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Montepulciano

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152 Holiday homes

(47) Excellent 

21

Holiday cottage in Montepulciano

Province of Siena / Montepulciano

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 158 km
  • Child friendly
  • Air conditioning
“Wish we could have stayed longer!!!” What a lovely stay we had at La Casina Toscana! Davide met us on our arrival date and gave us a very thorough tour of the property explaining where everything was and important information about the house. He was e  …see more

from £60 / night

£339 - £594 / week

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from £60 / night

17

Holiday apartment with shared pool in Montepulciano

Province of Siena / Montepulciano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
holiday resort located in the middle of a vine yard, few minutes from Montepulciano. Excellent wine for tasting  …see more

from £47 / night

£327 - £683 / week

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from £47 / night

(18) Excellent 

24

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 170 km
  • Child friendly
  • Car not necessary
“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  …see more

from £101 / night

£593 - £1034 / week

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from £101 / night

(4) Excellent 

35

Holiday apartment letting

Province of Siena / Montepulciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
Charming House in Montepulciano!  …see more

from £60 / night

£339 - £509 / week

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from £60 / night

11

Province of Siena / Montepulciano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

 …see more

from £60 / night

£373 / week

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from £60 / night

(4) Very Good 

24

Apartment rental in Montepulciano with shared pool

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Tenuta di Argiano a Montepulciano Please ask always AVAILABILITY , we will find in one of our structures the ideal place for your holiday. CAR IS NECESSARY WE ARE IN THE MIDDLE OF COUNTRYSIDE, SURROUNDED BY NATURE. The beautiful apartment FIASCO (60square Mt) , FOR  …see more

from £59 / night

£412 / week

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from £59 / night

(10) Excellent 

25

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
In the deep core of old part of Montepulciano, quiet and in the middle of of streets of monuments, art shops, restaurants and wine shops and cellars.  …see more

from £76 / night

£356 - £449 / week

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from £76 / 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 £60 / night

£416 / week

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from £60 / night

(9) Very Good 

41

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
“Comfortable base in the heart of Tuscany” Poggio Saragio is located on a quiet lane among vineyards and orchards, with beautiful views across rolling hills in central Tuscany - sitting on the back terrace taking in the amazing views and colours and l  …see more

from £100 / night

£500 - £895 / week

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from £100 / night

(1) Excellent 

18

Province of Siena / Montepulciano

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £56 / night

£365 - £662 / week

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from £56 / night

(7) Very Good 

22

Province of Siena / Montepulciano

2 6 3 nights min

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

 …see more

from £77 / night

£450 / week

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from £77 / night

(2) Excellent 

16

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Suitable for children age 5+
nice and comfortable apartment in the old town of Montepulciano Placed in the Historical Centre, just a few steps to the most beautiful and oldest wine cellar in Montepulciano (Cantina del Redi dè Ricci) an amazing sixteenth-century structure, great-looking with its  …see more

from £64 / night

£382 / week

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from £64 / night

(10) Excellent 

26

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £73 / night

£551 - £670 / week

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from £73 / night

(2) Excellent 

17

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful holiday resort near Montepulciano and Pienza  …see more

from £73 / night

£484 - £979 / week

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from £73 / night

(9) Excellent 

52

Province of Siena / Montepulciano

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from £136 / night

£721 / week

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from £136 / night

(1) Excellent 

24

Montepulciano holiday villa rental

Province of Siena / Montepulciano

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • 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 £212 / night

£2077 / week

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from £212 / night

(12) Excellent 

24

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
“Beautiful views” An excellent, clean and very comfortable 2 bedroom apartment with two bathrooms (one with ensuite is down stairs), 3 minutes from Piazza Grande. The views are simply sensational. The owner Luca, is very attentive, showed us were to p  …see more

from £98 / night

£594 - £736 / week

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from £98 / night

(11) Excellent 

33

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
“Great stay!” Luca was wonderful to work with. He gave us directions on how to meet him and took us to the apartment to unload the car then helped us find a parking spot. Apartment was very nice, comfortable and close to the city center. Luca was alwa  …see more

from £77 / night

£441 - £536 / week

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from £77 / night

(5) Excellent 

24

Province of Siena / Montepulciano

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly

 …see more

from £67 / night

£390 / week

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from £67 / 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 £467 / night

£2119 - £3178 / week

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from £467 / night

12

Apartment rental in Valiano with swimming pool

Montepulciano / Valiano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
It's composed from a stay- kitchen with read couch and fire place, two double bedrooms and a big bath with double console and Jacuzzi. In the stay-kitchen: tv sat.Guests can purchase Vino Nobile di Montepulciano and Extra Virgin Olive Oil from the farm  …see more

from £128 / night

£636 - £806 / week

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from £128 / night

40

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
The watermill “Il Molinaccio”, near the renaissance town of Montepulciano, was already present in the old maps of the Granduchy of Tuscany . The original building, duly and let me say passionately restored, now reopens as a luxury country house where the guests may  …see more

from £94 / night

£509 / week

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from £94 / night

(4) Very Good 

19

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly

 …see more

from £94 / night

£509 / week

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from £94 / night

10

Valiano holiday apartment rental

Montepulciano / Valiano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Guests will find inspiring spaces for reading and relaxing, a beautiful swimming pool, a panoramic terrace, solarium, barbeque and a bread-oven with covered area.Guests can purchase Vino Nobile di Montepulciano and Extra Virgin Olive Oil from the farm  …see more

from £81 / night

£382 - £509 / week

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from £81 / night

(2) Very Good 

49

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from £128 / night

£594 / week

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from £128 / 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 £205 / night

£1433 - £1721 / week

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from £205 / night

55

Montepulciano / Valiano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £68 / night

£721 - £806 / week

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from £68 / night

(2) Very Good 

20

Apartment rental in Montepulciano with shared pool

Province of Siena / Montepulciano

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
holiday apartments in Montepulciano. Farm stay in a wine estate in Montepulciano  …see more

from £58 / night

£407 - £801 / week

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from £58 / night

(2) Excellent 

25

Province of Siena / Montepulciano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £119 / night

£763 / week

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from £119 / night

(1) Excellent 

14

Province of Siena / Montepulciano

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from £128 / night

£1017 - £1272 / week

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from £128 / night

83

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
The watermill “Il Molinaccio”, near the renaissance town of Montepulciano, was already present in the old maps of the Granduchy of Tuscany . The original building, duly and let me say passionately restored, now reopens as a luxury country house where the guests may  …see more

from £255 / night

£1484 / week

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from £255 / 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 pover  …see more

from £545 / night

£3814 - £6645 / week

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from £545 / night

8

Apartment rental in Montepulciano

Province of Siena / Montepulciano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Private garden
We have magnificent views, over the Val d'Orcia, Pienza, Montalcino, the Val Di Chiana Valley with its three lakes (Trasimeno, Chiusi and Montepulciano). Montepulciano is only 4 km far from here. You can easily reach the most famous cities of Tuscany and UmbriaWi-f  …see more

from £94 / night

£356 - £628 / week

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from £94 / night

(1) Very Good 

18

B&b letting in Montepulciano with shared pool

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“nice place, nice people” Living for a bit in an old fashioned atmosphere. It is a confortable and friendly place to stay with your family , friends or alone both relaxing in a wonderful Tuscany landscape and travelling around to explore Reinassance  …see more

from £30 / night

£34 - £746 / week

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from £30 / night

100

Villa rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • 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

from £247 / night

£1724 - £2153 / week

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from £247 / night

7

Montepulciano holiday apartment rental

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Private garden
We have magnificent views, over the Val d'Orcia, Pienza, Montalcino, the Val Di Chiana Valley with its three lakes (Trasimeno, Chiusi and Montepulciano). Montepulciano is only 4 km far from here. You can easily reach the most famous cities of Tuscany and UmbriaWi-f  …see more

from £51 / night

£229 - £441 / week

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from £51 / night

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 £111 / night

£594 - £678 / week

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from £111 / night

21

Province of Siena / Montepulciano

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from £68 / night

£441 - £670 / week

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from £68 / 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 £141 / night

£984 - £2183 / week

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from £141 / 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 £385 / night

£2690 - £5211 / week

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from £385 / night

Top Destination reviews

La Casina Toscana, central with parking and wi-fi
Clean, comfortable and cozy house with privacy and convenience to Montepuciano

We had a very enjoyable stay at Davide's house. It is a truly charming place offering the privacy you need as a family and at the same time the convenience of being close enough to walk to the Montepulciano town. The place was very clean and thoughtf … see more
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