Villas in Montalcino and Apartments – Holiday Lettings - Holiday Rentals Montalcino

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  • Italy
  • Tuscany
  • Province of Siena
  • Montalcino

Location

  • All locations
  • Castelnuovo dell'Abate (3)
  • Poggio alle Mura (9)
  • Sant'Angelo in Colle (1)
  • Val d'Orcia (20)

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142 Holiday homes

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

1 / 36

Tuscany / 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 / 18

Tuscany / Province of Siena / 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 £292 / night

£1625 - £2709 / week

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from £292 / night

1 / 19

Suite Artista: Cannavacciuolo - Montalcino apartment sleeps 3

Tuscany / 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 / 100

Montalcino 57204 - Montalcino villa sleeps 7

Tuscany / 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 £387 / night

£1644 - £2700 / week

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from £387 / night

1 / 100

Borgo Brunello - Garden - Montalcino apartment sleeps 3

Tuscany / 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 £117 / night

£792 / week

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from £117 / night

1 / 50

Casa Brunello di Montalcino - Montalcino apartment sleeps 6

Tuscany / 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

(3) Excellent 

1 / 68

Tuscany / 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 £67 / night

£409 - £642 / week

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from £67 / night

1 / 22

Tuscany / Province of Siena / Montalcino

4 bedroomsSleeps 77 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £228 / night

£1593 - £2771 / week

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from £228 / night

(1) Excellent 

1 / 21

Tuscany / Province of Siena / Montalcino

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Nearest beach 137 km; Swimming pool; Not suitable for children;
 …see more

from £275 / night

£1650 - £2167 / week

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from £275 / night

1 / 47

Villa Brunello - Castelnuovo dell'Abate villa sleeps 8

Tuscany / Province of Siena / 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 / 20

Casa Gallinaio - Val d'Orcia cottage sleeps 2

Tuscany / Province of Siena / 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

(28) Excellent 

1 / 26

Fonte Aulente Montalcino - Val d'Orcia farmhouse sleeps 5

Tuscany / Province of Siena / 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 £113 / night

£0 / week

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from £113 / night

(13) Excellent 

1 / 20

Tuscany / Province of Siena / 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 £63 / night

£375 - £725 / week

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from £63 / night

1 / 13

Tuscany / Province of Siena / Montalcino

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £2500 / night

£17500 - £35000 / week

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from £2500 / night

(4) Excellent 

1 / 21

Comfort and style in the Siena counrtyside,

Tuscany / Province of Siena / 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) Excellent 

1 / 25

Tuscany / Province of Siena / Montalcino

3 bedroomsSleeps 8Min stay varies

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

from £217 / night

£1602 - £2102 / week

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from £217 / night

(1) Excellent 

1 / 20

Tuscany / Province of Siena / Montalcino

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £488 / night

£3410 - £5909 / week

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from £488 / night

1 / 55

Tuscany / Province of Siena / Montalcino / Poggio alle Mura

5 bedroomsSleeps 167 nights min stay

  • 5 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: Suitable for children age 5+; No pets allowed;
 …see more

from £757 / night

£5296 - £8750 / week

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from £757 / night

(3) Excellent 

1 / 18

Suite d'Artista: Basilè - Montalcino studio sleeps 2

Tuscany / 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 / 16

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

Tuscany / Province of Siena / 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

(4) Excellent 

1 / 20

Tuscany / Province of Siena / Montalcino

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £358 / night

£2500 - £5516 / week

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from £358 / night

1 / 15

Montecaprili farmhouse: Pozzo apartment - Montalcino apartment sleeps 4

Tuscany / 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 / 20

Tuscany / Province of Siena / Montalcino

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Nearest beach 137 km; Swimming pool; Not suitable for children;
 …see more

from £242 / night

£1450 - £2267 / week

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from £242 / night

(1) Excellent 

1 / 19

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

Tuscany / 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 / 19

Tuscany / Province of Siena / Montalcino

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Nearest beach 137 km; Swimming pool; Not suitable for children;
 …see more

from £167 / night

£1000 - £1767 / week

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from £167 / night

(7) Excellent 

1 / 24

Charming Tuscan villa with pool, Montalcino, Siena

Tuscany / Province of 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

(3) Good 

1 / 20

Tuscany / 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 / 15

Tuscany / Province of Siena / 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 / 18

Tuscany / Province of Siena / Montalcino

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 137 km; Swimming pool; Not suitable for children;
 …see more

from £192 / night

£1150 - £1584 / week

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from £192 / night

1 / 14

Tuscany / Province of Siena / Montalcino

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £2334 / night

£16334 - £29167 / week

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from £2334 / night

(2) Very Good 

1 / 12

Tuscany / Province of Siena / Montalcino

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £614 / night

£4294 - £5338 / week

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from £614 / night

1 / 10

Tuscany / Province of Siena / Montalcino

6 bedroomsSleeps 123 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £4167 / night

£29167 - £51917 / week

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from £4167 / night

1 / 18

Tuscany / Province of Siena / Montalcino

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Nearest beach 137 km; Swimming pool; Not suitable for children;
 …see more

from £180 / night

£1075 - £1500 / week

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from £180 / night

1 / 100

Borgo Brunello - Deluxe 66 - Montalcino apartment sleeps 6

Tuscany / 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 £284 / night

£1959 / week

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from £284 / night

1 / 100

Borgo Brunello - Deluxe 01 - Montalcino apartment sleeps 6

Tuscany / 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 £284 / night

£1959 / week

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from £284 / night

1 / 20

Villa Bandini - Val d'Orcia villa sleeps 8

Tuscany / Province of Siena / 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 / 43

Tuscany / Province of Siena / Montalcino / Poggio alle Mura

6 bedroomsSleeps 167 nights min stay

  • 6 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: Suitable for children age 5+; No pets allowed;
 …see more

from £615 / night

£4304 - £7175 / week

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from £615 / night

1 / 36

Tuscany / Province of Siena / Montalcino

2 bedroomsSleeps 47 nights min stay

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

from £143 / night

£995 - £2030 / week

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from £143 / night

1 / 12

Tuscany / 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 £134 / night

£934 / week

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from £134 / night

1 / 12

Tuscany / Province of Siena / Montalcino

4 bedroomsSleeps 117 nights min stay

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min stay
Key info: Ask owner if suitable for children; Air conditioning; Some pets are welcome - please contact the owner;
 …see more

from £651 / night

£4556 - £5857 / week

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from £651 / night

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