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705 Results  |  
24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £267 /night

£1868 - £2803 / 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

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £205 /night

£1429 - £2707 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano.  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 11

7 Nights min stay

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from £322 /night

£2249 - £4504 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Volpaia with 6 bedrooms sleeps 11  …see more

Featured properties

24 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £143 /night

£997 - £1993 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Holiday house for 12 persons, with swimming pool , in Siena  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £116 /night

£811 - £1163 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 6 persons in Chiusi - Chianciano  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £111 /night

£774 - £1132 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Beautiful country house set in the heart of the Tuscan countryside  …see more

22 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Min stay varies

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Pricing unknown

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Le Diacce, an enchanting 18th century old farmhouse, belonging to Podere Ciona, 40 hectares of vineyards and woodland, enjoys a unique view on the surrounding hills covered with vineyards, olive groves and woods with Siena in the far distance.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 9

1 night min stay

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from £375 /night

£2625 - £3677 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Bandini is located only 300 meters from the hamlet of Lucignano d'Asso on top of a hill on the border between the Val d'Orcia and the Sienese clay hills. Lucignano d'Asso is a medieval ancient hamlet which, since the XV century, has belonged to the Piccolomini fam  …see more

17 Photos

Villa | 10 Bedrooms | sleeps 20

7 Nights min stay

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from £419 /night

£2933 - £4497 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Large villa with private pool near Cortona  …see more

16 Photos

Castle | 2 Bedrooms | sleeps 4

Min stay varies

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from £28 /night

£190 - £1285 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Relais chianti, luxury apartment chianti, hamlet chianti, medieval village, infinity swimming pool ,outdoor dining area , barbecue grill.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £51 /night

£354 - £542 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Lovely villa apartment overlooking the Tuscany hills, stunning views over the hills. 20 minutes away from Siena, 50 minutes away from Florence, central location. Full comfort, garden and pool. Typical Tuscan architecture (ogive arches) and decoration. Private outdoor veranda with garden furniture.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £291 /night

£2031 - £3008 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
This elegant villa, with cream-washed external walls, dates back to the late 16th century, when it served as the summer residence and hunting lodge of the noble Tolomei family.  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £205 /night

£1429 - £1730 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment in a naturally cool stone villa with large pool & gardens in San Gimignano area  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £430 /night

£3008 - £4512 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Villa La Corte is a large farmhouse from the early 15th century, built around a thousand-year-old lookout Lombard tower and set inside six hectares of private grounds amidst the hills covered in vineyards and olive trees, just outside of San Gimignano.  …see more

24 Photos

House | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £76 /night

£527 - £1128 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Charming Tuscany villa with private pool & garden. Ideal for families  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £135 /night

£940 - £1467 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Casa Oriolo is an elegant apartment with 3 bedrooms and it is part of a small complex with 3 apartments total sharing a pool. Here you can enjoy a sojourn in contact with nature in a protected and uncontaminated oasis.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 5

2 Nights min stay

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from £72 /night

£500 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
On the sweet hills of the Chianti shire between vineyardand and olive groves, stands the "Podere il Pino". It offers a spectacular view on the beautiful medieval village of San Gimignano and it is very close to art cities as Florence, Siena, Pisa, Volterra and the sea.  …see more

15 Photos

Townhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £94 /night

£658 - £846 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
In the very center of a lovely ancient medieval village stands Casa Marelli. Recently carefully restored preserving all the traditional Tuscan characteristics of the building such as wooden beamed ceilings and brick work arches.  …see more

24 Photos

Farmhouse | 11 Bedrooms | sleeps 24

Short stays welcome

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from £558 /night

£3900 - £8970 / 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
1700's farmhouse with breathtaking views over the Siena hills with a pool overlooking miles of countryside  …see more

24 Photos

Villa | 10 Bedrooms | sleeps 20

7 Nights min stay

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from £591 /night

£4136 - £5865 / week

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Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The large 800 sqm villa is an ancient historical residence. Villa Siena, an 18th century villa, rises within a secluded parkland in the hills of Tuscany.  …see more

23 Photos

Cottage | 1 Bedroom | sleeps 2

7 Nights min stay

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from £78 /night

£542 - £677 / week

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Key info:

  • Nearest beach 70 km
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Situated on the castle estate of Vivo d'Orcia, Casa Gallinaio is a charming restored former chicken coop for 2 with terrace and private garden. View onto the medieval hamlet and the Monte Amiata.  …see more

22 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £113 /night

£790 - £1128 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
This little, two-storey, converted Tuscany farmhouse has been meticulously restored in a simple, rustic style, employing high-quality traditional materials.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £188 /night

£1316 - £1655 / week

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Key info:

  • Nearest beach 130 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Farnetella is an old farmhouse dating back to the XVII century, which has been carefully restored respecting all the traditional architectural characteristics, preserving the stone walls, the original wooden beamed ceilings and the terracotta floors.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £56 /night

£388 - £704 / week

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Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Ideal location for couples and families, set within walking distance of Gaiole in Chianti with the typical Tuscan lifestyle at your doorstep. Perfect place to unwind and come back to after a cycle, a walk, or discovering the artistic and historic cities of Tuscany. Gaiole is in the Chianti Classico area, ideal to taste and enjoy the best wines and olive oil in Italy.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £135 /night

£940 - £2820 / week

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Key info:

  • Nearest beach 130 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Demata is the beloved holiday home of a Florentine family with strong American connections as well as a great appreciation for the Tuscan country side and it's pleasures.  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £188 /night

£1316 - £1993 / 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
This compact, two-storey, converted Tuscan farmhouse has been extensively renovated, employing in its restoration solely products certified as ecologically friendly.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £500 /night

£3497 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Just 4 km from Castellina in Chianti Villa Rosa boasts unique views over the Chianti countryside from its romantic terrace and from whole of the villa. The classically furnished interior complete the picture.  …see more

24 Photos

Villa | 14 Bedrooms | sleeps 27

7 Nights min stay

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from £1606 /night

£11241 - £22331 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
This exclusive luxury villa nestled in the hills of the Tuscan countryside in the south of the province of Siena offers top-quality accommodation completed by first-class services and panoramic views in a natural biogenetic reserve in the Val di Merse.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

5 Nights min stay

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from £140 /night

£978 - £1807 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Elegant and affordable villa in Val d'Orcia, near Pienza (Siena). Riding stable, tennis club and thermal baths within a few kilometres. Wide garden, swimming pool, Internet connection, hydromassage.  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 14

1 night min stay

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from £72 /night

£500 - £3000 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Italy, Tuscany, Siena , beautiful villa with swimming pool. Incredible views, perfect holiday location.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £255 /night

£1782 - £3485 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Maramai, now a charming country house, used to be a small farm with 3 separate buildings. It is named after the Tuscan farmer's family who lived there until the early '70s.  …see more

22 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £125 /night

£875 - £1222 / 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

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £323 /night

£2256 - £2970 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Villa Nuti is an elegant XVII century manor only 3 km from the center of Siena. From its unique terrace it enjoys privileged magnificent views of the town with its famous bell towers.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £248 /night

£1730 - £2782 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
The villa is located in a natural reserve and offers walking paths and mountain bike trails, horse riding , historical churches and villas, refreshing dips in the rivers and small lakes.  …see more

15 Photos

Villa | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £129 /night

£903 - £1843 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Sun baked stone walls, hand made terracotta floors, chestnut beamed ceilings, pergolas twisted with the perfume of jasmine and wisteria, sitting out on your terrace overlooking your swimming pool, Soaking up the radiant glow of the sun setting over the Val d'Orcia Valley.  …see more

24 Photos

Villa | 1 Bedroom | sleeps 4

7 Nights min stay

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from £79 /night

£548 - £685 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Holiday house for 4 persons, with swimming pool , in Siena  …see more

24 Photos

Villa | 18 Bedrooms | sleeps 35

7 Nights min stay

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from £5103 /night

£35720 - £46140 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden

Total Luxury - Italy special occasion villa with services - this magnificent 14th century estate is situated in the heart of rural Tuscany between San Gimignano and Siena. The villa's hilltop position offers wonderful 360 degree views of the surrounding countryside

 …see more

24 Photos

Villa | 9 Bedrooms | sleeps 14

7 Nights min stay

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from £1508 /night

£10550 - £14675 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden

Large air conditioned villa near Siena - Villa Santa Caterina is an imposing fully restored 13th-century monastery, subsequently used as a farmhouse, which has been transformed into an elegant country holiday house.

 …see more

13 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £107 /night

£749 - £1350 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful Three bedroom stone house spread over three floors with the master bedroom on the top floor entered by a spiral staricase. Fully fitted kitchen with fridge freezr, dishwasher, oven and hob with all of the cooking equipment supplied.  …see more

24 Photos

Villa | 11 Bedrooms | sleeps 22

7 Nights min stay

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from £591 /night

£4136 - £5865 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Originally a country estate dating back to 1795, this superb Leopoldine villa blends outstanding elegance and comfort with traditional rustic features which reflect its long history.  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £160 /night

£1116 - £1778 / 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
Villa / Farmhouse / Home in San Gimignano with 3 bedrooms sleeps 6  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £160 /night

£1116 - £1778 / 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
Villa / Farmhouse / Home in San Gimignano with 3 bedrooms sleeps 6  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £144 /night

£1006 - £1436 / 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
Villa / Farmhouse / Home in Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £103 /night

£717 - £1432 / week

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Key info:

  • Nearest beach 50 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Attractive holiday house for 8 persons in Siena  …see more

20 Photos

House | 3 Bedrooms | sleeps 6

1 night min stay

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from £92 /night

£644 - £932 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Casa Monia A is a bright and elegant apartment with the strong charachter which derives from it actually being a restored old mill. It sleeps six people. From Casa Monia A you will enjoy a thrilling view of the Tuscan hills and of the vineyards  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £117 /night

£816 - £1200 / 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
Villa / Farmhouse / Home in Bucine with 3 bedrooms sleeps 6  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £144 /night

£1006 - £1436 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

20 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £144 /night

£1006 - £1436 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £71 /night

£496 - £643 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 4 persons in San Gimignano  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £76 /night

£529 - £925 / week

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Key info:

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

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