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615 Holiday homes in Siena Province

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Filters applied: Private pool (615)

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615 Results  |  
24 Photos

Villa | 8 Bedrooms | sleeps 13

7 Nights min stay

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from £179 /night

£1250 - £1345 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
A magical country house sleeping 17 guests ideal for large parties and families including an apartment for 4. Rent the whole villa with 8 bedrooms or for smaller groups the apartment sleeping 4 guests is also available (please ask for details)  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £165 /night

£1150 - £1760 / week

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Key info:

  • Nearest beach 56 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Villa Cinello is a lovely independent house with private swimming pool standing on the outskirts of a tiny hamlet in the South West of Siena. This property has breathtaking views over the Tuscan countryside and consists of a main house sleeping 6 and a separate cottage.  …see more

12 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £179 /night

£1248 - £2028 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Characteristic Tuscan country home in panoramic position, near the small town of Rigomagno between Cortona and Siena.  …see more

Featured properties

22 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £160 /night

£1120 - £1620 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Brolio is a renovated independent country house close to Siena in the Chianti area. From the house, surrounded by vineyards and olive groves, guests can enjoy beautiful views of the Tuscan countryside.  …see more

21 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £120 /night

£840 - £1440 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Casa Sale is an independent stone house surrounded by a garden with olive trees, located in a small hamlet, just 4km outside Sovicille, about 10km from Siena.  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 18

Excellent 5/5 

3 Nights min stay

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from £243 /night

£1696 - £3944 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful Tuscan detached villa with swimming pool near Siena to rent for sleeps up to-10-16-20-It is an ideal place for families to spend a relaxing holiday far from town noises among the peace of the country. A heaven of peace in the heart of Montagnola Senese at a stone's throw from Siena.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

Short stays welcome

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from £69 /night

£482 - £1792 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Impressive villa with private pool fantastically located in the heart of Tuscany. 6 bedrooms, huge indoor and outdoor spaces, air-conditioning, high quality traditional finishing, walking distance to shops. Unbeatable value for money.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

Good 3/5 

Short stays welcome

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from £385 /night

£2692 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
In Tuscany, a delightfully restored farmhouse becomes designer's vacation spot.; 5 Bedrooms, Sleeps 10; Offers a open/ or covered heated pool for year around pleasure. Enjoy the beautiful views, the village of San Cassiano dei Bagni and Chianti, Siena and Tuscany.  …see more

12 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £280 /night

£1960 - £3040 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Beautiful independent restored villa (400 sqm) sleeping 10 with private pool, astro turf tennis court, gardens. Located in panoramic position on a Chianti Hillside only 5km from Castellini in Chianti. The property is surrounded by a well-maintained large garden.  …see more

8 Photos

Villa | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £194 /night

£1357 - £2120 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Not far from Siena, for 5 minutes along the road from San Gimignano goes towards Gambassi, we find the gates of Villa Panorama. It is an old building of more than 5 centuries and tastefully decorated and with quality furniture and style typical of the villas in Tuscany  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £360 /night

£2520 - £4000 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Villa Montepulciano sits on a hill just ten minutes drive away from Pienza, and overlooks the Orcia Valley, which has been proclaimed as a UNESCO World Heritage site.  …see more

16 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £500 /night

£3500 - £5200 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
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.  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £486 /night

£3400 - £4800 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Villa Cecilia is an incredible rustic farmhouse villa in the heart of south Siena countryside with breathtaking panoramic views that enjoy the surrounding the historic town of Ceglie Messapica and a few kilometres from the enchanting town of Ostuni.  …see more

24 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £199 /night

£1392 - £2321 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Torrita Di Siena with 6 bedrooms sleeps 12  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £301 /night

£2106 - £4000 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Toiano is a quaint, lovingly decorated property. The stones and the old ceiling beams have been incorporated into a beautifully-finished new country home that oozes personality and charm.  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £378 /night

£2640 - £3000 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Cetona with 5 bedrooms sleeps 10  …see more

12 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £138 /night

£960 - £1600 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
Apartment / Condo in Lecchi with 3 bedrooms sleeps 6  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £533 /night

£3728 - £6392 / 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 San Vincenti with 5 bedrooms sleeps 10  …see more

24 Photos

Villa | 11 Bedrooms | sleeps 22

7 Nights min stay

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from £677 /night

£4734 - £6667 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury holiday house for 22 persons, with swimming pool , in Siena  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 7

4 Nights min stay

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from £138 /night

£960 - £1920 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Lecchi with 2 bedrooms sleeps 7  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 7

7 Nights min stay

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from £213 /night

£1488 - £2360 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montalcino with 4 bedrooms sleeps 7  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £267 /night

£1865 - £4885 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • Pets welcome
  • Private garden

Siena countryside family villa – Conveniently located south of Siena, Biancaserena is a modern villa surrounded by the typical, idyllic Tuscan landscape.

 …see more

12 Photos

Farmhouse | 10 Bedrooms | sleeps 20

5 Nights min stay

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from £1006 /night

£7040 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Montebenichi with 10 bedrooms sleeps 20  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £374 /night

£2612 - £3482 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Villa Olive is a large property set in a typically Tuscan hilltop village, built of Sienese brick over 100 years ago. The upper-two of its 3 floors have been transformed into an independent and luxurious apartment.  …see more

4 Photos

Farmhouse | 7 Bedrooms | sleeps 13

7 Nights min stay

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from £684 /night

£4784 - £7136 / 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 Castelnuovo Berardenga with 7 bedrooms sleeps 13  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £138 /night

£964 - £1928 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 8 persons, with swimming pool , in San Gimignano  …see more

13 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £84 /night

£585 - £849 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Attractive apartment for 8 persons, with swimming pool , in San Gimignano  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £353 /night

£2469 - £3379 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Holiday house for 10 persons, with swimming pool , in Montepulciano  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £78 /night

£542 - £1807 / week

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Key info:

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

16 Photos

Villa | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £253 /night

£1767 - £3221 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
This beautiful, detached stone farmhouse, situated near Castellina in Chianti, was restored in 1995. Surrounded by ample private grounds, it sits in a panoramic position and is reached by its own driveway  …see more

20 Photos

Villa | 12 Bedrooms | sleeps 24

7 Nights min stay

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from £2160 /night

£15120 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Pets welcome
  • Private garden
The villa is elegant and majestic in its eighteenth century form, the location is stunning with excellent furnishing and a beautiful garden, a welcoming and cozy atmosphere in a perfect Italian style Villa.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £91 /night

£633 - £2109 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Attractive holiday house for 6 persons, with swimming pool , in Siena  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 13

7 Nights min stay

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from £216 /night

£1506 - £3012 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Attractive holiday house for 13 persons, with swimming pool , in Siena  …see more

12 Photos

Farmhouse | 7 Bedrooms | sleeps 18

7 Nights min stay

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from £286 /night

£2000 - £3112 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montalcino with 7 bedrooms sleeps 18  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £378 /night

£2640 - £3520 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in San Quirico D'orcia with 6 bedrooms sleeps 12  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £480 /night

£3360 - £4480 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Staggia with 6 bedrooms sleeps 12  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

1 night min stay

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from £86 /night

£600 - £1280 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Casa Giobatta D is a 120 square meter (approximately 1290 square feet) house in the countryside for six people, with a private garden, and shared swimming pool, tennis court and garden  …see more

12 Photos

Farmhouse | 9 Bedrooms | sleeps 20

3 Nights min stay

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from £919 /night

£6432 - £10400 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Buonconvento with 9 bedrooms sleeps 20  …see more

18 Photos

Villa | 8 Bedrooms | sleeps 14

7 Nights min stay

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from £1315 /night

£9200 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Between the two small towns of Radda and Gaiole in Chianti, two historical sites for the production of Chianti Classico, right in the heart of Tuscany, there lies Fattoria of Villa Divina, a large farm of approx 500 acres  …see more

16 Photos

Villa | 6 Bedrooms | sleeps 13

2 Nights min stay

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from £380 /night

£2660 - £3479 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Chiusdino Farmhouse is a truly fantastic place to stay, it includes cosy cottages for two or four grown ups and plenty of space for more cots and your pets too! It is really one of the most enchanting places we've come across, so far!  …see more

12 Photos

Farmhouse | 10 Bedrooms | sleeps 20

3 Nights min stay

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from £568 /night

£3975 - £6384 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Ville Di Corsano with 10 bedrooms sleeps 20  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £68 /night

£470 - £941 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 4 persons, with swimming pool , in Chianti  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

1 night min stay

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from £343 /night

£2400 - £3600 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Eracle is a bright and elegant three-story villa surrounded by vineyards and olive groves. It sleeps eight people. From Villa Eracle you will enjoy a fascinating view of the Chianti hills and of the vineyards  …see more

20 Photos

Villa | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £949 /night

£6640 - £7360 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

20 Photos

Villa | 8 Bedrooms | sleeps 22

2 Nights min stay

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from £747 /night

£5223 - £5659 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Villa Fabrizio is a historical farmhouse built by the Grand Duke of Tuscany, Leopoldo II of Lorena. The charming vacation villa is a delight to look at and interior d?cor is typical of original Tuscan style with original antique furnishing.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £214 /night

£1494 - £3130 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Villa Santa Lucia is a fabulous modern country Villa, built on the Chianti hillside. The elegantly villa is comfortably furnished with beautiful antique Florentine furniture and modern pieces. There is high quality wooden parquet flooring, Venetian stucco walls and gla  …see more

15 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £156 /night

£1090 - £2140 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 10 persons, with swimming pool , in Cortona  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 9

3 Nights min stay

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from £214 /night

£1493 - £2349 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 4 bedrooms sleeps 9  …see more

13 Photos

Villa | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £109 /night

£759 - £1507 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Attractive holiday house for 5 persons, with swimming pool , in San Gimignano  …see more

12 Photos

Farmhouse | 7 Bedrooms | sleeps 14

4 Nights min stay

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from £812 /night

£5680 - £7240 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Monticchiello with 7 bedrooms sleeps 14  …see more