Cortona vacation rentals
Vacation rentals in Cortona by owner — compare homes, condos and cabins, message verified hosts and book direct. See every charge before you pay.
Cortona, located in the heart of Tuscany, offers sites like the Etruscan Academy Museum, the picturesque Piazza della Repubblica, and the stunning Basilica di Santa Margherita with views over the Val di Chiana. Travelers visit Cortona to explore its rich Etruscan history, enjoy wine tastings at nearby vineyards, and experience cultural events like the Tuscan Sun Festival. Houfy allows you to book directly with local hosts in Cortona. Choose from hilltop villas, country farmhouses, and central apartments, with easy trips to Arezzo and Lake Trasimeno. Visit in September for the grape harvest and cooler temperatures.
Recommended Homes in Cortona
Handpicked properties we think you'll love in Cortona.
Stilvolle Wohnung mit Whirlpool in einem Renaissance-Palazzo mitten in Cortona
€744.00 EUR total for 5 nights
Nov 15 – 20, 2026
€234.00 EUR total for 3 nights
Nov 15 – 18, 2026
Why visit Cortona
Discover what makes Cortona a perfect vacation rental destination.
Charming Historic Center
Explore ancient streets and buildings.
Cortona's historic center is a maze of narrow alleys with charming shops and cafes. Piazza della Repubblica offers a great spot to people-watch, just 5 minutes from most rentals.
Vibrant Art Scene
Discover local and classic art.
Visit MAEC - Museo dell'Accademia Etrusca, showcasing Etruscan relics and paintings, located 0.2 miles from the center.
Authentic Tuscan Cuisine
Savor regional dishes and wines.
Enjoy dining at Osteria del Teatro, famous for its pici pasta and just a 7-minute walk from the heart of town.
Scenic Tuscan Views
Breathtaking vistas over Valdichiana.
Le Celle Hermitage, a peaceful spot with stunning views, is only 2.5 miles from Cortona's center, a perfect spot for a calming hike.
Where to stay in Cortona
The best areas and neighborhoods for your vacation rental in Cortona.
Centro Storico
This bustling core of Cortona is home to landmarks and vibrant local life, ideal for fans of history and culture.
Le Contesse
This suburban area offers a quieter environment with easy access to the main sights by foot or shuttle.
San Marco in Villa
Nestled in lush surroundings, this area is perfect for nature lovers wanting to explore off-the-beaten-path trails.
Camucia
A more modern area with great public transport links and a local market for everyday needs.
Cortona vacation rentals with free WiFi, air conditioning or kids friendly
Free WiFi, air conditioning, kids friendly and more — every Cortona vacation rental here is listed by a verified host and bookable direct, with the price the host set.
Top attractions in Cortona
All within driving distance of Cortona vacation rentals.
Museo dell'Accademia Etrusca
Houses a rich collection of Etruscan artifacts and Renaissance art. · 0.2 miles
Piazza della Repubblica
The town's main square, perfect for soaking up local life. · 0 miles
Le Celle Hermitage
A historic retreat surrounded by nature, offering panoramic views. · 2.5 miles
Osteria del Teatro
A top-rated restaurant known for its traditional Tuscan dishes. · 0.3 miles
Teatro Signorelli
Historic theater hosting plays and concerts, dating back to 1854. · 0.1 miles
Parco Archeologico del Sodo
Offers family-friendly walks through ancient Etruscan sites. · 1.5 miles
Getting to and around Cortona
Navigating Cortona is easiest on foot, but nearby airports and trains connect you to the broader region.
- PERUGIA AIRPORT
- Located 35 miles away, offers connections to major Italian cities.
- FLORENCE AIRPORT
- Approximately 72 miles by car, serving international and domestic flights.
- CAMUCIA-CORTONA STATION
- 3 miles from the city, with regular services to Florence and Rome.
- PARKING
- Piazza Garibaldi offers ample parking for visitors exploring by car.
Similar vacation rentals near Cortona
Homes within 60 miles of Cortona, from verified hosts.
€1,566.00 EUR total for 3 nights
Nov 15 – 18, 2026
€360.00 EUR €306.00 EUR total for 3 nights
Nov 15 – 18, 2026
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/c818c0e5340be04d67bff39c3fbd6563.jpg?im_w=480)
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/f8e82171432ea6c1ab3abdc9c1d649ae.jpg?im_w=480)
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/9642a01fb6df6335689a4521dc1fe943.jpg?im_w=480)
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/0499d8d73ec2756035fb97138059512c.jpg?im_w=480)
![Villetta La Poderosa [Saturnia Hotsprings]](https://www.assets.houfy.com/assets/images/properties/332401/60ec106ed2d8d6bc428db79190ab40f2.jpg?im_w=480)
€647.50 EUR total for 5 nights
Nov 16 – 21, 2026
€240.00 EUR total for 3 nights
Nov 15 – 18, 2026
$432.00 USD total for 3 nights
Nov 15 – 18, 2026
€12,647.34 EUR total for 6 nights
Jun 20 – 26, 2027
€5,600.00 EUR total for 7 nights
Apr 24 – May 1, 2027
€258.00 EUR total for 3 nights
Nov 15 – 18, 2026
€2,649.00 EUR total for 5 nights
Jun 6 – 11, 2027
€2,373.00 EUR total for 7 nights
Mar 21 – 28, 2027
Explore near Cortona
Cities and towns within driving distance of Cortona, each bookable direct with the host.
Why guests book on Houfy
Direct with the host
Message the host before you book. Ask questions, confirm details, and deal with the person who owns the property.
Verified hosts
Every host completes identity verification before a listing goes live.
Itemised pricing
Every charge is shown before you pay — including the API connection fee, where one applies.
Own a rental in Cortona? Looking for a co-host?
Find a co-hostMore vacation rental destinations around Cortona
Frequently asked questions
Quick answers about booking vacation rentals in Cortona and what direct booking on Houfy actually means.
Spring (April to June) and fall (September to October) offer mild weather and fewer tourists, ideal for touring and outdoor activities.
Yes, many accommodations welcome pets, such as the Villa La Morina, known for spacious grounds and friendly pet policies.
Centro Storico is perfect for first-timers, providing easy access to historical sites and cultural hotspots within walking distance.
Rentals often provide more space and local experience. In contrast, hotels like Hotel San Luca offer concierge services but tend to be pricier.
Options range from historic villas to modern apartments, accommodating various budgets and group sizes, like the rustic Casa La Bozza.
Don't miss the Etruscan tombs and annual Cortona Mix Festival, which combines music, literature, and art each July.
Driving in Cortona can be challenging due to narrow streets. Consider parking at Piazza Garibaldi and exploring on foot.
Houfy is a platform where travelers book directly with owners, ensuring guests pay the listed price directly.
Yes, Houfy is designed to be secure and user-friendly, allowing direct communication with hosts for a smooth, trustworthy experience.