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77 Results   |  

Very Good 4.5/5 

98 Photos

Province of Siena / Montepulciano

Farmhouse / 7 Bedrooms / sleeps 16

Very Good 4.5/5 

1 night min stay

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from £358 / night

£2500 - £2858 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Swimming pool 15x5mt, cleaned using salt not chlorine. 3D archery range with wild animal targets, bow rental and trainer available. Try Alessandro's traditional cousine, it will surprise you! Our cellar and vineyards are open for visit, taste our Rosso di Montepulciano  …see more

15 Photos

Province of Siena / Montepulciano

Apartment / 2 Bedrooms / sleeps 5

2 Nights min stay

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from £64 / night

£442 - £1228 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome

3-room apartment: living/dining room with 1 sofa bed, satellite-TV and air-conditioning. 1 room with 2 beds. Room with 1 french bed. Kitchenette. Bath/bidet/WC.

Farmhouse "Poggio Olivo". In the resort, in a quiet position. For shared use: swimming pool (12 x 6  …see more

15 Photos

Province of Siena / Montepulciano

Apartment / 1 Bedroom / sleeps 4

2 Nights min stay

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from £53 / night

£371 - £5991 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome

2-room apartment: living/dining room with 1 double sofa bed, satellite-TV and air-conditioning. 1 room with 1 french bed. Kitchenette. Bath/bidet/WC.

Farmhouse "Poggio Olivo". In the resort, in a quiet position. For shared use: swimming pool (12 x 6 m, 15.05.  …see more

Featured properties

4 Photos

Montepulciano / Valiano

Apartment / 1 Bedroom / sleeps 4

2 Nights min stay

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from £54 / night

£373 - £1040 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome

2-room apartment 40 m2: living room with 1 double sofa bed and TV. 1 double bedroom. Kitchenette. Shower/bidet/WC. 1 pet/ dog allowed.

Recently renovated in full respect of Tuscan tradition, this old farmhouse situated in a panoramic position has managed to pre  …see more

17 Photos

Montepulciano / Valiano

Apartment / 1 Bedroom / sleeps 4

2 Nights min stay

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from £54 / night

£373 - £1040 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome

2-room apartment 40 m2: living room with 1 double sofa bed and TV. 1 double bedroom. Kitchenette. Shower/bidet/WC. 1 pet/ dog allowed.

Recently renovated in full respect of Tuscan tradition, this old farmhouse situated in a panoramic position has managed to pre  …see more

Excellent 5/5 

23 Photos

Province of Siena / Montepulciano

Villa / 6 Bedrooms / sleeps 8

Excellent 5/5 

4 Nights min stay

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from £254 / night

£1774 - £2483 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
The place is peaceful, outside in the garden; you have the possibility to relax under the trees or to eat under the stars. Beautiful structure for a relaxing holiday in the tuscany area . ask for availability we have several solution for you. also self catering apartmen  …see more

Very Good 4.5/5 

24 Photos

Province of Siena / Montepulciano

Farmhouse / 5 Bedrooms / sleeps 10

Very Good 4.5/5 

Short stays welcome

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from £173 / night

£1206 - £2430 / week

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Key info:

  • Nearest beach 200 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Due to the central geographical position of Villa Pietra del Diavolo you can spend a day touring famous cities rich in history, culture, architecture and artistic works such as Siena (km 45), Arezzo (km 50), Firenze (km 110), Perugia (km 70), Roma (km 150). Croce di Feb  …see more

23 Photos

Montepulciano / Valiano

Villa / 7 Bedrooms / sleeps 23

7 Nights min stay

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from £558 / night

£3901 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Casale, montepulciano, villa, piscina, vigneti, matrimonio in toscana, matrimonio in Italia, Italy, Tuscany Antico casale, completamente restaurato e suddiviso in 7 accoglienti appartamenti  …see more

18 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £234 / night

£1632 - £4043 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The villa is located 800 meters from a traditional Tuscan restaurant and four kilometers from the nearest village of Montepulciano where you'll find a few shops, restaurants, and a market. Nearby: Pienza, Montefollonico, Bagno Vignoni, Cortona, Orvieto, Castiglion del L  …see more

24 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £1479 / night

£10348 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
This large farmhouse was famous as far back as the 10th century as a post-house for changing coaches and horses along the Via Francigena and the architecture of the house shows this origin.  …see more

50 Photos

Montepulciano / Valiano

Farmhouse / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £295 / night

£2065 - £3142 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
If you’re seeking peace, quiet, and comfort in the Tuscan countryside, look no further. This restored farmhouse is surrounded as far as the eye can see by rolling hills covered with vineyards, and has a private pool. The interiors have all the charm of a traditional T  …see more

20 Photos

Province of Siena / Montepulciano

Villa / 12 Bedrooms / sleeps 24

7 Nights min stay

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from £1915 / night

£13405 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
The villa is elegant and majestic in its eighteenth century form, the location is stunning with excellent furnishing and a beautiful garden, a welcoming and cozy atmosphere in a perfect Italian style Villa.  …see more

31 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £134 / night

£937 - £1681 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
it is the ideal place if you are looking to relax, private pool and beautiful view  …see more

16 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 9

7 Nights min stay

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from £108 / night

£750 - £1286 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
it is the ideal place if you are looking to relax, private pool, and beautiful view.  …see more

10 Photos

Montepulciano / Valiano

Apartment / 2 Bedrooms / sleeps 4

Min stay varies

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from £62 / night

£429 - £636 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
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

24 Photos

Province of Siena / Montepulciano

Villa / 6 Bedrooms / sleeps 12

4 Nights min stay

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from £249 / night

£1738 - £3171 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Nearby there are others agreeable towns like Pienza, Cortona, San Quirico d'Orcia, making it an ideal destination from which to savor the full essence of Tuscany. All around the villa an enchanting garden equipped with gazebo, table and chairs, the swimming pool  …see more

29 Photos

Province of Siena / Montepulciano

Villa / 4 Bedrooms / sleeps 9

1 night min stay

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from £568 / night

£3972 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Ad un solo chilometro dal centro di Montepulciano, su un colle circondato da ordinate vigne, vi attende questo bellissimo casale del '600 per offrirvi magiche e raffinate armosfere. Due magnifiche suites con idromassaggio e due eleganti stanze matrimoniali la suggestiva  …see more

13 Photos

Province of Siena / Montepulciano

Apartment / 1 Bedroom / sleeps 4

1 night min stay

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from £46 / night

£320 - £355 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed
Appartamento vicino al Centro Termale di Montepulciano  …see more

16 Photos

Province of Siena / Montepulciano

Farmhouse / 4 Bedrooms / sleeps 10

5 Nights min stay

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from £142 / night

£993 - £1639 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
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

21 Photos

Montepulciano / Valiano

Villa / 8 Bedrooms / sleeps 20

Short stays welcome

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from £460 / night

£3215 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
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 Italy  …see more

20 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 10

3 Nights min stay

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from £193 / night

£1346 - £2552 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Villa for rent situated inside a farm just outside the town of Montepulciano, in the hills south of Siena, Tuscany. Located on a hillside, the villa has a breathtaking view of the vineyards that produce Vino Nobile di Montepulciano, one of the wines that makes the Itali  …see more

34 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 14

3 Nights min stay

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from £254 / night

£1773 - £4255 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Beautiful stone-built villa rental that has been completely renovated and transformed into a comfortable, exclusive holiday residence, situated near Montepulciano in the beautiful Tuscan countryside. This area of the countryside is, for the most part, made up of the vin  …see more

23 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £155 / night

£1079 - £2043 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano.  …see more

21 Photos

Province of Siena / Montepulciano

Castle / 6 Bedrooms / sleeps 16

7 Nights min stay

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from £368 / night

£2572 - £2750 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Romantic castle with pool to rent near Montepulciano – sleeps 14+2 From 3300€ to 3850€ a week  …see more

19 Photos

Province of Siena / Montepulciano

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £199 / night

£1393 - £3322 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Elegant air-conditioned villa with private pool to rent close to Montepulciano – sleeps 8 From 2300€ to 4650€ a week  …see more

18 Photos

Montepulciano / Sant'Albino

Villa / 5 Bedrooms / sleeps 10

3 Nights min stay

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from £264 / night

£1842 - £2552 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
La Cantina Villa for rent with swimming pool in Montepulciano  …see more

34 Photos

Montepulciano / Sant'Albino

Villa / 7 Bedrooms / sleeps 14

3 Nights min stay

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from £325 / night

£2269 - £4255 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
Villa degli Olivi Villa for rent with swimming pool in Montepulciano  …see more

23 Photos

Montepulciano / Gracciano

Villa / 5 Bedrooms / sleeps 9

7 Nights min stay

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from £242 / night

£1693 - £3311 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Maramai, now a charming country house, used to be a small farm with 3 separate buildings. It is named after the Tuscan farmer's family who lived there until the early '70s.  …see more

12 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 10

Min stay varies

Add to shortlist

from £344 / night

£2405 - £3540 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Podere Montepulciano sits on a hill just ten minutes drive away from captivating Renaissance town Pienza.  …see more

18 Photos

Montepulciano / Gracciano

Villa / 4 Bedrooms / sleeps 9

7 Nights min stay

Add to shortlist

from £173 / night

£1206 - £1958 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Unique villa with swimming pool.  …see more

100 Photos

Province of Siena / Montepulciano

House / 4 Bedrooms / sleeps 10

Short stays welcome

Add to shortlist

from £129 / night

£897 - £1604 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
4-room house 350 m2 on 2 levels, spacious and bright, renovated, antique and tasteful furnishings: large living room 60 m2, window onto the courtyard with open-hearth fireplace, dining table and TV (flat screen), hi-fi system and DVD. Exit to the garden. 1 double bedroo  …see more

100 Photos

Province of Siena / Montepulciano

House / 4 Bedrooms / sleeps 10

Short stays welcome

Add to shortlist

from £87 / night

£608 - £1181 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
7-room house 150 m2 on 2 levels. Spacious and bright, simple and comfortable furnishings: living room with 1 double sofabed, open-hearth fireplace and satellite TV. Exit to the garden. 1 room with 1 bed and 1 double bed. Kitchen (4 hot plates, oven). Shower/bidet/WC. Up  …see more

4 Photos

Montepulciano / Valiano

Apartment / 1 Bedroom / sleeps 2

2 Nights min stay

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from £43 / night

£298 - £840 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome

1-room apartment 25 m2: living/dining room with 1 french bed and TV. Kitchenette. Shower/bidet/WC. 1 pet/ dog allowed.

Recently renovated in full respect of Tuscan tradition, this old farmhouse situated in a panoramic position has managed to preserve its origin  …see more

4 Photos

Montepulciano / Valiano

Apartment / 1 Bedroom / sleeps 4

2 Nights min stay

Add to shortlist

from £54 / night

£373 - £1040 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome

2-room apartment 40 m2: living room with 1 double sofa bed and TV. 1 double bedroom. Kitchenette. Shower/bidet/WC. 1 pet/ dog allowed.

Recently renovated in full respect of Tuscan tradition, this old farmhouse situated in a panoramic position has managed to pre  …see more

17 Photos

Montepulciano / Valiano

Apartment / 2 Bedrooms / sleeps 5

2 Nights min stay

Add to shortlist

from £64 / night

£445 - £1089 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome

3-room apartment 45 m2: living/dining room with 1 sofa bed and TV. 1 double bedroom. 1 room with 2 beds. Kitchenette. Shower/bidet/WC. 1 pet/ dog allowed.

Recently renovated in full respect of Tuscan tradition, this old farmhouse situated in a panoramic positio  …see more

24 Photos

Province of Siena / Montepulciano

House / 4 Bedrooms / sleeps 10

2 Nights min stay

Add to shortlist

from £156 / night

£1089 - £2151 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome

4-room house 350 m2 on 2 levels, spacious and bright, renovated, antique and tasteful furnishings: large living room 60 m2, window onto the courtyard with open fireplace, dining table and TV (flat screen TV), stereo unit and DVD. Exit to the garden. 1 double bedroom  …see more

15 Photos

Province of Siena / Montepulciano

Watermill / 6 Bedrooms / sleeps 12

5 Nights min stay

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from £152 / night

£1064 - £1738 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Beutiful old structure located in one of the most unspoiled place of the area. this Villa , with two annex one just adjacent , the second at 100 meters , is ideal for family or friends groups.  …see more

24 Photos

Montepulciano / Gracciano

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £34 / night

£238 - £1667 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Abbadia is an ancient country house located in the village of Abbadia di Montepulciano about 10 km from Montepulciano. The villa is immersed in its green manicured garden with shady mature trees and pots of flowers.  …see more

24 Photos

from £444 / night

£3103 - £4876 / week

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Holiday villa rental

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 16

7 Nights min stay

Add to shortlist

from £444 / night

£3103 - £4876 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa San Biagio is situated close to Montepulciano. This magnificent country house is known for being the most exclusive and stunning farmhouse you can find in this area. It is the perfect choice if you are looking for a peaceful and relaxing holiday.  …see more

24 Photos

Province of Siena / Montepulciano

Villa / 8 Bedrooms / sleeps 16

4 Nights min stay

Add to shortlist

from £396 / night

£2766 - £3050 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
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.  …see more

23 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £202 / night

£1412 - £3405 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Podere Sant'Albino is a 16th century farmhouse built on Roman foundations, nestled between woods and olive groves.  …see more

16 Photos

Montepulciano / Valiano

Farmhouse / 8 Bedrooms / sleeps 16

7 Nights min stay

Add to shortlist

from £503 / night

£3518 - £5958 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Some pets are welcome - please contact the owner
Villa in Camucia-monsigliolo with 8 bedrooms sleeps 16  …see more

14 Photos

Province of Siena / Montepulciano

Farmhouse / 7 Bedrooms / sleeps 16

3 Nights min stay

Add to shortlist

from £481 / night

£3367 - £5158 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montepulciano with 7 bedrooms sleeps 16  …see more

28 Photos

Province of Siena / Montepulciano

Villa / 3 Bedrooms / sleeps 8

3 Nights min stay

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from £234 / night

£1632 - £3298 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
At Villa Valpoliziana, which has been described as a ´paradise on earth´ you will rediscover how to relax and get in touch with nature surrounded by wonderful opportunities to discover the amazing Tuscan culture and wonderful towns such as Montepulci  …see more

28 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £193 / night

£1348 - £2554 / week

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Key info:

  • Nearest beach 180 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
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

24 Photos

Province of Siena / Montepulciano

Farmhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £165 / night

£1155 - £1588 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Montepulciano with 3 bedrooms sleeps 6  …see more

24 Photos

Montepulciano / Valiano

Farmhouse / 4 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £186 / night

£1299 - £2165 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa in Petrignano with 4 bedrooms sleeps 10  …see more

20 Photos

Montepulciano / Valiano

Farmhouse / 5 Bedrooms / sleeps 13

7 Nights min stay

Add to shortlist

from £118 / night

£821 - £1749 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa in Cortona with 5 bedrooms sleeps 13  …see more

22 Photos

Montepulciano / Valiano

Farmhouse / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £131 / night

£913 - £1797 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa in Foiano Della Chiana with 5 bedrooms sleeps 10  …see more

28 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

Add to shortlist

from £355 / night

£2483 - £2766 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
Wonderful Tuscany villa near Montepulciano with private pool and air conditioning for 10 people.  …see more

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