Montepulciano apartment or villa with a private pool area | Holiday Lettings

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Montepulciano

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58 Holiday homes

Filters applied: Private pool

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

(11) Excellent 

21

Gracciano holiday cottage rental

Montepulciano / Gracciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Really worth staying!” My partner and I spent a glorious week this spring at agriturismo Il Salarco surrounded by vineyards and idyllic rolling countryside. The owner, an English lady called Laura, made us both feel really welcome, was fabulously know  …see more

from £69 / night

£377 - £1761 / week

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from £69 / night

(3) Very Good 

24

Holiday farmhouse with swimming pool in Montepulciano

Province of Siena / Montepulciano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 £232 / night

£1624 - £2906 / week

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from £232 / 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 £513 / night

£3334 - £3676 / week

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from £513 / night

18

Holiday villa with swimming pool in Gracciano

Montepulciano / Gracciano

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Unique villa with swimming pool.  …see more

from £281 / night

£1966 - £2949 / week

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from £281 / night

(1) Excellent 

24

Montepulciano holiday villa rental

Province of Siena / Montepulciano

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
“Fantastic” A great villa in a great location. Because of a minor error in the booking the owner treated us all to a meal by personal chefs Dorians Ottaviana and Claudio from Cooking for You. They came to the villa and prepared a sumptuous 4 course mea  …see more

from £214 / night

£590 - £2095 / week

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from £214 / 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 £535 / night

£3740 - £5877 / week

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from £535 / 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 £129 / night

£898 - £1616 / week

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from £129 / 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 £257 / night

£1795 - £3077 / week

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from £257 / night

(6) Excellent 

16

Farmhouse rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets
TUSCANY (Montepulciano) PODERE SAN PIETRO, ancient country house recently restored, with 3 bathrooms, 4 bedrooms (max 10 sleepers), provided of private swimmingpool, fenced garden 3000 sq.m. Medium and small size pets are allowed.  …see more

from £171 / night

£1197 / week

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from £171 / night

(15) Very Good 

97

Holiday farmhouse with swimming pool in Montepulciano

Province of Siena / Montepulciano

7 16 1 night min

  • 7 bedrooms
  • Sleeps 16
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Wonderful place, we'll come back!” Everything was first class: the rooms, the pool, breakfast, the countryside. We enjoyed a walk in the countryside and had an archery session with a very patient instructor. Staff is very friendly and helpful.  …see more

from £513 / night

£2992 / week

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from £513 / 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.<br />Guests can purchase Vino Nobile di Montepulciano and Extra Virgin Olive Oil from the farm  …see more

from £129 / night

£642 - £812 / week

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from £129 / night

34

Sant'Albino holiday villa rental

Montepulciano / Sant'Albino

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • 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 ar  …see more

from £391 / night

£2736 - £5300 / week

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from £391 / 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 £162 / night

£1129 - £2086 / week

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from £162 / night

21

Valiano holiday farmhouse rental

Montepulciano / Valiano

5 13 7 nights min

  • 5 bedrooms
  • Sleeps 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa in Cortona with 5 bedrooms sleeps 13  …see more

from £141 / night

£983 - £2180 / week

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from £141 / night

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 £146 / night

£958 - £1795 / week

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from £146 / night

11

Holiday farmhouse rental

Province of Siena / Montepulciano

9 18 4 nights min

  • 9 bedrooms
  • Sleeps 18
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Antique farmhouse with two floors, recently renovated in a more than 100 hectares with wine grounds and olive groves. In the maintained and private garden guests will find a beautiful and panoramic swimming pool.  …see more

from £684 / night

£3505 / week

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from £684 / night

26

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • 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

£2565 / week

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from £428 / night

22

Montepulciano holiday farmhouse rental

Province of Siena / Montepulciano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa in Montepulciano with 3 bedrooms sleeps 6  …see more

from £146 / night

£855 - £1753 / week

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from £146 / 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 p  …see more

from £550 / night

£3847 - £6701 / week

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from £550 / night

51

Holiday villa with swimming pool in Montepulciano

Province of Siena / Montepulciano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • 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 £367 / night

£2565 - £5129 / week

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from £367 / night

58

Holiday villa in Gracciano

Montepulciano / Gracciano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
Villa Abbadia is an ancient country house located in the village of Abbadia di Montepulciano about 10 km from Montepulciano. The villa, nearly completely made in red bricks, preserves many typical Tuscan traditional features such as the terracotta floors and wooden be  …see more

from £214 / night

£1496 - £2095 / week

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from £214 / night

13

Province of Siena / Montepulciano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Suitable for children age 5+

 …see more

Pricing unknown

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Pricing unknown

29

Province of Siena / Montepulciano

5 9 1 night min

  • 5 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden

 …see more

from £855 / night

£5983 / week

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from £855 / night

19

Home rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

7 13 7 nights min

  • 7 bedrooms
  • Sleeps 13
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
Situated on the border between Tuscany and Umbria, in the magnificent atmosphere of the hills surrounding the ancient towns of Montepulciano, famous for its history, art, architecture and the Nobile wine, lays this large country house built in old bricks. Villa Alessand  …see more

from £227 / night

£1582 - £2394 / week

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from £227 / night

12

Holiday farmhouse with swimming pool in Montepulciano

Province of Siena / Montepulciano

9 20 7 nights min

  • 9 bedrooms
  • Sleeps 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden
Antique farmhouse with two floors and two outbuildings, which was recently renovated into a more than 100 hectares with wine grounds and olive groves. In the maintained and private garden guests will find a beautiful and panoramic swimming pool.  …see more

from £684 / night

£3505 / week

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from £684 / night

14

Holiday apartment rental

Province of Siena / Montepulciano

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
Ideal location for a relaxing vacation in the warm atmosphere of an old farmhouse that has retained its original architectural details. The house consists of only one apartment for 8 people. The apartment is on the 1st Stock.  …see more

from £342 / night

£1710 / week

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from £342 / night

18

Holiday farmhouse with swimming pool in Valiano

Montepulciano / Valiano

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Ask about pets
  • Private garden
Villa in Camucia-monsigliolo with 8 bedrooms sleeps 16  …see more

from £606 / night

£4240 - £7180 / week

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from £606 / night

17

Villa rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
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 tuff  …see more

from £684 / night

£3761 / week

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from £684 / night

20

Holiday farmhouse with swimming pool in Montepulciano

Province of Siena / Montepulciano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
Villa in Montepulciano with 7 bedrooms sleeps 16  …see more

from £556 / night

£3740 - £5877 / week

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from £556 / night

20

Province of Siena / Montepulciano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £346 / night

£1795 - £3076 / week

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from £346 / night

35

Province of Siena / Montepulciano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £392 / night

£2741 - £5307 / week

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from £392 / night

34

Province of Siena / Montepulciano

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £480 / night

£2735 - £5301 / week

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from £480 / night

(30) Excellent 

99

Province of Siena / Montepulciano

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

 …see more

from £556 / night

£2436 - £4146 / week

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from £556 / night

(1) Excellent 

20

Province of Siena / Montepulciano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Air conditioning
  • Pet friendly

 …see more

from £214 / night

£1496 - £10471 / week

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from £214 / night

32

Province of Siena / Montepulciano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £257 / night

£1795 - £3077 / week

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from £257 / night

(2) Excellent 

48

Province of Siena / Montepulciano

Studio 6 7 nights min

  • Studio
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £294 / night

£2052 - £3206 / week

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from £294 / night

33

Province of Siena / Montepulciano

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £513 / night

£3590 / week

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from £513 / night

(2) Excellent 

52

Province of Siena / Montepulciano

Studio 16 7 nights min

  • Studio
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from £391 / night

£2736 - £4163 / week

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from £391 / night

(16) Excellent 

55

Province of Siena / Montepulciano

Studio 14 Min stay varies

  • Studio
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

 …see more

from £517 / night

£3614 - £7284 / week

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from £517 / night

24

Montepulciano / Abbadia di Montepulciano

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 201 km
  • Swimming pool
  • Child friendly

 …see more

from £214 / night

£1496 - £2095 / week

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from £214 / night