5-Star Luxury Rentals Cortona

Tuscan Sunflower
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Tuscan Sunflower

Cortona, Tuscany, Italy
8 guests
4 bedrooms
A few kilometres from Cortona, this old farmhouse makes a rustic retreat for families. With a private pool, sprawling gardens, and a panoramic terrace, you'll have plenty of time to enjoy the Tuscan s.....
From €742
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The Olive Garden
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The Olive Garden

Cortona, Tuscany, Italy
6 guests
3 bedrooms
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 €302
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Italian Heart & Soul
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Italian Heart & Soul

Cortona, Tuscany, Italy
12 guests
5 bedrooms
Surrounded by olive trees in the Tuscan countryside, this villa is a peaceful escape for a large family or group of friends. The rustic interiors are rich with charm, and two living areas and kitchens.....
From €590
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Little Borghis
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Little Borghis

Cortona, Tuscany, Italy
10 guests
5 bedrooms
Flanked by Tuscany's postcard-perfect cypress trees and commanding magnificent views of the rolling hills and vineyards beyond, the setting for this farmhouse villa would be hard to beat. Spend la.....
From €879
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Sunflower Beams
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Sunflower Beams

Cortona, Tuscany, Italy
3 guests
2 bedrooms
Located in Cortona’s historic centre, this handsome apartment blends rustic charm with modern comforts to create a memorable, relaxing stay. Housed in a historic building, you’ll find plenty of tr.....
From €205
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The Main Event
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The Main Event

Cortona, Tuscany, Italy
10 guests
5 bedrooms
Dating back to the 18th century, this home provides the perfect setting for a dreamy Tuscan retreat – one that’s filled with the majestic beauty of the Italian countryside. And from the moment of arri.....
From €2,015
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Enrapturing Scenery
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Enrapturing Scenery

Cortona, Tuscany, Italy
12 guests
5 bedrooms
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 €637
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Rosemary Breeze
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Rosemary Breeze

Cortona, Tuscany, Italy
12 guests
6 bedrooms
In the folds of the hills, this home is all about those Tuscan sunsets. Catch the golden hour, as the sun dips below the forest-clad hills, from the terrace where curtains frame the view and dining by.....
From €1,028
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The Ancient Stone
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The Ancient Stone

Cortona, Tuscany, Italy
11 guests
5 bedrooms
Perched on the hills overlooking the Val di Chiana, this beautiful home seamlessly blends rustic charm with elegant Tuscan style to create a truly unforgettable stay. Less than a fifteen–minute wa.....
From €823
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Under A Tuscan Moon
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Under A Tuscan Moon

Cortona, Tuscany, Italy
4 guests
2 bedrooms
This rustic-style villa, nestled amid unspoiled swathes of the Italian countryside close to the quintessentially Tuscan town of Cortona, provides the perfect place to slow down, reconnect, and immerse.....
From €362
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Fresco Fantastico
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Fresco Fantastico

Cortona, Tuscany, Italy
6 guests
3 bedrooms
Sitting on the first floor of a noble palazzo in the typically Tuscan town of Cortona, this apartment will put a smile on the face of anyone fond of the opulence of yesteryear. Wander about the hom.....
From €347
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