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.
The Whispering Hills
6 guests
2 bedrooms
Arezzo, Tuscany
Giving way to sweeping views of the Arezzo hills, this villa's outdoor space is undoubtedly the main draw. With a swimming pool and ample seating for everything from alfresco dining to sunbathing, it's made for sun worshippers.
Between The Olive Groves
24 guests
12 bedrooms
Monte San Savino, Arezzo
When staying in Tuscany, who doesn’t want a 16th-century villa, with life-size frescoes and acres of grounds to explore? This place sits between the medieval borgo of Monte San Savino (a ten-minute drive) and the alluring city of Arezzo (a fifteen-minute drive).
The Main Event
10 guests
5 bedrooms
Metelliano, Cortona
Dating back to the 18th century, this home provides the perfect setting for a dreamy Tuscan retreat – one that’s filled with the majestic beauty of the Italian countryside. And from the moment of arrival, you’ll want to pause to admire the unique charm of this setting.
Explore the 2450 most perfect homes in our collection
Explore our collection of luxury Extended Stay Rentals available for you to rent in Castiglion Fiorentino, Arezzo, Tuscany, Italy. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Castiglion Fiorentino, Arezzo, Tuscany, Italy collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.
