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  • Italy
  • Tuscany
  • Province of Siena
  • Castelnuovo Berardenga

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  • Casal Monastero (1)
  • Montaperti (1)
  • Pievasciata (1)
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  • San Gusme (15)
  • Vagliagli (7)

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54 Holiday homes

Filters applied: Private garden (54)

1 / 17

Appartamento Ginestra - Castelnuovo Berardenga apartment sleeps 2

Province of Siena / Castelnuovo Berardenga

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; 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 £35 / night

£240 - £490 / week

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from £35 / night

1 / 24

I5.167 - Villa with pool i... - Vagliagli villa sleeps 6

Castelnuovo Berardenga / Vagliagli

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 0 km; Swimming pool; Great for children of all ages ;
Lovely house in the heart of the Chianti area, just 15 km from Siena. Situated in peaceful position, even though a secondary road passes 50 m away. The property is partly closed and the swimming pool, just below the house ground, has a lovely view over the valley and th  …see more

from £178 / night

£1240 - £2001 / week

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from £178 / night

1 / 25

Appartamento Glicine - Castelnuovo Berardenga apartment sleeps 7

Province of Siena / Castelnuovo Berardenga

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; 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 £53 / night

£368 - £741 / week

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from £53 / night

(15) Excellent 

1 / 23

Farmhouse near Siena, private pool, brilliant views

Province of Siena / Castelnuovo Berardenga

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
Farmhouse "I Moraioli" is in Montebenichi in the heart of the Chianti hills. A unique panorama, a breathtaking view over a valley among the most beautiful and unspoilt ones of Tuscany and ... the view goes as far as the south of Crete Senesi with a view of the  …see more

from £75 / night

£417 - £834 / week

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from £75 / night

1 / 25

Appartamento Papavero - Castelnuovo Berardenga apartment sleeps 5

Province of Siena / Castelnuovo Berardenga

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; 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 £53 / night

£368 - £741 / week

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from £53 / night

1 / 25

Appartamento Mimosa - Castelnuovo Berardenga apartment sleeps 3

Province of Siena / Castelnuovo Berardenga

2 bedroomsSleeps 3Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; 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 £45 / night

£315 - £630 / week

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from £45 / night

(20) Excellent 

1 / 20

Tremendous Tuscan holiday farmhouse with private hillside pool, terrace and garden, sleeps 10

Province of Siena / Castelnuovo Berardenga

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
Downstairs, the accommodation comprises of an entrance hall, large sitting room with a fireplace, reading room, bedroom with en-suit toilet room and shower room and large kitchen (with a dishwasher, microwave and two large fridges) that leads out onto a terrace. There i  …see more

from £250 / night

£1750 - £3000 / week

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from £250 / night

(2) Very Good 

1 / 41

HUNTING LODGE - Castelnuovo Berardenga barn sleeps 4

Province of Siena / Castelnuovo Berardenga

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 50 km; Swimming pool; Great for children of all ages ;
The Piaggione of Serravalle, at a first glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of Central Tuscany, and as a jewel it shines with its authentic flavors, ancient traditions and silent stillness.Shaded and enclosed by oak woods a  …see more

from £95 / night

£659 - £1159 / week

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from £95 / night

1 / 21

Castelnuovo Berardenga / Vagliagli

1 bedroomSleeps 33 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £64 / night

£442 - £706 / week

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from £64 / night

1 / 40

Province of Siena / Castelnuovo Berardenga

1 bedroomSleeps 31 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Great for children of all ages ; Car essential; Pets welcome;
 …see more

from £42 / night

£0 / week

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from £42 / night

(1) Very Good 

1 / 16

San Donato - San Gusme villa sleeps 4

Castelnuovo Berardenga / San Gusme

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Not suitable for children;
San Donato is an exquisite gem set in rolling Chianti vineyards with views that stretch 360 degrees past a nearby 13th century hill town to Siena and into infinity. Part of the original estate of Villa Arceno, San Donato has a history that goes back many 100's of years  …see more

from £178 / night

£1242 - £1659 / week

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from £178 / night

1 / 20

PIERFANTINI - San Gusme villa sleeps 8

Castelnuovo Berardenga / San Gusme

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
Pierfantini is a rustic villa located in the Chianti just a few kilometres away from the medieval village San Gusme. The completely private villa in its nestled hillside position provides a refreshing retreat from the hot Tuscan days that cover the valley below. In the  …see more

from £107 / night

£746 - £1194 / week

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from £107 / night

1 / 19

Villa Terrazzeria - Castelnuovo Berardenga villa sleeps 6

Province of Siena / Castelnuovo Berardenga

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
The enchanting Villa Terrazzeria is a adorable villa set in the stunning Tuscany countryside.The villa is made up of two apartments Terrazzeria and Librer, both perfectly combine traditional Tuscan style with antique and modern touches.Terrazzeria sleeps 4 guest in 2 do  …see more

from £499 / night

£1996 - £2163 / week

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from £499 / night

1 / 25

Appartamento Geranio - Castelnuovo Berardenga apartment sleeps 7

Province of Siena / Castelnuovo Berardenga

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; 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 G  …see more

from £53 / night

£368 - £741 / week

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from £53 / night

1 / 16

Bucine - 33771006 - San Gusme farmhouse sleeps 4

Castelnuovo Berardenga / San Gusme

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
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 £135 / night

£790 - £1160 / week

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from £135 / night

1 / 14

Castelnuovo Berardenga / Montaperti

5 bedroomsSleeps 97 nights min stay

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
 …see more

from £114 / night

£792 - £1834 / week

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from £114 / night

1 / 52

Stunning private villa in Chianti wellness

Province of Siena / Castelnuovo Berardenga

8 bedroomsSleeps 167 nights min stay

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
The Piaggione of Serravalle, at a first glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of Central Tuscany, and as a jewel it shines with its authentic flavors, ancient traditions and silent stillness. Shaded and enclosed by oak woods  …see more

from £346 / night

£2417 - £4667 / week

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from £346 / night

1 / 72

la nostra - Castelnuovo Berardenga villa sleeps 6

Province of Siena / Castelnuovo Berardenga

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 50 km; Swimming pool; Great for children of all ages ;
The Piaggione of Serravalle, at a first glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of Central Tuscany, and as a jewel it shines with its authentic flavors, ancient traditions and silent stillness. Shaded and enclosed by oak woods  …see more

from £167 / night

£992 - £1992 / week

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from £167 / night

1 / 51

BELVEDERE - Castelnuovo Berardenga villa sleeps 6

Province of Siena / Castelnuovo Berardenga

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
The Piaggione of Serravalle, at a first glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of Central Tuscany, and as a jewel it shines with its authentic flavors, ancient traditions and silent stillness.Shaded and enclosed by oak woods a  …see more

from £114 / night

£792 - £1575 / week

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from £114 / night

1 / 43

MAIN HOUSE of chianti - Castelnuovo Berardenga villa sleeps 12

Province of Siena / Castelnuovo Berardenga

8 bedroomsSleeps 127 nights min stay

  • 8 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Nearest beach 40 km; Swimming pool; Great for children of all ages ;
The Piaggione of Serravalle, at a first glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of Central Tuscany, and as a jewel it shines with its authentic flavors, ancient traditions and silent stillness.Shaded and enclosed by oak woods a  …see more

from £262 / night

£1834 - £3500 / week

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from £262 / night

1 / 6

Castelnuovo Berardenga / San Gusme

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

Pricing unknown

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Pricing unknown

(6) Very Good 

1 / 29

Province of Siena / Castelnuovo Berardenga

9 bedroomsSleeps 18Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £648 / night

£0 / week

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from £648 / night

1 / 17

Castelnuovo Berardenga / Pievasciata

4 bedroomsSleeps 133 nights min stay

  • 4 bedrooms
  • Sleeps 13
  • 3 nights min stay
Key info: Great for children of all ages ; Car essential; Pets welcome;
 …see more

from £100 / night

£1000 / week

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from £100 / night

1 / 15

Castelnuovo Berardenga / Vagliagli

2 bedroomsSleeps 31 night min stay

  • 2 bedrooms
  • Sleeps 3
  • 1 night min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner; Private garden;
 …see more

from £50 / night

£334 / week

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from £50 / night

1 / 14

Province of Siena / Castelnuovo Berardenga

2 bedroomsSleeps 57 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
 …see more

from £78 / night

£542 / week

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from £78 / night

(2) Excellent 

1 / 24

Tuscan villa in Chianti boasts private outdoor pool, jacuzzi, gardens and terrace

Province of Siena / Castelnuovo Berardenga

9 bedroomsSleeps 20Min stay varies

  • 9 bedrooms
  • Sleeps 20
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
"Villa Poggio Lungo" is a 'Tuscan dream' in the middle of the Chianti-area. The old stone house and its annex have been restored with love and know-how and the result is more than beautiful. The 2 independent houses are surrounded by a 8.000 m large  …see more

Pricing unknown

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1 / 24

chianti wine estate near Siena T4C - Vagliagli apartment sleeps 4

Castelnuovo Berardenga / Vagliagli

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
large 2 bedroom Apartment, 2 bathrooms, with independent entrance, located in the main in villa where the owner lives. Large garden (400 square meters) . internet wi fi, sat tv, private car parking. Wonderful terrace with view over Siena. Swimming pool at 50 meters.Bre  …see more

from £250 / night

£1750 / week

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from £250 / night

(1) Very Good 

1 / 123

Castelnuovo Berardenga / Vagliagli

5 bedroomsSleeps 133 nights min stay

  • 5 bedrooms
  • Sleeps 13
  • 3 nights min stay
Key info: Swimming pool; Not suitable for children; Pets welcome;
 …see more

from £295 / night

£2101 - £2942 / week

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from £295 / night

(3) Very Good 

1 / 11

Castelnuovo Berardenga / San Gusme

2 bedroomsSleeps 54 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
 …see more

from £125 / night

£709 - £792 / week

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from £125 / night

1 / 15

Bucine - 33771002 - San Gusme farmhouse sleeps 4

Castelnuovo Berardenga / San Gusme

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
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 £149 / night

£870 - £1276 / week

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from £149 / night

1 / 16

Bucine - 33771003 - San Gusme farmhouse sleeps 6

Castelnuovo Berardenga / San Gusme

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
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

£904 - £1330 / week

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from £155 / night

1 / 10

Province of Siena / Castelnuovo Berardenga

8 bedroomsSleeps 32Min stay varies

  • 8 bedrooms
  • Sleeps 32
  • Min stay varies
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

Pricing unknown

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Pricing unknown

1 / 19

Bucine - 33771004 - San Gusme farmhouse sleeps 6

Castelnuovo Berardenga / San Gusme

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
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 £190 / night

£1114 - £1636 / week

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from £190 / night

1 / 20

Montebenichi - 70245001 - San Gusme farmhouse sleeps 14

Castelnuovo Berardenga / San Gusme

6 bedroomsSleeps 14Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
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 £1095 / night

£6387 - £8105 / week

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from £1095 / night

(2) Excellent 

1 / 25

Club Montecchio - Countryhouse Living in Tuscany

Province of Siena / Castelnuovo Berardenga

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 90 km; Swimming pool; Not suitable for children;
Club Montecchio is part of a large reconstructed Tuscan farmstead, which is home in Italy to Penny & James Benfield; they live there for part of the year in another villa on the 5 acre plot. The purpose developed rental villa, Club Montecchio, is offered as Luxury Vacat  …see more

from £190 / night

£1325 - £2375 / week

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from £190 / night

1 / 17

Bucine - 33771001 - San Gusme farmhouse sleeps 4

Castelnuovo Berardenga / San Gusme

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
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 £135 / night

£787 - £1160 / week

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from £135 / night

1 / 15

44199003 - Castelnuovo Berarde - Castelnuovo Berardenga farmhouse sleeps 2

Province of Siena / Castelnuovo Berardenga

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Three nice apartments in a farmhouse situated on a large farming estate (30 hectares) with woods, vineyards, horses and “cinta-senese” breeding (kind of pig typical of the area around Siena). This property, offering a total of 4 units, is in quiet and panoramic loc  …see more

from £40 / night

£226 - £480 / week

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from £40 / night

1 / 8

Province of Siena / Castelnuovo Berardenga

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Not suitable for children; No pets allowed;
 …see more

Pricing unknown

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Pricing unknown

1 / 24

Castelnuovo Berardenga / Casal Monastero

1 bedroomSleeps 4Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Car essential; Some pets are welcome - please contact the owner;
 …see more

from £71 / night

£484 / week

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from £71 / night

1 / 22

Colonica Gigli - San Gusme villa sleeps 6

Castelnuovo Berardenga / San Gusme

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Great for children of all ages ;
Colonica Gigli is a portion of a typical Tuscan farmhouse immersed in the green Chianti hills covered with vineyards and olive groves. Recently restored the original stone building stands in a well tended green lawn. The large private garden is totally fenced ensuring  …see more

from £118 / night

£824 - £1355 / week

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from £118 / night

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