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  • Italy
  • Tuscany
  • Province of Siena
  • Castelnuovo Berardenga
  • All locations
  • Casal Monastero (1)
  • Montaperti (5)
  • Pianella (4)
  • Pievasciata (3)
  • Ponte a Bozzone (4)
  • San Gusme (10)
  • Vagliagli (6)

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68 Holiday homes

Filters applied: Pets allowed (68)

1 / 15

Castelnuovo Berardenga / Vagliagli

2 3 1 night min stay

  • 2 bedrooms
  • Sleeps 3
  • 1 night min stay
Key info: Child friendly ; Ask about pets; Private garden;
 …see more

from £53 / night

£348 / week

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from £53 / night

1 / 24

Castelnuovo Berardenga / Pianella

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £122 / night

£853 - £922 / week

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from £122 / night

1 / 13

Rocche di Valiano 1 - Castelnuovo Berardenga gite sleeps 2

Province of Siena / Castelnuovo Berardenga

1 2 3 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena.The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards.This spacious bedr  …see more

from £64 / night

£445 / week

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from £64 / night

1 / 10

Rocche di Valiano 3 - Castelnuovo Berardenga gite sleeps 2

Province of Siena / Castelnuovo Berardenga

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena.The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards.The spacious bedro  …see more

from £64 / night

£445 / week

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from £64 / night

1 / 21

Castelnuovo Berardenga / Pianella

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £140 / night

£957 - £1096 / week

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from £140 / night

1 / 14

Castelnuovo Berardenga / Montaperti

5 9 7 nights min stay

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
 …see more

from £119 / night

£827 - £1914 / week

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from £119 / night

1 / 9

Province of Siena / Castelnuovo Berardenga

2 4 1 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £134 / night

£868 / week

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from £134 / night

(6) Very Good 

1 / 29

Province of Siena / Castelnuovo Berardenga

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
 …see more

from £670 / night

£4687 / week

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from £670 / night

1 / 24

Castelnuovo Berardenga / Casal Monastero

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car essential; Ask about pets;
 …see more

from £74 / night

£505 / week

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from £74 / night

1 / 30

Castelnuovo Berardenga / Montaperti

5 9 7 nights min stay

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Child friendly ; Ask about pets;
 …see more

from £156 / night

£1087 - £1914 / week

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from £156 / night

1 / 17

Appartamento Ginestra - Castelnuovo Berardenga apartment sleeps 2

Province of Siena / Castelnuovo Berardenga

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Le Rocche di Valiano is an ancient village situated in the heart of Chianti region near Siena.The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards.The apartment Gi  …see more

from £36 / night

£250 - £512 / week

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from £36 / night

1 / 25

Appartamento Mimosa - Castelnuovo Berardenga apartment sleeps 3

Province of Siena / Castelnuovo Berardenga

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena.The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards.Appartamento Mimos  …see more

from £47 / night

£329 - £658 / week

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from £47 / night

1 / 20

Villa Solara - Vagliagli villa sleeps 14

Castelnuovo Berardenga / Vagliagli

7 14 2 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Villa Solara is a beautiful, modern villa, offering spectacular views of the surrounding countryside. Set within well-kept, private grounds and with easy access to local amenities, the villa is a perfect place for family or cultural holidays.The entrance hall opens into  …see more

from £561 / night

£2242 - £3738 / week

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from £561 / night

1 / 9

Province of Siena / Castelnuovo Berardenga

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £114 / night

£696 / week

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from £114 / night

(2) Excellent 

1 / 35

Province of Siena / Castelnuovo Berardenga

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Air conditioning; Ask about pets;
 …see more

from £56 / night

£390 / week

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from £56 / night

1 / 25

Appartamento Glicine - Castelnuovo Berardenga apartment sleeps 7

Province of Siena / Castelnuovo Berardenga

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena. The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards. The apartment  …see more

from £55 / night

£384 - £731 / week

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from £55 / night

1 / 25

Appartamento Geranio - Castelnuovo Berardenga apartment sleeps 7

Province of Siena / Castelnuovo Berardenga

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena. The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards. The apartment G  …see more

from £55 / night

£384 - £731 / week

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from £55 / night

1 / 20

San Vincenti - 33782002 - San Gusme farmhouse sleeps 14

Castelnuovo Berardenga / San Gusme

7 14 7 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Ask about pets;
La Maccinaia is a beautiful property located in a very quiet location, in the heart of the Chianti region, between Gaiole and Castelnuovo Berardenga. The main villa dates to the 17th century, and has been immaculately restored by its Belgian owner who combined mod  …see more

from £809 / night

£5661 - £9827 / week

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from £809 / night

(10) Very Good 

1 / 45

Province of Siena / Castelnuovo Berardenga

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; Car advised; Ask about pets;
 …see more

from £69 / night

£481 / week

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from £69 / night

1 / 25

Appartamento Papavero - Castelnuovo Berardenga apartment sleeps 5

Province of Siena / Castelnuovo Berardenga

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena.The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards.The apartment Papa  …see more

from £55 / night

£384 - £731 / week

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from £55 / night

(8) Excellent 

1 / 10

Province of Siena / Castelnuovo Berardenga

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Child friendly ; Car advised; Ask about pets;
 …see more

from £70 / night

£479 - £661 / week

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from £70 / night

1 / 16

Bucine - 33771006 - San Gusme farmhouse sleeps 4

Castelnuovo Berardenga / San Gusme

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Splendid and ancient mansion situated in the heart of Chianti region, among vineyards and woods, owned from 15th century by the Medici family, who considered this property as one of their most prestigious estates. This property is surrounded by a gorgeous 80-hectare pa  …see more

from £141 / night

£824 - £1211 / week

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from £141 / night

1 / 24

Castelnuovo Berardenga / Pianella

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £122 / night

£853 - £922 / week

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from £122 / night

1 / 11

Rocche di Valiano 2 - Castelnuovo Berardenga gite sleeps 2

Province of Siena / Castelnuovo Berardenga

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Air conditioning;
Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena.The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards.The spacious bedro  …see more

from £64 / night

£444 / week

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from £64 / night

1 / 16

Pianella - 46875001 - Castelnuovo Berardenga farmhouse sleeps 4

Province of Siena / Castelnuovo Berardenga

1 4 7 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
This welcoming and original apartment is completely independent, and located in what were once the monks cells of a monastery dating back to the 1000s. The building later became the bishop of Siena's country residence, and most recently has been skillfully renovated and  …see more

from £160 / night

£1120 / week

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from £160 / night

1 / 21

Villa A Sesta - 94600001 - San Gusme house sleeps 4

Castelnuovo Berardenga / San Gusme

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Beautiful country house situated on the hills of the famous Chianti Classico region, about 20 km from Siena. The interiors are tastefully furnished using materials from Tuscany. Outside a private area equipped and allows you to eat outside and enjoy the beautiful surrou  …see more

from £88 / night

£527 - £1054 / week

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from £88 / night

1 / 11

Province of Siena / Castelnuovo Berardenga

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £83 / night

£479 / week

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from £83 / night

1 / 20

Montebenichi - 70245001 - San Gusme farmhouse sleeps 14

Castelnuovo Berardenga / San Gusme

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Beautiful villa with private pool dating back to the 16 century, situated in quiet and panoramic location, on a large farming estate producing excellent olive oil and wine. This villa provides elegant and refined interiors furnished with antiques. Outside guests can e  …see more

from £1143 / night

£6665 - £8457 / week

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from £1143 / night

1 / 12

Province of Siena / Castelnuovo Berardenga

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; Ask about pets;
 …see more

from £87 / night

£566 / week

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from £87 / night

1 / 15

Bucine - 33771002 - San Gusme farmhouse sleeps 4

Castelnuovo Berardenga / San Gusme

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Splendid and ancient mansion situated in the heart of Chianti region, among vineyards and woods, owned from 15th century by the Medici family, who considered this property as one of their most prestigious estates. This property is surrounded by a gorgeous 80-hectare pa  …see more

from £155 / night

£907 - £1332 / week

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from £155 / night

1 / 17

Bucine - 33771001 - San Gusme farmhouse sleeps 4

Castelnuovo Berardenga / San Gusme

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Splendid and ancient mansion situated in the heart of Chianti region, among vineyards and woods, owned from 15th century by the Medici family, who considered this property as one of their most prestigious estates. This property is surrounded by a gorgeous 80-hectare pa  …see more

from £141 / night

£821 - £1211 / week

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from £141 / night

1 / 16

Bucine - 33771003 - San Gusme farmhouse sleeps 6

Castelnuovo Berardenga / San Gusme

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Splendid and ancient mansion situated in the heart of Chianti region, among vineyards and woods, owned from 15th century by the Medici family, who considered this property as one of their most prestigious estates. This property is surrounded by a gorgeous 80-hectare pa  …see more

from £161 / night

£943 - £1387 / week

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from £161 / night

1 / 19

Il Colle - 47337003 - Castelnuovo Berardenga farmhouse sleeps 13

Province of Siena / Castelnuovo Berardenga

7 13 7 nights min stay

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Ask about pets;
Il Colombaio is a peaceful oasis in the heart of Chianti Classico, with expansive views on rolling hills and rows of vineyards. The location, near the village of Gaiole in Chianti, is perfect for visiting the several hilltop villages such as Radda, Castellina and Grev  …see more

from £694 / night

£4853 - £7818 / week

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from £694 / night

1 / 19

Bucine - 33771004 - San Gusme farmhouse sleeps 6

Castelnuovo Berardenga / San Gusme

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
Splendid and ancient mansion situated in the heart of Chianti region, among vineyards and woods, owned from 15th century by the Medici family, who considered this property as one of their most prestigious estates. This property is surrounded by a gorgeous 80-hectare pa  …see more

from £199 / night

£1162 - £1707 / week

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from £199 / night

1 / 12

Province of Siena / Castelnuovo Berardenga

3 6 1 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Ask about pets;
 …see more

from £131 / night

£740 / week

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from £131 / night

1 / 25

Castelnuovo Berardenga / Ponte a Bozzone

7 14 7 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; Ask about pets;
 …see more

from £1243 / night

£8696 / week

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from £1243 / night

1 / 9

Province of Siena / Castelnuovo Berardenga

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
 …see more

from £157 / night

£1096 / week

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from £157 / night

1 / 27

Province of Siena / Castelnuovo Berardenga

4 6 3 nights min stay

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
 …see more

from £261 / night

£1392 / week

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from £261 / night

1 / 16

Province of Siena / Castelnuovo Berardenga

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Nearest beach 120 km; Child friendly ; Car advised;
 …see more

from £44 / night

£261 - £366 / week

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from £44 / night

1 / 19

Castelnuovo Berardenga / Montaperti

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Ask owner if suitable for children; Ask about pets;
 …see more

from £893 / night

£6246 - £8991 / week

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from £893 / night

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