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47 Holiday homes in Montepulciano

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47 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

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

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

Featured properties

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

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

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 £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

12 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £254 /night

£1775 - £2097 / week

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Key info:

  • Swimming pool
  • Great 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

Villa | 7 Bedrooms | sleeps 23

7 Nights min stay

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from £550 /night

£3847 - £5984 / 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

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £281 /night

£1967 - £3249 / 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 Lago, S.Quirico, Montalcino  …see more

12 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £391 /night

£2734 - £4025 / 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

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £202 /night

£1412 - £1734 / 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

24 Photos

Villa | 6 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £220 /night

£1539 - £2650 / 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 apartments with breakfast service.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £274 /night

£1912 - £3218 / 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

20 Photos

Villa | 1 Bedroom | sleeps 10

5 Nights min stay

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from £346 /night

£2420 - £3226 / 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

Villa | 8 Bedrooms | sleeps 16

1 night min stay

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from £565 /night

£3952 - £4678 / week

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Key info:

  • Swimming pool
  • Great 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

24 Photos

Villa | 8 Bedrooms | sleeps 14

5 Nights min stay

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from £484 /night

£3388 - £4742 / 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

16 Photos

Villa | 8 Bedrooms | sleeps 18

2 Nights min stay

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from £1179 /night

£8250 - £16250 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
The exquisite villa is located in Contignano surrounded by spectacular views of rolling clay hills and countryside. The villa sleeps up to 19 in 8 very spacious bedrooms, 2 twins, 5 doubles and a lofted bedroom containing a sofa bed, a twin and a double bed  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £404 /night

£2823 - £3831 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Casa Romanzaandnbsp;boasts a lovely location on the hilltops of Castelmunzio, a small and delightful village in the undulating Tuscan countryside. andnbsp;Accommodating up toandnbsp;10 persons on two floors, Casa Romanza includes a vast swimming pool and the most  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 20

3 Nights min stay

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from £289 /night

£2017 - £6700 / 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

17 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £526 /night

£3678 - £4613 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
A stunning residence built into the ancient city walls of the medieval and atmospheric town of Castelmuzio, BORGO ANTICO is the epitome of style and grace. Situated in the tiny but charming Piazza San Bernardino in the town's historic center  …see more

20 Photos

Villa | 12 Bedrooms | sleeps 24

7 Nights min stay

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from £2178 /night

£15242 / 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

24 Photos

Villa | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £595 /night

£4161 - £7698 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Contemporary five bedroom property with three doubles and two twin bedrooms. The villa is situated in the wonderful province of Siena, rich in history and culture.  …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

20 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £154 /night

£1073 - £2988 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Riccoandnbsp;is a charmingly restored farmhouse sits immersed in cultivated fields with breathtaking views of the Tuscan countryside.andnbsp; The villa hasandnbsp;two floors. On theandnbsp;ground floorandnbsp;aandnbsp;large arch wood and glass doorandnbsp;step  …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

16 Photos

Villa | 9 Bedrooms | sleeps 18

2 Nights min stay

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from £1179 /night

£8250 - £16250 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Beautiful Tuscan property located in Contignano. The spacious villa sleeps up to 19 guests in the main house and annex. It is surrounded by breathtaking views over the Italian countryside  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

2 Nights min stay

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from £521 /night

£3641 - £6865 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Villa Zingo is an exception idyllic Tuscan retreat nestled in the charming town Chiamciano.  …see more

13 Photos

Villa | 5 Bedrooms | sleeps 13

7 Nights min stay

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from £141 /night

£981 - £2083 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 13 persons, with swimming pool , in Cortona  …see more

22 Photos

Villa | 6 Bedrooms | sleeps 12

rentals_reviews_rating_2 

2 Nights min stay

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from £500 /night

£3495 - £5151 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Six bedroom historical villa in the countryside of Montepulciano, a vibrant city at the heart of the Siena region of Tuscany.  …see more

16 Photos

Villa | 4 Bedrooms | sleeps 7

2 Nights min stay

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from £405 /night

£2833 - £4723 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Villa La Residenza is not just a rental villa; it is a home. The owner's have collected a unique mix of antiques and modern furnishings from all over the world, aiming to blend the old and new with a sense of style and comfort.  …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
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 10 persons, with swimming pool , in Cortona  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £274 /night

£1916 - £3630 / 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

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
  • Great 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

18 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £219 /night

£1533 - £2097 / 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

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £14 /night

£95 - £1297 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
gorgeous villa sleeps 8 people, so it is perfect for a large group of friends and is located in Tuscany Italy. This property is perfect if you seek an amazing experience. The villa features: a swimming Pool, an internet Connection .  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £14 /night

£95 - £1632 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
stunning accommodation, located in Tuscany Italy, has a max. capacity of 6 people. This stunning accommodation is perfect for families and friends  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £149 /night

£1040 - £2242 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This beautiful farmhouse for 10 people is situated in Torrita di Siena. It is ideal for large families or groups of friends.  …see more

24 Photos

Villa | 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
  • No pets allowed
charming accommodation sleeps 13 people, so it is perfect for large families and is located in Tuscany Italy. This property is ideal if you seek a unique experience. The villa offers: a swimming Pool, a pet friendly space .  …see more

24 Photos

Villa | 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
  • No pets allowed
wonderful accommodation sleeps 10 people, so it is ideal for a large group of friends and is located in Tuscany Italy. This property is perfect if you seek an unforgettable experiencie. The villa features: a swimming Pool, a pet friendly space .  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £404 /night

£2823 - £3226 / 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

24 Photos

Villa | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £225 /night

£1573 - £3750 / week

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Key info:

  • 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

20 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £254 /night

£1775 - £2904 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
A charming holiday home for a relaxing break and good base for exploring Tuscany and beyond. Villa Torrita is an attractive 16th century property with a large garden and pool, surrounded by beautiful landscape of hills and valleys.  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £150 /night

£1049 / week

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Key info:

  • Nearest beach 140 km
  • Great for children of all ages
  • No pets allowed
This lovely villa would suit a family or group looking for a holiday exploring all the culture that Tuscany has to offer just as those who are just looking for a beautiful setting for a relaxing break. It has a fabulous location just 1.5km from Monte  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £289 /night

£2017 - £3226 / week

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Key info:

  • Nearest beach 180 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Villa Albina is a sophisticated villa in Tuscany, located only 5km from Montepulciano. It has been carefully restored and features 7 large suites and bedrooms with private bathrooms, and lovely reception rooms, all set within an agricultural estate.  …see more

10 Photos

Villa | 13 Bedrooms | sleeps 27

2 Nights min stay

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from £86 /night

£599 - £770 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
E' possibile gustare la squisita cucina locale e nel contempo immergersi nella cultura artistica di Siena e della vicina Firenze o semplicemente in "un dolce far niente". Tutto questo è "Casa al Bosco", luogo ideale per chiunque voglia vivere una vacanza all'insegna del  …see more