Air conditioned apartments and villas to rent in Montepulciano

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36 Holiday homes

Filters applied: Air conditioning (36)

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

(11) Excellent 

1 / 21

charming cottage in peaceful country setting - Gracciano cottage sleeps 6

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 90 km; Swimming pool; Child friendly ;
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 £69 / night

£394 - £1761 / week

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from £69 / night

1 / 24

Montepulciano / Abbadia di Montepulciano

8 7 1 night min stay

  • 8 bedrooms
  • Sleeps 7
  • 1 night min stay
Key info: Nearest beach 70 km; Child friendly ; Car essential;
 …see more

from £171 / night

£1026 / week

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from £171 / night

1 / 29

Montepulciano / Abbadia di Montepulciano

5 10 1 night min stay

  • 5 bedrooms
  • Sleeps 10
  • 1 night min stay
Key info: Child friendly ; Air conditioning; No pets allowed;
 …see more

from £733 / night

£5129 / week

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from £733 / night

1 / 21

Villa Bacco with Pool (Max 16+4 ppl) - Valiano villa sleeps 20

Montepulciano / Valiano

8 20 7 nights min stay

  • 8 bedrooms
  • Sleeps 20
  • 7 nights min stay
Key info: Swimming pool; Ask owner if suitable for children; Air conditioning;
Villa located on top of a hill and dipped between wineyards.Due to its strategic position, in Valiano di Montepulciano, half way from Rome to Florence and on the border between Tuscany and Umbria region, it will be easy to visit the most artistic towns in the heart of I  …see more

from £611 / night

£3847 / week

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from £611 / 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

£419 - £539 / week

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from £69 / night

(3) Excellent 

1 / 35

The Notary's House - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Child friendly ; 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 £60 / night

£342 - £513 / week

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from £60 / night

1 / 9

Province of Siena / Montepulciano

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car not necessary;
 …see more

from £86 / night

£471 - £616 / week

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from £86 / 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 £107 / night

£855 / week

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from £107 / 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 £103 / night

£718 / week

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from £103 / 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 £232 / night

£1624 - £3077 / week

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from £232 / 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 £855 / night

£5983 / week

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from £855 / night

(41) Excellent 

1 / 21

La Casina Toscana, central with parking and wi-fi - Montepulciano cottage sleeps 5

Province of Siena / Montepulciano

3 5 3 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Nearest beach 158 km; Child friendly ; 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 £60 / night

£342 - £599 / week

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from £60 / 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 - £803 / week

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from £102 / night

1 / 28

Villa San Biagio - Montepulciano villa sleeps 16

Province of Siena / Montepulciano

7 16 7 nights min stay

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Child friendly ;
Villa San Biagio is situated close to the hilltop town of Montepulciano renowned for its historical importance and for its wine Nobile. This magnificent country house is one of the most exclusive and stunning farmhouses in the area. The restoration works carefully prese  …see more

from £535 / night

£3740 - £5877 / week

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from £535 / night

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Holiday Resort in Montepulciano M - Montepulciano apartment sleeps 2

Province of Siena / Montepulciano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Child friendly ; 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. Nearest village, Acquaviva, is ca. 1.5km away, where one can find shops, a supermarket and restaurants. The property consists  …see more

from £48 / night

£330 - £689 / week

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from £48 / night

1 / 13

Casa al bosco - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Swimming pool; Child friendly ; Car essential;
“Casa al bosco” is an 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  …see more

from £95 / night

£659 - £770 / week

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from £95 / night

(1) Excellent 

1 / 20

Holiday Resort in Montepuciano B - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

1 4 4 nights min stay

  • 1 bedroom
  • Sleeps 4
  • 4 nights min stay
Key info: Swimming pool; Child friendly ; 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. Nearest village, Acquaviva, is ca. 1.5km away, where one can find shops, a supermarket and restaurants. The property consists  …see more

from £59 / night

£411 - £808 / week

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from £59 / night

(2) Excellent 

1 / 25

Province of Siena / Montepulciano

2 4 3 nights min stay

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

from £120 / night

£770 / week

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from £120 / 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 £257 / night

£1795 / week

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from £257 / night

1 / 45

Province of Siena / Montepulciano

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Child friendly ;
 …see more

from £616 / night

£2351 / week

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from £616 / night

1 / 100

Petit Verdot - Montepulciano villa sleeps 10

Province of Siena / Montepulciano

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 100 km; Swimming pool; Child friendly ;
ExteriorsOriginally built in the 17th century rural Tuscany, the Villa has been restored without altering its original architecture. Siena's typical ocher colors dominate the villa's stone walls and diffuse a welcoming glow on the light blue of the infinity pool. All ar  …see more

from £428 / night

£2992 - £3334 / week

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from £428 / night

1 / 34

Podere Sant' Albino - Sant'Albino villa sleeps 14

Montepulciano / Sant'Albino

7 14 7 nights min stay

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Child friendly ;
Podere Sant'Albino is a 16th century farmhouse built on Roman foundations, nestled between woods and olive groves. It has been turned into a residence of refined charm that retains an atmosphere of informal welcome. The landscape and environment of Montepulciano are amo  …see more

from £367 / night

£2565 - £5300 / week

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from £367 / night

1 / 10

Province of Siena / Montepulciano

13 27 2 nights min stay

  • 13 bedrooms
  • Sleeps 27
  • 2 nights min stay
Key info: Swimming pool; Not suitable for children; Air conditioning;
 …see more

from £112 / night

£642 / week

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from £112 / night

1 / 27

Agriturismo Ardene - Montepulciano villa sleeps 14

Province of Siena / Montepulciano

7 14 Min 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 £580 / night

£4058 - £6216 / week

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from £580 / night

(1) Excellent 

1 / 29

Province of Siena / Montepulciano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Child friendly ; Air conditioning; Pet friendly;
 …see more

from £231 / night

£1197 - £1881 / week

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from £231 / night

(1) Very Good 

1 / 36

POLICIANO Suite, 90 sq mt - La Casa delle Querce - Acquaviva di Montepulciano farmhouse sleeps 6

Montepulciano / Acquaviva di Montepulciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 120 km; Swimming pool; Child friendly ;
The POLICIANO Suite is the largest apartment of La Casa delle Querce with its 90 sq meters. It comprises of a very spacious living dining-room, an ample cooking area, two bedrooms and two bathrooms each with shower. In the bedrooms there is air conditioning. One bedroom  …see more

from £120 / night

£718 - £1112 / week

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from £120 / night

(1) Excellent 

1 / 17

Holiday Resort in Montepulciano T - Montepulciano apartment sleeps 5

Province of Siena / Montepulciano

2 5 4 nights min stay

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min stay
Key info: Swimming pool; Child friendly ; 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. Nearestt village, Acquaviva, is ca. 1.5km away, where one can find shops, a supermarket and restaurants. The property consists  …see more

from £73 / night

£488 - £988 / week

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from £73 / night

(2) Very Good 

1 / 24

Pietra del Diavolo - Montepulciano farmhouse sleeps 10

Province of Siena / Montepulciano

5 10 7 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 200 km; Swimming pool; Child friendly ;
Villa Pietra del Diavolo, recently restored, is situated in one of the most beautiful and panoramic hill around Montepulciano.“Pietra del Diavolo” is named after a stone composed of tufa layers particularly common in the local area.The property is situated in the he  …see more

from £232 / night

£1624 - £1966 / week

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from £232 / night

1 / 12

Podere Montepulciano - Montepulciano villa sleeps 10

Province of Siena / Montepulciano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Not suitable for children; Air conditioning;
Podere Montepulciano sits on a hill just ten minutes drive away from captivating Renaissance town Pienza. The villa overlooks the striking scenery of the Orcia Valley, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in  …see more

from £414 / night

£2898 - £4265 / week

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from £414 / night

1 / 26

Independent villa in a best part of Tuscany - Montepulciano villa sleeps 10

Province of Siena / Montepulciano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
On the ground floor to welcome the guests and for their use is a lounge with an open fireplace and a well equipped kitchen which leads to an external gazebo for dining al fresco and to enjoy cool evenings out in the open. Situated on the same level of the lounge and ope  …see more

from £428 / night

£1624 - £2565 / week

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from £428 / night

1 / 20

Borgo 7 Tigli #5 - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Borgo 7 Tigli #5 is a splendid apartment with two bedrooms and one bathroom which is part of a property with a total of 6 apartments sharing a pool. Located in the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its histor  …see more

from £86 / night

£556 - £761 / week

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from £86 / night

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Borgo 7 Tigli #3 - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Borgo 7 Tigli #3 is a splendid apartment with two bedrooms and two bathrooms which is part of a property with a total of 6 apartments sharing a pool. Located in the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its histo  …see more

from £99 / night

£642 - £847 / week

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from £99 / night

1 / 22

Borgo 7 Tigli #2 - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Child friendly ; Air conditioning;
Borgo 7 Tigli #2 is a splendid apartment with three bedrooms and two bathrooms which is part of a property with a total of 6 apartments sharing a pool. Located in the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its his  …see more

from £99 / night

£642 - £847 / week

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from £99 / night

1 / 34

Tuscany Villa PODERE MONTI - Montepulciano villa sleeps 19

Province of Siena / Montepulciano

7 19 Min stay varies

  • 7 bedrooms
  • Sleeps 19
  • Min stay varies
Key info: Child friendly ; Car advised; Air conditioning;
Podere Monti is a 16th century farmhouse nestled between woods and olive groves. It has been turned into a residence of refined charm that retains its atmosphere of informal welcome. The guest rooms are few but exquisitely furnished; each one has its own unique charac  …see more

from £471 / night

£2736 - £5300 / week

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from £471 / night

1 / 8

Province of Siena / Montepulciano

4 9 1 night min stay

  • 4 bedrooms
  • Sleeps 9
  • 1 night min stay
Key info: Ask owner if suitable for children; Car advised; Air conditioning;
 …see more

from £727 / night

£4701 / week

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from £727 / night

1 / 17

Villa Pietra del Diavolo - Montepulciano villa sleeps 10

Province of Siena / Montepulciano

5 10 3 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Swimming pool; Child friendly ; Car advised;
Villa Pietra del Diavolo, recently renovated, is located on one of the most panoramic hills around Montepulciano. Its name comes from the place where it was built on a base that is very rocky and mainly composed of layers of tuffThe farm is located in the heart of the F  …see more

from £684 / night

£3419 / week

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from £684 / 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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