Book Luxury Vacation Rentals in Cortona

Award-winning homes from £98

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Home spotlights

Sunflower Beams

Sunflower Beams

  • 3 guests

  • 2 bedrooms

Cortona, Arezzo

Located in Cortona’s historic centre, this handsome apartment blends rustic charm with modern comforts to create a memorable, relaxing stay. Housed in a historic building, you’ll find plenty of traditional features here including exposed dark wood beams and terracotta floor tiles sitting alongside inviting contemporary furnishings to create the perfect mix of old meets new.

Garden Oasis Retreat

Garden Oasis Retreat

  • 2 guests

  • 1 bedrooms

Cortona, Arezzo

This charming holiday apartment lies in the heart of Cortona, ideal for a romantic getaway. The terrace boasts lovely views of the surrounding landscape, though the outdoor space is overlooked by nearby buildings, so it doesn't feel the most private.

Noah's Son

Noah's Son

  • 2 guests

  • 1 bedrooms

Cortona, Arezzo

If you're a frequent visitor to Tuscany and looking for somewhere that's slightly off the beaten track for your next trip, the medieval town of Cortona is a lovely choice and this apartment on the outer edges will help you see the best of it. Spread across two floors, the interior is a distinctive mix of period features, such as the flagstone floors and wooden ceiling beams, and modern touches, like the monochrome kitchen and smart grey bathroom.

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.


We selected the top 3% holiday homes in Cortona Vacation Rentals

Explore the 8 most perfect homes in our collection

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Most popular homes

Fresco Fantastico

Fresco Fantastico

  • 6 guests

  • 3 bedrooms

Cortona, Arezzo

The Bello

The Bello

  • 4 guests

  • 2 bedrooms

Cortona, Arezzo

The Angelico

The Angelico

  • 12 guests

  • 6 bedrooms

Cortona, Arezzo

Sunflowers

Sunflowers

  • 4 guests

  • 2 bedrooms

Cortona, Arezzo

The Whispering Hills

The Whispering Hills

  • 6 guests

  • 2 bedrooms

Arezzo, Tuscany

Pistachio Pesto

Pistachio Pesto

  • 8 guests

  • 2 bedrooms

Arezzo, Tuscany

Timeless Harmony

Timeless Harmony

  • 14 guests

  • 5 bedrooms

Arezzo, Tuscany

Arezzo Stone

Arezzo Stone

  • 15 guests

  • 7 bedrooms

Arezzo, Tuscany

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Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Cortona, Arezzo, Tuscany, Italy. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Cortona Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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