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77 Holiday homes in Montepulciano

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24 Photos

Farmhouse | 7 Bedrooms | sleeps 16

Very Good 4.5/5 

1 night min stay

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from £63 /night

£439 - £4030 / 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

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £69 /night

£482 - £1577 / 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

7 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

Min stay varies

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from £101 /night

£701 - £833 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • 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

Featured properties

12 Photos

Farmhouse | 1 Bedroom | sleeps 4

1 night min stay

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from £59 /night

£409 - £584 / 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

5 Photos

Apartment | 2 Bedrooms | sleeps 3

Min stay varies

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from £38 /night

£263 - £351 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Agriturismo Raggio di Sole is about few meters from the city of Montepulciano, famous all over the world for the Vino Nobile and rich in artistical and cultural events: Cantiere Internazionale d'Arte, Bruscello, Bravìo etc..  …see more

20 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

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from £123 /night

£859 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • 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

19 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £231 /night

£1612 - £3100 / 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

4 Nights min stay

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from £390 /night

£2728 - £3182 / 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 19

7 Nights min stay

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from £296 /night

£2067 - £5290 / 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

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £414 /night

£2893 - £3926 / 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

22 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £225 /night

£1571 - £2976 / 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

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £591 /night

£4133 - £4546 / week

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Key info:

  • 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

24 Photos

Villa | 7 Bedrooms | sleeps 16

7 Nights min stay

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from £517 /night

£3616 - £5682 / 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

22 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £124 /night

£868 - £1240 / 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

23 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £89 /night

£620 - £810 / 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

5 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

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from £57 /night

£395 - £561 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • 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

17 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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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

19 Photos

Farmhouse | 2 Bedrooms | sleeps 4

rentals_reviews_rating_2_5 

3 Nights min stay

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from £69 /night

£482 - £640 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Surrounded by vineyards growing grapes for the famous local wines, Wine Noble of Montepulciano and Red of Montepulciano, the farmhouse is peaceful and quiet, perfect place for person who loves the nature and the quietness. APP. 2 BEDROOMS, LIVING -COOKING AREA, BATHROOM Spiga is composed of 2 bedrooms, living room with cooking area, bathroom with shower. private garden, bbq.  …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

23 Photos

Villa | 7 Bedrooms | sleeps 23

7 Nights min stay

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from £564 /night

£3943 - £6133 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • 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

5 Photos

Apartment | 2 Bedrooms | sleeps 7

Excellent 5/5 

Min stay varies

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from £176 /night

£1227 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
apartments Montepulciano, accommodation Montepulciano, Holiday rental tuscany, tuscan Holiday, In the historical center of Montepulciano, apartments have a kitchen - living room and one to three bedrooms  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £88 /night

£614 - £1315 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • 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

11 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £51 /night

£351 - £614 / 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

9 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

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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

10 Photos

Apartment | 2 Bedrooms | sleeps 4

Min stay varies

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from £76 /night

£526 - £780 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • 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

7 Photos

B&B | 6 Bedrooms | sleeps 15

1 night min stay

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from £66 /night

£456 - £3067 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • 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

7 Photos

Hotel apartment | 7 Bedrooms | sleeps 22

1 night min stay

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from £101 /night

£701 - £4293 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
It is the second structure that we have opened. Half way up the main street of Montepulciano, a few meters from Piazza delle Erbe and the Tower of Pulcinella, “La Dimora” provides large space and is equipped with every comfort, air conditioning and Wi-Fi included. On t  …see more

12 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £260 /night

£1819 - £3141 / week

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Late Deal: save up to €505 (approx. £417)

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

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £48 /night

£331 - £571 / 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

22 Photos

Watermill | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £78 /night

£544 - £2410 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Beuatiful Villa , with two dependance , for a total of 16 people , located in the middle of a beautiful estate , around winejards that produce one of the best wines of the area .In a suggestive place a nice swimming pool is situated for relax of guests. Ideal for guest how want to stay together in the nature.  …see more

24 Photos

Guest house | 7 Bedrooms | sleeps 14

Short stays welcome

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from £626 /night

£4381 - £6308 / 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

5 Photos

Farmhouse | 1 Bedroom | sleeps 2

Min stay varies

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from £113 /night

£789 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
The Country House Ardene provides its guests with high level services in a magical, peaceful and unforgettable atmosphere. All the apartments and some rooms are equipped with whirlpool bath, air conditioning, satellite tv, internet connection. The exclusive outdoor swimming pool offers our guests unforgettable moments of relax.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £213 /night

£1488 - £2893 / 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

20 Photos

Cottage | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £38 /night

£263 - £850 / 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

18 Photos

Apartment | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

2 Nights min stay

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from £54 /night

£372 - £670 / 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

18 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £60 /night

£414 - £579 / week

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Key info:

  • Nearest beach 106 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
The apartment has two bedrooms one big bathroom and a service bath.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £280 /night

£1959 - £3831 / week

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Key info:

  • Swimming pool
  • Suitable 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

24 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £281 /night

£1963 - £3720 / 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

18 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £288 /night

£2015 - £4994 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Suitable 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 Lago, S.Quirico, Montalcino  …see more

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Short stays welcome

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from £213 /night

£1490 - £3001 / week

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Key info:

  • Nearest beach 200 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • 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

20 Photos

Villa | 1 Bedroom | sleeps 10

5 Nights min stay

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from £355 /night

£2480 - £3306 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Romanzaandnbsp;is a large villa for rent in Tuscany with over 100 years of history.andnbsp;The villa can accommodate up toandnbsp;10 peopleandnbsp;in its lovely duplex apartment situated on theandnbsp;first and second floor of the property.andnbsp;  …see more

20 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £260 /night

£1819 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Casa Moscatella is a characteristic three-story age-old farm house surrounded by vineyards and olive groves. It sleeps six people. From Casa Moscatella you will enjoy a fascinating view of Montepulciano and of the hills of Valdichiana  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

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from £100 /night

£695 - £810 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Palazzoandnbsp;Apartment inandnbsp;Montepulciano Italyandnbsp;is distinctly raunchy and practically chic in its own way.andnbsp; Set up on theandnbsp;topmost floor, this has the power to prolong the stay of any occupier who comes to abide in by giving the best view  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 14

5 Nights min stay

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from £496 /night

£3472 - £4860 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
A remarkable villa, replete with ancient history, situated in Montepulciano,andnbsp;Villa Dal Pinetto, offers impressive views of vineyards, olive groves, neighbouring towns including Cortona and Chianciano Terme, an ancient town with thermal baths situated around its  …see more

15 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £156 /night

£1090 - £2140 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 10 persons, with swimming pool , in Cortona  …see more

20 Photos

Villa | 8 Bedrooms | sleeps 16

1 night min stay

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from £579 /night

£4050 - £4794 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa Ciliegia is a charming three-story historical villa surrounded by a wonderful age-old park. It sleeps 16 people. It is appoximately 600 square meters (6460 square feet). It features a private swimming pool, a private garden and winter heating  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 8

5 Nights min stay

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from £461 /night

£3224 - £5372 / 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

24 Photos

Villa | 7 Bedrooms | sleeps 20

3 Nights min stay

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from £296 /night

£2067 - £6866 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Villa Artisti,andnbsp;Luxury Tuscany Wedding Villa Rental sleepsandnbsp;20 People.This spacious villa hasandnbsp;two floorsandnbsp;of living quarters where Guests can freely relax in the shade of oak and cypress trees in the large garden surrounding the house.andnbsp;  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £677 /night

£4734 - £5118 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Luxury holiday house for 16 persons, with swimming pool , in Chiusi - Chianciano  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

5 Nights min stay

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from £300 /night

£2096 / 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