Cortona Holiday Rentals

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Our top choices for Cortona holiday rentals

The price is AU$262
includes taxes & fees
31 Jan - 1 Feb
Apartment "Papà Giuseppe Grande" with Shared Pool & Wi-Fi
The price is AU$163
includes taxes & fees
27 Jan - 28 Jan
Holiday home with panoramic terrace ideal for families and couples
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Il camino è stato come tornare bambini.Atmosfera Natalizia e tanto di più. Cons: Il Bidè non funzionava."
Italy
Anonymous traveller
The price is AU$175
includes taxes & fees
16 Jan - 17 Jan
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
The price is AU$9,330
includes taxes & fees
16 Jan - 17 Jan
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is AU$204
includes taxes & fees
17 Jan - 18 Jan
Cortona Shabby Chic House<br>(Independent & balcony)
Villa Margherita - Cortona ,Tuscany

Apartment in Cortona Old Town

La casa di Laura
10.0 out of 10, Exceptional, (1 review)
"Best sleep I’ve had in a long time. Very quiet area. Beautiful views. Absolutely gorgeous. Water and coffee were provided. Clean. Bruno was very patient with us with the language barrier. We also had trouble getting to the place because we were not getting service on our phone till we connected to WiFi. Bruno met us and showed us where to park after showing us the way to the apartment. Very steep climb up to the apartment from the parking area, but Cortona is overall steep. You will climb up...
United States
Angie F.
The price is AU$263
includes taxes & fees
16 Jan - 17 Jan
La casa di Laura
10.0 out of 10, Exceptional, (1 review)
"Pros: Abbiamo soggiornato a Borgo Syrah per 3 notti. Soggiorno stupendo. Location meravigliosa, immersa nella natura. Un'oasi di pace"
Italy
Anonymous traveller
The price is AU$414
includes taxes & fees
28 Jan - 29 Jan
Apartment 'Frantoio 2 Classic' with Shared Pool, Wi-Fi and Air Conditioning

Holiday Home in Fratticciola

House in the Cortona countryside
10.0 out of 10, Exceptional, (1 review)
"Host was extremely welcoming. Met us when we arrived and explained usage of all the amenities, including the clothes washer. Cottage was quintessential Rural Italian home. The hostess even provided us with some local wine and homemade biscotti. "
United States
Nancy F.
The price is AU$191
includes taxes & fees
16 Jan - 17 Jan
House in the Cortona countryside

Holiday Home in Cortona Old Town

The Garden of Others
10.0 out of 10, Exceptional, (1 review)
"Lovely second floor (3rd Floor for Americans) walk up across for a charming Michelin rated restaurant. Quiet location for a city apartment. Our host was very accommodating and helpful."
United States
Kenneth C.
The price is AU$170
includes taxes & fees
1 Feb - 2 Feb
The Garden of Others
The price is AU$181
includes taxes & fees
16 Jan - 17 Jan
Netik Apartment Cortona- Garden & Vineyard in Tuscany
The price is AU$611
includes taxes & fees
25 Jan - 26 Jan
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
The price is AU$164
includes taxes & fees
16 Jan - 17 Jan
Vacation home Beppina, typical cortonese house, in the center, animals welcome
10.0 out of 10, Exceptional, (1 review)
"Pros: Es war ganz toll. Das Klima mit 34 Grad sehr heiß aber durch den Pool geht auch das sehr gut. Der Gastgeber ist super freundlich... wir sprechen null italienisch aber das war nur ein kleines Hinderniss."
Germany
Anonymous traveller
The price is AU$217
includes taxes & fees
16 Jan - 17 Jan
Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi
The price is AU$976
includes taxes & fees
28 Jan - 29 Jan
Family Apartment in the heart of Tuscany with swimming pool (Da Vinci)
The price is AU$177
includes taxes & fees
31 Jan - 1 Feb
Apartment "Papà Giuseppe La Terrazza" with Shared Pool & Wi-Fi
The price is AU$177
includes taxes & fees
31 Jan - 1 Feb
Apartment "Papà Giuseppe Il Fienile" with Shared Pool & Wi-Fi
The price is AU$165
includes taxes & fees
17 Jan - 18 Jan
Apartment "La Vecchia Fornace Casa Gialla" with Shared Pool & Wi-Fi
10.0 out of 10, Exceptional, (1 review)
"Pros: il luogo che ci circondava rilassante ottimo. Cons: nulla come dicevo luogo ottimo."
Italy
Anonymous traveller
The price is AU$1,284
includes taxes & fees
1 Feb - 2 Feb
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cortona Hotel Reviews

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, 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 favourite 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 depend 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 might find you 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. 

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.

What are some of the best holiday rentals that Cortona has to offer?

Il Rifugio, a farmhouse in Cortona with a panoramic view of Lake Trasimeno : This highly rated holiday home rental in Cortona is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. Another good choice for your trip to Cortona is beautiful tuscan villa with pool, ideal for groups.

How many holiday rentals are there in Cortona?

With 153 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 Giuseppe Garibaldi Memorial 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.