Cortona Holiday Rentals : Search Short-Term Rentals

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Holiday Rentals in Cortona

"This is a charming house in a small town outside Cortona. Easily located near all the things you would want to see in the area. The host treated us like family and had homemade treats and wine waiting for our arrival. The house is perfectly suited for 4 people to stay and had a lot of charm. If you are looking to escape the hustle of daily life and relax this is the perfect location. "

"We loved this place! It feels very authentic and it’s so cozy. Would highly recommend to anyone."

"This home was outstanding from the moment we arrived. There were 6 adults and we had plenty of room to gather together. The courtyard is lovely for early morning coffee or evening wine. Close to everything that Cortona offers."

"We loved our stay. The house was very clean and had everything we could want. The location provides great access to the city and parking. And the host was very helpful with recommendations."

"We enjoyed especially the terrace because we had sunny weather"

"The location and accommodations are perfect for a family. Nestled in the Italian countryside providing easy access to the nearby renaissance villages, art and landscapes and the people of Italy. The accommodations that Mieke has provided will only put a smile on your face."

"Nous avons séjourné une semaine à Terontola Alta Un endroit stratégique qui se situe au centre de nombreux points d'intérêts et proche du superbe lac de Trasimeno. Nous étions logés dans une jolie petite maison confortable, bien équipée et très très bien entretenue, nichée dans dans les oliviers. Cette maison possède plusieurs terrasses avec table à manger, salon de jardin, chaises longues. C'est vraiment un très bel endroit. Nous avons été chaleureusement accueillis par Martine et...

"80 von 100 punkten. Ein sehr schönes Haus mit einem super Pool. Der Besitzer ist sehr sympathisch und hat uns frisches Gemüse gebracht, die Verwalterin ist äusserst zuvorkommend. Für den relatv hohen Preis dürfte das Mobiliar jedoch in einem besseren Zustand sein. Es hat keine bequemen Sessel im Aussenbereich um gemütlich zu sitzen, die sonnenliegen sind etwas gammlig und die Pfannen in der Küche praktisch unbrauchbar zum kochen."

"Magnificent stay in a beautiful home. Perfect location for a few days in Cortona. Highlight of our trip"

"We had a lovely couple of days in Cortona, the apartment is quaint but perfect, the view is wonderful and the host kind and helpful. Will be back! "

"Newly renovated plus old world charm. Ideal location just a few steps from Piazza Garibaldi, this roomy apartment has been outfitted with every convenience, including air conditioning and a washing machine. We stayed for two weeks and hated to leave!"

"We loved the location and the size. It was very cozy and the owner was so gracious and communicative. I haven't had a better host even in the states. Would come back for sure to this same place. "

"The home is beautiful: Wonderfully decorated and lovingly cared for. Views are amazing; Caretakers are lovely and we all fell in love with Zorro the Dog. My only complaint is that the beds were only box springs and could have been more comfortable."

"Excellent conditions and the owner Carlo was very helpful. Supplying many dining and visiting options "

"Un séjour enchanteur avec un lieu merveilleux pour découvrir les beautés de la Toscane et de l Ombrie. Une pensée particulière pour Piero et Louisa qui ont contribué par leur gentillesse, leur écoute à faire de notre séjour un moment que nous n oublieront pas. Mille Grazie Valerie Olivier Richard Carole [English translation courtesy of Easy Reserve] An enchanting stay in a wonderful place to discover the beauties of Tuscany and Umbria. A special thought for Piero and Louisa who contributed...

"Group of 9 had a fantastic stay. The villa is superbly fitted out with lovely decor and kitchen equipment. The kids loved the pool as did the adults and the evening meal area was superb. Very good communication with the host who gave us some great suggestions. Loved our holiday and the villa was exactly what we needed. Very secluded so loved watching the stars with lots of local wine."

"Beautiful, magical, would do it again in a heartbeat!"

Microwave, oven, dishwasher, coffee/tea maker

"Very roomy, well equipped, and a really good location. Would stay again!"

"Fascinating site, beautiful nature. Once obviously a well designed location, now somehow run down. Several things in the house and the surrounding are lft behind and broken.Its better to bring with you all you need in case you won't drive the car too often. The accsess takes time and needs a careful driver Communication with agency was always very prompt. Bring toilett paper, dish towels and soap with you....kitchen is small for more than 6 people in case you like to cook not only pasta. I...

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Find out more about Cortona

Everything you need to know about Cortona holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cortona holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cortona holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cortona holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cortona. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cortona holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cortona holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cortona rentals

At Expedia, we put the best Cortona holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cortona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cortona holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cortona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Cortona properties

5/5 Excellent

"Good facilities and good value. Very helpful staff, too."

A verified traveller stayed at Villa Santa Margherita

Posted 5 days ago

5/5 Excellent

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."

A verified traveller stayed at Luxury Cortona view hilltop Villa

Posted 3 weeks ago

5/5 Excellent

Fantastic stay!

"Absolutely magical stay! The grounds and landscape are beautiful. The restaurant was incredible. The ease of access to explore Cortona was great. Incredible service. I can’t wait to come back! My only regret was not staying longer. "

A verified traveller stayed at Il Falconiere - Relais e Chateaux

Posted 3 weeks ago

Explore a world of travel with Expedia

All accommodation types in Cortona

Frequently asked questions

Can I find holiday rentals in Cortona?

Yes, there are holiday rentals close to the most popular sights in Cortona, or you can select a more secluded option if you're looking for a relaxing stay. Cortona is known for its cathedral and monuments. Make sure you have time to check out the temples and musical theatre during your trip.

How many holiday rentals are there in Cortona?

With 276 Expedia holiday rentals, you're guaranteed to find just the right place for your Cortona stay.

What’s there to see and do in Cortona?

Cultural attractions include Signorelli Theatre and Museum of the Etruscan Academy, whereas Val di Chiana is one spot to enjoy nature. While here, Piazza della Repubblica and Cortona Cathedral are other places worth a visit.

What’s a holiday rental in Cortona like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cortona. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips or small group gatherings.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Holiday Rentals in Cortona

Check prices for these dates

Holiday Rentals in Cortona

Casina in authentic Tuscany

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

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

Cortona Skyline Retreat

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

Appartamento Loggetta

Luxury Cortona view hilltop Villa

Cottage " I due Pini"

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

Prestigious apartment with panoramic terrace, located in the center of Cortona.

Romantic shelter for 2, amazing view and large equipped terrace

The Old Fashion House

Tina's House

I Cipressi, 5 bedrooms with pool near Cortona

Apartment Me and You Cortona (with romantic outdoor shower on private courtyard)

Lovely apartment for 6 guests with pool, WIFI, TV and parking

Casale Le Vigne, 8 pax, private pool

Appartamento La Piazzetta

La Torretta - downtown Cortona, on the second floor of a noble palazzo

La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

Find out more about Cortona

Recent reviews of Cortona properties

Villa Santa Margherita

Hotel Italia

Hotel Villa Marsili

Villa Borgo San Pietro

Locanda del Molino

Villa di Piazzano - Small Luxury Hotel of the World

Monastero di Cortona Hotel & Spa

Luxury Cortona view hilltop Villa

Il Falconiere - Relais e Chateaux

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends