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

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4,169 Holiday homes

Holiday apartment rental

Montepulciano apartment

2 bedrooms / 1 bathroom / sleeps 7

1

Responds fast! avg. 2 hours 35 minutes

from £63 / night

£421 - £780 / week

Montepulciano holiday b&b rental

Montepulciano b&b

6 bedrooms / 5 bathrooms / sleeps 12

3

Responds fast! avg. 3 hours 28 minutes

from £308 / night

£2,155 / week

Holiday home rental

Montepulciano house

4 bedrooms / 4 bathrooms / sleeps 8

2

from £360 / night

£2,514 / week

Holiday farmhouse rental

Montepulciano farmhouse

9 bedrooms / 9 bathrooms / sleeps 18

from £821 / night

£4,207 / week

Holiday townhouse rental

Montepulciano townhouse

2 bedrooms / 1 bathroom / sleeps 6

1

from £129 / night

£719 - £1,006 / week

Holiday farmhouse with swimming pool in Montepulciano

Montepulciano farmhouse

5 bedrooms / 5 bathrooms / sleeps 10

5

from £411 / night

£2,873 / week

Holiday apartment in Montepulciano

Montepulciano apartment

2 bedrooms / 1 bathroom / sleeps 4

15

from £118 / night

£708 - £1,032 / week

Farmhouse rental in Montepulciano with shared pool

Montepulciano farmhouse

7 bedrooms / 1 bathroom / sleeps 4

1

from £144 / night

£1,006 / week

Montepulciano holiday home rental

Montepulciano house

2 bedrooms / 1 bathroom / sleeps 6

1

from £103 / night

£513 / week

Farmhouse rental in Montepulciano with shared pool

Montepulciano farmhouse

4 bedrooms / 1 bathroom / sleeps 4

2

from £72 / night

£431 - £575 / week

Montepulciano holiday villa let

Montepulciano villa

7 bedrooms / 5 bathrooms / sleeps 14

1

from £201 / night

£1,404 / week

Holiday home with shared pool in Montepulciano

Montepulciano house

1 bedroom / 1 bathroom / sleeps 4

from £112 / night

£770 / week

Holiday home in Montepulciano

Montepulciano house

2 bedrooms / 2 bathrooms / sleeps 4

20

Responds fast! avg. 3 hours 44 minutes

from £93 / night

£720 - £864 / week

Holiday cottage in Montepulciano

Montepulciano cottage

3 bedrooms / 2 bathrooms / sleeps 5

“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!!

59

from £88 / night

£613 / week

Holiday farmhouse with shared pool in Montepulciano

Montepulciano farmhouse

2 bedrooms / 3 bathrooms / sleeps 6

“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.

11

Responds fast! avg. 2 hours 56 minutes

from £115 / night

£802 / week

Holiday farmhouse in Montepulciano

Montepulciano farmhouse

2 bedrooms / 2 bathrooms / sleeps 4

2

from £147 / night

£1,027 / week

Holiday apartment with shared pool in Montepulciano

Montepulciano apartment

1 bedroom / 1 bathroom / sleeps 4

from £113 / night

£719 / week

Holiday farmhouse in Montepulciano

Montepulciano farmhouse

4 bedrooms / 3 bathrooms / sleeps 8

4

from £340 / night

£1,854 - £2,574 / week

Holiday villa with swimming pool in Montepulciano

Montepulciano villa

7 bedrooms / 8 bathrooms / sleeps 14

from £528 / night

£3,695 / week

Holiday apartment rental

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 6

from £106 / night

£741 / week

Apartment rental in Montepulciano

Montepulciano apartment

3 bedrooms / 1 bathroom / sleeps 6

from £134 / night

£503 - £667 / week

Holiday apartment with shared pool in Montepulciano

Montepulciano apartment

1 bedroom / 1 bathroom / sleeps 2

from £154 / night

£770 / week

Holiday b&b in Montepulciano

Montepulciano b&b

1 bedroom / 1 bathroom / sleeps 3

from £103 / night

£719 / week

Holiday chalet in Valiano

Valiano chalet

2 bedrooms / 1 bathroom / sleeps 4

1

from £124 / night

£873 / week

Holiday apartment in Montepulciano

Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 6

29

Responds fast! avg. 1 hour 29 minutes

from £103 / night

£546 - £1,226 / week

Holiday apartment with shared pool in Valiano

Valiano apartment

1 bedroom / 1 bathroom / sleeps 4

from £154 / night

£934 / week

Apartment rental in Montepulciano with shared pool

Montepulciano apartment

2 bedrooms / 1 bathroom / sleeps 4

5

Responds fast! avg. 2 hours 48 minutes

from £88 / night

£611 / week

Holiday apartment with shared pool in Montepulciano

Montepulciano apartment

1 bedroom / 1 bathroom / sleeps 2

1

Responds fast! avg. 3 hours 29 minutes

from £55 / night

£826 / week

Valiano holiday home rental

Valiano house

1 bedroom / 2 bathrooms / sleeps 2

9

from £52 / night

£308 / week

Holiday apartment in Valiano

Valiano apartment

2 bedrooms / 1 bathroom / sleeps 5

from £206 / night

£1,129 / week

Holiday apartment in Montepulciano

Montepulciano apartment

2 bedrooms / 1 bathroom / sleeps 5

3

Responds fast! avg. 3 hours 19 minutes

from £90 / night

£1,185 / week

Apartment rental in Montepulciano with shared pool

Montepulciano apartment

2 bedrooms / 1 bathroom / sleeps 4

12

Responds fast! avg. 2 hours 48 minutes

from £88 / night

£613 / week

Holiday villa with swimming pool in Montepulciano

Montepulciano villa

5 bedrooms / 5 bathrooms / sleeps 10

from £513 / night

£3,078 / week

B&b rental in Montepulciano

Montepulciano b&b

1 bedroom / 1 bathroom / sleeps 4

from £123 / night

£860 / week

Montepulciano holiday home rental

Montepulciano house

2 bedrooms / 2 bathrooms / sleeps 4

1

from £108 / night

£755 / week

Montepulciano holiday apartment rental

Montepulciano apartment

1 bedroom / 1 bathroom / sleeps 4

5

from £80 / night

£472 / week

Apartment rental in Acquaviva di Montepulciano

Acquaviva di Montepulciano apartment

2 bedrooms / 2 bathrooms / sleeps 6

1

from £308 / night

£2,052 - £2,914 / week

Valiano holiday apartment rental

Valiano apartment

1 bedroom / 1 bathroom / sleeps 2

from £103 / night

£719 / week

Holiday apartment in Montepulciano

Montepulciano apartment

3 bedrooms / 3 bathrooms / sleeps 6

20

Responds fast! avg. 1 hour 29 minutes

from £248 / night

£1,483 / week

Holiday farmhouse in Montepulciano

Montepulciano farmhouse

3 bedrooms / 1 bathroom / sleeps 5

2

from £133 / night

£826 / week

Viewing 40 of 4,169
rentals in Montepulciano

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Montepulciano holidays

Montepulciano is a beautiful village in a hilly area of Tuscany overlooking the Valdichiana countryside. The streets here leave a lasting impression on visitors because of their old world charm and also because of their steep inclines, which can make an adventure out of an ordinary day spent exploring markets and relaxing in cafes.

These sloping streets wind amongst some unforgettable restaurants and wine cellars. They can also take you to some of the most beautiful renaissance churches in Tuscany. Head beyond the centre of town and take a hike through the rolling countryside of world famous vineyards and olive groves. At the end of the day, head back to experience the delicious cuisine that brings knowledgeable foodies to Montepulciano from all over the world and enjoy a glass of vino nobile as the sun sets.

Here are a few additional suggestions as you plan your trip:

  • Visit the Chiesa di San Biagio: This domed renaissance church with its fantastic marble alter piece lies in a valley just to the west of the Chiesa del Gesu, another impressive work of religious architecture.
  • Explore the Museo Civico: The town of Montepulciano has its own civic museum, which houses artefacts documenting its long history.
  • Explore the cantinas of Montepulciano: Tuscany is known for its wine, but Montepulciano in particular has a charming community of cantinas that offer tours through cellars packed with casks followed by a unique tasting experience.
  • Take a tour of the Azienda Agricola Canneto: This sprawling vineyard close to the Church of San Biagio produces regional vino nobile and extra virgin olive oil. Come to tour the grounds and learn more about how these precious items are produced.
  • Take an Italian cooking class: Sample the unforgettable flavours of Tuscany at the restaurants and trattorias of Montepulciano, then take a course from a skilled chef and learn how to bring these flavours home with you.
  • Visit the Formaggi Cugusi Silvana: The family that runs this artisanal pecorino cheese shop makes cheese with the milk from their own sheep that graze in the pastures of theVal d'Orcia.

You'll have no trouble finding world class dining opportunities, and you'll also have no trouble finding a holiday rental that offers luxurious views of the Tuscan countryside. Find an elegant condo downtown or a beautiful rustic villa overlooking the vineyards. While you're visiting Montepulciano, you may want to include a day trip to the beautiful town of Torrita di Siena in your plans.

Top Destination reviews

Casa Bibi Montepulciano 5 places
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 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
Holiday Apartment in the historical palace.Marina
Lovely Place to Stay!

This is a spacious and elegant apartment in an historic building. It was very clean and pleasantly decorated. The beds were comfortable with good linens; bathrooms were spacious and clean with good shower pressure. The kitchen more than adequate (we do cook, too many meals out can be boring and costly). As with several of our Italian rentals, there was no automatic coffee machine. Perhaps the only caveat was that the building’s elevator, which we were advised was “sensitive”, didn’t work for us. If climbing stairs are an issue this could be a problem, but we told ourselves the exercise was good after eating some great Italian dishes! We look forward to returning to this property.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

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