Villas in Montepulciano: Rent luxury villas in Montepulciano

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Montepulciano

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77 Holiday homes

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

(1) Excellent 

24

Montepulciano holiday villa rental

Province of Siena / Montepulciano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
“Fantastic” A great villa in a great location. Because of a minor error in the booking the owner treated us all to a meal by personal chefs Dorians Ottaviana and Claudio from Cooking for You. They came to the villa and prepared a sumptuous 4 course mea  …see more

from £220 / night

£606 - £2150 / week

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from £220 / night

(2) Excellent 

63

Villa rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
Villa Bossona is an impressive villa which dates back to the eighteenth century. Ideal for quiet and relaxing holidays it is located in the sweet Montepulciano hills few minutes from the town. A small church with an enchanting bell tower is preserved in its original for  …see more

from £527 / night

£3422 - £3772 / week

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from £527 / night

(1) Excellent 

23

Holiday villa with shared pool in Montepulciano

Province of Siena / Montepulciano

4 2 Min stay varies

  • 4 bedrooms
  • Sleeps 2
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Ask owner if suitable for children
“Old-world Italian charm in a beautiful Tuscan setting” It's a job to find it it, but once you do, you'll want to stay longer than you've booked for. The house has been in the family since 1812 - they produce their own wine - and Olimpia is a charming  …see more

from £44 / night

£308 / week

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from £44 / night

27

Montepulciano holiday villa rental

Province of Siena / Montepulciano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
Villa Ardene provides its guests with high level services in a magical, peaceful and unforgettable atmosphere. All the suites and apartments are equipped with whirlpool bath, air conditioning, satellite TV, internet connection.The interior space in “arte p  …see more

from £565 / night

£3948 - £6878 / week

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from £565 / night

(2) Very Good 

22

Villa rental in Montepulciano

Province of Siena / Montepulciano

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 180 km
  • Child friendly
  • Pet friendly
La Villa è situata poco fuori le mura, in prossimità del Tempio di San Biagio. Internamente si trovano due camere da letto, due bagni, uno spazioso e luminoso salone con divano letto, cucina e sala da pranzo. Esternamente gode di un meraviglioso panorama  …see more

from £88 / night

£527 / week

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from £88 / night

100

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
At Villa Valpoliziana, which has been described as a ´paradise on earth´ you will rediscover how to relax and get in touch with nature surrounded by wonderful opportunities to discover the amazing Tuscan culture and wonderful towns such as Montepulci  …see more

from £615 / night

£2808 - £4562 / week

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from £615 / night

100

Holiday villa in Montepulciano

Province of Siena / Montepulciano

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 140 km
  • Child friendly
This lovely villa would suit a family or group looking for a holiday exploring all the culture that Tuscany has to offer just as those who are just looking for a beautiful setting for a relaxing break. It has a fabulous location just 1.5km from Monte  …see more

from £163 / night

£1141 - £1843 / week

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from £163 / night

100

Holiday villa rental

Province of Siena / Montepulciano

5 13 7 nights min

  • 5 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
charming accommodation sleeps 13 people, so it is perfect for large families and is located in Tuscany Italy. This property is ideal if you seek a unique experience. The villa offers: a swimming Pool, a pet friendly space .  …see more

from £146 / night

£1019 - £2259 / week

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from £146 / night

26

Villa rental in Sant'Albino with swimming pool

Montepulciano / Sant'Albino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano. The property is situated in the heart a working farm with breathtaking views over the valley where Vino Nobile di Montepulciano is produced. The villa ha  …see more

from £264 / night

£1843 - £3158 / week

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from £264 / night

(1) Excellent 

100

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
Villa Albina is a sophisticated villa in Tuscany, located only 5km from Montepulciano. It has been carefully restored and features 7 large suites and bedrooms with private bathrooms, and lovely reception rooms, all set within an agricultural estate.  …see more

from £402 / night

£2808 - £5439 / week

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from £402 / night

100

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly
Villa Nobile is a recently restored farmhouse on a wine and olive oil producing estate very near Montepulciano. The privileged position of the villa atop a hill offers magnificent views and a private swimming pool adds to the relaxing holiday mood.  …see more

from £264 / night

£1843 - £3158 / week

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from £264 / night

41

Holiday villa rental

Province of Siena / Montepulciano

7 16 7 nights min

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
Villa San Biagio is situated close to the hilltop town of Montepulciano renowned for its historical importance and for its wine Nobile. This magnificent country house is one of the most exclusive and stunning farmhouses in the area. The restoration works careful  …see more

from £549 / night

£3838 - £6031 / week

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from £549 / night

34

Sant'Albino holiday villa rental

Montepulciano / Sant'Albino

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
Podere Sant'Albino is a 16th century farmhouse built on Roman foundations, nestled between woods and olive groves. It has been turned into a residence of refined charm that retains an atmosphere of informal welcome. The landscape and environment of Montepulciano ar  …see more

from £402 / night

£2808 - £5439 / week

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from £402 / night

18

Holiday villa with swimming pool in Gracciano

Montepulciano / Gracciano

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Unique villa with swimming pool.  …see more

from £289 / night

£2018 - £3027 / week

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from £289 / night

31

Montepulciano holiday villa let

Province of Siena / Montepulciano

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Private garden
it is the ideal place if you are looking to relax, private pool and beautiful view  …see more

from £166 / night

£1158 - £2141 / week

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from £166 / night

34

Holiday villa in Montepulciano

Province of Siena / Montepulciano

7 19 Min stay varies

  • 7 bedrooms
  • Sleeps 19
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
Podere Monti is a 16th century farmhouse nestled between woods and olive groves. It has been turned into a residence of refined charm that retains its atmosphere of informal welcome. The guest rooms are few but exquisitely furnished; each one has its own unique charac  …see more

from £483 / night

£2808 - £5439 / week

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from £483 / night

99

Montepulciano / Abbadia di Montepulciano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Private garden

 …see more

from £439 / night

£3071 / week

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from £439 / night

6

Province of Siena / Montepulciano

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Private garden

 …see more

from £150 / night

£878 / week

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from £150 / night

32

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
it is the ideal place if you are looking to relax, private pool, and beautiful view.  …see more

from £132 / night

£922 - £1658 / week

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from £132 / night

26

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
On the ground floor to welcome the guests and for their use is a lounge with an open fireplace and a well equipped kitchen which leads to an external gazebo for dining al fresco and to enjoy cool evenings out in the open. Situated on the same level of the lounge and ope  …see more

from £439 / night

£2632 / week

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from £439 / night

29

Province of Siena / Montepulciano

5 9 1 night min

  • 5 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden

 …see more

from £878 / night

£6141 / week

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from £878 / night

100

Villa rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
wonderful accommodation sleeps 10 people, so it is ideal for a large group of friends and is located in Tuscany Italy. This property is perfect if you seek an unforgettable experiencie. The villa features: a swimming Pool, a pet friendly space .  …see more

Pricing unknown

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Pricing unknown

18

Montepulciano holiday villa rental

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Suite Home has two bedrooms one big bathroom and a service bath. The private entrance leads into a spacious lounge furnished with a authentic Tuscan table and chairs, a comfortable sofa set and coffee table and an open plan fire place very spacious and charming. The l  …see more

from £115 / night

£615 - £702 / week

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from £115 / night

51

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
If you're looking for elegance to go along with that rustic charm, you can now stop searching because you've come across the perfect Italian vacation rental! With stone walls and wood-beamed ceilings, this authentic self-catering accommodation in Tuscany also  …see more

from £376 / night

£2632 - £5264 / week

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from £376 / night

31

Sant'Albino holiday villa let

Montepulciano / Sant'Albino

7 14 5 nights min

  • 7 bedrooms
  • Sleeps 14
  • 5 nights min
  • Child friendly
  • Ask about pets
  • Private garden
Silvia and Maurizio, the owners of Podere Monti, will be more than happy to show you as friends this beautiful corner of Tuscany This country house is immersed in a beautiful Tuscan landscape of olive groves and surrounded by forest. For your pleasure and enjoyment Pod  …see more

from £702 / night

£4386 / week

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from £702 / night

21

Holiday villa with swimming pool in Valiano

Montepulciano / Valiano

8 20 7 nights min

  • 8 bedrooms
  • Sleeps 20
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
Villa located on top of a hill and dipped between wineyards.Due to its strategic position, in Valiano di Montepulciano, half way from Rome to Florence and on the border between Tuscany and Umbria region, it will be easy to visit the most artistic towns in Italy  …see more

from £627 / night

£3948 / week

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from £627 / night

22

Montepulciano holiday villa rental

Province of Siena / Montepulciano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets
TUSCANY MONTEPULCIANO PIENZA ANCIENT COUNTRY FARM ENTIRE OR HALF PROPERTY WEEKLY RENT ONLY groups of 4-10 welcome<br />heating upon request extra fee to be paid at check out according to gasoline cube meters used  …see more

from £264 / night

£1843 / week

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from £264 / night

10

Province of Siena / Montepulciano

13 27 2 nights min

  • 13 bedrooms
  • Sleeps 27
  • 2 nights min
  • Swimming pool
  • Air conditioning

 …see more

from £115 / night

£658 / week

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from £115 / night

9

Holiday villa in Montepulciano

Province of Siena / Montepulciano

5 13 4 nights min

  • 5 bedrooms
  • Sleeps 13
  • 4 nights min
  • Private garden
Villa Montepulciano is a self-catering accommodation located in Montepulciano (SI). Accommodation will provide you with a balcony, a patio and a terrace. There is a full kitchen with a dishwasher and a microwave. Featuring a shower, private bathrooms also come with a ba  …see more

from £176 / night

£176 / week

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from £176 / night

58

Holiday villa in Gracciano

Montepulciano / Gracciano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
Villa Abbadia is an ancient country house located in the village of Abbadia di Montepulciano about 10 km from Montepulciano. The villa, nearly completely made in red bricks, preserves many typical Tuscan traditional features such as the terracotta floors and wooden be  …see more

from £220 / night

£1536 - £2150 / week

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from £220 / night

17

Holiday villa in Montepulciano

Province of Siena / Montepulciano

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
****Main info**** -3 bedrooms (3 double beds, 2 single beds, sleeps 8) -2 Bathrooms -Fire place -Music room -Tea room -Terrace -kitchen -Dish washer -oven -Microwave -TV -Parking -Large garden -Internet wi-fi (for free) using a web pocket device available upon request  …see more

from £733 / night

£5128 / week

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from £733 / night

17

Holiday villa in Montepulciano

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
In the Heart of Tuscany VILLA WINE HOME is one of Croce di Febo propriety, is located in the Heart of Tuscany in what is locally known as the Tuscan Golden Triangle. These are the towns around Montepulciano, Montalcino and Siena. An apartment of 220 square meters with  …see more

from £115 / night

£615 / week

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from £115 / night

17

Villa rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Pietra del Diavolo, recently renovated, is located on one of the most panoramic hills around Montepulciano. Its name comes from the place where it was built on a base that is very rocky and mainly composed of layers of tuff  …see more

from £702 / night

£3860 / week

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from £702 / night

(2) Excellent 

48

Province of Siena / Montepulciano

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £301 / night

£2106 - £3290 / week

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from £301 / night

92

Province of Siena / Montepulciano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

 …see more

from £264 / night

£1579 / week

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from £264 / night

60

Province of Siena / Montepulciano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £335 / night

£2342 - £3759 / week

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from £335 / night

(30) Excellent 

103

Province of Siena / Montepulciano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

 …see more

from £571 / night

£2500 - £4255 / week

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from £571 / night

17

Province of Siena / Montepulciano

4 7 7 nights min

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £297 / night

£2076 - £3286 / week

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from £297 / night

64

Province of Siena / Montepulciano

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £459 / night

£3211 - £4869 / week

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from £459 / night

(1) Very Good 

17

Province of Siena / Montepulciano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £355 / night

£2481 - £4139 / week

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from £355 / night

Top Destination reviews

The Beautiful Sun Apartment
Well maintained apartment and very helpful owner

Elias iwas most helpful meeting us on arrival and going through everything with us and all places to visit in the area even giving us a map with this all marked on The apartment is beautifully kept and everything we needed was there. All to a good s … see more
Luxury 4 bed house with views over Montepulciano
Amazing Location and Hospitality

We enjoyed a very relaxing week at “La Casina” with two other couples in July 2016. The villa is very spacious, well appointed and comfortable, and the kitchen is well equipped. La Casina has a commanding view of the surrounding vineyards and olive g … see more
Unique, charming farmhouse in Tuscany countryside with shared outdoor pool, sleeps up to 6
Stunning Views

We had a most enjoyable time at this house and would recommend it for its location and closeness to Montepulciano. The house was delightful and the views across the valley and surrounding countryside were excellent. We can recommend the local farm … see more
Villa in Tuscany
Fantastic

A great villa in a great location. Because of a minor error in the booking the owner treated us all to a meal by personal chefs Dorians Ottaviana and Claudio from Cooking for You. They came to the villa and prepared a sumptuous 4 course meal. We got … see more