Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

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

All filters

Filters

274 Holiday homes

Apartment rental in Bivio di San Biagio

Bivio di San Biagio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £98 / night

£681 / week

1 / 24

Holiday apartment in Bivio di San Biagio

Bivio di San Biagio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £103 / night

£720 / week

1 / 23

Apartment rental in Bivio di San Biagio

Bivio di San Biagio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £68 / night

£473 / week

1 / 20

Holiday apartment in Bivio di San Biagio

Bivio di San Biagio apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from £72 / night

£501 / week

1 / 26

Abbadia di Montepulciano holiday home rental

Abbadia di Montepulciano house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

from £247 / night

£1,727 / week

1 / 30

Bivio di San Biagio holiday villa rental

Bivio di San Biagio villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £288 / night

£2,014 / week

1 / 30

Holiday apartment in Bivio di San Biagio

Bivio di San Biagio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £182 / night

£1,271 / week

1 / 25

Bivio di San Biagio holiday apartment rental

Bivio di San Biagio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £225 / night

£1,569 / week

1 / 24

Bivio di San Biagio ski home to rent.

Bivio di San Biagio house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

from £191 / night

£1,333 / week

1 / 30

Apartment rental in Bivio di San Biagio

Bivio di San Biagio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £182 / night

£1,271 / week

1 / 30

Holiday villa in Bivio di San Biagio

Bivio di San Biagio villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £780 / night

£5,455 / week

1 / 30

Apartment rental in Bivio di San Biagio

Bivio di San Biagio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £109 / night

£760 / week

1 / 23

Bivio di San Biagio holiday home rental

Bivio di San Biagio house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 6

from £143 / night

£996 / week

1 / 24

Holiday home in Bivio di San Biagio

Bivio di San Biagio house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £75 / night

£523 / week

1 / 30

Bivio di San Biagio holiday apartment rental

Bivio di San Biagio apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £287 / night

£2,008 / week

1 / 30

Holiday home in Bivio di San Biagio

Bivio di San Biagio house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £185 / night

£1,294 / week

1 / 11

Villa rental in Bivio di San Biagio

Bivio di San Biagio villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £412 / night

£2,880 / week

1 / 27

Holiday home in Abbadia di Montepulciano

Abbadia di Montepulciano house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £106 / night

£743 / week

1 / 23

Holiday apartment accommodation

Cervognano apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £150 / night

£1,046 / week

1 / 25

Holiday villa in Stabbiano

Stabbiano villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 13

from £388 / night

£2,716 / week

1 / 30

Holiday villa rental

Bivio di San Biagio villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £505 / night

£3,532 / week

1 / 30

Holiday home in Bivio di San Biagio

Bivio di San Biagio house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £135 / night

£939 / week

1 / 6

Holiday apartment in Bivio di San Biagio

Bivio di San Biagio apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £305 / night

£2,132 / week

1 / 30

Holiday home in Cervognano

Cervognano house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £82 / night

£574 / week

1 / 29

Villa rental in Bivio di San Biagio

Bivio di San Biagio villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £278 / night

£1,946 / week

1 / 30

Apartment rental in Bivio di San Biagio

Bivio di San Biagio apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £98 / night

£686 / week

1 / 30

Holiday apartment in Bivio di San Biagio

Bivio di San Biagio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £423 / night

£2,958 / week

1 / 28

Holiday home in Stabbiano

Stabbiano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £177 / night

£1,238 / week

1 / 30

Holiday apartment in Bivio di San Biagio

Bivio di San Biagio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £88 / night

£613 / week

1 / 30

Holiday apartment in Bivio di San Biagio

Bivio di San Biagio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £103 / night

£720 / week

1 / 15

Holiday apartment in Cervognano

Cervognano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £65 / night

£450 / week

1 / 18

Holiday apartment in Bivio di San Biagio

Bivio di San Biagio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £253 / night

£1,766 / week

1 / 30

Holiday home in Abbadia di Montepulciano

Abbadia di Montepulciano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £76 / night

£529 / week

1 / 22

Holiday apartment rental

Bivio di San Biagio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £118 / night

£821 / week

1 / 11

Holiday home in Bivio di San Biagio

Bivio di San Biagio house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

from £339 / night

£2,368 / week

1 / 10

Holiday home in Bivio di San Biagio

Bivio di San Biagio house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £186 / night

£1,299 / week

1 / 30

Holiday apartment in Bivio di San Biagio

Bivio di San Biagio apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

from £453 / night

£3,166 / week

1 / 21

Bivio di San Biagio holiday home rental

Bivio di San Biagio house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £444 / night

£3,104 / week

1 / 30

Holiday apartment rental

Bivio di San Biagio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £261 / night

£1,828 / week

1 / 26

Holiday home rental

Stabbiano house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £135 / night

£939 / week

1 / 30

×

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.

Also consider