The Ancient Stone
11 guests
5 bedrooms
Cortona, Arezzo
Perched on the hills overlooking the Val di Chiana, this beautiful home seamlessly blends rustic charm with elegant Tuscan style to create a truly unforgettable stay. Less than a fifteen–minute walk from the centre of Cortona, the owners have thoughtfully restored this traditional farmhouse into a welcoming space that exudes charm.
Fresh As a Vine
11 guests
6 bedrooms
Montecchio, Castiglion Fiorentino
Overlooking the lush Chiana Valley, this former farmhouse boasts views you won’t be forgetting any time soon. There are plenty of spots to sit back and soak it all in, but the pergola’s one of our favourites, perched right next to the pool and offering plenty of room for dining alfresco.
Rosewood Manor
18 guests
9 bedrooms
Castiglion Fiorentino, Arezzo
This Tuscan villa was once a hotel, so it’s well set up for large groups. All of the bedrooms are en-suite, there’s an industrial kitchen, and the huge lounge has plenty of sofas.
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.
Explore the 3036 most perfect homes in our collection
Looking for alternatives to overpriced, cramped hotels in Castiglion Fiorentino, Arezzo, Tuscany, Italy? You've come to the right place: we’ve cherry-picked a selection of hotel alternatives which offer better value, more space, more privacy and more flexibility. Our vetted homes are located in central, vibrant neighbourhoods. 100% ready for living and available for short or extended stays.
