Book Luxury Airbnb Alternatives in 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.

Pastel Daydreams

• 4 guests

• 3 bedrooms

Cortona, Arezzo

Close to the cities of Perugia and Arezzo, this cosy bungalow is the perfect base for exploring the Umbria region. With easy access to a motorway, if you rent a car you can explore a lot of the area’s most fascinating hilltop towns with ease.

The Softest Crimson

• 8 guests

• 4 bedrooms

Le Corchie, Cortona

Built as a farm at the end of the 19th century, this rural home has oodles of charm and Tuscan character. We're swooning over the original terracotta-vaulted ceilings, the exposed cork beams and the huge fireplace, which is the perfect spot to snuggle up with a cup of tea on wintery nights.