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160 Holiday homes

Filters applied: Non-Smoking property (160)

Travellers going to Montepulciano are booking September dates now. Secure your holiday home today and have the perfect trip.

1 / 8

I FUOCHI - IL NOCE - Valiano apartment sleeps 5

Montepulciano / Valiano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Child friendly ; Car advised; No pets allowed;
Apartments with living-dining area, kitchen corner and single sofa bed 2 double bedrooms,bathroom with shower.Beautiful farmhouse built with handmade 18th century bricks and surrounded by the peace andquiet of the hills around Siean, on the border of Umbria and Tuscany.  …see more

from £96 / night

£566 - £809 / week

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from £96 / night

1 / 23

Province of Siena / Montepulciano

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Beach / lakeside relaxation; Child friendly ; Ask about pets;
 …see more

from £66 / night

£457 / week

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from £66 / night

1 / 4

Montepulciano / Gracciano

4 6 Min stay varies

  • 4 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 200 km; Child friendly ; Car essential;
 …see more

from £44 / night

£305 / week

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from £44 / night

1 / 5

ARDENEX2 - Montepulciano farmhouse sleeps 2

Province of Siena / Montepulciano

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car advised;
Ardene is located in Montepulciano and due to its unexpected, innovative and welcoming accommodation facilities it is one of the most exclusive farmhouse of this area. It is a country house in ancient stone and its origins date back to the medieval times. Ardene is the  …see more

from £105 / night

£731 / week

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from £105 / night

1 / 14

Province of Siena / Montepulciano

1 3 2 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Not suitable for children; No pets allowed;
 …see more

from £74 / night

£435 / week

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from £74 / night

(2) Excellent 

1 / 16

MONTEPULCIANO OLD TOWN - Montepulciano apartment sleeps 3

Province of Siena / Montepulciano

2 3 3 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min stay
Key info: Suitable for children age 5+; No pets allowed;
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 £66 / night

£392 / week

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from £66 / night

1 / 55

Montepulciano / Valiano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

from £70 / night

£740 - £1000 / week

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from £70 / night

1 / 18

The Artist's Villa (v042) - Gracciano villa sleeps 9

Montepulciano / Gracciano

4 9 7 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car essential;
This unique villa has, on the ground floor, a large entrance hall, a large living room with kitchen, dining room and central fireplace, a double bedroom, a bedroom with french bed (which could sleep 2 people), a bathroom with a shower, a bathroom with bathtub. On the fi  …see more

from £210 / night

£1470 - £2400 / week

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from £210 / night

(5) Excellent 

1 / 20

Montorio - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Child friendly ; No pets allowed;
Montorio was built in 1300 as a convent and is located in the beautiful sopt in MOntepulciano , on the top of a private hill overlooking the church of San Biagio and the rolling hill. It is in a walking distance to the center of the town but ensure the privacy of a coun  …see more

from £114 / night

£783 / week

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from £114 / night

1 / 12

Agriturismo Terrarossa 4px - Valiano apartment sleeps 4

Montepulciano / Valiano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Ask about pets;
The Terrarossa farm holiday resort is deep in the stunning hills around Montepulciano. It is part of an ancient country estate counting 130 acrwes land, where with respect for the land and its natural balance wheat, sunflowers and, above all, the vines for Vino Nobile  …see more

from £131 / night

£522 - £774 / week

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from £131 / night

(3) Good 

1 / 5

Province of Siena / Montepulciano

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Not suitable for children; Pet friendly;
 …see more

from £53 / night

£261 / week

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from £53 / night

1 / 11

Province of Siena / Montepulciano

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Not suitable for children; Car advised; No pets allowed;
 …see more

from £61 / night

£383 / week

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from £61 / night

1 / 6

Province of Siena / Montepulciano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

from £61 / night

£383 - £670 / week

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from £61 / night

(11) Excellent 

1 / 33

Pretty 2 bedroom holiday apartment in the heart of

Province of Siena / Montepulciano

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Car not necessary; Ask about pets;
CasaMontepulciano is a flat of roughly 60 sq m (646 sq ft), located in via Cagnano 9. Restored in 2011 it is has high quality finishes and exposed beams. It consists of a large living room/kitchen, two bedrooms (one of which is a master bedroom but in the other room i  …see more

from £66 / night

£348 - £576 / week

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from £66 / night

(5) Very Good 

1 / 23

Province of Siena / Montepulciano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Ask about pets; Private garden;
 …see more

from £74 / night

£479 - £574 / week

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from £74 / night

(7) Excellent 

1 / 41

Unique, charming farmhouse in Tuscany countryside with shared outdoor pool, sleeps up to 6

Province of Siena / Montepulciano

2 6 7 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 0 km; Swimming pool; Child friendly ;
The main arched entrance leads past a utility room and downstairs bathroom into the open plan kitchen and dining room with dining table for 6 guests. The lounge has two sofa's one of which is a comfortable double sofa bed There is a wood burning stove in the lounge  …see more

from £72 / night

£500 - £890 / week

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from £72 / night

(5) Excellent 

1 / 24

Province of Siena / Montepulciano

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Child friendly ; Car advised; No pets allowed;
 …see more

from £68 / night

£397 / week

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from £68 / night

1 / 6

Province of Siena / Montepulciano

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
Key info: Swimming pool; Child friendly ; No pets allowed;
 …see more

from £61 / night

£366 - £566 / week

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from £61 / night

(1) Excellent 

1 / 13

B&B countryside- Nina room - Montepulciano b&b sleeps 2

Province of Siena / Montepulciano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Child friendly ; Car essential; Pet friendly;
The comfortable room has a private bathroom and face on the beautiful garden Our Bed and Breakfast is in a particular area of Tuscany (Italy), in Siena district and combines the quiet of the country with the closeness of interesting Interesting Places as Florence, Ro  …see more

from £74 / night

£435 / week

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from £74 / night

1 / 6

Rosa Apartment - Montepulciano apartment sleeps 2

Province of Siena / Montepulciano

1 2 4 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 4 nights min stay
Key info: Swimming pool; Child friendly ; No pets allowed;
The Terrarossa farm holiday resort is deep in the stunning hills around Montepulciano.It is part of an ancient country estate counting 130 acrwes land, where with respect for the land and its natural balance wheat, sunflowers and, above all, the vines for Vino Nobile di  …see more

from £131 / night

£653 / week

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from £131 / night

1 / 5

Province of Siena / Montepulciano

1 4 1 night min stay

  • 1 bedroom
  • Sleeps 4
  • 1 night min stay
Key info: Child friendly ; No pets allowed;
 …see more

from £105 / night

£731 / week

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from £105 / night

1 / 6

Province of Siena / Montepulciano

2 4 3 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Not suitable for children; Air conditioning; No pets allowed;
 …see more

from £109 / night

£870 / week

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from £109 / night

1 / 9

Province of Siena / Montepulciano

1 4 3 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 3 nights min stay
Key info: Not suitable for children; No pets allowed;
 …see more

from £53 / night

£305 - £609 / week

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from £53 / night

1 / 10

Agriturismo Terrarossa 2 pax - Valiano apartment sleeps 2

Montepulciano / Valiano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car not necessary;
The apartment "Rosa" (2 persons), with furniture of epoch, is composed of a stay- kitchen with read couch, a double bedroom and a bathroom with shower. In bedroom: tv sat. The Terrarossa agriturism complex is situated on one of the most beautiful and panoramic  …see more

from £83 / night

£392 - £527 / week

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from £83 / night

(7) Excellent 

1 / 26

Province of Siena / Montepulciano

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Child friendly ; Car essential; Air conditioning;
 …see more

from £69 / night

£423 - £544 / week

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from £69 / night

1 / 22

Province of Siena / Montepulciano

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 116 km; Child friendly ; Car advised;
 …see more

from £122 / night

£653 / week

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from £122 / night

(2) Excellent 

1 / 17

VILLA BIANCA - Montepulciano farmhouse sleeps 4

Province of Siena / Montepulciano

2 4 2 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Nearest beach 106 km; Child friendly ; Car not necessary;
The apartment 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 la  …see more

from £170 / night

£696 / week

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from £170 / night

(5) Very Good 

1 / 52

Province of Siena / Montepulciano

2 5 2 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Child friendly ; Car not necessary; Ask about pets;
 …see more

from £138 / night

£733 - £776 / week

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from £138 / night

1 / 26

Villa Croce - Sant'Albino villa sleeps 10

Montepulciano / Sant'Albino

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Child friendly ;
Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano. The property is situated in the heart a working farm with breathtaking views over the valley where Vino Nobile di Montepulciano is produced. The villa ha  …see more

from £237 / night

£1653 - £3131 / week

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from £237 / night

1 / 7

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Pet friendly;
 …see more

from £66 / night

£383 - £609 / week

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from £66 / night

1 / 5

Province of Siena / Montepulciano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Not suitable for children; No pets allowed; Private garden;
 …see more

from £87 / night

£414 / week

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from £87 / night

1 / 9

Province of Siena / Montepulciano

1 2 2 nights min stay

  • 1 bedroom
  • Sleeps 2
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Not suitable for children; No pets allowed;
 …see more

from £57 / night

£366 / week

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from £57 / night

1 / 7

Il Casalone Apartment Tre Laghi - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Not suitable for children; No pets allowed; Private garden;
Located in a panoramic position on a hill crest between the Val d'Orcia and Valdichiana near Montepulciano, Agriturismo Il Casalone offers a holiday unit tastefully furnished in Tuscan country style. One double bed room (king size), one bathroom and a living room w  …see more

from £53 / night

£235 - £427 / week

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from £53 / night

1 / 100

Vino Nobile - Giardino - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Child friendly ;
Located amidst the enchanting garden of the property, this independent cottage in Montepulciano affords a dining area and a living room with fireplace and double sofa bed, a kitchen with its own breakfast area, and a double bedroom with its en-suite bathroom equipped wi  …see more

from £105 / night

£653 - £853 / week

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from £105 / night

1 / 29

Province of Siena / Montepulciano

5 9 1 night min stay

  • 5 bedrooms
  • Sleeps 9
  • 1 night min stay
Key info: Swimming pool; Not suitable for children; Car advised;
 …see more

from £870 / night

£6087 / week

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from £870 / night

1 / 22

I CASALI DI TOSCANA - Montepulciano villa sleeps 10

Province of Siena / Montepulciano

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Child friendly ; Car advised; Air conditioning;
Our old farm dates back to Xv century, when it was the watermill of a noble family. Now entirely refurbished in a country very essential style it has a main house on 3 floors with 3 bedrooms and 2 kitchens and the old barn refurbished into 2 double large bedrooms wit  …see more

from £261 / night

£1827 / week

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from £261 / night

1 / 100

Vino Nobile - Fontana - Montepulciano apartment sleeps 2

Province of Siena / Montepulciano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Child friendly ;
This enchanting suite in Montepulciano affords a dining-com-living area and a kitchen corner. The bedroom has a comfortable double bed and it affords an en-suite bathroom with whirlpool shower. The design of this suite is very peculiar, since the furniture has been crea  …see more

from £87 / night

£609 - £740 / week

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from £87 / night

(1) Excellent 

1 / 18

Province of Siena / Montepulciano

2 7 1 night min stay

  • 2 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Child friendly ; Pet friendly; Private garden;
 …see more

from £57 / night

£366 - £518 / week

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from £57 / night

1 / 40

Il Molinaccio di Montepulciano 1 - Montepulciano farmhouse sleeps 2

Province of Siena / Montepulciano

1 2 1 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Child friendly ; Car essential;
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 £96 / night

£522 / week

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from £96 / night

1 / 15

35827-Apartment Montepulciano - Abbadia di Montepulciano apartment sleeps 4

Montepulciano / Abbadia di Montepulciano

2 4 7 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Child friendly ; Car not necessary;
Elegant house restored in the second half of the 1800s. It is situated in a property of approximately 12 hectares where there are olive trees and a vineyard from which an excellent Chianti wine (D.O.C.G.) and the famous Nobile di Montepulciano (D.O.C.G.) wine are made.  …see more

from £102 / night

£710 - £1050 / week

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from £102 / 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

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