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387 Results  |  
20 Photos

House | 1 Bedroom | sleeps 2

1 night min stay

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from £136 /night

£950 - £1195 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Emide C is a graceful apartment in a history-rich eighteenth-century estate. It sleeps two people. From Casa Emide C you will enjoy a marvelous view of the greenery. Casa Emide C is 50 square meters (540 square feet)  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £104 /night

£726 - £807 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Leopoldo C is a romantic 65-square-meter (about 700 square feet) apartment which sleeps two people. It features a view to the hills famous as 'Crete Senesi '. There is also a shared swimming pool and shared gardens  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £58 /night

£404 - £589 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Prospero F is a characteristic apartment surrounded by the vegetation. It sleeps four people. It is appoximately 100 square meters (1076 square feet)  …see more

Featured properties

20 Photos

Villa | 12 Bedrooms | sleeps 24

7 Nights min stay

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from £2178 /night

£15242 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

20 Photos

Villa | 3 Bedrooms | sleeps 8

Very Good 4.5/5 

Short stays welcome

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from £79 /night

£553 - £1009 / week

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Key info:

  • Nearest beach 107 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Located within walking distance of the village of Gaiole in Chianti, the villa offers the perfect setting to explore the Chianti Classico region, enjoy the breathtaking views of the vineyards and olive groves, and experience the charming Tuscan lifestyle. Beautiful villa located within walking distance of the village of Gaiole in Chianti, near Siena, Tuscany  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 8

1 night min stay

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from £346 /night

£2420 - £3630 / week

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Key info:

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

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
  • 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 | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £604 /night

£4223 - £5055 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury holiday house for 8 persons in Chianti  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £79 /night

£553 - £912 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
This charming farmhouse complex is the result of a recent and elegant restoration of a typical Tuscan country complex, near the town of Casole d'Elsa, in the province of Siena. The Etruscan hills surrounding the property are but a short distance from the most celebrated  …see more

17 Photos

Villa | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £100 /night

£700 - £803 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Holiday house for 3 persons, with swimming pool , in San Gimignano  …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
  • 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

20 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £104 /night

£726 - £807 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Leopoldo D is a romantic 60-square-meter (about 646 square feet) apartment which sleeps two people. It features shared swimming pool and garden  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 5

1 night min stay

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from £111 /night

£776 - £1066 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Appartamento Reginaldo G is a charming villa in the characteristic style of the Tuscan countryside. It sleeps five people. From Appartamento Reginaldo G you will enjoy an enchanting view of the surrounding countryside and of the towers of San Gimignano  …see more

24 Photos

Villa | 1 Bedroom | sleeps 4

7 Nights min stay

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from £76 /night

£530 - £663 / 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

16 Photos

House | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £1141 /night

£7984 - £9839 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Located on a wine producing estate, this magnificent property has a 360 degree view on the surrounding countryside, close to the village of Casole d'Elsa. Decorated with exceptional taste and attention to detail, it has been completely restored in the last few years and  …see more

20 Photos

House | 1 Bedroom | sleeps 2

1 night min stay

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from £136 /night

£950 - £1195 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Emide A is a graceful apartment in a history-rich eighteenth-century estate. It sleeps two people. From Casa Emide A you will enjoy a marvelous view of the greenery. Casa Emide A is 55 square meters (590 square feet)  …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
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Holiday house for 10 persons, with swimming pool , in Montepulciano  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 6

1 night min stay

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from £64 /night

£444 - £847 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Davide F is an elegant apartment surrounded by the vegetation. It sleeps six people. From Villa Davide F you will enjoy a pleasant view of the Tuscan countryside. Villa Davide F is 80 square meters (860 square feet)  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £60 /night

£420 - £638 / week

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Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Suitable for children over
  • 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

22 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £48 /night

£335 - £505 / week

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Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • 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 wine and food in Italy.  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £353 /night

£2470 - £3250 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Calpurnia is a charming two-story historical villa situated in the heart of the Tuscan countryside. It sleeps eight people. From Villa Calpurnia you will enjoy a spellbinding view of the Chianti hills and of the vineyards  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £371 /night

£2596 - £3894 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Luxury holiday house for 8 persons, with swimming pool , in Chianti  …see more

16 Photos

Farmhouse | 6 Bedrooms | sleeps 16

7 Nights min stay

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from £537 /night

£3759 - £4654 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This exceptionally beautiful property is located in a very quiet and spectacular position, just a few kilometres away from the lovely village of Montalcino. The views from the house are outstanding taking in the Val d'Orcia and Crete Senesi  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £72 /night

£499 - £786 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Apartment for 2 persons, with swimming pool , in San Gimignano  …see more

24 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
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden

Centred around a pretty garden, Casa Vittorio is a notable, historic residence set over several levels and elegantly furnished. It is in a village location, just a short stroll from a restaurant, the castle and the truffle museum.

 …see more

24 Photos

Villa | 1 Bedroom | sleeps 2

7 Nights min stay

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from £82 /night

£568 - £677 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Holiday house for 2 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 £509 /night

£3557 - £5747 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
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

13 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £121 /night

£845 - £1518 / week

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Key info:

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

20 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £64 /night

£444 - £638 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Casa Staffa is a gracious cottage of 40 square meters (about 430 square feet) for four people, with garden and access to a pool of 7 X 14 meters (23 X 46 feet)  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £100 /night

£699 - £1034 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Apartment for 4 persons, with swimming pool , in Montepulciano  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £75 /night

£521 - £911 / 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

20 Photos

House | 5 Bedrooms | sleeps 12

1 night min stay

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from £286 /night

£2000 - £2600 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Adalia is an elegant and welcoming apartment that covers the entire top floor of an ancient country manor built on a hillside, surrounded by meadows and woods. It sleeps 12 people. From Villa Adalia you will enjoy an enchanting view of the Senesi hills  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £140 /night

£975 - £1624 / week

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Key info:

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

18 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £180 /night

£1260 - £1450 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Appartamento Cecco C is an elegant and welcoming apartment. It sleeps six people. It is appoximately 90 square meters (970 square feet)  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

1 night min stay

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from £182 /night

£1270 - £1550 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Emide B is a graceful apartment in a history-rich eighteenth-century estate. It sleeps four people. From Casa Emide B you will enjoy a marvelous view of the greenery. Casa Emide B is 70 square meters (750 square feet)  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £48 /night

£336 - £475 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Apartment for 4 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
  • 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

23 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £97 /night

£677 - £1096 / week

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Key info:

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

20 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £58 /night

£404 - £589 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Prospero E is a graceful apartment surrounded by the vegetation. It sleeps four people. From Casa Prospero E you will have a view of the swimming pool and of the garden and of the surrounding countryside. Casa Prospero E is 100 square meters (1076 square feet)  …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
  • 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

24 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £46 /night

£319 - £464 / week

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Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Great for children of all ages
  • 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

16 Photos

Villa | 7 Bedrooms | sleeps 18

7 Nights min stay

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from £689 /night

£4823 - £6283 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
La Maccinaia is a beautiful property located in a very quiet location, in the heart of the Chianti region, between Gaiole and Castelnuovo Berardenga. The main villa dates to the 17th century, and has been immaculately restored by its Belgian owner who combined modern  …see more

22 Photos

Villa | 6 Bedrooms | sleeps 12

rentals_reviews_rating_2 

2 Nights min stay

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from £500 /night

£3495 - £5151 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Six bedroom historical villa in the countryside of Montepulciano, a vibrant city at the heart of the Siena region of Tuscany.  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £83 /night

£581 - £775 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Casa Sole is an apartment of 50 square meters (about 538 square feet), for four people. It is part of an historic stone house, and has a patio, it also shares a pool and a 4000 square meter (about 1 acre) park  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

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from £249 /night

£1740 - £2285 / week

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Key info:

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

Italian village rental - This charming historic residence with private pool is located in the village of San Giovanni d'Asso, and it is just a short stroll from your door to the castle, the truffle museum and a nice restaurant.

 …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

4 Nights min stay

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from £588 /night

£4113 - £5968 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Villa Magda is a luxurious villa in San Gimignano, and is perfect for a large group of family or friends that appreciate tranquility, privacy, and beautiful natural surroundings.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £97 /night

£678 - £1009 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
The different apartments host from 2 to 6 guests and are provided with a living room, kitchenette, 1 to 3 double or twin bedrooms and 1 to 3 bathrooms with shower and/or bathtub.  …see more

24 Photos

Villa | 11 Bedrooms | sleeps 22

3 Nights min stay

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from £640 /night

£4476 - £6303 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Set in Tuscany Italy, this beautiful accommodation is the perfect place for your holidays. The accommodation offers: a swimming Pool, air Conditioning, an internet Connection .  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £346 /night

£2420 - £3428 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
This magnificent villa, located in the heart of the beautiful Val d'Orcia, is perfect for familes and friends wanting to spend their holidays in the wonderful land of Tuscany, a land where so much history and beauty can be found.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £130 /night

£904 - £1959 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
elegant villa, located in Tuscany Italy, has a max. capacity of 8 people. This elegant villa is perfect for families and friends  …see more