50 Best Vacation Rentals in Castelnuovo Berardenga - Holiday Lettings - Cabins

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Vagliagli
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San Gusme
15 properties
Pievasciata
11 properties
Ponte a Bozzone
10 properties
Pianella
9 properties
Montaperti
6 properties

Castelnuovo Berardenga

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169 Vacation rentals

8

San Gusme Vacation apartment rental

Castelnuovo Berardenga / San Gusme

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
intimate studio for 2 people with a small kitchen, ideal for couples who want tranquility and comfort. Large bathroom with shower and even a jacuzzi corner. The apartment is reached after traveling a dirt road from the Roman period, and therefore protected by Unesco. Ar …see more

from $68 / night

$475 / week

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from $68 / night

(6) Excellent 

31

Vacation home in Pianella

Castelnuovo Berardenga / Pianella

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly
In the heart of a small ancient village, nestled in the green hills of Chianti a wonderful building in 1200 fully restored, stone and on two floors Lounge with fireplace, kitchen, 2 bedrooms, 2 bathrooms and roof terrace with a charming view of Siena …see more

from $92 / night

$644 / week

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Responds fast!
avg. 1 hour 3 minutes

from $92 / night

(11) Very Good 

45

Vacation farmhouse in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
Rosennano is a charming village situated in the Chianti region than between the Valley of Ombrone senese and the amber. The origin of the name is clearly his Etruscan Foundation dates back probably to the 3rd millennium BC and ... It is for sure the most spacious apartm …see more

from $91 / night

$636 / week

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from $91 / night

24

Vacation farmhouse rental

Castelnuovo Berardenga / San Gusme

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • 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 $1069 / night

$7481 - $12986 / week

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from $1069 / night

(21) Excellent 

20

Vacation farmhouse with swimming pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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 $328 / night

$2620 - $3603 / week

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from $328 / night

(3) Very Good 

28

Vacation townhouse in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
the appartment loggia is composed of 2 bedrooms, 1 bathroom, a large living room and a loggettina. In the living room there is a sofa bed with real mattress. the apartment has been designed to take advantage of all the spaces but leaving always design and Tuscan style. …see more

from $80 / night

$560 / week

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from $80 / night

(1) Excellent 

24

Apartment rental in Pievasciata

Castelnuovo Berardenga / Pievasciata

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
My accommodation is located 8 km Siena and an hour's drive from Florence, Arezzo and the coast, in the middle of the Chianti hills Classico.A 4 km there is a pizzeria, La Piccarda, and a typical restaurant, La Vecchia Tavern. Tranquility and contact with nature are the …see more

from $69 / night

$361 / week

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from $69 / night

(2) Very Good 

27

San Gusme Vacation villa rental

Castelnuovo Berardenga / San Gusme

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 115 mi
  • Swimming pool
  • Private garden
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 $246 / night

$1717 - $2293 / week

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from $246 / night

17

Castelnuovo Berardenga Vacation townhouse rental

Province of Siena / Castelnuovo Berardenga

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
The farm is located in the Centre Campovecchio of Tuscany. In the Chianti Classico area, between the cities of Siena, Florence, Perugia, Arezzo. A few kilometers from where we can ' orcia Vald visit small ancient villages of Montalcino. and Montpulciano, famous for the …see more

from $58 / night

$348 - $696 / week

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from $58 / night

52

Vacation villa with swimming pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
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 $481 / night

$3362 - $6493 / week

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from $481 / night

(16) Excellent 

23

Castelnuovo Berardenga Vacation apartment rental

Province of Siena / Castelnuovo Berardenga

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
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 whole Pro …see more

from $173 / night

$1207 / week

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Responds fast!
avg. 3 hours 29 minutes

from $173 / night

33

Vacation apartment with shared pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
These holiday apartments in Tuscany are part of an estate situated in the Chianti Classico area, just 13 km from Siena, surrounded by vineyards and olive groves, in a peaceful place far from the traffic and bustle. The origins of the Castle date back to 1070, but follow …see more

from $87 / night

$483 - $793 / week

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from $87 / night

16

Vacation farmhouse with shared pool in San Gusme

Castelnuovo Berardenga / San Gusme

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 $276 / night

$1058 - $2252 / week

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from $276 / night

19

Vacation villa with swimming pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Private garden
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 …see more

from $654 / night

$2615 / week

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from $654 / night

7

Vacation apartment with shared pool in Pievasciata

Castelnuovo Berardenga / Pievasciata

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
Castello di Selvole, surrounded by vineyards and olive trees, is a winery of Chianti Classico that offers 19 apartments, promising a very relaxing holiday in one of the most beautiful part of Tuscany. Castello di Selvole it is immersed in the hills and the farm …see more

from $138 / night

$966 / week

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from $138 / night

20

Ponte a Bozzone Vacation farmhouse rental

Castelnuovo Berardenga / Ponte a Bozzone

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Ancient villa dating back to 1700 situated just outside Siena, only 6 km from the city center away. This villa has been recently restored preserving its original architectural features such as the beautiful terracotta-tiled floors and charming beamed ceilings. This vil …see more

from $348 / night

$2033 - $3390 / week

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from $348 / night

21

Vacation home with shared pool in Vagliagli

Castelnuovo Berardenga / Vagliagli

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
A beautiful house in the Chianti region just 7 km to siena with a scenic drive secured in classic Tuscan grape and olive trees plantation to …see more

from $92 / night

$604 - $620 / week

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from $92 / night

(1) Excellent 

12

Pontignano Vacation apartment rental

Castelnuovo Berardenga / Pontignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
The apartment Pontignanello was housed in a building adjacent to the farmhouse, used in the past as a stable. It is structured in a single floor and consists of one room for the kitchen and living room with a fully equipped kitchen, dining table with six chairs, tele …see more

from $84 / night

$977 / week

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from $84 / night

(2) Very Good 

34

Vacation townhouse in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning
This apartment takes up the rustic character of the lower House, but without sacrificing any comfort. The kitchen is fully equipped in remembrance of the old rural traditions, but also taking into account the needs of modernity. The apartment consists of two bedrooms, …see more

from $63 / night

$435 / week

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from $63 / night

(2) Very Good 

41

Vacation barn with shared pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
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 $130 / night

$908 - $1598 / week

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from $130 / night

(7) Very Good 

29

Vacation villa with swimming pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beauty. Peace. Hospitality. An experience for people who want to nourish their mind. Along the banks of the Arbia of dantean memory rises Villa "Il Cerretaccio" deep in the fascinating landscape of the sweet hills of the Sienese Chianti, declared human property by Unesc …see more

from $885 / night

$6194 / week

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Responds fast!
avg. 48 minutes

from $885 / night

(1) Excellent 

14

Townhouse rental in Castelnuovo Berardenga with shared pool

Province of Siena / Castelnuovo Berardenga

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
The farm is located in the Centre Campovecchio of Tuscany. In the Chianti Classico area, between the cities of Siena, Florence, Perugia, Arezzo. A few kilometers from where we can ' orcia Vald visit small ancient villages of Montalcino. and Montpulciano, famous for the …see more

from $52 / night

$322 - $604 / week

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from $52 / night

73

Villa rental in Castelnuovo Berardenga with indoor pool

Province of Siena / Castelnuovo Berardenga

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 50 mi
  • Swimming pool
  • Child friendly
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 $198 / night

$1380 - $2655 / week

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from $198 / night

51

Villa rental in Castelnuovo Berardenga with shared pool

Province of Siena / Castelnuovo Berardenga

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
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 woo …see more

from $156 / night

$1092 - $2172 / week

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from $156 / night

20

Vacation villa in San Gusme

Castelnuovo Berardenga / San Gusme

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
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 $140 / night

$978 - $1565 / week

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from $140 / night

43

Villa rental in Castelnuovo Berardenga with shared pool

Province of Siena / Castelnuovo Berardenga

8 12 Min stay varies

  • 8 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 40 mi
  • Swimming pool
  • Child friendly
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 woo …see more

from $673 / night

$2509 - $4790 / week

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from $673 / night

(1) Very Good 

7

Vacation b&b in Pianella

Castelnuovo Berardenga / Pianella

6 20 Min stay varies

  • 6 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Air conditioning
Historical building of 1700 used as a luxury and charming B & B with 4 double/triple rooms, an apartment with independent entrance, external area with pool and jacuzzi. Availability of accommodation for short and long periods. Possibility of conventions with companies. …see more

Pricing unknown

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Pricing unknown

(9) Excellent 

10

Vacation townhouse in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Ask about pets
Casa Vacanze Vicolo delle Rose is located in a quaint alley in the Centre of Castelnuovo Berardenga in the heart of the Chianti. Recently renovated with care and attention, Tuscan-style residence is furnished with antique furniture composed of kitchen with Rumpus room, …see more

from $92 / night

$633 - $874 / week

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from $92 / night

37

Vacation apartment with shared pool in Vagliagli

Castelnuovo Berardenga / Vagliagli

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Pet friendly
These holiday apartments in Tuscany are part of an estate situated in the Chianti Classico area, just 13 km from Siena, surrounded by vineyards and olive groves, in a peaceful place far from the traffic and bustle. The origins of the Castle date back to 1070, but follow …see more

from $82 / night

$429 - $725 / week

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from $82 / night

(2) Excellent 

35

Vacation townhouse in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
Part of an 1800 's farmhouse. Tinaia apartment was furnished in Tuscan style, perfect for families and friends who want to spend a vacation in Siena. Apartment with 2 bedrooms, 1 bathroom, 1 kitchen and a living room. There is also an internal loggia ideal for lunches o …see more

from $74 / night

$515 / week

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from $74 / night

24

Vacation b&b with shared pool in Pianella

Castelnuovo Berardenga / Pianella

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The Suite is part of the "Agriturismo Le Dolci Colline" arising in the context of a farm specializing in the production of extra virgin olive oil and biological quality is immersed in a secular olive grove on lush hills from the mild climate. It is located near Pianella …see more

Pricing unknown

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Pricing unknown

12

Pianella Vacation apartment rental

Castelnuovo Berardenga / Pianella

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 35 mi
  • Child friendly
Discover Abruzzo with its famous cultural and agricultural sights! The region is famous for its Olive oil and its wine, for excellent and good value for money food and for its kind population. You can go for one day or half a day hiking trips to the beautiful national p …see more

Pricing unknown

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Pricing unknown

14

Vacation villa with swimming pool in Montaperti

Castelnuovo Berardenga / Montaperti

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Large living room with sitting area and fireplace. Kitchen with dining area. 5 bedrooms: 1 with two single beds. 3 with double bed. with 1 single bed.A total of 3 full bathrooms: 2 bathrooms with shower and toilet, a bathroom (with tub) and toilet. Washing Machine. Dish …see more

from $256 / night

$1137 - $2551 / week

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from $256 / night

23

Vacation apartment in Vagliagli

Castelnuovo Berardenga / Vagliagli

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Two bedroom apartment of 64 sqm, first floor with private terrace. Living room with kitchen corner, 1 double bedroom, 1 bedroom with two beds, bathroom with shower. Internet wi fi, Sat Tv. This holiday accommodation in Tuscany is located in the Chianti area, near Sie …see more

from $154 / night

$1609 / week

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from $154 / night

11

Vacation farmhouse with shared pool in Ponte a Bozzone

Castelnuovo Berardenga / Ponte a Bozzone

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Ancient villa dating back to 1700 situated just outside Siena, only 6 km from the city center away. This villa has been recently restored preserving its original architectural features such as the beautiful terracotta-tiled floors and charming beamed ceilings. This vil …see more

from $72 / night

$417 - $696 / week

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from $72 / night

22

Vacation apartment rental

Castelnuovo Berardenga / Vagliagli

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Two bedroom apartment of 51 sqm, ground floor with private terrace. Living room with kitchen corner, 1 double bedroom, 1 bedroom with two beds, 1 bathroom with shower. Internet wi fi, Sat tv. This holiday accommodation in Tuscany is located in the Chianti area, near S …see more

from $154 / night

$1609 / week

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from $154 / night

18

Castelnuovo Berardenga Vacation farmhouse rental

Province of Siena / Castelnuovo Berardenga

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
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 locatio …see more

from $53 / night

$310 - $654 / week

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from $53 / night

38

Vacation apartment with shared pool in Vagliagli

Castelnuovo Berardenga / Vagliagli

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
These holiday apartments in Tuscany are part of an estate situated in the Chianti Classico area, just 13 km from Siena, surrounded by vineyards and olive groves, in a peaceful place far from the traffic and bustle. The origins of the Castle date back to 1070, but follow …see more

from $98 / night

$564 - $931 / week

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from $98 / night

30

Vacation apartment in Montaperti

Castelnuovo Berardenga / Montaperti

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
  • Ask about pets
Located 6 Km from Siena, the single-family house is located in a unique location on top of a hill from which one can enjoy a 360° panorama that embraces the Chianti area and the area of the "Crete Senesi" with views of the city. The building, a typical farmhouse, is mad …see more

from $208 / night

$1450 / week

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from $208 / night

15

Vacation apartment in Vagliagli

Castelnuovo Berardenga / Vagliagli

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden
The house is located only 800 meters far from the village of Castellina in Chianti. Is the typical tuscan stone building composed by living room with kitchen, bathroom with shower, one double room and a single room. Outside you will enjoy a large terrace ideal to relax …see more

from $69 / night

$460 / week

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from $69 / night