Montepulciano Villas, Apartments and holiday rentals

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  • Italy
  • Tuscany
  • Province of Siena
  • Montepulciano
  • All locations
  • Abbadia di Montepulciano (6)
  • Acquaviva di Montepulciano (6)
  • Gracciano (5)
  • Sant'Albino (11)
  • Valiano (19)

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273 Holiday homes

(2) Excellent 

17

VILLA BIANCA - Montepulciano farmhouse sleeps 4

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • 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 £169 / night

£690 / week

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from £169 / night

40

Il Molinaccio di Montepulciano 1 - Montepulciano farmhouse sleeps 2

Province of Siena / Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
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 £95 / night

£518 / week

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from £95 / night

(1) Very Good 

22

Villa Poliziana San Benedetto - Montepulciano villa sleeps 7

Province of Siena / Montepulciano

3 7 1 night min

  • 3 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 180 km
  • Child friendly
  • Pet friendly
La Villa è situata poco fuori le mura, in prossimità del Tempio di San Biagio. Internamente si trovano due camere da letto, due bagni, uno spazioso e luminoso salone con divano letto, cucina e sala da pranzo. Esternamente gode di un meraviglioso panorama che da' sull  …see more

from £87 / night

£518 / week

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from £87 / night

(4) Very Good 

19

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly

 …see more

from £95 / night

£518 / week

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from £95 / night

100

Lavanda - Montepulciano villa sleeps 7

Province of Siena / Montepulciano

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Nearest beach 140 km
  • Child friendly
ExteriorVilla Lavanda, this authentic Tuscan farmhouse lies amidst the beautiful countryside surrounding the town of Montepulciano (1.5km away)- woodland, extensive vineyards, bright flowers and olive groves. Montepulciano is a town rich in culture with plenty of histor  …see more

from £161 / night

£1121 / week

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from £161 / night

(11) Excellent 

33

Pretty 2 bedroom holiday apartment in the heart of - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • 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 £65 / night

£345 - £545 / week

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from £65 / night

100

Vino Nobile - Girasole - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
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 £173 / night

£1207 - £1466 / week

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from £173 / night

(2) Very Good 

20

Holiday Resort in Montepuciano B - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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

£414 - £815 / week

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from £59 / night

83

il Molinaccio Montepulciano 3 - Montepulciano farmhouse sleeps 6

Province of Siena / Montepulciano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
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 £259 / night

£1509 / week

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from £259 / night

55

Montepulciano / Valiano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £69 / night

£733 - £819 / week

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from £69 / night

7

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £65 / night

£380 - £604 / week

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from £65 / night

24

Villa in Tuscany - Montepulciano villa sleeps 12

Province of Siena / Montepulciano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
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 £216 / night

£2113 / week

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from £216 / night

10

Agriturismo Terrarossa 2 pax - Valiano apartment sleeps 2

Montepulciano / Valiano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • 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 £82 / night

£388 - £475 / week

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from £82 / night

11

Holiday Home Casa Ciliano - Montepulciano apartment sleeps 5

Province of Siena / Montepulciano

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
Casa Ciliano is an holiday house in Montepulciano, 60 Km far from Siena, it is inside the medieval wall, nearby Porta al Prato, that is the main gate to the historical centre with its Renaissance monuments. 50M far from Casa Ciliano you can see the Etruscan inscriptions  …see more

from £69 / night

£449 - £561 / week

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from £69 / night

26

Villa Croce - Sant'Albino villa sleeps 10

Montepulciano / Sant'Albino

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • 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 £234 / night

£1638 - £3104 / week

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from £234 / night

100

Valpoliziana - Montepulciano villa sleeps 8

Province of Siena / Montepulciano

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
Exteriorthe Villa boasts an absolutely perfect position, surrounded by rolling hills covered in vineyards and olive groves as far as the eye can see- the owners of the property in fact produce their own excellent wine and olive oil. Wonderful views from the villa also e  …see more

from £475 / night

£2156 - £3233 / week

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from £475 / night

15

Agriturismo Raggio di Sole: Tuscan holiday apartment rental in stunning hillside property - Montepulciano apartment sleeps 7

Province of Siena / Montepulciano

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden
This Charming house is located in the countryside surrounding Montepulciano close to the historical centre of the town. Agriturismo Raggio di Sole has been recently restructured and it offers the hospitality of a farmhouse that provides all the comforts of a modern ho  …see more

from £74 / night

£513 / week

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from £74 / night

23

I Tigli - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
I Tigli 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 history, art, ar  …see more

from £100 / night

£647 - £854 / week

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from £100 / night

(1) Excellent 

17

Province of Siena / Montepulciano

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from £130 / night

£1035 - £1294 / week

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from £130 / night

8

Il Casalone Apartment Amiata - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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. Two double bed rooms, one bathroom and a living room with kitchen  …see more

from £95 / night

£363 - £638 / week

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from £95 / night

18

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £82 / night

£526 - £630 / week

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from £82 / night

24

La Poliziana - 6 pax + kitchen - Montepulciano apartment sleeps 8

Province of Siena / Montepulciano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
This apartment in Montepulciano hosting a maximum of 8 guests is approximately 95 sq-m and affords views of the surrounding beauty.The apartment  features a kitchen corner to try your hand at Tuscan cuisine and a lovely 3 double bedroom and 1 twin bedroom bedecked  …see more

from £284 / night

£1983 - £2587 / week

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from £284 / night

24

Montepulciano / Abbadia di Montepulciano

8 7 1 night min

  • 8 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 70 km
  • Child friendly
  • Air conditioning

 …see more

from £173 / night

£1035 / week

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from £173 / night

(1) Excellent 

100

Albino - Montepulciano villa sleeps 14

Province of Siena / Montepulciano

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
ExteriorVilla Albino is a sophisticated and at the same time relaxed villa for 14 people in Tuscany. It is conveniently located just 5km away from Montepulciano, a privileged position to explore all of central Italy. It is within easy reach of Pienza, Montalcino, Bagno,  …see more

from £395 / night

£2759 - £5345 / week

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from £395 / night

(1) Excellent 

23

Tuscan Villa Argiano 1 room ,Montepulciano, B&B - Montepulciano villa sleeps 2

Province of Siena / Montepulciano

4 2 2 nights min

  • 4 bedrooms
  • Sleeps 2
  • 2 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Ask owner if suitable for children
in Villa Argiano in Montepulciano, we have several possibilities : B&B in Argiano's villa rooms ( three ) or self catering apartments ( two + one extra room ) in farmhouse fattoriadiargiano dot it. In this beautiful Villa, were we live , at the second floor of th  …see more

from £61 / night

£423 / week

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from £61 / night

11

Nice apartment in the heart of tuscan hills - Montepulciano house sleeps 3

Province of Siena / Montepulciano

3 3 Min stay varies

  • 3 bedrooms
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This house is perfect for families or Group of friend. Located just outside Montepulciano, a delicious ancient Village well known for it's wine "Nobile di Montepulciano, you will enjoy the quiet and relax of this corner of paradise. Plenty of free parking on our 10 acre  …see more

from £78 / night

£544 / week

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from £78 / night

18

Febo Holiday - Montepulciano villa sleeps 4

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
Suite Home 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 l  …see more

from £113 / night

£604 - £690 / week

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from £113 / night

100

Nobile - Montepulciano villa sleeps 10

Province of Siena / Montepulciano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly
ExteriorVilla Nobile, a lovely farmhouse within a wine and olive oil producing estate boasts a perfect location, on a hill with panoramic views of the area, conveniently situated a few minutes drive from Montepulciano and well located to explore the wider area. Guests a  …see more

from £234 / night

£1638 - £1983 / week

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from £234 / night

(5) Excellent 

20

Montorio - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
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 £113 / night

£776 / week

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from £113 / night

(2) Excellent 

25

Province of Siena / Montepulciano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £121 / night

£776 / week

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from £121 / night

(1) Excellent 

21

Province of Siena / Montepulciano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+

 …see more

from £75 / night

£421 - £845 / week

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from £75 / night

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
  • 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 £52 / night

£233 - £449 / week

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from £52 / night

51

Podere Monti - Montepulciano villa sleeps 14

Province of Siena / Montepulciano

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly
If you're looking for elegance to go along with that rustic charm, you can now stop searching because you've come across the perfect Italian vacation rental! With stone walls and wood-beamed ceilings, this authentic self-catering accommodation in Tuscany also  …see more

from £370 / night

£2587 - £3449 / week

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from £370 / night

(6) Excellent 

22

Province of Siena / Montepulciano

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly

 …see more

from £78 / night

£457 / week

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from £78 / night

31

Il Poggiarone Montepulciano - Montepulciano villa sleeps 14

Province of Siena / Montepulciano

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Suitable for children age 5+
  • Private garden
Il Poggiarone is a splendid farmhouse with typical Tuscan architectural features, set in an extremely panoramic position and the ideal destination for those who are looking for a holiday which is a mix of art, history and nature. The beautiful villa is near the owner's  …see more

from £163 / night

£1138 - £2104 / week

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from £163 / night

20

holiday home in Montepulciano - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets
Apartment located in the Italian region of Tuscany in Montepulciano Via Iris Origo n 100 with panoramic views over the Chiana Valley just 5 minutes from the historic center, within walking distance of all amenities and the typical Tuscan restaurants. Montepulciano is th  …see more

from £74 / night

£311 - £569 / week

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from £74 / night

12

Podere Montepulciano - Montepulciano villa sleeps 10

Province of Siena / Montepulciano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Private garden
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 £418 / night

£2923 - £3785 / week

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from £418 / night

13

Casa al bosco - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“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

£664 / week

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from £95 / night

8

I FUOCHI - IL NOCE - Valiano apartment sleeps 5

Montepulciano / Valiano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
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 £95 / night

£561 / week

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from £95 / night

(1) Excellent 

13

Farmhouse Il Fienile - Montepulciano farmhouse sleeps 4

Province of Siena / Montepulciano

7 4 Min stay varies

  • 7 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets
The ancient Farmhouse is located near the stream called "The Salarco", is easily accessible from the A1 motorway and is approximately 10 Km from Valdichiana Exit for those coming from the North and about 15 Miles from Chiusi-Chianciano Terme exit for those coming from t  …see more

from £65 / night

£453 / week

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from £65 / night

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