Book Luxury Rental Apartments in Cortona

We selected the 1178 homes worth renting in this location

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Home spotlights in Cortona

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.

Villa Tosca

Villa Tosca

  • 16 guests

  • 8 bedrooms

La Chiocciola, Rignano sull'Arno

Leave the gorgeous Renaissance city of Florence in your rearview mirror and head for the hills. Drive just thirty minutes or so up into the rolling Tuscan hills, and you'll come across this breathtaking villa with a soaring clock tower.

A Visit from Siena

A Visit from Siena

  • 3 guests

  • 1 bedrooms

Bucine, Arezzo

Set in hectare upon hectare of olive groves and yet just a short drive from the wander-worthy streets of Siena and countless medieval walled towns, the setting of this Tuscan farmhouse apartment is postcard-perfect. A wonderful retreat for two, a single traveller, or a small family, you'll have a private terrace with a barbecue and Jacuzzi (for an additional fee) to soak up the rolling hill vistas, and just across the communal lawns, a shared swimming pool to beat the Tuscan heat.

Country Canopy

Country Canopy

  • 2 guests

  • 1 bedrooms

Scaffaia, Scarperia e San Piero

This pretty apartment sits in the estate of an 18th-century farmhouse, which has been lovingly restored into several attractive holiday homes. We love the lush communal gardens and the setting amid Tuscany’s scenic rolling countryside – cyclists will be particularly happy here, where bikes and e-bikes can be rented.


We selected the top 3% holiday homes in Cortona Apartments

Explore the 1178 most perfect homes in our collection

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Most popular homes in Cortona

Wild Onion

Wild Onion

  • 4 guests

  • 2 bedrooms

Fonterutoli, Castellina in Chianti

Pistachio Pesto

Pistachio Pesto

  • 8 guests

  • 2 bedrooms

Arezzo, Tuscany

Noah's Son

Noah's Son

  • 2 guests

  • 1 bedrooms

Cortona, Arezzo

Vista a Montepulciano

Vista a Montepulciano

  • 6 guests

  • 3 bedrooms

Montepulciano, Siena

Orvieto Delights

Orvieto Delights

  • 6 guests

  • 3 bedrooms

Orvieto, Terni

Italian Tastes

Italian Tastes

  • 5 guests

  • 2 bedrooms

Città della Pieve, Perugia

Tuscany Terracotta

Tuscany Terracotta

  • 11 guests

  • 5 bedrooms

Montelupo Fiorentino, Florence

The Legendary Giulia

The Legendary Giulia

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

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Frequently asked questions

There's no better place to book luxury Holiday Apartments in Cortona, Arezzo, Tuscany, Italy than our exclusive Plum Guide collection, which includes only the top 3% of homes. Every one of the homes on our site has been put through a painstaking vetting process with 150 checkpoints, culminating in a visit from a professional Home Critic. Every one of the remarkable homes on our books come fully furnished, with all linen and essential bathroom toiletries included, as well as a perfectly-equipped kitchen. Choose from one of the 1178 Apartments for Rent in our Cortona range, and discover the true meaning of luxury. Call on the help of our dedicated team too, to help make your choice as straightforward as possible.

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