Book a stay in one of the best homes in Castiglion Fiorentino

We selected the 2922 homes worth renting in this location

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Adults

Age 13+

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Children

Age 1 to 12

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Home spotlights in Castiglion Fiorentino

The Valley of Angels

The Valley of Angels

  • 14 guests

  • 7 bedrooms

Cortona, Arezzo

If you’re in search of a rustic getaway, this 18th-century home ticks all the right boxes. Surrounded by trees, the garden offers beautiful views, as well as a swimming pool (open seasonally), a barbecue and a wood-burning pizza oven.

Tuscan Shadows

Tuscan Shadows

  • 10 guests

  • 5 bedrooms

Castiglion Fiorentino, Arezzo

Set high in the Tuscan hills, this villa has everything you need for a carefree stay. With a private pool and two terraces, you'll probably spend most of your time in the garden.

Gramophones & Gazebos

Gramophones & Gazebos

  • 15 guests

  • 6 bedrooms

Castiglion Fiorentino, Arezzo

Stand on the flower festooned balcony of this large, stone-built farmhouse in the rolling Tuscan countryside and just take a few moments. With idyllic views over the estate's olive grove to the forest-clad hills beyond, we're sure you'll feel inspired.

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.


We selected the top 3% holiday homes in Castiglion Fiorentino

Explore the 2922 most perfect homes in our collection

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Most popular homes in Castiglion Fiorentino

Wild Rosemary

Wild Rosemary

  • 10 guests

  • 5 bedrooms

Castiglion Fiorentino, Arezzo

A Tuscan Sunrise

A Tuscan Sunrise

  • 6 guests

  • 3 bedrooms

Montecchio, Castiglion Fiorentino

Fresh As a Vine

Fresh As a Vine

  • 11 guests

  • 6 bedrooms

Montecchio, Castiglion Fiorentino

The Ancient Stone

The Ancient Stone

  • 11 guests

  • 5 bedrooms

Cortona, Arezzo

View From The Evening

View From The Evening

  • 4 guests

  • 2 bedrooms

Cortona, Arezzo

Garden Oasis Retreat

Garden Oasis Retreat

  • 2 guests

  • 1 bedrooms

Cortona, Arezzo

Wrapped in Jasmine & Aloe

Wrapped in Jasmine & Aloe

  • 12 guests

  • 6 bedrooms

Castiglion Fiorentino, Arezzo

Tuscan Stone & Olive Trees

Tuscan Stone & Olive Trees

  • 2 guests

  • 1 bedrooms

Cortona, Arezzo

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