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Apartment vacation rentals in Cortona

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Popular amenities for Cortona apartment rentals

Weekly apartment rentals

Superhost
Apartment in Asciano
5 out of 5 average rating, 3 reviews

La "Magnolia" two beds apartment with pool

SurakanyaRating, 5 stars66 months ago
Check and confirm the location with the owner before traveling
Top guest favorite
Apartment in Arezzo
4.97 out of 5 average rating, 110 reviews

Appartamento Mariapaola

MateuszRating, 5 stars3 weeks ago
Check-in was smooth and easy. The place was clean and exactly as described. Great location too – close to everything we needed. Would definitely recommend!
Guest favorite
Apartment in Perugia
4.88 out of 5 average rating, 182 reviews

Casetta Umbra

Marguerite-MarieRating, 5 stars1 month ago
Warm and spacious apartment, in a quiet area and very well located in the city of Perugia, which we fell in love with. If we have to find a small downside to this apartment it is the shower room which is small and not very convenient. However, we had a wonderful stay at Marco's apartment, who was always very nice and responsive! Recommended!
Top guest favorite
Apartment in Cortona
4.97 out of 5 average rating, 161 reviews

CasaNella: bright, central and panoramic

MilziadeRating, 5 stars4 months ago
Cristina is an ideal host: kind and helpful. The house, very spacious, is tastefully furnished but at the same time is practical and comfortable. The cleanliness is impeccable. It is located in the center but you can park nearby and it is also very quiet. Highly recommended!
Superhost
Apartment in San Giovanni d'Asso
5 out of 5 average rating, 15 reviews

Podere Ferranino #Brunelleschi Townhouse

JulieRating, 5 stars23 months ago
Very beautiful apartment ! Spacious for 7 adults
Superhost
Apartment in Castiglion Fiorentino
5 out of 5 average rating, 8 reviews

borgo dolci colline - stay with spa for couples

SophiaRating, 5 stars22 months ago
We visited from California after traveling throughout Europe for 2 weeks. We were pretty sick of rubbing shoulders with other tourists. Our stay at this residence completely recharged us. The staff is wonderful, the pool is so nice (especially in this heat), delicious dinner, and all is in a secluded, magical location. The spa was a real treat at the end. Never experienced something like this before, it was amazing. Totally a five star experience.
Superhost
Apartment in Perugia
4.86 out of 5 average rating, 124 reviews

GaLi Green House

MartaRating, 5 stars1 week ago
Apartamento very convenient for a visit to Perugia, especially if you are driving. Gabriele is very responsive as a host, and the apartment is well equipped, as it appears in the listing.
Guest favorite
Apartment in Siena
4.96 out of 5 average rating, 117 reviews

Farmhouse "Villa Il Poggiolo" Siena, Park 1

ShannonRating, 5 stars3 weeks ago
Had a beautiful time staying at this spot as our home base as we travelled into Siena and around Tuscany for a few days. Enrico and his family were very nice and the property is beautiful! It was particularly helpful to have laundry use to wash some things to get through the end of the trip.

Private apartment rentals

Guest favorite
Apartment in Arezzo
4.95 out of 5 average rating, 98 reviews

Exclusive Terrace Attic Apartment, New, A/C

RobertaRating, 5 stars3 months ago
We had a great time. The accommodation is very nice, with all the essentials including breakfast and very close to the center. Chiara was very kind and helpful in recommending places to visit and restaurants to eat. I highly recommend it
Superhost
Apartment in Vescovado
4.79 out of 5 average rating, 62 reviews

Antiche Dimore , "l 'Arco" apartment

EsbenRating, 5 stars20 months ago
Enjoyed our stay at Jacopo's very much! Easy day trip to Val d'Orcia.
Guest favorite
Apartment in Sasso D'ombrone
4.82 out of 5 average rating, 57 reviews

"La Sartina" Vacation Home

TonioloRating, 5 stars1 month ago
We had a really good time in a comfortable house and a stone's throw from Albus Alpacas !
Guest favorite
Apartment in Siena
4.91 out of 5 average rating, 11 reviews

La Casa del Duprè 3.0

Maria De FatimaRating, 5 stars1 week ago
Great stay. Apartment even nicer than in the photos. Quiet, very clean! Great hosts. I recommend it 💯 100%
Top guest favorite
Apartment in Arezzo
5 out of 5 average rating, 14 reviews

Giovan Battista apartment

MartaRating, 5 stars3 months ago
We stayed with Sonia and Roberto for two days on the occasion of New Year's Eve 2025. Before our arrival, they were kind enough to make sure we didn't have any food allergies to prepare a welcome kit and left us their phone numbers for any reason. Upon arrival, we had difficulty finding the accommodation and they were so kind as to meet us on the street. In addition, they have always been responsive, flexible and provided us with all the necessary information about transportation and taxis. Roberto was so kind as to personally accompany us to the station on our departure. The place is very tidy and clean, but a bit far from the center if you want to walk around (35 minutes). It is well served by public transport, available until about 8:30 pm.
Superhost
Apartment in San Quirico d'Orcia
4.5 out of 5 average rating, 6 reviews

Oleandro real farm house in the Tuscan countryside

JackyRating, 5 stars6 months ago
Great family run place! Welcomed and greeted by Robert’s mother with a glass of wine that Robert made himself. Robert’s mom doesn’t speak any English but she was just so sweet and welcoming. The view is gorgeous and this place is a true agritiursimo with active vineyard and olive farms. Highly recommend.
Superhost
Apartment in San Quirico d'Orcia
4.85 out of 5 average rating, 61 reviews

Antico Podere La Martinella, annex

AntoniosRating, 5 stars1 month ago
Awesome choice of house in the countryside of San Quirico in Val D 'orcia, although there are villages more advertised like Pienza or Montepulciano, feel free to choose the stay in San Quirico, nice house cozy and city close to the village !!!
Guest favorite
Apartment in Perugia
4.85 out of 5 average rating, 107 reviews

Delightful accommodation in the center

RobertaRating, 5 stars1 month ago
Antonello's apartment is very convenient for visiting Perugia on foot, being a short walk from the historic center of the city. From here you can also visit the other areas in a short time by car. Antonello is very friendly and professional and we felt comfortable in his home. Since we are also hosts in Venice, we shared information and issues related to our work; advice is always welcome. We will definitely be back.

Apartment rentals with a hot tub

Guest favorite
Apartment in Monteroni d'Arbia
4.95 out of 5 average rating, 239 reviews

"Red Rose" apartment with view of Siena.

JuliaRating, 5 stars1 week ago
A lovely property with an incredible view! We had a wonderful week there, thanks to Marta for being so helpful and responsive. Highly recommend!
Top guest favorite
Apartment in Siena
4.99 out of 5 average rating, 155 reviews

Villa di Geggiano – Alfieri Suite

TunuziRating, 5 stars3 weeks ago
The entire property was absolutely wonderful – from the location to the overall living experience, everything exceeded my expectations. The host was incredibly welcoming and kind, showing great care and hospitality from check-in to check-out. I truly felt at home during my stay. On my arrival, the host thoughtfully gifted me a bottle of wine, plenty of fresh fruits, and some delicious chocolate pastries – such a warm and generous gesture that made me feel instantly comfortable. The house itself is very spacious, bright, and beautifully decorated, with a cozy and inviting atmosphere. Every morning, I would wake up feeling refreshed and grateful, as sunlight poured into the rooms – it was simply beautiful. I genuinely loved my time here, and whether for a short stay or a longer visit, this place is absolutely perfect. Highly recommended to anyone visiting the area!
Guest favorite
Apartment in Montevarchi
4.91 out of 5 average rating, 104 reviews

Apartment with garden in the heart of Tuscany

Mary BethRating, 5 stars5 months ago
Paola is a great host! Everything was clean and perfect and the view was breathtaking! I 100% recommend!
Top guest favorite
Apartment in Perugia
4.96 out of 5 average rating, 310 reviews

A Cosy flat

GuyRating, 5 stars1 week ago
We had a perfect stay at Paola‘s apartment. It is very cosy , smart and quiet and it was easy to get to and from the centre. Check in was very easy. Facilities and amenities were excellent and everything worked perfectly. Wifi was good and we liked the work space as we needed to study some of the time. Shopping was easy at the nearby supermarket. Paola was very helpful and gave us good tips and was very welcoming. A charming host. Would definitely come back and we felt it was very good value for money.
Guest favorite
Apartment in Montone
4.96 out of 5 average rating, 28 reviews

Annex in the Cardaneto Castle

SusanRating, 5 stars2 weeks ago
When we arrived he let us know that we had a surprise waiting for us. Well, It was an upgrade to the apartment above the room we rented! It was absolutely beautiful and felt like the castle that was lived in in the 1500's!! We slept great, had fun using the fireplace in the kitchen/living area and the stone sink was very authentic. They provided lots of food for us for breakfast and were alway available to let us know where we could go. We walked to Montone and it was so beautiful. The best part was booking a dinner on our last night there. We had a very romantic candlelit dinner with homemade pasta, bread, wine and all the food we could possibly eat! Such great hosts that we are planning on going back again when we visit Italy in 2027. Looking forward to seeing you again!!!!
Top guest favorite
Apartment in Siena
4.94 out of 5 average rating, 102 reviews

Domus Nannini - L'Angolo di Paradiso Spa (Spa)

KieranRating, 5 stars1 week ago
We loved our stay in Gianluca’s apartment. Gianluca is a fantastic host and was very responsive and accommodating to all our queries. The apartment is stylish, spacious, spotlessly clean and equipped with everything needed for a comfortable stay. We loved that this apartment has its own private spa with jacuzzi and steam room. The apartment is well located, in the heart of the town, and just a few minutes walk from the bus station. We would highly recommend staying here when visiting Siena.
Superhost
Apartment in Montepulciano
4.71 out of 5 average rating, 34 reviews

Gli Alberi - apartment with a view

JoyRating, 5 stars3 months ago
Love love love Montepulciano and Monica’s place is an ideal location to experience the area. The apartment was cozy, clean and has beautiful views! Love this stay!
Top guest favorite
Apartment in Montepulciano
4.92 out of 5 average rating, 142 reviews

Charming House in Montepulciano

KirstenRating, 5 stars1 month ago
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!!

Destinations to explore

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