Cortona Old Town holiday rentals

We found 225 holiday rentals — enter your dates for availability
Discover a selection of 25 homes, 186 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.

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

When is the best time to visit Cortona Old Town for a holiday rental?
April is an exceptional time to visit Cortona Old Town, as this charming Tuscan destination begins to bloom in spring. During this month, the weather is pleasantly mild, with temperatures averaging around 10 to 20 degrees Celsius, ideal for outdoor exploration and leisurely strolls through the historic streets. Visitors can take part in the vibrant local culture, enjoying the blossoming gardens and picturesque views that the region is renowned for.The peak tourist season runs from July to September, when the town attracts a larger crowd seeking the warmth of the Italian summer. This bustling period is great for those who enjoy a lively option, as various festivals and events take place, adding to the vibrancy of the area. However, if you prefer a more tranquil experience with fewer tourists, April offers a delightful balance of pleasant weather and fewer crowds, making it easier to appreciate the stunning architecture and stunning landscapes.For those looking for a more budget-friendly option, January is typically the low season in Cortona. While the weather can be cooler, with temperatures dipping to around 0 to 10 degrees Celsius, it provides a unique opportunity to experience the town's charm without the hustle and bustle of peak tourist traffic.Ultimately, the best time to visit Cortona Old Town hinges on your preferences.
What are the top attractions in Cortona Old Town, Tuscany, Italy?
In Cortona Old Town, visitors can engage in a rich tapestry of history and culture. One of the main attractions is the stunning Diocesan Museum, which houses a collection of Renaissance art, including works by Fra Angelico. Just a short stroll away, the majestic Basilica di Santa Margherita offers breathtaking views of the surrounding countryside from its hilltop perch.The town's picturesque streets are lined with charming shops and cafes, great for sampling local Tuscan cuisine and wines. The Piazza della Repubblica serves as a vibrant hub where visitors can relax and enjoy the local atmosphere. For those interested in history, the Etruscan Academy Museum of the City of Cortona provides fascinating insights into the area's ancient past.
Are all fees included in the Cortona Old Town holiday homes prices shown on Stayz?
Stayz 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 Old Town holiday homes with parking?
Stayz offers a wide selection of holiday homes in Cortona Old Town 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 Old Town holiday homes?
You can find great discounts on holiday homes in Cortona Old Town on Stayz, 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 Old Town holiday home booking on Stayz?
To find Cortona Old Town holiday rentals with free cancellation, just use Stayz'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, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Cortona Old Town?
A long-stay holiday home in Cortona Old Town 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 Stayz?
Stayz'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 Old Town holiday home?
Book your Cortona Old Town 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Cortona Old Town?
Prices for holiday homes in Cortona Old Town 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. Stayz offers something for every taste and budget, from affordable homes in Cortona Old Town to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz 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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