Holiday Homes in Cortona

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Cortona and around

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

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 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"

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

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

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

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

10.0 out of 10, Exceptional, (6)
"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

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

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.

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

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

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

4 bedroom amazing home in Cortona

4 bedroom amazing home in Cortona

Holiday home with panoramic terrace ideal for families and couples

The price is €96
includes taxes & fees
12 Aug - 13 Aug
Holiday home with panoramic terrace ideal for families and couples

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

Beautiful farmhouse in the Tuscan countryside with private pool.

10.0 out of 10, Exceptional, (2)
"We loved our stay in Cortona! Silvia and his husband were very kind and helpful. The place is amazing to enjoy with the family, everything is really nice, neat and clean. A lot of places to visit around. Will definitely want to come back!"
Beautiful farmhouse in the Tuscan countryside with private pool.

Elegante Appartamento nel Centro Storico di Cortona

10.0 out of 10, Exceptional, (3)
"Beautiful apartment right in the centre of cortona. Lots of churches, museum and restaurants close by with interesting architecture and good food. Shops selling local linen, leather items and Italian cashmere. Wonderful place to experience Italian culture and cuisine"
The price is €102
includes taxes & fees
7 Sept - 8 Sept
Elegante Appartamento nel Centro Storico di Cortona

PALAZZO TOMMASI LUXURY B&B CORTONA AREZZO ITALY

7.4 out of 10, Good, (3)
"Staying here gives one the feel of how royalty lived hundreds of years ago mixed with the updated decor of the bathrooms. Also, the breakfasts were delicious! Wonderful experience!"
The price is €799
includes taxes & fees
11 Aug - 12 Aug
PALAZZO TOMMASI LUXURY B&B CORTONA AREZZO ITALY
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cortona Hotel Reviews