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

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Montalcino

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152 Holiday homes

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 £274 / night

£1681 - £2101 / week

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from £274 / 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 £64 / night

£379 - £732 / week

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from £64 / 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 £219 / night

£1616 - £2120 / week

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from £219 / 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

Pricing unknown

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(30) Excellent 

26

Holiday farmhouse with swimming pool in Val d'Orcia

Montalcino / Val d'Orcia

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Swimming pool
  • Child friendly
“Perfect cottage for two” Loved everything about our stay here. Alexandra was so helpful, with directions, shopping, restaurants and her love of the wine industry. She met us on the road when we got lost. Lives next door but the property is so big  …see more

from £114 / night

£795 / week

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from £114 / 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 £122 / night

£853 / week

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from £122 / 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

£589 / week

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from £85 / 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 £235 / night

£1642 - £2695 / week

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from £235 / night

(4) Excellent 

21

Holiday apartment in Val d'Orcia

Montalcino / Val d'Orcia

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • 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 £229 / night

£1597 - £1849 / week

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from £229 / night

16

Holiday villa with shared pool in Val d'Orcia

Montalcino / Val d'Orcia

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 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.Loca  …see more

from £73 / night

£505 - £585 / week

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from £73 / night

(3) Average 

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 £74 / night

£511 / week

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from £74 / 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 £139 / night

£971 / week

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from £139 / 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 context. Here you  …see more

from £601 / night

£4202 - £4715 / week

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from £601 / 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 £241 / night

£1681 - £2022 / week

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from £241 / night

12

Province of Siena / Montalcino

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min

 …see more

from £135 / night

£942 / week

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from £135 / night

12

Province of Siena / Montalcino

1 1 1 night min

  • 1 bedroom
  • Sleeps 1
  • 1 night min

 …see more

from £64 / night

£442 / week

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from £64 / 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

£353 / week

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from £51 / night

12

Province of Siena / Montalcino

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

 …see more

from £101 / night

£673 / week

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from £101 / night

12

Province of Siena / Montalcino

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

 …see more

from £101 / night

£673 / week

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from £101 / 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 £169 / night

£1177 / week

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from £169 / 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 £1127 / night

£5883 / week

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from £1127 / 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 £76 / night

£530 / week

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from £76 / night

100

Holiday villa with swimming pool in Montalcino

Province of Siena / Montalcino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • 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 £685 / night

£4790 / week

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from £685 / 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 the Piccolomi  …see more

from £324 / night

£2265 - £3089 / week

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from £324 / 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 £290 / night

£2030 / week

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from £290 / 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 £101 / night

£673 / week

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from £101 / 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 £232 / night

£1513 / week

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from £232 / night

10

Apartment rental in Montalcino

Province of Siena / Montalcino

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
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.Spac  …see more

Pricing unknown

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Pricing unknown

21

Province of Siena / Montalcino

6 12 2 nights min

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

 …see more

from £421 / night

£2942 / week

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from £421 / 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 £194 / night

£1353 / week

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from £194 / 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 £127 / night

£883 / week

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from £127 / 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 £320 / night

£2101 / week

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from £320 / 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 £169 / night

£1177 / week

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from £169 / night

21

Apartment rental in Val d'Orcia with swimming pool

Montalcino / Val d'Orcia

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
A really charming and cosy mansard in the ancient stone villa Pian dell'Asso near Montalcino, Pienza, Siena, Montichiello. An enchanted garden and an amazing swimming pool with view on Montalcino for a relaxing holiday: good food and wine, art and sport.  …see more

from £193 / night

£1345 - £1597 / week

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from £193 / night

(1) Very Good 

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 £177 / night

£1059 / week

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from £177 / 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 £118 / night

£799 - £1093 / week

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from £118 / night

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 £160 / night

£1118 - £1429 / week

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from £160 / night

(2) Very Good 

24

Holiday villa rental

Montalcino / Val d'Orcia

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great location, fits all types of travellers specially family reunions” The Villa is placed in a very special and beautiful area in the Tuscany region. Near (up to 1h - 1.20h) many special places and famous cities, such as Siena and Montalcino. The a  …see more

Pricing unknown

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8

Montalcino / Castelnuovo dell'Abate

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from £169 / night

£1093 / week

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from £169 / 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 £286 / night

£1975 - £2269 / week

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from £286 / 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