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Book Luxury Short Stay Rentals in Castiglion Fiorentino

We selected the 2196 homes worth renting in this location

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Adults

Age 13+

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Home spotlights in Castiglion Fiorentino

A Touch Of Ivy

A Touch Of Ivy

  • 7 guests

  • 3 bedrooms

Cortona, Arezzo

Like many traditional homes in Tuscany, this gorgeous old farmhouse is full of rustic elegance, with ivy and vines creeping over the exterior, beautifully matching it to its country surroundings. With traditional wooden floors boasting large woollen rugs and thick wooden beams on the ceilings, there’s no mistaking this home's authentic and historic character.

Dreams of Yesterday

Dreams of Yesterday

  • 10 guests

  • 5 bedrooms

Santa Firmina, Arezzo

This is not your typical Italian villa. Sure, on the outside it looks familiar with its rustic stone walls and quaint shutters.

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.

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.


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

Explore the 2196 most perfect homes in our collection

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Most popular homes in Castiglion Fiorentino

The Tuscan Song

The Tuscan Song

  • 17 guests

  • 8 bedrooms

Castiglion Fiorentino, Arezzo

The Scent of Hydrangeas

The Scent of Hydrangeas

  • 12 guests

  • 6 bedrooms

Arezzo, Tuscany

Limestone & Antique

Limestone & Antique

  • 12 guests

  • 6 bedrooms

Marciano della Chiana, Arezzo

Vineyard Vistas

Vineyard Vistas

  • 6 guests

  • 3 bedrooms

Cortona, Arezzo

By and By

By and By

  • 10 guests

  • 5 bedrooms

Fratticciola, Cortona

Now and Forever

Now and Forever

  • 18 guests

  • 9 bedrooms

Castiglion Fiorentino, Arezzo

The Main Event

The Main Event

  • 10 guests

  • 5 bedrooms

Metelliano, Cortona

The Softest Crimson

The Softest Crimson

  • 8 guests

  • 4 bedrooms

Le Corchie, Cortona

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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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