Book Luxury Rental Apartments in Cortona

We selected the 1042 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.

Glass of Chianti

Glass of Chianti

  • 8 guests

  • 4 bedrooms

Marcialla, Barberino Tavarnelle

This apartment, overlooking the beautiful vineyards of Tuscany, is situated in a historic palace that dates back to the 14th century. The place is packed with character, from the arched brick ceilings and terracotta tiles, to the chandeliers and antique furnishings.

Escaping Time

Escaping Time

  • 7 guests

  • 3 bedrooms

Sovicille, Tuscany

Nestled in a sea of pea-green pastures, historic olive groves, and undulating hills, this home exudes Tuscan tranquillity. You'll find it in the little village of Brenna, just a forty-minute drive from Siena.

Terracotta & Sage

Terracotta & Sage

  • 4 guests

  • 2 bedrooms

Scaffaia, Scarperia e San Piero

For a relaxing stay in the pretty rolling countryside of Tuscany, you can’t do better than this charming apartment. It’s on the estate of a restored 18th-century farmhouse, sharing lush gardens and a heated plunge pool.


We selected the top 3% holiday homes in Cortona Apartments

Explore the 1042 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

Garden Oasis Retreat

Garden Oasis Retreat

  • 2 guests

  • 1 bedrooms

Cortona, Arezzo

Olive Green

Olive Green

  • 4 guests

  • 2 bedrooms

Bucine, Arezzo

Rigomagno Rustico

Rigomagno Rustico

  • 2 guests

  • 1 bedrooms

Rigomagno, Sinalunga

Michelangelo's Rose

Michelangelo's Rose

  • 6 guests

  • 3 bedrooms

Loro Ciuffenna, Arezzo

Country Canopy

Country Canopy

  • 2 guests

  • 1 bedrooms

Scaffaia, Scarperia e San Piero

Beyond the Bridge

Beyond the Bridge

  • 7 guests

  • 3 bedrooms

Colle di Val d'Elsa, Siena

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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 1042 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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