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.
Rural Dreamscape
16 guests
8 bedrooms
Cortona, Arezzo
Hidden away in deepest Tuscany, this home is ideal for anybody eager to escape the stresses of modern life and embrace la dolce vita instead – even if only for a week or two. The villa is a real rustic gem, with character galore in the stone walls, wooden ceiling beams and the feature wood-burning fireplace in the living room.
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.
By and By
10 guests
5 bedrooms
Fratticciola, Cortona
Ideal for a group of friends or perhaps a multi-generational break, this farmhouse is said to be the oldest building in the village and, although it's been smartly modernised, it's still beautifully traditional. Just as it would have been when it was built, the main house is divided into separate apartments – one upstairs and one on the ground floor.
Explore the 2708 most perfect homes in our collection
Discover the most romantic accommodation in Castiglion Fiorentino, Arezzo, Tuscany, Italy. We’ve handpicked homes that are perfect for two, in soulful neighbourhood locations with characterful living spaces, sumptuous bedrooms and luxurious bathrooms. Book today and enjoy a short or extended stay in the most romantic accommodation that Castiglion Fiorentino, Arezzo, Tuscany, Italy has to offer. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.
