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  • Italy
  • Tuscany
  • Province of Siena
  • Montalcino

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  • Castelnuovo dell'Abate (1)
  • Poggio alle Mura (2)
  • Sant'Angelo in Colle (1)
  • Val d'Orcia (13)

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60 Holiday homes

Filters applied: Non-Smoking property (60)

Travellers going to Montalcino are booking September dates now. Secure your holiday home today and have the perfect trip.

1 / 19

Suite Artista: Cannavacciuolo - Montalcino apartment sleeps 3

Province of Siena / Montalcino

1 bedroomSleeps 32 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming p  …see more

from £122 / night

£0 / week

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from £122 / night

1 / 100

Borgo Brunello - Garden - Montalcino apartment sleeps 3

Province of Siena / Montalcino

2 bedroomsSleeps 31 night min stay

  • 2 bedrooms
  • Sleeps 3
  • 1 night min stay
Key info: Nearest beach 85 km; Swimming pool; Great for children of all ages ;
This stylishly decorated ground floor apartment opens up to a spacious living room with a charming kitchenette located towards the rear of the apartment. From here you can access the mezzanine above the kitchen, where a single bed is found. Through the corridor you will  …see more

from £118 / night

£799 / week

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from £118 / night

1 / 100

Montalcino 57204 - Montalcino villa sleeps 7

Province of Siena / Montalcino

4 bedroomsSleeps 7Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
This completely independent property with private pool is a classic stone farmhouse situated on the edge of the historic town of Montalcino, home of the famous "Brunello" wine. The house is in a splendid and peaceful spot with a beautiful view of Montalcino an  …see more

from £390 / night

£1658 - £2722 / week

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from £390 / night

(28) Excellent 

1 / 26

Fonte Aulente Montalcino - Val d'Orcia farmhouse sleeps 5

Montalcino / Val d'Orcia

2 bedroomsSleeps 53 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored and surrounded by beautiful garden-park, 2 km from Montalcino, in a panoramic position with amazing views over the Tuscan hills. The apartment is a part of the old farmhouse, with its own ent  …see more

from £114 / night

£0 / week

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from £114 / night

1 / 50

Casa Brunello di Montalcino - Montalcino apartment sleeps 6

Province of Siena / Montalcino

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Suitable for children age 5+; No pets allowed;
Enjoy winelovers' paradise in Montalcino from the beautifully renovated and spacious apartment - Casa Brunello di Montalcino - in the 17th century building with some nice original pieces, combining the traditional Tuscan countryside look with modern high-quality fu  …see more

from £274 / night

£1681 - £2353 / week

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from £274 / night

(13) Excellent 

1 / 20

Montalcino / Sant'Angelo in Colle

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Nearest beach 68 km; Suitable for children age 5+; Car essential;
 …see more

from £64 / night

£379 - £732 / week

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from £64 / night

(3) Excellent 

1 / 18

Suite d'Artista: Basilè - Montalcino studio sleeps 2

Province of Siena / Montalcino

StudioSleeps 2Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming p  …see more

from £110 / night

£727 / week

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from £110 / night

1 / 15

Montalcino / Val d'Orcia

1 bedroomSleeps 23 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 3 nights min stay
Key info: Nearest beach 80 km; Not suitable for children; Car essential;
 …see more

from £85 / night

£589 / week

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from £85 / night

1 / 100

Borgo Brunello - Suite - Montalcino apartment sleeps 2

Province of Siena / Montalcino

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Nearest beach 85 km; Swimming pool; Great for children of all ages ;
Our one-bedroom “suite” is an excellent choice for a couple on a romantic getaway or even a honeymoon. It is particularly elegant with a large bedroom including a 4-poster bed, a sleek bathroom with a bathtub, spacious living room with large sofa, dining area and yo  …see more

from £160 / night

£1118 / week

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from £160 / night

(1) Excellent 

1 / 37

House Ambasciatore: Overlooking the Orcia valley!

Montalcino / Val d'Orcia

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
"Vivo d'Orcia is not a place, it is a way of life..." The Castle of Vivo d'Orcia lies in the widespread Orcia valley in southern Tuscany, 2 hours from Florence, 1 hour from Siena, close to such cultural jewels as Pienza, Montalcino and Montepulciano, to name but a few.  …see more

from £152 / night

£1059 - £1442 / week

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from £152 / night

1 / 16

Montecaprili farmhouse: Archi apartment - Montalcino apartment sleeps 6

Province of Siena / Montalcino

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Archi is a splendid independent apartment of about 130m2 which can host 4+2 persons. It's composed of 2 bedrooms (1 double + 1 twin), 2 bathrooms (1 with bathtub and shower + 1 with shower) and a huge open plan that serves as living room with 2 large couches (1 of  …see more

from £320 / night

£2101 / week

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from £320 / night

1 / 16

Farmhouse Podere Pienza - Val d'Orcia farmhouse sleeps 12

Montalcino / Val d'Orcia

5 bedroomsSleeps 123 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
The 300 m2 farmhouse has been beautifully restored. Split into 2 levels, the farmhouse has a huge open living room that has access to the terrace with outdoor furnishings for dining and relaxing. The farmhouse is adorned with fine Tuscan country furnishings.The farmhous  …see more

from £253 / night

£1933 / week

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from £253 / night

1 / 12

Province of Siena / Montalcino

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; No pets allowed;
 …see more

from £101 / night

£673 / week

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from £101 / night

1 / 11

Suite Downtown - Casa Lapini - Montalcino apartment sleeps 4

Province of Siena / Montalcino

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Pets welcome;
A large (70 m²) and bright apartment set on the first floor, in the historical centre of Montalcino. There's a living room with sofa and TV at the entrance, a fully equipped kitchen that opens up into a small internal courtyard with barbecue, table and chairs. Up  …see more

from £127 / night

£832 / week

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from £127 / night

1 / 20

Casa Gallinaio - Val d'Orcia cottage sleeps 2

Montalcino / Val d'Orcia

1 bedroomSleeps 27 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 7 nights min stay
Key info: Nearest beach 70 km; Not suitable for children; Car advised;
"Vivo d'Orcia is not a place, it is a way of life..." The Castle of Vivo d'Orcia lies in the widespread Orcia valley in southern Tuscany, 2 hours from Florence, 1 hour from Siena, close to such cultural jewels as Pienza, Montalcino and Montepulciano,  …see more

from £87 / night

£606 - £757 / week

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from £87 / night

(1) Excellent 

1 / 19

Suite d'Artista: Di Silvestre - Montalcino studio sleeps 2

Province of Siena / Montalcino

StudioSleeps 22 nights min stay

  • Studio
  • Sleeps 2
  • 2 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Not suitable for children;
Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming p  …see more

from £138 / night

£0 / week

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from £138 / night

1 / 100

Borgo Brunello - Deluxe 01 - Montalcino apartment sleeps 6

Province of Siena / Montalcino

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Nearest beach 85 km; Swimming pool; Great for children of all ages ;
The second of the two 3 bedroom apartments, it is just as lovely and light and bright. It is laid out over two floors so the ground floor bedrooms have direct access onto the estate´s stunning grounds. Also on the lower level is the very large living space consisting o  …see more

from £286 / night

£1975 / week

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from £286 / night

1 / 100

Brunello - Montalcino villa sleeps 8

Province of Siena / Montalcino

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
Exteriors The fragrant smell of 10 hectares of vineyards and olive groves envelope this villa for rent in Tuscany, Italy, which at present shows its best face, thanks to the devoted restoration it underwent.From the panoramic pool guests will envisage before leaving on  …see more

from £500 / night

£3500 - £4750 / week

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from £500 / night

1 / 12

Montalcino / Val d'Orcia

1 bedroomSleeps 22 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
 …see more

from £101 / night

£673 / week

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from £101 / night

1 / 33

Province of Siena / Montalcino

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Nearest beach 60 km; Swimming pool; Great for children of all ages ;
 …see more

from £127 / night

£0 / week

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from £127 / night

1 / 100

Borgo Brunello - Comfort 87 - Montalcino apartment sleeps 4

Province of Siena / Montalcino

2 bedroomsSleeps 41 night min stay

  • 2 bedrooms
  • Sleeps 4
  • 1 night min stay
Key info: Nearest beach 85 km; Swimming pool; Great for children of all ages ;
A charming 2 bedroom apartment at Borgo Brunello, like all the apartments it has been very recently decorated and boasts a lovely décor and excellent modern facilities. The 2 bedrooms are spacious doubles and there are also 2 bathrooms with a shower. The living room is  …see more

from £211 / night

£1471 / week

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from £211 / night

1 / 12

Province of Siena / Montalcino

1 bedroomSleeps 31 night min stay

  • 1 bedroom
  • Sleeps 3
  • 1 night min stay
Key info: Not suitable for children; No pets allowed;
 …see more

from £135 / night

£942 / week

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from £135 / night

1 / 100

Borgo Brunello - Deluxe 66 - Montalcino apartment sleeps 6

Province of Siena / Montalcino

3 bedroomsSleeps 61 night min stay

  • 3 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Nearest beach 85 km; Swimming pool; Great for children of all ages ;
One of the larger apartments at 84sqm, it can comfortably accommodate up to 6 in 3 double bedrooms. It is very attractive in style with elegant neutrals, wooden beams and a pretty pastel blue as a contrasting colour. Everything down to the finest details has been taken  …see more

from £286 / night

£1975 / week

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from £286 / night

1 / 21

Suite d'Artista: Botto & Bruno - Montalcino apartment sleeps 4

Province of Siena / Montalcino

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming p  …see more

from £167 / night

£0 / week

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from £167 / night

1 / 15

Montecaprili farmhouse: Pozzo apartment - Montalcino apartment sleeps 4

Province of Siena / Montalcino

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Pozzo is an elegant and bright apartment of about 80m2 that can accommodate 4 persons. There are 2 bedrooms, a large bathroom with a shower cabinet and a nice living room with a fully equipped kitchen. The apartment is situated on the ground floor and suitable for handi  …see more

from £230 / night

£1500 / week

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from £230 / night

1 / 12

Province of Siena / Montalcino

1 bedroomSleeps 11 night min stay

  • 1 bedroom
  • Sleeps 1
  • 1 night min stay
Key info: Not suitable for children; No pets allowed;
 …see more

from £64 / night

£442 / week

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from £64 / night

(3) Excellent 

1 / 68

Province of Siena / Montalcino

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Not suitable for children; No pets allowed; Private garden;
 …see more

from £68 / night

£412 - £648 / week

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from £68 / night

1 / 36

Province of Siena / Montalcino

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
 …see more

from £206 / night

£1442 - £2287 / week

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from £206 / night

1 / 10

San Quirico D'Orcia holiday apartment

Province of Siena / Montalcino

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Great for children of all ages ; Car essential; No pets allowed;
Comfortable fully renovated apartment in San Quirico D'Orcia at 3 mins walk from the village center in one of the most scenic area of Tuscany and Word Heritage site.The apartment is on the first floor of a 2 apartments building, in a quiet area.Spacious living room  …see more

from £58 / night

£403 / week

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from £58 / night

1 / 19

Suite d'Artista: Riddell - Montalcino house sleeps 6

Province of Siena / Montalcino

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Suite d'Artista is a perfect place to enjoy a relaxing holiday, combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming  …see more

from £288 / night

£0 / week

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from £288 / night

1 / 15

Montalcino / Val d'Orcia

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 80 km; Not suitable for children; Car essential;
 …see more

from £76 / night

£530 / week

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from £76 / night

1 / 18

Montalcino / Castelnuovo dell'Abate

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £295 / night

£1639 - £2732 / week

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from £295 / night

1 / 24

Villa Campriano Sleeps 6 - Val d'Orcia villa sleeps 7

Montalcino / Val d'Orcia

4 bedroomsSleeps 77 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Great for children of all ages ; No pets allowed;
The Val d'Orcia stretches to the south of Siena in a landscape at once harmonious and poetic that strikes the imagination: this is a landscape full of light, characterised by gentle hills rolling as far as the eye can reach and crisp clear colours, distinctly different  …see more

from £379 / night

£2651 - £3403 / week

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from £379 / night

1 / 24

Montalcino / Val d'Orcia

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £194 / night

£1353 / week

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from £194 / night

(2) Very Good 

1 / 24

Bright and beautiful 4 bedroom Tuscan villa with pool, private garden and barbecue, sleeps 8

Montalcino / Val d'Orcia

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
It is a beautiful, bright and spacious villa and has been created in typical Tuscan style with traditional materials, including hand made terracotta floors, travertino stairs and kitchen surfaces and marble bathrooms. The villa has heating and air conditioning. The outd  …see more

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1 / 24

Montalcino / Val d'Orcia

1 bedroomSleeps 41 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
 …see more

from £169 / night

£1177 / week

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from £169 / night

1 / 22

Province of Siena / Montalcino

3 bedroomsSleeps 82 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay
Key info: Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £177 / night

£1059 / week

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from £177 / night

1 / 12

Province of Siena / Montalcino

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; No pets allowed;
 …see more

from £101 / night

£673 / week

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from £101 / night

1 / 16

Bibbianello - Montalcino villa sleeps 8

Province of Siena / Montalcino

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Great for children of all ages ; Air conditioning; No pets allowed;
Bibbianello is a classic stone farmhouse on the edge of the historic town of Montalcino, home of the famous "Brunello" wine. The house stands in a splendid and tranquil spot with a view of Montalcino and of the surrounding countryside. It has been perfectly renovated an  …see more

from £236 / night

£1646 - £2773 / week

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from £236 / night

1 / 5

Montalcino / Val d'Orcia

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
 …see more

from £101 / night

£706 / week

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from £101 / night

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