Luxury Self-Catering Italy

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A Glass of Brunello Tuscany, Italy

Self-Catering
5 bedrooms5 bathrooms10 guests
This rural, pet-friendly villa offers equal amounts of elegance and tradition. Accessed through an electric gate and up an avenue of olive trees, you'll enjoy privacy and tranquillity on the outskirts...
From €3,047 Nightly
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Pietra House Tuscany, Italy

Self-Catering
7 bedrooms5 bathrooms14 guests
Found in the rolling Tuscan countryside, only minutes away from Cortona, this beautiful villa exemplifies the best of both worlds. Bask in the peace and tranquillity the secluded location of this home...
From €778 Nightly
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Enrapturing Scenery Tuscany, Italy

Self-Catering
5 bedrooms5 bathrooms12 guests
It's fair to say that Tuscany moves at its own pace and it's not the place to go for homes on the cutting-edge of contemporary design. What you will find reassuring amounts of, however, is villas with...
From €722 Nightly
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Tuscan Academia Tuscany, Italy

Self-Catering
4 bedrooms4 bathrooms8 guests
On a hilltop overlooking the rolling Cortona countryside lies this traditional villa. The interior has some dated elements, but the surrounding scenery and laid-back charm make for a lovely stay. With...
From €973 Nightly
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Tuscan Haven Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms2 guests
Situated a short drive outside the bustling medieval city of Siena, this villa offers a true escape in the Tuscan countryside. Originally constructed as a watchtower, its 12th-century exterior has bee...
From €1,749 Nightly
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Upon a Golden Dream Tuscany, Italy

Self-Catering
4 bedrooms4 bathrooms8 guests
Whether you're splashing about in the private pool, admiring the Tuscan scenery from the patio or dining on Italian delicacies in the setting sun, this charming villa is the perfect place to call home...
From €410 Nightly
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The Olive Garden Tuscany, Italy

Self-Catering
3 bedrooms2 bathrooms6 guests
This charming farmhouse overlooking views of the Seano Cortona Valley comes complete with its own olive terrace and a hidden private pool. While the best spot in the house to take in the views is on t...
From €528 Nightly
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The Olive & the Vine Tuscany, Italy

Self-Catering
7 bedrooms7 bathrooms17 guests
Pictures don't do this elegant farmhouse justice. Ideal for dream weddings, romantic getaways or family holidays, this home offers a private chef and helicopter transfers, amongst other optional luxur...
From €1,316 Nightly
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The Alighieri Tuscany, Italy

Self-Catering
2 bedrooms2 bathrooms4 guests
This converted Tuscan home provides a great base to explore one of Italy’s most iconic areas from. Though the interior perhaps lacks a bit of cosiness, it is well-kept and provides you with all you ne...
From €329 Nightly
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The Chapel of Time Tuscany, Italy

Self-Catering
4 bedrooms5 bathrooms8 guests
In the heart of central Italy, this traditional home is immersed in the green landscapes of Tuscany. Brimming with history and charm, there are plenty of ancient features to enjoy here, from the 15th-...
From €1,778 Nightly
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Best Holiday Villas in Italy
Listing 211-220 of 3443 Self-Catering properties
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