Cortona Holiday Rentals : Search Short-Term Rentals

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

Agriturismo Borgo Spagnoli : This holiday home rental outside Cortona is located in a regional park, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. Kick off your shoes and enjoy yourself with a rooftop terrace and a private garden. Other favourite homes for rent in Cortona are Casa Bacco - private house with a remarkable garden in the centre of Cortona and Podere Casorbica with free parking, large garden, private pool. .

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Holiday Rentals in Cortona

"This was our second year staying in same apartment. It was so easy and perfectly located, we did not want to risk another location. The hot water has challenges but once I messaged them, they were over in minutes to help. If you have a rental car, this could not be more perfect as the parking is adjacent to the home. Incredible location. Best view of our trip. "

"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."

"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."

"The villa was so comfortable and lovely. Michele was very responsive and helpful. 10/10 experience."

"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."

"The property was lovely. Wifi was intermittently availble throughout our stay."

"We liked our stay very much"

"We had a two week escape in the Tuscan countryside. We enjoyed touring around the area and a organized cooking class"

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

"The location of Il Roseto made for a comfortable stay near all of the important venues and activities in Cortona."

"Centrally located, car required."

"We had a pleasant time at the nice old house. The place has a lot of space and even with a bunch of people there are enough littleS places to have a quiet time for themselves. Mauro was a very nice and helpful host, and his sister cooked Tuscan food for us - delicious!"

"My husband and I spent a week here in April. We have been to Italy seven times, always staying in VRBO-type rentals and this rental stands apart as among the nicest. Recently renovated, well-equipped kitchen, balcony, comfortable heat, etc. You can see the owner, Giovanni, took great care with the design and remodeling. The location is perfect — just off the main street. We highly recommend this home! "

"The villa is very cozy, it's about a 20 minutes drive from Cortona, in the middle of the country side, plan on grabbing groceries and supplies immediately. It's perfect if you want to experience a rustic simple authentic Italian country side life. We love our gift of fresh eggs the day before we left. Thanks."

"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."

"Surrounding very nice and quiet. Accomodation very comfortable and huge garden. Large Shilling pool. Everything compiled to have a very nice stay."

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Top Cortona Hotel Reviews

Hotel Villa Marsili

10/10 Excellent

"No other hotel in Cortona will do! "

Hotel Italia

10/10 Excellent

"Had a great stay at Hotel Italia. On arrival, flight was delayed and train from Rome delayed but lovely lady on the front desk offered to stay until nearly 9pm so she could check me in which was hugely appreciated after such a busy day travelling! The room is big and airy, very tidy with a comfortable bed. Location is perfect being only a 30 second walk from the main Piazza. Already looking to book our next trip to Cortona and will be staying here again!"

Casina in authentic Tuscany

10/10 Excellent

"My mom and I stayed at Casina del Bibo for four days. The location is perfect if you want to stay in a small village away from all of the hustle of the Tuscan hill towns. You will definitely need a car, though. We stayed in the upstairs apartment, which had two large rooms with king sized beds (and air conditioning, which was much needed!). The sitting room is cozy. There is a small kitchen that seems well equipped, although we didn't cook anything. Anna Maria and her daughter Lorella were very easy and quick to communicate with. All in all a really lovely stay."

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 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.

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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?

Agriturismo Borgo Spagnoli: This holiday home rental outside Cortona is located in a regional park, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a coffee maker. Kick off your shoes and enjoy yourself with a rooftop terrace and a private garden. Other favourite homes for rent in Cortona are Casa Bacco - private house with a remarkable garden in the centre of Cortona and Podere Casorbica with free parking, large garden, private pool..

How many holiday rentals are there in Cortona?

With 286 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.

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Cortona Holiday Rentals

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Holiday Rentals in Cortona

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

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

Casina in authentic Tuscany

Casina in authentic Tuscany

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

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

Luxury Cortona view hilltop Villa

Luxury Cortona view hilltop Villa

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

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

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

Cortona Skyline Retreat

Cortona Skyline Retreat

Appartamento Loggetta

Appartamento Loggetta

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

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

Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona

Casa Fontelunga, Tuscan holiday villa with private pool

Casa Fontelunga, Tuscan holiday villa with private pool

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

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

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

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

Apartment/house in a Tuscan stonehouse with private swimming pool and garden

Apartment/house in a Tuscan stonehouse with private swimming pool and garden

Rustic Farmhouse for 8+2 person with Private Swimming Pool

Rustic Farmhouse for 8+2 person with Private Swimming Pool

The Old Fashion House

The Old Fashion House

Villa Margherita Tre - Country villa with swimming pool in Cortona, Tuscany

Villa Margherita Tre - Country villa with swimming pool in Cortona, Tuscany

Tina's House

Tina's House

I Cipressi, 5 bedrooms with pool near Cortona

I Cipressi, 5 bedrooms with pool near Cortona

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

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

Top Cortona Hotel Reviews

Hotel Villa Marsili

Find out more about Cortona

Find out more about Cortona

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Explore a world of travel with Expedia

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