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Featured Villas in Cortona

"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Pool
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (56)
"Where to even begin? We loved everything about our stay. Stefania was wonderful, and responsive to our many questions before we even arrived. Upon arrival, it felt like a dream. The Villa is beautiful, private, and expansive. The property is huge, with lots of olive trees, fig trees, and places for the kids to play and explore. And not to mention the stunning pool, which overlooks the most incredible views of Cortona. We were pleased to find a ping pong table, and just absolutely loved the pool...
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Pool
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
9.4 out of 10, Exceptional, (41)
"Nice enough property, very clean. You need to reconfigure furniture in living room so more people can sit. Ok for 2 people but not really inviting and comfortable. Don't need the dining table in that room or that huge hutch. More wine glasses and bowls needed. Update master bedroom mattress. Very uncomfortable. Grounds very enjoyable! Property manager very responsive and helpful. Not really walkable up to hilltop. Reason for the lower rating is the house is over 200 years old...
Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona
Villa in Cortona with 6 bedrooms sleeps 12
Fridge, microwave, oven, stovetop
Villa in Cortona with 6 bedrooms sleeps 12
9.8 out of 10, Exceptional, (9)
"A terrific property in Cortona that should not be missed. A fantastic location to town requiring an uphill but not overwhelming walk or 5 minute drive to parking. The house is welcoming and stays very cool even on a warm day. Beautiful views and grounds with a comfortable pool. Wonderful place to base a trip and enjoy day trips within Tuscany. Owner and staff easy to communicate with and very available if needed. Will definitely stay there again on our next trip to Tuscany! Pictures do not do...
Villa in Cortona with 6 bedrooms sleeps 12
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Villa D'Epoca Vagnucci - Cortona
Fridge, microwave, oven, stovetop
Villa D'Epoca Vagnucci - Cortona
10.0 out of 10, Exceptional, (1)
"Have stayed in area before, but not Cortona. We were taken around the property by Nonna and her grandson. A great team. They bogg live on siteNonna was attentive but not intrusive, and always left us tomatoes and basil from her garden, but spoke no english - more of a comment about us than her as it would have been great to talk to her more fully. A lovely lady. Stefano was great as translator, go to guy for info - taxi firms, air con specialists, bar to watch womens footy final! Etc A great...
Villa D'Epoca Vagnucci - Cortona
Villa Gioia near Cortona, Private Pool,Bband,bbq,stunning views.
Fridge, microwave, oven, stovetop
Villa Gioia near Cortona, Private Pool,Bband,bbq,stunning views.
9.8 out of 10, Exceptional, (40)
"We had a fantastic week in this lovely villa. It really does have everything you could possibly need - a real home from home. Lots of lovely spaces inside and out to enjoy. We loved sitting out in the evenings having dinner and we’re lucky to be there during the Perseus meteor shower and saw lots of shooting stars in the clear skys. We also ate out in the lovely town of Cortona - la buccia with beautifully presented food and a couple of more casual restaurants which were also excellent. The...
Villa Gioia near Cortona, Private Pool,Bband,bbq,stunning views.
Large independent villa with pool: privacy, absolute quiet and sweeping views.
Property grounds
Large independent villa with pool: privacy, absolute quiet and sweeping views.
9.2 out of 10, Wonderful, (16)
"Thanks, Etienne"
Large independent villa with pool: privacy, absolute quiet and sweeping views.
Villa Primula - Holiday Rental in Cortona, Tuscany
Pool
Villa Primula - Holiday Rental in Cortona, Tuscany
9.6 out of 10, Exceptional, (45)
"A great villa for a 3 generation group; lovely pool and garden with plenty of outside furniture. Cafes, shops and transport are within walking distance. Spacious rooms and well equipped kitchen. Owner very helpful."
Villa Primula - Holiday Rental in Cortona, Tuscany
Villa Mulino - Completely renovated old mill in Tuscany
A heated pool
Villa Mulino - Completely renovated old mill in Tuscany
9.6 out of 10, Exceptional, (4)
Villa Mulino - Completely renovated old mill in Tuscany
Beautiful villa with spectacular views in a rural location
Pool
Beautiful villa with spectacular views in a rural location
9.8 out of 10, Exceptional, (38)
"Fabulous location and property. We had a fantastic family holiday in the house. Great area to explore. Madeline was lovely. We will be back"
Beautiful villa with spectacular views in a rural location
Heritage Tuscan Farmhouse with private swimming pool
Pool
Heritage Tuscan Farmhouse with private swimming pool
10.0 out of 10, Exceptional, (39)
"We had a lovely holiday at Villa Rasenna. Louise is a great host and was very helpful and replied very quickly to any queries. The kitchen is well equipped and the sitting area comfortable and homely. We made good use of the pool. We enjoyed a great meal in the villa cooked by Elena and a local wine tasting and pizza in the village. There are lovely walks from the villa in the local countryside. Would definitely recommend a holiday and we would love to return. Thanks Louise."
Heritage Tuscan Farmhouse with private swimming pool
Belvilla by OYO Villa Letizia
3 bedrooms, WiFi
Belvilla by OYO Villa Letizia
8.8 out of 10, Excellent, (6)
"We couldn’t have been happier with our stay! Our Villa had an old world charm that was just what we wanted while staying in Tuscany! The view was AMAZING! Our host was so responsive and gave us a private tour of his Cortona. We took advantage of the hot tub and the private bath that was set up with candles and champagne! Another recommendation would be to have dinner with Luka.( our host) in his home. The food was traditionally prepared and amazing. Overall an wonderful stay!!"
Belvilla by OYO Villa Letizia
Luxury Cortona view hilltop Villa,great for families/groups; A/C & heatable pool
Property grounds
Luxury Cortona view hilltop Villa,great for families/groups; A/C & heatable pool
10.0 out of 10, Exceptional, (42)
"The house was perfect! The pictures don’t do it justice for how beautiful it really is. We went in June when everything was in bloom and it was a perfect vacation. We were a group of 9 friends who love to cook and loved the pizza oven and local markets. We hung out by the pool daily and went wine tasting with a driver recommended in the house book. We had dinner cooked for us in the house one night by Denise and it was amazing! We rented e-bikes and tackled the driveway (which is not for the...
Luxury Cortona view hilltop Villa,great for families/groups; A/C & heatable pool
Beautifully converted farmhouse alone on a tuscan hillside with stunning views
Pool
Beautifully converted farmhouse alone on a tuscan hillside with stunning views
8.6 out of 10, Excellent, (13)
"The house is very spacious, solid (a beautifully restored stone house) and comfortable, but the best thing about it is the location. The view over the almost completely unspoiled valley is amazing. The pool, although quite small, is ideally located in a natural terrace that takes the sun all day long. All in all we had a great stay. Not ideal for those who don't like isolation or don't own/drive a 4WD. The house is at the end of a fairly long drive through the woods on an unpaved and very bumpy...
Beautifully converted farmhouse alone on a tuscan hillside with stunning views
Luxury Peaceful Villa With Vine Covered Pergola Enjoying Panoramic Views.
Outdoor pool, a heated pool
Luxury Peaceful Villa With Vine Covered Pergola Enjoying Panoramic Views.
10.0 out of 10, Exceptional, (30)
"If you are looking for the ultimate place to relax and enjoy the Tuscan / Umbrian country side, this is the place. The morning sunrises are spectacular and warming after the cool May nights. The villa contains all the conveniences of home. There was plenty of room for 4 couples to spread out and have their privacy. Ashleigh and her team are great hosts."
Luxury Peaceful Villa With Vine Covered Pergola Enjoying Panoramic Views.
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
Fridge, microwave, oven, stovetop
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
9.8 out of 10, Exceptional, (7)
"Surrounding very nice and quiet. Accomodation very comfortable and huge garden. Large Shilling pool. Everything compiled to have a very nice stay."
Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.
Rustic Farmhouse for 10 person with Private Swimming Pool
Exterior
Rustic Farmhouse for 10 person with Private Swimming Pool
9.8 out of 10, Exceptional, (34)
"Overall we had a wonderful stay! This property is very charming and in an ideal location for exploring Tuscany. It was exactly what we were looking for in terms of a traditional Tuscany house to serve as a home base for our trip. The property itself is beautiful with fruit and olive trees surrounding it and flowers on the grounds. The house is very roomy with many places to sit outside and big bedrooms, with a giant kitchen table. Note that there is no AC (as is typical in Italy) - but there...
Rustic Farmhouse for 10 person with Private Swimming Pool
Lovely 4 bedroom villa, private pool, 3KM to Cortona, walk to restaurant
Exterior
Lovely 4 bedroom villa, private pool, 3KM to Cortona, walk to restaurant
9.8 out of 10, Exceptional, (9)
"Casa Dardano was wonderful…while the house is super old (and has lots of history), it was very comfortable. While the house was fine, it was the owners, Paulo and Carla, that made our stay very special and memorable! Both were so warm and welcoming it felt like we had two new and special friends. Between providing restaurant recommendations (and helping with reservations), giving directions, introducing us to the local folks at the market, setting up wine tastings, etc. They are very special...
Lovely 4 bedroom villa, private pool, 3KM to Cortona, walk to restaurant
La Torretta 10, Emma Villas
Pool
La Torretta 10, Emma Villas
9.0 out of 10, Wonderful, (6)
"The villa was lovely, and our property manager was very attentive. The villa itself was very comfortable, bedrooms were clean and neat. The bathrooms were adequate with clean towels and great hot water. The kitchen was well equipped, definitely could use a larger coffee pot. The outdoor space is beautiful, the pool is well maintained.There is a washer but no dryer.The property is a bit remote, on the side of a mountain you need to drive everywhere. The house was not equipped with flashlights or...
La Torretta 10, Emma Villas
Borgo Veronica - Country House with swimming pool near Cortona, Tuscany
Pool
Borgo Veronica - Country House with swimming pool near Cortona, Tuscany
10.0 out of 10, Exceptional, (11)
Borgo Veronica - Country House with swimming pool near Cortona, Tuscany
Villa Portole Uno - Holiday Villa Rental in Cortona
Pool
Villa Portole Uno - Holiday Villa Rental in Cortona
10.0 out of 10, Exceptional, (36)
"Beautiful home with an amazing view! We had everything we needed and more! Easy drive to Cortona. Fresh eggs, homemade wine and delicious torta were brought to us and were very much enjoyed. Grazie mille per tutti! We highly recommend staying here!"
Villa Portole Uno - Holiday Villa Rental in Cortona
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See all available properties 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.

Other property types in Cortona

Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Outdoor dining
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, (56)
"We loved absolutely everything about our stay in Cortona! Samantha and Alen were great communicators and made the check in easy. The apartment is perfection! From the tall, shuttered windows, beautiful tiled floors, high ceilings and amazing terrace, it was amazing!! The location couldn’t have been better and the views….. Even though I didn’t really use it, the kitchen was well stocked. All in all- wow!! We didn’t want to leave and hope to be back."
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
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, (1)
"The house and garden are beautiful and cozy. The view from the den and upstairs bedrooms is absolutely breathtaking. It is very centrally located with quick access to the piazzas with shopping and dining, and it is just far enough up the hill to help you burn off all the wine and pasta calories, but not far enough up the hill to be difficult. The together in Tuscany team managing the place are very friendly and professional and made everything smooth-including getting a driver to and from the...
Casa Bacco - private house with a remarkable garden in the centre of Cortona
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
Pool
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (56)
"Where to even begin? We loved everything about our stay. Stefania was wonderful, and responsive to our many questions before we even arrived. Upon arrival, it felt like a dream. The Villa is beautiful, private, and expansive. The property is huge, with lots of olive trees, fig trees, and places for the kids to play and explore. And not to mention the stunning pool, which overlooks the most incredible views of Cortona. We were pleased to find a ping pong table, and just absolutely loved the pool...
"Villa Stefania" Old Tuscan Farmhouse - Great View on 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.

Cortona Villas information

Number of reviews
271
Accommodation
337 Villas
Lowest Price
Highest Price

Recent Reviews in Cortona
Expedia verified reviews

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

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

5/5 Excellent
Amazing!!
"We loved absolutely everything about our stay in Cortona! Samantha and Alen were great communicators and made the check in easy. The apartment is perfection! From the tall, shuttered windows, beautiful tiled floors, high ceilings and amazing terrace, it was amazing!! The location couldn’t have been better and the views….. Even though I didn’t really use it, the kitchen was well stocked. All in all- wow!! We didn’t want to leave and hope to be back."
A verified traveller from Southampton, Ontario stayed at Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
Posted 3 days ago
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.