Top Cortona house rentals - Tuscany

Explore Cortona house rentals

Luxury Peaceful Villa With Vine Covered Pergola Enjoying Panoramic Views.

Sleeps 14 · 6 bedrooms · 5+ bathrooms

Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

Sleeps 8 · 3 bedrooms · 2 bathrooms

Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

Sleeps 9 · 4 bedrooms · 4 bathrooms

Top rated house rentals - Cortona

Premier Host

What a Villa in Tuscany is all about.

Perfect location for day trips covering so many of the hilltop towns. Perfect accommodation for a group of 12 friends as each bedroom has it’s own bathroom.Perfect Villa for relaxing at home coffee every morning, lying by the pool and dinner watching the incredible sunsets.Perfect hosts. Denise takes care of everything while you are at the villa including cooking us a wonderful dinner. Mieke answered all our questions prior to our arrival very promptly. She has set the villa up perfectly and send out an excellent guide book to answer nearly all your questions.

Belinda P.

Stayed May 2025

Premier Host

A Truly Authentic Tuscan Villa

We made many lifetime memories in this idyllic, very authentic villa over a terrific week. Louise was extremely helpful in helping us prepare for our stay, and her recommendations for restaurants, wine tastings, and visits around the area were spot on. Best of all was her recommendation to secure a local chef (Elena) to run a 1/2 day cooking class at the villa - an absolute highlight!! Whether it was lazing by the pool or eating amongst the trees in the garden, everything felt exactly as it should in this little paradise.

Andrew B.

Stayed Sept 2024

Hilltop magic

Sadly my husband and I were not able to join our adult children for our family holiday. But so glad our children continued on and had a wonderful time with their partners. The host was incredibly understanding and regularly communicated. We plan to go next year!

Serena L.

Stayed Aug 2023

Absolutely Wonderful Place

A great stay and the most wonderful place and spectacular views. Communication with owner was wonderful and our welcome was great. The place is as described and so much room with everything needed for a great stay. I definitely recommend to stay and hoping to be back again.

Jenny C.

Stayed Aug 2023

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Frequently asked questions

Are there any holiday home rentals in Cortona?

Select from 1,877 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 Stayz 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 Stayz.

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 Stayz?

Booking your holiday home rental with Stayz 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.