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54 Holiday homes in Siena

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54 Results  |  
19 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:

  • Great for children of all ages 5
  • 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 - £1001 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

Guest house | 2 Bedrooms | sleeps 4

2 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 5
  • Car essential
  • No pets allowed
  • Private garden
Originally I'm Norwegian, but I've been based in Italy for the last twenty years. My home is an authentic Tuscan 'cottage' being part of other rural houses in a classical old Tuscan hamlet. If you are in search of quiet and peace this house will definitely satisfy you. Car is required !  …see more

Featured properties

21 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £100 /night

£696 - £1315 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

17 Photos

House | 2 Bedrooms | sleeps 3

Excellent 5/5 

7 Nights min stay

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from £67 /night

£467 - £492 / 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

11 Photos

Villa | 7 Bedrooms | sleeps 14

3 Nights min stay

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from £284 /night

£1987 - £3955 / week

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Late Deal: save up to $3216 (approx. £1926)

Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • 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

24 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £134 /night

£936 - £2120 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

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
  • Great for children of all ages 5
  • 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

19 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

7 Nights min stay

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from £126 /night

£880 - £1992 / week

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Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £138 /night

£960 - £1560 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
Immersed in the green countryside on the outskirts of Siena, Villa Palio offers all the quiet of its natural setting just a stone throw from the very center of the town of Siena.  …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:

  • Great for children of all ages 5
  • 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

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
  • Great for children of all ages 5
  • 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

24 Photos

Villa | 9 Bedrooms | sleeps 18

Excellent 5/5 

3 Nights min stay

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from £243 /night

£1696 - £3944 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

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:

  • Great for children of all ages 5
  • 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

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

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
  • 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

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
  • Great for children of all ages 5
  • Pets welcome
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 6  …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

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:

  • 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

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
  • 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 | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £146 /night

£1020 - £1080 / 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

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:

  • 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

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:

  • 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

20 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £95 /night

£664 - £880 / 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

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:

  • 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

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:

  • 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

20 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £86 /night

£600 - £880 / 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

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:

  • 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

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:

  • 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

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
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Siena with 1 bedrooms sleeps 2  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £74 /night

£518 - £1006 / 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

7 Photos

House | 2 Bedrooms | sleeps 4

1 night min stay

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from £98 /night

£680 - £998 / 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

4 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £114 /night

£797 - £998 / 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

18 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £92 /night

£639 - £840 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Ttypical apartments in an old, characteristic agricultural hamlet, whose origins date back to a large farm in the 17th century.  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £95 /night

£661 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This 3 bedroom, 3.0 bath vacation Apartment in Siena, Tuscany offers uncompromising style and comfort, and sleeps up to 6 comfortably. It is equipped with everything you need to enjoy your stay. This Apartment is a great vacation rental for families  …see more

19 Photos

Castle | 21 Bedrooms | sleeps 50

1 night min stay

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from £108 /night

£756 - £832 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
This 21 bedroom, 25  …see more

5 Photos

Lodge | 1 Bedroom | sleeps 2

1 night min stay

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from £57 /night

£397 - £1322 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Among the hotels in Siena, the Sangallo Park Hotel is one of the most welcoming and modern  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

2 Nights min stay

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from £61 /night

£424 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Appartamento con bellissima vista sui cedri secolari di Certano e la campagna circostante. L'abitazione è in stile rustico toscano ingentilito da qualche tocco elegante. Dalle finestre vista stupenda sulla campagna toscana, sul giardino pensile della villa padronale.  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £43 /night

£297 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
Questa graziosa mansarda in stile rustico toscano offre al turista un ambiente comodo ed elegante in un piacevole contesto storico a due passi da Siena.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £39 /night

£272 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Cosy studio apartment forming part of the "Scuderia" building with a separate entrance and direct access from the garden.There is a living room with sofa bed, kitchenette and bathroom with shower. Garden furniture under the porch.  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £102 /night

£713 - £879 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Una vacanza indimenticabile in una localita' dichiarata "oasi paesaggistica" nel verde del chianti. Immersa in un parco interamente protetto vicino ad un ruscello. Gli ospiti hanno accesso alla grande piscina biologica e hanno a disposizione un parcheggio coperto. Si ospitano bambini a partire dai 12 anni di eta' Non si ospitano animali. Soggiorni minimo 3 notti.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £49 /night

£340 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
Appartamento al primo piano in un'ala della Villa di Certano. Arredamento in stile toscano, bella vista del parco e della piazzetta interna del borgo, con la sua chiesetta.  …see more

5 Photos

Condo | 1 Bedroom | sleeps 3

1 night min stay

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from £31 /night

£212 - £424 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Appartamento in tranquilla zona residenziale, limitrofo al centro della città. Senza problemi d parcheggio auto in strada o nelle vie adiacenti. Una camera matrimoniale e un divano letto disponibile a richiesta. Cucina attrezzata. Bagno con doccia. TV e WiFi Internet  …see more

24 Photos

Cottage | 1 Bedroom | sleeps 2

1 night min stay

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from £49 /night

£340 - £552 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Affitto struttura in esclusiva, piscina e parcheggio privati, ampio giardino circostante, panorama sulle Crete Senesi. A pochi chilometri da Siena, Montepulciano, Pienza, Montalcino, Cortona, Lago Trasimeno, Arezzo, Perugia sarà base ideale per le escursioni giornaliere Caratteristico il giardino con le trentennali piante di olivo immerse nel verde della campagna toscana  …see more

9 Photos

Townhouse | 1 Bedroom | sleeps 2

4 Nights min stay

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from £37 /night

£255 - £297 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
Nel cuore delle crete senesi a pochi passi da Siena , città del Palio Ottimo per relax, vacanza romantica, terme e bagni termali , percorsi vinicoli , vacanza culturale  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £110 /night

£764 - £1103 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Pets welcome
appartamento in campagna a soli 10 minuti da Siena, privacy e tranquillità, servizi essenziali quali market, farmacia, banca ecc.a solo 2 km - Spazioso elegante e con ogni confort - extra i consumi per climatizzatore e riscaldamento - tassa turistica non inclusa nel costo  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £134 /night

£933 - £1103 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
casa in campagna piscina Siena Toscana agriturismo  …see more

13 Photos

Apartment | 3 Bedrooms | sleeps 8

Min stay varies

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Da Villa La Pergola si può facilmente raggiungere piscine, campi da tennis, campi da golf (Bagnaia, Colle Val d'Elsa, S. Gimignano), oltre alle perle della Toscana (Firenze=45', S.Gimignano 25', Val d'Orcia 30', mare Tirreno 60' , Roma 3 ore tramite bus). I letti singoli sono trasformabili in letto matrimoniale. Il divano letto è a 2 posti.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £54 /night

£374 - £458 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Casolare tipicamente toscano, con piscina panoramica e cortile con sdraio, tavoli e ombrelloni per rilassarsi e godere della magnifica campagna senese. L'appartamento è dotato di ogni confort necessario per una vacanza all'insegna del relax.  …see more

4 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £40 /night

£280 - £327 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Tipico appartamento toscano in stile rustico in casa vacanze, a dieci minuti di auto dal centro storico di Siena.  …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.