Castiglion Fiorentino Unique Homes

We selected the 3046 homes worth renting in this location

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Home spotlights in Castiglion Fiorentino

Casa Castagna

Casa Castagna

  • 6 guests

  • 3 bedrooms

Castiglion Fiorentino, Arezzo

Nothing says ‘la dolce vita’ quite like this authentic Italian villa, which you’ll find tucked away on the outskirts of Castiglion Fiorentino. Nestled deep in the heart of the Tuscan countryside, this rustic home dates back to the 17th century, so it’s no wonder that stepping inside feels like travelling back in time.

Pietra House

Pietra House

  • 13 guests

  • 7 bedrooms

Camucia, Cortona

Found in the rolling Tuscan countryside, only minutes away from Cortona, this beautiful villa exemplifies the best of both worlds. Bask in the peace and tranquillity the secluded location of this home offers, but find a bit of hustle Arezzo, Perugia, or even Florence at the end of a road trip.

Ten Green Bottles

Ten Green Bottles

  • 17 guests

  • 6 bedrooms

Foiano della Chiana, Tuscany

Set in 30,000 square metres of grounds, this home is the Tuscan dream. There’s a turquoise swimming pool for hot summer days, a volleyball and football pitch, and a well-tended orto (vegetable garden) where you can help yourself to seasonal sun-ripened produce and cook just like a local.

A Tuscan Sunrise

A Tuscan Sunrise

  • 6 guests

  • 3 bedrooms

Montecchio, Castiglion Fiorentino

Tucked between olive groves and a pine forest, this cosy villa is a scenic drive away from Cortona, Arezzo and Pienza – but you might not want to leave once you're here. The three bedrooms (each with their own bathroom) are downstairs, while upstairs it’s all about spending time together – cooking in the kitchen, chatting around the travertine island, or sharing a bottle of local wine at the glass-and-timber table made from a tree that once grew on the property.


We selected the top 3% holiday homes in Castiglion Fiorentino Unique Homes

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Most popular homes in Castiglion Fiorentino

Gramophones & Gazebos

Gramophones & Gazebos

  • 15 guests

  • 6 bedrooms

Castiglion Fiorentino, Arezzo

Rosewood Manor

Rosewood Manor

  • 18 guests

  • 9 bedrooms

Castiglion Fiorentino, Arezzo

Tuscan Shadows

Tuscan Shadows

  • 10 guests

  • 5 bedrooms

Castiglion Fiorentino, Arezzo

Italian Iced Tea

Italian Iced Tea

  • 8 guests

  • 4 bedrooms

Pieve al Toppo, Civitella in Val di Chiana

Between The Olive Groves

Between The Olive Groves

  • 24 guests

  • 12 bedrooms

Monte San Savino, Arezzo

Fresh As a Vine

Fresh As a Vine

  • 11 guests

  • 6 bedrooms

Montecchio, Castiglion Fiorentino

Wild Rosemary

Wild Rosemary

  • 10 guests

  • 5 bedrooms

Castiglion Fiorentino, Arezzo

The Terracotta Sun

The Terracotta Sun

  • 6 guests

  • 4 bedrooms

Arezzo, Tuscany

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Frequently asked questions

Plum guide offers a handpicked selection of the most unique homes in Castiglion Fiorentino, Arezzo, Tuscany, Italy. Our homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book a short or extended stay and secure the most unique home in Castiglion Fiorentino, Arezzo, Tuscany, Italy for your next getaway. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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