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88 Results   |  
4 Photos

Siena / Caprera

House / 2 Bedrooms / sleeps 4

2 Nights min stay

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from £63 / night

£439 - £781 / week

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Key info:

  • Not suitable for children
  • No pets allowed

"L'Oliviera", 3-room house 60 m2, on the ground floor, comfortable and modern furnishings: open large living/dining room with satellite-TV. Exit to the garden. 1 double bedroom. 1 room with 1 double sofa bed. Kitchenette (4 hotplates, oven, freezer, grill) with dinin  …see more

100 Photos

from £81 / night

£561 - £830 / week

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Siena holiday home rental

Province of Siena / Siena

House / 2 Bedrooms / sleeps 6

Short stays welcome

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from £81 / night

£561 - £830 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
"Capanna", 4-room house 110 m2 on 2 levels, comfortable and rustic furnishings: large living room 28 m2 with panoramic window with 1 double sofabed. Kitchen-/living room (4 hot plates, oven, freezer) with dining table. Exit to the garden. Shower/bidet/WC. Upper floor: 1  …see more

100 Photos

from £60 / night

£414 - £649 / week

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Holiday home in Siena

Province of Siena / Siena

House / 2 Bedrooms / sleeps 4

Short stays welcome

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from £60 / night

£414 - £649 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
"L'Oliviera", 3-room house 60 m2, on the ground floor. Comfortable and modern furnishings: open large living/dining room with satellite TV. Exit to the garden. 1 double bedroom. 1 room with 1 double sofabed. Kitchenette (4 hot plates, oven, freezer, grill) with dining t  …see more

Featured properties

Very Good 4.5/5 

15 Photos

from £36 / night

£249 - £476 / week

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Siena holiday home rental

Province of Siena / Siena

House / 1 Bedroom / sleeps 3

Very Good 4.5/5 

1 night min stay

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from £36 / night

£249 - £476 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
The apartment is located just 5 minutes drive from the walls surrounding the old town (10 min by bus) and its location also allows you to quickly reach the surroundings of the Sienese countryside. Supermarket and shops nearby. Being a one bedroom apartment of about 45  …see more

Excellent 5/5 

17 Photos

Province of Siena / Siena

House / 2 Bedrooms / sleeps 3

Excellent 5/5 

7 Nights min stay

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from £59 / night

£412 / week

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Key info:

  • Nearest beach 95 km
  • Suitable for children over 5
  • Car advised
  • Pets welcome
Il palio di Siena, Firenze, Lucca, Val d'Orcia, Montalcino, Pienza, Bagno Vignoni, Montepulciano Private parking and bus stop for the center right in front of the villa!  …see more

Very Good 4.5/5 

104 Photos

from £287 / night

£2007 - £3994 / week

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Holiday home in Siena

Province of Siena / Siena

House / 7 Bedrooms / sleeps 13

Very Good 4.5/5 

7 Nights min stay

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from £287 / night

£2007 - £3994 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Pets welcome
Located just five kilometers from Siena, this villa offers an ideal combination of elegant simplicity and historical charm and comes complete with its own chapel, all which create a unique experience. Along with the private swimming pool, this holiday accommodation is n  …see more

23 Photos

Province of Siena / Siena

House / 3 Bedrooms / sleeps 9

7 Nights min stay

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from £254 / night

£1774 / week

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Key info:

  • Not suitable for children
  • Pets welcome
  • Private garden
The villa is located in the countryside, where the only sounds are those of nature and its animals  …see more

17 Photos

from £66 / night

£461 - £710 / week

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Holiday home in Siena

Province of Siena / Siena

House / 1 Bedroom / sleeps 4

1 night min stay

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from £66 / night

£461 - £710 / week

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Key info:

  • Nearest beach 70 km
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Elegant and bright apartment is located in the heart of Siena. The street is full of restaurants, cafes and shops. The apartment is in a historic building and can comfortably accommodate four people. Very close to bus and train station. The apartment is located in a str  …see more

10 Photos

from £46 / night

£320 - £419 / week

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Holiday home in Siena

Province of Siena / Siena

House / 2 Bedrooms / sleeps 4

1 night min stay

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from £46 / night

£320 - £419 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Siena Stazione affittacamere palio camera  …see more

41 Photos

Province of Siena / Siena

House / 3 Bedrooms / sleeps 7

3 Nights min stay

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from £157 / night

£1093 - £1544 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Beautiful residence situated on the outskirts of a small village and surrounded by the Tuscan countryside, just outside of Siena. The residence is an ideal location for those who want a relaxing and regenerating countryside holiday, as well as for those who want to expl  …see more

47 Photos

Province of Siena / Siena

House / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £57 / night

£398 - £576 / week

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Key info:

  • Ask owner if suitable for children
  • Pets welcome
Apartment Amenities Courtyard/Outdoor Space, Cot, Patio, Deck, or Terrace, DVD, Fan(s), Garden, Barbecue, Independent Heating, Internet, Private Parking, TV, Washer, Hair Dryer Living Room Amenities Armchair(s), Chest of Drawers, DVD, Iron / Ironing Board, Sofa(s), Doub  …see more

Excellent 5/5 

47 Photos

Province of Siena / Siena

House / 6 Bedrooms / sleeps 10

Excellent 5/5 

Min stay varies

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Pricing unknown

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Key info:

  • Ask owner if suitable for children
  • No pets allowed
This exclusive castle, owned by one of the oldest families of Italy, lies fourteen kilometres west of Siena. It is within easy reach of such cultural gems as Florence, San Gimignano, Volterra and the Chianti area. Lucca, Pisa and Arezzo are about one and a half hours by  …see more

13 Photos

Siena / Badia A Elmi

House / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £274 / night

£1917 - £4414 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
Casale Capezzano Independent house for rent in San Gimignano  …see more

20 Photos

Province of Siena / Siena

House / 3 Bedrooms / sleeps 5

7 Nights min stay

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from £198 / night

£1386 - £1882 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Villino la Chicca Independent house for rent with swimming pool in Siena  …see more

34 Photos

from £117 / night

£816 - £1291 / week

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Holiday home in Siena

Province of Siena / Siena

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £117 / night

£816 - £1291 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
The Castle of Vivo d'Orcia lies in the widespread Orcia valley in southern Tuscany, 60 km south-east of Siena, near to Arezzo, Perugia, Orvieto and Assisi and such cultural jewels as Pienza, Montalcino and Montepulciano, to name but a few. The hamlet lies at an altitude  …see more

20 Photos

from £117 / night

£816 - £1291 / week

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Holiday home in Siena

Province of Siena / Siena

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £117 / night

£816 - £1291 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
The Castle of Vivo d'Orcia lies in the widespread Orcia valley in southern Tuscany, 60 km south-east of Siena, near to Arezzo, Perugia, Orvieto and Assisi and such cultural jewels as Pienza, Montalcino and Montepulciano, to name but a few. The hamlet lies at an altitude  …see more

14 Photos

Province of Siena / Siena

House / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £264 / night

£1844 - £2944 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • No pets allowed
Montebello is located at an altitude of 400 metres above sea level. It stands on its own and benefits of complete privacy. The house is reached by a 4 km country gravel road. This beautiful valley is a nature preserve located in the southernmost part of Tuscany with mag  …see more

41 Photos

Siena / Taverne d'Arbia

House / 3 Bedrooms / sleeps 7

3 Nights min stay

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from £157 / night

£1093 - £1544 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Abbadia di Siena Independent house for rent with swimming pool in Siena  …see more

13 Photos

from £133 / night

£929 - £1286 / week

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Holiday home rental

Province of Siena / Siena

House / 2 Bedrooms / sleeps 5

2 Nights min stay

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from £133 / night

£929 - £1286 / week

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Key info:

  • Nearest beach 113 km
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
 …see more

47 Photos

Province of Siena / Siena

House / 1 Bedroom / sleeps 4

7 Nights min stay

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from £49 / night

£337 - £493 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Casa Prospero B is a welcoming apartment surrounded by meadows and by green hills. It sleeps four people. It is appoximately 50 square meters (540 square feet). It features a shared swimming pool, a shared garden and winter heating. You will be roughly 6 km (3.7 miles)  …see more

28 Photos

Siena / Gracciano di Colle Val d'Elsa

House / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £147 / night

£1028 - £1808 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Casa il Ceppo Independent house for rent in Monteriggioni  …see more

18 Photos

Province of Siena / Siena

House / sleeps 2

Min stay varies

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Pricing unknown

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Key info:

  • Not suitable for children
  • No pets allowed
Located by the romantic castle of Montebenichi within the province of Arezzo but only 20 min drive from Siena, Casa Corna is an ideal starting point to visit the major Tuscan art towns as well as the Chianti and Crete Senesi regions. Six independent and self catering a  …see more

25 Photos

Province of Siena / Siena

House / 1 Bedroom / sleeps 14

Min stay varies

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Pricing unknown

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Key info:

  • Not suitable for children
  • No pets allowed
Palazzo di Colline is a true "podere", or farmhouse, in this case dating from the 17th century. Lovely views, Surrounded by 100 hectares of woods, fields and vineyards, all belonging to the owner. The estate provides a complete and natural setting for a vacation of abso  …see more

29 Photos

Province of Siena / Siena

House / 5 Bedrooms / sleeps 10

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Do you dream of renting a farmhouse in Tuscan? well look no further, this is the quintessential Tuscan farmhouse, beautifully restored,retaining original features, combining them with one of a kind modern pieces of furniture; featuring the owner's trademark colors. A ve  …see more

25 Photos

Province of Siena / Siena

House / 8 Bedrooms / sleeps 19

7 Nights min stay

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from £1037 / night

£7259 / week

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Key info:

  • Not suitable for children
  • No pets allowed
The house has a huge exterior stone staircase leading to the first floor. The first floor may also be reached by an internal staircase. Two stone-paved patios flank the external staircase. One is an outdoor dining area with a large built-in barbecue. Beyond is the infin  …see more

16 Photos

Province of Siena / Siena

House / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £676 / night

£4729 - £7140 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • No pets allowed
Villa BRV TOS is located in the peaceful Tuscan countryside north west of Siena and 3km from Casole d’Elsa, a very quaint little town, this amazing two level villa and guest house have everything to ensure your vacation will be unforgettable. The understated elegant d  …see more

39 Photos

Province of Siena / Siena

House / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £1810 / night

£12665 - £15198 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Villa BRV SEN is an elegant two-story villa built in the 13th century; thanks to a meticulous restoration, its original structure and architectural details remain intact. The warm colors, beamed ceilings and a lovely internal courtyard are just a few of the original fea  …see more

16 Photos

Siena / Caprera

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

Siena / Caprera

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

11 Photos

Siena / Caprera

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

14 Photos

Siena / Caprera

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

Siena / Caprera

House / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £101 / night

£706 - £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

13 Photos

from £134 / night

£936 - £1987 / week

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Holiday home in Caprera

Siena / Caprera

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

24 Photos

from £191 / night

£1336 - £2747 / week

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Holiday home in Caprera

Siena / Caprera

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

8 Photos

from £33 / night

£226 - £576 / week

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Holiday home rental

Siena / Caprera

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

8 Photos

Siena / Caprera

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

6 Photos

Province of Siena / Siena

House / 1 Bedroom / sleeps 3

7 Nights min stay

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from £180 / night

£1259 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Highlights A delightful apartment set very close to the main square of Piazza del Campo and is ideal for touring the medieval city without a car. Air conditioned and an outside dining area make this a great choice. Once you have arrived in the Contrade dell'Onda section  …see more

39 Photos

from £436 / night

£3051 - £3925 / week

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Holiday home in Siena

Province of Siena / Siena

House / 9 Bedrooms / sleeps 18

7 Nights min stay

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from £436 / night

£3051 - £3925 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Highlights Independent Farm house that sleeps 18 panoramic views over the surrounding hills with a beautiful swimming pool that also has a waterfall. Peace and tranquility in a corner of Tuscany full of vegetation and ideal places to venture. Very well furnished. Main b  …see more

45 Photos

from £412 / night

£2878 - £3274 / week

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Holiday home in Siena

Province of Siena / Siena

House / 7 Bedrooms / sleeps 14

7 Nights min stay

Add to shortlist

from £412 / night

£2878 - £3274 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Highlights A delightful Villa in Siena overlooking a small lake between woods and rolling hills. A beautiful spot for a large family. Closest towns and cities * Cetona 12 kilometres * Montepulciano 25 kilometres * Pienza 35 kilometres * Sarteano 7 kilometres sleeps four  …see more

53 Photos

from £242 / night

£1688 - £2447 / week

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Siena holiday home rental

Province of Siena / Siena

House / 7 Bedrooms / sleeps 18

7 Nights min stay

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from £242 / night

£1688 - £2447 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Highlights Independent Farm house. Childrens play ground with games. Air conditioned with seven bedrooms. Fenced swimming pool. Can sleep up to 18 people if required. Disabled friendly bathroom in one room. Nearest towns and cities * Montepulciano 13 kilometres * Sartea  …see more

35 Photos

from £184 / night

£1288 - £2051 / week

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Home letting in Siena

Province of Siena / Siena

House / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £184 / night

£1288 - £2051 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Highlights This beautiful property is situated In the "heart of Tuscany", between the hills of Val d'Orcia and Valdichiana. Recently restructured using original old materials and constructed within the confines of strict regulations this magnificent property is an absol  …see more

35 Photos

from £114 / night

£792 - £1026 / week

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Holiday home in Siena

Province of Siena / Siena

House / 3 Bedrooms / sleeps 8

1 night min stay

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from £114 / night

£792 - £1026 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Highlights The apartment benefits an excellent panoramic position. Casa Arco is an imposing farmhouse of stone, optimally renovated, divided into five apartments, each one with private entrance. High quality furniture. * Sarteano 19 km * Chiusi 28 km * Contignano 13 km  …see more

7 Photos

Province of Siena / Siena

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £258 / night

£1800 / week

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Key info:

  • Not suitable for children
  • No pets allowed
 …see more

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from £58 / night

£400 - £700 / week

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Siena holiday home rental

Province of Siena / Siena

House / 2 Bedrooms / sleeps 4

1 night min stay

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from £58 / night

£400 - £700 / week

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Key info:

  • Not suitable for children
  • Pets welcome
The apartment is located in the very center of the historic city of Siena 20 100 meters from the Duomo and Piazza del Campo, in an ancient palace of 1200, with lift. The beamed ceiling, windows overlooking the green of an ancient garden and a large terrace full of flow  …see more

8 Photos

from £67 / night

£469 - £816 / week

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Holiday home in Siena

Province of Siena / Siena

House / 2 Bedrooms / sleeps 4

1 night min stay

Add to shortlist

from £67 / night

£469 - £816 / week

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Key info:

  • Not suitable for children
  • Pets welcome
 …see more

15 Photos

Siena / Taverne d'Arbia

House / 3 Bedrooms / sleeps 6

2 Nights min stay

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from £172 / night

£1202 - £1703 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
Just ten minutes from Siena, this fine residence has been carefully restored by a mindful and sensitive owner. It is situated on the edge of a small hamlet dominated by a medieval tower. There is a large garden with a solarium and terracotta paved tiling.The villa is ex  …see more

Very Good 4.5/5 

27 Photos

Province of Siena / Siena

House / 3 Bedrooms / sleeps 4

Very Good 4.5/5 

7 Nights min stay

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from £73 / night

£511 - £582 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
La Primavera is a really cozy house - a comfortable spot where guests will immediately feel at home. We have visited it on both sunny and dull days - it remains just as inviting whatever the time of year. We found it to be a lovely place for a family! La Primavera sits  …see more

25 Photos

Province of Siena / Siena

House / 6 Bedrooms / sleeps 11

1 night min stay

Add to shortlist

from £284 / night

£1986 - £2837 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
 …see more

56 Photos

from £80 / night

£560 - £742 / week

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Siena holiday home rental

Province of Siena / Siena

House / 2 Bedrooms / sleeps 5

7 Nights min stay

Add to shortlist

from £80 / night

£560 - £742 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
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. Appartamento Raniero B is 100 square meters (10  …see more

58 Photos

from £80 / night

£560 - £742 / week

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Siena holiday home rental

Province of Siena / Siena

House / 2 Bedrooms / sleeps 5

7 Nights min stay

Add to shortlist

from £80 / night

£560 - £742 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Appartamento Raniero A 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 A you will enjoy a gorgeous view of the Chianti hills. Appartamento Raniero A is 90 square meters (  …see more

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