Holiday Homes in Cortona

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Featured Holiday Homes in Cortona

Our top choices for Cortona holiday homes

Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

9.8 out of 10, Exceptional, (6)
"The villa was so comfortable and lovely. Michele was very responsive and helpful. 10/10 experience."
Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

Casa Bacco - private house with a remarkable garden in the centre of Cortona

10.0 out of 10, Exceptional, (8)
"This is a lovely property. Plenty of room. Well equipped with everything you need. The courtyard is a beautiful place for breakfast in the morning and wine in the evening. The flowers planted in the courtyard are beautiful. Please be aware that you must be able to walk up steep hills to get to this property. Of course, pretty much anywhere you go in Cortona is a hill."
Casa Bacco - private house with a remarkable garden in the centre of Cortona

Charming Tuscan Retreat: Borgo La Fonte

10.0 out of 10, Exceptional, (2)
"Lovely renovation on a very old Tuscan home! Wonderful amenities. Perfect location. Easy drive to Cortona. Hope to return in the future!"
Charming Tuscan Retreat: Borgo La Fonte

The Old Fashion House

10.0 out of 10, Exceptional, (7)
"My husband and I spent a week here in April. We have been to Italy seven times, always staying in VRBO-type rentals and this rental stands apart as among the nicest. Recently renovated, well-equipped kitchen, balcony, comfortable heat, etc. You can see the owner, Giovanni, took great care with the design and remodeling. The location is perfect — just off the main street. We highly recommend this home! "
The Old Fashion House

La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

7.4 out of 10, Good, (3)
"Fascinating site, beautiful nature. Once obviously a well designed location, now somehow run down. Several things in the house and the surrounding are lft behind and broken.Its better to bring with you all you need in case you won't drive the car too often. The accsess takes time and needs a careful driver Communication with agency was always very prompt. Bring toilett paper, dish towels and soap with you....kitchen is small for more than 6 people in case you like to cook not only pasta. I...
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

Il Rifugio, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

10.0 out of 10, Exceptional, (1)
"Wir haben einen wunderschönen, erholsamen Urlaub in dieser liebevoll gestalteten Villa verbracht. Einziges Manko: die Handtücher wurden zwar gestellt, aber nie gewechselt. Ansonsten war es perfekt!!!"
Il Rifugio, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

9.8 out of 10, Exceptional, (55)
"The location of Il Roseto made for a comfortable stay near all of the important venues and activities in Cortona."
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

Podere Casorbica with free parking, large garden, private pool.

9.4 out of 10, Exceptional, (15)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, private pool.

Casa Fontelunga, Tuscan holiday villa with private pool

9.2 out of 10, Wonderful, (10)
"We had a two week escape in the Tuscan countryside. We enjoyed touring around the area and a organized cooking class"
Casa Fontelunga, Tuscan holiday villa with private pool

beautiful tuscan villa with pool, ideal for groups

10.0 out of 10, Exceptional, (29)
"I can’t even describe how beautiful this villa is . The first day I walked out of the house into the patio to the smell of wisteria and the sound of bees . It was incredibly relaxing and we fixed wonderful meals and spent time around the pool . There was plenty of room for our family and everyone left feeling rested . There are so many things to do close by. We highly recommend this villa to anyone who will be staying in the region "
beautiful tuscan villa with pool, ideal for groups

"Gabolandia", a holiday home in Cortona

9.4 out of 10, Exceptional, (6)
"We were pleasantly suprised by the hospitality of our hosts - nothing was an exra mile for them in trying to help or please their guests. Many special thanks to Marzia and Massiamo and all their big and friendly family for being the wonderful hosts. The house we stayed in is spacious and clean and had everything we need. The place is a real countryside gem - quiet and full of active leasure options. We really enjoyed our holiday at this place and would recommend it to anyone wishing a restful...
"Gabolandia", a holiday home in Cortona

4 bedroom amazing home in Cortona

4 bedroom amazing home in Cortona

The Duchy Cortona

The Duchy Cortona

Casa Vinalia inside the Etruscan walls of Cortona

10.0 out of 10, Exceptional, (4)
"We rented this house for a month. We loved it here and felt very comfortable calling it home for so long. Fully renovated with modern appliances just as pictured. Kitchen is equipped with everything you need to cook a meal, which we did 1/2 the time. Beds are comfortable and bathrooms big. Washer / dryer was a plus. Walking up and down the hills kept us in great shape to eat all the pasta we wanted! From here, we traveled by train to Florence, Lake Trasimeno, Arezzo. Owner was quick to respond...
Casa Vinalia inside the Etruscan walls of Cortona

Belvedere House with panoramic views over the valley

Belvedere House with panoramic views over the valley

Pet friendly home in Cortona AR

9.0 out of 10, Wonderful, (2)
"Sehr schönes kleines Haus in ruhiger Lage. Leider sind die letzen km dahin sehr beschwerlich. Wir würden jederzeit wieder dahin gehen aber auf Grund des schlechten Weges leider nicht möglich."
Pet friendly home in Cortona AR

Awesome home in Cortona AR

Awesome home in Cortona AR

Small stone farmhouse overlooking Cortona with private pool and garden

9.0 out of 10, Wonderful, (4)
"Lovely renovated country house with olive grove outside the door and large swimming pool (which we didn't use because it was too cold). It was very clearly someone else's house, with many personal effects, photos, etc. which was a bit strange. The parking was terrible, across the street on a steep hill, with plenty of slippery mud from recent rains. It was difficult to pull out of the mud/gravel area onto the paved road. This was not made clear at all until we arrived at the house with the...
Small stone farmhouse overlooking Cortona with private pool and garden

Le Rondini by Interhome

10.0 out of 10, Exceptional, (4)
"Wir waren mit allem super zufrieden, tolle Gastfreundschaft der Besitzer. Wirklich sauber und gepflegt, alles vorhanden was man braucht. Sehr zu empfehlen für eine große Gesellschaft, aber auch kleinere Familien haben Platz."
Le Rondini by Interhome

Maya Luxury Home - private garden for breathtaking view, nearby the centre

10.0 out of 10, Exceptional, (7)
"We had a wonderful stay in Cortona. Close to Piazza Garibaldi, easy to walk everywhere. The view from the terrace is amazing. Plenty of outside seating. Beds are comfortable, bathrooms renovated. Kitchen has plenty of supplies. We would stay here again. "
Maya Luxury Home - private garden for breathtaking view, nearby the centre
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cortona Hotel Reviews

Find out more about Cortona

Find out more about Cortona

Cortona Holiday Homes information

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232 Holiday Homes
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