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155 Holiday homes in Montepulciano

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155 Results  |  
17 Photos

Apartment | 1 Bedroom | sleeps 2

4 Nights min stay

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from £45 /night

£314 - £679 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
holiday resort located in the middle of a vine yard, few minutes from Montepulciano. Excellent wine for tasting  …see more

16 Photos

Villa | 3 Bedrooms | sleeps 7

Short stays welcome

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from £73 /night

£509 / week

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Key info:

  • Nearest beach 180 km
  • Suitable 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

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £61 /night

£424 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
we rent house in center of Montepulciano. Flat (apartment) of roughly 60 sq m (646 sq ft), located in via Cagnano 9. Restored in 2011 it is has high quality finishes and exposed beams. It consists of a large living room/kitchen, two bedrooms (one of which is a master b  …see more

Featured properties

24 Photos

Farmhouse | 7 Bedrooms | sleeps 16

Very Good 4.5/5 

1 night min stay

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from £364 /night

£2544 - £3901 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

23 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £76 /night

£530 - £944 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
2 bedroom beautiful 500 year old restored farmhouse. 7km outside of Montepulciano. Pool, terrace, garden area, patio, and BBQ. 5 minute drive to nearest supermarket, shops, bars and restaurants.  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 4

1 night min stay

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from £57 /night

£396 - £565 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
Farmhouse apartment with seasonal outdoor pool, in Montepulciano Tuscany country estate surrounded with the wonderful Nobile-Vineyards.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £68 /night

£475 - £586 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
The estate is near to other historical place, like Orvieto, Pienza, Arezzo, Siena, Florence , Rome. http://www.airport.umbria.it/en Ideal place to relax , in the middle of an agricultural estate were we produce wines red and white and oil.  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £76 /night

£528 - £776 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
“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

11 Photos

Farmhouse | 1 Bedroom | sleeps 2

1 night min stay

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from £61 /night

£424 - £509 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
single room in a Villa with only 7 rooms. Infinity pool sanitized using salt and not chlorine, far better for your skin and eyes. We are a winery where you may visit our cellar and taste our wine,Il Golo,Rosso di Montepulciano DOC, Grappa, Finocchiaccio and marmelades.  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £194 /night

£1357 - £1527 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Wonderful place to relax, make sports ( walking,archery and swimming) sip our good wine and enjoy our cousine. Our swimming pool is 15x5mt wide and is cleaned using salt and not chlorine.  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

4 Nights min stay

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from £54 /night

£374 - £806 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
holiday apartments in Montepulciano. Farm stay in a wine estate in Montepulciano  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

2 Nights min stay

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from £97 /night

£679 - £806 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Valiano is not so far from Arezzo, Perugia and Siena, nearby you can find Spa or nice villages. In Summer there are festivals and others kind of music intertainements around here.  …see more

20 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

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from £119 /night

£832 / week

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Key info:

  • Swimming pool
  • Suitable 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

£499 / 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

17 Photos

B&B | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £61 /night

£424 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • Pets welcome
Every morning the lady of the house makes amazing and always new breakfasts, created with the genuine products of the area and with a deep experience of cooking. Gluten intolerant breakfast. Please notify us in advance.  …see more

15 Photos

Watermill | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £146 /night

£1018 - £2248 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • 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

11 Photos

Apartment | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

5 Nights min stay

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from £62 /night

£432 - £784 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
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

19 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £223 /night

£1560 - £3000 / 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 £412 /night

£2880 - £3080 / week

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Key info:

  • Swimming pool
  • Suitable 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

23 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £286 /night

£2000 - £4800 / week

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Key info:

  • Swimming pool
  • Suitable 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

22 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £120 /night

£840 - £1200 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • 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

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £400 /night

£2800 - £3800 / week

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Key info:

  • Swimming pool
  • Suitable 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

Villa | 7 Bedrooms | sleeps 16

7 Nights min stay

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from £500 /night

£3500 - £5500 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • 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

7 Nights min stay

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from £486 /night

£3400 - £4400 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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 | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £218 /night

£1520 - £2880 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £86 /night

£600 - £784 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
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

9 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £49 /night

£340 - £382 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
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

20 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £106 /night

£738 - £1272 / week

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Key info:

  • Suitable for children of all ages
  • No pets allowed
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

16 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £79 /night

£550 - £780 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Beautiful brick farmhouse built in the XVIII century. It is plunged into the peace of a sweet Tuscan hill, on the border between Tuscany and Umbria. It has been built in the respect for the old architecture and tastefully furnished with the family valuable furniture.  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £72 /night

£504 - £720 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
TV, iron and iron board, freezer, oven, high chair, facilities for disabled.  …see more

12 Photos

Farmhouse | 9 Bedrooms | sleeps 20

7 Nights min stay

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from £229 /night

£1600 - £3280 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • 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

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £256 /night

£1792 - £3360 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
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

23 Photos

Villa | 7 Bedrooms | sleeps 23

7 Nights min stay

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from £546 /night

£3816 - £5936 / week

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Key info:

  • Swimming pool
  • Suitable 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

11 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £37 /night

£255 - £594 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
A romantic, panoramic location in the heart of Montepulciano, for a delightful holiday in an ancient home in the historical centre in one of the most beautiful towns of Tuscany! Charming House in Montepulciano!  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £73 /night

£509 - £755 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • May take pets – please enquire
  • 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

9 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £60 /night

£414 - £631 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
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

22 Photos

Cottage | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £37 /night

£255 - £823 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • 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

12 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £252 /night

£1760 - £3040 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Luxury Tuscan farmhouse and private pool, with stunning views over Montepulciano 4 double bedrooms all with en-suite marble bathrooms  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £200 /night

£1400 - £2320 / week

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Key info:

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

12 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £388 /night

£2712 - £3992 / 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

17 Photos

Guest house | 7 Bedrooms | sleeps 16

1 night min stay

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from £77 /night

£535 - £713 / week

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Key info:

  • Not suitable for children
  • No pets allowed
There is something that suits everybody's fancy!  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £67 /night

£467 - £721 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
Located in a wonderful area, along the wine road that leads from Montepulciano to Pienza, sorrounded by vineyards, olive trees, fields, woods. we offer self catering apartments , and also B&B service . new airport at 30 Km distance http://www.airport.umbria.it/en ASK AVAILABILITY we have apartment 4 people located in rustic farmhouses  …see more

24 Photos

Guest house | 7 Bedrooms | sleeps 14

Short stays welcome

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from £606 /night

£4240 - £6106 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Villa in the historical and cultural heart of Tuscany near the centre of Montepulciano, with restaurant, market and cafe/bar, all at our door step. We offer Internet connection, buffet breakfast, dinner in private terrace, wine tour, Jacuzzi and a wanderfull gaden. Ardene provides its guests with a high standard of accommodation. The private swimmingpool is wonderful!  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £219 /night

£1527 - £2968 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable 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 apartments with breakfast service.  …see more

7 Photos

B&B | 6 Bedrooms | sleeps 15

1 night min stay

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from £63 /night

£441 - £2968 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Bed and breakfast, rooms in this small and familiar structure are equipped with every comfort including breakfast buffet and Wi  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £272 /night

£1900 - £3600 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Positioned on a hilltop, theandnbsp;Villa Pietraandnbsp;is the most fabulous panorama beauty. It gives the sensational and arresting view of the valley where the famous "Nobile di Montepulciano" wine is created. The very look of the villa gives an impression of  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £80 /night

£560 / week

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Key info:

  • Nearest beach 120 km
  • Suitable for children of all ages
  • No pets allowed
These quaint apartments are perfect for guests who want a holiday full of complete relaxation, while enjoying terrific views of Montepulciano and the surrounding valley. It is in the perfect location to discover the cultural and historical heritage o  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £286 /night

£2000 / 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

23 Photos

Villa | 5 Bedrooms | sleeps 8

5 Nights min stay

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from £446 /night

£3120 - £5200 / 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

21 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £60 /night

£415 - £686 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This apartment is located in a holiday home built in 1878, in the province Montepulciano, famous for its vineyards. This antique farm has been totally restored and contains four beautiful apartments. The house has its own garden. Today the farm is recognized as a his...  …see more