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141 Holiday homes in Siena

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141 Results  |  
9 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £179 /night

£1250 - £2259 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
From a tiny hamlet that dates back to 1047 ad, the views of Monte Maggio seem drawn on the horizon.  …see more

9 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £133 /night

£928 - £1492 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Following a road that climbs the hills of the Sienese Montagnola, there is a small ancient village which houses the remains of an ancient church and some houses inhabited partly by the owners. Here, surrounded by greenery and tranquility is this small cottage.  …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 5
  • Pets welcome
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 6  …see more

Featured properties

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 5
  • 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

20 Photos

Villa | 5 Bedrooms | sleeps 13

7 Nights min stay

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from £1237 /night

£8654 - £10960 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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 £61 /night

£424 - £619 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £113 /night

£791 - £1089 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Siena with 3 bedrooms sleeps 6  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £852 /night

£5960 - £7613 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Standing position of this charming Villa let you enjoy the beautiful sunsets and romantic ambience in the shade of the beautiful extended vine pergola. The terrace provides you the best views overlooking the valley.  …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 5
  • 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 5
  • Car not necessary
  • No pets allowed
Apartment for 6 persons, with swimming pool , in Siena  …see more

8 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £73 /night

£509 - £678 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Siena with 1 bedrooms sleeps 4  …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 5
  • Some pets are welcome - please contact the owner
Apartment / Condo in Siena with 1 bedrooms sleeps 3  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £73 /night

£509 - £678 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Siena with 1 bedrooms sleeps 4  …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 5
  • 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 | 18 Bedrooms | sleeps 35

7 Nights min stay

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from £3725 /night

£26075 - £46140 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden

Total Luxury - Italy special occasion villa with services - this magnificent 14th century estate is situated in the heart of rural Tuscany between San Gimignano and Siena. The villa's hilltop position offers wonderful 360 degree views of the surrounding countryside

 …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £65 /night

£452 - £593 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Siena with 1 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 5
  • 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

11 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £121 /night

£847 - £904 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Siena with 3 bedrooms sleeps 6  …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 5
  • Some pets are welcome - please contact the owner
Apartment / Condo in Siena with 2 bedrooms sleeps 4  …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 5
  • Car not necessary
  • No pets allowed
Apartment for 5 persons, with swimming pool , in Siena  …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 5
  • Some pets are welcome - please contact the owner
Apartment / Condo in Siena with 2 bedrooms sleeps 3  …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 5
  • Some pets are welcome - please contact the owner
Apartment / Condo in Siena with 2 bedrooms sleeps 4  …see more

19 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £85 /night

£591 - £1490 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Nice independent house situated on the hillside near the village of Montebenichi in the Chianti area. The place is very quiet and has a beautiful panoramic view of the surrounding country with vineyards, olive groves and woods. Beautiful pool area with a nice ...  …see more

12 Photos

Farmhouse | 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 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 4  …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 5
  • Some pets are welcome - please contact the owner
Apartment / Condo in Siena with 1 bedrooms sleeps 2  …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 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Siena with 1 bedrooms sleeps 2  …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 5
  • Car not necessary
  • No pets allowed
Apartment for 5 persons in Siena  …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:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
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  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £89 /night

£621 - £734 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 4  …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 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 4  …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 5
  • 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

20 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £87 /night

£605 - £888 / week

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Key info:

  • Nearest beach 90 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Appartamento Dionigi is an apartment located in the medieval center of Siena. It sleeps three people. It is appoximately 65 square meters (700 square feet). It features a shared terrace and winter heating  …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 5
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Siena with 1 bedrooms sleeps 4  …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 5
  • 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

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 5
  • 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

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 5
  • 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

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £126 /night

£880 - £1331 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
This lovely cottage has room to accommodate up to 4 people. It boasts a private garden and swimming pool, and it is the perfect house for a family or small group of friends planning a holiday in the countryside.  …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 5
  • 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 | 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 5
  • 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

Add to shortlist

from £153 /night

£1067 - £1463 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

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 5
  • 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

Excellent 5/5 

1 night min stay

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from £75 /night

£525 - £763 / week

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Key info:

  • Nearest beach 75 km
  • Great for children of all ages 5
  • 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

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £323 /night

£2259 - £3226 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
This villa is the ideal holiday accommodation for a family or large group with its five bedrooms and bathrooms, lovely gardens and swimming pool, and best of all, its fabulous location just 3km from Siena. Also ideal for weddings and special events.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 5

1 night min stay

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from £79 /night

£548 - £791 / week

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Key info:

  • Nearest beach 75 km
  • Great for children of all ages 5
  • 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

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £139 /night

£968 - £1573 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
Villa del Palio is a modern, luxurious villa in the heart of Tuscany and perfect for a getaway to explore the wonderful Siena  …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 5
  • 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

Add to shortlist

from £117 /night

£813 - £1096 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages 5
  • 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 5

1 night min stay

Add to shortlist

from £137 /night

£955 - £1350 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

1 night min stay

Add to shortlist

from £100 /night

£700 - £994 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

Add to shortlist

from £72 /night

£503 - £813 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

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.