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Featured Villas in Cortona

Fridge, microwave, oven, stovetop
Vintage Villa 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...
Vintage Villa Vagnucci - Cortona
Pool
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (55)
"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
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
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Property grounds
Luxury Cortona view hilltop Villa,great for families/groups; A/C & heatable pool
10.0 out of 10, Exceptional, (40)
"What a beautiful place to enjoy Christmas with family. The villa is beautiful, comfortable and has a well stocked kitchen with everything you could need. The views are amazing and we watched the New Year fireworks from the sitting room. Denise did an amazing job buying all of our groceries for our arrival. Mieke is a wonderful host - responsive and patient, answering all of our questions. We hope to come back in the summer one day."
Luxury Cortona view hilltop Villa,great for families/groups; A/C & heatable pool
Property grounds
Luxury Peaceful Villa With Vine Covered Pergola Enjoying Panoramic Views.
10.0 out of 10, Exceptional, (29)
"The views are knockout. The villa has a lovely warm homely feel. Lovely bathrooms and a kitchen with everything you could ever need. Dining out on the terrace was amazing. Outside, the gardens and pool are impeccable and plenty of lounging areas to be found. Quite a steep access road which our little hire car found a challenge so I’d recommend more power than a Fiat Panda. Although we managed fine. Will definitely recommend to large family groups. Perfect getaway to relax and drink in the...
Luxury Peaceful Villa With Vine Covered Pergola Enjoying Panoramic Views.
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
Pool
Villa Portole Uno - Holiday Villa Rental in Cortona
10.0 out of 10, Exceptional, (35)
"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
Pool
Rugantina- Large Tuscan countryhouse with private big pool and gardens, sleeps14
10.0 out of 10, Exceptional, (1)
"Proprietà perfetta per le nostre esigenze e completamente conforme alle foto sul sito. Ordinata, organizzata e con tutti i comfort necessari, perfetta per stare con un gruppo di amici immersi nella natura. Tutto funzionante e arredi nuovi che si intrecciano al meglio con lo stile di casa di campagna Semplicemente ottima"
Rugantina- Large Tuscan countryhouse with private big pool and gardens, sleeps14
Outdoor pool, an infinity pool
Villa with private infinity pool, exclusive location, AC, extra services
10.0 out of 10, Exceptional, (60)
"What wonderful stay!.. at a little piece of heaven. Pictures didn't do the villa justice. We've been to Italy 10 or so times and are very knowledge about all the regions and have travelled extensively throughout and this was maybe the best trip of them all. Our host Davide went above and beyond to help when needed and it was so nice to have the owners next store to the villa. He is passionate and very knowledgeable about the Tuscany region. A great guy. Enjoyed our first night pizza and...
Villa with private infinity pool, exclusive location, AC, extra services
Pool
Belvilla by OYO Villa Nigra
10.0 out of 10, Exceptional, (2)
"The place is great. I only wish there were a few more kitchen towels and a map to show an easier arrival. Don’t drive thru Cortona, go above towards the church and drive down."
Belvilla by OYO Villa Nigra
Fridge, microwave, oven, stovetop
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
10.0 out of 10, Exceptional, (31)
"Visited Cortona and Assisi beautiful home in convenient location"
Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany
Exterior
Silvestro, 3 bedroom converted church villa with pool in vineyard 3K to Cortona
10.0 out of 10, Exceptional, (11)
"We had a wonderful time. Paolo and Carla were excellent hosts. They reccommended some wonderful restaurants. Location was lovely. Camucia is a real place. Conad supermarket nearby. House very well equipped. Fantastic stay and even the weather was good in October."
Silvestro, 3 bedroom converted church villa with pool in vineyard 3K to Cortona
Pool
Fonte Vecchia Medieval Farmhouse for 8 Guests with lovely Private Pool
10.0 out of 10, Exceptional, (11)
"The photos barely do the place justice. We had a wonderful stay with 7 adults with more than enough space to share. The views and the landscaping were gorgeous and the house has everything you could ever need. The housekeeper Simona kept everything in perfect order and our personal highlight were the in-home dinner services. We could not have wished for a better stay. Thank you very much"
Fonte Vecchia Medieval Farmhouse for 8 Guests with lovely Private Pool
Pool
Beautiful villa with spectacular views in a rural location
9.8 out of 10, Exceptional, (35)
"We absolutely loved our stay! Hosted by Madeleine and her son Phillip who are both lovely and super helpful, this place is rural and quiet. The views are stunning and the house is well equipped and comfortable. It's a drive to the shops but so worth it for the peaceful location!"
Beautiful villa with spectacular views in a rural location
Property grounds
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
9.8 out of 10, Exceptional, (24)
"Just beautiful. Everything is as posted. Owners very accommodating. Enjoyed every minute. Not too far from neighboring towns such as Cortona, Camucia, Pergo. Sienna and Montalcino, a medieval town known for its Burrello was just a hour and half away making it a nice day trip. Would highly recommend it for a place to stay in beautiful Tuscany."
Beautiful renovated stone villa - private pool,park,air conditioning,smart tv
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.
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
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
Pool
Luxury cottage
9.8 out of 10, Exceptional, (9)
"Our family went on an amazing vacation and this was one of our favorite stops. The romantic house was perfect for the 8 of us. We absolutely loved it there and loved everything about it. We would highly recommend! *the only thing that I would let travelers know and I don’t know if this is just seasonal. At least in August , definitely bring bug spray, the romantic house does a great job of trying to keep the bugs away because once you leave the property, if you want to go for a walk or...
Luxury cottage
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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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

Pool
"Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona
10.0 out of 10, Exceptional, (55)
"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
View from property
Cortonas Rooftop Nest
10.0 out of 10, Exceptional, (5)
"Our recent stay in Cortona was pure bliss. The apartment boasted expansive views of the picturesque town, complemented by tasteful furnishings and a fully equipped, spacious kitchen. The Wi-Fi was top-notch, perfect for both work and leisure. Margherita, our charming host, was a delight. Fluent in English, she was always available and attentive to our needs. Highly recommend this gem for an unforgettable Tuscan experience."
The price is AU$282
includes taxes & fees
2 May - 3 May
Cortonas Rooftop Nest
Outdoor dining
Sun-Soaked Private View Terrace in the Historical Centre of Cortona.
9.8 out of 10, Exceptional, (53)
"Quaint, comfortable apartment with spectacular views from patio. Easy walking distance to main square. Alen, the property manager who checked us in was great; a Cortona resident who provided lots of suggestions. Samantha, the owner was also easy to work with and stayed in communication from booking to departure. Highly recommend property and host. For those arriving by train, I would suggest booking a taxi well in advance as they are difficult to arrange. We booked Saban Salijevic who was great!...
Sun-Soaked Private View Terrace in the Historical Centre of 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
312
Accommodation
387 Villas
Lowest Price
Highest Price

Frequently asked questions

How much do villas in Cortona cost?
Rates for villas in Cortona range between and per night. Whatever your budget, you’re sure to find a place that matches your needs on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Cortona?
Make use of your holiday days and pick from 387 villas in Cortona. For a family holiday, a weekend getaway or anything in between, Expedia will help you find the ideal space in a few simple clicks.
What is there to do near my villa in Cortona?
No matter your interests, Cortona has loads of things to keep you occupied. Cathedral of Cortona, Signorelli Theatre and Casali Palace are on most visitors’ schedules. Don’t forget about Agricola Buccelletti Winery, Palazzo Comunale and Museum of the Etruscan Academy either. With Expedia’s hotel deals in Cortona, you’ll be able to discover more neat attractions like these with the cash you save.

Recent Reviews in Cortona
Expedia verified reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5/5 Excellent
A wonderful hotel
"This is a wonderful hotel in every way: a beautiful building in an amazing location; excellent food at breakfast and dinner; a lovely, comfortable room and, most importantly, kind, welcoming and helpful staff. "
A verified traveller stayed at Monastero di Cortona Hotel & Spa
Posted 3 days ago
Monastero di Cortona Hotel & Spa