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47 Holiday homes

Filters applied: City breaks (47)

22

Province of Siena / Montepulciano

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 116 km
  • Child friendly
  • Ask about pets

 …see more

from £121 / night

£647 / week

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from £121 / night

(43) Excellent 

21

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

Province of Siena / Montepulciano

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 158 km
  • Child friendly
  • Air conditioning
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 £61 / night

£345 - £604 / week

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from £61 / night

21

Lovely room in farmhouse in Montepulciano - Acquaviva di Montepulciano b&b sleeps 2

Montepulciano / Acquaviva di Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
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 . bikes tour, spa nearby, It  …see more

from £48 / night

£332 / week

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from £48 / night

(7) Excellent 

33

Lovely 2 bedroom holiday apartment in Tuscany - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
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 £61 / night

£457 - £587 / week

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from £61 / night

(1) Excellent 

29

Province of Siena / Montepulciano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £233 / night

£1207 - £1897 / week

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from £233 / night

(18) Excellent 

24

The Beautiful Sun Apartment - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 170 km
  • Child friendly
  • 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 £103 / night

£603 - £1051 / week

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from £103 / night

(8) Excellent 

41

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

Province of Siena / Montepulciano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • 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 - £775 / week

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from £72 / night

(6) Very Good 

45

Province of Siena / Montepulciano

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets

 …see more

from £74 / night

£475 - £518 / week

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from £74 / night

(9) Very Good 

6

Montepulciano / Valiano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Pet friendly

 …see more

from £44 / night

£302 / week

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from £44 / night

(3) Excellent 

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
  • 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 £61 / night

£345 - £518 / week

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from £61 / night

(3) Good 

5

Province of Siena / Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Pet friendly

 …see more

from £52 / night

£259 / week

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from £52 / night

(7) Very Good 

52

Province of Siena / Montepulciano

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from £138 / night

£733 - £776 / week

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from £138 / night

(5) Excellent 

24

Province of Siena / Montepulciano

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly

 …see more

from £68 / night

£397 / week

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from £68 / night

(4) Very Good 

24

Great place for a Tuscan family holiday, 2 bedroom countryside apartments with shared pool - Montepulciano apartment sleeps 4

Province of Siena / Montepulciano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Tenuta di Argiano a Montepulciano Please ask always AVAILABILITY , we will find in one of our structures the ideal place for your holiday. CAR IS NECESSARY WE ARE IN THE MIDDLE OF COUNTRYSIDE, SURROUNDED BY NATURE. The beautiful apartment FIASCO (60square Mt) , FOR  …see more

from £61 / night

£423 / week

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from £61 / night

(8) Excellent 

26

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

 …see more

from £69 / night

£423 - £544 / week

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from £69 / night

(9) Excellent 

25

The Little Arch of Memory - Montepulciano apartment sleeps 2

Province of Siena / Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
The Little Arch of Memory is a cute first floor apartment placed in the core of Montepulciano and at few steps from the main square, the old theater and the old main street, but yet in a parallel and quiet street. This 45 sq.mt. apartment is full of old history and my f  …see more

from £77 / night

£362 - £457 / week

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from £77 / night

(1) Very Good 

49

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from £130 / night

£604 / week

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from £130 / 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

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

(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

(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

(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

(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

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

11

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets

 …see more

from £31 / night

£212 / week

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from £31 / night

(15) Very Good 

97

7 bedroom Tuscan farmhouse near rennaissance town of Montepulciano, features include jacuzzi, private garden and pool - Montepulciano farmhouse sleeps 16

Province of Siena / Montepulciano

7 16 1 night min

  • 7 bedrooms
  • Sleeps 16
  • 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 £518 / night

£3018 / week

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from £518 / night

(1) Excellent 

37

AIA - 60 sq mt - La casa delle Querce - Acquaviva di Montepulciano farmhouse sleeps 5

Montepulciano / Acquaviva di Montepulciano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
L'AIA it's a homy apartment of 60 sq mt. Climbing few doorsteps you enter the living-dining room embellished by brick walls,wooden beamed ceilings and local terracotta tiled floors. In the living-dining room there is a dining table, a sofa, some rustic Tuscan furniture,  …see more

from £87 / night

£518 - £906 / week

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from £87 / night

43

Province of Siena / Montepulciano

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly
  • Ask about pets

 …see more

from £151 / night

£949 / week

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from £151 / night

45

Province of Siena / Montepulciano

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

 …see more

from £621 / night

£2371 / week

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from £621 / night

(8) Very Good 

11

Belguardo - Montepulciano apartment sleeps 6

Province of Siena / Montepulciano

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Child friendly
  • Ask about pets
The large apartment (116 sqm) is situated in the historical centre of Montepulciano. It is situated on the first floor of a historical building whose entrance opens onto the main street, a few steps from the most important archway (Porta al Prato) leading to the art tow  …see more

from £61 / night

£414 - £1018 / week

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from £61 / night

(5) Very Good 

23

Province of Siena / Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £74 / night

£475 / week

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from £74 / night

(3) Very Good 

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
  • 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 £121 / night

£725 - £1121 / week

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from £121 / night

(1) Excellent 

19

Province of Siena / Montepulciano

6 12 1 night min

  • 6 bedrooms
  • Sleeps 12
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £120690 / night

£844828 / week

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from £120690 / night

14

Province of Siena / Montepulciano

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min

 …see more

from £776 / night

£3966 / week

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from £776 / night

5

ARDENEX2 - Montepulciano farmhouse sleeps 2

Province of Siena / Montepulciano

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 £104 / night

£725 / week

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from £104 / night

6

Province of Siena / Montepulciano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden

 …see more

from £74 / night

£432 / week

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from £74 / night

27

Agriturismo Ardene - Montepulciano villa sleeps 14

Province of Siena / Montepulciano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • 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 £585 / night

£4093 - £5399 / week

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from £585 / night

13

COSY NEST IN MONTEPULCIANO AREA - Valiano chalet sleeps 4

Montepulciano / Valiano

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Apartment with living-dining area, kitchen corner , 2 double bedroom , bathroom with shower. TV SAT, iron and iron board, freezer, oven, high chair.Beautiful farmhouse built with handmade 18th century bricks and surrounded by the peace and quiet of the hills around Siea  …see more

from £104 / night

£733 / week

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from £104 / night

(3) Excellent 

37

IL POGGINO - 45 sq mt - La Casa delle Querce - Acquaviva di Montepulciano farmhouse sleeps 4

Montepulciano / Acquaviva di Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
IL POGGINO is a nice cosy apartment of 45 sq mt. You enter the living dining-room, embellished by a brick wall, where is a cooking area, a dining table with four chairs, two sofa, satellite TV, telephone. The kitchen is fully equipped with fridge, fail-safe gas stove, o  …see more

from £69 / night

£414 - £923 / week

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from £69 / night

12

Val di Chiana Farmhouse - Montepulciano farmhouse sleeps 20

Province of Siena / Montepulciano

9 20 4 nights min

  • 9 bedrooms
  • Sleeps 20
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Between the hills of Val di Chiana and the Val d'Orcia lying, while not far away from Umbria and Lake Trasimeno. It is a good starting point for trips to Montepulciano, Cortona, Montalcino, Chianciano (spa), Siena, Arezzo and Perugia. Montepulciano is not only famo  …see more

from £690 / night

£3535 / week

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from £690 / night

Top Destination reviews

Luxury 4 bed house with views over Montepulciano
Amazing Location and Hospitality

We enjoyed a very relaxing week at La Casina with two other couples in July 2016. The villa is very spacious, well appointed and comfortable, and the kitchen is well equipped. La Casina has a commanding view of the surrounding vineyards and olive g … 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
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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