Cortona holiday homes

We found 2,775 holiday rentals — enter your dates for availability
Select from 171 houses, 198 apartments and other holiday rentals to find the perfect place for your stay in Cortona. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as Wi-Fi and a hot tub. Whatever you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Find out more about Cortona

Why visit Cortona

  • Historic charm: Wander the ancient streets of Cortona, filled with captivating architecture and quaint piazzas that reflect its rich history.
  • Stunning landscapes: Enjoy breathtaking views of the surrounding Tuscan countryside, perfect for romantic strolls and outdoor adventures.
  • Cultural immersion: Experience local festivals and events that celebrate the vibrant culture and traditions of the region.
  • Artistic allure: Explore galleries and museums showcasing local art, enhancing your appreciation for Cortona's artistic heritage.
  • Relaxed atmosphere: Embrace the friendly, laid-back vibe of Cortona, making it an ideal spot for a peaceful getaway.

Top attractions in and around Cortona

Cortona, Tuscany is a delightful destination perfect for romantic, outdoor, and scenic holidays. With charming churches, quaint piazzas, and intriguing museums, the city offers a rich cultural experience. Wander its historic streets, enjoy the local arts scene, and take in the stunning landscapes, all while embracing the unique Tuscan ambience. Cortona invites you to explore its hidden gems and create lasting memories.

  • Villa Bramasole: Nestled in Cortona, this historic bridge offers a glimpse into the city’s cultural past, where ancient architecture meets local tradition. A perfect spot for those keen to delve into history and enjoy the ambience of old-world charm.
  • Lake Trasimeno: Situated 18km from Cortona, this scenic lake invites visitors to embrace outdoor activities with its picturesque beach and romantic views, ideal for a day of leisurely exploration.
  • Cortona Cathedral: Located in the heart of Cortona, this cathedral stands as a testament to the city’s rich cultural heritage and enduring spiritual legacy.

Things to do recommended for couples

For a romantic getaway in Cortona, wander hand-in-hand through its charming cobblestone streets, savour a candlelit dinner at a local trattoria, or enjoy a sunset picnic overlooking the stunning Tuscan hills. Don't miss the breathtaking views from the top of the Etruscan walls.

Things to do recommended for families

In Cortona, families can explore the charming streets, visit the Etruscan Museum, and enjoy outdoor activities like hiking in the surrounding hills. Don’t miss the local markets for a taste of authentic Tuscan cuisine and the beautiful views from the hilltop. A perfect blend of culture and fun.

Things to do recommended for groups

Explore Cortona's nearby motorRacing venues. Visit Magione Racetrack, located 26km away, for a thrilling mix of sports and adventure, and enjoy a similar experience at Autodromo dell'Umbria.

*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 planning a trip with a group, family, or pets, or if you're interested in extended stays, it’s important to refine your search according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Cortona with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these preferences and more on Vrbo.
  • Traveling to Cortona with young kids: Traveling with young children can be challenging. You need to ensure their comfort and safety, as well as age-appropriate amenities, such as a private swimming pool. It’s also a good idea to consider your proximity to family-friendly attractions.
  • Taking your pets with you to Cortona: For many, a family holiday isn’t complete without their four-legged mate in tow. If this resonates with you, have a look at Vrbo properties that welcome pets. Most pet-friendly options come equipped with feeding bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting Cortona: If you're after holiday rentals offering deals for month-long stays or more, you've come to the right place. With the right filters, you'll easily discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Cortona

In Cortona, Tuscany, Italy, you’ll find an enchanting blend of historic charm and breathtaking landscapes. Wander through the picturesque town centre, explore ancient landmarks, and enjoy the peaceful Italian countryside. The surrounding hills offer scenic views ideal for romantic strolls, while local festivals immerse you in the region's vibrant culture. Experience the relaxed and friendly atmosphere that defines this captivating destination.

  • Cortona Old Town: Nestled in the heart of Cortona, this historic neighbourhood offers a rich tapestry of culture and romance. Visitors can enjoy a blend of arts and entertainment, with a thriving theatre scene and opportunities to relax at a local spa or play a round at the nearby golf course. The area is steeped in heritage, featuring a notable historic place and an iconic bridge, making it a must-see for those keen to immerse themselves in local history and scenic beauty.
  • Camucia: This charming village near Cortona invites travellers with its balanced mix of cultural and outdoor experiences. Renowned for its romantic ambience, Camucia offers a variety of local attractions including a vibrant shopping centre and a bustling theatre. The nearby historic site, a picturesque lake, and an ancient bridge provide a unique blend of natural beauty and historical intrigue, perfect for those looking to explore Tuscany’s rich legacy.
  • Ossaia: Set in the scenic environs of Cortona, Ossaia is a quaint village celebrated for its outdoor allure and romantic settings. The locale is ideal for nature enthusiasts and those seeking a serene escape, with landmarks such as a marina, a dock port, and a tranquil lake enhancing its appeal. The picturesque surroundings and laid-back charm make it a delightful retreat for holidaymakers looking to experience Tuscany’s countryside in its purest form.

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.

Calendar MonthTemperaturePrecipitationCloudinessOccupancyPricing
January39.2°F (4.0°C)Light RainMostly CloudySlightly Low
February41.2°F (5.1°C)Light RainMostly SunnySlightly Low
March46.0°F (7.8°C)Light RainMostly SunnyAverage
April52.7°F (11.5°C)Light RainMostly SunnySlightly High
May59.5°F (15.3°C)Light RainMostly SunnyAverage
June69.1°F (20.6°C)Light RainMostly SunnyAverage
July74.8°F (23.8°C)No Rain (Dry)SunnySlightly High
August74.5°F (23.6°C)No Rain (Dry)SunnySlightly High
September65.7°F (18.7°C)Light RainMostly SunnyAverage
October56.8°F (13.8°C)Light RainMostly SunnyAverage
November48.6°F (9.2°C)Light RainMostly SunnyAverage
December41.7°F (5.4°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is simple

If you're keen to save on your upcoming trip, consider some flexibility with your travel dates, as costs can fluctuate. Extending your stay might also unlock some great discounts. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and holiday rental type.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a handy platform for you to plan new adventures, continue from where you last stopped, or manage and sort your travel arrangements. You'll discover your saved or booked properties neatly organised into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently Asked Questions

What is the best area to stay in Cortona when booking a holiday rental?

When considering a holiday rental in Cortona, Tuscany, a popular area to stay is the historic centre. This charming area boasts a rich tapestry of medieval architecture, narrow cobbled streets, and stunning views of the surrounding countryside. You'll find a variety of properties available, including quaint apartments and elegant villas, great for immersing yourself in the local culture.


In the historic centre, you can easily visit top attractions such as the beautiful Piazza della Repubblica, where you can enjoy a coffee while soaking in the vibrant setting. The nearby Diocesan Museum houses an impressive collection of religious art, offering a glimpse into the region's artistic heritage. Additionally, the scenic walks around the town provide breathtaking views, making it an ideal spot for those who appreciate both history and nature.


Another excellent option is the area surrounding the Etruscan walls, which not only offers a selection of lovely accommodations but also promises a peaceful retreat with easy access to the town's amenities. Staying here allows you to enjoy the tranquillity of the Tuscan hills while being just a short stroll away from the town's lively cafés and shops.

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

In Cortona, villas are the most popular type of holiday rental, with around 1,352 available throughout the picturesque town and surrounding countryside. These spacious rooms typically feature multiple bedrooms, private gardens, and fully equipped kitchens, making them ideal for families or larger groups seeking a relaxing retreat in Tuscany. Additionally, there are approximately 1,152 apartments available, often located in charming neighbourhoods close to the town's historic centre, offering amenities such as comfortable living spaces and kitchen facilities. For those looking for a more rustic experience, about 720 holiday houses can be found, along with a few quaint cottages and chalets that provide a unique charm.

Are there any family house rentals in Cortona?

In Cortona, Tuscany, there are numerous family-friendly holiday rentals available, with around 505 options to choose from. This picturesque town is known for its charming atmosphere and stunning landscapes, making it an ideal spot for families. Many of the properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play or relax.


Visitors can expect amenities such as Wi-Fi, air conditioning, and sometimes even private pools or gardens, which enhance the overall experience. The town itself is rich in history, with attractions like the Etruscan Museum and the beautiful Piazza della Repubblica nearby, providing plenty of opportunities for exploration.


Cortona's location in the heart of Tuscany also allows for easy day trips to nearby cities such as Arezzo and Montepulciano, adding to the family adventure.

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

In Cortona, Tuscany, there are plenty of holiday homes available for rent that feature pools and hot tubs, with around 566 options to choose from. This picturesque hilltop town offers a range of accommodations in its charming neighbourhoods, including the historic centre, where you can find villas with stunning views of the surrounding countryside. Many of these properties come equipped with private swimming pools, hot tubs, and spacious outdoor areas ideal for relaxation and enjoying the Tuscan sun.


Travellers can expect amenities such as fully equipped kitchens, comfortable living spaces, and sometimes even barbecue facilities for alfresco dining. Some rentals may also include additional luxuries like landscaped gardens and panoramic terraces, providing a great backdrop for a memorable holiday. Find your rental in Cortona with a pool or a hot tub.

Are there pet-friendly house rentals in Cortona?

In Cortona, Tuscany, there are numerous pet-friendly house rentals available, offering travellers a variety of options to choose from. Many of these holiday homes typically feature amenities such as spacious gardens, outdoor seating areas, and fully equipped kitchens, making them ideal for families or groups travelling with pets.


The charming historic centre of Cortona provides easy access to local shops, restaurants, and picturesque streets, great for leisurely strolls with your furry companions. Additionally, nearby attractions like the Parco Archeologico di Cortona and the surrounding countryside offer great opportunities for outdoor activities, including hiking and exploring the scenic landscapes of Tuscany.

Are there any remote work holiday rentals in Cortona?

In Cortona, Tuscany, there are numerous remote work holiday rentals available, with around 3,036 options to choose from. This charming town, known for its stunning views and rich history, offers a variety of accommodations that cater to those looking to work remotely while enjoying the beauty of the Italian countryside. Many properties come with essential amenities such as free Wi-Fi, both in-room and in public areas, ensuring a reliable internet connection for work-related tasks.


Travellers can expect comfortable living spaces that often include dedicated work areas, allowing for a productive environment. In addition to work-friendly amenities, many rentals also offer beautiful views of the surrounding hills and access to local attractions, such as the Etruscan Academy and the picturesque Piazza della Repubblica. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.

What are popular rental amenities in Cortona?

In Cortona, popular rental amenities include well-equipped kitchens, which allow guests to prepare their own meals while enjoying the local flavours of Tuscany. Many of the holiday rentals also feature onsite parking, making it convenient for those travelling by car. A fireplace is often included, providing a cosy atmosphere, especially during the cooler months. Additionally, some properties welcome pets, making them an excellent choice for animal lovers. For those seeking relaxation, private pools are available in several rentals, offering a refreshing retreat amidst the stunning Tuscan landscape.

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

April is a delightful time to visit Cortona, as the picturesque Tuscan landscape begins to bloom, creating a stunning backdrop for your holiday. This month offers mild temperatures, typically ranging from 10 to 20 degrees Celsius, making it ideal for exploring the charming streets and historic sites without the intense heat of summer. The town's vibrant setting is enhanced by fewer tourists, allowing for a more intimate experience as you discover local cafés and shops.


The peak season, spanning from July to September, sees Cortona bustling with visitors, drawn by the warm weather and numerous festivals. While this period is lively and full of energy, it can also mean larger crowds at popular attractions. However, if you enjoy the vibrant summer ambiance and don't mind sharing the space with fellow travellers, this is when you'll find the town in full swing, with outdoor dining and cultural events in abundance.


For those seeking a more budget-friendly option, consider visiting in January. This low season presents an opportunity to experience Cortona's winter charm, complete with quieter streets and the chance to enjoy the local cuisine in a relaxed atmosphere.


Ultimately, the best time to book a holiday rental in Cortona hinges on your preferences: April for a pleasant spring escape with fewer crowds, or the summer months for a lively experience filled with local festivities.

What are the top attractions in Cortona?

In Cortona, visitors can immerse themselves in a rich tapestry of history and culture. The town's historic centre is a must-see, featuring the stunning Piazza della Repubblica, where you can admire the beautiful Palazzo Comunale and the Etruscan Museum, showcasing artefacts from the region's ancient past.


For breathtaking views, head to the Basilica di Santa Margherita, perched atop a hill, offering panoramic vistas of the surrounding Tuscan landscape. Art enthusiasts will appreciate the Diocesan Museum, which houses works by renowned artists.


Exploring the winding cobblestone streets of Cortona, you'll find charming shops, cafés, and local trattorias serving authentic Tuscan cuisine.

Are all fees included in the Cortona holiday homes prices shown on Bookabach?

Bookabach 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.

Are there any Cortona holiday homes with parking?

Bookabach offers a wide selection of holiday homes in Cortona with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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.

Are there any discounts for Cortona holiday homes?

You can find great discounts on holiday homes in Cortona on Bookabach, 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.

Can I change or cancel my Cortona holiday home booking on Bookabach?

To find Cortona holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.

Can I find long-stay holiday homes in Cortona?

A long-stay holiday home in Cortona is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.

Can I plan a group trip on Bookabach?

Bookabach's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.

How early should I book a Cortona holiday home?

Book your Cortona holiday home 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 Bookabach booking and occupancy data for 2024 stays.

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

Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Cortona to more spacious homes.

What can I expect from Bookabach customer service and Bookabach Care™ support?

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.

What is Bookabach Care™ and how does it work?

Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.

Why should I join Bookabach as a host?

Joining Bookabach as a host opens the door to a global community of travellers 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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