
Apartment vacation rentals in Cortona
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Top-rated apartment rentals in Cortona
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Popular amenities for Cortona apartment rentals
Weekly apartment rentals

Il Sasso Apartment
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.

Terrazza Silena, historic center with Cortona view!
Excellent location in the heart of cortona. Lovely balcony with excellent view but as mentioned lots of steps to make it up to the flat hut worth it if you are able! Very well equipped.

The Terrace on the Valley
The perfect home away from home in Cortona. Vanna was a delightful hostess. The city center was a convenient short walk up the hill on Via Guelfa to Piazza Republica, restaurants, bars, and shops. It is close to the bus stop. The apartment had a well stocked kitchen, washing machine and other conveniences that made the stay comfortable. There were plenty of linens and modern bathrooms. And “la terraza” overlooking the valley is a special asset.

Casa Samuela
Great stay! Super central and walkable but also quiet and peaceful. Check in instructions were super clear and they were super flexible and had the place ready for early check in even though I booked same day. The staff in the check in office was friendly and helpful and showed me to the place so it was easy to find.

Live Like a Local & Private Concierge Service
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.

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

Fine house with altana and panoramic terrace
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.

Apartment Il Loggiato
Perfect place to stay in town. The apartment is close to all the amenities in town, while keeping a sense of privacy, providing a perfect balance. We had a great time in Cortona!
Private apartment rentals

Borgo Iesolana Suite Superior
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!

Antica Loggia - Apartment with view
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!

Colle ai Lecci: Design Apartment in Tuscany
Beautiful property and a spotless, stylish room. The host was incredibly kind and attentive—made us feel right at home. Would definitely stay again!

Apartment in a wine estate
We had a wonderful 4 day stay, thank you for your hospitality, to all the staff and family. First class, recommended restaurants plus made reservations for us, which were needed, and recommended sites to visit. Rooms were spacious and clean, grounds were beautiful, wine tasting and Stephan’s knowledge of wine making made the tour. We also had breakfast every morning, and one evening had a dinner, recommended. A beautiful couple, so glad we meet them. Hopefully we will be back again.

San Giovanni in Poggio, Twilight app. 60 sqm
Marvelous place, Sara is very friendly and helpful host. Can’t wait to visit this place again.

Medieval Delight! Rustic Beams w/Modern Amenities
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!

Trasimeno Lake - "The Convent"
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.

Luxury Attic in Tuscany+Incredible view and A/C
Staying at this apartment was truly magical. Every time I looked out the window or stepped onto the balcony, I was left in awe. The views were absolutely breathtaking, and the town of Montepulciano was every bit as beautiful—charming, historic, and full of character. Leaving was the hardest part, and I’m already counting down the days until I can return. From the incredible local restaurants to the stunning wineries nestled in the Tuscan hills, every moment felt like a dream. Photos simply can’t capture the beauty—you have to experience it for yourself.
Apartment rentals with a hot tub

Il Vicolino, sauna and hot tub
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!

Podere Ferranino #Cimabue Townhouse
Amazin relaxation! Great space, gorgeous view, and they even have an electric charging station!

Apartment with garden in the heart of Tuscany
Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!

A Cosy flat
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.

Annex in the Cardaneto Castle
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 😊

Domus Nannini - L'Angolo di Paradiso Spa (Spa)
After another Airbnb mishap, Gianluca was so accommodating to allow to book and check in late last minute. He even met us there personally to be sure we got in okay. He even had the fold out couch ready with linens and provided a few breakfast items. The place was better than we’d hoped, location was fantastic, updated and perfectly clean! We would absolutely stay here again. This place will be one of the highlights of our trip!

Penthouse in Siena near Piazza del Campo and Palio
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!

Blue University Apartment - Downtown
Fabrizio was very quick to communicate and kind, and gave great restaurant recommendations. The apartment was very clean and is very well located
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- Lake Trasimeno
- Lake Bolsena
- Parco Nazionale delle Foreste Casentinesi, Monte Falterona e Campigna
- Uffizi Gallery
- Piazzale Michelangelo
- Stadio Artemio Franchi
- Giardino Bardini
- Avignonesi Winery Fattoria Le Capezzine
- Teatro Verdi
- The Boboli Gardens
- Santa Maria della Scala
- Nelson Mandela Forum
- Teatro Tuscanyhall
- Casa Barthel
- Basilica di Santa Croce
- Basilica of St Francis
- Tenuta Le Velette
- Pubblico Palace
- Castiglion del Bosco Winery
- Mount Subasio
- Cantina Colle Ciocco
- Cantina Winery, Cellar and Farm Fattoria Santa Vittoria
- Furlo Gorge Nature Reserve
- Casa Toscana