Top 10 Airbnb Vacation Rentals In Cortona, Italy - Updated 2024

Abhik
Abhik  
Updated
| 6 min read

Cortona is a fortified town on the summit of a hill and is one of the most picturesque places in Tuscany. If your dream destination includes a place renowned for its delectable cuisine and endowed with marvelous natural beauty, visit Cortona! You’ll be delighted by the enchanting piazzas in the town, such as Piazza della Repubblica and Piazza Luca Signorelli, perfect for strolls and explorations.

Since Cortona has a rich and varied history, it’s home to a few museums that should be on your agenda. Learn about the enigmatic Etruscan Civilization that Cortona was a part of at Accademia Etrusca. That aside, tourists can wander the medieval streets offering beautiful countryside vistas or go to stunning churches such as Basilica of Saint Margaret of Cortona and Cortona Cathedral. In order to fully explore all these destinations, you need comfortable accommodation. Check out our list of the top Airbnb vacation rentals in Cortona, Italy.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 14, 2024.

1. Airy home with breathtaking valley views (from USD 192)

Easily accessible from Camucia Cortona station, this two-story house is your ideal base to explore Cortona’s popular attractions. From the private balcony, guests will marvel at the wondrous views of the Val di Chiana, which stretches as far as the eye can see.

Inside the rental, you’ll find yourself in an inviting and cozy atmosphere filled with necessary amenities. The accommodation consists of a well-equipped kitchen and laundry facilities. There’s Wi-Fi to connect with friends and a TV for entertainment. The living space opens up to the balcony and is awash with natural light, perfect for basking in the warmth of the sun. Moreover, the property is within 900 m (2952.76 ft) of many museums and churches, such as the Diocesan Museum and Basilica di Santa Margherita.

Stayed at this property?
Cortona, Toscana, Italy
2.64 km (1.7 mi) from Hermitage "Le Celle"
75 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the apartment is beautiful with stunning views over the tuscan countryside from the lovely balcony
the bed was also comfortable and views are spectacular
good wifi i was able to wfh
we absolutely loved this apartment and would rent again
stunning apartment with an amazing view of the valley - really couldn’t be more beautiful
Cleanliness:
spotlessly clean as well
very clean and warm welcome
very comfortable beds and very clean
the apartment is sparkling clean well decorated comfortable
place was clean exactly like the listing and super charming
Host:
next to parking perfect host
he was very responsive and attentive to all of our needs
lorenzo us the consummate host prompt in answering questions and with good suggestions
host is responsive and helpful with suggestions on things to do in and around cortona
lorenzo was a wonderful host
Location:
great location cozy apartment and close to a parking
perfect location to discover this enchanting town
nice place and good location
this apartment and location has been the highlight of our trip to cortona
great location views are amazing quick walk to main square for food and shopping
Read more reviews

2. Charming apartment with courtyard views (from USD 71)

Discover the delights of the Tuscan countryside in this beautiful red-brick home. Just a short walk from the center of Cortona, this adequately furnished one-bedroom apartment is a delight. The terrace provides evocative and mesmerizing views of the valley and Santa Maria Nuova, Cortona.

A well-equipped kitchen, a handy washer, a TV, and a gaming console for entertainment add to this home’s attractiveness. The complimentary parking will be appreciated by guests who are driving their cars. Plus, there’s Wi-Fi if you need to catch up on work.

Stayed at this property?
Cortona, Tuscany, Italy
2.46 km (1.6 mi) from Hermitage "Le Celle"
81 reviews   Superhost Wifi Available
ENTIRE HOME 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the ac was excellent and the bed very comfortable
the beds were comfortable and the space fit our group of four perfectly
it was extremely comfortable and the air conditioner was greatly appreciated as the weather had turned quite cold
the bed was very comfortable and the room has spacious closets and drawer space for your clothing
the bed was very comfortable and once again has a window which opens onto the tuscan plains
Cleanliness:
the pillows and the towels smelled so clean
clean comfortable and a brilliant situation perfect
the casina was clean and accurately described
the house was extremely clean and had everything we needed for a nice stay
a bottle of wine and home baked pie awaited us the house was clean and accurately described
Host:
franco was an amazing host
franco was friendly and helpful with good recommendations and answers to questions
franco was a wonderful and caring host and we thoroughly enjoyed ourselves
franco is a very kind host
franco is a great host fun to chat with and very responsive with answers to questions
Location:
the location and value is excellent
very close to town - so easy walk to great restaurants and sights
franco’s place was beautiful and in an amazing location in cortona
and we appreciated being able to walk to the city center in a few minutes
amazing location went to cortona for a wedding and loved staying at this place
Read more reviews

3. Delightful rental for four (from USD 86)

Casa Teatro is all about location. The home is right in the middle of the historic center of Cortona, on the second story of an old Italian building. You’ll stay close to popular eateries, cafés, and shopping centers and enjoy lovely views of Piazza Luca Signorelli from your accommodation. The interiors feature exquisite wooden furniture, attractive pieces of artwork on the walls, and a beautiful wooden ceiling with a mini-chandelier in the living room.

The property’s amenities are first-rate. There’s a complete kitchen at your culinary disposal. Air conditioning and heating will keep you snug no matter the weather outside. In addition, there’s Wi-Fi and a TV to keep you entertained when indoors.

Stayed at this property?
Cortona, Toscana, Italy
2.4 km (1.5 mi) from Hermitage "Le Celle"
67 reviews   Superhost Wifi Available
Entire vacation home 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
perfect with air con great views comfy bed and fabio and his daughter were very attentive hosts
i really loved that it had a laundry machine and small fully equipped kitchen
this apartment was perfect for my stay in cortona
Cleanliness:
the kitchen and bath are spotless and the bed was very comfortable
the apartment is immaculately clean very stylish with so many tuscan touches
the apartment is very clean has a big and comfortable bed and a nice kitchen area
it is comfortable clean and is close to everything
Host:
fabio was a great host
fabio is a great host
fabio was a good host
fabio’s was easy to reach out helpful and gave us tips to park our car
Location:
perfect location in piaza signorelli
perfect location overlooking the square and theatre
it is the perfect location to explore cortona
great location in cortona very comfortable and a few minutes walk from everything
it’s in a perfect central location to explore cortona
Read more reviews

4. Stunning countryside home with private pool (from USD 536)

This Airbnb vacation rental is a five-bedroom retreat perfect for big groups. It is a breathtaking countryside home with impressive, chic interiors and postcard-perfect outdoors that showcase the romantic charm of rural Tuscany. Facilities include a massive fireplace to keep you warm, a spacious living area for lounging around, and a well-equipped kitchen that will be a delight to cook in.

In the afternoon, you can enjoy an outdoor picnic in the lush garden. Alfresco dining and barbecue facilities are also available for your use. Moreover, you can take advantage of the recliners for soaking in the sun while admiring the mountain and valley views. Additionally, the rental also features a gorgeous rock-cut pool for relaxation.

Stayed at this property?
Cortona, Toscana, Italy
2.41 km (1.5 mi) from Hermitage "Le Celle"
28 reviews   Superhost Wifi Available
ENTIRE HOME 9 Beds 12 Guests 5 Bedrooms 5 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
the dining/kitchen room fireplace was a welcome supplement the heating systems
the pool house and guesthouse are larger and brighter than the photos suggest
we made great memories around the pool having aperitivo under the grape vines
fresh figs and persimmons from the property for breakfast was a nice touch
the rooms are all comfortable and generous in size
Host:
the host is lovely and her son is a great help
thanks for being such attentive and wonderful hosts
Location:
the location is perfect
the location was excellent for our many day trips
this was a truly amazing experience and an amazing house in a great location
it is privately situated with breathtaking views on the short walk down to town
this is a charming place to stay
Read more reviews

5. Beautiful Tuscan apartment with abundant sunshine (from USD 71)

Have an unforgettable vacation in this beautiful apartment on the upper floor of a Tuscan mansion with gorgeous views of Lake Trasimeno. The home has central heating to keep you snug during winter. Relax in the charmingly decorated and vibrant living room boasting eclectic pieces of art and a stunning exposed timber beam roof. Enjoy the sunshine as it inundates the house due to its unique exposure.

Connect with the world or look up some Italian recipes with Wi-Fi and try cooking them up in the inviting kitchen. There’s also a laundry facility for your convenience. Furthermore, the accommodation is pet-friendly, so feel free to bring your furry family member as well!

Stayed at this property?
Cortona, Toscana, Italy
2.39 km (1.5 mi) from Hermitage "Le Celle"
66 reviews   Superhost Wifi Available
ENTIRE HOME 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
the views from maddalena's apartment are simply stunning: all of the val di chiana is arrayed before you
this lovely apartment has such special energy with the most spectacular view ever
we were also very happy with maddalena's apartment and especially the view was amazing
great loication spacious apratment and comfortable
we were warmly welcomed and even provided a wifi router
Cleanliness:
the apartment is spacious and clean with supplies for everyday living provided
Host:
very nice place very nice hosts
a great host and a great stay
they were kind and sweet and made sure we had everything we needed
great communication and extremely helpful and accommodating in answering my questions
maddalena is a very kind and helpful host
Location:
the location was great too
maddalena's appartament is perfectly situated in a calm street a few minutes from the 2 central squares
maddalena's place was in the perfect location
i loved staying here every corner had something interesting
the location the view the layout of the apartment were all great
Read more reviews

6. Lovely home in old city (from USD 124)

Every couple dreams of an Airbnb rental that feels like a home straight out of a romantic movie, which is exactly what this house offers. The house is replete with opulent furnishings that add to the intimate ambiance. These include Venetian plaster on the walls, a wrought iron dinner table with chairs, a spotless bathroom with mosaic decorations, and beautiful cedarwood ceilings.

The place offers a patio with a small space for romantic meals. You can pack light for your trip as this place is equipped with a washer and dryer. Furthermore, feel free to cook your favorite dishes in the fully equipped kitchen.

Stayed at this property?
Cortona, Tuscany, Italy
2.27 km (1.5 mi) from Hermitage "Le Celle"
34 reviews   Wifi Available
ENTIRE HOME 1 Bed 2 Guests 1 Bedroom 2 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
nice and modern design all necessary amenities for a comfortable stay
the cottage is extremely romantic complete with a small fireplace and a cozy living room
very comfortable cottage in a beautiful situation
we loved having two bathrooms (one half bath upstairs & one full bath downstairs)
the apartment is very nice and easily accessible with convenient parking outside
Cleanliness:
the house is beautiful clean and very comfortable
the house was super clean & we loved having antonella clean once a week while we were there
it was very clean modern and incredibly well designed in terms of space
Host:
lovely and kind host
novella’s staff is extremely sweet and helpful
i suggest better check in instructions from the host could help out
housekeeper was very friendly and kind
fruits and drinks as a welcome surprise from the owner
Location:
romantic and placed perfectly in cortona
easy walk into town
easy access to the center of town (5min walk down 10 min walk back up)
the location is great and has an amazing view
great place beautifully renovated located in one of tuscany most beautiful old cities
Read more reviews

7. Gorgeous villa in a historical district (from USD 107)

Located in one of the oldest neighborhoods of Cortona, Casa Pietro Berrettini is steeped in charm and beauty both inside and outside. It’s close to many attractions in the area - from museums to churches. Guests can use the expansive garden with vibrant foliage to watch the stunning valley views or enjoy an outdoor meal. After a day of exploration, an immersion in the hot tub would be the perfect way to unwind.

The apartment offers Wi-Fi, books in English, and an HDTV to keep you entertained. If you’re a fitness enthusiast, you can continue your regimen with the exercise equipment at your disposal.

Stayed at this property?
Cortona, Tuscany, Italy
2.25 km (1.4 mi) from Hermitage "Le Celle"
30 reviews   Superhost Wifi Available
Entire villa 5 Beds 9 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 9

Top guest reviews
Cleanliness:
however the rest of the house is spacious super clean and comfortable
the rooms are spacious comfortable and immaculately clean
house is great full of historical features and spotless clean
Host:
torquato lives nearby and was very responsive to our questions and needs
we dined at several of the restaurants the host recommended and they were delicious
torquato was a great host who was very helpful and generous with his time
torquato is a perfect host - communicative available informative and thoughtful
torquato was also very attentive and helpful
Location:
the location was perfect because there's free parking close by and the old town is at your doorstep
the location is amazing - only 5 mins (downhill) to cortonas main square
we loved being able to park and walk to everything
this is a historic home in a wonderful location
the location is on quite a steep hill so be prepared if you have mobility challenges
Read more reviews

8. Pleasant house in a quite neighborhood (from USD 99)

If you’re looking for a relaxing and recharging getaway, book this quintessential Cortonese home in a secluded area. The traditional home has a beautiful stone exterior with roofs that look straight out of a fairy-tale book. A stay here comes with access to a snug private garden ideal for alfresco meals, barbecues, or unwinding with a book when the weather permits. In addition, the property welcomes pets, so your fur baby will have space to run around in the garden.

After a day of sightseeing, return to the comforts of your bedroom that comes with air conditioning. The house also has a well-equipped kitchen for home cooking. Additionally, the property offers complimentary on-street parking, so you need not worry if you’re bringing a car.

Stayed at this property?
Cortona, Toscana, Italy
2.23 km (1.4 mi) from Hermitage "Le Celle"
37 reviews   Superhost Wifi Available
ENTIRE HOME 1 Bed 4 Guests 1 Bedroom 1 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
this apartment has a lot of history and charm and the photos are very accurate
living room and study space are very inviting and cozy perfect for reading and quiet reflection
kitchen has everything one needs dining indoors or outside in the courtyard are lovely
Cleanliness:
we felt welcome and the place is spotless clean and well equipped
Host:
friendly flexible and happy to share her brilliant local knowledge
everything was as promised and anna was an amazing host
Location:
can't recommend this place enough - beautiful house and a fantastic location
walking down to the main square was easy walking up a bit of a challenge
the neighborhood was quiet and parking easy
a beautiful and unique place to stay - well catered and just very special
it is a beautiful walk i highly recommend it
Read more reviews

9. Luxurious home with a stunning terrace (from USD 90)

When vacationing in a natural paradise such as Cortona, you deserve a place that lets you appreciate its beauty. This Airbnb offers wondrous views from its charmingly decorated terrace, among many other things. This rental is an extravagant holiday haven for four and boasts beautiful terracotta tiled floors, polished wooden furnishings, and inviting rooms.

This rental is equipped with all essential amenities such as a kitchen that comes in handy for travelers who like preparing their daily meals. Further, the bathroom is clean and filled with toiletries, and laundry equipment is available too. An HDTV with Netflix allows you to catch up on your favorite shows alongside a wood-burning fireplace that will keep guests warm on winter nights.

Pets are welcome here so feel free to bring your four-legged family member along.

Stayed at this property?
Cortona, Toscana, Italy
2.5 km (1.6 mi) from Hermitage "Le Celle"
22 reviews   Wifi Available
ENTIRE HOME 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
fully equipped kitchen modern remodeled bathroom perfect wifi
the place is comfortable clean and has a beautiful view of val di chiana from the back patio
the wifi was great and there is good water pressure for your morning showers
we found the home to be delightful comfortable with a wonderful view
we had a very nice 3 night stay in elena's apartment in cortona
Host:
elena was a charming host
she is a wonderful host very generous and gracious
she was very friendly and helpful
elena’s is a super host
elena was an excellent host and her apartment is beautiful
Location:
really great play to stay close to cortona city center
the terrace is exceptional the beds are comfortable the location is an easy walk to town
she picked me up from train station on arrival a wonderful bottle of praseco to welcome
a perfect place to stay in cortona
a lovely place to stay
Read more reviews

10. Cozy home with valley views (from USD 120)

At Casa Vinalia, you get a home that’s comfortable and well equipped and offers a hilltop location with amazing views to make your vacation worthwhile. It’s also well looked after and beautifully furnished to bring out a serene and inviting ambiance.

Some of the highlights of the property include its stunning exterior and the beautiful views from the front entrance. In addition, the magnificent vista of Val di Chiana from the spacious bedrooms is something you’ll never get tired of.

Check out the excellent restaurants and bars located within a short walk down the hill and relish delectable local food and wines.

Stayed at this property?
Cortona, Toscana, Italy
2.13 km (1.4 mi) from Hermitage "Le Celle"
64 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
the wifi was strong and having usb outlets was a plus
the furniture and beds were comfortable and the bathrooms were beautiful
their home was spotless and amazingly comfortable with all the amenities that we needed
very comfortable modern and spacious
) overall - lovely and comfortable
Cleanliness:
everything was very well appointed sparkling clean and beautifully modernized
great apartment in the center of cortona - extremely clean comfortable and modern
Host:
ashley was a very nice host and adressed all our queries immediately
they were so available and helpful in getting us settled
and finally the hosts ashleigh and david were amazing
ashleigh and david were wonderful hosts during our time in tuscany
ashleigh & david were the perfect hosts their apartment was beautifully renovated with modern touches
Location:
an absolutely beautiful place in a great location
would definitely recommend for value for money location and the beautiful house
i will strongly recommend staying in ashleigh's place
we wouldn’t stay anywhere else in the future the perfect apartment in the perfect location
a short walk downhill to the town was super convenient
Read more reviews

Have a mesmerizing vacation in Cortona

Cortona is a picturesque town in Tuscany that boasts breathtaking views, remarkable museums, and mouth-watering local cuisine. It’s a place steeped in history and one that visitors who seek a quaint Italian countryside retreat must see. Book the perfect space for your stay from this list of Airbnb vacation rentals in Cortona, Italy.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Abhik is an avid traveler with a penchant for exploring unique destinations. He has traveled extensively in India, besides visiting Italy, France, and Turkey. The next destination on his bucket...Read more

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