Cortona Homes with Free Cancellation

Award-winning homes from £98

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Home spotlights in Cortona

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.

View From The Evening

View From The Evening

  • 4 guests

  • 2 bedrooms

Cortona, Arezzo

Florence and Pisa steal the limelight for Tuscan cities, yet Cortona is a hidden gem brimming with character. Authentically Italian and undoubtedly pretty, the sleepy streets and welcoming ambiance is the perfect immersion into the local lifestyle.

Under A Tuscan Moon

Under A Tuscan Moon

  • 4 guests

  • 2 bedrooms

Cortona, Arezzo

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 yourself in the laid-back way of life this area offers. In the surrounding area, named Val d'Esse, you will find a wealth of historical, cultural, and archaeological treasures, as well as the eponymous river that runs through the valley and plenty of fantastic local eateries serving traditional delicacies – so there really is something for everyone.

By and By

By and By

  • 10 guests

  • 5 bedrooms

Fratticciola, Cortona

Ideal for a group of friends or perhaps a multi-generational break, this farmhouse is said to be the oldest building in the village and, although it's been smartly modernised, it's still beautifully traditional. Just as it would have been when it was built, the main house is divided into separate apartments – one upstairs and one on the ground floor.


We selected the top 3% holiday homes in Cortona Free Cancellation

Explore the 1580 most perfect homes in our collection

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Most popular homes in Cortona

Ten Green Bottles

Ten Green Bottles

  • 17 guests

  • 6 bedrooms

Foiano della Chiana, Tuscany

Through the Brick Arch

Through the Brick Arch

  • 24 guests

  • 14 bedrooms

Lisciano Niccone, Perugia

The Bello

The Bello

  • 4 guests

  • 2 bedrooms

Cortona, Arezzo

Noah's Son

Noah's Son

  • 2 guests

  • 1 bedrooms

Cortona, Arezzo

Fairytale in Cortona

Fairytale in Cortona

  • 8 guests

  • 3 bedrooms

Cortona, Arezzo

Tuscany in Bloom

Tuscany in Bloom

  • 18 guests

  • 9 bedrooms

Cortona, Arezzo

The Terracotta Sun

The Terracotta Sun

  • 6 guests

  • 4 bedrooms

Arezzo, Tuscany

Casa Castagna

Casa Castagna

  • 6 guests

  • 3 bedrooms

Castiglion Fiorentino, Arezzo

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Frequently asked questions

Explore our selection of the finest homes in Cortona, Arezzo, Tuscany, Italy with free cancellation for your peace of mind. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Our friendly team of Plum Experts are on-hand 24/7 to help you book a short or extended stay with free cancellation options in the best rentals that Cortona, Arezzo, Tuscany, Italy has to offer.

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