Villas in Montepulciano and Apartments - Holiday Lettings - Holiday Rentals Montepulciano

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Montepulciano

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4,605 Holiday homes

(2) Excellent 

29

Holiday farmhouse in Montepulciano

Province of Siena / Montepulciano

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £307 / night

£1,579 - £2,281 / week

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from £307 / night

(14) Excellent 

Certificate of Excellence

34

Holiday home in Montepulciano

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 120 km
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £71 / night

£527 - £693 / week

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from £71 / night

(3) Excellent 

9

Montepulciano holiday townhouse accommodation

Province of Siena / Montepulciano

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 100 km
  • Child friendly

from £62 / night

£351 - £509 / week

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from £62 / night

21

Holiday b&b in Acquaviva di Montepulciano

Montepulciano / Acquaviva di Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £35 / night

£246 / week

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Responds fast!
avg. 3 hours 20 minutes

from £35 / night

(9) Very Good 

41

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • 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
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from £100 / night

£700 / week

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from £100 / night

(1) Excellent 

18

Holiday apartment rental

Province of Siena / Montepulciano

2 7 Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £53 / night

£360 - £667 / week

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Responds fast!
avg. 1 hour 48 minutes

from £53 / night

(55) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from £75 / night

£439 - £614 / week

Book View

from £75 / night

(10) Excellent 

Certificate of Excellence

37

Apartment rental in Montepulciano with shared pool

Province of Siena / Montepulciano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“Excellent with children or groups” We had very enjoyable stay in a peaceful location with stunning views around. Olimpia was very helpful and everything worked as foreseen. We were trying to find a place with a scent of a history and what would suit b
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Certificate of Excellence

from £44 / night

£307 / week

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Responds fast!
avg. 3 hours 20 minutes

from £44 / night

(1) Excellent 

29

Holiday farmhouse in Montepulciano

Province of Siena / Montepulciano

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 116 km
  • Child friendly
  • Pet friendly

from £123 / night

£527 - £614 / week

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from £123 / night

(5) Very Good 

27

Apartment rental in Montepulciano with shared pool

Province of Siena / Montepulciano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £57 / night

£400 / week

Book View

Responds fast!
avg. 3 hours 20 minutes

from £57 / night

(2) Excellent 

26

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 3 nights min

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

from £106 / night

£614 / week

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from £106 / night

(1) Excellent 

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

from £53 / night

£356 - £707 / week

Book View

Responds fast!
avg. 2 hours 4 minutes

from £53 / night

(13) 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
“Into the bliss!” The moment we arrived at the Autostazione di Montepulciano, Luca greeted us with a big smile and and an open heart that made this trip so particularly memorable. His flat on up on the edge of the hill was as described and better. It c
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from £101 / night

£614 - £762 / week

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Responds fast!
avg. 3 hours 44 minutes

from £101 / 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

from £83 / night

£540 - £1,005 / week

Book View

Responds fast!
avg. 2 hours 4 minutes

from £83 / 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

from £66 / night

£439 - £829 / week

Book View

Responds fast!
avg. 2 hours 4 minutes

from £66 / night

(23) 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

from £101 / night

£570 - £1,052 / week

Book View

Responds fast!
avg. 1 hour 39 minutes

from £101 / 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+

from £66 / night

£395 / week

Book View

Responds fast!
avg. 41 minutes

from £66 / night

21

Holiday home with shared pool in Montepulciano

Province of Siena / Montepulciano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £96 / night

£658 / week

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from £96 / night

20

Holiday apartment rental

Province of Siena / Montepulciano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets

from £75 / night

£316 / week

Book View

Responds fast!
avg. 1 hour 16 minutes

from £75 / night

(1) Excellent 

11

Montepulciano holiday home rental

Province of Siena / Montepulciano

2 6 1 night min

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

from £88 / night

£439 / week

Book View

from £88 / night

(9) Very Good 

6

Valiano holiday home rental

Montepulciano / Valiano

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Pet friendly

from £44 / night

£264 / week

Book View

from £44 / night

11

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary

from £62 / night

£386 / week

Book View

from £62 / night

(1) Excellent 

7

Farmhouse rental in Montepulciano with shared pool

Province of Siena / Montepulciano

4 4 Min stay varies

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

from £62 / night

£369 - £571 / week

Book View

from £62 / night

(20) Excellent 

Certificate of Excellence

25

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

Certificate of Excellence

from £78 / night

£342 - £421 / week

Book View

Responds fast!
avg. 1 hour 39 minutes

from £78 / night

(16) Excellent 

36

Gracciano holiday cottage rental

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Surrounded by Vino Nobile de Montepulciano vineyards a perfect centre for exploring this part of Tuscany” A tasteful relatively new conversion of agricultural buildings that works in every sense of the word. Comfortable, clean, light spacious recent
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from £88 / night

£492 - £1,807 / week

Enquire View

from £88 / 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 82 km
  • Child friendly
  • Pet friendly

from £106 / night

£614 - £799 / week

Book View

Responds fast!
avg. 2 hours 20 minutes

from £106 / night

(15) Very Good 

97

Holiday farmhouse with swimming pool in Montepulciano

Province of Siena / Montepulciano

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
“Wonderful place, we'll come back!” Everything was first class: the rooms, the pool, breakfast, the countryside. We enjoyed a walk in the countryside and had an archery session with a very patient instructor. Staff is very friendly and helpful.
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from £702 / night

£3,948 / week

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Responds fast!
avg. 3 hours 25 minutes

from £702 / night

4

Holiday home accommodation

Montepulciano / Gracciano

4 6 3 nights min

  • 4 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 200 km
  • Child friendly

from £40 / night

£246 / week

Book View

from £40 / night

5

B&b rental in Montepulciano

Province of Siena / Montepulciano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly

from £106 / night

£737 / week

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from £106 / night

(6) Excellent 

16

Farmhouse rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £220 / night

£1,535 / week

Book View

from £220 / night

(1) Very Good 

18

B&b letting in Montepulciano with shared pool

Province of Siena / Montepulciano

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • 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
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from £35 / night

£246 / week

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Responds fast!
avg. 3 hours 20 minutes

from £35 / night

38

Holiday villa rental

Montepulciano / Bivio di San Biagio

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly
  • Pet friendly

from £114 / night

£799 / week

Book View

from £114 / night

(11) Excellent 

Certificate of Excellence

52

Apartment rental in Montepulciano

Province of Siena / Montepulciano

2 5 2 nights min

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

Certificate of Excellence

from £123 / night

£746 - £930 / week

Book View

Responds fast!
avg. 2 hours 47 minutes

from £123 / night

6

Apartment letting in Montepulciano

Province of Siena / Montepulciano

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Air conditioning

from £114 / night

£878 - £1,369 / week

Book View

from £114 / night

(11) Very Good 

19

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 2 nights min

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

from £101 / night

£606 - £882 / week

Book View

from £101 / night

14

Montepulciano holiday home let

Province of Siena / Montepulciano

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £71 / night

£492 / week

Book View

from £71 / night

(1) Excellent 

18

Montepulciano holiday home rental

Province of Siena / Montepulciano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £93 / night

£645 / week

Book View

from £93 / night

18

Montepulciano holiday villa rental

Province of Siena / Montepulciano

2 4 4 nights min

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

from £114 / night

£702 / week

Book View

from £114 / night

40

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £123 / night

£702 / week

Book View

Responds fast!
avg. 3 hours 25 minutes

from £123 / night

21

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly

from £75 / night

£465 - £667 / week

Book View

from £75 / night

Top Destination reviews

Bibi 5 seater House Montepulciano
A fabulous place to stay

The villa is well situated, within walking distance from the old town. It has beautiful views across the countryside. It was lovely to sit on the terrace in the cool as the sun was setting. We had a wonderful stay, as the villa was very well set up, with everything you need to make your own meals. The beds were comfortable and it was great to have two bathrooms. It was very clean, we were warmly welcomed, and an added surprise was a delicious cake, warm from the oven, made by Silvana. We felt very much at home in your lovely villa. Thank you for a fantastic stay.see more
charming cottage in peaceful country setting sleeps 2-6
Perfect Location and Lovely Hostess

The location is fantastic close to everything. The home is wonderful and so is the Hostess. My husband and I rent a home in Italy every year but this was our favorite location and home. We had everything we needed including a lovely patio to have a glass of wine and relax every night. Our Hostess was fantastic and honestly I am happy we meet Laura. We will be back for sure. Thank you Laura for making our stay great.see more
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 thoughtfully renovated. It also has a nice view of the town and the Tuscan landscape. We were there in Dec so were able to make use of the wood-burning fireplace that added to the coziness. The whole rental experience was very pleasant as Davide was extremely responsive and provided helpful information from arrival to departure. We highly recommend the place and would not hesitate to go back again!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 standard. The only thing we would say if anything is that we really expected the balcony area to look over the Tuscan hills as from the picture this is what we thought. But it actually looks over a school and onto other buildings.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 nearby called the Il Greppo Family Farm. We enjoyed their weekly Saturday evening meal and sent wine home to taste at Christmas. Unfortunately, not long after our arrival, my husband was admitted to the local hospital with bronchial pneumonia and stayed there for 9 nights. The care he received while in hospital was fantastic so we can certainly recommend the local hospital.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 them back a second time at our own expense. The Villa is well appointed with an on-site caretaker. You must have a car if you stay here.see more