- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
Why Choose Rent By Owner for your Cortona Summer Rental?
What makes our Summer Rental special?
Popular Areas for Cortona Summer Rental
Where are the best neighborhoods to stay in Cortona?
In Cortona, Tuscany, Italy, you can explore neighborhoods that offer a charming blend of history and local culture, perfect for your summer rentals. The historic center provides a picturesque setting with narrow streets and stunning views, ideal for immersing yourself in authentic Tuscan life. For a more tranquil experience, consider staying in the outskirts, where peaceful surroundings complement the region’s natural beauty and provide easy access to scenic landscapes.
Cortona Old Town
Staying in the historic heart of the city offers charming streets and authentic Tuscan ambiance, perfect for immersing yourself in local culture. This area provides a quintessential experience of Tuscany that makes your visit truly memorable.
View 753+ Rentals in Cortona Old TownBest Times to Visit Cortona
When should you plan your Summer Rental stay?
To make the most of your trip, consider visiting during the optimal season when the region's charming atmosphere and pleasant weather create an ideal backdrop for exploring picturesque sights and enjoying local culture here in Tuscany.
Peak Season Highlights
Late Spring (May to June)
During late spring, the area experiences warm and pleasant weather perfect for exploring and enjoying outdoor activities. This is a popular time for visitors seeking to experience the region's natural beauty before the summer crowds arrive.
Early Fall (September to October)
Early fall offers mild temperatures and fewer tourists, making it an ideal period for relaxing in your summer rentals while soaking up the peaceful atmosphere of this destination. The harvest season also adds to the region’s charm during these months.
Off-Season Highlights
Winter (December to February)
Winter sees cooler temperatures that bring a quiet and tranquil vibe to the area, perfect for those seeking a peaceful retreat from busier times. You can enjoy the serene landscape and cozy surroundings at your summer rentals.
Early Spring (March to April)
In early spring, the region begins to awaken with blooming flora and gradually rising temperatures. It’s an ideal off-peak time for visitors who prefer fewer crowds and a more relaxed pace while staying at your chosen summer rentals.
Weekly Weather Forecast for Cortona
How to Book Your Cortona Summer Rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Common Summer Rental Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining areas perfect for savoring Tuscan cuisine amidst scenic surroundings.
- Relax in private gardens or landscaped courtyards that showcase the region’s natural beauty.
- Utilize outdoor pools or plunge pools to cool off and unwind during the warm summer months.
- Take advantage of spacious terraces or balconies with panoramic views of the countryside.
- Engage in al fresco lounging with comfortable outdoor furniture designed for relaxation.
- Explore well-maintained pathways and walking trails that wind through the area’s charming landscape.
- Make use of outdoor entertainment options such as BBQ grills for gatherings under the stars.
Top Attractions Around Cortona
What attractions are nearby?
In this charming region, you can explore historic sites, enjoy scenic walks through rolling hills, and indulge in local cuisine, all just a short distance from your ideal summer rentals here in Tuscany.
Family Activities
- Visit the Etruscan Academy Museum Explore this engaging museum that offers family-friendly insights into the area's ancient history, perfect for curious minds of all ages.
- Discover Local Artisans and Crafts Wander through charming streets to meet local artisans, where children can enjoy hands-on experiences with traditional Tuscan crafts.
- Enjoy Panoramic Views from the Town Walls Take a leisurely walk along the historic town walls, offering stunning vistas of the surrounding countryside that will captivate your family.
- Participate in Cultural Festivals Join seasonal festivals and events that celebrate regional traditions, providing fun and educational experiences for the entire family here.
Adult Activities
- Wine Tasting Tours: Explore renowned local vineyards through guided tastings that showcase the region’s acclaimed Tuscan wines, creating memorable experiences during your stay.
- Cooking Classes: Immerse yourself in authentic Tuscan cuisine by participating in hands-on cooking classes led by expert chefs, perfect for culinary enthusiasts seeking a taste of the region's flavors.
- Historical Sightseeing: Discover the area's rich history and architecture by visiting historic sites and landmarks that highlight Tuscany’s cultural heritage.
- Art and Cultural Events: Engage with the vibrant local arts scene by attending seasonal festivals, art exhibitions, or musical performances that celebrate the area’s creative spirit.
Other Places to Stay in Cortona
Fossa del Lupo
Montalla
Il Borgo
Ossaia
Cortona Old Town
Portole
Fratticciola
Pietraia
Mercatale di Cortona
San Pietro a Cegliolo
Camucia
Cortona Travel Tips
How Can You Make the Most of Your Stay?
- Discover Authentic Local Cuisine: Sample regional dishes at local eateries to truly experience the flavors that define this destination’s culinary heritage.
- Explore Hidden Gems: Venture beyond the main attractions to uncover secluded spots and scenic viewpoints that capture the essence of the area’s charm.
- Plan Your Day Around the Sunrise and Sunset: Take advantage of the region’s picturesque light by scheduling outdoor activities during these beautiful times for memorable moments.
- Immerse Yourself in the Regional Atmosphere: Engage with local traditions and practices to deepen your connection with this destination's rich cultural landscape.
Transportation Options
- Car Rental Services: You can easily explore the surrounding countryside and small towns with convenient car rental options available in this area, providing flexibility for your summer rentals experience.
- Public Transit: The regional bus network offers affordable and reliable transportation, making it simple to access nearby attractions from your accommodation here.
- Taxi and Ride-Sharing: Taxis and ride-sharing services are readily available for quick and comfortable transfers around the region, ideal for short trips or evening outings.
- Bike Rentals: For a more immersive experience, renting a bicycle allows you to enjoy scenic routes and explore local sights at your own pace during your stay here.
Local Customs Options
- Palio di San Francesco: This traditional festival celebrates the region’s religious heritage with processions, music, and vibrant local costumes, offering a glimpse into enduring cultural customs.
- Festa dell'Urbania: Throughout the summer, you'll find lively gatherings featuring regional food, crafts, and performances that highlight the area’s community spirit and local traditions.
- Mercato Settimanale: The weekly market is a hub for authentic Tuscan produce, handmade goods, and antiques, providing an immersive experience in local shopping practices.
- Religious Processions:Throughout the year, especially during major saints days, solemn processions trace historic routes, showcasing the deep-rooted religious customs of this destination.
Cortona Summer Rental Frequently Asked Questions
1. What are the top Summer Rentals in Cortona?
There are a lot of options in Cortona. If you plan on staying in the Cortona area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Summer Rentals in Cortona:
- Monastero di Cortona Hotel & Spa
- La Terrazza sulla Valle, with private terrace overlooking the valley!
- Farm on the hills of Cortona with a spectacular view of the Valdichiana Valley
- Casale San Martino - Country House Rental in Valdichiana, Tuscany.
- Elegant country barn in Cortona 2bed2bath with shared pool & gorgeous gardens
- Farmhouse in Cortona with pool
- Large country apartment in Cortona 3bed3bath with shared pool & gorgeous gardens
- Mobile home Margherita Agricamping Spineta
- Historic 14th Century Church Villa with Private Pool in vineyard near Cortona
- Appartamento Stefy, Cortona, in the old town typical Tuscan
2. How many Summer Rentals are available in Cortona?
Currently, the total number of properties listed by RBO in 2026 is over 1362 in the Cortona area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Summer Rentals in Cortona.























