Cortona houses
We found 1,735 houses — enter your dates for availability
Explore Cortona house rentals

Romantic Lux Country House
Sleeps 8 · 3 bedrooms · 3 bathrooms

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Sleeps 12 · 5 bedrooms · 3 bathrooms

Heritage Tuscan Farmhouse with private swimming pool
Sleeps 7 · 4 bedrooms · 3 bathrooms

Luxury Cortona view hilltop Villa
Sleeps 12 · 6 bedrooms · 6+ bathrooms

Casa Fiore, Cortona, Tuscany.
Sleeps 4 · 2 bedrooms · 1 bathroom

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
Sleeps 9 · 4 bedrooms · 4 bathrooms
Top rated house rentals - Cortona

Our Favourite Villa Ever in Cortona
We absolutely loved our week in this gorgeous Tuscan Villa. It’s in a great location as we can easily walk into Cortona most days for lunch,dinner or aperitivo. The Villa is beautiful and has everything we need. It’s private, quiet, clean and the scenery around it is stunning. It was super hot in Tuscany and we used the pool everyday (our 10 year old grandson pretty much just stayed there). The description of the Villa is accurate as advertised. We were in Cortona 20 years ago and promised ourselves we will return soon to Villa Rosa - the perfect holiday home away from home. A special thanks to Christine who is an amazing communicator from the time we made the booking to the day we leave. Thank you for recommending Dejan to pick up our family from Rome airport, he helped us numerous times including during the national train strike - totally reliable. Oh and don’t forget to have dinners at Silvia’s restaurant Locanda Agli Amici which is just few minutes up the road. Superb food & views - so good we went back twice.
Siena C.
Stayed Jun 2025
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- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
Are there any holiday home rentals in Cortona?
Select from 1,735 holiday home rentals in Cortona that have more space, privacy, value and amenities compared to a standard hotel room. Look into houses in popular areas such as Cortona Old Town, Sodo and Casorbica-Salcotto.
How much does it cost to stay in a holiday rental house in Cortona?
Your picture-perfect holiday home rental in Cortona is waiting to be discovered, with a range of prices from wallet-friendly stays to more upscale options. Enter your travel details to compare, ensuring you book the right place for you and your crew.
When is the best time to rent a holiday house in Cortona?
Consider taking a trip to Cortona in May, when average daily temperatures range between 8ºC and 20ºC. This is the most popular month for Bookabach guests to book a holiday home rental in this well-known destination, which is located in Province of Arezzo.
Where can I rent a Cortona holiday house with great views?
Houses with views of historic landmarks are among the types of holiday home rentals you can book in Cortona. If you're searching for properties that have vistas worth writing home about, you'll find them on Bookabach.
Does Cortona have any weekend house rentals?
You'll find a range of top-quality houses that are available for weekend rental. Simply key in your travel dates and get ready for a whirlwind few days of fun. If you don't find the perfect holiday home rental in Cortona right away, just play around with your dates and search again.
Are there any pet-friendly house rentals in Cortona?
Embark on your next adventure with your furry companion at one of our 14 pet-friendly holiday home rentals in Cortona. These stays come with features that'll make your pup feel welcome, such as a yard to run around in. Just check the "Pets allowed" filter to find a house that has space for every beloved member of your family.
What are the top things to do in Cortona?
Planning an unforgettable getaway to Cortona means discovering fun things that the family will enjoy. Valdichiana Outlet Village, Villa Bramasole and Isola Maggiore are just two of the options here. And our holiday home rentals are a terrific base for your sightseeing activities.
Why should I book my holiday rental house with Bookabach?
Booking your holiday home rental with Bookabach means you get the whole property to yourselves — your own private oasis, without any distractions from anybody else. What's more, our easy payment and cancellation policies allow you to amend your plans if necessary.
