Castiglion Fiorentino Family Friendly Hotel Alternatives

Wild Rosemary

• 10 guests

• 5 bedrooms

Castiglion Fiorentino, Arezzo

A truly idyllic escape to rural Tuscany requires rolling hills, a rustic farmhouse and panoramic views across olive groves and vineyards. And you'll have all of this and more at this beautiful home deep in the countryside between Arezzo and Cortona.

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.

The Valley of Angels

• 14 guests

• 7 bedrooms

Cortona, Arezzo

If you’re in search of a rustic getaway, this 18th-century home ticks all the right boxes. Surrounded by trees, the garden offers beautiful views, as well as a swimming pool (open seasonally), a barbecue and a wood-burning pizza oven.