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152 Holiday homes in Siena

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152 Results  |  
20 Photos

Villa | 7 Bedrooms | sleeps 14

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • No pets allowed
Villa Le Cantine di Cerreto is one of our best villas in Italy for rent. Immersed in the heart of the countryside with beautiful swimming pool, this spectacular villa can comfortably sleep up to 14 people and is ideal for your vacation rental in Italy.  …see more

14 Photos

Chateau | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £345 /night

£2412 - £3468 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Very stylish and comfortable. Located in beautiful hamlet in Chianti. Very panoramic furnished terrace.  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

Good 3.5/5 

5 Nights min stay

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from £89 /night

£621 / week

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Key info:

  • Nearest beach 105 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Best views of Siena.The apartment being only a few minutes from the Campo. The terrace is magnificent with 360°panoramic views of the centre of town, Duomo,the bell tower.It's very quite and you can relax on the roof deck taking a sunbath on the long chair. flat apartment for rent in the centre of Siena, Tuscan, Italy  …see more

Featured properties

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

24 Photos

Villa | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £590 /night

£4125 - £7630 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Contemporary five bedroom property with three doubles and two twin bedrooms. The villa is situated in the wonderful province of Siena, rich in history and culture.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 5

3 Nights min stay

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from £81 /night

£565 - £819 / week

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Key info:

  • Nearest beach 75 km
  • Great for children of all ages
  • No pets allowed
3 attractive apartments right in the centre of Siena, a privileged location very convenient for all the sites and restaurants but still quiet and private. The apartments can accommodate up to 4 or 5 and are ideal for both couples and families.  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 3

Min stay varies

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Pricing unknown

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Self catering apartment with a really unique view: three windows on the Piazza del Campo, in front of the Palazzo Pubblico and the Torre del Mangia, give you the most fantastic view you can ever dream of. Lift, aircon, painted ceilings, wifi Really unique view with three windows on Piazza del Campo.  …see more

8 Photos

Villa | 9 Bedrooms | sleeps 12

Min stay varies

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from £188 /night

£1311 - £2924 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Villa Hamby is a beautifully restored five bedroom four bathroom country house with a great deal of warmth and charm. The villa has a great views across the Valdarno valley that stretches from Florence to Rome with the Appenini mountains as a dramatic backdrop to the co  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £136 /night

£949 - £1898 / week

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Key info:

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

6 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £270 /night

£1888 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Clioandnbsp;is an Italian Apartment Rental located in the city center of Siena city, Italy. The Clio can accommodateandnbsp;5 personsandnbsp;and has anandnbsp;area of 109 sq meters.andnbsp; It is also close to local public transport, markets and  …see more

383 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £138 /night

£963 - £1490 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great 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

13 Photos

House | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £134 /night

£936 - £1987 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located on an outstanding farm in beautiful scenery, near the fortified village of Monteriggioni, lies this wonderful, air conditioned holiday property. It boasts a panoramic position in the Siena area and is comfortably furnished with taste and retains its original ...  …see more

18 Photos

Villa | 1 Bedroom | sleeps 7

7 Nights min stay

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from £202 /night

£1412 - £1694 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Beautifully restored villa with swimming pool on the edge of a small hamlet. sjfa;sdl fjks;f as;fkl jfk;lj asfklj fklafj klfj ;fklj dfk;lj afklja sfkalsjd faklfj kldfj as;fkl ja;fkl jas  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £96 /night

£670 - £888 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Appartamento Raniero B is a bright and sunny two-story apartment situated a few miles from the historic center of Siena. It sleeps five people. From Appartamento Raniero B you will enjoy a broad view of the Chianti hills  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £100 /night

£700 - £994 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This beautiful estate in Tuscany includes both a b&b offering a range of lovely rooms and suites as well as fabulous apartments. These all have the outdoor swimming pool, tennis court and restaurant, and other facilities at their disposition.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £72 /night

£503 - £898 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This beautiful estate in Tuscany includes both a b&b offering a range of lovely rooms and suites as well as fabulous apartments. These all have the outdoor swimming pool, tennis court and restaurant, and other facilities at their disposition.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £153 /night

£1067 - £1463 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This beautiful estate in Tuscany includes both a b&b offering a range of lovely rooms and suites as well as fabulous apartments. These all have the outdoor swimming pool, tennis court and restaurant, and other facilities at their disposition.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £72 /night

£503 - £813 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This beautiful estate in Tuscany includes both a b&b offering a range of lovely rooms and suites as well as fabulous apartments. These all have the outdoor swimming pool, tennis court and restaurant, and other facilities at their disposition.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £69 /night

£480 - £678 / week

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Key info:

  • Nearest beach 75 km
  • Great for children of all ages
  • No pets allowed
3 attractive apartments right in the centre of Siena, a privileged location very convenient for all the sites and restaurants but still quiet and private. The apartments can accommodate up to 4 or 5 and are ideal for both couples and families.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 5

1 night min stay

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from £137 /night

£955 - £1350 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This beautiful estate in Tuscany includes both a b&b offering a range of lovely rooms and suites as well as fabulous apartments. These all have the outdoor swimming pool, tennis court and restaurant, and other facilities at their disposition.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £76 /night

£531 - £842 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This beautiful estate in Tuscany includes both a b&b offering a range of lovely rooms and suites as well as fabulous apartments. These all have the outdoor swimming pool, tennis court and restaurant, and other facilities at their disposition.  …see more

24 Photos

Farmhouse | 4 Bedrooms | sleeps 8

1 night min stay

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from £65 /night

£452 - £2219 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Quiet and cosy farm house, with view on the ancient city of Siena and on the Tuscan countryside. At only 3 Km from Siena, and at the very centre of Tuscany, La Prodaia is the ideal place for visiting the town of the "Palio" and the many other Tuscan attractions. Enjoy our private garden and swimming pool with amazing view!  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 13

2 Nights min stay

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from £1024 /night

£7163 - £9117 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Located between Florence and Siena in Chianti, Villa Gaiole's private hilltop position provides 360 degree panoramic views of the breathtaking Tuscan countryside.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £117 /night

£813 - £1096 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This beautiful estate in Tuscany includes both a b&b offering a range of lovely rooms and suites as well as fabulous apartments. These all have the outdoor swimming pool, tennis court and restaurant, and other facilities at their disposition.  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

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from £77 /night

£538 - £970 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Quercegrossa with 1 bedrooms sleeps 2  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

5 Nights min stay

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from £140 /night

£980 - £1198 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The name does not sound Italian but the vacation rental is as Italian as can be. Orange Apartment is located in the heart of Siena, just a little distance from the Cathedral. andnbsp;One of the biggest attractions to the Tuscan vacation rental is the amazing view it  …see more

17 Photos

Apartment | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £113 /night

£787 - £1760 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The city of Siena is just one place in Italy where thousands of tourists flock every year. There are many rental houses and villas that tourists can rent out in the city that accommodate different numbers of tourists. Casa Cascinale Sotto is one part of Casa  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £140 /night

£979 / week

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Key info:

  • Nearest beach 80 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 5 persons in Siena  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £599 /night

£4190 - £6388 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
With a superb location in the heart of the Siena hills, Villa Stella dwells on a magnificent property just 15 minutes from Siena. The original house was built in the 17th century and has recently been converted in a remarkable retreat in the very heart of Tuscany. The  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £62 /night

£428 - £726 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Appartamento Orietta is a romantic and welcoming apartment located in the medieval center of Siena. It sleeps two people. It is appoximately 30 square meters (320 square feet). It features winter heating  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £122 /night

£854 - £1708 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages
  • 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

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £177 /night

£1239 - £2404 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Quercegrossa with 3 bedrooms sleeps 6  …see more

4 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £250 /night

£1746 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Siena Suite Marchiandnbsp;is one of the most elegant apartments for rent in Tuscany residing in the magnificent Sienese ambiance with its unbelievable historical and artistic heritage. The apartment hasandnbsp;two amazing bedroomsandnbsp;with the most sublime  …see more

4 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £218 /night

£1525 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Siena Suite Manettiandnbsp;is not the typical apartment for rent in Siena. It is exceptionally well furnished and decorated in a way that reflects the elegance and luxuriousness of the old world.andnbsp; Theandnbsp;70 square metersandnbsp;of Siena Suite Manetti are  …see more

4 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £218 /night

£1525 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Siena Suite Palagioandnbsp;features all the right traits for an unforgettable vacation in Siena, one of the magnificent artistic and historic centers of Tuscany.andnbsp; Siena Suite Palagio has aandnbsp;living surfaceandnbsp;ofandnbsp;75 square metersandnbsp;shared  …see more

4 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £218 /night

£1525 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Siena Suite Felsinaandnbsp;is an enchanting Bed and Breakfast that overlooks the scenic Tuscan hills in Siena. The Bandamp;B has a long history, having been around since the 18th century.andnbsp; The charming B and B has 10 well appointed rooms. Each room has a fan  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 7

1 night min stay

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from £149 /night

£1039 - £1293 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This beautiful estate in Tuscany includes both a b&b offering a range of lovely rooms and suites as well as fabulous apartments. These all have the outdoor swimming pool, tennis court and restaurant, and other facilities at their disposition.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £80 /night

£559 - £955 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This beautiful estate in Tuscany includes both a b&b offering a range of lovely rooms and suites as well as fabulous apartments. These all have the outdoor swimming pool, tennis court and restaurant, and other facilities at their disposition.  …see more

16 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £41 /night

£287 - £597 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautiful farmhouse is located in the heart of the Chianti region and has been divided into 5 nice apartments. In this holiday apartment, guests can enjoy a great view of the surrounding landscape and there is also a shared swimming pool. The surrounding areas a...  …see more

24 Photos

House | 1 Bedroom | sleeps 4

7 Nights min stay

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from £44 /night

£307 - £617 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Mons Luci (from the Latin meaning 'the holy forest') is a lovely stone 18th century farmhouse, which was carefully renovated. The house is split into three apartments, with the third sometimes occupied by the owners. A well cared for garden surrounds the house and in...  …see more

14 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £53 /night

£367 - £736 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This terraced holiday house has been carefully renovated and is located within the medieval village of Gaiole In Chianti. Main attractions of this village, bar its history, are the wineries in its surroundings as well as its beautiful castles and churches. It's truly...  …see more

11 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £46 /night

£317 - £436 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This charming single-storey farm building is part of a grand farmhouse complex. Furnished and decorated to a good standard, there is a satellite TV and private outdoor area with furniture. The complex, which is accessed via a 1km rough track, also comprises of a smal...  …see more

8 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £38 /night

£266 - £517 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This characteristic holiday property, a former hayloft, has been comfortably furnished and decorated. It is set in the green and characteristic Sienese hills, and stands out on account of the beautiful and typical Romanesque church located to the side of it which dat...  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £33 /night

£226 - £576 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This ancient, rural complex is situated in a splendid, peaceful hillside position near the small town of Rosia. "Le Scopaie" has been restored with great care and divided into 10 apartments. Accessed by a 4km unmade track, the guests share large outdoor areas and a b...  …see more

24 Photos

House | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £191 /night

£1336 - £2747 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautiful farmhouse with annexe, accessed via a rough track (not suitable for low cars), has been split into two independent apartments and provides the ideal base for 2 families or groups of friends wanting to enjoy their holiday together. Located in Chianti, c...  …see more

12 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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from £188 /night

£1311 - £2924 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Villa Dan is located between the cities of Arezzo, Florence and Siena, at the quaint old town of Figline Valdarno with its ancient piazza and historical buildings. The Villa Dan has 5 bedrooms and 3bathrooms, situated in Figline Valdarno, with a magnicificient view. On  …see more

12 Photos

Villa | 6 Bedrooms | sleeps 11

Min stay varies

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from £188 /night

£1311 - £2924 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Perched on a green and forested valley of the Chianti, in the small picturesque village of Lucolena, sits Villa Luce, a comfortable country home with a private pool and open views from its raised terraces. The well-tended terraced gardens are planted with flowers typic  …see more

20 Photos

Farmhouse | 11 Bedrooms | sleeps 22

2 Nights min stay

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from £807 /night

£5644 - £6078 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Casa Felice is an outstanding Tuscan farmhouse with 11 bedrooms and 11 bathrooms. It was recently renovated and brought back to its original splendour. Casa Felice is situated on a small road that leads to a wonderful medieval hamlet of Montebenichi.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £156 /night

£1089 - £1291 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This spectacular farm complex near the Tuscan town of Siena is set in the rolling hills of Chianti. It has a large swimming pool and many great facilities.  …see more

11 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £11 /night

£76 - £1876 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This converted barn, on the Montechiaro Estate, sits in its own grounds overlooking beautiful countryside and has been restored to offer spacious and light holiday accommodation. Exposed beams and brickwork and a contemporary open-plan design complete the relaxing en...  …see more

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