Cortona Old Town holiday lettings

We found 321 holiday rentals — enter your dates for availability

Discover a selection of 29 homes, 160 apartments and other holiday rentals in Cortona Old Town that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll have the amenities that you expect and more, such as parking and air conditioning. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Cortona Old Town

Showing deals for:14 Nov - 21 Nov
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Find out more about Cortona Old Town

Find out more about Cortona Old Town

Why visit Cortona Old Town

  • Medieval charm: Wander through cobbled streets and soak in the enchanting atmosphere of Cortona's historic centre.
  • Stunning churches: Visit remarkable churches that showcase the rich cultural heritage of the town.
  • Picturesque piazzas: Relax in beautiful piazzas, perfect for enjoying a coffee and people-watching.
  • Scenic outdoor adventures: Explore the nearby serene lakes and Tuscan landscapes, ideal for outdoor activities.
  • Charming accommodations: Choose from luxurious villas and stylish apartments for a memorable stay in Cortona.

Popular types of accommodation around Cortona Old Town

If you're contemplating a stay in Cortona Old Town, you're in for a treat! Our selection of holiday rentals includes charming villas, houses, and stylish apartments. Whether you're dreaming of a luxurious villa today or a quaint palazzo pretorio, our Cortona Old Town vacation homes promise an unforgettable experience. Discover the perfect base for your Italian getaway!

  • Villas: The top choice for holiday rentals in Cortona Old Town, offering spacious accommodations with stunning views and luxurious amenities.
  • Houses: A popular option for those seeking a homely atmosphere, these properties provide privacy and comfort for families and groups.
  • Apartments: Ideal for couples or solo travelers, these self-contained units offer convenience in the heart of Cortona.
  • Cottages: Quaint and charming, these delightful retreats are perfect for a peaceful getaway.
  • Agritourism: Experience authentic Tuscan life by staying on a working farm, complete with local produce and scenic landscapes.**

Top attractions in and around Cortona Old Town

Cortona Old Town is a delightful destination for culture enthusiasts and romantics alike, offering a captivating mix of medieval charm and scenic beauty. Explore the historic centre, visit stunning churches, and relax in picturesque piazzas. Don't miss the serene lakes nearby, perfect for outdoor adventures. Whether you're wandering through cobbled streets or soaking in local history, Cortona promises a memorable experience for every traveller.

  • Lake Trasimeno: A stunning lake located 6.8km from Cortona, Lake Trasimeno is perfect for outdoor lovers. With its picturesque beaches and romantic scenery, it's an ideal spot for leisurely walks, picnics, or simply soaking in the natural beauty.
  • Villa Bramasole: This historic villa, situated just 249m from Cortona, embodies the essence of Tuscan culture. Its architectural charm and serene surroundings make it a delightful place to explore the region's rich history.
  • Piazza della Repubblica: Located within Cortona Old Town, this vibrant square is a cultural hub. Surrounded by quaint shops and cafes, it's the perfect place to immerse yourself in local life and history.

Things to do recommended for couples

For a romantic getaway in Cortona Old Town, indulge in luxury at the Tennis Club Castiglionese, enjoy the enchanting atmosphere at Agricola Buccelletti Winery, or unwind amidst the scenic beauty at Fattoria Le Capezzine. Each offers a unique blend of romance and entertainment just a short drive away.

Things to do recommended for families

Families exploring Cortona Old Town can delight in a visit to the Museo dell'Accademia Etrusca, where children can learn about ancient history through engaging exhibits. Additionally, the nearby Parco del Lago Trasimeno offers picturesque walking trails and playgrounds, perfect for a family picnic or leisurely stroll.

Things to do recommended for groups

Experience the charm of Cortona Old Town by enjoying a performance at Signorelli Theatre, indulging in retail therapy at Valdichiana Outlet Village, or embarking on an adventurous hike along Hannibal's Journey, where stunning scenery awaits just 3.1km away.

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

When you're planning a trip, whether it’s with a group, your family, or even your pets, or if you're considering an extended stay, it's important to filter your options according to your key preferences. Here are some helpful booking tips for using Vrbo.

  • Traveling to Cortona Old Town with a group: Think about how many bedrooms you require, as well as amenities like a fully equipped kitchen or outdoor areas for socialising. Thankfully, you can filter for all of these options and more on Vrbo.
  • Traveling to Cortona Old Town with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Cortona Old Town: For many families, a holiday just isn’t quite right without their beloved pet. If that resonates with you, take a look at Vrbo accommodations that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of the family feels completely at home.
  • Planning for a long term stay visiting Cortona Old Town: If you're seeking holiday 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 accommodations. You might also want to consider including features like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Cortona Old Town

Cortona Old Town offers a delightful blend of rich history and charming medieval streets, making it an ideal destination for culture enthusiasts and romantics alike. Explore the historic town's enchanting atmosphere, where friendly locals welcome you to indulge in luxurious experiences. Nearby, you can discover the stunning landscapes of Tuscany, perfect for outdoor excursions. Whether you're wandering through cobblestone alleys or enjoying the breathtaking views, Cortona promises a memorable holiday.

  • Cortona: Nestled a mere 186m from Cortona Old Town, this charming city offers a delightful blend of outdoor, romantic, and cultural experiences. Visitors can indulge in rejuvenating spa treatments or enjoy captivating performances at local theatres. The scenic landscape features picturesque lakes and historical sites, including impressive bridges that tell tales of Cortona's rich past. A stroll through its winding streets reveals a wealth of artistic and architectural heritage, making it an essential stop for any traveller.
  • Camucia: Located approximately 621m from Cortona Old Town, Camucia is a quaint village perfect for those seeking cultural, romantic, and outdoor experiences. The village’s vibrant theatre scene is complemented by outdoor activities and nearby golf courses, catering to a variety of interests. Visitors can marvel at the historic bridges and charming landmarks that define the village's character, along with the enchanting historic places that whisper stories of bygone eras.
  • Casorbica-Salcotto: Just 559m away from Cortona Old Town, the village of Casorbica-Salcotto invites you to explore its outdoor, cultural, and city-themed experiences. Ideal for swimming enthusiasts and shoppers alike, this village features a lively square and a welcoming visitor centre. The piazza square serves as a social hub where locals gather, offering an authentic glimpse into daily life. With its inviting atmosphere and proximity to stunning landscapes, Casorbica-Salcotto is a hidden gem worth discovering.

Best time to go to Cortona Old Town

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.2°F (4.0°C)Light RainMostly CloudyLowAverage
February41.2°F (5.1°C)Light RainMostly SunnyLowSlightly Low
March46.0°F (7.8°C)Light RainMostly SunnyAverageSlightly Low
April52.7°F (11.5°C)Light RainMostly SunnyAverageAverage
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)SunnyHighSlightly High
August74.5°F (23.6°C)No Rain (Dry)SunnyHighSlightly High
September65.7°F (18.7°C)Light RainMostly SunnyHighAverage
October56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
November48.6°F (9.2°C)Light RainMostly SunnyLowSlightly Low
December41.7°F (5.4°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate significantly. Moreover, booking a longer stay can often result in substantial savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new journeys, pick up right where you left off, or easily view and organise your travel arrangements. You can now find the properties you’ve saved and booked in the sections for Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Cortona Old Town?
According to our data, apartments are considered the most popular holiday rental type in Cortona Old Town. But as you might expect, everyone's idea of an awesome trip can vary. Vrbo has holiday rentals of all sizes and shapes, so you're sure to discover your ideal fit.
How much does it cost to rent a holiday rental in Cortona Old Town?
Property type, length of stay and time of year are among the factors that can influence the price of a holiday home. Simply add your travel dates to find your perfect match. From homey country cottages to sprawling luxury villas, all Vrbo holiday rentals offer unbeatable value.
How much does it cost to rent a beach house in Cortona Old Town?
When you travel and the size and style of the property will determine the cost of your beachside holiday rental. Click on your Cortona Old Town travel dates to see all your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use the filters to pick the amenities and features you need.
Are there pet-friendly holiday rentals in Cortona Old Town?
Good news. There are. Take your pick of 197 stays that roll out the welcome mat in Cortona Old Town on Vrbo. Our furry companions also need a break, so simply use our search function for pet-friendly holiday rentals to find a pad where your puppy dog can join in the fun.
Can I rent a house with a pool in Cortona Old Town?
Mark the "pool" box in our filter tool and you can choose from 32 houses with private pools in Cortona Old Town on Vrbo. Lazy soak or races and ball games? Leisure time is up to you when your Vrbo holiday home comes with its own pool.
What are popular rental amenities in Cortona Old Town?
Some of the most popular rental amenities people prefer in Cortona Old Town are tennis, a firepit and nearby museums. Whether you're travelling with friends, family or even pets, Vrbo holiday rentals provide the best amenities for ultimate relaxation with the people that matter most.
Are there large group holiday rentals in Cortona Old Town?
With eight holiday rentals that can sleep 10 guests or more in Cortona Old Town, there's no need to keep anyone off the invite list. From fun family holidays to special events like birthday parties and weddings, Vrbo can help you find a large group rental to suit the occasion.
Are there holiday rentals in Cortona Old Town that welcome kids?
Bring the whole family together for a memorable adventure in Cortona Old Town at one of our 193 family-friendly holiday properties. A lot of these stays feature amenities that are great for getaways with the kids, including full kitchens, multiple bedrooms and private pools. Just click on the "Properties good for families" filter and pick out your favourite.
What are the top attractions for families in Cortona Old Town?
Keeping the kids entertained during your holiday in Cortona Old Town is easy with these exciting family-friendly attractions:

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

Are there one-bedroom holiday rentals in Cortona Old Town?
There are 79 one-bedroom properties in Cortona Old Town to choose from. A one-bedroom holiday property is an excellent choice if it's just the two of you or if you're travelling on your own. Throw in more space, convenience and privacy compared to a regular hotel, and you've got the makings of a getaway to remember.
Can I find two-bedroom holiday rentals in Cortona Old Town?
Cortona Old Town has 74 two-bedroom holiday rentals to select from. Find a holiday home with all the space and comfort you need at a fantastic price on Vrbo.
Are there holiday rentals with WiFi in Cortona Old Town?
Whether you want to stay in touch with the news, send some emails or surf social media, there are 99 holiday homes with WiFi in Cortona Old Town. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Cortona Old Town?
Pick your travel dates and then make use of the filters to view holiday rentals with ac in Cortona Old Town on Vrbo. With 146 air-conditioned properties available, you can look forward to a cool and comfortable break.
How old do you have to be to rent a holiday rental in Cortona Old Town?
The minimum age is generally 16, 18 or 21. It can differ across properties on Vrbo, so check the rules of your chosen Cortona Old Town stay before booking your escape.
How long can I rent a holiday rental in Cortona Old Town for?
It really depends on the Cortona Old Town property. To browse available options offering extended stays, just enter your travel dates and number of guests into Vrbo's search page. Look forward to having the entire place to yourself, along with comforts such as air conditioning, a fully-equipped kitchen and a backyard where the kids can run and play. Be on the lookout for any long-term stays that offer weekly or monthly discounts.

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