Long term rentals Montepulciano | Holiday Lettings

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Location

  • Italy
  • Tuscany
  • Province of Siena
  • Montepulciano

Location

  • All locations
  • Abbadia di Montepulciano (6)
  • Acquaviva di Montepulciano (7)
  • Gracciano (5)
  • Sant'Albino (8)
  • Valiano (18)

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291 Holiday homes

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

(5) Excellent 

1 / 52

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 52 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min stay
Key info: Great for children of all ages ; Car not necessary; Some pets are welcome - please contact the owner;
 …see more

from £117 / night

£667 - £750 / week

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from £117 / night

(2) Excellent 

1 / 52

Tuscany / Province of Siena / Montepulciano

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £264 / night

£1842 - £2834 / week

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from £264 / night

(11) Excellent 

1 / 21

charming cottage in peaceful country setting

Tuscany / Province of Siena / Montepulciano / Gracciano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
The cottage is opposite the owner's house and consists of two double bedrooms, two bathrooms and a large living room with cooking area. The living area opens onto a patio and pergola and the downstairs bedroom also opens onto a small patio. There is access for the disa  …see more

from £67 / night

£384 - £1717 / week

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from £67 / night

(41) Excellent 

1 / 21

La Casina Toscana, central with parking and wi-fi

Tuscany / Province of Siena / Montepulciano

3 bedroomsSleeps 53 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Nearest beach 158 km; Great for children of all ages ; Car advised;
Placed in the countryside of Montepulciano, near the most important historical towns such as Pienza, Montalcino and Bagno Vignoni, the Casina Toscana is a historical residence of the nineteenth century, which allows guests to enjoy the tranquility and relaxation that th  …see more

from £59 / night

£334 - £584 / week

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from £59 / night

1 / 15

35827-Apartment Montepulciano - Abbadia di Montepulciano apartment sleeps 4

Tuscany / Province of Siena / Montepulciano / Abbadia di Montepulciano

2 bedroomsSleeps 47 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; 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

1 / 21

Lovely room in farmhouse in Montepulciano

Tuscany / Province of Siena / Montepulciano / Acquaviva di Montepulciano

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
Tenuta di Argiano a Montepulciano, located near MONTEPULCIANO, is surrounded by vineyards growing grapes for the famous local wines, Vino Nobile di Montepulciano and Rosso di Montepulciano, and is peaceful and quite. swimming pool and wifi . La Giara (35 m2) studio  …see more

from £59 / night

£0 / week

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from £59 / night

(18) Excellent 

1 / 24

The Beautiful Sun Apartment - Montepulciano apartment sleeps 6

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 61 night min stay

  • 2 bedrooms
  • Sleeps 6
  • 1 night min stay
Key info: Nearest beach 170 km; Great for children of all ages ; Car not necessary;
This spacious and modern apartment (140sq.mt.) offers a pleasant, shining, fresh and convenient permanence in the core of Tuscany. It has two large bed rooms (25 sq.mt.), two large living rooms whose one with a new and fully equipped kitchen (dish washer machine include  …see more

from £100 / night

£583 - £1016 / week

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from £100 / night

(2) Excellent 

1 / 48

Tuscany / Province of Siena / Montepulciano

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £286 / night

£2000 - £3125 / week

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from £286 / night

(3) Excellent 

1 / 35

The Notary's House - Montepulciano apartment sleeps 6

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Car not necessary; Air conditioning;
Small charming flat, old residence of householder's great-grandfather, Notary in Montepulciano. Recently wholly restructured, very quiet, in a very beautiful position: in the centre of town, but facing the walls of the city, in a dominant position.Two nice bedrooms, sma  …see more

from £59 / night

£334 - £500 / week

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from £59 / night

1 / 24

Villa Croce - Sant'Albino villa sleeps 10

Tuscany / Province of Siena / Montepulciano / Sant'Albino

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Great for children of all ages ;
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 £227 / night

£1584 - £3000 / week

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from £227 / night

(25) Excellent 

1 / 103

Tuscany / Province of Siena / Montepulciano

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 15 km; Swimming pool;
 …see more

from £417 / night

£2000 - £3959 / week

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from £417 / night

1 / 17

Holiday Resort in Montepulciano M - Montepulciano apartment sleeps 2

Tuscany / Province of Siena / Montepulciano

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
These beautiful holiday accommodations are located in a quiet area just 7km from Montepulciano, a splendid medieval town of the Val di Chiana. Next village, Acquaviva is ca. 1.5km away, where one can find shops, a supermarket and restaurants. The property consists of 2  …see more

from £46 / night

£321 - £671 / week

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from £46 / night

1 / 38

Tuscany / Province of Siena / Montepulciano

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Great for children of all ages ; No pets allowed; Private garden;
 …see more

from £163 / night

£1137 - £1561 / week

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from £163 / night

1 / 36

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Great for children of all ages ; Car not necessary; Air conditioning;
 …see more

from £59 / night

£334 - £500 / week

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from £59 / night

1 / 40

Il Molinaccio di Montepulciano 1 - Montepulciano farmhouse sleeps 2

Tuscany / Province of Siena / Montepulciano

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; 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 £92 / night

£500 / week

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from £92 / night

1 / 40

Tuscany / Province of Siena / Montepulciano

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £219 / night

£1530 - £2605 / week

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from £219 / night

(6) Excellent 

1 / 33

Lovely 2 bedroom holiday apartment in Tuscany

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
The apartment Tino is 55 Square meters and accommodates up to 4 people. First floor is composed of sitting/dining room with cooking area (dishwasher) and fireplace, 2 bedrooms, 1 bathroom with shower. sofabed for one people in living room for a child. In the garden ,  …see more

from £63 / night

£0 / week

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from £63 / night

1 / 36

Tuscany / Province of Siena / Montepulciano / Acquaviva di Montepulciano

5 bedroomsSleeps 127 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £314 / night

£2196 - £3488 / week

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from £314 / night

1 / 24

Villa in Tuscany - Montepulciano villa sleeps 12

Tuscany / Province of Siena / Montepulciano

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
The Poggio Golo holiday villa has been restored to its original splendour after long and careful renovation, giving you the possibility to savor the atmosphere of a holiday from past times in an old 17th century villa with original furniture and accessories. The well-tr  …see more

from £209 / night

£2042 - £3500 / week

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from £209 / night

(7) Excellent 

1 / 41

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

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 0 km; Swimming pool; Great for children of all ages ;
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

(14) Very Good 

1 / 28

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 185 km; Swimming pool; Great for children of all ages ;
 …see more

from £96 / night

£625 - £825 / week

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from £96 / night

1 / 20

Tuscany / Province of Siena / Montepulciano

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; Air conditioning;
 …see more

from £310 / night

£1581 - £2835 / week

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from £310 / night

1 / 27

Agriturismo Ardene - Montepulciano villa sleeps 14

Tuscany / Province of Siena / Montepulciano

7 bedroomsSleeps 14Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 100 km; Swimming pool;
Villa Ardene provides its guests with high level services in a magical, peaceful and unforgettable atmosphere. All the suites and apartments are equipped with whirlpool bath, air conditioning, satellite TV, internet connection.The interior space in “arte povera” has  …see more

from £565 / night

£3956 - £6060 / week

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from £565 / night

(8) Very Good 

1 / 28

Tuscany / Province of Siena / Montepulciano

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 185 km; Swimming pool; Great for children of all ages ;
 …see more

from £96 / night

£625 - £825 / week

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from £96 / night

(6) Very Good 

1 / 45

Tuscany / Province of Siena / Montepulciano

3 bedroomsSleeps 5Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Great for children of all ages ; Car advised; Some pets are welcome - please contact the owner;
 …see more

from £67 / night

£442 - £500 / week

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from £67 / night

(11) Excellent 

1 / 23

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Nearest beach 185 km; Swimming pool; Great for children of all ages ;
 …see more

from £84 / night

£542 - £742 / week

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from £84 / night

1 / 24

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
Key info: Great for children of all ages ; Pets welcome;
 …see more

from £84 / night

£500 - £892 / week

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from £84 / night

1 / 24

Tuscany / Province of Siena / Montepulciano / Abbadia di Montepulciano

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 201 km; Swimming pool; Great for children of all ages ;
 …see more

from £161 / night

£1125 - £2042 / week

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from £161 / night

(2) Excellent 

1 / 16

MONTEPULCIANO OLD TOWN - Montepulciano apartment sleeps 3

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 33 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 £63 / night

£375 / week

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from £63 / night

1 / 34

Tuscany / Province of Siena / Montepulciano

7 bedroomsSleeps 14Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Swimming pool; Suitable for children age 5+; No pets allowed;
 …see more

from £381 / night

£2666 - £5000 / week

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from £381 / night

1 / 100

Vino Nobile - Fontana - Montepulciano apartment sleeps 2

Tuscany / Province of Siena / Montepulciano

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
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 £84 / night

£584 - £750 / week

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from £84 / night

(1) Excellent 

1 / 29

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Beach / lakeside relaxation; Great for children of all ages ; Car essential;
 …see more

from £98 / night

£613 - £776 / week

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from £98 / night

1 / 15

Tuscany / Province of Siena / Montepulciano / Valiano

5 bedroomsSleeps 97 nights min stay

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Suitable for children age 5+; No pets allowed;
 …see more

from £335 / night

£2340 - £3832 / week

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from £335 / night

1 / 18

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

Tuscany / Province of Siena / Montepulciano / Gracciano

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; 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 £202 / night

£1409 - £2300 / week

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from £202 / night

1 / 6

Tuscany / Province of Siena / Montepulciano

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Great for children of all ages ; Pets welcome;
 …see more

from £59 / night

£400 / week

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from £59 / night

1 / 100

Vino Nobile - Girasole - Montepulciano apartment sleeps 6

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
This is a large stone cottage with wonderful views over the Tuscan countryside and the swimming pool of the property. It affords a dining area and a living room with fireplace and double sofa bed, a kitchen area and two double bedrooms with their en-suite bathrooms (one  …see more

from £167 / night

£1167 - £1659 / week

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from £167 / night

(21) Excellent 

1 / 38

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Car advised; Pets welcome;
 …see more

from £75 / night

£417 - £575 / week

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from £75 / night

1 / 17

Tuscany / Province of Siena / Montepulciano

4 bedroomsSleeps 77 nights min stay

  • 4 bedrooms
  • Sleeps 7
  • 7 nights min stay
Key info: Ask owner if suitable for children; Some pets are welcome - please contact the owner;
 …see more

from £282 / night

£1972 - £3121 / week

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from £282 / night

(7) Excellent 

1 / 26

Tuscany / Province of Siena / Montepulciano

2 bedroomsSleeps 42 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Car essential; Air conditioning;
 …see more

from £67 / night

£409 - £525 / week

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from £67 / night

1 / 58

Tuscany / Province of Siena / Montepulciano

7 bedroomsSleeps 147 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
 …see more

from £542 / night

£3792 - £5959 / week

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from £542 / night

Top Destination reviews

The Grifo Apartment
Perfect!!

The apartment is spacious and clean. It's inside the historical center and it's perfect to visit it. We had a quiet stay . … 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 thoughtf … see more
CasaMontepulciano Into the sunset
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 comfortably held … 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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