Province of Siena cottages: Stay in luxury Province of Siena cottages with Holidaylettings.co.uk

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  • Italy
  • Tuscany
  • Province of Siena
  • All locations
  • Asciano (2)
  • Buonconvento (1)
  • Casole d'Elsa (11)
  • Castellina In Chianti (5)
  • Cetona (3)
  • Chiusdino (1)
  • Colle di Val d'Elsa (5)
  • Gaiole in Chianti (1)
  • Montalcino (1)
  • Montepulciano (4)
  • Murlo (1)
  • Poggibonsi (1)
  • Radda in Chianti (1)
  • Radicofani (2)
  • Radicondoli (4)
  • Rapolano Terme (1)
  • San Casciano dei Bagni (2)
  • San Gimignano (7)
  • Sarteano (1)
  • Siena (4)
  • Sinalunga (1)
  • Sovicille (2)

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61 Holiday homes

Filters applied: Cottage (61)

(11) Excellent 

21

charming cottage in peaceful country setting - Gracciano cottage sleeps 6

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
The cottage is opposite the owner's house and consists of two double bedrooms, two bathrooms and a large living room with cooking area. The living area opens onto a patio and pergola and the downstairs bedroom also opens onto a small patio. There is access for the disa  …see more

from £69 / night

£380 - £1776 / week

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from £69 / night

4

Province of Siena / Radicondoli

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Nearest beach 55 km
  • Suitable for children age 5+
  • Private garden

 …see more

from £61 / night

£432 / week

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from £61 / night

(21) Excellent 

60

San Gimignano / Pancole

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 90 km
  • Child friendly
  • Air conditioning

 …see more

from £48 / night

£289 - £419 / week

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from £48 / night

(19) Excellent 

49

Lovely detached cottage with view of San Gimignano - San Gimignano cottage sleeps 5

Province of Siena / San Gimignano

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Nearest beach 75 km
  • Child friendly
  • Pet friendly
Surrounded by idyllic countryside, this pretty holiday home contains flat-screen TV, free Wi-Fi and a barbeque. Parking is available onsite as is gas central heating. Decorated in a typical country-style using rustic furniture and bright terracotta floors, the airy hom  …see more

from £52 / night

£363 / week

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from £52 / night

16

Castle Cottage (v011) - San Casciano dei Bagni cottage sleeps 6

Province of Siena / San Casciano dei Bagni

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
The cottage is in the heart of the hamlet which is completely surrounded by ancient walls, and has a splendid view of the parish church and all the valley. It is independent and surrounded by a large garden. All the ceramics in the house were painted by the owner and ha  …see more

from £122 / night

£854 - £975 / week

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from £122 / night

(2) Very Good 

20

Lovely hillside cottage in the Province of Siena w - Belforte cottage sleeps 6

Radicondoli / Belforte

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
In the picturesque setting of the "Metallifere" hills, west from Siena, is located this characteristic stone built house, recently renovated in keeping with the traditional style and character, with wood beams and terra cotta floors, furnished in a comfortable, rustic s  …see more

from £52 / night

£363 - £432 / week

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from £52 / night

(9) Very Good 

34

Private, elegant zen cottage, 10 min. from Siena - Siena cottage sleeps 2

Province of Siena / Siena

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 65 km
Private, elegant zen cottage (10 minutes from Siena) in the valley between the villages of Torri and Stigliano. The property is fully renewed and furnished and it includes 4000 square meters of garden and fruit trees. It is accessible from its own private road. Val di M  …see more

from £69 / night

£664 / week

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from £69 / night

(42) Excellent 

21

La Casina Toscana, central with parking and wi-fi - Montepulciano cottage sleeps 5

Province of Siena / Montepulciano

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 158 km
  • Child friendly
  • Air conditioning
Placed in the countryside of Montepulciano, near the most important historical towns such as Pienza, Montalcino and Bagno Vignoni, the Casina Toscana is a historical residence of the nineteenth century, which allows guests to enjoy the tranquility and relaxation that th  …see more

from £61 / night

£345 - £604 / week

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from £61 / night

15

Province of Siena / Radicofani

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

 …see more

from £69 / night

£388 / week

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from £69 / night

19

Forsythia Cottage (V041) - Sarteano cottage sleeps 8

Province of Siena / Sarteano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Typical country house, well restructured, Mount Amiata dominates the unique landscape surrounding this property. From the interiors which are refined but cosy, you understand the owners' passion. Very well furnished.On the first floor there is a living room with fi  …see more

from £185 / night

£1294 - £1569 / week

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from £185 / night

19

Fern Cottage (v044) - Cetona cottage sleeps 10

Province of Siena / Cetona

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This charming cottage is made up of a kitchen, a living room with fireplace, a dining room, a study, a guest bathroom and a double bedroom with en-suite bathroom with shower on the ground floor. On the first floor there is a double bedroom with en-suite with shower,  …see more

from £324 / night

£2268 - £2664 / week

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from £324 / night

13

Piccolo Cottage San Gimignano - San Gimignano cottage sleeps 4

Province of Siena / San Gimignano

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Surrounded by idyllic countryside, this pretty holiday home contains flat-screen TV, free Wi-Fi and a barbeque. Parking is available onsite as is gas central heating. Decorated in modern-style using and bright terracotta floors, the airy home contains 1 double bedroom.  …see more

from £41 / night

£284 / week

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from £41 / night

(5) Excellent 

26

Impressive stone-built cottage with private grounds and pool close to medieval Tuscan town of Colle Val d'Elsa - Colle di Val d'Elsa cottage sleeps 5

Province of Siena / Colle di Val d'Elsa

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
This interesting and beautiful stone-built house is peacefully located in the country side just 1 km way from the mediaeval town of Colle Val d'Elsa. Casavico is the result of a recent renovation which has transformed this ancient barn (once belonging to the nearby  …see more

from £62 / night

£432 - £1294 / week

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from £62 / night

(7) Very Good 

24

Just outside of medieval Tuscan village, beautiful 2 bedroom hillside cottage with private pool and garden - Radicondoli cottage sleeps 5

Province of Siena / Radicondoli

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Situated below the mediaeval village of Radicondoli, west from Siena, is located this characteristic farm house, recently renovated in keeping with the traditional style and character, with wood beams and terra cotta floors, furnished in a comfortable, rustic style. In  …see more

from £50 / night

£345 - £1509 / week

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from £50 / night

(6) Very Good 

24

Picturesque Tuscan villa in the hills near Siena features private garden, barbecue and swimming pool, sleeps 6 - Belforte cottage sleeps 6

Radicondoli / Belforte

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
In the picturesque setting of the "Metallifere" hills, west from Siena, is located this characteristic stone built cottage, recently renovated in keeping with the traditional style and character, with wood beams and terracotta floors, furnished in a comfortabl  …see more

from £62 / night

£432 - £647 / week

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from £62 / night

25

Cottage with view among olivetrees in Tuscany - Siena cottage sleeps 8

Province of Siena / Siena

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Independent 2 family cottage located in the outskirts of Siena in an olive tree grove at 1km from: newsstand, coffee shop, food market, hair dresser, pastry shop, butcher, pizza restaurant, discount market, gas station, free parking lot, bus stops to down town, train s  …see more

from £130 / night

£863 - £1595 / week

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from £130 / night

(4) Excellent 

24

Pretty Tuscan cottage surrounded by stunning hills with private pool and terrace, sleeps up to 5 - Casole d'Elsa cottage sleeps 5

Province of Siena / Casole d'Elsa

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly
Stone cottage situated in the green, panoramic hills at 1.5 km from the hilltop town of Casole d'Elsa. Accommodation is offered on the elevated ground floor composed by a cosy leaving room with a double sofa bed and access onto a large panoramic terrace (50 m2), 1  …see more

from £81 / night

£561 - £1207 / week

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from £81 / night

(2) Excellent 

48

Province of Siena / Castellina In Chianti

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 150 km
  • Child friendly
  • Private garden

 …see more

from £104 / night

£725 / week

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from £104 / night

(3) Very Good 

24

Susino Rosso - Casole d'Elsa cottage sleeps 7

Province of Siena / Casole d'Elsa

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly
Typical Tuscan barn transformed into a cozy holiday home with private pool located on a panoramic hill with commanding views over the rolling Tuscan hills and the close small hilltop town of Casole d' Elsa. Laying at the edge of a small olive grove and in a superb sunny  …see more

from £65 / night

£432 - £1207 / week

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from £65 / night

(1) Excellent 

13

Holiday cottage in Asciano - Crete Senesi cottage sleeps 2

Asciano / Crete Senesi

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
Featuring an outdoor pool and a garden with views of the Tuscan countryside, Agriturismo Podernuovo offers rustic-style accommodation outside Asciano. The property produces olive oil and honey and organizes dinner on request.The cottage I MANDORLI was an ancient hayloft  …see more

from £82 / night

£682 - £733 / week

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from £82 / night

15

HOUSE STALLA 1303 - Casole d'Elsa cottage sleeps 2

Province of Siena / Casole d'Elsa

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Here were accommodated the mares and their just born fillies. The cottage is composed as follows:› Living/dining area with kitchenette› Double room› Bathroom with showerThe cottage is equipped with heating, sat TV, outside space with table and chairs under the sha  …see more

from £95 / night

£475 - £682 / week

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from £95 / night

(16) Excellent 

22

Lovely Independent cottage with private pool - Monteguidi cottage sleeps 5

Casole d'Elsa / Monteguidi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 40 km
  • Swimming pool
  • Child friendly
La Casa Dei Nonni is a beautiful villa located just outside the tiny village of Monteguidi, immersed in the beautiful Tuscan countryside. The villa has a spacious living room with fireplace, a fitted kitchen with a second fireplace, a bedroom with two single beds and a  …see more

from £130 / night

£776 - £1164 / week

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from £130 / night

(1) Very Good 

24

Beautiful detached Tuscan villa in Chianti hills featuring private outdoor pool, terrace and garden - San Gimignano cottage sleeps 8

Province of Siena / San Gimignano

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Tameriggio is a beautiful detached villa converted from a lovely, old hay store situated in the Chianti hills half way (35 km) between Florence and Siena.In the well kept garden there is an inviting swimming pool (8 x 5 m) available from May to October for exclusive use  …see more

from £87 / night

£604 - £1682 / week

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from £87 / night

13

La Tinaia - beautiful 1 bedroom cottage & garden - Castellina In Chianti cottage sleeps 2

Province of Siena / Castellina In Chianti

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Private garden
Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of fores  …see more

from £130 / night

£776 - £957 / week

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from £130 / night

(10) Excellent 

24

Romantic Tuscan cottage, sleeps four, total priva - Casole d'Elsa cottage sleeps 6

Province of Siena / Casole d'Elsa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
Casa Daniela' is a well farm into a romantic country cottage. The house ( Total independent ) - in the surroundings of Casole d'Elsa, a medieval village with Etruscan origins – is located on a hill surrounded by a large olive grove and a pretty garden. Inside the ma  …see more

from £117 / night

£690 - £906 / week

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from £117 / night

(3) Very Good 

51

Podere Santa Cecilia - Siena cottage sleeps 8

Province of Siena / Siena

3 8 4 nights min

  • 3 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 100 km
  • Child friendly
  • Pet friendly
On the ground floor of an old Tuscan stone house built in 1911, in the area of Montagnola, we offer a large apartment of 2260ft², with traditional furniture and fittings, with 3 bedrooms, 8 beds, 2 bathrooms, a large living room with fireplace and a large kitchen. On t  …see more

from £78 / night

£544 / week

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from £78 / night

20

Casa Gallinaio - Val d'Orcia cottage sleeps 2

Montalcino / Val d'Orcia

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 70 km
  • Ask about pets
  • Private garden
"Vivo d'Orcia is not a place, it is a way of life..." The Castle of Vivo d'Orcia lies in the widespread Orcia valley in southern Tuscany, 2 hours from Florence, 1 hour from Siena, close to such cultural jewels as Pienza, Montalcino and Montepulciano,  …see more

from £89 / night

£621 - £699 / week

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from £89 / night

22

HOUSE PORCILAIA 1301 - Casole d'Elsa cottage sleeps 6

Province of Siena / Casole d'Elsa

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Once the pigsty of the Counts of Lucciana. The cottage is situated on the ground floor and composed as follows:› Spacious kitchen with dish washing machine› 3 bedrooms› 2 bathrooms with showerThe cottage has heating, 2 sat TV, spacious garden with tables and chair  …see more

from £138 / night

£716 - £1026 / week

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from £138 / night

(7) Excellent 

24

Rapolano Terme / Serre di Rapolano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

 …see more

from £82 / night

£561 / week

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from £82 / night

7

Sassi Bianchi Glicine - San Donato in Siena cottage sleeps 3

San Gimignano / San Donato in Siena

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
The Glicine is a studio apt,45 mq large, with complete bathroom with shower cubicle ,basin,wc There is a fully equipped area with fridge,hob. Old furniture.The Glicine was an old barn and old oven. The ceiling is wood Autside there is a private pergola, that is idealfor  …see more

from £57 / night

£388 - £432 / week

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from £57 / night

(3) Good 

24

Casale - San Gimignano cottage sleeps 5

Province of Siena / San Gimignano

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 80 km
  • Child friendly
  • Ask about pets
Charming little house situated in the beautiful countryside just outside the town of San Gimignano, ideal place for couples and families wishing to visit Tuscany enjoying the freedom and privacy as well as the central position that this property has to offer.The cottage  …see more

from £74 / night

£518 - £733 / week

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from £74 / night

19

Gaiole in Chianti / Lecchi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Suitable for children age 5+
  • Ask about pets

 …see more

from £63 / night

£440 - £664 / week

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from £63 / night

(1) Excellent 

24

I Cipressi - San Gimignano cottage sleeps 7

Province of Siena / San Gimignano

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 97 km
  • Swimming pool
  • Child friendly
A charming villa set in a cypress-tree-lined garden with a lovely pool at just 4 km from the historic town of San Gimignano famous for its medieval towers, historical sights and craft shops, as well as having an excellent selection of restaurants and local amenities. T  …see more

from £124 / night

£819 - £1940 / week

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from £124 / night

15

Holiday cottage near Siena - Sinalunga cottage sleeps 4

Province of Siena / Sinalunga

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
This one-bedroom cottage is the perfect location for those who want to have a place to rest after a busy day spent exploring Tuscany.It consists of a living room, a double bedroom, a fully equipped kitchen with fireplace and a bathroom.The kitchen leads to a small court  …see more

from £70 / night

£400 / week

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from £70 / night

23

Province of Siena / Casole d'Elsa

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

 …see more

from £57 / night

£337 - £449 / week

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from £57 / night

23

Province of Siena / Radicofani

3 3 2 nights min

  • 3 bedrooms
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

 …see more

from £69 / night

£432 / week

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from £69 / night

13

Podere Le Lame - Cetona cottage sleeps 6

Province of Siena / Cetona

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Private garden
Podere Le Lame is an enchanting small Tuscan Mill surrounded by four hectares of grass and woodland, including a large number of fine, old olive trees. Access is down a track half a kilometre in length, but a car is essential. Ours is the last property, so there is n  …see more

from £200 / night

£1400 / week

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from £200 / night

13

Casa di Poldi - Val di Merse cottage sleeps 5

Siena / Val di Merse

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 48 km
  • Suitable for children age 5+
A country house with the best view over Tuscany at the edge of a village (Chiusdino). The facade was left in the original style. The apartment is located on the ground floor and is furnished stylishly with beautiful old furniture. The apartment offers a living area of 7  …see more

Pricing unknown

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Pricing unknown

28

Castle Cottage - Volpaia, Radda in Chianti - Volpaia cottage sleeps 4

Radda in Chianti / Volpaia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
On a Chianti hilltop, Casa Grace nestles in the middle of the ancient fortified borgo and castle of Volpaia, just 10 minutes from Radda in Chianti, in the heart of one of the most reknowned wine areas in the world. It is a perfect spot from which to tour the classic Chi  …see more

from £156 / night

£1087 / week

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from £156 / night

9

Podere oliveta Falco - Poggibonsi cottage sleeps 4

Province of Siena / Poggibonsi

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
Just above the path that leads to the farm, there is a independent house more small suitable for a family with children (max 4 people). The apartment consists of 1 living / dining room with kitchenette 1 double bedroom 1 loft with two single beds, one bathroom with sh  …see more

from £69 / night

£475 / week

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from £69 / night

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