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

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Montalcino

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148 Holiday homes

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

(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 £64 / night

£382 - £738 / week

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from £64 / night

20

Villa rental in Val d'Orcia with swimming pool

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 t  …see more

from £398 / night

£2783 / week

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from £398 / night

100

Holiday apartment with shared pool in Montalcino

Province of Siena / Montalcino

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly
A holiday at Borgo Brunello provides something for everyone: 3km from Montalcino for culture vultures and wine fans, beautiful landscape offering sporting and recreational possibilities as well as infinite calm for a romantic or family getaway.  …see more

from £119 / night

£806 - £1102 / week

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from £119 / night

100

Montalcino holiday villa rental

Province of Siena / Montalcino

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This property is a stunning villa set in Tuscany Italy. It has 4 bedrooms and 3 bathrooms, and it is ideal for those who are looking for a memorable experience. This property features: a swimming Pool, air Conditioning .  …see more

from £237 / night

£1656 - £2718 / week

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from £237 / night

(2) Very Good 

19

Montalcino holiday studio rental

Province of Siena / Montalcino

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Air conditioning
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 i  …see more

from £140 / night

£979 / week

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from £140 / night

15

Apartment rental in Montalcino with shared pool

Province of Siena / Montalcino

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Montecaprili is located at less than 10 km from Montalcino on the way to the famous abbey of Sant'Antimo. It's an old farm house set on top of a hill, finely restored and divided in 5 spacious apartments, all featuring authentic Tuscan furnishings and modern a  …see more

from £234 / night

£1526 / week

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from £234 / night

50

Holiday apartment in Montalcino

Province of Siena / Montalcino

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Suitable for children age 5+
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

from £276 / night

£1695 - £2373 / week

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from £276 / night

(1) Excellent 

45

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 £221 / night

£1629 / week

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from £221 / 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 £85 / night

£594 / week

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from £85 / night

100

Holiday apartment with shared pool in Montalcino

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 holiday at Borgo Brunello provides something for everyone: 3km from Montalcino for culture vultures and wine fans, beautiful landscape offering sporting and recreational possibilities as well as infinite calm for a romantic or family getaway.  …see more

from £212 / night

£1484 - £1907 / week

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from £212 / night

(3) Excellent 

18

Montalcino holiday studio rental

Province of Siena / Montalcino

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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 enjo  …see more

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Pricing unknown

100

Holiday apartment with shared pool in Montalcino

Province of Siena / Montalcino

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly
A holiday at Borgo Brunello provides something for everyone: 3km from Montalcino for culture vultures and wine fans, beautiful landscape offering sporting and recreational possibilities as well as infinite calm for a romantic or family getaway.  …see more

from £162 / night

£1128 - £1441 / week

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from £162 / night

16

Montalcino holiday apartment rental

Province of Siena / Montalcino

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Montecaprili is located at less than 10 km from Montalcino on the way to the famous abbey of Sant'Antimo. It's an old farm house set on top of a hill, finely restored and divided in 5 spacious apartments, all featuring authentic Tuscan furnishings and modern a  …see more

from £323 / night

£2119 / week

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from £323 / night

47

Villa rental in Castelnuovo dell'Abate with swimming pool

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 £1136 / night

£5933 / week

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from £1136 / night

(7) Excellent 

24

Val d'Orcia holiday villa rental

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  …see more

from £231 / night

£1611 - £2039 / week

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from £231 / night

(30) Excellent 

26

Holiday farmhouse with swimming pool in Val d'Orcia

Montalcino / Val d'Orcia

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
“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,  …see more

from £102 / night

£712 / week

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from £102 / night

100

Holiday apartment with shared pool in Montalcino

Province of Siena / Montalcino

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly
A holiday at Borgo Brunello provides something for everyone: 3km from Montalcino for culture vultures and wine fans, beautiful landscape offering sporting and recreational possibilities as well as infinite calm for a romantic or family getaway.  …see more

from £289 / night

£1992 - £2289 / week

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from £289 / night

100

Holiday apartment with shared pool in Montalcino

Province of Siena / Montalcino

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly
A holiday at Borgo Brunello provides something for everyone: 3km from Montalcino for culture vultures and wine fans, beautiful landscape offering sporting and recreational possibilities as well as infinite calm for a romantic or family getaway.  …see more

from £289 / night

£1992 - £2289 / week

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from £289 / night

100

Holiday villa with swimming pool in Montalcino

Province of Siena / Montalcino

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
This villa provides guests with a panoramic pool, a living room, a fully equipped kitchen, a study room, four double bedrooms and three bathrooms.  …see more

from £509 / night

£3560 - £4831 / week

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from £509 / night

(3) Average 

20

Province of Siena / Montalcino

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 65 km
  • Swimming pool
  • Child friendly

 …see more

from £75 / night

£516 / week

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from £75 / night

19

Apartment rental in Montalcino with shared pool

Province of Siena / Montalcino

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 enjo  …see more

from £149 / night

£1039 / week

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from £149 / night

(1) Excellent 

6

Province of Siena / Montalcino

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly

 …see more

from £51 / night

£356 / week

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from £51 / night

22

Holiday home in Montalcino

Province of Siena / Montalcino

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 80 km
  • Child friendly
Stay in our beautifully restored townhouse in the historic heart of this prestigious hill town famous for Brunello wine, 30 mins south of Siena. Travertine worktops, marble bathrooms, terracotta floors and chestnut beams. Our property is a three-storey townhouse rece  …see more

from £119 / night

£649 - £995 / week

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from £119 / night

44

Montalcino holiday home rental

Province of Siena / Montalcino

12 26 7 nights min

  • 12 bedrooms
  • Sleeps 26
  • 7 nights min
  • Child friendly
  • Pet friendly
Up to 27 guests! An enchanted place… FATTORIA PIAN DELL’ASSO is a beautiful 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  …see more

from £691 / night

£4831 - £5009 / week

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from £691 / night

(4) Excellent 

21

Holiday apartment in Val d'Orcia

Montalcino / Val d'Orcia

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Fantastic experience in a gorgeous setting that exceeded all expectations.” My wife and I spent a week here with our three teenage boys and all of us loved the place. The reality of the home is even better than the photos and we hated to leave. Hosts  …see more

from £231 / night

£1611 - £2034 / week

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from £231 / 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 £128 / night

£890 / week

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from £128 / 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 £102 / night

£678 / week

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from £102 / night

21

Holiday apartment with shared pool in Montalcino

Province of Siena / Montalcino

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 enjo  …see more

from £170 / night

£1187 / week

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from £170 / night

16

Montalcino holiday villa rental

Province of Siena / Montalcino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
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 re  …see more

from £276 / night

£1932 - £3240 / week

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from £276 / night

12

Province of Siena / Montalcino

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min

 …see more

from £136 / night

£950 / week

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from £136 / night

21

Holiday villa with shared pool in Val d'Orcia

Montalcino / Val d'Orcia

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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.<  …see more

from £73 / night

£509 - £1145 / week

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from £73 / night

19

Montalcino holiday home rental

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 £293 / night

£2047 / week

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from £293 / night

21

Province of Siena / Montalcino

6 12 2 nights min

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

 …see more

from £424 / night

£2967 / week

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from £424 / night

24

Montalcino / Val d'Orcia

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £170 / night

£1187 / week

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from £170 / 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 £77 / night

£534 / week

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from £77 / night

4

Province of Siena / Montalcino

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £136 / night

£848 / week

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from £136 / night

12

Province of Siena / Montalcino

1 1 1 night min

  • 1 bedroom
  • Sleeps 1
  • 1 night min

 …see more

from £64 / night

£445 / week

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from £64 / night

24

Val d'Orcia holiday villa rental

Montalcino / Val d'Orcia

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Child friendly
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 diffe  …see more

from £406 / night

£2837 - £3642 / week

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from £406 / 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 £195 / night

£1365 / week

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from £195 / night

24

Province of Siena / Montalcino

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from £85 / night

£594 / week

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from £85 / 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