Cortona vacation rentals

We found 3,180 vacation rentals — enter your dates for availability

Select from 252 houses, 357 apartments, and other vacation rentals to find the perfect place for your stay in Cortona. Vacation homes offer the best amenities for your stay with friends, family, or just your pet, such as parking and air conditioning. At the end of the day, you'll be sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.
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Find out more about Cortona

Find out more about Cortona

Why visit Cortona

  1. Cultural Heritage: Discover Cortona's rich history through its stunning churches, historic palaces, and lively piazzas.
  2. Picturesque Landscapes: Enjoy breathtaking views of the Tuscan countryside that surround this charming town.
  3. Outdoor Adventures: Engage in various outdoor activities that showcase the natural beauty of the region.
  4. Local Hospitality: Experience the warmth and friendliness of the locals who welcome visitors with open arms.
  5. Unique Accommodations: Choose from a range of charming vacation rentals, from rustic villas to cozy apartments.

Popular types of accommodation in Cortona

Discover the charm of Cortona with our selection of vacation rentals, including stunning villas, houses, and cozy apartments. Whether you're seeking a rustic farmhouse rental or a modern holiday home in Tuscany, we've got you covered. Our platform ensures transparency and savings, making it easy for Canadian travellers to find the perfect cortona vacation rental that suits their needs. Explore your options and enjoy a memorable getaway in this picturesque Italian town!

  • Villas: The top choice for vacation rentals in Cortona, offering luxurious spaces and beautiful views for an unforgettable stay.
  • Houses: A popular option for families or groups, these homes provide comfort and privacy during your visit.
  • Apartments: Ideal for couples or solo travellers, these self-contained units offer convenience in the heart of Cortona.
  • Cottages: A charming and cozy option, perfect for those seeking a rustic escape in the Tuscan countryside.
  • Caravan Parks: A unique experience for adventure seekers, combining nature with community in a delightful setting.**

Top attractions in Cortona

Cortona, a charming Tuscan town, is perfect for outdoor adventures, romantic getaways, and cultural experiences. Explore its beautiful churches, lively piazzas, and historic palaces, which offer a glimpse into the region's rich heritage. Whether you're seeking a city experience or a tranquil escape, Cortona provides a variety of attractions to make your vacation unforgettable. Embrace the picturesque landscapes and vibrant local culture during your stay in this enchanting destination.

  1. Lake Trasimeno: Located 17.7km from Cortona, this picturesque lake offers a romantic atmosphere with stunning scenery, ideal for outdoor activities and beach relaxation.
  2. Villa Bramasole: Nestled within Cortona, this historic villa is rich in culture, famously featured in "Under the Tuscan Sun," providing a glimpse into Tuscany's artistic heritage.
  3. Piazza della Repubblica: Situated in the heart of Cortona, this vibrant square is a cultural hub, surrounded by charming cafes and shops, perfect for soaking in the local city vibes.

Things to do recommended for couples

Planning a romantic getaway in Cortona? Experience luxury at Tennis Club Castiglionese, indulge in wine at Agricola Buccelletti Winery, or enjoy the outdoor charm of Fattoria Le Capezzine. Each venue offers a unique atmosphere perfect for couples seeking memorable moments together.

Things to do recommended for groups

Explore the Valdichiana Outlet Village for shopping and entertainment, catch a show at the romantic Signorelli Theatre, or embark on an adventurous hike along Hannibal's Journey, surrounded by stunning scenery just 8.0km from Cortona.

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

If you're planning a trip with a group, family, pets, or are considering extended stays, it's important to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Cortona with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Cortona with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with ensuring access to 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 trip isn’t truly complete without their furry companion by their side. If this resonates with you, consider exploring Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Cortona: If you're in search of vacation rentals with special offers 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 consider including features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Cortona

Your vacation in Cortona, Tuscany, promises a delightful blend of outdoor adventures, romantic settings, and rich cultural experiences. Explore the charming streets of beautiful Cortona, where friendly locals greet you with warm hospitality. Venture to nearby towns to soak in the historical atmosphere and stunning views of the surrounding landscape. Whether you’re on a holiday in Tuscany or seeking memorable excursions, Cortona and its surroundings offer the perfect backdrop for an unforgettable getaway.

  • Cortona Old Town: Nestled atop a hill, Cortona Old Town is a charming neighborhood that exudes rich history and culture. Visitors are drawn to its narrow cobblestone streets, ancient walls, and stunning vistas of the Tuscan countryside. The area is perfect for romantic strolls and outdoor exploration. Key attractions include the historic Etruscan sites, beautiful churches, and scenic lakes nearby. You can indulge in spa treatments, enjoy local theatre performances, or even experience the thrill of motor racing at nearby venues. Cortona Old Town is a cultural gem that offers a delightful blend of history and leisure.
  • Camucia: Just a stone's throw from Cortona, the village of Camucia is a delightful spot for culture enthusiasts and outdoor lovers alike. Known for its picturesque setting, Camucia features a mix of historic architecture and charming streets. The area is ideal for romantic outings and offers a variety of activities, including local theatre and golf. Visitors can explore the beautiful historic bridges and the surrounding natural beauty. Whether you’re enjoying a leisurely walk or participating in outdoor activities, Camucia provides a tranquil and enriching experience.
  • Montalla: Montalla is a quaint village that offers a serene Tuscan experience. Surrounded by lush landscapes, it's a perfect destination for those seeking outdoor adventures and cultural exploration. The village is close to historic landmarks, including bridges and ancient sites, providing a glimpse into the region's past. Enjoy theatre performances or spend a day on the golf course while soaking in the stunning views. Montalla combines romance and adventure in a picturesque setting, making it an ideal place to unwind and explore the beauty of Tuscany.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January39.2°F (4.0°C)Light RainMostly CloudySlightly LowAverage
February41.2°F (5.1°C)Light RainMostly SunnySlightly LowSlightly Low
March46.0°F (7.8°C)Light RainMostly SunnyAverageSlightly Low
April52.7°F (11.5°C)Light RainMostly SunnySlightly HighAverage
May59.5°F (15.3°C)Light RainMostly SunnyAverageAverage
June69.1°F (20.6°C)Light RainMostly SunnyAverageSlightly High
July74.8°F (23.8°C)No Rain (Dry)SunnySlightly HighSlightly High
August74.5°F (23.6°C)No Rain (Dry)SunnySlightly HighSlightly High
September65.7°F (18.7°C)Light RainMostly SunnyAverageAverage
October56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
November48.6°F (9.2°C)Light RainMostly SunnyAverageSlightly Low
December41.7°F (5.4°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient place to curate new trips, pick up right where you left off, or manage and organize your travel plans. You can easily find properties you've previously saved or booked under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

The natural setting of Cortona is ready to explore

Come and experience Cortona and its cathedral, monuments and musicals. This city is well-known for its horseback riding and museums. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Cortona

Are you looking for attractions to see in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Cortona has to offer. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Arezzo Equestrian Centre (12.9 mi / 20.8 km)
  • Magione Racetrack (16.2 mi / 26 km)
  • Cantina Contucci (16.3 mi / 26.2 km)
  • Consorzio del Vino Nobile di Montepulciano (16.3 mi / 26.2 km)
  • Terme di Chianciano (18.2 mi / 29.3 km)
  • Antognolla Golf (18.3 mi / 29.4 km)

Exploring the natural features in Cortona

Whether you're an active traveler or just want to appreciate the scenery, Cortona is a great place to get outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Isola Maggiore (8.7 mi / 14 km)
  • Lake Trasimeno (11.5 mi / 18.4 km)
  • Piazza Guido Monaco (14.1 mi / 22.6 km)
  • Val di Chiana (15.7 mi / 25.2 km)
  • Terme di Montepulciano Spa (16.7 mi / 26.9 km)
  • Piscine Termali Theia (18.3 mi / 29.5 km)

Transportation to and around Cortona

The nearest airport is in Sant Egidio Airport (PEG), located 28.9 mi (46.4 km) from the city center.

If you'd rather travel by train, make your way to Camucia-Cortona Station or Terontola-Cortona Station to see more of the city.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Cortona?
Apartments are the most popular style of vacation rental in Cortona, according to our data. Even if you’ve got a different idea in mind, Vrbo has vacation homes in loads of sizes and shapes. Browse our options to find your perfect pad.
How much does it cost to rent a vacation rental in Cortona?
The average price for a vacation rental in Cortona is based on several factors, such as season, property type and length of stay. Whether you’d like a sprawling villa with room to move around or a cozy cabin for you and your other half, just enter your travel dates to discover stays with terrific value.
How much does it cost to rent a beach house in Cortona?
Prices for beach houses in Cortona may vary depending on the size and type of the property and time of year you’re traveling. Just enter your travel dates into Vrbo and how many guests to view available options and prices. From there you can use our filters to tailor your search results by ratings, nearby activities, amenities and more.
Are there pet-friendly vacation rentals in Cortona?
There are, yes. Take your pick of 474 vacation homes that allow pets in Cortona on Vrbo. Our furry friends need to get away from it all too, so simply use our search function for pet-friendly vacation rentals to find a property where your pup can lap up the good times.
Can I rent a house with a pool in Cortona?
Dig out your swimsuit and inflatable lounger, because there are 284 houses with a private pool in Cortona. Make a booking at one of these terrific vacation homes and make every day a pool day. Simply enter your travel dates into Vrbo, then use the “pool” filter to find a place to make a splash!
What are popular rental amenities in Cortona?
Some of the most popular rental amenities people are looking for in Cortona include an ocean view, a lake view and mountain views. Whether you’re traveling with your besties, family or even pets, Vrbo vacation properties feature the best amenities for starting a new adventure with the people that matter most.
Are there large group vacation rentals in Cortona?
With 87 properties that can host 10 or more guests in Cortona, there’s no need to hold back on your invites. From fun family get-togethers to special events like birthday and Christmas parties, Vrbo will help you find a large group rental to suit the occasion.
Are there vacation rentals in Cortona that welcome kids?
Cortona has 470 family-friendly vacation homes. And finding a stay that welcomes kids is super easy with our “Properties good for families” filter. As well as having the entire place to yourselves, you’ll also get amenities and perks like living rooms, private pools and yards.
What are the top attractions for families in Cortona?
Keep the kids amused at these fabulous family-friendly attractions in Cortona:

  • Palazzo Comunale
  • Casali Palace
  • Museum of the Etruscan Academy

Are there one-bedroom vacation rentals in Cortona?
Yes, you can take your pick from 126 one-bedroom rentals in Cortona. Whether you’d like a secluded cottage or a cabin, Vrbo’s one-bedroom rentals are perfect if you don’t require huge amounts of space. One of the major perks of having your own place? You won’t ever have to share your adventure with strangers.
Can I find two-bedroom vacation rentals in Cortona?
Select from 145 two-bedroom vacation properties in Cortona. Put your little ones in the second room or maybe fill it with a couple of your nearest and dearest friends. There’s plenty of space for whoever’s fortunate enough to be coming along.
Are there vacation rentals with WiFi in Cortona?
Whether you’d like to keep up with the latest news, check emails or post a pic to social media, there are 230 vacation homes with WiFi in Cortona. Check the “WiFi” box when searching on Vrbo and stay connected on your vacation.
How can I find vacation rentals with air conditioning in Cortona?
Decide on your travel dates and then use our filters to look for vacation rentals with ac in Cortona on Vrbo. With 316 air-conditioned properties on offer here, you can enjoy a cool and comfortable trip.
How old do you have to be to rent a vacation rental in Cortona?
The age limit can vary across properties on Vrbo, so be sure to look at the rules of the vacation home in Cortona you want to book. But in general, it’s 16, 18 or 21.
How long can I rent a vacation rental in Cortona for?
It’s up to the Cortona property. To view all available options offering extended stays, simply type your dates and number of people into Vrbo’s search page. You can look forward to having the whole place to yourself, along with the comforts of home like a fully-equipped kitchen, air conditioning and a yard to play in. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

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