- Oceanfront
- Parking
- Pool
- Ocean View
Why Choose Rent By Owner for your Cortona Resorts?
What makes our Resorts special?
Popular Areas for Cortona Resorts
Where are the best neighborhoods to stay in Cortona?
In Cortona, Tuscany, choosing the right neighborhood can enhance your stay experience. The historic center offers charming streets and authentic Tuscan ambiance, perfect for exploring local culture. Alternatively, the outskirts provide a tranquil retreat, ideal for relaxing in picturesque surroundings while still being close to the town’s attractions.
Cortona Old Town
Staying in the historic core offers you a charming and authentic experience of this region, with easy access to local culture and scenic views. Here, you can enjoy the unique ambiance of the area while exploring your ideal resort accommodations in this picturesque destination.
View 740+ Rentals in Cortona Old TownBest Times to Visit Cortona
When should you plan your Resorts stay?
Choosing the ideal time to visit here can enhance your experience, as the region offers different charms throughout the year, making it essential to consider seasonal variations when booking your perfect resort stay in this beautiful area of Tuscany.
Peak Season Highlights
Spring (April to June)
During the spring months, the region blossoms, offering mild weather and lush landscapes that enhance your stay at resorts here. This is an ideal time for exploring the scenic beauty and enjoying outdoor activities.
Early Fall (September to October)
In early fall, the countryside radiates with autumn colors, making it perfect for those seeking a picturesque retreat in the area. The pleasant climate makes outdoor dining and sightseeing especially enjoyable.
Off-Season Highlights
Winter (December to February)
During winter, the region experiences cooler temperatures, which may appeal to visitors looking for a quieter, more intimate experience at the resorts. It’s also a great time to enjoy local cuisine in cozy settings.
Late Fall (November and late November)
Later in the year, fewer travelers visit, offering a peaceful atmosphere for exploring the area and its historic charm. The cooler weather encourages relaxing indoors or savoring seasonal Tuscan flavors.
Weekly Weather Forecast for Cortona
How to Book Your Cortona Resorts
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Common Resorts 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 a private outdoor swimming pool surrounded by stunning Tuscan countryside views.
- Relax on spacious sun terraces equipped with comfortable loungers and shaded areas.
- Make the most of beautifully landscaped gardens perfect for leisurely strolls.
- Take advantage of outdoor dining spaces or barbecue grills for alfresco meals.
- Benefit from ample parking areas within the property grounds for convenience.
- Experience picturesque courtyards or patios ideal for quiet mornings or evening gatherings.
- Explore well-maintained walking or hiking paths that showcase the region’s natural beauty.
Top Attractions Around Cortona
What attractions are nearby?
In this charming region, you can enjoy exploring historic sites, indulging in authentic local cuisine, and experiencing scenic landscapes that offer breathtaking views and memorable outdoor activities near your chosen resort.
Family Activities
- Visit the Etruscan Academy Museum of Cortona: Engage your family with a journey through history by exploring this museum, which showcases ancient artifacts and provides insight into the area's rich Etruscan heritage.
- Explore the scenic walking trails around the region: Discover breathtaking views and make unforgettable memories as you hike through the rolling hills and picturesque countryside surrounding this destination.
- Participate in local pottery workshops: Introduce your children to traditional Tuscan craftsmanship by joining hands-on pottery classes that foster creativity and cultural appreciation.
- Enjoy panoramic vistas from Piazza della Repubblica: Relax and take in the stunning scenery while families gather in the lively square, perfect for casual outings and enjoying authentic regional cuisine.
Adult Activities
- Tasting authentic Tuscan cuisine: Indulge in local flavors by exploring the region's renowned culinary scene through guided food tours or dining at traditional trattorias.
- Visiting historic sites and museums: Immerse yourself in the area's rich history by touring well-preserved ancient landmarks and cultural museums that showcase Tuscany's heritage.
- Participating in wine tasting experiences: Enjoy curated wine tastings at nearby vineyards, allowing you to savor some of the finest wines produced in this renowned region.
- Exploring scenic countryside walks and hikes: Discover breathtaking landscapes on walking or hiking trails that meander through rolling hills and picturesque vistas of the region.
Other Places to Stay in Cortona
Fossa del Lupo
Montalla
Il Borgo
Ossaia
Cortona Old Town
Portole
Fratticciola
Mercatale di Cortona
Pietraia
San Pietro a Cegliolo
Camucia
Cortona Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local cuisine: Take time to indulge in authentic dishes at traditional eateries, offering a true taste of this destination’s culinary heritage.
- Visit cultural landmarks: Make the most of your stay by discovering historic sites and art-filled streets that showcase the region's rich history.
- Experience the scenic countryside: Enjoy leisurely drives or walks through rolling hills and vineyards, providing picturesque views that enhance your visit.
- Plan outdoor activities: Engage in outdoor pursuits such as hiking or cycling to immerse yourself in the natural beauty surrounding your accommodations.
Transportation Options
- Car Rental Services: Renting a car gives you the flexibility to explore the surrounding countryside and hidden gems of this charming region at your own pace.
- Public Bus Transportation: Local buses provide an economical and convenient way to travel between key towns and attractions without the need for a private vehicle.
- Taxi and Ride-Sharing Services: Taxis and ride-sharing options offer quick and comfortable transportation around the area, ideal for short trips or when carrying luggage.
- Private Transfers: Pre-arranged private transfer services ensure a seamless and stress-free journey from nearby airports directly to your resort.
Local Customs Options
- La Passeggiata: Participating in the traditional evening stroll or "la passeggiata" is a cherished custom, allowing locals and visitors alike to enjoy socializing while appreciating the charming surroundings.
- Local Food Festivals: Attending seasonal food festivals showcases the region's rich culinary heritage, highlighting local produce, wines, and authentic Tuscan dishes that you can savor during your stay.
- Religious Celebrations: Engaging in religious processions and celebrations, especially during patron saint festivals, offers an authentic glimpse into the area's spiritual traditions and community spirit.
- Handcrafted Artisanship: Visiting workshops of local artisans reveals the region’s longstanding craftsmanship, from ceramics to textiles, emphasizing the area's appreciation for artisanal skills passed through generations.
Cortona Resorts Frequently Asked Questions
1. What are the top Resorts 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 Resorts in Cortona:
- Hotel Villa Marsili
- Monastero di Cortona Hotel & Spa
- 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
- Tuscany as it once was
2. How many Resorts are available in Cortona?
Currently, the total number of properties listed by RBO in 2026 is over 4 in the Cortona area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Cortona.























