Holiday Rentals in Cortona
More than just hotels
Apartments, cabins, holiday rentals and more, plus millions of reviews from Aussie & Kiwi travellers
Flexibility matters
24/7 support, so you can book with confidence
Unlock member prices with Mates Rates
You could save 10% or more on over 100,000 hotels right now.
Check rental availability in Cortona
Holiday Rentals in Cortona

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Casa Bacco - private house with a remarkable garden in the centre of Cortona

Casa Fontelunga, Tuscan holiday villa with private pool

La Terrazza - apartment with breathtaking view

Appartamento Loggetta

Podere Casorbica with free parking, large garden, private pool.

beautiful tuscan villa with pool, ideal for groups

Private Villa with A/C, private pool, WIFI, patio, panoramic view, parking, close to Montepulciano

Casa delle Rose: charming house with stunning balcony in the heart of Cortona

Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.

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

Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

I Cipressi, 5 bedrooms with pool near Cortona

La Finestra sul Teatro

Beautiful villa with spectacular views in a rural location
Other types of properties in Cortona you may be interested in

Villa di Piazzano - Small Luxury Hotel of the World
Holiday Accommodation Cortona
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Cortona are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Cortona itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Cortona holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Cortona, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Cortona with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.