Montepulciano - Val d'Orcia area

enjoy your luxury villa stay in one of Tuscany’s wine regions amidst olive groves, lush green countryside, and medieval villages


Explore Home in Italy’s collection of deluxe rental homes in the Val d’Orcia area, large, family-friendly villas, traditional or contemporary properties available for weekly rentals to suit all tastes. In this world-renowned area of Tuscany, visitors can find exquisite and elegant luxurious villas for rent. Val d'Orcia is one of the most famous Tuscany’s wine regions amidst olive groves, lush green countryside, and medieval villages. Rent one of Home in Italy's top luxury homes in the Val d'Orcia area, experience its fascinating atmosphere, and enjoy its unforgettable views. With picturesque towns, such as Montepulciano, Montalcino, or Pienza, untouched landscapes, and world-renowned wines, this unique area of Tuscany stretching along the provinces of Siena and Grosseto will never cease to amaze its visitors. Tuscany’s Val d’Orcia may well be the most perfect slice of the most perfect part of Italy. Lying just south of Siena, this ancient valley of scenic villages with gently rolling hills and scenic villages is rich in history and natural splendor exquisitely preserved.


Results: 24 villas found
Pages:  12

Tuscany, San Casciano Dei Bagni
22,900 € / week
 14    9    9

Armonia is a delightful 5-star large villa for rent located in Tuscany, in the heart of Val d'Orcia, a perfect luxury retreat for all those seeking an authentic Italian holiday of rest and relaxation with family or friends. This 2-level luxurious property has been recently restored with great ...

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Tuscany, Chianciano
from 10,000 to 29,000 € / week
 16 • 12 • 8    8    9

The owner’s eye for detail and creative passion is seen in this luxurious large villa for rent in Tuscany, Italy. A neo-gothic home wholly renovated, Avorio has been exquisitely furnished to be a Tuscan 5-star home away from home, a perfectly private getaway situated within a short drive to ...

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Tuscany, Montalcino
Price On demand
 8    4    6

A superb location, the Val D'Orcia, UNESCO Natural Park; a private estate of 5000 acres with an 18-hole golf course, a restaurant and a SPA, this combination makes this place an idyllic retreat for top luxury holiday rentals in Tuscany. Massimo and Chiara Ferragamo, a name of excellence ...

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Tuscany, San Quirico D'Orcia
24,000 € / week
 12    6    8

At first view, this luxury holiday villa in Italy for rent seems to be suspended between the sky and the lands of Val’Orcia, one of the most iconic areas of Tuscany for its postcard picture views. Remote, expansive valley at the south of Siena, Val d’Orcia is characterized by rolling hills, ...

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Tuscany, Chianciano
from 20,000 to 30,000 € / week
 10    5    8

The ‘curtain’ of the Val d’Orcia hills opens, a real postcard image of rare beauty is the perfect setting for this luxury vacation villa for rent in Tuscany. Set between Montepulciano and Pienza, Collemagico is a five-bedroom stone-made holiday home rental in Italy, recently rebuilt from ...

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Tuscany, Sarteano
from 10,700 to 22,700 € / week
 18    9    10

Val d’Orcia may well be the most perfect slice of Tuscany, probably the most perfect part of Italy. This ancient valley of gently rolling hills and scenic villages is the setting of this exclusive large luxury holiday villa for rent in Tuscany. A stylish farmhouse, perched on top of a hill in ...

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Tuscany, Buonconvento
from 9,750 to 15,000 € / week
 10    5    6

After travelling north to south across Tuscany for many years to select new luxury villas for our clients’ holidays, we find this part of Italy to be one of the most enchanting of all. Set at the doors of the idyllic Val d’Orcia, the property is among many touristic attractions. The car ride ...

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Tuscany, Sarteano, Val D'orcia Area
from 10,700 to 22,700 € / week
 18    8    9

In one of the best regions of Italy, with a dominant position overlooking the Val d’Orcia gentle hills, villa Cortigiana is a large luxury holiday villa for rent in Tuscany, perfect for big groups and families travelling together. This exclusive vacation home rental easily sleeps up to 19 ...

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Tuscany, San Casciano Dei Bagni
from 6,248 to 9,648 € / week
 11    6    7

Doride is a delightful Italian luxury villa for rent in the heart of the most iconic Tuscany. It is the perfect spot for families and friends who want to combine a relaxing holiday with the exploration of many nearby interesting cities and towns. Doride is centred amidst 360 degrees views of ...

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Tuscany, Montepulciano
from 13,150 to 15,650 € / week
 8/11    4    5

Elice is a delightful luxury holiday villa for rent in Italy walking distance of the charming Tuscan town of Montepulciano. World-renowned for its delectable wine and its mix of Gothic and Renaissance architectural styles, Montepulciano hosts excellent wineries. This high end traditional vacation ...

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Tuscany, Radicofani
from 11,645 to 19,450 € / week
 17    9    10

Set on a hillside overlooking the Tuscan hills, Faggeto is a large 9-bedroom villa for rent with private pool and tennis court. The Val d'Orcia is a wonderful area, due to the protection of the natural beauty of its enchanting landscape so much so that it is recognised for its artistic heritage, ...

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Tuscany, Montalcino
from 12,550 to 22,550 € / week
 18/22    9    14

Flaviana is a large contemporary Tuscan villa for rent with few principles that define its simple aesthetic: open-floor plans, clean lines, minimal clutter. Sitting amid the gently rolling hills of the Crete Senesi region, at 23 kilometers from Montalcino, Flaviana is a recently renovated ...

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Tuscany, Buonconvento
from 30,388 to 41,250 € / week
 12/14    6    9

Designed by the well known Sienese architect Peruzzi, Il Santo has been renovated into a luxurious vacation villa available for weekly rentals becoming a unique and grand historical Tuscan private villa, providing spacious and exclusive accommodation for 12 guests. The combination of a ...

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Tuscany, Montalcino
from 6,000 to 12,900 € / week
 18 • 16 • 14 • 12    9    8

The Val d' Orcia is part of The Unesco World Heritage and is considered by many as the most beautiful part of Tuscany. In this idyllic setting, you can find Lavacchio, a comfortable large villa with 9 bedrooms, perfect for those who are looking for a luxury holiday rental in the heart of Tuscany. ...

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Tuscany, San Casciano Dei Bagni
from 10,700 to 14,720 € / week
 14    7    6

Lira is a large Tuscan villa for rent situated in the heart of Val d’Orcia, a few minutes drive from San Casciano dei Bagni, an antique village famous for its thermal baths. The luxury property is immersed in the wild greenery and spectacularly landscaped with olive trees, shrubs and ...

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Results: 24 villas found
Pages:  12