Cortona Vacation Rentals

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Vacation Rentals in Cortona

Outdoor dining
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, (54)
"This is a wonderful property in a quiet area, but only a short walk to the piazza and restaurants. The only improvement I would recommend is the shower caddy; all of my travel sized items kept falling out of it."
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Outdoor dining
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
Property grounds
Casa delle Rose: charming house with stunning balcony in the heart of Cortona
Casa delle Rose: charming house with stunning balcony in the heart of Cortona
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Pool
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
9.4 out of 10, Exceptional, (40)
"Just on the slope nestled between Cortona city and the Calcinaio church, the location was perfect for us. We enjoyed the serenity of no one immediately around us while only being a very short drive from the city walls. (Admittedly, we could have walked, but driving was easier!) Taking day trips to various Tuscan cities and sights was wonderfully served by the central location."
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Exterior
Podere Casorbica with free parking, large garden, swimming pool.
9.2 out of 10, Wonderful, (9)
"We are a family of five and found the property ideal for our needs, the children occupied the first floor whilst mum and dad occupied the ground floor, both have a kitchen area and lovely bathrooms with ample space to dine together on the ground floor. The property was clean and is very well maintained. The owner Giorgio met us on our arrival and managed to answer any questions we had with the help of google translate and actually came to the property every morning to clean the pool, this was...
Podere Casorbica with free parking, large garden, swimming pool.
Pool
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (55)
"Where to even begin? We loved everything about our stay. Stefania was wonderful, and responsive to our many questions before we even arrived. Upon arrival, it felt like a dream. The Villa is beautiful, private, and expansive. The property is huge, with lots of olive trees, fig trees, and places for the kids to play and explore. And not to mention the stunning pool, which overlooks the most incredible views of Cortona. We were pleased to find a ping pong table, and just absolutely loved the pool...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Fridge, microwave, oven, dishwasher
Prestigious apartment with panoramic terrace, located in the center of Cortona.
9.6 out of 10, Exceptional, (4)
"This is a great home, perfect location (close to parking and walk to everything) and really nice and thoughtful manager!!!"
Prestigious apartment with panoramic terrace, located in the center of Cortona.
View from property
Cortonas Rooftop Nest
10.0 out of 10, Exceptional, (7)
"Just an amazing place to stay. Very comfortable, has everything you want and more. Margherita was fantastic and checked in with us every day to make sure we were happy and had everything we needed. Has a great air conditioning system and the best views in Cortona."
The price is $161
$185 total
includes taxes & fees
Jun 3 - Jun 4
Cortonas Rooftop Nest
Fridge, microwave, oven, stovetop
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
9.8 out of 10, Exceptional, (7)
"Surrounding very nice and quiet. Accomodation very comfortable and huge garden. Large Shilling pool. Everything compiled to have a very nice stay."
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
Property grounds
Large independent villa with pool: privacy, absolute quiet and sweeping views.
9.2 out of 10, Wonderful, (16)
"Thanks, Etienne"
Large independent villa with pool: privacy, absolute quiet and sweeping views.
Exterior
Cottage " I due Pini"
10.0 out of 10, Exceptional, (35)
"Beautiful location in a natural environment. Wonderful hosts, and I especially liked their dog Akila who is very friendly."
Cottage " I due Pini"
Fridge, microwave, oven, stovetop
Vintage Villa Vagnucci - Cortona
10.0 out of 10, Exceptional, (1)
"Have stayed in area before, but not Cortona. We were taken around the property by Nonna and her grandson. A great team. They bogg live on siteNonna was attentive but not intrusive, and always left us tomatoes and basil from her garden, but spoke no english - more of a comment about us than her as it would have been great to talk to her more fully. A lovely lady. Stefano was great as translator, go to guy for info - taxi firms, air con specialists, bar to watch womens footy final! Etc A great...
Vintage Villa Vagnucci - Cortona
Outdoor dining
Charming small villa near Cortona,garden,olive grove.A/C.Fiber Wifi -LA COLONICA
10.0 out of 10, Exceptional, (132)
"La Colonica is large and beautifully furnished - we only used one, but there are 2 large double bedrooms with showers. The hosts are very friendly, and David is English, so no communication problems. We were free to roam about the grounds - there is an olive grove attatched. There is an enormous, friendly dog who leaves white hairs all over you! The only drawback is that in the village (very picturesque) there are only 2 places to eat - 1 pizzeria and 1 restaurant. Apart from that the place is...
Charming small villa near Cortona,garden,olive grove.A/C.Fiber Wifi -LA COLONICA
Pool
Villa Primula - Holiday Rental in Cortona, Tuscany
9.6 out of 10, Exceptional, (45)
"A great villa for a 3 generation group; lovely pool and garden with plenty of outside furniture. Cafes, shops and transport are within walking distance. Spacious rooms and well equipped kitchen. Owner very helpful."
Villa Primula - Holiday Rental in Cortona, Tuscany
Fridge, microwave, oven, stovetop
Villa Gioia near Cortona, Private Pool,Bband,bbq,stunning views.
9.8 out of 10, Exceptional, (40)
"We had a fantastic week in this lovely villa. It really does have everything you could possibly need - a real home from home. Lots of lovely spaces inside and out to enjoy. We loved sitting out in the evenings having dinner and we’re lucky to be there during the Perseus meteor shower and saw lots of shooting stars in the clear skys. We also ate out in the lovely town of Cortona - la buccia with beautifully presented food and a couple of more casual restaurants which were also excellent. The...
Villa Gioia near Cortona, Private Pool,Bband,bbq,stunning views.
Exterior
Gorgeous Comfortable House with Garden & Pool - Its all yours.
10.0 out of 10, Exceptional, (15)
"We loved our stay at “Villa Rosa”. The owner was very informative and provided all the detail and recommendations we would ever need. Alex the property manager was there to greet us to show us around and later provided further answers. The Villa is very comfortable with all the amenities you could possibly need. Great Wi-fi too. We enjoyed particularly the pool area which is very private and secluded with great views over the rolling hills. My husband is a keen wildlife enthusiast, so he was...
Gorgeous Comfortable House with Garden & Pool - Its all yours.
Pool
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
7.4 out of 10, Good, (3)
"Un luogo che ha lasciato tutti noi (sia adulti che bambini) a bocca aperta: un paradiso terrestre! Per chi ama la natura, vuole staccare dalla caotica vita quotidiana e godere del tempo con i propri cari , questo è il posto che offre tutto ciò e di più! Non conoscendo bene la zona siamo arrivati un po’ impreparati ma tutto si è risolto con un viaggio al supermercato vicino Cortona! *essendo immersi nella natura c’è’ da far conto di insetti e possibili cervi e cinghiali, che rendono questo posto...
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
Outdoor dining
Belvilla by OYO Bellosguardo
Belvilla by OYO Bellosguardo
Pool
Belvilla by OYO Loggia
10.0 out of 10, Exceptional, (7)
Belvilla by OYO Loggia
2 bedrooms, iron/ironing board, WiFi, bed sheets
Casa Stella -charm across floors
Casa Stella -charm across floors
Don't see what you're looking for?
See all available properties in Cortona
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.

Cortona Vacation Rental Travel Info

Number of vacation rentals
209
Popular accommodation
Cortona villas
Known landmarks
Cathedral of Cortona, Museum of the Etruscan Academy and Casali Palace
International airports
Rome (FCO-Fiumicino - Leonardo da Vinci Intl.), Rome (CIA-Ciampino) and Perugia (PEG-Sant Egidio)

Other types of properties in Cortona you may be interested in

Sauna, spa tub, steam room, massages
Monastero di Cortona Hotel & Spa
5.0 star property
10.0 out of 10, Exceptional, (166)
"Excellent experience!!! Very attentive staff in ALL areas. Room was beautiful!! Breakfast was outstanding!!! Spa space was amazing!!!! A few tight corners but well worth the drive!!!! Love, love, loved the stay! "
The price is $298
$337 total
includes taxes & fees
Jun 16 - Jun 17
Monastero di Cortona Hotel & Spa
Courtyard
Villa di Piazzano - Small Luxury Hotel of the World
5.0 star property
9.8 out of 10, Exceptional, (174)
"Absolutely amazing"
The price is $502
$561 total
includes taxes & fees
Jun 16 - Jun 17
Villa di Piazzano - Small Luxury Hotel of the World
Outdoor pool, pool umbrellas
Borgo Il Melone
4.0 star property
8.8 out of 10, Excellent, (238)
"All around excellence. Great location. Clean and spacious. "
The price is $89
$106 total
includes taxes & fees
Jun 3 - Jun 4
Borgo Il Melone
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.

Everything you need to know about Cortona vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cortona vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cortona vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cortona in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $161 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cortona rentals

At Expedia, we put the best Cortona vacation 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 vacation.

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 vacation rentals in Cortona?

Yes, there are vacation rentals close to the most popular sights in Cortona, or you can go with a 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 theater during your trip.

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

Podere Casorbica with free parking, large garden, swimming pool.: Visitors give good reviews to this Cortona vacation home rental, which is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a spa tub so you can immerse yourself in your vacation. Another good choice for your trip to Cortona is Nice house in the country of Cortona..

How many vacation rentals are there in Cortona?

With 275 Expedia vacation rentals, you're sure to find just the right place for your Cortona stay.

What’s there to see and do in Cortona?

Enjoy the outdoors at Lake Trasimeno and Val di Chiana, or simply take in cultural attractions like Signorelli Theatre and Museum of the Etruscan Academy. While here, Piazza della Repubblica and Cathedral of Cortona are other places worth a visit.

What’s a vacation rental in Cortona like?

A vacation rental is a private property where you can stay for a long or short time in Cortona. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip.

Recent reviews of Cortona properties
Expedia verified reviews

Hotel San Michele

Hotel San Michele

5/5 Excellent
Cozy in Cortona
"We stayed for one night. Lovely and great location. "
A verified traveler stayed at Hotel San Michele
Posted 15 hours ago
Hotel San Michele