Recent reviews
“Wonderful outdoor space. There is a large communal kitchen with indoor and outdoor dining area for 20 people. Swimming pool is large and was kept clean throughout. Genaro (property owner) arranged for a chef to cook a traditional Tuscan meal at the villa for an additional cost, this was our favourite evening there.
We went to a local vineyard called Cantina Canaio which was spectacular, lovely 3 course meal and wine tasting. We also went into cortona for a lovely meal and wonder around, definitely worth a visit.”
“An amazing village house in the Tuscany.
Very clean and quiet with big and brand new swimming pool. From the terrace you can admire breathtaking views for Cortona’s old town (nice especially during night). We’ve spent there our family vacation and all of us were happy - kids due to the pool and exclusivity of the place, and olders due to amazing location, which gives you possibility to touch the Italian culture (Siena, Arezzo, Assisi, Montepulciano, Cortona and lots more Italian cities in close proximity) I need to add also that Andrea & Lucciano and their Mom are amazing hosts!”
“What a lovely place and family. We love it!
Thank you for everything!”
The 30 best holiday rentals in Cortona
based on 7,947 holiday rental reviews on Booking.com
Guests' Choice
Villa Il Trebbio
#1 of 161 Holiday rentals in Cortona
Last review posted: 36 days ago
“Do not hesitate to book this amazing Italian paradise.”
“A beautiful place and property.”
“Our family loved this property & wished we were able to stay even longer!”
See more reviews of Villa Il Trebbio
La Renaia
#2 of 161 Holiday rentals in Cortona
Last review posted: 8 days ago
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“The host was very welcoming and hard working.”
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Casa Elena
#3 of 161 Holiday rentals in Cortona
Last review posted: 44 days ago
“An excellent stay in a typical Italian Agriturismo in a good location near Cortona.”
“18 Minutes from Cortona”
“Amazing stay and wonderful hosts!!”
See more reviews of Casa Elena
Agriturismo San Francesco
#4 of 161 Holiday rentals in Cortona
Last review posted: 2 days ago
“”
“Beautiful country house with plenty of outdoor space and a beautiful pool. The comfortable room and the tasty breakfast”
“”
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Agriturismo I Cedri
#5 of 161 Holiday rentals in Cortona
Last review posted: 19 days ago
“A wonderful place for a dream holiday!”
“The hosts were amazing, served delicious breakfast and...”
“Very disappointed - expected much more from the review rating”
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Cortona's Rooftop Nest
#6 of 161 Holiday rentals in Cortona
Last review posted: 6 days ago
“”
“Amazing views and centrally located.”
“Worth every step!!”
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Domus Ghibellinae - Il Cantico
#7 of 161 Holiday rentals in Cortona
Last review posted: 28 days ago
Casa Biagiotti
#8 of 161 Holiday rentals in Cortona
Last review posted: 36 days ago
“”
“Very nice and comfortable.”
“Everything is nice and neat.”
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Terrazza Silena, centro storico con vista Cortona!
#9 of 161 Holiday rentals in Cortona
Last review posted: 16 days ago
La finestra sul Teatro
#10 of 161 Holiday rentals in Cortona
Last review posted: 7 days ago
“”
“The host was lovely. Arranged a taxi to collect us from the station. We missed our first night because of train strikes”
“Well equipped, clean and spacious for middle of Cortona”
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Donnaberarda
#11 of 161 Holiday rentals in Cortona
Last review posted: 6 days ago
“Lovely apartment, lovely view, lovely location, responsive landlord.”
“Relaxing & enjoyable stay. Absolutely stunning view from the balcony”
“A lovely return to Cortona”
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Agriturismo Fattoria Podere Peciano
#12 of 161 Holiday rentals in Cortona
Last review posted: 5 days ago
“”
“What a little gem.”
“Great farm stay near Cortona”
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Il Maggese
#13 of 161 Holiday rentals in Cortona
Last review posted: 7 days ago
“Unforgettable memories of a beautiful stay in a wonderful Agriturismo run by a lovely/caring owner.”
“”
“If possible, we will return.”
See more reviews of Il Maggese
La casa di Tommy
#14 of 161 Holiday rentals in Cortona
Last review posted: 35 days ago
“Simply amazing”
“Loved it!”
“Great stay, would definitely visit again.”
See more reviews of La casa di Tommy
Cortona Shabby Chic House
#15 of 161 Holiday rentals in Cortona
Last review posted: 3 days ago
“”
“Laura our host was lovely. The apartment was thoughtfully decorated and a perfect size for a couple.”
“Cute style.”
See more reviews of Cortona Shabby Chic House
Villa Augusto
#16 of 161 Holiday rentals in Cortona
Last review posted: 8 days ago
“The pool was wonderful and we enjoyed the peaceful gardens.”
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“”
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Casina Bella
#17 of 161 Holiday rentals in Cortona
Last review posted: 39 days ago
“Perfect place to stay on Cortona.”
“Loved this place, Cortona and felt very welcomed by Lorenzo.”
“Lorenzo was very helpful, the apartment is lovely.”
See more reviews of Casina Bella
Casa Erica
#18 of 161 Holiday rentals in Cortona
Last review posted: 39 days ago
“”
“”
“Enjoyed my time in Casa Erica very much...highly recommend”
See more reviews of Casa Erica
Casa Primo
#19 of 161 Holiday rentals in Cortona
Last review posted: 225 days ago
“Everything the description and reviews promised and more!”
“Perfect home away from.”
“Excellent place to stay in Cortona!”
See more reviews of Casa Primo
Margherita Holiday Home
#20 of 161 Holiday rentals in Cortona
Last review posted: 9 days ago
“”
“A peaceful, clean, and quiet place at the foot of Cortona.”
“”
See more reviews of Margherita Holiday Home
Noi Due a Cortona
#21 of 161 Holiday rentals in Cortona
Last review posted: 68 days ago
“The place was tastefully decorated and cozy.”
“A beautiful apartment, very clean and comfortable in the...”
“Super comfy flat in the centre of Cortona”
See more reviews of Noi Due a Cortona
Casa del Loggiato
#22 of 161 Holiday rentals in Cortona
Last review posted: 3 days ago
CASA LUNA, IL CUORE DI CORTONA!
#23 of 161 Holiday rentals in Cortona
Last review posted: 79 days ago
“Wonderful Apartment”
“A nice place to stay in Cortona & a great host!”
“Loved Cortona would definitely revisit”
See more reviews of CASA LUNA, IL CUORE DI CORTONA!
Agriturismo Lodolazzo
#24 of 161 Holiday rentals in Cortona
Last review posted: 27 days ago
“Definitely nothing wrong with this place, clean, friendly...”
“Very clean and quiet and within 20 minutes to different attractions.”
“Tus it’s a beautiful place.”
See more reviews of Agriturismo Lodolazzo
La Nicchia - Serena Tuscany Homes
#25 of 161 Holiday rentals in Cortona
Last review posted: 21 days ago
“Very central and had all amenities required for a...”
“Very clean, well appointed unit, decent location.”
“Loved everything, the homely touches, Serina and Andre, we...”
See more reviews of La Nicchia - Serena Tuscany Homes
La finestra sulla Toscana
#26 of 161 Holiday rentals in Cortona
Last review posted: 43 days ago
“The location was beautiful, the apartment was very cheerful...”
“Brilliant apartment (for those in good physical shape!).”
“Beautiful fully equipped apartment with view”
See more reviews of La finestra sulla Toscana
Casale Vacanze Il Granaio
#27 of 161 Holiday rentals in Cortona
Last review posted: 7 days ago
“”
“Excellent for visiting Cortona and the surrounding area”
“Great place!”
See more reviews of Casale Vacanze Il Granaio
Agriturismo I Pagliai
#28 of 161 Holiday rentals in Cortona
Last review posted: 3 days ago
“”
“Amazing calm place”
“Amazing location .”
See more reviews of Agriturismo I Pagliai
Terra di Cortona
#29 of 161 Holiday rentals in Cortona
Last review posted: 4 days ago
“”
“Perfect!”
“Wonderful location, traditional Tuscan accommodation”
See more reviews of Terra di Cortona
Agrisalotto
#30 of 161 Holiday rentals in Cortona
Last review posted: 10 days ago
“”
“Very peaceful and restorative.”
“”
See more reviews of Agrisalotto
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