Book Luxury Short Stay Rentals in Castiglion Fiorentino

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Home spotlights

Arezzo Stone

Arezzo Stone

  • 15 guests

  • 7 bedrooms

Arezzo, Tuscany

This stone villa is perfectly harmonious with its surroundings – situated high in the Arezzo hills, this renovated house sits amongst organic orchards and centuries-old beech, strawberry and juniper trees. You’ll experience unrivalled privacy in this impressive estate, which focuses on connecting you with your natural surroundings.

The Whispering Hills

The Whispering Hills

  • 6 guests

  • 2 bedrooms

Arezzo, Tuscany

Giving way to sweeping views of the Arezzo hills, this villa's outdoor space is undoubtedly the main draw. With a swimming pool and ample seating for everything from alfresco dining to sunbathing, it's made for sun worshippers.

The Healer of Tubbiano

The Healer of Tubbiano

  • 8 guests

  • 4 bedrooms

Arezzo, Tuscany

Immerse yourself in the mystical beauty of this ancient land and its history with a stay at this unique home. Nestled amidst the rolling hills and green fields, this stone gem dates back to the sixteenth century – and while it still preserves all of its original grandeur, it also feels like home, with all the comforts to make your stay a relaxing and restorative one.

Pistachio Pesto

Pistachio Pesto

  • 8 guests

  • 2 bedrooms

Arezzo, Tuscany

This home is a true haven nestled right in the heart of Arezzo. With its luscious garden and rustic interior, it's the perfect place to kick back and relax away from the hustle and bustle.


We selected the top 3% holiday homes in Castiglion Fiorentino Short Stay Rentals

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Most popular homes

Timeless Harmony

Timeless Harmony

  • 14 guests

  • 5 bedrooms

Arezzo, Tuscany

The Vineyard House

The Vineyard House

  • 16 guests

  • 13 bedrooms

Arezzo, Tuscany

Vita Toscana

Vita Toscana

  • 12 guests

  • 6 bedrooms

Arezzo, Tuscany

A Benigni Classic

A Benigni Classic

  • 2 guests

  • 1 bedrooms

Quartiere di Porta Crucifera, Arezzo

Dreams of Yesterday

Dreams of Yesterday

  • 10 guests

  • 5 bedrooms

Santa Firmina, Arezzo

Pastel Caramel

Pastel Caramel

  • 11 guests

  • 5 bedrooms

Arezzo, Tuscany

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Castiglion Fiorentino, Arezzo, Tuscany, Italy. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Castiglion Fiorentino luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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