

Province of Siena / Radda in Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets
Resort Olmo is situated in the historical heart of Tuscany and Chianti, halfway between Siena and Firenze.It is situated in a picturesque village called “Borgo di Campomaggio", which dates back to 1700. After some years of careful restoring works, that kept una  …see more

from £131 / night

£914 / week

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from £131 / night

(3) Excellent 

25

Province of Siena / Radda in Chianti

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Pet friendly

 …see more

from £44 / night

£305 / week

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from £44 / night

13

Casa Santa Lucia - Radda in Chianti house sleeps 10

Province of Siena / Radda in Chianti

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden
Casa Santa Lucia è una bella colonica indipendente situata nelle colline del Chianti Classico nell'abitato di Badia di Montemuro nel comune di Radda in Chianti (Si) proprio al confine delle tre province toscane di Siena, Firenze e Arezzo. La casa, immersa nel verd  …see more

from £174 / night

£870 - £1044 / week

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from £174 / night

20

Volpaia - 17309003 - Radda in Chianti farmhouse sleeps 12

Province of Siena / Radda in Chianti

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about pets
This beautiful farmhouse is located in a very quiet and secluded position on the Castello di Volpaia estate, situated in Chianti, where we have successfully been renting two other properties, La Pozza and Il Casetto for many years. The owners of the estate, with long  …see more

from £422 / night

£2948 - £5800 / week

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from £422 / night

22

Radda In Chianti - 17296001 - Radda in Chianti farmhouse sleeps 9

Province of Siena / Radda in Chianti

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
This imposing stone-built farmhouse is situated only 1 km away from the lovely village of Radda in Chianti, yet it is in a quiet position on the rolling hills. This is a wonderful location, right in the heart of Chianti Classico, and only 35 kms from Siena. Campas  …see more

from £620 / night

£4340 - £5896 / week

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from £620 / night

20

Volpaia - 17361001 - Radda in Chianti farmhouse sleeps 11

Province of Siena / Radda in Chianti

6 11 7 nights min

  • 6 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Ask about pets
This property is located in the fortified medieval hamlet of Volpaia, in the Chianti Classico area, in a secluded position ensuring complete privacy. It is just a 300 metre walk to the centre of the hamlet, with two restaurants, one of which managed by the Castello di V  …see more

from £372 / night

£2600 - £5209 / week

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from £372 / night

(3) Good 

1

Radda in Chianti / Volpaia

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Suitable for children age 5+

 …see more

from £302 / night

£2116 - £3341 / week

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from £302 / night

Top Destination reviews

Podere Val delle Corti
Very nice and total clean appartment

Beautiful property within a lovely environment Very nice and total clean appartment Landlady and the whole proprietor familiy are very friendly an helpful No kind of weakness has been discovered, at all … see more
COSOLI CHARMING HISTORICAL VILLA IN CHIANTI
Tuscan Heaven

Cosoli is a beautiful villa in a stunning location. It was a superb family holiday location. thanks. … see more

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