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610 Holiday homes in Siena Province

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Filters applied: Private pool (610)

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610 Results  |  
15 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £468 /night

£3270 - £5250 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Vacation rental Tuscany : This is a large villa in the famous Brunello wine region, located in the midst of a wine estate with some twenty five hectares of surrounding vineyards producing these marvellous wines. In a haven of natural beauty and tranquillity.  …see more

12 Photos

Farmhouse | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £572 /night

£4000 - £4400 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montepulciano with 8 bedrooms sleeps 16  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £73 /night

£506 - £1687 / 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 6 persons, with swimming pool , in Siena  …see more

Featured properties

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

20 Photos

House | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £505 /night

£3534 - £5711 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
This beautifully restored 14th century farmhouse sits within a farming estate on a hilltop with magnificent views over the soft hills of the Arbia river valley.  …see more

16 Photos

Villa | 9 Bedrooms | sleeps 18

2 Nights min stay

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from £1179 /night

£8250 - £16250 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Beautiful Tuscan property located in Contignano. The spacious villa sleeps up to 19 guests in the main house and annex. It is surrounded by breathtaking views over the Italian countryside  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £124 /night

£868 - £1735 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Attractive holiday house for 5 persons, with swimming pool , in San Gimignano  …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 | 7 Bedrooms | sleeps 14

3 Nights min stay

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from £860 /night

£6016 - £8720 / 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 7 bedrooms sleeps 14  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £345 /night

£2412 - £3619 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Gaiole In Chianti with 4 bedrooms sleeps 8  …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

10 Photos

Farmhouse | 5 Bedrooms | sleeps 11

3 Nights min stay

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from £186 /night

£1296 - £2160 / 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 Casole D'elsa with 5 bedrooms sleeps 11  …see more

12 Photos

Farmhouse | 14 Bedrooms | sleeps 27

3 Nights min stay

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from £2546 /night

£17820 - £23760 / 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 Monticiano with 14 bedrooms sleeps 27  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 13

7 Nights min stay

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from £1227 /night

£8584 - £10872 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Villa Margherita is a luxurious villa with infinity pool, set in the hills of Chianti near Siena and Florence. Set atop a hill on two hectares of private gardens with 360-degree views of the Tuscan countryside  …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

12 Photos

Farmhouse | 9 Bedrooms | sleeps 22

3 Nights min stay

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from £399 /night

£2789 - £3984 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Marciano Della Chiana with 9 bedrooms sleeps 22  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £425 /night

£2971 - £4320 / 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 Castellina In Chianti with 5 bedrooms sleeps 8  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 8

4 Nights min stay

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from £182 /night

£1272 - £2632 / 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 3 bedrooms sleeps 8  …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

12 Photos

Farmhouse | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £566 /night

£3960 - £5580 / 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 Poggibonsi with 3 bedrooms sleeps 8  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 11

7 Nights min stay

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from £121 /night

£843 - £1641 / week

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Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
This villa is located just 2 km from the beautiful town of Volterra in a place of absolute tranquillity: an old Tuscan house with stone exterior that has been completely renovated and divided into two separate, comfortable flats. The villa is ideal for two fam...  …see more

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £137 /night

£954 - £2312 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
This beautiful, detached farmhouse has been carefully restored by the architect owner to the highest standards. He has maintained the original structure, while adding modern design ideas.  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £134 /night

£936 - £1639 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Monticiano with 3 bedrooms sleeps 8  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £523 /night

£3657 - £4875 / 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 Vinci is an elegant 18th century mansion near Siena in the Chianti wine region, perfect for visiting Tuscany and relaxing by the pool during your holidays in Italy. It is fabulously positioned on a hill above the old town of Staggia Senese with breathtaking views.  …see more

12 Photos

Villa | 8 Bedrooms | sleeps 15

7 Nights min stay

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from £452 /night

£3160 - £5232 / 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
A quiet Tuscan rental villa is a country house, built between the XV and XVI centuries, full of atmosphere and immersed in the classical Sienese landscape of, oak and holm oak woods, olive groves, vineyards and fields of wheat.  …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

12 Photos

Farmhouse | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £315 /night

£2199 - £5944 / 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 Pienza with 6 bedrooms sleeps 14  …see more

17 Photos

House | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £436 /night

£3047 - £4135 / 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
Casa Olive enjoys the peace and beauty of the Tuscan countryside, but with the convenience of a location within village of Castelmuzio. The large grounds include a private infinity swimming pool, and secluded gardens with dramatic views.  …see more

12 Photos

Farmhouse | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £378 /night

£2640 - £2880 / 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 Castellina In Chianti with 8 bedrooms sleeps 16  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £451 /night

£3152 - £4448 / 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 Vico D'elsa with 5 bedrooms sleeps 10  …see more

17 Photos

House | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £452 /night

£3160 - £5232 / 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
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

16 Photos

Villa | 8 Bedrooms | sleeps 18

2 Nights min stay

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from £1179 /night

£8250 - £16250 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
The exquisite villa is located in Contignano surrounded by spectacular views of rolling clay hills and countryside. The villa sleeps up to 19 in 8 very spacious bedrooms, 2 twins, 5 doubles and a lofted bedroom containing a sofa bed, a twin and a double bed  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 8

7 Nights min stay

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from £80 /night

£560 - £1868 / 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 8 persons, with swimming pool , in Siena  …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

19 Photos

Villa | 5 Bedrooms | sleeps 12

2 Nights min stay

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from £287 /night

£2003 - £3463 / 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
A beautiful 17th century casale (traditional Tuscan farmhouse) comprised of 3 apartments and 2 bedrooms intercommunicating and a panoramic swimming pool with a private garden.  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £342 /night

£2392 - £3440 / 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 Gaiole In Chianti with 3 bedrooms sleeps 6  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 22

7 Nights min stay

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from £310 /night

£2167 - £4312 / 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 22 persons, with swimming pool , in Arezzo  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £149 /night

£1040 - £1922 / 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 Quirico D'orcia with 4 bedrooms sleeps 8  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 10

1 night min stay

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from £200 /night

£1400 - £2120 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Villa Bambina is a pleasant and spacious two-story villa surrounded by the vegetation. It sleeps ten people. It is appoximately 150 square meters (1615 square feet)  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £112 /night

£783 - £1566 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Attractive holiday house for 5 persons, with swimming pool , in Siena  …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 | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £1508 /night

£10550 - £15180 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

10 Photos

Farmhouse | 5 Bedrooms | sleeps 13

7 Nights min stay

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from £131 /night

£917 - £1954 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Cortona with 5 bedrooms sleeps 13  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 11

7 Nights min stay

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from £342 /night

£2392 - £4792 / 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

24 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £166 /night

£1157 - £1928 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Holiday house for 12 persons, with swimming pool , in Siena  …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

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

12 Photos

Farmhouse | 11 Bedrooms | sleeps 22

3 Nights min stay

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from £635 /night

£4440 - £6252 / 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 Bettolle with 11 bedrooms sleeps 22  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £178 /night

£1246 - £2693 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Trevinano with 6 bedrooms sleeps 12  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £144 /night

£1008 - £1767 / 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 8 persons, with swimming pool , in Siena  …see more