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

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4,721 Holiday homes

(19) 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

from £88 / night

£492 - £1,810 / week

Enquire View

from £88 / night

(13) Excellent 

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

£607 - £883 / week

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from £101 / night

10

Holiday apartment in Abbadia di Montepulciano

Montepulciano / Abbadia di Montepulciano

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £119 / night

£831 / week

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from £119 / night

(10) 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
“A super house, with fabulous open views and a delightful garden and pool area.” The house was spacious even for 6 of us and the location was peaceful. Pool area was fantastic for the children and the sunsets from the patio were gorgeous. Well placed for sightseeing in Sienna, Florence, Lake Trasiemo and lots of other hill top towns.

from £100 / night

£700 / week

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from £100 / night

(3) Excellent 

16

Montepulciano holiday b&b rental

Province of Siena / Montepulciano

6 12 2 nights min

  • 6 bedrooms
  • sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £150 / night

£1,046 / week

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Responds fast!
avg. 3 hours 44 minutes

from £150 / 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 £54 / night

£361 - £866 / week

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Responds fast!
avg. 1 hour 30 minutes

from £54 / night

(2) 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 £114 / night

£615 / week

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from £114 / night

32

Valiano holiday farmhouse rental

Montepulciano / Valiano

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets

from £66 / night

£396 - £440 / week

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Responds fast!
avg. 2 hours 19 minutes

from £66 / night

(11) Excellent 

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

from £44 / night

£308 / week

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Responds fast!
avg. 2 hours 54 minutes

from £44 / night

(56) 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
“AWESOME HOUSE!!” We loved this house. It was extremely clean both inside and out. Well decorated and had everything we need during our stay. We fixed breakfast each morning and enjoyed sitting in the garden, admiring the wonderful view. We enjoyed the privacy of the property, yet a short walk into Montepuliciano. We rented a car and drove through the beautiful countryside of Tuscany, visiting several cities. Davide was great to work with, he quickly responded to all my emails, answered all question promptly. The location was perfect to shop, enjoy fabulous restraunts and great wines I highly recommend this house for your stay in Tuscany. I'm sure you'll love it!!

Certificate of Excellence

from £62 / night

£396 - £615 / week

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Responds fast!
avg. 2 hours 41 minutes

from £62 / 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

from £101 / night

£615 - £763 / week

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from £101 / 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

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from £44 / 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

£352 - £413 / week

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from £62 / night

(8) Very Good 

74

Montepulciano holiday home rental

Province of Siena / Montepulciano

3 5 min stay varies

  • 3 bedrooms
  • sleeps 5
  • min stay varies
  • Child friendly
  • Pet friendly

from £86 / night

£483 - £527 / week

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Responds fast!
avg. 1 hour 30 minutes

from £86 / night

11

Holiday farmhouse rental

Province of Siena / Montepulciano

9 18 4 nights min

  • 9 bedrooms
  • sleeps 18
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £703 / night

£3,603 / week

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Responds fast!
avg. 2 hours 43 minutes

from £703 / night

33

Holiday apartment rental

Province of Siena / Montepulciano

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly

from £102 / night

£714 / week

Enquire View

from £102 / 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

£387 / week

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from £62 / night

(1) Excellent 

12

Holiday home rental

Province of Siena / Montepulciano

4 8 1 night min

  • 4 bedrooms
  • sleeps 8
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £308 / night

£2,153 / week

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from £308 / 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

from £132 / night

£659 / week

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from £132 / 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

£440 / week

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from £88 / night

(16) Excellent 

34

Holiday home in Montepulciano

Province of Siena / Montepulciano

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Nearest beach 120 km
  • Child friendly
  • Air conditioning

from £62 / night

£431 - £677 / week

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from £62 / night

24

Lodge rental in Abbadia di Montepulciano

Montepulciano / Abbadia di Montepulciano

8 7 1 night min

  • 8 bedrooms
  • sleeps 7
  • 1 night min
  • Nearest beach 70 km
  • Child friendly
  • Air conditioning

from £176 / night

£1,055 / week

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from £176 / 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

£615 / week

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from £106 / night

22

Holiday apartment rental

Province of Siena / Montepulciano

2 6 1 night min

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

from £71 / night

£317 - £563 / week

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Responds fast!
avg. 1 hour 10 minutes

from £71 / night

10

Valiano holiday apartment rental

Montepulciano / Valiano

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £88 / night

£615 / week

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from £88 / night

(5) Excellent 

24

Holiday farmhouse with swimming pool in Montepulciano

Province of Siena / Montepulciano

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly

from £510 / night

£2,021 - £2,900 / week

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from £510 / 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 £58 / night

£400 / week

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Responds fast!
avg. 2 hours 54 minutes

from £58 / 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

£703 / week

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Responds fast!
avg. 3 hours 44 minutes

from £123 / night

(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 £308 / night

£1,582 - £2,285 / week

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from £308 / night

(1) Excellent 

12

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 5 1 night min

  • 2 bedrooms
  • sleeps 5
  • 1 night min
  • Child friendly
  • Car not necessary
  • Pet friendly

from £141 / night

£807 / week

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from £141 / night

17

Holiday home rental

Province of Siena / Montepulciano

3 6 1 night min

  • 3 bedrooms
  • sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly

from £88 / night

£528 / week

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from £88 / 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
  • Air conditioning

from £79 / night

£457 - £556 / week

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from £79 / 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

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from £40 / night

(1) Excellent 

23

Holiday villa with shared pool in Montepulciano

Province of Siena / Montepulciano

4 2 1 night min

  • 4 bedrooms
  • sleeps 2
  • 1 night min
  • Nearest beach 120 km
  • Swimming pool
  • Ask owner if suitable for children

from £36 / night

£246 / week

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Responds fast!
avg. 2 hours 54 minutes

from £36 / 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

from £703 / night

£3,954 / week

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Responds fast!
avg. 3 hours 44 minutes

from £703 / night

8

Apartment rental in Montepulciano

Province of Siena / Montepulciano

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Private garden

from £115 / night

£572 / week

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from £115 / night

26

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £439 / night

£2,020 - £2,635 / week

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from £439 / night

34

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

from £565 / night

£3,164 - £5,800 / week

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from £565 / 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

£738 / week

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from £106 / night

(5) Excellent 

24

Montepulciano holiday apartment rental

Province of Siena / Montepulciano

1 4 3 nights min

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

from £69 / night

£405 / week

Book View

Responds fast!
avg. 1 hour 56 minutes

from £69 / 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
We will come back!

It was great staying here! We found a nice little place to feel at home. The cottage is lovely furnished, very clean and has everything we needed for the week (including fast heating for some rainy and cold evenings (20minutes was enough to get the humid air out!) and free Wi-Fi, thats working perfectly and fast). We really loved sitting in the beautiful garden full of roses, looking over the wine-yards and listening to all the birds (also nightingales!!!). The cottage is set in a great surrounding - Tuscany like in a picture book! Laura was a perfect host. We felt very welcomed, we could ask her for everything and she could give us good hints for restaurants, hiking-paths and everything else you need to know for holiday. Thank you very much, Laura!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