
Cortona vacation rentals
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Top-rated vacation rentals in Cortona
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
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House rentals in Cortona
Guest favorite

Home in Civitella in Val di Chiana
4.93 out of 5 average rating, 45 reviewsCasa Fattore - Tuscan countryside house
LunaRating, 5 stars6 months ago
The stay at the Capocontro estate was very satisfactory. The entire old village is a jewel set in the greenery, with spectacular views of the woods of the Val di Chiana. The place is tidy and clean, picturesque and elegantly retro. Piero and Lella are very available in communications and suggestions of places to visit and eat. We loved the peace and quiet of the place, as well as the pool with a view. We stopped little and the weather was a little capricious, otherwise we would have enjoyed the exteriors of the farm more. Only small mole: the dishes and the fridge were not really immaculate, but nothing that can't be resolved with a sponge shot. Highly recommended for both a short and long stay, so you can enjoy the quiet of the place and visit the surroundings.
Superhost

Home in Monte San Savino
4.82 out of 5 average rating, 197 reviewsIn Tuscany between Siena Arezzo, near Chianti
DonatellaRating, 5 stars2 months ago
I stayed in Lorenza's house with my family and a couple of friends, we had a great time, the kids had a really good time and there was ample space to move around and play. Rustic and clean house. Beautiful garden and cities around a convenient location! Recommended
Top guest favorite

Home in Montepulciano
4.95 out of 5 average rating, 106 reviewsCasa Belmonte
IsidoraRating, 5 stars2 months ago
Riccardo is an amazing host! The house looks even better in person.. he left us some groceries for breakfast in the fridge. I would highly recommend choosing this place if you’re coming to Montepulciano!:)
Superhost

Home in Deruta
4.78 out of 5 average rating, 9 reviewsHouse with private pool Todi
FranziskaRating, 5 stars6 months ago
Spacious house with wonderful pool and a nice view into the sunset. I want to highlight the friendliness of the owners and also the lovely Deruta ceramic pieces you will find everywhere in the house.
Top guest favorite

Home in Canneto
5 out of 5 average rating, 16 reviewsThree room apartment in a single house
Elisa ERating, 5 stars2 months ago
Federica is a friendly, pleasant and kind host. We had a really good time in her home, which is spacious, very clean and welcoming. Federica was available both for check-in and for info about the area and then being a pleasant person it is a fun chat with her, too bad we had a short time. central location for us since we visited Perugia, Assisi and Gubbio and nothing is missing in the apartment. thank you Federica!!!!
Top guest favorite

Home in San Lorenzo
5 out of 5 average rating, 17 reviewsCasa dei Vasi
AnneRating, 5 stars1 month ago
Beautifully designed and cozy house, very attentive host, super fast communication (from US) and very friendly and hospitable host on site (Lorenzo's mother). The place is it's own unit but surrounded by a few other guest units.
Guest favorite

Home in Greve in Chianti
4.88 out of 5 average rating, 115 reviewsThe Sundial in Montefioralle
TatyanaRating, 5 stars4 months ago
Eugenio was a great host. His place is super authentic, located in the most charming medieval village with spectacular views. Everything in the house was to our satisfaction. Eugenio was super responsive and helpful with accomodating some extra requests that we had. We were travelling for work, filming a wedding at nearby castel. Location was great for us. The public parking is only about 100 meters from the house. We were teally happy with everything. Thank you Eugenio. P.S. There is an amazing restaurant with spectacular views right in the village. They only do lunches. But wow, It was such a great find. Everyrhing in that restaurant was made from their own produce, wine from their vineyard in the valley, olive oil from their trees, all vegetables from their garden. Different set menue every day. Really recommend it. It was delicious.
Guest favorite

Home in Perugia
4.91 out of 5 average rating, 34 reviewsItalian holiday countryhouse
LorenzoRating, 5 stars6 days ago
Derek, in addition to being a thoughtful and helpful host, is an exquisite and extremely friendly person. We immediately felt at home, the cleanliness is first-rate and the environment is comfortable. I'll definitely be back.
Other great vacation rentals in Cortona
Top guest favorite

Apartment in Mercatale Valdarno
4.98 out of 5 average rating, 80 reviewsPanoramic view from stone Apartment- Pool and A/C
ClaireRating, 5 stars5 months ago
While looking for a place to stay it’s often difficult to choose. If we had known how fabulous this place was it would have been a no brainer! We all agreed that this is the best Airbnb we have ever stayed in on all of our travels. Massimiliano was a delight and so personable. He made excellent suggestions one being having a cooking lesson. If you have a chance ask for Francesca! The BEST! One last thing…we left with amazing recommendations for the next part of our trip. Thank you so much for a wonderful stay! Good luck with the harvest!
Top guest favorite

Farm stay in Camucia
5 out of 5 average rating, 7 reviewsThe Garden of Olives | Casa Ippocastano
ViktorijaRating, 5 stars6 months ago
Everything was perfect! Nice place to rest with a wonderful chill lounge and a pool. Federica and Enrica were responsive and helpful hosts. Thanks for the time and all the recomendations.
Top guest favorite

Villa in Asciano
4.95 out of 5 average rating, 75 reviewsPodere on the Crete Senesi
ChulaRating, 5 stars5 months ago
We spent a glorious and relaxing week at Sarchianello and could not recommend it more. The location was perfect for day trips to local places like Siena and Montalcino, and it was the ideal place to return to for an evening of eating and drinking. We loved our stay and were sorry to leave! It truly felt like a home away from home.
Superhost

Villa in Terranuova Bracciolini
5 out of 5 average rating, 4 reviewsCasa al Fiume - Villa with exclusive pool
MarcRating, 5 stars102 months ago
We thoroughly enjoyed our stay and highly recommend. Barbara was gracious and great to work with. The house was charming and just as great as it looks on the listing. The property and grounds are amazing. The town nearby was fun to visit with everything you need and lots to see. You are also in easy driving range of the other main Tuscany towns. Overall an excellent experience. Thank you Barbara!
Superhost

Apartment in Croce
4.85 out of 5 average rating, 41 reviewsAnd Tre Lecci
MarinaRating, 5 stars3 months ago
Amalia and her husband are two wonderful people. They welcomed us in a friendly and friendly way, making themselves available for every need. They are very attentive to details and have made the stay really comfortable. We'll definitely be back!
Guest favorite

Condo in Città della Pieve
4.97 out of 5 average rating, 36 reviewsovercast
SophieRating, 5 stars1 month ago
The house was beautiful and the balconies were lovely! Dominik was so kind and helpful answering all our questions and gave us baby friendly amenities! He even gave us free eggs from the kitchen! Thank you, Sophie
Superhost

Apartment in Arezzo
4.5 out of 5 average rating, 4 reviewsPozzale Apartment 2+2 | 50m
KatrienRating, 5 stars8 months ago
We loved this place. The grandmother welcomed us and she was such a nice lady! There is a lot of space for the kids to play and the view from the swimming pool with the sunsets is amazing! It’s an ideal place to visit some villages in the neighborhood during the day and to relax at the end of the day at the pool. We would love to come back a bit longer!
Guest favorite

Condo in Lucignano
4.92 out of 5 average rating, 12 reviewsCasa dei Lecci
ChrisiRating, 5 stars7 months ago
If you are looking for peace from city life, you will find it here! Marie's place is simply indescribably beautiful! Breakfast on the large terrace with horses in the background and at sunset by the pool with the chirping of the crickets, it couldn't be better! We are super recovered:) Be sure to take insect protection with protection for the pool area and go shopping beforehand, because the place is in a very great and right spot in Tuscany:)
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