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36 Results   |  

from £252 / night

£1763 - £2518 / week

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Excellent 5/5 

23 Photos

Province of Siena / Montepulciano

Villa / 6 Bedrooms / sleeps 8

Excellent 5/5 

4 Nights min stay

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from £252 / night

£1763 - £2518 / 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

from £62 / night

£432 - £756 / week

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Very Good 4/5 

16 Photos

Province of Siena / Montepulciano

Villa / 3 Bedrooms / sleeps 7

Very Good 4/5 

1 night min stay

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from £62 / night

£432 - £756 / 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. La casa ha due bellissime stufe a legna perfettamente funzionanti.  …see more

from £1479 / night

£10348 / week

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24 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £1479 / night

£10348 / week

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Key info:

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

Featured properties

from £254 / night

£1776 - £3240 / week

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24 Photos

Province of Siena / Montepulciano

Villa / 6 Bedrooms / sleeps 12

4 Nights min stay

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from £254 / night

£1776 - £3240 / week

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Key info:

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

from £473 / night

£3309 - £5148 / week

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23 Photos

Montepulciano / Valiano

Villa / 7 Bedrooms / sleeps 23

7 Nights min stay

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from £473 / night

£3309 - £5148 / 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

from £108 / night

£756 - £1295 / week

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16 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 9

7 Nights min stay

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from £108 / night

£756 - £1295 / week

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Key info:

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

from £237 / night

£1655 - £4101 / week

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18 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £237 / night

£1655 - £4101 / 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

from £1986 / night

£13898 / week

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20 Photos

Province of Siena / Montepulciano

Villa / 12 Bedrooms / sleeps 24

7 Nights min stay

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from £1986 / night

£13898 / 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

from £473 / night

£3309 / week

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21 Photos

Montepulciano / Valiano

Villa / 8 Bedrooms / sleeps 20

Short stays welcome

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from £473 / night

£3309 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa located on top of a hill and dipped between wineyards. Due to its strategic position, in Valiano di Montepulciano, half way from Rome to Florence and on the border between Tuscany and Umbria region, it will be easy to visit the most artistic towns in Italy  …see more

from £136 / night

£950 - £1706 / week

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31 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £136 / night

£950 - £1706 / week

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Key info:

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

from £201 / night

£1403 - £3346 / week

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19 Photos

Province of Siena / Montepulciano

Villa / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £201 / night

£1403 - £3346 / week

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Key info:

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

from £73 / night

£508 - £653 / week

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10 Photos

Province of Siena / Montepulciano

Villa / 13 Bedrooms / sleeps 27

2 Nights min stay

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from £73 / night

£508 - £653 / 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

from £580 / night

£4058 / week

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29 Photos

Province of Siena / Montepulciano

Villa / 4 Bedrooms / sleeps 9

1 night min stay

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from £580 / night

£4058 / week

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Key info:

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

from £157 / night

£1094 - £2590 / week

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23 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £157 / night

£1094 - £2590 / 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

from £134 / night

£936 - £1511 / week

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19 Photos

Province of Siena / Montepulciano

Villa / 3 Bedrooms / sleeps 7

7 Nights min stay

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from £134 / night

£936 - £1511 / 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

from £138 / night

£964 - £2685 / week

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20 Photos

Province of Siena / Montepulciano

Villa / 4 Bedrooms / sleeps 8

5 Nights min stay

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from £138 / night

£964 - £2685 / 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

from £357 / night

£2493 - £3670 / week

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12 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 10

Min stay varies

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from £357 / night

£2493 - £3670 / 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

from £180 / night

£1259 - £2087 / week

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18 Photos

Montepulciano / Gracciano

Villa / 4 Bedrooms / sleeps 9

Min stay varies

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from £180 / night

£1259 - £2087 / 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

from £196 / night

£1367 - £2590 / week

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18 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £196 / night

£1367 - £2590 / 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

from £246 / night

£1722 - £3261 / week

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24 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 10

3 Nights min stay

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from £246 / night

£1722 - £3261 / 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

from £337 / night

£2356 - £6020 / week

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24 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 20

3 Nights min stay

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from £337 / night

£2356 - £6020 / 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

from £517 / night

£3615 - £5327 / week

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24 Photos

Province of Siena / Montepulciano

Villa / 8 Bedrooms / sleeps 14

5 Nights min stay

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from £517 / night

£3615 - £5327 / 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

from £472 / night

£3298 - £5182 / week

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24 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 14

3 Nights min stay

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from £472 / night

£3298 - £5182 / 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

from £504 / night

£3526 - £4173 / week

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20 Photos

Province of Siena / Montepulciano

Villa / 8 Bedrooms / sleeps 16

6 Nights min stay

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from £504 / night

£3526 - £4173 / 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

from £244 / night

£1706 - £3335 / week

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23 Photos

Montepulciano / Gracciano

Villa / 5 Bedrooms / sleeps 9

7 Nights min stay

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from £244 / night

£1706 - £3335 / 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

from £450 / night

£3148 - £4947 / week

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24 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 16

7 Nights min stay

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from £450 / night

£3148 - £4947 / 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

from £237 / night

£1655 - £3346 / week

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24 Photos

Province of Siena / Montepulciano

Villa / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £237 / night

£1655 - £3346 / 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

from £133 / night

£926 - £1823 / week

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24 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £133 / night

£926 - £1823 / 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

from £401 / night

£2806 - £3094 / week

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24 Photos

Province of Siena / Montepulciano

Villa / 8 Bedrooms / sleeps 16

4 Nights min stay

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from £401 / night

£2806 - £3094 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Villa Bossona is an impressive villa which dates back to the eighteenth century. Ideal for quiet and relaxing holidays it is located in the sweet Montepulciano hills few minutes from the town.  …see more

from £247 / night

£1727 - £2590 / week

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20 Photos

Province of Siena / Montepulciano

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £247 / night

£1727 - £2590 / 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

from £360 / night

£2518 - £2878 / week

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24 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £360 / night

£2518 - £2878 / 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

from £257 / night

£1799 - £4317 / week

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24 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £257 / night

£1799 - £4317 / 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

from £119 / night

£833 - £1775 / week

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24 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 13

7 Nights min stay

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from £119 / night

£833 - £1775 / 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

from £205 / night

£1432 - £4317 / week

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23 Photos

Province of Siena / Montepulciano

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

Add to shortlist

from £205 / night

£1432 - £4317 / 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

from £35 / night

£242 - £1691 / week

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24 Photos

Montepulciano / Gracciano

Villa / 4 Bedrooms / sleeps 10

7 Nights min stay

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from £35 / night

£242 - £1691 / week

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Key info:

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

from £19 / night

£133 - £184 / week

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9 Photos

Province of Siena / Montepulciano

Villa / 5 Bedrooms / sleeps 13

3 Nights min stay

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from £19 / night

£133 - £184 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
La casa gode di panorami tra i pu' belli nella Regione Toscana, la tranquillità e l'ara salubre sono garantiti  …see more

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