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Apartment vacation rentals in Cortona

Find and book unique apartments on Airbnb

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Popular amenities for Cortona apartment rentals

Weekly apartment rentals

Top guest favorite
Apartment in Camucia
4.95 out of 5 average rating, 57 reviews

Appartamento Il Sasso

AlisonRating, 5 stars1 month ago
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.
Guest favorite
Apartment in Castelnuovo Berardenga
4.88 out of 5 average rating, 26 reviews

Colle ai Lecci: Design Apartment in Tuscany

GülcanRating, 5 stars3 weeks ago
Wir hatten eine unvergessliche Zeit hier - die Natur sowie die Anlage selbst sind wunderschön, etwas rustikal mit ein paar Erneuerungen, über die Ana viel erzählen kann. Man kann sich auf dem Gelände super verteilen, hat genug Privatsphäre falls erwünscht und kann die schönsten Sonnenuntergänge beobachten. Auch der Pool zwischen den Olivenbäumen ist traumhaft. Wir konnten von hier aus einige Städte wie Florenz und Siena besuchen, auch hier hatte Ana super Tipps für geeignete Restaurants parat. Wir kommen gerne wieder!
Superhost
Apartment in Fratta-Santa Caterina

Charming Apartment Garden, Pool

ChrisRating, 5 stars2 weeks ago
Very well appointed, super quiet location and our host was very responsive. We would stay there again!
Top guest favorite
Apartment in Cortona
4.97 out of 5 average rating, 63 reviews

Terrazza Silena, centro storico con vista Cortona!

GiuseppeRating, 5 stars1 day ago
Abbiamo fatto tappa a Cortona due giorni con la mia famiglia e non potevamo scegliere meglio come struttura. Piccola ma carinissima con un terrazzino delizioso che affaccia in pieno centro storico. Alessandro è stato un host cortese e preciso . Vanno considerati i gradini che portano alla struttura che possono rappresentare un piccolo ostacolo con carichi da salire,per noi che siamo ben allenati non problem! Nel complesso consigliatissimo e da ritornarci.
Top guest favorite
Apartment in Cortona
4.96 out of 5 average rating, 28 reviews

La Terrazza sulla Valle

RichRating, 5 stars1 month ago
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.
Guest favorite
Apartment in Sant'Arcangelo
4.76 out of 5 average rating, 83 reviews

Trasimeno Lake - "The Convent"

ElkeRating, 5 stars1 week ago
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.
Top guest favorite
Apartment in Pienza
5 out of 5 average rating, 33 reviews

Live Like a Local & Private Concierge Service

MarydithRating, 5 stars1 week ago
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.
Top guest favorite
Apartment in Cortona
4.88 out of 5 average rating, 34 reviews

Tina’s House

FabioRating, 5 stars3 weeks ago
Tutto estremamente perfetto! Ottimo appartamento, a 2 passi dal centro. Bravissima!

Private apartment rentals

Guest favorite
Apartment in Pogi
4.94 out of 5 average rating, 89 reviews

Borgo Iesolana Suite Superior

RobertRating, 5 stars3 weeks ago
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!
Top guest favorite
Apartment in San Quirico d'Orcia
5 out of 5 average rating, 81 reviews

Antica Loggia - Apartment with view

LeaRating, 5 stars1 week ago
Wow what an incredible stay at Claudia's! It was the perfect home base to explore other towns in Tuscany, and after a long day of sightseeing, the apartment felt so relaxing like a real home away from home. We were lucky enough to stay during the Festa Del Barbarossa where San Quirico really came alive and we got to experience the festivities. As for Claudia she is a 10/10 host! She made sure we were well prepared, met us at check in and had stocked the apartment with everything we needed. Do not hesitate to book Claudia's apartment. It is top tier accommodation! Thank you Claudia for an unforgettable stay!
Guest favorite
Apartment in Poggibonsi
4.95 out of 5 average rating, 62 reviews

Il Casale di Villore, Poggibonsi, Siena, Tuscany , Morellino Apt.

OllieRating, 5 stars1 week ago
We had a wonderful few days here while touring Italy. The pool is fantastic as well as the additional facilities such as boules and table tennis. There is plenty of outdoor seating to enjoy the sunset on an evening. We would love to come back here again and would highly recommend.
Guest favorite
Apartment in Monteroni d'Arbia
4.95 out of 5 average rating, 65 reviews

San Giovanni in Poggio, Crepuscolo app. 60 mq

ŁukaszRating, 5 stars1 month ago
Marvelous place, Sara is very friendly and helpful host. Can’t wait to visit this place again.
Top guest favorite
Apartment in Castiglion Fiorentino
5 out of 5 average rating, 57 reviews

Medieval Delight! Rustic Beams w/Modern Amenities

LoriRating, 5 stars4 months ago
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!
Top guest favorite
Apartment in Siena
4.97 out of 5 average rating, 32 reviews

Palazzo del Papa Suites standard

TravisRating, 5 stars1 month ago
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.
Guest favorite
Apartment in Montefollonico
4.87 out of 5 average rating, 62 reviews

Il Belvedere Toscano - Amazing Terrace in Tuscany

AlexanderRating, 5 stars2 days ago
Die gemietete Wohnung befindet sich in einem charmanten, alten Gebäude. Die Küche ist mit Mikrowelle, Spülmaschine, Wasserkocher, Toaster und natürlich einem Elektroherd ausgestattet; Geschirr ist vorhanden. Zwei Schlafzimmer und zwei Bäder bieten ausreichend Platz für vier Personen. Die überdachte Balkonterrasse ist der Hit. Hier kommt man ins Träumen und an klaren Tagen reicht der Blick bis weit über den Trasimenischen See hinaus. Zwei Personen haben auf dieser Terrasse sehr gut Platz ... für vier Personen wird es ein bisschen eng. Das führende Restaurant am Ort - 13 Gobi - garantiert beste toskanische Küche und wunderschöne Ausflugsziele sind in 30 bis 60 min mit dem Auto gut erreichbar. Liebe Nicole, liebe Orietta, wir haben wunderschöne Tage in und um Montefollonico verbracht und wir werden ganz sicher wiederkommen. Vielen Dank!
Top guest favorite
Apartment in Castiglion Fiorentino
5 out of 5 average rating, 16 reviews

Casa La Girandola - Viaggio nei vicoli medievali

ReneeRating, 5 stars1 month ago
Stunning apartment. Beautifully and tastefully decorated. Location cannot be beat, views are amazing. Terrace and garden is lovely. Would tell all my friends to stay here!

Apartment rentals with a hot tub

Superhost
Apartment in Cortona
4.96 out of 5 average rating, 53 reviews

Il Vicolino, sauna e vasca idromassaggio

SaraRating, 5 stars1 month ago
Piccolo tesoro tra le viuzze del centro storico di Cortona. Ambiente curato e pulito, fedele alla descrizione! Nota di merito all’host che ha fornito indicazioni precise per arrivare ad un parcheggio gratuito nelle vicinanze dell’alloggio evitando il centro storico con le zone a pagamento e sopratutto per la disponibilità ad accogliere qualche piccola richiesta da parte di noi ospiti! Consigliato!
Superhost
Apartment in San Giovanni d'Asso
5 out of 5 average rating, 20 reviews

Podere Ferranino #Cimabue Townhouse

MartinRating, 5 stars10 months ago
Sehr schönes Haus, landestypisch eingerichtet dabei aber trotzdem modern. Besonders gefallen haben und die Betten und die angenehme sanfte aber effektive Klimatisierung. Sehr geräumig, so dass ein Aufenthalt mit 4 Personen sehr angenehm möglich ist. Es gibt sogar eine Lademöglichkeit für E-Fahrzeuge.
Guest favorite
Apartment in Montevarchi
4.91 out of 5 average rating, 104 reviews

Apartment with garden in the heart of Tuscany

DaniloRating, 5 stars2 months ago
Tutto perfetto. La posizione dell'appartamento è magnifica: immerso nel verde, offre una vista rilassante sulle colline circostanti. Allo stesso tempo è in una posizione strategica per chi desidera visitare i borghi storici del Valdarno e del Chianti. L’appartamento è curato, luminoso e pulito. Paola e la sua famiglia sono padroni di casa molto gentili e sempre disponibili a offrire consigli su attività e luoghi da visitare nella zona. Consigliatissimo!
Guest favorite
Apartment in Perugia
4.96 out of 5 average rating, 316 reviews

A Cosy flat

KimonRating, 5 stars3 weeks ago
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.
Top guest favorite
Apartment in Montone
4.97 out of 5 average rating, 32 reviews

Dependance nel castello del Cardaneto

AgnesRating, 5 stars6 days ago
Unser Aufenthalt war wirklich magisch! Natürlich ist das Ambiente wundervoll, dort ist es sehr ruhig und bis nach Montone zu den Restaurants läuft man ca 20 Minuten, aber wir wollten es genau so! Der Pool, die Aussicht - wirklich alles war fantastisch! Und ganz herauszuheben sind einfach unsere tollen Gastgeber! Sie waren immer mit Rat und Tat zur Seite, haben uns tolle Empfehlungen für die Gegend gegeben und sogar eine Trüffelwanderung für uns organisiert und übersetzt! Wir sind unfassbar dankbar, dass wir in diesem Juwel unterkommen durften und diese wundervolle und liebe Familie kennenlernen durften! Vielen Dank für alles 😊
Top guest favorite
Apartment in Siena
4.94 out of 5 average rating, 109 reviews

Domus Nannini - L' Angolo di Paradiso Spa

DanyelleRating, 5 stars3 weeks ago
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!
Superhost
Apartment in Siena
4.91 out of 5 average rating, 132 reviews

Penthouse in Siena near Piazza del Campo and Palio

ElizabethRating, 5 stars1 month ago
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!
Guest favorite
Apartment in Perugia
4.85 out of 5 average rating, 191 reviews

Appart. Blue Università - Centro

PaulaRating, 5 stars6 days ago
Fabrizio foi muito rápido na comunicação e gentil, deu ótimas recomendações de restaurantes. O apartamento estava muito limpo e é muito bem localizado

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Province of Arezzo
  5. Cortona
  6. Apartment rentals