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190 Holiday homes in Siena

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190 Results  |  
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

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

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
  • 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

Featured properties

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

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

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 | 9 Bedrooms | sleeps 18

Excellent 5/5 

3 Nights min stay

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from £245 /night

£1710 - £3975 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful Tuscan detached villa with swimming pool near Siena to rent for sleeps up to-10-16-20-It is an ideal place for families to spend a relaxing holiday far from town noises among the peace of the country. A heaven of peace in the heart of Montagnola Senese at a stone's throw from Siena.  …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 - £904 / 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

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

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

12 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £104 /night

£725 - £1050 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
In the heart of Siena, this beautiful apartment is a perfect base to explore the splendours of Siena, all within walking distance - the centre of the city is a pedestrian zone. The Piazza del Campo, a spacious scallop-shaped piazza, is only a short distance away. The enthralling Palio horse race is held in the Campo twice a year, in July and again in August.  …see more

9 Photos

Cottage | 1 Bedroom | sleeps 2

 

3 Nights min stay

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from £79 /night

£550 - £605 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Your own private house in Siena with a private garden, in a beautiful residential area of Siena. All the main sights of Siena are within walking distance, and the Piazza del Campo is just a short stroll away. The bus stop for Florence is not far from the house. An excellent choice to explore this historic city and retreat to a little oasis of calm after each jaunt.  …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

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

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

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

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

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

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
  • 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

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

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

24 Photos

Apartment | 3 Bedrooms | sleeps 7

Very Good 4.5/5 

2 Nights min stay

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from £135 /night

£941 - £1197 / 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
Warm and welcoming, ten kilometres away from Siena, this apt is set in an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect & designer. The very best of the Tuscan tradition can be enjoyed here. Ideal for every configuration, romantic getaway, to read and draw, perfect for family or a group of friends  …see more

17 Photos

House | 2 Bedrooms | sleeps 3

Excellent 5/5 

7 Nights min stay

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from £68 /night

£471 - £496 / week

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Key info:

  • Nearest beach 95 km
  • Suitable for children over
  • Car not necessary
  • 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

23 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £92 /night

£642 - £855 / 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
Apartment Raffaello is a warm and welcoming apartment set in a XVth century villa, recently restored by a sensitive and art historically conscious architect and designer.The very best of the Tuscan tradition where nature and culture have mingled for centuries. Virtual Visit Raffaello http://www.visitesvirtuelles-360.com/hebergement/raffaello/raffaello.html  …see more

22 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £160 /night

£1120 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Brolio is a renovated independent country house close to Siena in the Chianti area. From the house, surrounded by vineyards and olive groves, guests can enjoy beautiful views of the Tuscan countryside.  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 8

Good 3/5 

3 Nights min stay

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from £97 /night

£678 - £1250 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
Holiday Villa for 8 people 1 km from Siena, and 3.5 km from Piazza del Campo (sit of the Palio)  …see more

21 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £150 /night

£1049 - £1492 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

9 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £55 /night

£384 - £496 / week

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Key info:

  • Suitable for children over
  • Car advised
  • Air conditioning
  • No pets allowed
Siena Apartments with easy access to the town centre  …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

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

18 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £121 /night

£843 - £1161 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Borgianni is a beautiful villa close to the walled city of Siena Surrounded by olive groves, Vineyards and cypress trees. The house was recently renovated and has all the modern comforts and furnished with antique furniture. There are 3 double bedrooms, fully  …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

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

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
  • 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

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

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

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

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

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

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

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

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

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

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

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

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

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.