Cortona Old Town Rentals by Owner
Apartment
- Air Conditioner
- Parking
- Balcony/Terrace
Apartment
- Air Conditioner
- Parking
- Transportation/Shuttle
Villa
- Air Conditioner
- Parking
- Pet Friendly
Villa
- Parking
- Pet Friendly
- Pool
Villa
- Parking
- Pool
- Balcony/Terrace
House
- Parking
- Pet Friendly
- Pool
Why Choose Rent By Owner for your Cortona Old Town vacation rental?
What makes our Rentals by Owner special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Cortona Old Town
When should you plan your Rentals by Owner stay?
Choosing the right time to visit can enhance your experience here, allowing you to enjoy the charming ambiance and authentic atmosphere while making the most of your booking with Rent By Owner in this picturesque destination.
Peak Season Highlights
Late Spring to Early Summer (May - June)
During this period, the region experiences warm weather and vibrant local festivals, making it an ideal time to explore the charming streets of the historic area. Booking your rental here now allows you to enjoy pleasant daytime temperatures and lively cultural events.
Average Temperature Daytime: 22°C - Nighttime: 13°C
Early Fall (September - October)
This season offers mild temperatures and fewer tourists, providing a perfect balance for sightseeing and relaxing in scenic surroundings. Securing your accommodation during this time ensures a comfortable stay amid scenic landscapes and authentic regional charm.
Average Temperature Daytime: 20°C - Nighttime: 11°C
Off-Season Highlights
Mid Winter (January - February)
The cold winter months bring fewer visitors, allowing you to experience the tranquility and historical beauty of the town without the crowds. Booking a rental in this off-peak period offers quiet ambiance and often better rates.
Average Temperature Daytime: 8°C - Nighttime: 1°C
Late Autumn (November - December)
As the region transitions into cooler weather, this season sees reduced tourist activity. Visiting during this time provides a peaceful environment to enjoy the historic surroundings with cozy accommodations available at attractive prices.
Average Temperature Daytime: 12°C - Nighttime: 5°C
Weekly Weather Forecast for Cortona Old Town
How to Book Your Cortona Old Town vacation rental
What's our booking process?
Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Cortona Old Town
Common Rentals by Owner Amenities
What amenities can you expect?
Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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 a private terrace or balcony with views of the scenic Tuscan countryside.
- Relax in a lush garden or courtyard area perfect for outdoor dining or leisure.
- Make use of outdoor seating areas to unwind after exploring the charming streets nearby.
- Benefit from convenient access to local parks and green spaces overlooking this historic town.
- Take advantage of outdoor grills for preparing authentic Tuscan meals during your stay.
- Utilize shared outdoor pools available at select properties within the region.
- Stroll through well-maintained pathways or terraces that highlight the area's natural beauty.
Top Attractions Around Cortona Old Town
What attractions are nearby?
In this charming area, you'll discover a variety of activities nearby, including exploring historic sites, enjoying local cuisine at authentic trattorias, and taking scenic walks through picturesque streets that showcase the region’s rich cultural heritage.
Family Activities
- Exploring the Piazza della Repubblica: Spend quality time in the lively main square, where family-friendly cafes and street performances create a vibrant atmosphere for all ages.
- Visiting the Museo Diocesano: Discover local art and history in this accessible museum, offering engaging exhibits that captivate both children and adults alike.
- Walking along Via Nazionale: Enjoy a scenic stroll through cobblestone streets lined with charming shops and artisan boutiques, perfect for discovering handcrafted souvenirs.
- Enjoying panoramic views from the Fortezza del Girifalco: Take in breathtaking vistas of the surrounding Tuscan landscape while exploring the historic fortress suitable for family adventures.
Adult Activities
- Visit the Piazza della Repubblica: Relax in the historic square surrounded by medieval architecture, perfect for enjoying local cafes and people-watching experiences.
- Explore the Museo dell'Academia Etrusca: Discover ancient Etruscan artifacts that offer a fascinating glimpse into the region’s rich history and cultural heritage.
- Stroll through Via Nazionale: Wander along this charming street filled with boutique shops, art galleries, and authentic Tuscan eateries to indulge your senses.
- Enjoy panoramic views from the Fortezza del Girifalco: Take in breathtaking vistas of the surrounding countryside while exploring the fortress's historic grounds.
Other Places to Stay in Cortona Old Town
Cortona Old Town Travel Tips
How Can You Make the Most of Your Stay?
- Explore the Historic Streets: Wander through the narrow, cobblestone alleys to discover charming shops, local cafes, and hidden viewpoints that showcase the area's rich history and stunning vistas.
- Visit Authentic Local Markets: Engage with local vendors at nearby markets to experience regional flavors and artisanship, adding a genuine touch to your stay in this destination.
- Plan Your Visits During Off-Peak Hours: To enjoy a more peaceful and immersive experience, visit popular sites early in the morning or late in the afternoon when the area is less crowded.
- Choose a Cozy Rental Near Key Attractions: Opt for a rental by owner close to the main historic sites for convenient access, allowing you to make the most of your time exploring this destination’s unique charm.
Transportation Options
- Walking: Exploring on foot allows you to immerse yourself in the charming streets and discover hidden gems throughout this historic area.
- Bicycle Rentals: Renting a bicycle offers a convenient way to navigate the narrow alleys and enjoy scenic views around the region.
- Local Buses: Public transportation in the area provides an affordable and eco-friendly option for reaching nearby attractions and exploring beyond the old town.
- Taxis and Ride-Sharing Services: Convenient for quick trips within the destination, ensuring you reach your rental or destinations comfortably and efficiently.
Local Customs Options
- Local Greetings and Handshakes: When visiting here, expect warm greetings that often include a friendly handshake, reflecting the region’s welcoming spirit in Cortona Old Town.
- Traditional Feast Day Celebrations: Participating in or observing local festivals offers insight into the area's rich history and vibrant community life, which are integral to the region’s customs.
- Respect for Religious Sites: Visitors are encouraged to dress modestly and behave respectfully when entering churches and religious landmarks within the cityscape.
- Intricate Craftsmanship Appreciation: The local artisans' dedication is evident through their craftsmanship, highlighting the area's long-standing appreciation for artisanal traditions and heritage.
Frequently Asked Questions About Cortona Old Town Rentals by Owner
1. What are the top vacation rentals in Cortona Old Town?
There are a lot of options in Cortona Old Town. If you plan on staying in the Cortona Old Town area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Cortona Old Town:
- Large country apartment in Cortona 3bed3bath with shared pool & gorgeous gardens
- Beautiful private villa with WIFI, A/C, private pool, TV, patio, pets allowed and panoramic view
- Villa in Il Castagno with 3 bedrooms sleeps 8
- Apartment Me and You Cortona (with romantic outdoor shower on private courtyard)
- Appartamento Stefy, Cortona, in the old town typical Tuscan
- Elegant & Comfortable Tuscany Farmhouse Villa in Cortona Italy
- Holiday home in Cortona
- Villa in Cortona with 4 bedrooms sleeps 8
- Appartamento La Corte
- House only 4 km from Cortona, sleeps 12. Private pool, AC, Wi-Fi and small gym
2. How many Rentbyowner vacation rentals are available in Cortona Old Town?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1132 in the Cortona Old Town area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Cortona Old Town.
3. What is the cancellation policy for rental properties in this destination?
The cancellation policy varies depending on the owner and specific listing. You should review the cancellation terms detailed on the rental listing or contact the owner directly to understand the options available before booking.
4. How do I communicate with the property owner during my stay?
Communication with the owner is typically handled through the booking platform’s messaging system. For specific inquiries or assistance, reach out to the owner directly via the contact details provided in your reservation confirmation.
5. Are there any specific check-in procedures I should be aware of?
Check-in procedures are outlined in the listing details. It is advisable to read these carefully prior to arrival, and if you have any questions, contact the owner to ensure a smooth check-in process here in the region.
6. What amenities are included in the rental accommodation?
Amenities vary per property, so it’s important to review the listing description thoroughly. For any particular requirements or questions, contact the owner before booking to confirm availability of specific amenities in this area.
7. Is it possible to request additional services or arrangements during my stay?
Many owners offer additional services such as housekeeping or special arrangements, but these requests need to be made directly with them in advance. Check the listing details or contact the owner to discuss your needs in this destination.
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