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

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  • Italy
  • Tuscany
  • Province of Siena
  • Montalcino
  • All locations
  • Castelnuovo dell'Abate (4)
  • Poggio alle Mura (11)
  • Sant'Angelo in Colle (1)
  • Val d'Orcia (19)

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143 Holiday homes

19

Suite Artista: Cannavacciuolo - Montalcino apartment sleeps 3

Province of Siena / Montalcino

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 £127 / night

£883 / week

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from £127 / night

(13) Excellent 

20

Montalcino / Sant'Angelo in Colle

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 68 km
  • Suitable for children age 5+
  • Private garden

 …see more

from £66 / night

£392 - £757 / week

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from £66 / night

15

Montalcino / Val d'Orcia

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 80 km

 …see more

from £87 / night

£609 / week

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from £87 / night

16

Farmhouse Podere Pienza - Val d'Orcia farmhouse sleeps 12

Montalcino / Val d'Orcia

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Private garden
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 £261 / night

£2000 / week

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from £261 / night

(29) Excellent 

26

Fonte Aulente Montalcino - Val d'Orcia farmhouse sleeps 5

Montalcino / Val d'Orcia

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
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 £118 / night

£822 / week

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from £118 / night

(7) Excellent 

24

Charming Tuscan villa with pool, Montalcino, Siena - Val d'Orcia villa sleeps 9

Montalcino / Val d'Orcia

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
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 £249 / night

£1740 - £2092 / week

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from £249 / night

50

Casa Brunello di Montalcino - Montalcino apartment sleeps 6

Province of Siena / Montalcino

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Suitable for children age 5+
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 £283 / night

£1740 - £2435 / week

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from £283 / night

100

Borgo Brunello - Garden - Montalcino apartment sleeps 3

Province of Siena / Montalcino

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly
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 £122 / night

£827 / week

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from £122 / night

21

Province of Siena / Montalcino

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Child friendly

 …see more

from £435 / night

£3044 / week

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from £435 / night

(1) Excellent 

25

Province of Siena / Montalcino

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £227 / night

£1672 - £2194 / week

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from £227 / night

(4) Excellent 

21

Comfort and style in the Siena counrtyside, - Val d'Orcia apartment sleeps 9

Montalcino / Val d'Orcia

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
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 £237 / night

£1653 - £2005 / week

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from £237 / night

(3) Good 

20

Province of Siena / Montalcino

7 14 1 night min

  • 7 bedrooms
  • Sleeps 14
  • 1 night min
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly

 …see more

from £77 / night

£529 / week

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from £77 / night

(3) Excellent 

18

Suite d'Artista: Basilè - Montalcino studio sleeps 2

Province of Siena / Montalcino

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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 £114 / night

£753 / week

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from £114 / night

12

Montalcino / Val d'Orcia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

 …see more

from £105 / night

£696 / week

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from £105 / night

100

Borgo Brunello - Deluxe 66 - Montalcino apartment sleeps 6

Province of Siena / Montalcino

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly
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 £296 / night

£2044 / week

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from £296 / night

16

Province of Siena / Montalcino

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £70 / night

£479 / week

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from £70 / night

100

Borgo Brunello - Deluxe 01 - Montalcino apartment sleeps 6

Province of Siena / Montalcino

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly
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 consist  …see more

from £296 / night

£2044 / week

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from £296 / night

100

Borgo Brunello - Suite - Montalcino apartment sleeps 2

Province of Siena / Montalcino

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly
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 are  …see more

from £166 / night

£1157 / week

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from £166 / night

12

Province of Siena / Montalcino

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min

 …see more

from £140 / night

£974 / week

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from £140 / night

12

Province of Siena / Montalcino

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

 …see more

from £105 / night

£696 / week

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from £105 / night

12

Province of Siena / Montalcino

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

 …see more

from £105 / night

£696 / week

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from £105 / night

15

Montecaprili farmhouse: Pozzo apartment - Montalcino apartment sleeps 4

Province of Siena / Montalcino

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
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 £240 / night

£1566 / week

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from £240 / night

33

Province of Siena / Montalcino

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

 …see more

from £131 / night

£914 / week

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from £131 / night

16

Montecaprili farmhouse: Archi apartment - Montalcino apartment sleeps 6

Province of Siena / Montalcino

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
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 £331 / night

£2174 / week

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from £331 / night

47

Villa Brunello - Castelnuovo dell'Abate villa sleeps 8

Montalcino / Castelnuovo dell'Abate

5 8 3 nights min

  • 5 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
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 £1166 / night

£6087 / week

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from £1166 / night

21

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

Province of Siena / Montalcino

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 £174 / night

£1218 / week

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from £174 / night

(1) Excellent 

19

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

Province of Siena / Montalcino

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Air conditioning
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 £144 / night

£1005 / week

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from £144 / night

100

Montalcino 57204 - Montalcino villa sleeps 7

Province of Siena / Montalcino

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • 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 £245 / night

£1715 - £2817 / week

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from £245 / night

19

Suite d'Artista: Riddell - Montalcino house sleeps 6

Province of Siena / Montalcino

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 £300 / night

£2100 / week

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from £300 / night

16

Gorgeous 2 bedroom villa in the Val d'Orcia region, features shared pool, private garden and barbecue - Val d'Orcia villa sleeps 4

Montalcino / Val d'Orcia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 £75 / night

£522 - £692 / week

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from £75 / night

100

Borgo Brunello - Comfort 87 - Montalcino apartment sleeps 4

Province of Siena / Montalcino

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly
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 r  …see more

from £218 / night

£1522 / week

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from £218 / night

22

Province of Siena / Montalcino

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from £183 / night

£1096 / week

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from £183 / night

11

Suite Downtown - Casa Lapini - Montalcino apartment sleeps 4

Province of Siena / Montalcino

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
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 £131 / night

£861 / week

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from £131 / night

21

Cosy apartment in villa, Siena, pool and garden - Val d'Orcia apartment sleeps 9

Montalcino / Val d'Orcia

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
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 £199 / night

£1392 - £1614 / week

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from £199 / night

15

Montalcino / Val d'Orcia

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 80 km

 …see more

from £79 / night

£548 / week

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from £79 / night

24

Montalcino / Val d'Orcia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £200 / night

£1400 / week

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from £200 / night

20

Casa Gallinaio - Val d'Orcia cottage sleeps 2

Montalcino / Val d'Orcia

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 70 km
  • Ask about pets
  • Private garden
"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 £90 / night

£627 - £705 / week

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from £90 / night

12

Province of Siena / Montalcino

1 1 1 night min

  • 1 bedroom
  • Sleeps 1
  • 1 night min

 …see more

from £66 / night

£457 / week

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from £66 / night

100

Brunello - Montalcino villa sleeps 8

Province of Siena / Montalcino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
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 £522 / night

£3653 - £4957 / week

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from £522 / night

20

Villa Bandini - Val d'Orcia villa sleeps 8

Montalcino / Val d'Orcia

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly
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 £335 / night

£2344 - £4048 / week

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from £335 / night

Top Destination reviews

Fonte Aulente Montalcino
Great Location

We can only reiterate the excellent reviews that have gone before. Fonte Aulente is in a great location, quiet and secluded with amazing views of the Tuscan countryside and close to the beautiful town of Montalcino. The accommodation, including the e … see more

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