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46 Holiday homes in Montepulciano

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46 Results  |  
16 Photos

Villa | 3 Bedrooms | sleeps 7

1 night min stay

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from £74 /night

£513 - £1137 / week

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Key info:

  • Nearest beach 180 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
La Villa offre vacanze all'insegna del relax rimanendo vina al centro storico. Recentemente ristrutturata .Parcheggio privato e giardino.  …see more

24 Photos

Farmhouse | 7 Bedrooms | sleeps 16

Very Good 4.5/5 

1 night min stay

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from £367 /night

£2565 - £3933 / 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

21 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £62 /night

£428 - £599 / week

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Key info:

  • Nearest beach 158 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Independent villa with garden and exclusive parking. Immersed in the Tuscan countryside just 5 minutes walk from the center of Montepulciano, from the bus station and supermarket. Air-conditioned rooms with free use of wi-fi. Close to Val D'Orcia Cortona Pienza Siena. Interiors in an authentic Tuscan style with wooden beams, niches and the old fireplace.  …see more

Featured properties

20 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

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from £120 /night

£838 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Apartment located inside an Agriturismo in Montepulciano Tuscany. The apartment has a double room, a kitchen, a dining room with Fireplace and a private batrhoom with Jacuzzi. Available to clients: Private Parking, Gazebo and Swimming Pool.  …see more

4 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £72 /night

£503 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
ROOM: Double Room FACILITIES: Plasma Tv, Satellite Decoder Hairdryer, Minibar, Air Conditioning, Heating BATHROOM: Private Bathroom with Shower ROOM SIZE: 21 square meters SHARED AREAS: Private Parking, Gazebo, Swimming Pool  …see more

9 Photos

Farmhouse | 9 Bedrooms | sleeps 22

1 night min stay

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from £86 /night

£599 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Beautiful estate were you can have organize a holiday in a private structure or bed and breakfast service.  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £225 /night

£1573 - £2420 / 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 6 From 2160€ to 3480€ a week  …see more

21 Photos

Castle | 6 Bedrooms | sleeps 16

7 Nights min stay

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from £415 /night

£2904 - £3105 / 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

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £44 /night

£308 - £325 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
The apartment is easily reached from the A1 motorway at Chiusi-Chianciano Terme, or the A1 motorway exit Valdichiana  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £29 /night

£202 - £799 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
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.  …see more

18 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Min stay varies

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Ancient farmhouse in Tuscany, just 1,5km from the center of Montepulciano with a wonderful view on Valdichiana.Up to 6 people rented all the year. 25 hectars of property with wineyard, olives, trees and truffles. 3 bedrooms, 1 big saloon with central fireplace, big kitc  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £219 /night

£1533 - £2904 / 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

23 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £289 /night

£2017 - £4839 / 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

24 Photos

Villa | 7 Bedrooms | sleeps 16

3 Nights min stay

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from £505 /night

£3529 - £5545 / 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

Villa | 8 Bedrooms | sleeps 16

4 Nights min stay

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from £490 /night

£3428 - £3952 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • 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

22 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £121 /night

£847 - £1210 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
This little, two-storey, converted Tuscany farmhouse has been meticulously restored in a simple, rustic style, employing high-quality traditional materials.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £392 /night

£2742 - £3831 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Casa Oliveto is the guest villa, and sits at the end of an olive grove known for producing one of Italy's premier extra virgin olive oils. The villa, the pool & the gardens are totally private - separated from the main house by a large expanse of olive grove.  …see more

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Short stays welcome

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from £228 /night

£1590 - £2095 / 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 Febo take care of our land according to the traditions of organic agricolture respecting the soil.  …see more

22 Photos

Cottage | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £37 /night

£257 - £830 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
This charming rural cottage is a converted farm building in the heart of the countryside near Montepulciano. It is ideally situated with its own private garden space surrounded by hills and vineyards, where guests can relax and enjoy the peaceful surroundings. It is also only a few minutes away from the shops, restaurants and bars of the nearby villages.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £49 /night

£342 - £385 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
ersonal check in and check out, guests will have my mobile telephone number for any possible further assistance required. I can organize wine tours , tuscan cookery courses , horse riding. A full brochure describing all local activities is provided upon arrival . stunning gardens of La Foce are worth a visit.we recommend the Thermal Spas in Chianciano ,Bagno Vignoni.  …see more

11 Photos

Apartment | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

5 Nights min stay

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from £63 /night

£436 - £791 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
The large apartment (116 sqm) is situated in the historical centre of Montepulciano. Inside the house the guests will appreciate its peaceful and warm atmosphere. The apartment has been recently restored with the intention of giving its guests the best comfort.  …see more

12 Photos

Farmhouse | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £572 /night

£4000 - £6775 / week

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Key info:

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

24 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

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from £293 /night

£2045 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Casa Gavinaandnbsp;is a Tuscan farmhouse rental situated in a 250 acres estate surrounded by wildlife in San Miniato, Pisa.andnbsp;The farmhouse is an independent villa ofandnbsp;130 square metersandnbsp;and can comfortably sleepandnbsp;6 persons.andnbsp; Casa Gavina  …see more

11 Photos

Farmhouse | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £147 /night

£1028 - £2023 / week

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Key info:

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

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £231 /night

£1613 - £1718 / 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

12 Photos

Farmhouse | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £577 /night

£4033 / 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 8 bedrooms sleeps 16  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £289 /night

£2017 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Cottage Brettinaandnbsp;andnbsp;is a Tuscan cottage rental located at Montepulciano, Siena surrounded by vineyards, cypress and walnut trees. Thisandnbsp;80 square meterandnbsp;house can accommodateandnbsp;4 peopleandnbsp;for stay. The Cottage Brettina has  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

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from £289 /night

£2017 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
andlt;bandgt;Apartment Cherylandlt;/bandgt; is situated in the andnbsp;ancient villa of the medieval period, a short distance from Montepulciano and a few kilometers from the famous and beautiful southern Siena cities like Pienza, Cortona, Montefollonico and obviously  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £674 /night

£4718 - £5767 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Chiaraandnbsp;is a lovely Tuscan rental located in Montepulciano, Siena. The villa has been completely furnished andnbsp;and restored with both modern and antique pieces. This holiday villa is set on a beautiful landscape surrounded by fruit trees and olive  …see more

10 Photos

Farmhouse | 5 Bedrooms | sleeps 13

7 Nights min stay

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from £133 /night

£925 - £1970 / week

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Key info:

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

23 Photos

Villa | 5 Bedrooms | sleeps 8

5 Nights min stay

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from £450 /night

£3146 - £5242 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Celiaandnbsp;is an extraordinary , fully restored Tuscan Villa rental located in Castelmuzio, Siena.andnbsp;It is a beautiful villa ofandnbsp;400 square metersandnbsp;and can easily accommodateandnbsp;8 people. Villa Celia is comprised ofandnbsp;three  …see more

12 Photos

Farmhouse | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £577 /night

£4033 / 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 8 bedrooms sleeps 16  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £91 /night

£634 - £7814 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
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,  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £109 /night

£761 - £1600 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
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 position  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £75 /night

£522 - £1075 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
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 original  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £91 /night

£634 - £1339 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
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 prese  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £91 /night

£634 - £1339 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
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 prese  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £4 /night

£25 - £11358 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
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 prese  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £109 /night

£761 - £1600 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
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  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £37 /night

£257 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Appartamento indipendente in casa singola per vacanze situato a Montepulciano Stazione  …see more

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £147 /night

£1026 - £1368 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Beautiful country house in Tuscany, Siena  …see more

20 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £62 /night

£428 - £513 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Casa 5 posti letto a Montepulciano, ottima posizione panoramica sulla campagna. Circondata da uliveti. Vicinissima al Centro Storico di Montepulciano raggiungibile a piedi a circa 1 chilometro. Posto auto riservato. Caminetto, lavatrice, ampie terrazze. Riscaldamento. Montepulciano è punto di partenza per visitare tante città d'arte: Pienza,Siena,Perugia, Arezzo,Firenze ecc.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £62 /night

£428 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
L'appartamento è stato ristrutturato pochi anni fa', è spazioso, confortevole e munito di tutto quello che può servire in una casa. Dalle finestre si vede un panorama mozzafiato. La sua ubicazione 100 metri da Piazza Grande lo rende unico nel suo genere.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £76 /night

£530 - £659 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Appartamento 4 persone (due in letto matrimoniale, due su divano-letto). Arredato con cura ed eleganza, con servizi privati e cucina autonoma con forno e frigorifero, tv lcd satellitare, riscaldamento autonomo a gas, aria condizionata, camino a legna, biancheria  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £62 /night

£428 / week

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Key info:

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

9 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

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from £55 /night

£385 - £548 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Apartment located in a very green and quiet area just few meters form the old town centre of Montepulciano, the ideal place to relax beeing in contact with the nature. Free wifi connection, garden, swimming pool, jacuzzi  …see more