Cortona is one of Tuscany’s most beloved hilltowns, known for its breathtaking views over the Valdichiana valley, medieval streets, Etruscan history and warm, authentic atmosphere. It’s a dream destination for travellers seeking culture, nature and true Tuscan living. Explore all Cortona villa rentals available directly from the host.
The town is rich in museums, boutique shops, cafés and viewpoints, while the surrounding countryside offers vineyards, olive groves and scenic hiking paths. Cortona also has an ideal location for day trips to Florence, Siena and Lake Trasimeno. Discover more on the Tuscany holiday rentals overview page.
Cortona offers a beautiful selection of self-catering villas, charming farmhouses and countryside retreats with sweeping landscapes. Many homes include terraces, pools and spacious gardens perfect for warm summer evenings. Looking for a villa with a private swimming pool? Visit: private pool holiday homes.
Travellers seeking great offers or flexible availability can browse: Italy last-minute holiday rentals.
From Cortona you can easily reach towns such as Arezzo, the peaceful countryside near Capannoli, or the hill landscapes around Casole d’Elsa.
Experience one of Tuscany’s most enchanting hilltowns and browse all holiday homes in Cortona. A perfect destination for romance, culture and unforgettable landscapes.
