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86 Holiday homes in Montalcino

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86 Results  |  
18 Photos

Studio | sleeps 2

Excellent 5/5 

1 night min stay

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from £76 /night

£526 - £758 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
All the charm and comfort for an artistic stay in the heart of Tuscany. Montalcino has remained quite untouched and therefore has kept it's charming atmosphere. Moreover, if you love food and wine, especially Brunello, you cannot go wrong around here, come and enjoy!  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £276 /night

£1928 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
The views from the terrace, the convenience of being right in the middle of things without needing a car to get food, lunch or dinner, and the beautifully renovated 17th century apartment.  …see more

21 Photos

Apartment | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £213 /night

£1490 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
A really charming and cosy mansard in the ancient stone villa Pian dell'Asso near Montalcino, Pienza, Siena, Montichiello. An enchanted garden and an amazing swimming pool with view on Montalcino for a relaxing holiday: good food and wine, art and sport.  …see more

Featured properties

24 Photos

Villa | 4 Bedrooms | sleeps 9

Excellent 5/5 

7 Nights min stay

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from £276 /night

£1928 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
A really charming and full of style apartment in a XVI th century stone villa near Montalcino, Pienza, Siena, Montichiello. An enchanted garden and an amazing swimming pool with view on Montalcino for an unforgettable holiday: good food and wine, art, sport and relax..  …see more

22 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £178 /night

£1240 - £2315 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Filippo, is a delicious apartment and it is part of a farmhouse divided in 3 units located close to Montalcino. This apartment can accommodate 6 persons in 3 bedrooms and 2 bathrooms.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 8

3 Nights min stay

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from £473 /night

£3306 - £4794 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This comfortable, cosy villa nestles on a sheltered incline among gently rolling hills. These are covered in Brunello wine-producing vineyards, which border the lower pool-terrace. The San Giuseppe winery, from which the house takes its name, is situated nearby.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

Excellent 5/5 

7 Nights min stay

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from £555 /night

£3885 - £6529 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
This spacious, stylishly furnished villa is set in extensive grounds, which offer a choice of venues for outdoor relaxation and dining. It is tucked away in a very secluded spot, amid gently rolling wooded hills.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £73 /night

£509 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • No pets allowed
The apartment is about 90 square meters with a large living room with sofa, lounge chairs and dinner table, kitchen with good size refrigerator, gas burners, electric oven and all kinds of kitchenware. 1 double room with king size bed, 1 double room with queen size bed.  …see more

12 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £251 /night

£1753 - £2103 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
As the house is part of a company that produces Brunello di Montalcino is possible to follow the stages of production or do a tasting tour to discover one of the best wines in the world in our cave.  …see more

17 Photos

Studio | sleeps 2

1 night min stay

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from £94 /night

£658 - £933 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
One large and cosy suite with a high ceiling with the typical wooden beams and wooden floor. There's a fully equipped kitchen, a small sitting area, a double bed with a restored big old Tuscan wardrobe. The private bathroom is with shower in travertine. The suite is equ  …see more

19 Photos

House | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £166 /night

£1157 - £1836 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
All the charm and comfort for an artistic stay in the heart of Tuscany. Montalcino has remained quite untouched and therefore has kept it's charming atmosphere. Moreover, if you love food and wine, especially Brunello, you cannot go wrong around here, come and enjoy!  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £117 /night

£815 - £1253 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
All the charm and comfort for an artistic stay in the heart of Tuscany. Montalcino has remained quite untouched and therefore has kept it's charming atmosphere. Moreover, if you love food and wine, especially Brunello, you cannot go wrong around here, come and enjoy!  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £94 /night

£658 - £1021 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
All the charm and comfort for an artistic stay in the heart of Tuscany. Montalcino has remained quite untouched and therefore has kept it's charming atmosphere. Moreover, if you love food and wine, especially Brunello, you cannot go wrong around here, come and enjoy!  …see more

13 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £649 /night

£4538 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
La Giocosa is located in the most desirable region south of Siena, in the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004.  …see more

16 Photos

House | 2 Bedrooms | sleeps 6

Short stays welcome

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from £83 /night

£575 - £1153 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Beautiful newly restored two bedroom house with large kitchen, living room, garden and a swimming pool. Incredible unbroken 360 views over the Val D'Orcia valley. Sun-baked stone walls hand made terracotta floors, chestnut beams, pergolas twisted with wisteria. Located in the Val d'Orcia region south of Siena.  …see more

21 Photos

Apartment | 4 Bedrooms | sleeps 9

Excellent 5/5 

7 Nights min stay

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from £238 /night

£1665 / 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
An amazing holiday in the moast beautiful area of Tuscany, in the natural park of the Val d'Orcia, near Montalcino, Pienza, Siena, Montichiello, Bagno Vignoni. A quiete, relaxing garden with swimming pool, a charming, cosy and comfortable apartment in an ancient villa.  …see more

15 Photos

Villa | 3 Bedrooms | sleeps 10

Short stays welcome

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from £118 /night

£823 - £2025 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Sun baked stone walls, hand made terracotta floors, chestnut beamed ceilings, pergolas twisted with the perfume of jasmine and wisteria, sitting out on your terrace overlooking your swimming pool, Soaking up the radiant glow of the sun setting over the Val d'Orcia Valley.  …see more

14 Photos

Apartment | 10 Bedrooms | sleeps 20

Excellent 5/5 

3 Nights min stay

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from £132 /night

£920 - £9199 / week

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Key info:

  • Nearest beach 68 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Wonderfull apartments for unforgettable holiday in Montalcino, Tuscany, Italy. Wine tasting in the neighbouring wineries and bicycle or hiking tours in the World Heritage Site Val d'Orcia - you have the choice!  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 6

5 Nights min stay

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from £65 /night

£454 - £911 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
3-room apartment 70 m2: living/dining room with 1 double sofa bed and open fireplace. 1 double bedroom with hand-basin and separate WC. 1 room with 2 beds. Kitchenette (4 hotplates). Shower/bidet/WC. Maximum 1 pet/ dog allowed. This stone house is situated at 350  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 4

5 Nights min stay

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from £56 /night

£390 - £753 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
2-room apartment 50 m2: living/dining room with 1 double sofa bed. 1 double bedroom. Kitchenette. Shower/bidet/WC. Maximum 1 pet/ dog allowed. This stone house is situated at 350 m of altitude. Rustic large working farm 'Brizio', built in 1500, renovate  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

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from £45 /night

£313 - £648 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
1-room apartment 45 m2: living/dining room with 1 double sofa bed. Kitchenette. Shower/bidet/WC. Maximum 1 pet/ dog allowed. This stone house is situated at 350 m of altitude. Rustic large working farm 'Brizio', built in 1500, renovated. 8 km from the c  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Very Good 4/5 

1 night min stay

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from £113 /night

£789 - £1139 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Zafferano, ideal for a self catering holiday, is found in the hamlet of Vergelle, set amongst the peaceful countryside known as the Crete Senesi, south of Siena, in Tuscany. It is close to the hilltop town Montalcino with its world famous Brunello vineyards. This large 4 bedroomed villa is part of Vergelle’s old school building, and was fully renovated in 2008.  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 14

2 Nights min stay

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from £681 /night

£4763 - £6240 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Perfect place to enjoy a relaxing holiday, combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. The villa is nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden  …see more

19 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £886 /night

£6199 - £7976 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Recently restored to the highest standard, the Villa is a deluxe country house in the beautiful Val D’Orcia in the South-Eastern part of the Siena province in Tuscany.  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £191 /night

£1331 / week

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Key info:

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

12 Photos

Farmhouse | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £555 /night

£3885 - £6529 / 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 / Farmhouse / Home in Castelnuovo Dell'abate with 7 bedrooms sleeps 14  …see more

8 Photos

Farmhouse | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £114 /night

£794 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Villa / Farmhouse / Home in Montalcino with 2 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 4 Bedrooms | sleeps 7

7 Nights min stay

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from £220 /night

£1538 - £2439 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Montalcino with 4 bedrooms sleeps 7  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £64 /night

£447 - £794 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Ginestra is an apartment of 70 square meters (approximately 750 square feet) which sleeps five persons. It has a splendid view of the Tuscan hills. Guests of the apartment can use a shared garden and a shared swimming pool  …see more

12 Photos

Farmhouse | 7 Bedrooms | sleeps 18

7 Nights min stay

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from £296 /night

£2067 - £3215 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montalcino with 7 bedrooms sleeps 18  …see more

10 Photos

Farmhouse | 3 Bedrooms | sleeps 5

2 Nights min stay

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from £306 /night

£2141 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Montalcino with 3 bedrooms sleeps 5  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 6

1 night min stay

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from £83 /night

£579 - £1108 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Salvia is an apartment of 100 square meters (approximately 1075 square feet) which sleeps six persons. It has a loggia and a splendid view of the Tuscan hills. Guests of the apartment can use a shared garden and a shared swimming pool  …see more

12 Photos

Farmhouse | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £682 /night

£4769 - £7860 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • May take pets – please enquire
Villa / Farmhouse / Home in Montalcino with 5 bedrooms sleeps 10  …see more

10 Photos

Hotel apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £89 /night

£620 - £881 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
  • Private garden
Residence in Montalcino with 1 bedrooms sleeps 2  …see more

11 Photos

Hotel apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £71 /night

£496 - £715 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Pets welcome
Residence in Montalcino with 1 bedrooms sleeps 2  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £64 /night

£447 - £794 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Salice is an apartment of 70 square meters (approximately 750 square feet) which sleeps four persons. It has a splendid view of the Tuscan hills. Guests of the apartment can use a shared garden and a shared swimming pool  …see more

20 Photos

Apartment | 4 Bedrooms | sleeps 8

1 night min stay

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from £104 /night

£728 - £1298 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Quercia is an apartment of 120 square meters (approximately 1290 square feet) which sleeps eight persons. It has a porch and a splendid view of the Tuscan hills. Guests of the apartment can use a shared garden and a shared swimming pool  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £178 /night

£1240 - £2315 / week

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Key info:

  • Swimming pool
  • Suitable for over 5s only
  • Car essential
  • No pets allowed
This large apartment is on the exclusive wine estate dei Vini. The farm with a chapel which it is part of dates from the 17th century and has been renovated in style. You look out on a graceful hillside where some of the best wines of Italy come from. 7 persons.  …see more

9 Photos

Farmhouse | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £187 /night

£1306 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Villa / Farmhouse / Home in Montalcino with 2 bedrooms sleeps 5  …see more

8 Photos

Farmhouse | 1 Bedroom | sleeps 2

2 Nights min stay

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from £124 /night

£868 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Montalcino with 1 bedrooms sleeps 2  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 3

2 Nights min stay

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from £101 /night

£703 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Villa / Farmhouse / Home in Montalcino with 2 bedrooms sleeps 3  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £551 /night

£3852 - £6439 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Villa / Farmhouse / Home in Montalcino with 6 bedrooms sleeps 12  …see more

15 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £468 /night

£3270 - £5250 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
Vacation rental Tuscany : This is a large villa in the famous Brunello wine region, located in the midst of a wine estate with some twenty five hectares of surrounding vineyards producing these marvellous wines. In a haven of natural beauty and tranquillity.  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £120 /night

£834 - £1455 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in Torrenieri with 3 bedrooms sleeps 6  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

2 Nights min stay

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from £1600 /night

£11196 - £15861 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
As a luxury villa, Villa Bandida really works best as a place where friends and family come to relax, share meals, explore the countryside and drink wine late into the night. The perfect location for a group get together, relaxing break, birthday celebration or wedding  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £64 /night

£447 - £794 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Leccio is an apartment of 70 square meters (approximately 750 square feet) which sleeps four persons. It has a small loggia and a splendid view of the Tuscan hills. Guests of the apartment can use a shared garden and a shared swimming pool  …see more

12 Photos

Farmhouse | 6 Bedrooms | sleeps 12

5 Nights min stay

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from £390 /night

£2728 - £4546 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Villa / Farmhouse / Home in San Quirico D'orcia with 6 bedrooms sleeps 12  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £64 /night

£447 - £794 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Rosmarino is an apartment of 70 square meters (approximately 750 square feet) which sleeps six persons. It has a loggia and a splendid view of the Tuscan hills. Guests of the apartment can use a shared garden and a shared swimming pool  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 2

2 Nights min stay

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from £65 /night

£455 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • May take pets – please enquire
Villa / Farmhouse / Home in Montalcino with 1 bedrooms sleeps 2  …see more

12 Photos

Hotel apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £207 /night

£1447 - £1996 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
Residence in Montalcino with 2 bedrooms sleeps 6  …see more