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Filters applied: City breaks (417)

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417 Results  |  
7 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £72 /night

£499 - £1021 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (60 sq m.) - ground floor  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £82 /night

£570 - £1116 / 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
Our APARTMENTS and our ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 7

Very Good 4/5 

4 Nights min stay

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from £138 /night

£960 - £1920 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Self-catering villa with stunning views over Tuscany vineyards. Private pool. Shared tennis court with villa LisiDor (#44909, same owner). Internet. Bbq and shaded eating area. Fenced garden. Midway to Siena and Florence Typical Tuscan countryside with private pool and garden in silent position in the middle of Chianti hills  …see more

Featured properties

7 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £48 /night

£333 - £665 / 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
Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta flooring.  …see more

23 Photos

Apartment | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £133 /night

£927 - £1900 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
LARGE 6/10 people (120 sq m.)- on two floors (ground floor/first floor)  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £59 /night

£412 - £522 / 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

15 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £49 /night

£340 - £594 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more

15 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £49 /night

£340 - £624 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more

14 Photos

Farmhouse | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £61 /night

£424 - £713 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more

15 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £43 /night

£297 - £535 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
The apartment is located in an old Tuscan village, along with 4 other apartments. The farmhouse with swimming pool, indoor games room and outdoor pool, breakfast room, barbecue, selling local products, mountain biking and organic garden. You will also find farm animals.  …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
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Romantic one bedroom apartment in Elegant Liberty country village close to Siena medieval city. Picturesque courtyard and garden for outdoor dining.  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £66 /night

£458 - £1188 / week

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Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday suite apartment in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes from Siena, San Gimignano and Florence. Fantastic view from terrace. Shared pool  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £85 /night

£594 - £832 / week

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Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to take: Breakfast Dinner Wine tasting  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 8

1 night min stay

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from £117 /night

£815 - £1900 / week

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Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to enjoy: Breakfast Dinner Wine tasting  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £111 /night

£772 - £1010 / week

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Key info:

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to take: Breakfast Dinner Wine tasting  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 11

Short stays welcome

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from £240 /night

£1680 - £3596 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Pets welcome
  • Private garden
Splendid 18th century mansion with typical Sienese architecture. It is situated next to the historical village of Basciano. The house position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena.  …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
  • Great for children of all ages 5
  • 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

18 Photos

Apartment | 3 Bedrooms | sleeps 4

Short stays welcome

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from £136 /night

£950 - £1468 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Pets welcome
The Villa is situated in a splendid 18th century mansion, with typical Sienese architecture. The property position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena (6 km away).  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £101 /night

£704 - £1069 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
Podere Staggia is a splendid farm house (18 th century) located on the top of a hill. The apartment of this farmhouse offers you the unique and rare possibility to enjoy an old, large (170 m2) and luminous house in the Siena area with a 360° open view. Ideal place for a family or a group of friends to enjoy quiet and restful holidays.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £64 /night

£444 - £646 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
GREEN APARTMENT (2+2 pax) Via del Romitorio, 3 Central, ground floor, easy accessible, light, cosy, tastefully furnished. Double bedroom, fully equipped kitchen with sofa bed for two guests, large bathroom with shower, WIFI, sat Tv, air conditioning. Sail with us on board of Free Will to the Tuscan Archipelago, Sardinia, Corsica.  …see more

15 Photos

B&B | 1 Bedroom | sleeps 3

1 night min stay

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from £73 /night

£509 - £679 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Ciliegio bedroom is one of the seven rooms at Antico Granaione B&B. This bedroom consists of an entrance, wardrobe, queen size bed, single bed, bathroom with shower, hair dryer, coffee maker, TV on demand, WiFi, air conditioning/heating Optional services: cooking courses, wine tastings, guided tours, dance lessons, shiatsu massage.  …see more

16 Photos

B&B | 1 Bedroom | sleeps 4

1 night min stay

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from £81 /night

£565 - £792 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Lavanda bedroom is one of the seven rooms at Antico Granaione B&B. This bedroom consists of entrance, wardrobe, queen size bed, two single beds, bathroom with shower, hair dryer, coffee maker, TV on demand, Wi-Fi, air conditioning/heating. Optional services: cooking courses, wine tastings, guided tours, dance lessons, shiatsu massage.  …see more

15 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £65 /night

£452 - £537 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
We propose the ' Antico Granaione", a new b&b in an ancient grange close to the thermal Rapolano spa. Salvia bedroom: entrance, wardrobe, queen size bed, bathroom with shower, hair dryer, coffee maker, TV on demand, Wi-Fi , air conditioning/heating. Optional services: cooking courses, wine tastings, guided tours, dance lessons, shiatsu massage.  …see more

16 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £70 /night

£485 - £565 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Girasole bedroom is one of the seven rooms at Antico Granaione B&B. This bedroom consists of entrance, wardrobe, queen size bed, bathroom with shower, hair dryer, coffee maker, TV on demand, Wi-Fi, air conditioning/heating. Optional services: cooking courses, wine tastings, guided tours, dance lessons, shiatsu massage.  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 5

3 Nights min stay

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from £79 /night

£549 - £792 / week

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Key info:

  • Suitable for children over
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Brown apartment (2+3pax) Via Pian dei Mantellini Central and cosy apartment with double bedroom, bathroom with shower, large living area with sofa bed, open area with chair bed, equipped kitchen, private equipped garden, typical cellar, WIFI, TV, air conditioning. Sail with us on board of Free Will to the Tuscan Archipelago, Sardinia, Corsica.  …see more

19 Photos

B&B | 1 Bedroom | sleeps 3

1 night min stay

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from £73 /night

£509 - £679 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Menta bedroom is one of the seven rooms at Antico Granaione B&B. This bedroom consists of entrance, wardrobe, queen size bed, single bed, bathroom with shower, hair dryer, coffee maker, TV on demand, WiFi, air conditioning/heating.  …see more

18 Photos

B&B | 1 Bedroom | sleeps 3

1 night min stay

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from £73 /night

£509 - £679 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Arancio bedroom is one of the seven rooms at Antico Granaione B&B. This bedroom consists of room with entrance, wardrobe, queen size bed, single bed, bathroom with shower, hair dryer, coffee maker, TV on demand, Wi-Fi, air conditioning/heating. Optional services: cooking courses, wine tastings, guided tours, dance lessons, shiatsu massage.  …see more

9 Photos

Farmhouse | 9 Bedrooms | sleeps 22

1 night min stay

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from £85 /night

£594 - £4156 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Beautiful estate were you can have organize a holiday in a private structure or bed and breakfast service.  …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

22 Photos

Guest house | 1 Bedroom | sleeps 12

1 night min stay

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from £60 /night

£416 - £2244 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Come and enjoy a taste of authentic Tuscan country life in stunning settings, amidst olive groves and vineyards tendered by a most hospitable family who run this organic farm and live in your hosts' homestead or in newly refurbished independent apartments. Perfect for family  …see more

21 Photos

Villa | 3 Bedrooms | sleeps 8

5 Nights min stay

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from £108 /night

£755 - £1408 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
In the heart of Tuscany, the Antica Canonica is a historical residence, excellently located for exploring the area and discovering the delights of Tuscany. Ideal for families seeking relaxation. Swimming-pool, hydro massage, exclusive garden. The original characteristics keep the old glamour and suggest the idea that the time has stopped.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £91 /night

£636 - £933 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
This charming apartment lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away Next to the garden and enjoying a spectacular panorama is the splendid new swimming pool (12m x 5m)  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £76 /night

£528 - £776 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
“Casa al bosco” is an elegant house restored in the second half of the 1800s. It is situated in a property of approximately 12 hectares where there are olive trees and a vineyard.  …see more

21 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £60 /night

£420 - £815 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
GELSOMINO 90 m2 - 4people - Charmed Villa located 1km far from Radda in Chianti, Siena-Tuscany, in the heart of the Chianti Classico- with private garden, indipendent entrance, tv/sat, free WI-FI nternet connection and swimmingpool.  …see more

23 Photos

Fort | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £150 /night

£1050 - £1147 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

19 Photos

Farmhouse | 6 Bedrooms | sleeps 12

1 night min stay

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from £122 /night

£848 - £2120 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful Tuscan country house and cottage set on a natural terrace with commanding views of the Tuscan hills. Deep in the countryside with easy day trips to Florence, Sienna and Perugia.  …see more

21 Photos

Castle | 6 Bedrooms | sleeps 16

7 Nights min stay

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from £412 /night

£2880 - £3080 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Romantic castle with pool to rent near Montepulciano – sleeps 14+2 From 3300€ to 3850€ a week  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £37 /night

£255 - £594 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
A romantic, panoramic location in the heart of Montepulciano, for a delightful holiday in an ancient home in the historical centre in one of the most beautiful towns of Tuscany! Charming House in Montepulciano!  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 9

7 Nights min stay

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from £110 /night

£764 - £2544 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Thanks to its centrality and good road connection (the Florence-Siena dual carriage-way runs at just 7 km from the property) this place is an excellent starting point for daily trips to the main cultural sites of Tuscany: Colle di Val D'Elsa town is approx. 5 km. far. Within walking distance (approx.500 metres) a small village is offering a market, two bars and a restaurant.  …see more

20 Photos

Farmhouse | 5 Bedrooms | sleeps 9

Short stays welcome

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from £124 /night

£864 - £1664 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Comfortable country house with private pool to rent near San Casciano dei Bagni – sleeps 9 From 1080€ to 2040€ a week  …see more

24 Photos

Fort | 1 Bedroom | sleeps 3

3 Nights min stay

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from £104 /night

£727 - £808 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

22 Photos

Fort | 1 Bedroom | sleeps 3

3 Nights min stay

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from £104 /night

£727 - £808 / 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
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

4 Nights min stay

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from £63 /night

£437 - £666 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Farmhouse in the heart of Tuscany with pool and wonderful view Relax, peace, lots of space, playground for children, nature, wine and typical food  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £54 /night

£377 - £435 / week

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Key info:

  • Nearest beach 68 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Pets welcome
The Apartment, for two people, was renovated and first opened in June 2009 by the owners, Duccio and Renata Nacci, who take care personally of the flat, providing it of all comforts to give their guests a pleasant holiday. Services: Free Wi-Fi - Air conditioned - Fully equipped kitchen - Central heating - all for the breakfast -  …see more

11 Photos

Apartment | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

5 Nights min stay

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from £62 /night

£432 - £784 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
The large apartment (116 sqm) is situated in the historical centre of Montepulciano. Inside the house the guests will appreciate its peaceful and warm atmosphere. The apartment has been recently restored with the intention of giving its guests the best comfort.  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £134 /night

£936 - £1920 / week

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Key info:

  • 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

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Townhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £100 /night

£700 - £900 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
In the very center of a lovely ancient medieval village stands Casa Marelli. Recently carefully restored preserving all the traditional Tuscan characteristics of the building such as wooden beamed ceilings and brick work arches.  …see more

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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

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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