Apartment vacation rentals in Cortona

5 Stars – A Tuscan Dream Come True! Our stay at Francesco’s private resort-style retreat in the hills of Tuscany was absolutely magical. The location is stunning—peaceful, picturesque, and the perfect escape into the beauty of the Italian countryside. The rustic room had so much charm and comfort, and the property itself was amazing, with not one but two beautiful pools to relax by. One of the highlights was the on-site restaurant. The free breakfast was far beyond the typical offering—not just muffins, but a full, authentic Italian breakfast that we looked forward to each morning. Dinner was just as impressive, showcasing delicious local flavors and warm hospitality. It was also a great jumping-off point for exploring the region—we took a lovely day trip to Siena with ease. This place is a hidden gem, and we’d return in a heartbeat. Highly recommended for anyone looking to experience the best of Tuscany!

For a stay in Camucia, this is the place. No need to look further. It's in beautiful surroundings, the apartment is brlliantly new and clean. It contains everything you need and if you want to cook, the kitchen is well-equipped. There is a double bed and a bed settee in the lounge. The balcony is large and perfect for sitting outside near the trees. Christina communicates brilliantly. She came to pick me up when my friend didn't arrive and her husband immediately fixed the wifi after a storm. This is a perfect Airbnb and I would have no hesitation in staying there again.

Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!

Very well appointed, super quiet location and our host was very responsive. We would stay there again!

Nicola and Stefano's place was a real highlight. The apartment, building and surrounds are stunning and the pool was such a lovely retreat at the end of the day exploring. We were met at the bottom of the hill and shown how to access the property and everything is as is shown in the photos. The location is close to so many beautiful towns, restaurants and other activities you could easily stay for much longer. The hosts were very responsive and easy to communicate with and provided recommendations for food and activities when we asked. The apartment had everything needed for our little family to cook and live for a week, all the rooms have fans for the heat. We absolutely loved it. Thank you for having us.

I can’t say enough about our hosts! They were communicative from start to finish and our experience would not have been the same without them. Our favorite part was doing the cooking class and having dinner with them and their family.

Everything extremely perfect! Great apartment, just a short walk from the center. Very good!

This was one of the most amazing Airbnb properties I've ever had the pleasure in experiencing. It's a penthouse apartment overlooking the tiled rooftops of Siena, with a view straight across to the famous church tower. Taking your morning coffee here with the pigeons is one of the most serene things you could imagine. Pure Italy. There's also a rooftop garden we could pull fresh cherry tomatoes and basil from for our cooking. It's located literally a 3-minute walk from the main piazza, and in the middle of all Sienna's shopping, walking, and dining attractions. Nicoletta was patient with our travel schedule, and met us on the later side of our check-in without a problem.

The apartment is located in an enchanting place! The scenery is breathtaking. The kitchen is well equipped, we cooked good food. The sunsets are beautiful and the pool is very convenient for cooling off after a day of sightseeing. A special thank you to Deb, the neighbor who welcomed and guided us throughout our stay. Thanks to her recommendations, we discovered a vineyard: Ciarliana, where Sara gave us a tasting that exceeded our expectations. We're totally in love with Tuscany!

Claudia is an excellent host! She met us at check in and greeted us with hugs. She had a bottle of wine and plenty of coffee pods for us to enjoy! Her place was super clean and charming! She truly has thought of every detail! The air conditioning was lovely and she even has a nice fan, which we used on the balcony. We loved the covered balcony and spent most of our time there. So beautiful! After having spent many days at another Airbnb without a covered balcony, we really appreciated the shade that offered such a nice view. The kitchen had everything we needed as well. She also had several types of milks, juices and a breakfast cereal and bread available! The town was mostly quiet and relaxed with a few shops and restaurants. The location was perfect for day trips. We enjoyed a full day in Sienna. Thank you, Claudia, for your fabulous hospitality!

Rosario and Sebastiana's place was nice, clean and functional. We had a good time even staying with a child. The kitchen is well-stocked with all the utensils, as is the bathroom. The apartment is very cool, even though we stayed in June. The location is great, with free parking nearby and very close to the main square. The owners are two really nice and helpful people.

Marvelous place, Sara is very friendly and helpful host. Can’t wait to visit this place again.

Amanda's apartment provided a warm, comfortable, and well-appointed home for a month in Castiglion Fiorentino. The laundry room, large kitchen, and private outdoor space were the perfect amenities for an extended stay for a couple. Part way through our trip, we had friends rent the attached apartment and we opened the adjoining doors so we could play cards in front of the fire in the evenings. Amanda arranged occasional cleanings during our stay, as well as organizing cars to/from the train station on our arrival and departure. This is a beautiful, safe, and walkable hill town with fantastic restaurants, museums, churches, and shops that were open even in the off season. The people, town, and food were warm and wonderful. We began Italian language lessons while there and became regulars at the Cafè Le Logge with its incredible view. We took regular daytrips by train to Arezzo or Florence, and by bus or car to Cortona and Chiusi. We could have stayed a month longer! Amanda was amazing!

AMAZING stay. More beautiful than the photos. Spotless. 5 min drive to Siena. View of the wine country. Bed was more comfortable than my bed at home. Owner was extremely friendly and helpful.

We loved our stay at Marco’s. The cottage, pool, location were wonderful and the views amazing. Perfect way to end our vacation. Very thoughtful with snacks and drinks provided. .

Spacious place in an amazing quiet old medieval town. Spectacular view off the little balcony. Highly recommend!

Small treasure in the alleys of the historic center of Cortona. Well-kept and clean environment, true to description! A note of merit to the host who provided specific directions to get to free parking near the property, avoiding the historic center with paid areas and above all for the availability to accommodate some small requests from us guests! Recommended!

Amazin relaxation! Great space, gorgeous view, and they even have an electric charging station!

Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!

Had a super 8 night stay here. Paola, the host, is everything you can hope for from an Airbnb host. Super communicative, welcoming and helpful. Her and her husband helped me with a medical issue, which was so kind and appreciated. Wow! Just wow! The apartment is quiet and I slept good at night. It has every amenity that I needed. It is clean and in a safe location. They really put love and attention into this place and it shows. Highly recommended.

Our stay was really magical! Of course, the ambience is wonderful, it is very quiet there and it takes about 20 minutes to walk to the restaurants in Montone, but we wanted it exactly like that! The pool, the view - really everything was fantastic! And our great hosts are simply outstanding! They were always there to help, gave us great recommendations for the area and even organized and translated a truffle hike for us! We are incredibly grateful to have been able to stay in this gem and get to know this wonderful and loving family! Thanks for everything 😊

Our family loved staying in Fernanda’s apartment! My husband and I had visited Montepulciano two years ago, stayed at Fernanda’s place and loved it so much we came back with our three boys. Everything is so lovely and welcoming and Fernanda is the best hostess. She even made local dinner reservations for us. Thank you for everything, Fernanda!!

Excellent location and comfortable stay. Thanks to Alessandro for assisting me with the check-in.

We had a fabulous stay here, there was more than enough rooms and space to relax after a day of sightseeing. The view from the living room is gorgeous, the rooms are all charmingly decorated and it had all the amenities we needed: separate beds for 4 adults, large enough showers, laundry and kitchen as well as cosy living room. Federico was very friendly, responsive and made us feel at home immediately. Highly recommend!