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622 Holiday homes in Siena Province

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Filters applied: Private pool (622)

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622 Results  |  
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
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 4 persons, with swimming pool , in Chianti  …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
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Holiday house for 10 persons, with swimming pool , in Montepulciano  …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
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 4 bedrooms sleeps 9  …see more

Featured properties

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
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury holiday house for 22 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
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

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
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Lecchi with 3 bedrooms sleeps 8  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £520 /night

£3640 - £4853 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
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

Farmhouse | 10 Bedrooms | sleeps 20

4 Nights min stay

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from £635 /night

£4444 - £6384 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Ville Di Corsano with 10 bedrooms sleeps 20  …see more

19 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £858 /night

£6000 - £7720 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Recently restored to the highest standard, the Villa is a deluxe country house in the beautiful Val D’Orcia in the South-Eastern part of the Siena province in Tuscany.  …see more

16 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £650 /night

£4550 - £5850 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
Centred around a pretty garden, the Casa Vittorio is a charming, historical residence set over several levels, elegantly furnished with antiques and typical Tuscan furnishings.  …see more

19 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £137 /night

£955 - £1478 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Nice independent house situated on the hillside near the village of Montebenichi in the Chianti area. The place is very quiet and has a beautiful panoramic view of the surrounding country with vineyards, olive groves and woods. Beautiful pool area with a nice ...  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £328 /night

£2292 - £3137 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montefollonico with 5 bedrooms sleeps 10  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £121 /night

£843 - £1687 / week

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Key info:

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

19 Photos

Villa | 5 Bedrooms | sleeps 12

2 Nights min stay

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from £285 /night

£1994 - £3463 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
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 | 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
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Castellina In Chianti with 5 bedrooms sleeps 8  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £285 /night

£1994 - £2167 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
The enchanting Villa Terrazzeria is a adorable villa set in the stunning Tuscany countryside.  …see more

12 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £130 /night

£904 - £1292 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 6 persons, with swimming pool , in Siena  …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
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Staggia with 6 bedrooms sleeps 12  …see more

17 Photos

House | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £438 /night

£3060 - £4151 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

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
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Holiday house for 12 persons, with swimming pool , in Siena  …see more

20 Photos

Villa | 8 Bedrooms | sleeps 16

1 night min stay

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from £560 /night

£3920 - £4640 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa Ciliegia is a charming three-story historical villa surrounded by a wonderful age-old park. It sleeps 16 people. It is appoximately 600 square meters (6460 square feet). It features a private swimming pool, a private garden and winter heating  …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
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Attractive holiday house for 5 persons, with swimming pool , in Siena  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £475 /night

£3320 - £5200 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in Radda In Chianti with 5 bedrooms sleeps 9  …see more

22 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £180 /night

£1258 - £2353 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Attractive holiday house for 7 persons, with swimming pool , in Siena  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £249 /night

£1740 - £2695 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
Villa near Montepulciano - this restored Tuscan farmhouse with private pool is set in a picturesque location near the lovely town of Montepulciano.  …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
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Poggibonsi with 3 bedrooms sleeps 8  …see more

12 Photos

Farmhouse | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £567 /night

£3968 - £6720 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in Cortona with 8 bedrooms sleeps 16  …see more

23 Photos

Villa | 9 Bedrooms | sleeps 9

2 Nights min stay

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from £871 /night

£6091 - £6563 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Villa Leccio is a world apart set in a charming and peaceful place where guests can truly relax and rediscover a calmer pace of life, away from the city. Our area offers breathtaking panoramas, countless daily outings and still preserves an unspoiled wilderness.  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £195 /night

£1360 - £1760 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Farnetella with 3 bedrooms sleeps 7  …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
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Cetona with 5 bedrooms sleeps 10  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £286 /night

£2000 - £3768 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 4 bedrooms sleeps 8  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £101 /night

£701 - £1400 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 3 bedrooms sleeps 5  …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
  • May take pets – please enquire
  • Private garden
Apartment / Condo in Lecchi with 3 bedrooms sleeps 6  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £455 /night

£3184 - £5592 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Monteriggioni with 6 bedrooms sleeps 12  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £375 /night

£2622 - £3496 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
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

19 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £176 /night

£1228 - £2048 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Holiday house for 9 persons, with swimming pool , in Arezzo  …see more

17 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £139 /night

£968 - £1658 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable 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 50m away. The property is partly fenced-in and the swimming pool, just below the house ground, has a lovely view over the va...  …see more

12 Photos

Farmhouse | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £538 /night

£3760 - £6320 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Castelnuovo Dell'abate with 7 bedrooms sleeps 14  …see more

17 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £522 /night

£3648 - £4576 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
A stunning residence built into the ancient city walls of the medieval and atmospheric town of Castelmuzio, BORGO ANTICO is the epitome of style and grace. Situated in the tiny but charming Piazza San Bernardino in the town's historic center  …see more

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £136 /night

£950 - £2301 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • May take pets – please enquire
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

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £115 /night

£800 - £1840 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 3 bedrooms sleeps 6  …see more

20 Photos

House | 8 Bedrooms | sleeps 19

7 Nights min stay

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from £1079 /night

£7552 - £15096 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
The house has been very carefully decorated by the owner, Ilaria Miani a furniture designer and producer renowned for her trendy shop in Rome. The open landscape of the Val d'Orcia makes for exceptional panoramas.  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £660 /night

£4616 - £7608 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in Montalcino with 5 bedrooms sleeps 10  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 17

7 Nights min stay

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from £269 /night

£1880 - £3133 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 17 persons, with swimming pool , in San Gimignano  …see more

20 Photos

House | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £503 /night

£3518 - £5685 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
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

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
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Montebenichi with 10 bedrooms sleeps 20  …see more

12 Photos

Farmhouse | 9 Bedrooms | sleeps 22

3 Nights min stay

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from £288 /night

£2011 - £4004 / week

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Key info:

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

12 Photos

Farmhouse | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £258 /night

£1800 - £3000 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in San Gimignano with 4 bedrooms sleeps 10  …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
  • Suitable for children of all ages
  • 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 | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £285 /night

£1992 - £3184 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in San Gimignano with 4 bedrooms sleeps 8  …see more