Book Luxury Rental Apartments in Castiglion Fiorentino

We selected the 1088 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.

The Tuscan Vineyard

The Tuscan Vineyard

  • 6 guests

  • 3 bedrooms

Torrita di Siena, Siena

Set on a farm, parts of which are more than 200 years old, you’ll find this apartment, which is light and bright thanks to the large arched windows. Outside, as you’d hope for – there are gorgeous vistas over the Tuscan countryside and instead of a farm pond, there’s now a beautiful shared pool, which is a short walk through the communal gardens.

Tuscan Hideaway

Tuscan Hideaway

  • 4 guests

  • 2 bedrooms

Bucine, Arezzo

If this characterful apartment set in an intimate agritourism complex doesn't say Tuscany, we don't know what else will. Surrounded by hectares of olive groves, the home's secluded setting is idyllic.


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

Explore the 1088 most perfect homes in our collection

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Most popular homes in Castiglion Fiorentino

Tuscan Trees

Tuscan Trees

  • 6 guests

  • 2 bedrooms

Barberino Tavarnelle, Florence

The Bello

The Bello

  • 4 guests

  • 2 bedrooms

Cortona, Arezzo

Garden Oasis Retreat

Garden Oasis Retreat

  • 2 guests

  • 1 bedrooms

Cortona, Arezzo

The Falling Stones

The Falling Stones

  • 6 guests

  • 3 bedrooms

Impruneta, Florence

Tuscan Splendour

Tuscan Splendour

  • 4 guests

  • 2 bedrooms

Scaffaia, Scarperia e San Piero

Vista a Montepulciano

Vista a Montepulciano

  • 6 guests

  • 3 bedrooms

Montepulciano, Siena

Tuscan Rooftops

Tuscan Rooftops

  • 6 guests

  • 3 bedrooms

Chiusi, Siena

Beyond the Bridge

Beyond the Bridge

  • 7 guests

  • 3 bedrooms

Colle di Val d'Elsa, Siena

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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 1088 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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