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77 Holiday homes in Siena

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Filters applied: Pets allowed (77)

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77 Results  |  
22 Photos

Apartment | 1 Bedroom | sleeps 4

6 Nights min stay

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from £72 /night

£501 - £891 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Ideal for country-holidays because of its excellent location. Siena is only 6 km away, Florence is 55 km away, San Gimignano is 40 km away, and Castellina in Chianti is 15 km away. Thermal Baths at 20 km from the house.  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 3

6 Nights min stay

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from £91 /night

£636 / week

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Key info:

  • Suitable for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Charming holiday accommodation located just outside the walls of the historical center, with a 900 square meters private garden and a 30000 square meters private park, 7 minutes walk from Piazza del Campo, 3 minutes walk from Piazza San Francesco.  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 7

Very Good 4/5 

3 Nights min stay

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from £82 /night

£569 - £984 / week

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Key info:

  • Swimming pool
  • Suitable 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

Featured properties

11 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £91 /night

£636 - £721 / week

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Key info:

  • Suitable for children of all ages
  • Air conditioning
  • May take pets – please enquire
A spacious and luminous two roomed unit (55sqm) in Siena that can accommodate up to 4 guests. The apartment commands a wonderful view over the Sienese hills and is located 1,5 km away from the pedestrian historical centre of Siena  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £143 /night

£1001 - £2095 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable 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

13 Photos

Apartment | 1 Bedroom | sleeps 5

Very Good 4/5 

1 night min stay

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from £49 /night

£340 - £492 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
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

Farmhouse | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

4 Nights min stay

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from £114 /night

£792 - £1171 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • 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

17 Photos

House | 2 Bedrooms | sleeps 3

Excellent 5/5 

7 Nights min stay

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from £67 /night

£467 / week

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Key info:

  • Nearest beach 95 km
  • Suitable for over 5s only
  • 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

10 Photos

Apartment | 3 Bedrooms | sleeps 4

2 Nights min stay

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from £103 /night

£721 - £806 / week

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Key info:

  • Suitable for children of all ages
  • Air conditioning
  • May take pets – please enquire
A luminous apartment (65sqm) in Siena that can accommodate up to 4 guests. The apartment commands a wonderful view over the Sienese hills and is located 1,5 km away from the pedestrian historical centre of Siena.  …see more

11 Photos

Villa | 7 Bedrooms | sleeps 13

3 Nights min stay

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from £175 /night

£1225 - £2239 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Villa with swimming-pool just five kilometers from Siena in the middle of Tuscany. Originally a 17th century chapel, Villa del Cielo has been tastefully converted into a charming and unique villa rental in Tuscany.  …see more

16 Photos

Barn | 1 Bedroom | sleeps 3

Short stays welcome

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from £72 /night

£501 - £839 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable 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

21 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

1 night min stay

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from £28 /night

£196 - £416 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
The apartment "La Tognazzina" is 42 mq. and it's situated at the first floor of an ancient building from the beginning of '900. it is few minutes drive from Siena.  …see more

24 Photos

Apartment | 6 Bedrooms | sleeps 14

2 Nights min stay

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from £243 /night

£1696 - £2036 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

5 Nights min stay

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from £73 /night

£505 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Romantic one bedroom apartment in Elegant Liberty country village close to Siena medieval city. Picturesque courtyard and garden for outdoor dining.  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £103 /night

£720 - £1992 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • 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 £343 /night

£2400 - £3160 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable 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

Guest house | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £169 /night

£1179 - £2332 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • 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

24 Photos

Villa | 7 Bedrooms | sleeps 14

Excellent 5/5 

4 Nights min stay

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from £309 /night

£2160 - £3840 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Trip Advisor - Certificate of Excellence award 2014 SPECIAL OFFERS 2014!! Beautiful villa in panoramic position with private pool, Hot Tub. 14persons.Peaceful location, ideal for families or groups seeking relaxation. 7 bedrooms / 5 bathrooms. Only 15km from Siena. Price all included, no extra charges and costs!!!  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £37 /night

£255 - £340 / week

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Key info:

  • Nearest beach 60 km
  • Suitable 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

21 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £102 /night

£713 - £1315 / week

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Key info:

  • Swimming pool
  • Suitable 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

Villa | 9 Bedrooms | sleeps 21

7 Nights min stay

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from £400 /night

£2800 - £3920 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • 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

24 Photos

Farmhouse | 4 Bedrooms | sleeps 8

1 night min stay

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from £64 /night

£448 - £2201 / week

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Key info:

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

14 Photos

Apartment | 3 Bedrooms | sleeps 8

1 night min stay

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from £97 /night

£679 / week

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Key info:

  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Siena apartment vacation by owner sunny rental homelidays housetrip Sienese countryside loggia quiet There are two little buses each 7' minutes that bring you in 5' minutes in Piazza del Campo or in Piazza del  …see more

22 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £160 /night

£1120 - £1620 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • 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

24 Photos

Villa | 9 Bedrooms | sleeps 18

Excellent 5/5 

3 Nights min stay

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from £206 /night

£1440 - £3560 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • 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

20 Photos

Villa | 5 Bedrooms | sleeps 13

7 Nights min stay

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from £1227 /night

£8584 - £10872 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
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 £58 /night

£403 - £783 / week

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Key info:

  • Swimming pool
  • Suitable 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 4

3 Nights min stay

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from £68 /night

£471 - £680 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 4  …see more

8 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £72 /night

£504 - £728 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Siena with 1 bedrooms sleeps 4  …see more

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £138 /night

£965 - £1568 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home in Siena with 5 bedrooms sleeps 10  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £64 /night

£448 - £672 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Siena with 1 bedrooms sleeps 4  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £845 /night

£5912 - £7552 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

11 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £146 /night

£1020 - £1080 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
Apartment / Condo 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 £129 /night

£900 - £984 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
Apartment / Condo in Siena with 1 bedrooms sleeps 3  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £120 /night

£836 - £1237 / 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

11 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

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from £86 /night

£600 - £740 / week

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Key info:

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

20 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
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
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

11 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £88 /night

£616 - £896 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
Villa / Farmhouse / Home 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
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
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

12 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £103 /night

£720 - £1041 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
Apartment / Condo in Siena with 1 bedrooms sleeps 2  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £72 /night

£504 - £728 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Siena with 1 bedrooms sleeps 4  …see more

11 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £120 /night

£840 - £1176 / week

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Key info:

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

12 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £67 /night

£468 - £979 / week

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Key info:

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

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £112 /night

£784 - £1160 / week

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Key info:

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

17 Photos

Apartment | 1 Bedroom | sleeps 2

7 Nights min stay

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from £92 /night

£643 - £792 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Apartment for 2 persons, with swimming pool , in Siena  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £146 /night

£1020 - £1080 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
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 £60 /night

£420 - £614 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 4  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £134 /night

£936 - £1020 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
Apartment / Condo in Siena with 2 bedrooms sleeps 3  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 4

7 Nights min stay

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from £67 /night

£468 - £636 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Siena with 1 bedrooms sleeps 4  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £94 /night

£656 - £1199 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
  • Private garden
1 Double bed, 2 Single beds, 1 Single sofa, 2 Bedrooms, 1 Bathroom, 1 Living room, 1 Kitchen (85 sqm)  …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.