Walking holiday villas and apartments Montalcino | Holiday Lettings

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  • Italy
  • Tuscany
  • Province of Siena
  • Montalcino

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  • Castelnuovo dell'Abate (1)
  • Sant'Angelo in Colle (1)
  • Val d'Orcia (15)

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29 Holiday homes

Filters applied: Walking holidays (29)

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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 £121 / night

£0 / week

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from £121 / night

1 / 16

Gorgeous 2 bedroom villa in the Val d'Orcia region, features shared pool, private garden and barbecue

Montalcino / Val d'Orcia

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Located in the Val d'Orcia region south of Siena. This area has been declared a world heritage site by UNESCO. The house is located on a hill with panoramic views over the countryside and only 2 mins from the village of Montisi. Sitting out on your terrazza overloo  …see more

from £72 / night

£500 - £1080 / week

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from £72 / night

(7) Excellent 

1 / 24

Charming Tuscan villa with pool, Montalcino, Siena

Montalcino / Val d'Orcia

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
One of three unique and charming apartments in a XVI century villa situated in the wonderful senese countryside a few km's from Montalcino, in the natural park of the Val d' Orcia, a precious architectural and natural context.Here you will feel embraced by the  …see more

from £239 / night

£1667 - £2005 / week

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from £239 / night

1 / 47

Villa Brunello - Castelnuovo dell'Abate villa sleeps 8

Montalcino / Castelnuovo dell'Abate

5 bedroomsSleeps 83 nights min stay

  • 5 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
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. Wonderf  …see more

from £1117 / night

£5834 / week

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from £1117 / 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 £271 / night

£1667 - £2334 / week

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from £271 / 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 £109 / night

£721 / week

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from £109 / 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 £84 / night

£584 / week

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from £84 / 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 £150 / night

£1050 - £1430 / week

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from £150 / 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 £317 / night

£2084 / week

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from £317 / 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 £250 / night

£1917 / week

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from £250 / night

1 / 20

Villa Bandini - Val d'Orcia villa sleeps 8

Montalcino / Val d'Orcia

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 95 km; Swimming pool; Great for children of all ages ;
Villa Bandini is located only 300 meters from the hamlet of Lucignano d’Asso on top of a hill on the border between the Val d’Orcia and the Sienese clay hills. Lucignano d’Asso is a medieval ancient hamlet which, since the XV century, has belonged to the Piccolomi  …see more

from £321 / night

£2246 - £4288 / week

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from £321 / 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 £86 / night

£600 - £750 / week

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from £86 / 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

(4) Excellent 

1 / 21

Comfort and style in the Siena counrtyside,

Montalcino / Val d'Orcia

4 bedroomsSleeps 9Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
One of three unique and charming apartments in a XVI century villa situated in the wonderful Siena countryside a few kms from Montalcino, in the natural park of the Val d'Orcia, a precious architectural and natural context.Here you will feel embraced by the fascina  …see more

from £227 / night

£1584 - £2000 / week

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from £227 / 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 £100 / night

£667 / week

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from £100 / night

1 / 21

Cosy apartment in villa, Siena, pool and garden

Montalcino / Val d'Orcia

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
One of three unique and charming apartments in a XVI century villa situated in the wonderful senese countryside a few km's from Montalcino, in the natural park of the Val d' Orcia, a precious architectural and natural context.Here you will feel embraced by the  …see more

from £191 / night

£1334 - £1630 / week

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from £191 / 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

(3) Good 

1 / 20

Province of Siena / Montalcino

7 bedroomsSleeps 141 night min stay

  • 7 bedrooms
  • Sleeps 14
  • 1 night min stay
Key info: Nearest beach 65 km; Swimming pool; Great for children of all ages ;
 …see more

from £74 / night

£507 / week

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from £74 / 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

£400 / 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 £75 / night

£525 / week

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from £75 / night

1 / 6

Province of Siena / Montalcino

5 bedroomsSleeps 14Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Great for children of all ages ; Pets welcome;
 …see more

from £67 / night

£375 / week

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from £67 / 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 £192 / night

£1342 / week

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from £192 / 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

Pricing unknown

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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 £167 / night

£1167 / week

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from £167 / 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 £175 / night

£1050 / week

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from £175 / night

1 / 18

Montalcino / Val d'Orcia

3 bedroomsSleeps 77 nights min stay

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Nearest beach 76 km; Not suitable for children; Car essential;
 …see more

from £79 / night

£547 - £782 / week

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from £79 / night

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