Discover a selection of 3,500 vacation rentals in Cortona, IT that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $62 per night, and villas and farmhouses are popular options for a stay in Cortona. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Cortona
Destination guide

Enjoy a Cortona villa

Known for its dining, shopping, and history, Cortona is a great destination for Tuscany villas for rent. The city is enclosed in Etruscan and Roman stone walls that provide stunning views of the valley. You'll find virtually endless attractions in Cortona, including the Etruscan Academy Museum of the City of Cortona and the Diocesan Museum. Other landmarks that are a must during your trip include the Santa Margherita Sanctuary and the Girifalco Fortress, both of which provide panoramic landscape views. During your stay, be sure to stop at local shops and find unique treasures like local handmade goods and excellent wines to bring home with you.

Things to do

A hilltop fortress in Cortona

Housed in a gorgeous 13th-century palazzo, the Museo dell'Accademia Etrusca e della Città di Cortona is a riveting museum, filled with Roman and Etruscan treasures unearthed from the surrounding area. For staggeringly beautiful views of Tuscany and Umbria, the Medici fortress, Fortezza del Girifalco, cannot be beaten. Once you've soaked up the view, you can stay for a falconry show or dinner concert. The Eremo Francescano Le Celle, a Franciscan hermitage, is a short drive from Cortona vacation rentals. Nestled in the woods across an old stone bridge, it's a place of stillness broken only by the toll of bells.


History and art in Cortona

Lovers of history will find myriad delights in the medieval city of Cortona. The old walls of Cortona hold a wealth of stories, with a history incorporating the ancient Etruscans, the Romans, the powerful Medici family and Francis of Assisi, Cortona vacation rentals are within walking distance of many of Cortona's most important sites. Art lovers will find much to inspire in museums and galleries, while shoppers can wander the narrow streets to find treasures of local wines, produce and crafts. For a break from the heat, take a refreshing dip in the waters of nearby Lake Trasimeno.


Springtime beauty in Cortona

If you want to explore the medieval beauties of Cortona without sweltering or shivering, spring is the best time of year to visit. April and May are ideal, with warm, sunny afternoons for wandering the cobbled streets, and cool mornings to explore the nearby hills, carpeted in wild flowers. Summer is a beautiful time to visit Cortona, but the temperatures soar, so be sure to wear a hat and keep hydrated. Fall is great for sampling the bounty of Cortona, and winter, although chilly, is still a beautiful time to stay in Cortona and take daytrips for downhill skiing.

Natural features

Hillside wonders and wildlife in Cortona

Cortona is perched on a hilltop, with stunning views of a countryside marked by rolling hills and verdant farmland. Around 2 hours east of the Adriatic Sea and 2 hours west of the Tyrrhenian Sea, Cortona is ideally situated for those who want to experience medieval architecture, rural idylls and seaside excursions. Cortona is known more for food and wine than wildlife, but those who venture out of the city and into the countryside will have the opportunity to see wild animals. Trekking over the hills affords the best chance to spot wild boar, wolves, porcupines, badgers and red foxes.

How to get there

Transportation to and around Cortona

The nearest airport is in Perugia (PEG-Sant Egidio), located 28.9 mi (46.6 km) from the city center.

If you prefer train travel, make your way to Camucia-Cortona Station or Terontola-Cortona Station and explore the city from there.

How many vacation rentals are available around Cortona, IT?

Our 2021 property listings offer a large selection of 3,541 vacation rentals around Cortona. From 1,305 villa rentals to 262 farmhouse rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Villas in Cortona?

Yes, of course. Vrbo has 1,305 Villas in Cortona. Our other popular types of vacation rentals in Cortona include:

  • Farmhouses: 262 rentals available
  • Houses: 2,120 rentals available
  • Condos/Apartments: 959 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cottages and more.

Can I find a vacation rental with pool in Cortona?

Yes, you can select your preferred vacation rental with pool among our 2,800 vacation rentals with pool available in Cortona. Please use our search bar to access the selection of vacation rentals available.