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Compare 237 Vacation Homes in Cortona with updated reviews, rates, and availability.

Casa Fontelunga, Tuscan holiday villa with private pool

9.4 out of 10, Exceptional, (8)
"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

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

9.4 out of 10, Exceptional, (13)
"The property was lovely. Wifi was intermittently availble throughout our stay."
Podere Casorbica with free parking, large garden, private pool.

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

9.8 out of 10, Exceptional, (9)
"Great location and accommodation "
Casa delle Rose: charming house with stunning balcony in the heart of Cortona

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

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

10.0 out of 10, Exceptional, (4)
"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

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

9.8 out of 10, Exceptional, (55)
"H"
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! "Plan your dream"

beautiful tuscan villa with pool, ideal for groups

10.0 out of 10, Exceptional, (25)
"If you are looking for a perfect Villa in Tuscany, this is it. Set in a magical hillside location, the view from the pool is a magnificent panorama of the Tuscan countryside. The house itself easily has four large double bedrooms and one twin. It's ideal for groups - there's space for large social gatherings as well as different areas to provide privacy for separate groups. We can't wait to go back one day!"
beautiful tuscan villa with pool, ideal for groups

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

La Pergola typical Tuscan house with wonderful view

10.0 out of 10, Exceptional, (10)
"The setting was beautiful. It was great sipping wine on the patio in the evenings and just looking into the valley below and towards Cortona Italy. It was very private and peaceful. Great for sipping coffee in the morning."
La Pergola typical Tuscan house with wonderful view

The Old Fashion House

10.0 out of 10, Exceptional, (5)
"This was the perfect spot in Cortona right on the main street. This place met all our expectations and was as advertised."
The Old Fashion House

Pet friendly home in Cortona with WiFi

10.0 out of 10, Exceptional, (1)
"Wir haben die Zeit hier sehr genossen, tolles Haus, tolle Gastgeber"
Pet friendly home in Cortona with WiFi

4 bedroom amazing home in Cortona

4 bedroom amazing home in 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

Holiday home in Cortona with pool

10.0 out of 10, Exceptional, (12)
"It was a perfect location for our day trips to discover and taste Tuscany! Accommodation and the facilities were very good."
Holiday home in Cortona with pool

Stunning Town House Cortona, Tuscany. Private Courtyard & Rooftop Terrace

Stunning Town House Cortona, Tuscany. Private Courtyard & Rooftop Terrace

I Mandorli 8, Emma Villas

I Mandorli 8, Emma Villas

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

9.0 out of 10, Wonderful, (2)
"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

"Gabolandia", a holiday home in Cortona

9.2 out of 10, Wonderful, (5)
"Wir verbrachten mit 6 Personen unseren 14tägigen Urlaub hier. Das Gelände und der Swimmingpool sind top. Das Ferienhaus ist für 6 Personen geeignet. Im Dachgeschoss sind Klimaanlagen verbaut, was wir richtig toll fanden. Abstriche gibt es für die unzeitgemäße Küchenausstattung. Eine Spülmaschine sollte für 6-8 Personen schon vorhanden sein. Auch eine simple Kaffeemaschine gehört meiner Ansicht nach zur Grundausstattung. Weitere Gründe zum meckern gibt es nicht. Wir hatten einen schönen Urlaub....
"Gabolandia", a holiday home in Cortona

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

9.6 out of 10, Exceptional, (4)
"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

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

10.0 out of 10, Exceptional, (4)
"A wonderful short break and Isabella and her team were exceptionally kind and very helpful. They even helped us with car hire as another company had tried to rip us off yet these guys were very kind and genuine. Can highly recommend."
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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Other property types in Cortona

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

10.0 out of 10, Exceptional, (4)
"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

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

9.8 out of 10, Exceptional, (67)
"We enjoyed especially the terrace because we had sunny weather"
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.

Casa Fontelunga, Tuscan holiday villa with private pool

9.4 out of 10, Exceptional, (8)
"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
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.