Cortona Unique Homes

We selected the 2796 homes worth renting in this location

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Home spotlights in Cortona

A Tuscan Sunrise

A Tuscan Sunrise

  • 6 guests

  • 3 bedrooms

Montecchio, Castiglion Fiorentino

Tucked between olive groves and a pine forest, this cosy villa is a scenic drive away from Cortona, Arezzo and Pienza – but you might not want to leave once you're here. The three bedrooms (each with their own bathroom) are downstairs, while upstairs it’s all about spending time together – cooking in the kitchen, chatting around the travertine island, or sharing a bottle of local wine at the glass-and-timber table made from a tree that once grew on the property.

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.

Il Sogno

Il Sogno

  • 4 guests

  • 2 bedrooms

Cortona, Arezzo

When it comes to Tuscan idylls, this home ticks all the boxes. Set amongst Cortana’s rolling green hills, this renovated 19th century house is full of quiet corners and scenic spots waiting to welcome you into a world of rest and relaxation.

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 2796 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

By and By

By and By

  • 10 guests

  • 5 bedrooms

Fratticciola, Cortona

Tuscan Stone & Olive Trees

Tuscan Stone & Olive Trees

  • 2 guests

  • 1 bedrooms

Cortona, Arezzo

Tuscan Shadows

Tuscan Shadows

  • 10 guests

  • 5 bedrooms

Castiglion Fiorentino, Arezzo

The Softest Crimson

The Softest Crimson

  • 8 guests

  • 4 bedrooms

Le Corchie, Cortona

The Angelico

The Angelico

  • 12 guests

  • 6 bedrooms

Cortona, Arezzo

Garden Oasis Retreat

Garden Oasis Retreat

  • 2 guests

  • 1 bedrooms

Cortona, Arezzo

A Sweet Symphony

A Sweet Symphony

  • 4 guests

  • 2 bedrooms

La Dogana, 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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