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79 Holiday homes in Siena

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79 Results  |  
24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

4 Nights min stay

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from £114 /night

£798 - £1099 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Elegant Liberty farmhouse on the hills, in a quite village just ten minutes from Siena city centre. Stunning view toward the city steeples across the countryside. Olive groves and fields for walking and horse riding. Garden and farm yard for outdoor dining.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £64 /night

£448 - £651 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
GREEN APARTMENT (2+2 pax) Via del Romitorio, 3 Central, ground floor, easy accessible, light, cosy, tastefully furnished. Double bedroom, fully equipped kitchen with sofa bed for two guests, large bathroom with shower, WIFI, sat Tv, air conditioning. Sail with us on board of Free Will to the Tuscan Archipelago, Sardinia, Corsica.  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £151 /night

£1052 - £2180 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
Charming Chianti villa, Siena 6 km far away, with different prices from 4 to 7 persons, fantastic pool (12x6 meters), terrace with pergola and stunning view on the countryside. Ideal position to visit the most important towns of the Chianti and Val d'Orcia areas, like Castellina in Ch  …see more

Featured properties

10 Photos

Apartment | 1 Bedroom | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £76 /night

£530 - £773 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Red Apartment (3+2 pax) Via del Romitorio, 3 Central, located at ground floor, easily accessible, perfect for a family, cosy, light, tastefully furnished. Living area with sofa bed, kichenette, triple bedroom, bathroom with shower, WIFI, Sat Tv, air conditioning. Extra services: sailing charter with skipper to Archipelago Toscano, Elba, Sardinia, Corsica.  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

5 Nights min stay

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from £73 /night

£509 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Romantic one bedroom apartment in Elegant Liberty country village close to Siena medieval city. Picturesque courtyard and garden for outdoor dining.  …see more

16 Photos

Barn | 1 Bedroom | sleeps 3

Short stays welcome

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from £73 /night

£505 - £625 / 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
The property location allows a pleasant vacation in the countryside, and is a good point of reference for visiting Siena (5 miles).  …see more

24 Photos

Apartment | 6 Bedrooms | sleeps 14

2 Nights min stay

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from £245 /night

£1710 - £2052 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Warm and welcoming, ten kilometres away from Sienna this is an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect and designer who has chosen to preserve the very best of the Tuscan tradition.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 5

Very Good 4/5 

1 night min stay

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from £43 /night

£300 - £419 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
A few minutes' walk from Siena centre and Railway Station, this welcoming apartment overlooks the Tuscan hills. It is perfect for travelers looking to visit Siena and surrounding medieval towns and markets. Great for couples or single travelers.  …see more

24 Photos

Guest house | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £170 /night

£1189 - £2351 / 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
  • Private garden
Villa di Geggiano - home and winery of the Bianchi Bandinelli family since 1527. Just 5 kilometres from Siena, in the hills of Chianti Classico. Originally built in 14th century, the the Villa has now been complemented by the recent addition of two luxury guest suites. The Villa and its gardens are a National Heritage property and there is a great deal to see and enjoy!  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

7 Nights min stay

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from £127 /night

£888 - £2009 / week

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Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Le Tolfe is so close to Siena you can almost touch it (only 3 kilometres away). With stunning views and beautiful antique gardens this villa is perfect for relaxed stress free holidays.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £346 /night

£2420 - £3186 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Villa Nuti is an elegant XVII century manor only 3 km from the center of Siena. From its unique terrace it enjoys privileged magnificent views of the town with its famous bell towers.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £173 /night

£1210 - £2138 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
A cypress tree lined road will lead you to Villino le Tortore and it represents a perfect introduction to this amazing Tuscany villa located just 15 minutes walking from Piazza del Campo, the very heart of Siena.  …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

25 Photos

Villa | 5 Bedrooms | sleeps 12

6 Nights min stay

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from £180 /night

£1259 - £2259 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious detached villa in hilly and quiet location with a beautiful panorama in southern Tuscany. Pool, Jacuzzi (all for private use of the tenant).  …see more

21 Photos

Villa | 9 Bedrooms | sleeps 21

7 Nights min stay

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from £404 /night

£2823 - £3952 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Detached villa with private pool 35 km eastern of Siena. It is an expansive property providing a high standard of accommodation. Tasteful furnished. Hilly and quiet location. The whole property is for private use of the tenant. 9 bedrooms, 17+4 sleeps. Billiard room.  …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

5 Photos

Apartment | 1 Bedroom | sleeps 2

4 Nights min stay

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from £85 /night

£595 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
A short walk from the Campo and the Duomo. Tastefully furnished, ideal for those who want to enjoy the town on foot, and its beautiful surroundings by bus. Panoramic views over Siena can be admired from the windows. Shops and restaurants within easy walking distance.  …see more

17 Photos

House | 1 Bedroom | sleeps 4

1 night min stay

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from £86 /night

£599 - £855 / 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 stretch of the ancient Via Francigena in the famous Istrice Contrada.  …see more

10 Photos

Guest house | 4 Bedrooms | sleeps 11

Very Good 4/5 

1 night min stay

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from £145 /night

£1009 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Confortable double-bedrooms in a renaissance building in the main street of the historic city center, 10 minutes walking to Piazza del Campo. Panoramic living room and big and good-equipped kitchen. Each bedroom has a window with panoramic view, private bathroom, satellite TV, internet wifi and hair-dryer  …see more

4 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £119 /night

£827 - £1035 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
'Rosso', 2-room apartment 55 m2, on the ground floor, very modern and cosy furnishings: large living/sleeping room with 1 sofa bed, dining table, digital TV and international TV channels. 1 large double bedroom with 1 bed. Kitchenette (oven, dishwasher, freeze  …see more

7 Photos

House | 2 Bedrooms | sleeps 4

1 night min stay

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from £101 /night

£705 - £870 / 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 dining table.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £37 /night

£257 - £419 / week

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Key info:

  • Nearest beach 60 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Romantic self catering house in Country house, to taste the charming Tuscany countryside with small budget! 2 apartments and 1 cottage ( tot. 12 bed places ) with private terraces and garden. During summer time we set a children swimmingpool (H. 80 cm , L. 9 m2 ) very appreciated also by adults!  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £77 /night

£538 - £1044 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
'Loggia del Poggiolo', 3-room apartment 65 m2 on 1st floor, comfortable, antique and tasteful furnishings: living room with satellite-TV. 1 double bedroom. Exit to the loggia. 1 room with 2 beds. Exit to the loggia. Kitchen (4 hotplates, oven, dishwasher). Bat  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

7 Nights min stay

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from £47 /night

£323 - £484 / week

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Key info:

  • Nearest beach 120 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Nicely furnished country style apartment, S. Andrea is part of a restored 15 century Monastery with an antique chapel and a brick courtyard. Located in the historic medieval city of Siena. Peaceful and reserved atmosphere. Private Garden, secure indoor parking, WiFi. 1 hour drive from main Tuscan attractions, Florence, S. Gimignano, Montalcino, Chianti vineyard, Hill towns.  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £490 /night

£3428 - £4033 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Villa Cecilia is an incredible rustic farmhouse villa in the heart of south Siena countryside with breathtaking panoramic views that enjoy the surrounding the historic town of Ceglie Messapica and a few kilometres from the enchanting town of Ostuni.  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 7

Very Good 4.5/5 

3 Nights min stay

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from £78 /night

£541 - £984 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
Gorgeous holiday villa in Siena, just 5 minutes walking from the town. blloming garden, shared swimming pool, private car parking, internet (with flash drive), laundry room, chef for dinner or meal on request  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £51 /night

£355 - £444 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Siena apartment with easy access to the town centre  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 10

7 Nights min stay

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from £208 /night

£1452 - £2823 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa in Siena with SPA room, exclusive use.  …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

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £109 /night

£759 - £1287 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 5 persons, with swimming pool , in Siena  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £147 /night

£1029 - £1089 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Apartment / Condo in Siena with 2 bedrooms sleeps 4  …see more

16 Photos

Villa | 6 Bedrooms | sleeps 13

2 Nights min stay

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from £380 /night

£2660 - £3479 / 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
Chiusdino Farmhouse is a truly fantastic place to stay, it includes cosy cottages for two or four grown ups and plenty of space for more cots and your pets too! It is really one of the most enchanting places we've come across, so far!  …see more

19 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

10 Photos

Apartment | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £135 /night

£944 - £1029 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Apartment / Condo in Siena with 2 bedrooms sleeps 3  …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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £147 /night

£1029 - £1089 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Apartment / Condo in Siena with 2 bedrooms sleeps 4  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

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from £87 /night

£605 - £746 / week

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Key info:

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

12 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £130 /night

£908 - £992 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Apartment / Condo in Siena with 1 bedrooms sleeps 3  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 4

7 Nights min stay

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from £68 /night

£472 - £641 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Siena with 1 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £58 /night

£406 - £789 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £68 /night

£471 - £987 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 6  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £104 /night

£726 - £1050 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Apartment / Condo in Siena with 1 bedrooms sleeps 2  …see more

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £139 /night

£973 - £1936 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Siena with 5 bedrooms sleeps 10  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £119 /night

£829 - £1385 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 6 persons, with swimming pool , in Siena  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £61 /night

£424 - £619 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 4  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 13

7 Nights min stay

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from £1237 /night

£8654 / 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
Villa Margherita is a luxurious villa with infinity pool, set in the hills of Chianti near Siena and Florence. Set atop a hill on two hectares of private gardens with 360-degree views of the Tuscan countryside  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £68 /night

£475 - £685 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 4  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £142 /night

£994 / 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

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

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £64 /night

£444 - £644 / 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

Siena is a beautiful Tuscan city that boasts some of Italy's finest architecture, from the Romanesque Duomo to the shell shaped Piazza del Campo. The latter is the location of the annual Palio, one of the most exciting events in Italy's calendar, when a fiercely fought horse race sweeps around the square.