Montepulciano Villas, Apartments and holiday rentals

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Montepulciano

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284 Holiday homes

10

Valiano holiday apartment rental

Montepulciano / Valiano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
Guests will find inspiring spaces for reading and relaxing, a beautiful swimming pool, a panoramic terrace, solarium, barbeque and a bread-oven with covered area.Guests can purchase Vino Nobile di Montepulciano and Extra Virgin Olive Oil from the farm  …see more

from £80 / night

£379 - £505 / week

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from £80 / night

15

Holiday apartment in Montepulciano

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 £72 / night

£501 / week

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from £72 / night

(2) Excellent 

17

Holiday farmhouse in Montepulciano

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 charmin  …see more

from £164 / night

£673 / week

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from £164 / night

12

Apartment rental in Valiano with swimming pool

Montepulciano / Valiano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
It's composed from a stay- kitchen with read couch and fire place, two double bedrooms and a big bath with double console and Jacuzzi. In the stay-kitchen: tv sat.Guests can purchase Vino Nobile di Montepulciano and Extra Virgin Olive Oil from the farm  …see more

from £127 / night

£631 - £799 / week

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from £127 / night

(5) Very Good 

19

Province of Siena / Montepulciano

2 4 2 nights min

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

 …see more

from £93 / night

£505 / week

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from £93 / night

8

Apartment rental in Montepulciano

Province of Siena / Montepulciano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Private garden
We have magnificent views, over the Val d'Orcia, Pienza, Montalcino, the Val Di Chiana Valley with its three lakes (Trasimeno, Chiusi and Montepulciano). Montepulciano is only 4 km far from here. You can easily reach the most famous cities of Tuscany and UmbriaWi-f  …see more

from £93 / night

£353 - £622 / week

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from £93 / night

(1) Excellent 

29

Province of Siena / Montepulciano

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £227 / night

£1261 - £1849 / week

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from £227 / night

(2) Excellent 

63

Villa rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
Villa Bossona is an impressive villa which dates back to the eighteenth century. Ideal for quiet and relaxing holidays it is located in the sweet Montepulciano hills few minutes from the town. A small church with an enchanting bell tower is preserved in its original for  …see more

from £505 / night

£3278 - £3614 / week

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from £505 / night

32

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
it is the ideal place if you are looking to relax, private pool, and beautiful view.  …see more

from £127 / night

£883 - £1589 / week

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from £127 / night

34

Holiday villa in Montepulciano

Province of Siena / Montepulciano

7 19 Min stay varies

  • 7 bedrooms
  • Sleeps 19
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly
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 £463 / night

£2690 - £5211 / week

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from £463 / night

(1) Excellent 

14

Province of Siena / Montepulciano

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets

 …see more

from £127 / night

£1009 - £1261 / week

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from £127 / night

27

Montepulciano holiday villa rental

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 pover  …see more

from £541 / night

£3782 - £6589 / week

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from £541 / night

14

Province of Siena / Montepulciano

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

 …see more

from £64 / night

£421 - £496 / week

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from £64 / night

(1) Very Good 

18

B&b letting in Montepulciano with shared pool

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“nice place, nice people” Living for a bit in an old fashioned atmosphere. It is a confortable and friendly place to stay with your family , friends or alone both relaxing in a wonderful Tuscany landscape and travelling around to explore Reinassance  …see more

from £30 / night

£34 - £740 / week

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from £30 / night

20

Holiday apartment rental

Province of Siena / Montepulciano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Ask about pets
The apartment is easily reached from the A1 motorway at Chiusi-Chianciano Terme, or the A1 motorway exit Valdichiana  …see more

from £72 / night

£303 - £543 / week

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from £72 / night

18

Montepulciano holiday villa rental

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 £110 / night

£589 - £673 / week

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from £110 / night

21

Province of Siena / Montepulciano

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly

 …see more

from £68 / night

£437 - £664 / week

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from £68 / night

(1) Excellent 

100

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Nearest beach 180 km
  • Swimming pool
  • Child friendly
Villa Albina is a sophisticated villa in Tuscany, located only 5km from Montepulciano. It has been carefully restored and features 7 large suites and bedrooms with private bathrooms, and lovely reception rooms, all set within an agricultural estate.  …see more

from £385 / night

£2690 - £5211 / week

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from £385 / night

(1) Excellent 

13

Holiday b&b in Montepulciano

Province of Siena / Montepulciano

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Pet friendly
A perfect place from which to make day trips or relax in the many seating areas around the garden. Our one-of-a-kind breakfast is served on china with linens and include mouthwatering tarts, c  …see more

from £72 / night

£421 / week

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from £72 / night

(1) Excellent 

37

Farmhouse rental in Acquaviva di Montepulciano with shared pool

Montepulciano / Acquaviva di Montepulciano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
FREE: wi-fi, parking, central heating, final cleaning, mountain bike, iron.  …see more

from £85 / night

£505 - £883 / week

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from £85 / night

31

Montepulciano holiday villa let

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
it is the ideal place if you are looking to relax, private pool and beautiful view  …see more

from £159 / night

£1110 - £2051 / week

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from £159 / night

(5) Excellent 

20

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
At MOntorio is easy to arrive and difficult to live, will be your home in Tuscany. Montorio has a special and unique spot , and you will feel in love for it  …see more

Pricing unknown

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Pricing unknown

83

Holiday farmhouse with shared pool in Montepulciano

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 £253 / night

£1471 / week

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from £253 / night

100

Villa rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
wonderful accommodation sleeps 10 people, so it is ideal for a large group of friends and is located in Tuscany Italy. This property is perfect if you seek an unforgettable experiencie. The villa features: a swimming Pool, a pet friendly space .  …see more

from £245 / night

£1710 - £2135 / week

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from £245 / night

(3) Very Good 

24

Holiday farmhouse with swimming pool in Montepulciano

Province of Siena / Montepulciano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly
“Well-located and roomy house” We were 10 adults and two children (three generations) spending one week at the house in May of 2014. We found the house very suitable (for five couples) since it had five large bedrooms. It was very convenient that each  …see more

from £229 / night

£1597 / week

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from £229 / night

100

Holiday villa rental

Province of Siena / Montepulciano

5 13 7 nights min

  • 5 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
charming accommodation sleeps 13 people, so it is perfect for large families and is located in Tuscany Italy. This property is ideal if you seek a unique experience. The villa offers: a swimming Pool, a pet friendly space .  …see more

from £140 / night

£976 - £2164 / week

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from £140 / night

11

Province of Siena / Montepulciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

 …see more

Pricing unknown

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Pricing unknown

5

Province of Siena / Montepulciano

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly

 …see more

from £101 / night

£706 / week

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from £101 / 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 £80 / night

£513 - £614 / week

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from £80 / night

70

Montepulciano / Abbadia di Montepulciano

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

 …see more

from £721 / night

£5043 / week

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from £721 / night

26

Villa rental in Sant'Albino with swimming pool

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 £229 / night

£1597 - £3026 / week

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from £229 / night

(2) Excellent 

12

Holiday farmhouse in Montepulciano

Province of Siena / Montepulciano

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Private garden
“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  …see more

from £301 / night

£2101 - £2690 / week

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from £301 / night

16

Montepulciano / Sant'Albino

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

 …see more

from £68 / night

£421 - £597 / week

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from £68 / night

41

Holiday villa rental

Province of Siena / Montepulciano

7 16 7 nights min

  • 7 bedrooms
  • Sleeps 16
  • 7 nights min
  • 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 careful  …see more

from £526 / night

£3677 - £5778 / week

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from £526 / night

5

Province of Siena / Montepulciano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Private garden

 …see more

Pricing unknown

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Pricing unknown

100

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 200 km
  • Swimming pool
  • Child friendly
Villa Nobile is a recently restored farmhouse on a wine and olive oil producing estate very near Montepulciano. The privileged position of the villa atop a hill offers magnificent views and a private swimming pool adds to the relaxing holiday mood.  …see more

from £253 / night

£1765 - £3026 / week

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from £253 / night

13

Holiday apartment with shared pool in Montepulciano

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.  …see more

Pricing unknown

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Pricing unknown

100

Apartment rental in Montepulciano with shared pool

Province of Siena / Montepulciano

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
Located in the heart of the countryside in Montepulciano, these four apartments offer absolute privacy and comfort and the ultimate Tuscan experience.  …see more

Pricing unknown

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Pricing unknown

30

Montepulciano holiday watermill rental

Province of Siena / Montepulciano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 16 km
  • Swimming pool
  • Child friendly
Beutiful old structure located in one of the most unspoiled place in Tuscany. Peace and relax. Private garden with swimming pool , wifi, and inside parking. Villa for 6 people and another annex , for 4 people , is ideal for family or friends groups for a total of 10 p  …see more

from £143 / night

£942 - £3085 / week

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from £143 / night

12

Holiday villa with swimming pool in Montepulciano

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.  …see more

from £407 / night

£2849 - £3690 / week

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from £407 / night