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930 Results   |  
21 Photos

Province of Siena / Castellina In Chianti

House / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £100 / night

£695 - £1513 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Stone-built farmhouse (220 m2) situated inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). At guests’ disposal  …see more

22 Photos

Province of Siena / San Gimignano

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £374 / night

£2617 - £3971 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Large villa rental (450 m2) from the early 15th century, built around a thousand-year-old lookout Lombard tower and is set inside six hectares of private grounds amidst the hills covered in vineyards and olive trees, near San Gimignano. You enter the farmhouse through a  …see more

20 Photos

Province of Siena / Castellina In Chianti

House / 4 Bedrooms / sleeps 7

7 Nights min stay

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from £87 / night

£609 - £1319 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Stone-built farmhouse (150 m2) situated inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). At guests’ disposal  …see more

Featured properties

31 Photos

Province of Siena / Castellina In Chianti

House / 6 Bedrooms / sleeps 11

7 Nights min stay

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from £136 / night

£946 - £2055 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Stone-built farmhouse (320 m2) situated inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). At guests’ disposal  …see more

21 Photos

Province of Siena / Poggibonsi

Apartment / 3 Bedrooms / sleeps 4

4 Nights min stay

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from £95 / night

£665 - £1171 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Modern apartment in a small residential complex built in Tuscan style, near Poggibonsi, a town bordering the provinces of Florence and Siena. Situated at the foot of the Chianti hills, the countryside is typical of this part of Tuscany with vineyards and olive groves su  …see more

23 Photos

Province of Siena / San Gimignano

Villa / 7 Bedrooms / sleeps 13

7 Nights min stay

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from £509 / night

£3557 - £4287 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Ancient villa for rent (450 m2) situated in the heart of Tuscany near San Gimignano in a typically Tuscan countryside whose beautiful hills create a harmonious setting. The particularly panoramic position of the villa allows you to admire the characteristic town of S. G  …see more

45 Photos

Province of Siena / Gaiole in Chianti

House / 11 Bedrooms / sleeps 22

3 Nights min stay

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from £426 / night

£2979 - £4645 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Pets welcome
Beautiful Renaissance farmhouse built round a rustic characteristic threshing-floor in a fine panoramic position over Meleto Castle and the medieval village of Vertine. It has been recently fully restored and transformed into a prestigious villa with 4 apartments with e  …see more

24 Photos

Province of Siena / Radicondoli

Villa / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £77 / night

£533 - £1775 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 6 persons, with swimming pool , in Siena  …see more

24 Photos

Province of Siena / Radicondoli

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £89 / night

£621 - £2071 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 6 persons, with swimming pool , in Siena  …see more

24 Photos

Province of Siena / Radicondoli

Villa / 2 Bedrooms / sleeps 5

7 Nights min stay

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from £77 / night

£533 - £1775 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Holiday house for 5 persons, with swimming pool , in Siena  …see more

24 Photos

Province of Siena / Radicondoli

Villa / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £71 / night

£497 - £1834 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 6 persons, with swimming pool , in Siena  …see more

24 Photos

San Gimignano / San Donato in Siena

Villa / 6 Bedrooms / sleeps 14

7 Nights min stay

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from £241 / night

£1686 - £2698 / week

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Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 14 persons, with swimming pool , in San Gimignano  …see more

24 Photos

Province of Siena / Radicondoli

Villa / 6 Bedrooms / sleeps 13

7 Nights min stay

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from £112 / night

£781 - £2603 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 13 persons, with swimming pool , in Siena  …see more

13 Photos

Province of Siena / San Gimignano

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £117 / night

£815 - £1872 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Holiday house for 4 persons, with swimming pool , in San Gimignano  …see more

24 Photos

Province of Siena / Poggibonsi

Villa / 3 Bedrooms / sleeps 8

7 Nights min stay

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from £229 / night

£1598 - £2662 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Holiday house for 8 persons, with swimming pool , in Chianti  …see more

9 Photos

Province of Siena / San Gimignano

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £102 / night

£714 - £1650 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Holiday house for 4 persons, with swimming pool , in San Gimignano  …see more

24 Photos

Province of Siena / Radicondoli

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £71 / night

£497 - £1657 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Holiday house for 4 persons, with swimming pool , in Siena  …see more

17 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £236 / night

£1648 - £2942 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Pietra del Diavolo, recently renovated, is located on one of the most panoramic hills around Montepulciano. Its name comes from the place where it was built on a base that is very rocky and mainly composed of layers of tuff  …see more

12 Photos

Province of Siena / Montepulciano

Farmhouse / 9 Bedrooms / sleeps 20

14 Nights min stay

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from £368 / night

£2574 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Antique farmhouse with two floors and two outbuildings, which was recently renovated into a more than 100 hectares with wine grounds and olive groves. In the maintained and private garden guests will find a beautiful and panoramic swimming pool.  …see more

14 Photos

Province of Siena / Montepulciano

Apartment / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £116 / night

£809 - £1471 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Ideal location for a relaxing vacation in the warm atmosphere of an old farmhouse that has retained its original architectural details. The house consists of only one apartment for 8 people. The apartment is on the 1st Stock.  …see more

24 Photos

Poggibonsi / Staggia

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £446 / night

£3118 - £4389 / 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
This villa is an elegant 18th century mansion near Siena in the Chianti wine region, perfect for visiting Tuscany and relaxing by the pool during your holiday in Italy. The villa has a vantage point on a hill above the old town of Staggia Senese. From the terr...  …see more

24 Photos

San Casciano dei Bagni / Celle sul Rigo

Villa / 7 Bedrooms / sleeps 16

7 Nights min stay

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from £160 / night

£1118 - £2112 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The farmhouse is located near Radicofani, under the UNESCO Patrimony (being a part of the Val d'Orcia) 4.5 km from the town centre along the old dirt Francigena Road. The ancient house, restructured with a rustic style, is part of a farm with 96 hectars of cu...  …see more

24 Photos

Chiusi / Macciano

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £133 / night

£931 - £1673 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
In the middle of the green Tuscan hills, just a short distance from the Etruscan necropolis of Chiusi and Chianciano Terme, is this very nice holiday home situated. It has an overlooking position from which you can admire a wonderful panorama on the surroundin...  …see more

24 Photos

Castelnuovo Berardenga / Vagliagli

Villa / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £146 / night

£1016 - £1766 / 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

15 Photos

Province of Siena / Sarteano

Villa / 4 Bedrooms / sleeps 9

7 Nights min stay

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from £231 / night

£1611 - £2625 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Swimming pool (6 x 12 metres) and garden set in the heart of the Tuscan countryside. Possibility of breakfast, private chef, baby sitting service.  …see more

20 Photos

Province of Siena / Sarteano

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £466 / night

£3258 - £6140 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Incredible views over the Tuscan countryside. Beautiful garden with swimming pool heated by solar panels.  …see more

15 Photos

Province of Siena / Pienza

Farmhouse / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £573 / night

£4008 - £5390 / week

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Key info:

  • Nearest beach 44 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Situated between Monticchiello and Montepulciano in a secluded and extremely quiet position it is an attractive farmhouse surrounded by lavender and rosemary bushes. The large garden overlooks the valley like a terrace from where you can see one of the loveliest views.  …see more

20 Photos

Province of Siena / Chiusi

Manor House / 8 Bedrooms / sleeps 19

7 Nights min stay

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from £116 / night

£809 - £2743 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Large country house, located in the hills between Lake Chiusi and Lake Trasimeno is an ideal property for a large family or a group of friends that which to spend their holidays together in the beautiful Tuscan countryside. Suitable for people with restricted mobility.  …see more

19 Photos

Province of Siena / Sarteano

Villa / 5 Bedrooms / sleeps 11

7 Nights min stay

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from £532 / night

£3721 - £6883 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Swimming pool (13x4 meters) with heated changing room, garden, 30 hectares of private wood and orchard.  …see more

18 Photos

Province of Siena / Sarteano

Farmhouse / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £335 / night

£2339 - £3868 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This stone house was originally inhabited by a large family of farmers who worked for the monks of the nearby Abbey of Spineto. Excellent furnishing.  …see more

20 Photos

Province of Siena / Radicofani

Farmhouse / 11 Bedrooms / sleeps 26

7 Nights min stay

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from £498 / night

£3486 - £4986 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Hunting lodge of the second half of the XVIII century, surrounded by a park of oaks and cypress trees. Beautiful infinity swimming pool (6x12 m).  …see more

20 Photos

Province of Siena / Pienza

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £416 / night

£2912 - £3861 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Situated on a farm of 150 hectares producing excellent extra virgin olive oil, the farmhouse is set on a kind of natural terrace overlooking the lovely valley below.  …see more

20 Photos

Province of Siena / Sarteano

Manor House / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £878 / night

£6140 - £12096 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Beautiful stone manor house with heated swimming pool and outdoor heated jacuzzi.  …see more

20 Photos

Province of Siena / Pienza

Manor House / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £749 / night

£5243 - £6736 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Tenth century posting house which has kept its charm. Large garden with swimming pool.  …see more

19 Photos

Province of Siena / Cetona

Cottage / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £279 / night

£1949 - £2721 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Pretty, restored cottage with swimming pool and bowling alley.  …see more

26 Photos

Province of Siena / Sovicille

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £631 / night

£4412 - £6250 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Located in the Siena region of Tuscany, La Cerbaia is an authentic and well restored farmhouse that sits adjacent to the historic Villa Cetinale. Villa Cetinale is a 17th century Baroque style villa built in 1680 by Cardinal Flavio Chigi for Pope Alexander VII — Fabio  …see more

16 Photos

Province of Siena / Gaiole in Chianti

Farmhouse / 6 Bedrooms / sleeps 11

7 Nights min stay

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from £544 / night

£3802 - £5589 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Breathtaking views over the Chianti Classico valleys. Attractive and panoramic terrace.  …see more

20 Photos

Province of Siena / Radda in Chianti

House / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £347 / night

£2427 - £4780 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Peaceful position for a holiday of total relax in Chianti. Fenced pool. Very panoramic outdoor eating area. Tennis court on the estate.  …see more

20 Photos

Province of Siena / Radda in Chianti

Farmhouse / 6 Bedrooms / sleeps 11

7 Nights min stay

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from £315 / night

£2199 - £4405 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Located in the Volpaia hamlet (Chianti region) with local restaurant. Renowned local wine produced on estate. Private and panoramic position. Tennis court on the estate.  …see more

17 Photos

Province of Siena / Gaiole in Chianti

Farmhouse / 7 Bedrooms / sleeps 18

7 Nights min stay

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from £490 / night

£3427 - £5875 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Modern design combined to the original structure. Modern facilities including air conditioning. Very peaceful and secluded position in the Chianti region. Optional guest house.  …see more

18 Photos

Province of Siena / Radda in Chianti

Farmhouse / 5 Bedrooms / sleeps 9

7 Nights min stay

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from £436 / night

£3052 - £4780 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
In the heart of Chianti Classico. Very close to the village of Radda. Furnished in refined country style.  …see more

16 Photos

Province of Siena / Radicofani

Farmhouse / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £314 / night

£2192 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Peaceful stone-built farmhouse. charmingly furnished. Surrounded by olive groves and vineyards.  …see more

17 Photos

Province of Siena / Sarteano

House / 6 Bedrooms / sleeps 14

7 Nights min stay

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from £415 / night

£2905 - £4809 / 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
  • Private garden
The house is named for a nearby spring and is surrounded by lawns and fruit trees including lemon trees. One area is devoted to aromatic herbs and unites the house to the annexe. Splendid panoramic position  …see more

17 Photos

Province of Siena / Sarteano

Villa / 5 Bedrooms / sleeps 10

Min stay varies

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Pricing unknown

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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
This Italian vacation rentals Villa has its independent location surveys a luminous valley in the heart of Tuscany, where you will have the chance to enjoy the beauty of a new discovered nature also through the taste of its wine and Italian cuisine  …see more

20 Photos

Province of Siena / Sarteano

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £415 / night

£2905 - £4809 / 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
  • Private garden
This stone vacation house was originally inhabited by a large family of farmers who worked for the monks of the nearby Abbey of Spineto. Excellent furnishing. Comfort and very peaceful atmosphere  …see more

15 Photos

Province of Siena / Pievescola

Villa / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £105 / night

£730 - £1303 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Pets welcome
If you are eager to explore the Chianti region of Tuscany in Italy, you can do no better than to stay in the White Cottage. This property provides two bedrooms and can sleep four people If you are eager to explore the Chianti region of Tuscany in Italy, you can do no be  …see more

12 Photos

Province of Siena / San Giovanni d'Asso

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £334 / night

£2336 - £3541 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Villa Noce is split on two levels and is an authentically rustic affair, with the antique furniture in keeping with the traditional feel of the outside space. Villa Noce is split on two levels, with the ground floor offering a large living and dining room. The interior  …see more

19 Photos

Castelnuovo Berardenga / San Gusme

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £313 / night

£2190 - £3154 / 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

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Pienza / Monticchiello

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £851 / night

£5957 - £7227 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
A beautifully renovated Tuscan villa in the Orcia valley with stunning countryside views and ideal location for relaxing and exploring the Tuscan and Umbrian countryside. The villa is located in the spectacular countryside of the Orcia valley, which has been renowned s  …see more

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Province of Siena / Castellina In Chianti

Villa / 5 Bedrooms / sleeps 12

7 Nights min stay

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from £243 / night

£1700 - £3551 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Situated in a small hamlet around the Castellina region this villa looks out over the heart of the Chianti countryside. An elegant villa completely restored and renovated from an ancient farmhouse set in a private garden with swimming pool and stunning views overlookin  …see more

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