Book Luxury Rental Apartments in Castiglion Fiorentino

We selected the 1222 homes worth renting in this location

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Home spotlights in Castiglion Fiorentino

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.

Arezzo Airs

Arezzo Airs

  • 6 guests

  • 2 bedrooms

Arezzo, Tuscany

Modern and comfortable, this apartment is a practical base for exploring Arezzo. It’s just a five-minute walk from Piazza Grande, and four minutes from the train station.

Bellissima Casa

Bellissima Casa

  • 4 guests

  • 2 bedrooms

Sovicille, Tuscany

​​Restored by an Italian architect with a gentle touch, this villa has been updated and split into more modern apartments, but without ever compromising on the original charm. By honouring the villa's history – and thereby retaining its character – the home feels traditionally Tuscan with its terracotta tiles and wooden beams.

A Picture of Perugia

A Picture of Perugia

  • 16 guests

  • 8 bedrooms

San Giovanni del Pantano, Perugia

Set on an estate and surrounded by countryside, this home invites relaxation. Made up of the main villa and a separate apartment, it’s an ideal choice for large groups of extended family or friends who seek a sociable getaway together yet still enjoy some private time.


We selected the top 3% holiday homes in Castiglion Fiorentino Apartments

Explore the 1222 most perfect homes in our collection

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Most popular homes in Castiglion Fiorentino

Vista a Montepulciano

Vista a Montepulciano

  • 6 guests

  • 3 bedrooms

Montepulciano, Siena

The Bello

The Bello

  • 4 guests

  • 2 bedrooms

Cortona, Arezzo

Noah's Son

Noah's Son

  • 2 guests

  • 1 bedrooms

Cortona, Arezzo

The Falling Stones

The Falling Stones

  • 6 guests

  • 3 bedrooms

Impruneta, Florence

Orvieto Delights

Orvieto Delights

  • 6 guests

  • 3 bedrooms

Orvieto, Terni

Country Canopy

Country Canopy

  • 2 guests

  • 1 bedrooms

Scaffaia, Scarperia e San Piero

Tuscan Hideaway

Tuscan Hideaway

  • 4 guests

  • 2 bedrooms

Bucine, Arezzo

The Breadbasket

The Breadbasket

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

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Frequently asked questions

There's no better place to book luxury Holiday Apartments in Castiglion Fiorentino, 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 1222 Apartments for Rent in our Castiglion Fiorentino 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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