Holiday Homes in Cortona

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Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept

Featured Holiday Homes in Cortona

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

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
Outdoor dining

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

10.0 out of 10, Exceptional, (8)
"This home was outstanding from the moment we arrived. There were 6 adults and we had plenty of room to gather together. The courtyard is lovely for early morning coffee or evening wine. Close to everything that Cortona offers."
Casa Bacco - private house with a remarkable garden in the centre of Cortona
Podere Casorbica with free parking, large garden, private pool.
Exterior detail

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

9.4 out of 10, Exceptional, (14)
"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
Outdoor pool

Casa Fontelunga, Tuscan holiday villa with private pool

9.2 out of 10, Wonderful, (9)
"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
The Old Fashion House
Smart TV

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
Pool

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...
The price is AU$1,504
includes taxes & fees
2 Aug - 3 Aug
La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"
Outdoor dining

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"
beautiful tuscan villa with pool, ideal for groups
Terrace/patio

beautiful tuscan villa with pool, ideal for groups

10.0 out of 10, Exceptional, (26)
"A wonderful property, submerged in beautiful natural surroundings, the flora and fauna were fantastic. Our whole family were delighted by the swifts, starlings and kestrels nesting at the property, my parents described the place as simply magical. Wonderful location for my Father's 80th birthday celebrations, John and Sabine are welcoming and warm hosts. We all felt very relaxed in this comfortable, spacious home. The outside is as well equipped as inside with lots of seating and a great pool...
beautiful tuscan villa with pool, ideal for groups
Casa delle Rose: charming house with stunning balcony in the heart of Cortona
Outdoor dining

Casa delle Rose: charming house with stunning balcony in the heart of Cortona

9.6 out of 10, Exceptional, (14)
"Everything was amazing! We were a little late and they accommodated us and made everything so easy. Thank you again for the hospitality and professionalism! "
Casa delle Rose: charming house with stunning balcony in the heart of Cortona
Belvedere House with panoramic views over the valley
Outdoor dining

Belvedere House with panoramic views over the valley

Belvedere House with panoramic views over the valley
Small stone farmhouse overlooking Cortona with private pool and garden
Pool

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

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
Casa Vinalia inside the Etruscan walls of Cortona
Fridge, microwave, oven, stovetop

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
Cosy cottage with large private pool and perfectly mantained garden - 2-BR
Pool

Cosy cottage with large private pool and perfectly mantained garden - 2-BR

8.0 out of 10, Very good, (4)
"The management company welcomed us to the property. The amenities were excellent with a private swimming pool. Written instructions for the washing machine, dishwasher and garbage disposal would have been helpful"
Cosy cottage with large private pool and perfectly mantained garden - 2-BR
Pet friendly home in Cortona AR
Dining

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
Stunning town house Cortona, Tuscany. Private courtyard & rooftop terrace.
Outdoor dining

Stunning town house Cortona, Tuscany. Private courtyard & rooftop terrace.

Stunning town house Cortona, Tuscany. Private courtyard & rooftop terrace.
Farmhouse among olives trees and sunflowers- private pool and garden
Pool

Farmhouse among olives trees and sunflowers- private pool and garden

10.0 out of 10, Exceptional, (8)
"We had a great week in this beautiful accommodation. Nothing was missing, the hosts were super nice. The vegetable garden was great and was free to use and the children wanted for nothing. We would recommend this accommodation at any time."
Farmhouse among olives trees and sunflowers- private pool and garden
3BR-3BA apt, walk to downtown Cortona, with airco, wifi and amazing view
Outdoor dining

3BR-3BA apt, walk to downtown Cortona, with airco, wifi and amazing view

9.4 out of 10, Exceptional, (3)
"The views from the villa were gorgeous! The villa was clean, comfortable and very conveniently located. Roberto and his team were very responsive and helpful. Everyone who stayed remarked how it was a beautiful a setup."
3BR-3BA apt, walk to downtown Cortona, with airco, wifi and amazing view
"Gabolandia", a holiday home in Cortona
4 bedrooms, iron/ironing board, free WiFi, bed sheets

"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
Pool

4 bedroom amazing home in Cortona

4 bedroom amazing home in Cortona
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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