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

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Vagliagli
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San Gusme
21 properties
Pievasciata
15 properties
Pianella
12 properties
Ponte a Bozzone
10 properties
Montaperti
7 properties

Castelnuovo Berardenga

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208 Vacation rentals

14

Castelnuovo Berardenga / Montaperti

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $145 / night

$1014 - $2348 / week

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from $145 / 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 $228 / night

$1591 - $2124 / week

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from $228 / night

(9) Excellent 

10

Province of Siena / Castelnuovo Berardenga

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets

 …see more

from $86 / night

$587 - $812 / week

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from $86 / 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 $81 / night

$449 - $737 / week

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from $81 / night

20

Vacation villa in Vagliagli

Castelnuovo Berardenga / Vagliagli

7 14 2 nights min

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
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 op  …see more

from $704 / night

$2812 - $4782 / week

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from $704 / 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 $136 / night

$948 - $1517 / week

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from $136 / night

(1) Excellent 

14

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

 …see more

from $43 / night

$292 - $531 / week

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from $43 / 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 $634 / night

$2535 / week

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from $634 / night

24

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
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. T  …see more

from $155 / night

$2242 / week

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from $155 / night

24

Vacation villa rental

Castelnuovo Berardenga / Vagliagli

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
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 $222 / night

$1551 - $2628 / week

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from $222 / night

21

Castelnuovo Berardenga / Pianella

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

Pricing unknown

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Pricing unknown

(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 $121 / night

$844 - $1484 / week

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from $121 / night

(11) Very Good 

45

Province of Siena / Castelnuovo Berardenga

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from $85 / night

$591 / week

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from $85 / night

100

Vacation villa in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 75 mi
  • Swimming pool
  • Child friendly
ExteriorsTuscany is probable the most enchanting region in Italy. The countryside, medieval towns and the greatest cities of art meet all together in it.The privileged location of this villa allow guests to have the chance to visit the best part of Tuscany, since this l  …see more

from $581 / night

$4056 - $5870 / week

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from $581 / 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 $144 / night

$1495 / week

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from $144 / 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 $630 / night

$2348 - $4483 / week

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from $630 / 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 $318 / night

$2540 - $3493 / week

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from $318 / night

24

Castelnuovo Berardenga / Pianella

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …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

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 $144 / night

$1495 / week

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from $144 / night

(15) Excellent 

23

Castelnuovo Berardenga Vacation apartment rental

Province of Siena / Castelnuovo Berardenga

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • 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  …see more

from $97 / night

$534 - $801 / week

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from $97 / 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 $443 / night

$3095 - $5977 / week

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from $443 / night

6

Castelnuovo Berardenga / San Gusme

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

Pricing unknown

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Pricing unknown

73

Villa rental in Castelnuovo Berardenga with indoor pool

Province of Siena / Castelnuovo Berardenga

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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 $214 / night

$1270 - $2444 / week

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from $214 / night

17

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

 …see more

from $74 / night

$516 - $673 / week

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from $74 / night

28

Vacation apartment with shared pool in Vagliagli

Castelnuovo Berardenga / Vagliagli

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child 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 $129 / night

$705 - $1057 / week

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from $129 / night

(7) Very Good 

29

Province of Siena / Castelnuovo Berardenga

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $822 / night

$5753 / week

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from $822 / night

(3) Very Good 

28

Province of Siena / Castelnuovo Berardenga

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning

 …see more

from $74 / night

$516 / week

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from $74 / 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 $91 / night

$523 - $865 / week

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from $91 / night

(2) Very Good 

123

Castelnuovo Berardenga / Vagliagli

5 13 2 nights min

  • 5 bedrooms
  • Sleeps 13
  • 2 nights min
  • Swimming pool
  • Pet friendly
  • Private garden

 …see more

from $267 / night

$2669 - $3736 / week

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from $267 / night

15

Castelnuovo Berardenga / Vagliagli

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from $65 / night

$427 / week

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from $65 / night

21

Castelnuovo Berardenga / Vagliagli

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from $70 / night

$561 - $785 / week

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from $70 / night

30

Castelnuovo Berardenga / Montaperti

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Child friendly
  • Ask about pets

 …see more

from $191 / night

$1335 / week

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from $191 / 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 $145 / night

$1014 - $2018 / week

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from $145 / night

8

Province of Siena / Castelnuovo Berardenga

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Private garden

 …see more

Pricing unknown

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Pricing unknown

16

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 loc  …see more

from $50 / night

$288 - $608 / week

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from $50 / night

35

Province of Siena / Castelnuovo Berardenga

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from $109 / night

$762 / week

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from $109 / night

40

Province of Siena / Castelnuovo Berardenga

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from $54 / night

$374 / week

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from $54 / night

14

Province of Siena / Castelnuovo Berardenga

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

 …see more

from $92 / night

$641 - $694 / week

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from $92 / night

(1) Very Good 

7

Castelnuovo Berardenga / Pianella

6 20 Min stay varies

  • 6 bedrooms
  • Sleeps 20
  • Min stay varies
  • Swimming pool
  • Air conditioning

 …see more

Pricing unknown

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Pricing unknown