Cortona Unique Homes

We selected the 2586 homes worth renting in this location

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Home spotlights in Cortona

Valley Vista Villa

Valley Vista Villa

  • 10 guests

  • 5 bedrooms

Cortona, Arezzo

Located just one mile from the hilltop town of Cortona, this Tuscan villa is made up of two apartments in one charming and traditional farmhouse. Both apartments have their own separate entrances, making this a great choice for large groups.

Tuscan Shadows

Tuscan Shadows

  • 10 guests

  • 5 bedrooms

Castiglion Fiorentino, Arezzo

Set high in the Tuscan hills, this villa has everything you need for a carefree stay. With a private pool and two terraces, you'll probably spend most of your time in the garden.

Fairytale in Cortona

Fairytale in Cortona

  • 8 guests

  • 3 bedrooms

Cortona, Arezzo

Nestled in the vibrant Tuscan landscape, surrounded by traditional beauty lies this home. Whether you're lounging by the private pool or going for a swim to stay active as the kids play in the garden, or you're getting some last-minute remote work done at the dining table, you'll find it easy to make the most of your holiday here.

Fresco Fantastico

Fresco Fantastico

  • 6 guests

  • 3 bedrooms

Cortona, Arezzo

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 home and you'll spot everything from intricate frescoes and high vaulted ceilings to a black marble fireplace and handsome wooden furnishings.


We selected the top 3% holiday homes in Cortona Unique Homes

Explore the 2586 most perfect homes in our collection

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Most popular homes in Cortona

Sunflower Beams

Sunflower Beams

  • 3 guests

  • 2 bedrooms

Cortona, Arezzo

The Etruscan Lady

The Etruscan Lady

  • 17 guests

  • 8 bedrooms

Cortona, Arezzo

Blossom & Shutter

Blossom & Shutter

  • 18 guests

  • 9 bedrooms

Cortona, Arezzo

Rural Dreamscape

Rural Dreamscape

  • 16 guests

  • 8 bedrooms

Cortona, Arezzo

Vineyard Vistas

Vineyard Vistas

  • 6 guests

  • 3 bedrooms

Cortona, Arezzo

The Bello

The Bello

  • 4 guests

  • 2 bedrooms

Cortona, Arezzo

Noah's Son

Noah's Son

  • 2 guests

  • 1 bedrooms

Cortona, Arezzo

Tuscan Tradition

Tuscan Tradition

  • 8 guests

  • 4 bedrooms

Fratticciola, Cortona

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Frequently asked questions

Plum guide offers a handpicked selection of the most unique homes in Cortona, Arezzo, Tuscany, Italy. Our homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book a short or extended stay and secure the most unique home in Cortona, Arezzo, Tuscany, Italy for your next getaway. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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