Cortona vacation rentals

Find out more about Cortona

Why visit Cortona

• Stunning Scenery: Enjoy breathtaking views of the Tuscan countryside that surround Cortona, perfect for romantic walks.
• Historic Architecture: Explore charming churches, lively piazzas, and historic palaces reflecting the city's rich heritage.
• Villas and Culture: Discover beautiful villas nearby and immerse yourself in the local culture and traditions.
• Quaint Streets: Wander through picturesque streets where each corner offers scenic views and delightful surprises.
• Diverse Accommodations: Choose from luxury villas, cozy apartments, or charming vacation homes for a comfortable stay.

Popular types of accommodation in Cortona

If you're wondering about the best accommodations in Cortona, you're in the right place. Our most popular vacation rentals include charming villas, houses, and cozy apartments. Whether you’re searching for luxury villa rentals or comfortable villa rentals in Cortona, we have a variety of options to meet your needs. Discover the perfect getaway that combines stunning scenery with the comfort of home.

• Villas: Luxurious and spacious, villas are the top choice for travelers seeking comfort and stunning views in Cortona.
• Houses: These charming homes offer a cozy and personalized experience, perfect for families or groups.
• Apartments: Ideal for those wanting convenience, apartments provide a home-like atmosphere in the heart of Cortona.
• Cottages: Quaint and inviting, cottages offer a rustic charm for a peaceful getaway.
• Agritourism: Experience rural life by staying on a working farm, enjoying fresh produce and authentic local culture.**

Top attractions in and around Cortona

Cortona, Tuscany is perfect for a romantic outdoor getaway, offering stunning scenery and rich culture. Explore charming churches, lively piazzas, and historic palaces that reflect the city's heritage. Nearby, you can discover beautiful villas and immerse yourself in the local culture. Whether you're seeking a city experience or outdoor adventures, Cortona has something to captivate every traveler.

• Villa Bramasole: A historic villa with rich cultural significance, Villa Bramasole offers a glimpse into the elegant past of Cortona. Its stunning architecture and beautiful gardens create a serene environment, perfect for soaking in Tuscan charm.
• Lake Trasimeno: Located 11 miles from Cortona, this picturesque lake is ideal for outdoor activities, romantic strolls, and scenic views. Enjoy a day at the beach or take a boat ride to explore its tranquil waters.
• Piazza della Repubblica: Situated in the heart of Cortona, this vibrant square is a cultural hub, lined with charming cafes and shops. It's a great spot to relax and immerse yourself in the local atmosphere.

Things to do recommended for couples

For a romantic getaway in Cortona, consider visiting the Tennis Club Castiglionese, just 5 miles away. This private country club offers a luxurious atmosphere, perfect for couples looking to unwind and enjoy some quality time together amidst stunning Tuscan scenery.

Things to do recommended for families

Families visiting Cortona can explore the charming streets lined with shops and cafes, enjoy a picnic at Parco delle Stelle, and take a fun cooking class together to learn authentic Tuscan cuisine. Don't miss the beautiful views from the nearby hilltop.

Things to do recommended for groups

Explore the charming streets of Cortona with a guided walking tour, savor local wines at a vineyard tasting, or enjoy a cooking class where your group can create traditional Tuscan dishes together. Don't miss the breathtaking views from the hilltop Etruscan ruins.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Cortona

If you're traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your filters accordingly. Here are some helpful booking tips for using Vrbo.

• Traveling to Cortona with a group: Think about how many bedrooms you require, along with specific features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
• Traveling to Cortona with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with providing suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Cortona: For many families, a vacation wouldn't be the same without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Cortona: If you're searching for vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Cortona

Discover the enchanting charm of Cortona, a picturesque town in Tuscany, perfect for romantic getaways and outdoor adventures. Explore beautiful villas dotting the Italian countryside, and immerse yourself in the friendly atmosphere of this historic city. Enjoy leisurely strolls through its quaint streets, where every corner reveals scenic views and a rich cultural heritage. Cortona offers a delightful blend of relaxation and exploration, making it an ideal destination for your Italian vacation.

• Tuoro sul Trasimeno: Located approximately 6 miles from Cortona, Tuoro sul Trasimeno is a charming town nestled by the picturesque Lake Trasimeno. This destination draws travelers seeking outdoor adventures and romantic getaways. With scenic hiking trails and serene beaches, it's perfect for nature lovers. The area is also known for its relaxing spas and educational venues, making it a great spot for a rejuvenating retreat. Notable attractions include the stunning lake views and nearby hot springs, providing a tranquil atmosphere to unwind and connect with nature.
• Cortona Old Town: The historic heart of Cortona, Cortona Old Town is a captivating neighborhood brimming with culture and charm. Visitors are enchanted by its rich history and vibrant entertainment options. Explore the quaint streets lined with shops, theaters, and inviting spas. The area boasts significant landmarks like ancient bridges and historic sites, perfect for those interested in art and architecture. This romantic setting offers a delightful blend of culture and leisure, making it an ideal destination for couples and history buffs alike.
• Castiglion Fiorentino: Just 6 miles from Cortona, Castiglion Fiorentino offers a delightful mix of outdoor activities and cultural experiences. This charming city is famed for its stunning landscapes and historic sites, making it a must-visit for travelers seeking both adventure and relaxation. Enjoy leisurely strolls through its scenic parks or indulge in some retail therapy at local shopping centers. With the presence of country clubs and inviting spas, Castiglion Fiorentino is perfect for a romantic escape or a family-friendly outing. Key attractions include its historic places, lakeside views, and impressive monuments.

Best time to go to Cortona

If you're planning a trip to Cortona, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and July to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

Booking with Vrbo is a breeze

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking an extended stay to enjoy some substantial savings. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a dedicated area for you to plan new trips, manage your existing plans, and review your reservations. Your saved or booked properties are conveniently categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, please visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently Asked Questions

What is the best area to stay in Cortona, Tuscany, Italy when booking a vacation rental?

When considering the best area to stay in Cortona, Tuscany, a great option is the historic center. This charming neighborhood is characterized by its medieval architecture, cobblestone streets, and stunning views of the surrounding countryside. Staying here means you'll be within walking distance of significant attractions, such as the beautiful Diocesan Museum and the impressive Basilica of Santa Margherita, both of which offer a glimpse into the rich history and culture of the area.

Another delightful area to consider is the outskirts of Cortona, where you can find properties that offer a more tranquil setting while still being close to the town's main attractions. This region is superb for those who enjoy nature walks and the stunning landscapes that Tuscany is famous for. You can easily explore nearby vineyards and olive groves, making it an ideal spot for those looking to immerse themselves in the local lifestyle.

Cortona has a variety of vacation rental options, ranging from cozy apartments in the heart of the city to spacious villas with breathtaking views.

How much does it cost to rent a vacation home in Cortona?

Prices for vacation rentals in Cortona vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Cortona to more spacious homes. To get the best value, book early and take advantage of Vrbo’s free rewards program.

Are there any discounts for Cortona vacation house rentals?

You can find great discounts on house rentals in Cortona on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.

What is the most popular type of vacation rental accomodation in Cortona?

In Cortona, villas are the most popular type of vacation rental, with around 338 available throughout the area. These spacious properties often come with beautiful gardens, private pools, and stunning views of the Tuscan countryside, making them ideal for larger groups or families looking for a luxurious stay. Apartments follow closely behind, with approximately 288 options scattered across the charming town and surrounding areas, frequently featuring fully equipped kitchens, cozy living spaces, and easy access to local markets and restaurants. Additionally, there are around 180 vacation houses available, which provide a comfortable home-like atmosphere with multiple bedrooms and outdoor spaces for enjoying the serene landscape. Several cottages and chalets can also be found, offering unique and rustic experiences for those seeking a more traditional Tuscan getaway.

Are there any family house rentals in Cortona?

In Cortona, Tuscany, there is an abundance of family-friendly house rentals available—around 505 options to choose from. This charming town is famous for its picturesque streets and stunning views of the surrounding countryside. Many of these properties feature spacious living areas, fully equipped kitchens, and outdoor terraces, making them great for family gatherings and meals together.

Visitors can enjoy amenities such as private pools, game rooms, and even gardens where children can play. The area is also close to local attractions, including the Etruscan Academy Museum and the beautiful hilltop views from the town's ancient walls.

Moreover, exploring the nearby towns of Arezzo and Montepulciano offers additional cultural experiences, while the scenic landscapes provide opportunities for outdoor activities like hiking and biking.

Can I rent a vacation home with a pool or hot tub in Cortona?

In Cortona, Tuscany, travelers will find a wide selection of vacation homes available for rent that feature pools and hot tubs, with around 566 options to choose from. This picturesque town, known for its stunning landscapes and rich history, offers a variety of properties in the surrounding countryside and within the charming town itself. Many of these rentals come equipped with private swimming pools, outdoor hot tubs, and spacious terraces that provide breathtaking views of the Tuscan hills.

Expect amenities such as fully equipped kitchens, allowing for the preparation of local Tuscan cuisine, while many properties also include comfortable living areas and outdoor dining spaces, ideal for enjoying meals al fresco. Some homes may feature additional luxuries like gardens, barbecue facilities, and proximity to local wineries and cultural sites, making them superb for families or groups looking to relax and explore the beauty of Tuscany. Find your rental in Cortona with a pool or a hot tub.

Can I find long-stay vacation rentals in Cortona?

A long-stay vacation rental in Cortona is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

Are there pet-friendly house rentals in Cortona?

In Cortona, Tuscany, there are numerous pet-friendly house rentals available, with a total of 445 options for travelers to choose from. Many of these rentals feature traditional Tuscan architecture, offering charming interiors with fully equipped kitchens, spacious living areas, and often outdoor spaces like gardens or terraces where pets can enjoy the fresh air.

The town itself is steeped in history and provides a picturesque setting for both relaxation and exploration. With its cobblestone streets and scenic views of the surrounding countryside, visitors can easily find nearby parks and open spaces suitable for walks with pets. Additionally, Cortona's local eateries and shops are generally welcoming to pets, enhancing the overall experience for those traveling with their furry companions.

Are there any remote work vacation rentals in Cortona?

In Cortona, Tuscany, there are plenty of vacation rentals suitable for remote work, with approximately 759 options available. This picturesque town, known for its stunning hilltop views and rich history, offers a variety of properties equipped with essential amenities for remote workers. Many rentals feature free Wi-Fi, allowing for seamless connectivity, as well as comfortable workspaces within the units.

Travelers can expect accommodations that range from charming apartments in the historic center to spacious villas with breathtaking countryside views. These properties often come with additional comforts such as fully equipped kitchens, safe in-room storage, and outdoor spaces where one can relax after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.

Are there any Cortona vacation rentals with parking?

Vrbo offers a wide selection of vacation rentals in Cortona with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the “Parking available” filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.

What are popular rental amenities in Cortona?

In Cortona, popular rental amenities include fully equipped kitchens, allowing travelers to prepare their own meals while enjoying local produce. Many properties also offer onsite parking, which is convenient for those exploring the picturesque Tuscan countryside. A fireplace is a common feature, providing a cozy atmosphere during cooler evenings. For pet owners, rentals that permit pets are available, making it easier to travel with furry companions. Additionally, several rentals come with private pools, offering a refreshing spot to relax and unwind under the Tuscan sun.

When is the best time to visit Cortona for a vacation rental?

April is the best time to visit Cortona for a vacation rental, as the spring season brings mild temperatures and vibrant blooms throughout the Tuscan landscape. This month is especially appealing for travelers who appreciate outdoor activities, such as exploring the charming streets of Cortona or hiking in the surrounding hills. With temperatures ranging from the mid-50s to low 70s Fahrenheit, the weather is great for leisurely strolls and moments spent admiring the breathtaking views.

While the peak tourist season runs from July to September, when visitors flock to experience the lively summer atmosphere and local festivals, April offers a more tranquil experience. You can enjoy the scenic beauty of the region without the larger crowds, allowing for a more intimate connection with the rich history and culture of Cortona.

For those considering a more budget-friendly option, January is the low season, which may offer better rates but comes with cooler temperatures. However, April provides a delightful blend of comfortable weather and fewer tourists, making it a prime choice for a memorable getaway.

How early should I book a Cortona vacation rental?

Book your Cortona vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.

What are the top attractions in Cortona, Tuscany, Italy?

In Cortona, visitors can immerse themselves in a rich tapestry of history and culture. The town's historic center features the beautiful Piazza della Repubblica, where the striking Palazzo Comunale stands, offering a glimpse into the city's medieval past. Nearby, the Diocesan Museum of Cortona showcases a collection of religious art, including works by renowned artists.

For stunning views of the surrounding countryside, the scenic Eremo Le Celle, a Franciscan hermitage located a short distance from the town, provides a peaceful retreat with breathtaking landscapes.

Art enthusiasts should not miss the opportunity to visit the Museo dell'Accademia Etrusca, which houses an impressive array of Etruscan artifacts and artworks.

Additionally, the Cortona Wine Festival, held annually, attracts visitors keen to explore local wines and culinary delights, making it a highlight for food and wine lovers.

Can I change or cancel my Cortona home rental booking on Vrbo?

To find Cortona vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.

Why should I join Vrbo as a host?

Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

Are all fees included in the Cortona vacation rental prices shown on Vrbo?

Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

What is VrboCare™ and how does it work?

Vrbo’s mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you’re protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can’t resolve, we’ll help you address it, find a similar property, or get your reservation refunded if applicable. That’s our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

What can I expect from Vrbo customer service and VrboCare™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

Can I plan a group trip on Vrbo?

Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.