Cortona Rentals by Owner
- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- Transportation/Shuttle
- Air Conditioner
- Parking
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
Why Choose Rent By Owner for your Cortona vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Cortona Rentals by Owner
Where are the best neighborhoods to stay in Cortona?
When planning your stay in Cortona, Tuscany, choosing the right neighborhood can enhance your experience of this charming Italian town. Whether you prefer the historic center with its narrow streets and authentic Tuscan atmosphere or a quieter area on the outskirts offering peaceful vistas, Cortona’s diverse neighborhoods cater to every travel desire. As you explore options through Rent By Owner, you'll find that each neighborhood provides a unique setting for your Tuscan getaway, helping you immerse yourself in the local culture while enjoying the comfort of trustworthy vacation rentals. Discover the perfect area to match your vacation style and make the most of your visit to Cortona, Tuscany.
Cortona Old Town
Staying in the historic center allows you to immerse yourself in the charm and authentic atmosphere of this region, where your rental offers easy access to picturesque streets and local traditions. Here, you can enjoy a seamless experience that combines convenience with the timeless beauty of old-world Tuscany.
View 1311+ Rentals in Cortona Old TownBest Times to Visit Cortona
When should you plan your Rentals by Owner stay?
Choosing the optimal time to visit here ensures you can fully enjoy the region's charming atmosphere, making it easier to find the perfect rental by owner that suits your vacation plans.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this time, you can enjoy the region's pleasant weather and vibrant cultural events while avoiding the summer crowds.
Early Fall (September to October)
This period offers mild temperatures and a tranquil atmosphere perfect for exploring the scenic countryside without the peak season rush.
Off-Season Highlights
Winter (December to February)
Visit during the quieter winter months to experience a more peaceful stay with fewer tourists and cozy local ambiance.
Early Spring (March to April)
Experience the region's early spring charm when the landscape begins to bloom but tourist activity remains low.
Weekly Weather Forecast for Cortona
How to Book Your Cortona vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Cortona
Common Rentals by Owner 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
- Access to scenic outdoor terraces or patios for enjoying the Tuscan sunlight
- Private gardens or landscaped yards perfect for relaxing or al fresco dining
- Swimming pools with views overlooking the rolling hills of the region
- Outdoor dining areas equipped with tables and seating for memorable meals outdoors
- Barbecue grills for preparing traditional Tuscan dishes in the fresh air
- Shade structures such as pergolas or awnings to stay cool during warm summer days
- Pathways or walking trails that allow you to explore the natural beauty of the area
Top Attractions Around Cortona
What attractions are nearby?
In this charming destination, you can explore scenic hiking trails, discover local wineries, and enjoy authentic Tuscan cuisine—all conveniently close to your rental in Cortona, Tuscany, Italy.
Family Activities
- Visit the Etruscan Academy Museum of Cortona: Discover engaging exhibits and interactive activities that bring Italy’s ancient history to life for your family.
- Explore Cortona's scenic walking trails: Enjoy a peaceful hike through the region’s picturesque countryside, offering stunning views and outdoor fun for all ages.
- Participate in local cooking classes: Experience authentic Tuscan cuisine firsthand by joining family-friendly cooking sessions surrounded by the area's rich culinary traditions.
- Take a guided tour of the historic town center: Wander through charming streets, visit ancient landmarks, and immerse yourselves in the region’s vibrant culture and history.
Adult Activities
- Wine Tasting Tours: Indulge in the region’s renowned wines by visiting local vineyards that offer intimate tastings, allowing you to savor authentic Tuscan flavors in a picturesque setting.
- Cooking Classes: Enhance your culinary skills with hands-on classes that teach you traditional Tuscan recipes using fresh, regional ingredients, all within the charm of this destination’s countryside.
- Art and History Museums: Explore the area’s rich cultural heritage through museums that showcase local art, historical artifacts, and the legacy of this region’s historic significance.
- Scenic E-Bike Tours: Discover the beauty of the surrounding Tuscan landscape on guided e-bike excursions, offering a leisurely and eco-friendly way to appreciate the area's rolling hills and charming villages.
Other Places to Stay in Cortona
Cortona Travel Tips
How Can You Make the Most of Your Stay?
- Explore local markets and eateries: Engage with the area's authentic cuisine by visiting local markets and dining at traditional trattorias to truly experience the region's culinary delights.
- Enjoy scenic walks through the countryside: Take advantage of the picturesque landscapes surrounding your rental to discover peaceful trails and panoramic viewpoints at your own pace.
- Immerse yourself in regional art and culture: Visit nearby galleries and cultural sites to gain a deeper appreciation of the area's rich artistic heritage.
- Plan day trips to nearby towns: Utilize your strategic location for effortless excursions to explore other charming destinations within the region.
Transportation Options
- Rental Cars: Renting a car gives you the flexibility to explore surrounding countryside and attractions at your own pace while staying comfortably connected to your rental in the area.
- Bus Services: Local bus routes connect you to nearby towns and cities, offering an affordable and convenient way to navigate this charming destination without the need for private transportation.
- Taxi Services: Taxis provide door-to-door convenience, ideal for quick trips or when you prefer not to drive during your stay in this picturesque region.
- Private Transfers: Pre-arranged private transfer services offer a seamless arrival and departure experience, ensuring you reach your rental by owner with ease and comfort here.
Local Customs Options
- Local Festivals: Participating in traditional festivals during your stay offers a genuine experience of the area's rich cultural heritage.
- Religious Observances: Respect for local religious customs, such as attending processions or visiting churches, is appreciated in this destination’s closely-knit community.
- Food and Dining Etiquette: Embracing Tuscan dining traditions, like sharing meals with family or savoring local specialties, enhances your connection to the region's culinary culture.
- Handicrafts and Markets: Exploring artisan markets and supporting local craftsmen allows you to immerse yourself in the region’s longstanding craftsmanship traditions.
Cortona Rentals by Owner Frequently Asked Questions
1. What are the top vacation 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 Vacation Rentals in Cortona:
- Your Holiday Under the Tuscan Sun
- "Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
- City/Village Apartment in Cortona with 2 bedrooms sleeps 4
- Tuscan Villa private infinity pool, exclusive location, AC, extra services
- Villa Portole Due - Holiday Country Villa with swimming pool in Cortona, Tuscany
- Luxury Cortona view hilltop Villa
- Heritage Tuscan Farmhouse with private swimming pool
- Villa Portole Uno - Holiday Villa Rental in Cortona
- Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
- Wonderful villa for 6 guests with pool, WIFI, TV and panoramic view
2. How many Rentbyowner vacation rentals are available in Cortona?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 1519 in the Cortona 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.
3. What is the cancellation policy for a rental by owner in Cortona, Tuscany?
4. How do I find out about additional fees or deposits for my stay in this area?
5. Can I make special requests or accommodations when booking in this destination?
6. What amenities are usually included in rentals by owner in this region?
7. How far in advance should I book my vacation rental in this part of Italy?
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