
Apartment holiday 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.

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.

[Piazza del Campo] Elegant loft with terrace
Wow! What a beautiful place to stay! The roof terrace was amazing with beautiful views across rooftops to the Tuscan countryside. The centre of Siena with its Piazza del Campo is only a few minutes stroll away and the Duomo not much further. There are plenty of restaurants all around and a decent supermarket 3 minutes walk away. The apartment is well equipped with everything we needed for our stay. We would highly recommend!

Piazzale Michelangelo among the olive trees
Beautiful house, a short walk from the Piazzale Michelangelo for a stunning viewpoint. Francesca is an amazing host, very friendly and dedicated to making our stay enjoyable. The house was clean and well stocked with essentials, and the air conditioning worked very well. She gave us lots of recommendations and information on the area too. The area itself is incredibly peaceful and you can enjoy a quiet evening in the beautiful garden. We would come back again!

Apartment in Chianti at Mulino dell 'Argenna
We have now been to Elisa and Alessandro's accommodation for the second time – and it was simply beautiful and absolutely relaxing again! The place is a real oasis where you can switch off perfectly. Elisa and Alessandro are extremely helpful and warm. They provided us with great tips for activities and restaurants, so we could enjoy our stay all around. We'd love to come back and highly recommend this place!

A generous space between ancient and modern in the center of Montepulciano
Look no further! We were sad to only get one night here. The location, ambiance, and host make this place worth every penny. Emanuela is the best host I’ve had on Airbnb. Book this — you won’t be disappointed.

Apartment in Piazza del Comune
Very nice place, central location, beautiful decor, and Andrea is so helpful!

Charming apartment,balcony, beautiful view, A/C
We really enjoyed our stay at this really unique accommodation. It is located in a medieval village, high on a hill. The apartment is compact, but has everything you need. The view from the balcony is fantastic. Malgorzata was a great host and very responsive when we had questions. I would not hesitate to recommend this property.
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!

Colle ai Lecci: Design Apartment in Tuscany
We had an unforgettable time here - the nature as well as the facility itself are beautiful, a bit rustic with a few renovations, about which Ana can tell a lot. You can spread out on the grounds, have enough privacy if desired and can watch the most beautiful sunsets. The pool between the olive trees is also fantastic. From here, we were able to visit some cities such as Florence and Siena, and here, too, Ana had great tips for suitable restaurants. We will be happy to come back!

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.

La Terrazza sul Valle
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.

Loggia in the Santo Spirito district
We had the most amazing stay at Sibilla's apartment! It is STUNNINGLY decorated and almost makes it feel like you are staying in the Medici Chapel itself. The apartment had everything we needed, and the plant room/ sunroom was glorious to enjoy in the mornings/returning after a day's exploring. We met both Niccolo and Sibilia and both were so friendly and helpful. The area surrounding the apartment is perfect, with central Florence being a 20 minute walk away, and the restaurants/shops/wine bars of Santo Spirito being literally on your doorstep. This is the most enjoyable Air BnB we have ever stayed in, and would come back in a heartbeat! Grazie mille!!

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, 2 steps from the center. Very good!

Casa Evelina - Incredible View, Central Location
This is a great location in the heart of montepulciano. You walk out of the unit and onto the main street full of restaurants and shops. The house is spacious with three bedrooms all with comfortable beds. There were extra pillows and linens, which are always helpful. We had all the windows open due to warmer weather with a nice breeze at night. Despite being right on the street, we did not hear any evening noise throughout the night sleeping was peaceful. The views from the apartment are exquisite.
Apartment rentals with a hot tub

Love Honeymoon Jacuzzi Piazza Signoria View Ac WiF
Our stay at Luca’s place in Florence was wonderful. The location was extremely convenient with main attractions like the uffizi and galleria dell’academia just a short walk away. The apartment is also located in a very nice square that is lively and fun, but not noisy from the room. There are many restaurants and shops just down the stairs. The room itself was all that we could have wanted. The whirlpool tub was a very nice feature, the bed was conformable, and the atmosphere of the room was very cozy. If we return to Florence, we would love to stay at Luca’s place again!

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.

House of Delights - The Medici private leisure house
Easy check in and out. Beautiful space and much bigger than expected. Great place to relax and explore if staying in the city. Really no negatives, book it and be happy.

.2 La Casa sui Tetti dell 'Oltrarno
Superb spot close to river. Bed is confortable. Yes, stairs could be a challenge for some only it is clearly stated. At the end of the day, it’s alright!

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!

[Ponte Vecchio] Prestige and unique view
Excellent location and beautiful apartment. Easy to get in self-check in and good communication with the host. Great kitchen, stocked with all the hardware you need. Common area was comfortable for the 4 of us. The view is amazing. Balconies on the water with close up views of Ponte Vecchio. Definitely one of the best places we've stayed in a 20 day trip in several cities.

Blue University Apartment - Downtown
Great place, good location, with secure place for the car

Villa'Colombaiolo di Marciano', 28
We loved staying here and had the most fantastic time. They were super helpful and responsive to everything and we can’t wait to go back.
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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