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35 Results   |  
24 Photos

Castelnuovo Berardenga / San Gusme

Villa / 8 Bedrooms / sleeps 16

7 Nights min stay

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from £725 / night

£5074 - £6325 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
11-room villa 400 m2 on 2 levels, on the ground floor: entrance hall. Small living room with satellite-TV. 2 rooms, each room with 2 beds. Large dining room with open fireplace. Exit to the garden. Large living room with open fireplace and satellite-TV. Kitchen (oven, d  …see more

24 Photos

Castelnuovo Berardenga / Vagliagli

Villa / 8 Bedrooms / sleeps 14

7 Nights min stay

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from £223 / night

£1561 - £2837 / week

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Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The Piaggione of Serravalle is like a gateway entrance that protects an uncontaminated hill that seems lost in time and where nature apparently undisturbed articulates its own natural rhythms. Located on one of the highest summits of Chianti, in between Siena and Flore  …see more

20 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £97 / night

£674 - £1341 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
The Piaggione of Serravalle is like a gateway entrance that protects an uncontaminated hill that seems lost in time and where nature apparently undisturbed articulates its own natural rhythms. Located on one of the highest summits of Chianti, in between Siena and Floren  …see more

Featured properties

20 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £841 / night

£5887 - £6525 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Relais Chianti is a typical Tuscan homestead from the early 1800s located in the unmistakable Chianti Classico countryside, in the renowned vine-growing and wine-making region.  …see more

Excellent 5/5 

24 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 9 Bedrooms / sleeps 20

Excellent 5/5 

Min stay varies

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from £254 / night

£1774 - £2766 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Poggio Lungo is set amid the rolling green hills of Tuscany, in a peaceful setting where you can enjoy total relax during your stay. It has two kitchens, a dining room, a lounge with satellite tv, there are 9 bedrooms and a further double bedroom in an annexe.  …see more

Excellent 5/5 

23 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 6 Bedrooms / sleeps 11

Excellent 5/5 

1 night min stay

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from £198 / night

£1383 - £2908 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Villa in Chianti/Siena, Tuscany, Italy On top of a Hill with Private Pool and Large Terrace A Haven of Peace and Quietness, 20 Minutes from Siena Sleeps 11 (6 Bedrooms with en suite bathrooms) For parties of 2 or 4 people the villa will be shared , unless the guests are  …see more

20 Photos

Castelnuovo Berardenga / San Gusme

Villa / 3 Bedrooms / sleeps 8

7 Nights min stay

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from £143 / night

£1000 - £1600 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Private viila and swimming pool deeped in nature and quiet.We rent out the whole house,so you could enjoy your holiday without any disturb.  …see more

10 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £51 / night

£353 / week

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Key info:

  • Nearest beach 100 km
  • Not suitable for children
  • No pets allowed
  • Private garden
per altre informazioni visitate il sito: www.lafattoriamontalcinello.it sezione CASAVACANZE CHIANTI.  …see more

8 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 6 Bedrooms / sleeps 12

Min stay varies

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from £353 / night

£2465 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
Villa dell'800 in perfette condizioni. Rustica ma familiare ed elegante. Incredibile affaccio sul Chianti. Vicina sia a Firenze che Siena. Possibilità di vivere a contatto con la produzione vitivinicola. Mervigliosi boschi dove passeggiare. Chef ad hoc a disposizione  …see more

9 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £182 / night

£1268 - £1479 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The estate has a swimming pool, tennis court, bocce ball court, laundry facilities and private garden areas. Enjoy the independence of a self-catering villa with all the advantages of a concierge's assistance.  …see more

7 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 4 Bedrooms / sleeps 8

3 Nights min stay

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from £242 / night

£1691 - £1972 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
The estate has a swimming pool, tennis court, bocce ball court, laundry facilities and private garden areas. Enjoy the independence of a self-catering villa with all the advantages of a concierge's assistance.  …see more

24 Photos

Castelnuovo Berardenga / Vagliagli

Villa / 5 Bedrooms / sleeps 12

2 Nights min stay

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from £304 / night

£2128 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
The 13th century villa has been recently renovated, maintaining its original characteristics joined with modern comfort. The bathrooms are all with shower or tub, sink, toilet and bidet. Its wooden beamed ceilings and bricked floors keep the typical features intact. The  …see more

14 Photos

Castelnuovo Berardenga / Monteaperti

Villa / 5 Bedrooms / sleeps 9

7 Nights min stay

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from £107 / night

£745 - £1667 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
prova 2 Piscina privata di 8x4 m con doccia calda. La piscina può essere utilizzata dal 1 / 5 a 30 / 9  …see more

Very Good 4/5 

16 Photos

Castelnuovo Berardenga / San Gusme

Villa / 2 Bedrooms / sleeps 4

Very Good 4/5 

7 Nights min stay

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from £151 / night

£1057 - £1412 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • 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.  …see more

Excellent 5/5 

22 Photos

Castelnuovo Berardenga / San Gusme

Villa / 2 Bedrooms / sleeps 6

Excellent 5/5 

7 Nights min stay

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from £118 / night

£825 - £1153 / week

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Key info:

  • Nearest beach 185 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Pets welcome
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

Excellent 5/5 

16 Photos

Castelnuovo Berardenga / San Gusme

Villa / 2 Bedrooms / sleeps 4

Excellent 5/5 

7 Nights min stay

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from £151 / night

£1057 - £1412 / week

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Key info:

  • Nearest beach 185 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • No pets allowed
San Donato di Villa Arceno 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 di Villa Arceno has a history th  …see more

20 Photos

Castelnuovo Berardenga / Vagliagli

Villa / 7 Bedrooms / sleeps 14

2 Nights min stay

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from £265 / night

£1852 - £3088 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
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.  …see more

19 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 3 Bedrooms / sleeps 6

Min stay varies

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from £259 / night

£1808 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
The enchanting Villa Terrazzeria is a adorable villa set in the stunning Tuscany countryside.  …see more

22 Photos

Castelnuovo Berardenga / San Gusme

Villa / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £118 / night

£825 - £1153 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
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.  …see more

Very Good 4.5/5 

34 Photos

Castelnuovo Berardenga / Ponte a Bozzone

Villa / 6 Bedrooms / sleeps 10

Very Good 4.5/5 

4 Nights min stay

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from £246 / night

£1719 - £3241 / week

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Key info:

  • Ask owner if suitable for children
  • Car not necessary
  • Some pets are welcome - please contact the owner
Set in the green outskirts of the medieval city of Siena, Fienile is wonderfully located to take in the countryside, for apart from the hospital seen on the horizon all else is olive groves, cultivated fields, and large distant villas which sit where the land rises. Whi  …see more

19 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £121 / night

£844 - £1554 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The Piaggione of Serravalle is like a gateway entrance that protects an uncontaminated hill that seems lost in time and where nature apparently undisturbed articulates its own natural rhythms. Located on one of the highest summits of Chianti, in between Siena and Floren  …see more

8 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £121 / night

£846 - £986 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
The estate has a swimming pool, tennis court, bocce ball court, laundry facilities and private garden areas. Enjoy the independence of a self-catering villa with all the advantages of a concierge's assistance.  …see more

10 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £121 / night

£846 - £986 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The estate has a swimming pool, tennis court, bocce ball court, laundry facilities and private garden areas. Enjoy the independence of a self-catering villa with all the advantages of a concierge's assistance.  …see more

8 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 1 Bedroom / sleeps 2

3 Nights min stay

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from £66 / night

£458 - £529 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The estate has a swimming pool, tennis court, bocce ball court, laundry facilities and private garden areas. Enjoy the independence of a self-catering villa with all the advantages of a concierge's assistance.  …see more

9 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £121 / night

£846 - £986 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
The estate has a swimming pool, tennis court, bocce ball court, laundry facilities and private garden areas. Enjoy the independence of a self-catering villa with all the advantages of a concierge's assistance.  …see more

8 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £66 / night

£458 - £529 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Car essential
  • Some pets are welcome - please contact the owner
The estate has a swimming pool, tennis court, bocce ball court, laundry facilities and private garden areas. Enjoy the independence of a self-catering villa with all the advantages of a concierge's assistance.  …see more

7 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 1 Bedroom / sleeps 2

3 Nights min stay

Add to shortlist

from £66 / night

£458 - £529 / week

View

Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The estate has a swimming pool, tennis court, bocce ball court, laundry facilities and private garden areas. Enjoy the independence of a self-catering villa with all the advantages of a concierge's assistance.  …see more

8 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £182 / night

£1268 - £1479 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Montalto Castle has a rich past dating back over one thousand years. Much of the castle is from medieval times, with extensive restorations performed in the 16th century and again in the 19th century.  …see more

8 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 2 Bedrooms / sleeps 4

3 Nights min stay

Add to shortlist

from £121 / night

£846 - £986 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
The estate has a swimming pool, tennis court, bocce ball court, laundry facilities and private garden areas. Enjoy the independence of a self-catering villa with all the advantages of a concierge's assistance.  …see more

36 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 8 Bedrooms / sleeps 16

4 Nights min stay

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from £491 / night

£3436 - £8971 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
In the gently rolling hills of the Sienese Chianti region stands Torreantica, whose origins date back to the 13th century when it was a watchtower dominating over the streets and possessions of the lords of the valley. Centuries have passed but the beauty of the landsca  …see more

24 Photos

Castelnuovo Berardenga / Vagliagli

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £139 / night

£973 - £1496 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
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 fenced-in and the swimming pool, just below the house ground, has a lovely view over the ...  …see more

20 Photos

Castelnuovo Berardenga / Monteaperti

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £365 / night

£2554 - £4086 / week

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Key info:

  • Not suitable for children
  • Some pets are welcome - please contact the owner
If a villa holiday in Tuscany is calling to you, take a closer look at Villa Magna. This property provides ample room for twelve guests, offering six beautiful bedrooms and a variety of other features you’ll fall in love with on first sight. If a villa holiday in Tusc  …see more

19 Photos

Castelnuovo Berardenga / San Gusme

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £304 / night

£2128 - £3064 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
This amazing villa is suitable for a party of up to twelve people to enjoy a holiday today in Tuscany. Two bedrooms are located on the ground floor, while the remaining rooms lead off from the living room which you’ll find on the first floor. This amazing villa is sui  …see more

28 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 9 Bedrooms / sleeps 18

1 night min stay

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from £836 / night

£5852 - £6476 / week

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Key info:

  • Nearest beach 117 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This villa is large and boasts a wonderful and typical Tuscan style. It sleeps up to 18 people, and it affords all the modern comforts and facilities needed for a perfect stay. It can also be rented for weddings and other events.  …see more

28 Photos

Province of Siena / Castelnuovo Berardenga

Villa / 8 Bedrooms / sleeps 16

1 night min stay

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from £355 / night

£2483 - £3192 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This villa offers 8 bedrooms to accommodate up to two people each. They all have their own en-suite bathroom, and they share a beautiful dining room, two living areas, kitchen, covered patio and a fabulous garden with swimming pool.  …see more

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