Title: Cortona Villas | Expedia.ca [Cortona Travel Guide](https://expedia.ca/Cortona.dx601360)[Hotels in Cortona](https://expedia.ca/Cortona-Hotels.d601360.Travel-Guide-Hotels)[Vacation Rentals in Cortona](https://expedia.ca/Cortona-Vacation-Rentals.d601360.Travel-Guide-VacationRentals)[Flights to Cortona](https://expedia.ca/Cheap-Flights-To-Cortona.d601360.Travel-Guide-Flights)[Things to do in Cortona](https://expedia.ca/Things-To-Do-In-Cortona.d601360.Travel-Guide-Activities)[Cortona Car Rentals](https://expedia.ca/Car-Rentals-In-Cortona.d601360.Car-Rental-Guide)[Cortona Vacation Packages](https://expedia.ca/Cortona.d601360.Destination-Travel-Guides) ![Cortona showing a city and farmland](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157531-Arezzo-Province.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Cortona Villa Rentals ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Cortona Villas ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/29000000/28850000/28840500/28840420/7b5bc062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/29000000/28850000/28840500/28840420/7484c9c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/29000000/28850000/28840500/28840420/2dd1cad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/29000000/28850000/28840500/28840420/73d0cc6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Cortona view hilltop Villa cortona 10/10 Exceptional (48) "Perfect location for day trips covering so many of the hilltop towns. Perfect accommodation for a group of 12 friends as each bedroom has it’s own bathroom.Perfect Villa for relaxing at home coffee every morning, lying by the pool and dinner watching the incredible sunsets.Perfect hosts. Denise takes care of everything while you are at the villa including cooking us a wonderful dinner. Mieke answered all our questions prior to our arrival very promptly. She has set the villa up perfectly and... [](https://www.expedia.ca/Cortona-Hotels-Luxury-Cortona-View-Hilltop-Villa.h28840420.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/23000000/22420000/22417000/22416905/5ca612bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/23000000/22420000/22417000/22416905/22b1287d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/23000000/22420000/22417000/22416905/4da87150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/23000000/22420000/22417000/22416905/204a30c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool. CORTONA 9.4/10 Exceptional (12) "Surrounding very nice and quiet. Accomodation very comfortable and huge garden. Large Shilling pool. Everything compiled to have a very nice stay." [](https://www.expedia.ca/Cortona-Hotels-Large-Stone-Manor-With-8BR-And-7ba.h22416905.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104020000/104011600/104011538/8c4464b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104020000/104011600/104011538/3ccaf447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104020000/104011600/104011538/2e9c9b6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/105000000/104020000/104011600/104011538/7c9f2947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### I Cipressi, 5 bedrooms with pool near Cortona Cortona 10/10 Exceptional (2) "The home is beautiful: Wonderfully decorated and lovingly cared for. Views are amazing; Caretakers are lovely and we all fell in love with Zorro the Dog. My only complaint is that the beds were only box springs and could have been more comfortable." [](https://www.expedia.ca/Cortona-Hotels-I-Cipressi.h104011538.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/55000000/54050000/54041500/54041401/5b56cff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/55000000/54050000/54041500/54041401/32d381f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/55000000/54050000/54041500/54041401/8a34377e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/55000000/54050000/54041500/54041401/18ee3f0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casale Le Vigne, 8 pax, private pool Cortona 10/10 Exceptional (10) "Group of 9 had a fantastic stay. The villa is superbly fitted out with lovely decor and kitchen equipment. The kids loved the pool as did the adults and the evening meal area was superb. Very good communication with the host who gave us some great suggestions. Loved our holiday and the villa was exactly what we needed. Very secluded so loved watching the stars with lots of local wine." [](https://www.expedia.ca/Cortona-Hotels-Casale-Le-Vigne.h54041401.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73700000/73696300/73696229/6e88ad06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73700000/73696300/73696229/b7d8ec2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73700000/73696300/73696229/f4ab80da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/74000000/73700000/73696300/73696229/51e25aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wonderful private villa for 8 guests with WIFI, A/C, private pool, TV, veranda and panoramic view Cortona 10/10 Exceptional (1) "This was a fabulous stay for my family! Giuseppe and Adelfa went above and beyond, actually making a beautiful fruit torta upon our return and stocking the kitchen with necessary supplies for the jet-lagged crew. The house itself is stunning, we had many beautiful Tuscan dinners under the pergola. The pool is perfect for lounging, salt water clean, grass areas up to the pool edge, incredible view of the Val d’Chiana. The cafe at Torreone run by Luca is a short walk. Thank you again for a... [](https://www.expedia.ca/Cortona-Hotels-Wonderful-Private-Villa-With-WIFI.h73696229.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33960000/33959000/33958954/30c7d248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33960000/33959000/33958954/2e6b30f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33960000/33959000/33958954/1f992029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33960000/33959000/33958954/bb5fc319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful renovated stone villa - private pool,park,air conditioning,smart tv AREZZO 9.8/10 Exceptional (35) "We love our stay st Ca de Santi. Everything was great and the property is really amazing. You feel the Tuscany atmosphere." [](https://www.expedia.ca/Cortona-Hotels-Beautiful-Renovated-Stone-Villa-Private-Pool.h33958954.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/35000000/34750000/34745900/34745811/d0412164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books, music library](https://images.trvl-media.com/lodging/35000000/34750000/34745900/34745811/f6da5163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34750000/34745900/34745811/5455bf0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34750000/34745900/34745811/0e638402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heritage Tuscan Farmhouse with private swimming pool Cortona 10/10 Exceptional (48) "Overall a great stay! A little hot but the beautiful pool keeps you cool and very refreshed! Thank you Louise for everything and the delicious olive oil! The Pearson Family" [](https://www.expedia.ca/Cortona-Hotels-Heritage-Tuscan-Farmhouse-With-Private-Swimming-Pool.h34745811.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39410000/39406500/39406475/dd39eff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39410000/39406500/39406475/d4b9e736.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39410000/39406500/39406475/b67ecf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/40000000/39410000/39406500/39406475/e2bf380a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Farmhouse for 8+2 person with Private Swimming Pool Terontola-Cortona 9.8/10 Exceptional (37) "We had a pleasant time at the nice old house. The place has a lot of space and even with a bunch of people there are enough littleS places to have a quiet time for themselves. Mauro was a very nice and helpful host, and his sister cooked Tuscan food for us - delicious!" [](https://www.expedia.ca/Cortona-Hotels-Rustic-Farmhouse-For-10-Person-With-Private-Swimming-Pool.h39406475.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/35000000/34150000/34146000/34145902/fd68b252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34150000/34146000/34145902/b8143027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34150000/34146000/34145902/32625967.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books, stereo](https://images.trvl-media.com/lodging/35000000/34150000/34146000/34145902/f03d78fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautifully converted farmhouse alone on a tuscan hillside with stunning views Cortona 8.8/10 Excellent (16) "Had a good time, check in wasn't done properly. But we believe that it was a coincidence and will not happen again. Anything else was nice. The road is a bit difficult to drive on. Would recommend a car with a bit ground clearance. We are coming back most definitely." [](https://www.expedia.ca/Cortona-Hotels-Beautifully-Converted-Farmhouse-Alone-On-A-Tuscan-Hillside-With-Stunning-Views.h34145902.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21770000/21764500/21764446/34333b5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/22000000/21770000/21764500/21764446/4e7de5ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/22000000/21770000/21764500/21764446/7aab4d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel crib, free WiFi](https://images.trvl-media.com/lodging/22000000/21770000/21764500/21764446/4048f81c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany Cortona 10/10 Exceptional (42) "Lovely stay. Enjoyed the home, area, and local restaurants. Would stay again. " [](https://www.expedia.ca/Cortona-Hotels-Casa-La-Fonte-Luxury-Villa-Rental-With-Swimming-Pool-In-Cortona.h21764446.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/35000000/34080000/34076600/34076598/57865d06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34080000/34076600/34076598/69a96534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher](https://images.trvl-media.com/lodging/35000000/34080000/34076600/34076598/386a8de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34080000/34076600/34076598/7e411235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona Cortona 10/10 Exceptional (67) "Very nice house well appointed updated air conditioning in every room nice pool big yard for kids very nice place to stay for a family vacation. Everyone had their own bed. We had 12 in our group. We stayed a month and it was fantastic." [](https://www.expedia.ca/Cortona-Hotels-Villa-Stefania-Old-Tuscan-Farmhouse-Great-View-On-Cortona.h34076598.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21670000/21660200/21660181/5c36438e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/22000000/21670000/21660200/21660181/bac9ce44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/22000000/21670000/21660200/21660181/0472d4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21670000/21660200/21660181/c585d97b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Calcinaio - Holiday Country Villa with swimming pool in Cortona Cortona 9.2/10 Wonderful (46) "Great location in Tuscany! tight roads in and out of the property, must it has the most spectacular views around. 3 min. drive to Cortona.The villa is spacious and very accomodating. Just be sure to ask how to use the dishwasher and washing machine. " [](https://www.expedia.ca/Cortona-Hotels-Villa-Calcinaio-Holiday-Country-Villa-With-Swimming-Pool-In-Cortona.h21660181.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21770000/21762900/21762817/3b0c3fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/22000000/21770000/21762900/21762817/07a72521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/22000000/21770000/21762900/21762817/555af284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/22000000/21770000/21762900/21762817/f89df5f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wonderful private villa with A/C, WIFI, private pool, patio, panoramic view, close to Montepulciano Chianacce 8.4/10 Very good (24) "We hat a wonderful vavation at the Villa la fragola. Good located to the local cities and nice places to visit are very near. Alltough the house lies in a quiet and peaceful area which offers you a very good place to relax. At most we liked the big Pool and beautiful garden with a nice view. At least we want to say that the owner is very nice and friendly. All questions we had were directly solved." [](https://www.expedia.ca/Cortona-Hotels-Private-Villa-With-Wifi.h21762817.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/28000000/27330000/27320500/27320417/w1920h1277x0y0-58df0ca2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27330000/27320500/27320417/w955h1280x483y0-1d7a7969.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27330000/27320500/27320417/w1920h1277x0y0-449766a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/28000000/27330000/27320500/27320417/a2464e87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ancient manor house perfect for large groups, located near the Etruscan town of Cortona with private Cortona 10/10 Exceptional (1) "Wir haben uns sehr wohl gefühlt und auch unsere drei Hunde wurden herzlich aufgenommen. Unser Gastgeber ist sehr nett und hat uns Wein, Obst und Gemüse vorbeigebracht" [](https://www.expedia.ca/Cortona-Hotels-Ancient-Manor-House-For-12-Persons.h27320417.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27330000/27325600/27325580/2d443739.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27330000/27325600/27325580/16a622dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27330000/27325600/27325580/0ef9270b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27330000/27325600/27325580/fca97a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House only 4 km from Cortona, sleeps 12. Private pool, AC, Wi-Fi and small gym La Dogana 10/10 Exceptional (13) "Massimiliano was an excellent host. Always helping to find reservations& directions. Beds are very firm. Listing failed to mention there were 2 flights of concrete stairs to 4 of the bedrooms. Excellent pool for the family." [](https://www.expedia.ca/Cortona-Hotels-House-Only-4-Km-From-Cortona.h27325580.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/24000000/23550000/23549000/23548959/613325c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23550000/23549000/23548959/317b378b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/24000000/23550000/23549000/23548959/07810671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23550000/23549000/23548959/8881f509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful villa with spectacular views in a rural location Cortona 9.8/10 Exceptional (42) "Absolutely stunning location and lovely house. We loved our week here. X" [](https://www.expedia.ca/Cortona-Hotels-Beautiful-Villa-With-Spectacular-Views-In-A-Rural-Location.h23548959.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/22000000/21670000/21660300/21660201/fde60e92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/22000000/21670000/21660300/21660201/0a51c282.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/22000000/21670000/21660300/21660201/abf7ac24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/22000000/21670000/21660300/21660201/6f450fa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Margherita Tre - Country villa with swimming pool in Cortona, Tuscany Piegaio 9.2/10 Wonderful (31) "The villa is very cozy, it's about a 20 minutes drive from Cortona, in the middle of the country side, plan on grabbing groceries and supplies immediately. It's perfect if you want to experience a rustic simple authentic Italian country side life. We love our gift of fresh eggs the day before we left. Thanks." [](https://www.expedia.ca/Cortona-Hotels-Villa-Margherita-Tre-Country-Villa-With-Swimming-Pool-In-Cortona.h21660201.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/35000000/34060000/34055500/34055427/7d8e0c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34060000/34055500/34055427/a7b2d2e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34060000/34055500/34055427/a6873b37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34060000/34055500/34055427/4b2d7d13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Typical house with private pool and a stunning view Cortona 9.8/10 Exceptional (29) "Fantastic property, great views, very comfortable Villa." [](https://www.expedia.ca/Cortona-Hotels-Typical-House-Restored-With-Private-Pool-And-A-Stunning-View.h34055427.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35240000/35238800/35238764/11d2ea79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/36000000/35240000/35238800/35238764/15f3c555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/36000000/35240000/35238800/35238764/f3455dce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/36000000/35240000/35238800/35238764/w1495h1000x0y0-3d1dc466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic Lux Country House Cortona Old Town 9.8/10 Exceptional (10) "The picturesque setting is truly beautiful. The communication was clear, professional, kind and present. Great beds, pool, view and location. It is an easy drive to Sienna and the other Tuscan towns. Communication through the WhatsApp is helpful with the managers of the property. Thank you for a wonderful stay." [](https://www.expedia.ca/Cortona-Hotels-Luxury-Cottage.h35238764.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91390000/91387600/91387518/681ab442.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/92000000/91390000/91387600/91387518/09ba14a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91390000/91387600/91387518/7e374bda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91390000/91387600/91387518/7d95afc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Mulino - Completely renovated old mill in Tuscany Adatti 9.8/10 Exceptional (7) "Absolutely perfect. The house is immaculate, a tasteful blend of traditional and contemporary and still eminently functional. The owner should be very proud of what he has created here, he has impeccable taste and his attention to detail to ensure the comfort of his guests is an example to others. He is also an excellent host, charming, warm and genuinely concerned as to your comfort. The garden has to be at least an acre and is absolutely beautiful and not surprisingly well maintained. The pool... [](https://www.expedia.ca/Cortona-Hotels-Villa-Mulino-Completely-Renovated-Old-Mill-In-Tuscany.h91387518.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16®ionId=601360&adults=2&lodging=VILLA&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCortona-Villas.d601360-aaVillas.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCortona-Villas.d601360-aaVillas.Travel-Guide-Accommodation) ## Top Cortona Hotel Reviews ![Relais Villa Baldelli](//images.trvl-media.com/lodging/1000000/930000/921400/921392/971bb732_y.jpg) ### Relais Villa Baldelli 10/10 Excellent "Beautiful place. Fantastic staff and breakfast. Close to Corrona, Assisi Arezzo. And a great cooking class. You will be glad you stayed here. " [](https://expedia.ca/Cortona-Hotels-Relais-Villa-Baldelli.h921392.Hotel-Information) ![Monastero di Cortona Hotel & Spa](//images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg) ### Monastero di Cortona Hotel & Spa 10/10 Excellent "Beautiful property, the staff were really friendly and helpful. " [](https://expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![Villa Borgo San Pietro](//images.trvl-media.com/lodging/2000000/1680000/1677700/1677691/12bc3783_y.jpg) ### Villa Borgo San Pietro 10/10 Excellent "Beautiful property very close to Cortona - friendly staff led by Alessandro" [](https://expedia.ca/Cortona-Hotels-Villa-Borgo-San-Pietro.h1677691.Hotel-Information) ![Locanda agli Amici](//images.trvl-media.com/lodging/91000000/90310000/90300600/90300548/5a958be8_y.jpg) ### Locanda agli Amici 10/10 Excellent "Amazing breakfast and first class service. Host was very attentive to details, the property is beautiful. Location is great, walking distance to a working monastery and to the town of Cortona. A peaceful spot and very safe. Beds were comfortable and the room was well appointed." [](https://expedia.ca/Cortona-Hotels-Locanda-Agli-Amici.h90300548.Hotel-Information) ![Il Falconiere - Relais e Chateaux](//images.trvl-media.com/lodging/1000000/530000/528500/528472/2334a48c_y.jpg) ### Il Falconiere - Relais e Chateaux 10/10 Excellent "Absolutely Amazing place / stay ! My wife and I only have raving reviews…for us it is in our Top 3 best Hotel stay ever…and we have been to some amazing Hotels before around the world. " [](https://expedia.ca/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) ![Hotel Villa Marsili](//images.trvl-media.com/lodging/1000000/930000/922700/922648/c5455b25_y.jpg) ### Hotel Villa Marsili 10/10 Excellent "I can't recommend the Marsili highly enough. The property is perfectly situated just on the outskirts of Cortona center. A 5 minute walk and you are exploring a fascinating, casual, friendly, safe and fun neighborhood. Every member of the staff went out of their way to meet our needs. We loved the breakfast as it was different daily and so delicious. The rooms were large and comfortable. We sat up in bed in the morning to outstanding views of the valley. It was out of a painting. " [](https://expedia.ca/Cortona-Hotels-Hotel-Villa-Marsili.h922648.Hotel-Information) ![Villa di Piazzano - Small Luxury Hotel of the World](//images.trvl-media.com/lodging/1000000/980000/972000/971985/473f66a9_y.jpg) ### Villa di Piazzano - Small Luxury Hotel of the World 10/10 Excellent "If you like a peaceful quiet getaway this is the place!" [](https://expedia.ca/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) ![Hotel San Michele](//images.trvl-media.com/lodging/1000000/990000/984500/984435/cd5b1ca8_y.jpg) ### Hotel San Michele 10/10 Excellent "Very friendly and helpful staff. Nice rooms" [](https://expedia.ca/Cortona-Hotels-Hotel-San-Michele.h984435.Hotel-Information) ![Luxury Cortona view hilltop Villa](//images.trvl-media.com/lodging/29000000/28850000/28840500/28840420/73d0cc6c_y.jpg) ### Luxury Cortona view hilltop Villa 10/10 Excellent "When we were looking for somewhere to celebrate our 50th wedding anniversary with our family we naturally turned to Italy where we have spent many happy holidays in the past. We found Fondo Caprile in an area we had visited before and decided that it would be the ideal place. How right we were. It certainly lived up to its photos and our expectations. Communications beforehand with the host, Mieke, were prompt and helpful. The house itself was equipped with everything you can think of (and more). It is so spacious and has such lovely grounds. We loved sitting in the outside dining area at mealtimes with its views across to Cortona, even when there was a thunderstorm on one occasion.Fondo Caprile is also well located, within an hour or so of Perugia, Assisi and Montepulciano by car with Cortona just twenty minutes away. We also took advantage of the railway service from Camucia for trips to Florence and Orvieto.We used the meal service provided by Denise (the caretaker) and her friend Lorena on 3 occasions and would not have found any better meals in the local restaurants. " [](https://expedia.ca/Cortona-Hotels-Luxury-Cortona-View-Hilltop-Villa.h28840420.Hotel-Information) ## Find out more about Cortona ## Cortona Villas information | Number of reviews | 288 | | --- | --- | | Accommodation | 511 Villas | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Acquaviva Hotels](https://www.expedia.ca/Acquaviva-Hotels.d6047638.Travel-Guide-Hotels) - [Farmstay in Arezzo](https://www.expedia.ca/Arezzo-Agritourism.d11306-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Arezzo](https://www.expedia.ca/Arezzo-Apart-Hotels.d11306-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Arezzo](https://www.expedia.ca/Arezzo-Apartments.d11306-aaApartments.Travel-Guide-Accommodation) - [B&B in Arezzo](https://www.expedia.ca/Arezzo-Bed-And-Breakfast.d11306-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Arezzo](https://www.expedia.ca/Arezzo-Castles.d11306-aaCastles.Travel-Guide-Accommodation) - [Chalets in Arezzo](https://www.expedia.ca/Arezzo-Chalets.d11306-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Arezzo](https://www.expedia.ca/Arezzo-Guest-Houses.d11306-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in Arezzo](https://www.expedia.ca/Arezzo-Hostels.d11306-aaHostels.Travel-Guide-Accommodation) - [Vacation Homes in Arezzo](https://www.expedia.ca/Arezzo-Private-Vacation-Homes.d11306-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Townhomes in Arezzo](https://www.expedia.ca/Arezzo-Townhomes.d11306-aaTownhomes.Travel-Guide-Accommodation) - [Villas in Arezzo](https://www.expedia.ca/Arezzo-Villas.d11306-aaVillas.Travel-Guide-Accommodation) - [Lgbt Friendly Hotels in Bettolle](https://www.expedia.ca/Bettolle-Hotels-LGBT-Friendly-Hotel.0-0-d6285815-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Bettolle Hotels](https://www.expedia.ca/Bettolle-Hotels.d6285815.Travel-Guide-Hotels) - [Brolio Hotels](https://www.expedia.ca/Brolio-Hotels.d6361222.Travel-Guide-Hotels) - [B&B in Camucia](https://www.expedia.ca/Camucia-Bed-And-Breakfast.d6289367-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Camucia Hotels](https://www.expedia.ca/Camucia-Hotels.d6289367.Travel-Guide-Hotels) - [Casa del Re Hotels](https://www.expedia.ca/Casa-Del-Re-Hotels.d6361319.Travel-Guide-Hotels) - [Castiglion Fiorentino Hotels](https://www.expedia.ca/Castiglion-Fiorentino-Hotels.d6047858.Travel-Guide-Hotels) - [Castroncello Hotels](https://www.expedia.ca/Castroncello-Hotels.d6361225.Travel-Guide-Hotels) - [Cesa Hotels](https://www.expedia.ca/Cesa-Hotels.d6361221.Travel-Guide-Hotels) - [Cignano Hotels](https://www.expedia.ca/Cignano-Hotels.d6361206.Travel-Guide-Hotels) - [Cortona Old Town Hotels](https://www.expedia.ca/Cortona-Old-Town-Cortona-Hotels.0-n553248633938945259-0.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Foiano della Chiana](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-LGBT-Friendly-Hotel.0-0-d6123312-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Foiano della Chiana Hotels](https://www.expedia.ca/Foiano-Della-Chiana-Hotels.d6123312.Travel-Guide-Hotels) - [Fossa del Lupo Hotels](https://www.expedia.ca/Fossa-Del-Lupo-Hotels.d6361318.Travel-Guide-Hotels) - [Fratticciola Hotels](https://www.expedia.ca/Fratticciola-Hotels.d6289694.Travel-Guide-Hotels) - [Gracciano Hotels](https://www.expedia.ca/Gracciano-Hotels.d3000027885.Travel-Guide-Hotels) - [Il Borgo Hotels](https://www.expedia.ca/Il-Borgo-Hotels.d6361285.Travel-Guide-Hotels) - [La Strada-Santa Cristina Hotels](https://www.expedia.ca/La-Strada-Santa-Cristina-Hotels.d6361315.Travel-Guide-Hotels) - [Lucignano Hotels](https://www.expedia.ca/Lucignano-Hotels.d6048408.Travel-Guide-Hotels) - [Marciano della Chiana Hotels](https://www.expedia.ca/Marciano-Della-Chiana-Hotels.d6285674.Travel-Guide-Hotels) - [Mercatale di Cortona Hotels](https://www.expedia.ca/Mercatale-Di-Cortona-Hotels.d601101.Travel-Guide-Hotels) - [B&B in Molinelli](https://www.expedia.ca/Molinelli-Bed-And-Breakfast.d6361231-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Monsigliolo Hotels](https://www.expedia.ca/Monsigliolo-Hotels.d6361279.Travel-Guide-Hotels) - [Montagnano Hotels](https://www.expedia.ca/Montagnano-Hotels.d6361223.Travel-Guide-Hotels) - [Montalla Hotels](https://www.expedia.ca/Montalla-Hotels.d6361236.Travel-Guide-Hotels) - [Montecchio Del Loto Hotels](https://www.expedia.ca/Montecchio-Del-Loto-Hotels.d553248635975864690.Travel-Guide-Hotels) - [Montecchio Hotels](https://www.expedia.ca/Montecchio-Hotels.d6361207.Travel-Guide-Hotels) - [Farmstay in Montepulciano](https://www.expedia.ca/Montepulciano-Agritourism.d601351-aaAgritourism.Travel-Guide-Accommodation) - [Apartments in Montepulciano](https://www.expedia.ca/Montepulciano-Apartments.d601351-aaApartments.Travel-Guide-Accommodation) - [B&B in Montepulciano](https://www.expedia.ca/Montepulciano-Bed-And-Breakfast.d601351-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Montepulciano](https://www.expedia.ca/Montepulciano-Castles.d601351-aaCastles.Travel-Guide-Accommodation) - [Chalets in Montepulciano](https://www.expedia.ca/Montepulciano-Chalets.d601351-aaChalets.Travel-Guide-Accommodation) - [Cottages in Montepulciano](https://www.expedia.ca/Montepulciano-Cottages.d601351-aaCottages.Travel-Guide-Accommodation) - [Country Houses in Montepulciano](https://www.expedia.ca/Montepulciano-Country-House.d601351-aaCountryHouse.Travel-Guide-Accommodation) - [Guest Houses in Montepulciano](https://www.expedia.ca/Montepulciano-Guest-Houses.d601351-aaGuestHouses.Travel-Guide-Accommodation) - [Vacation Homes in Montepulciano](https://www.expedia.ca/Montepulciano-Private-Vacation-Homes.d601351-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Montepulciano](https://www.expedia.ca/Montepulciano-Resort-Hotels.d601351-aaResortHotels.Travel-Guide-Accommodation) - [Montepulciano Stazione Hotels](https://www.expedia.ca/Montepulciano-Stazione-Hotels.d6285775.Travel-Guide-Hotels) - [Rv Parks in Montepulciano Stazione](https://www.expedia.ca/Montepulciano-Stazione-RV-Parks.d6285775-aaRVParks.Travel-Guide-Accommodation) - [Townhomes in Montepulciano](https://www.expedia.ca/Montepulciano-Townhomes.d601351-aaTownhomes.Travel-Guide-Accommodation) - [Treehouses in Montepulciano](https://www.expedia.ca/Montepulciano-Treehouses.d601351-aaTreehouses.Travel-Guide-Accommodation) - [Villas in Montepulciano](https://www.expedia.ca/Montepulciano-Villas.d601351-aaVillas.Travel-Guide-Accommodation) - [Ossaia Hotels](https://www.expedia.ca/Ossaia-Hotels.d6361235.Travel-Guide-Hotels) - [Palazzo del Pero Hotels](https://www.expedia.ca/Palazzo-Del-Pero-Hotels.d6361237.Travel-Guide-Hotels) - [Pergo Hotels](https://www.expedia.ca/Pergo-Hotels.d6342993.Travel-Guide-Hotels) - [Lgbt Friendly Hotels in Pieve a Quarto](https://www.expedia.ca/Pieve-A-Quarto-Arezzo-Hotels-LGBT-Friendly-Hotel.0-n553248635976399858-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Polvano Hotels](https://www.expedia.ca/Polvano-Hotels.d6292817.Travel-Guide-Hotels) - [Portole Hotels](https://www.expedia.ca/Portole-Hotels.d3000390328.Travel-Guide-Hotels) - [Riccio Hotels](https://www.expedia.ca/Riccio-Hotels.d6292825.Travel-Guide-Hotels) - [Rigutino Hotels](https://www.expedia.ca/Rigutino-Hotels.d6361226.Travel-Guide-Hotels) - [Hotels near Santa Margherita Basilica](https://www.expedia.ca/Santa-Margherita-Basilica-Hotels.0-l553248621532500209-0.Travel-Guide-Filter-Hotels) - [Santa Maria Hotels](https://www.expedia.ca/Santa-Maria-Hotels.d553248635975862846.Travel-Guide-Hotels) - [Resorts in Sinalunga](https://www.expedia.ca/Sinalunga-Resort-Hotels.d603293-aaResortHotels.Travel-Guide-Accommodation) - [Sodo Hotels](https://www.expedia.ca/Sodo-Hotels.d6361280.Travel-Guide-Hotels) - [Terontola Hotels](https://www.expedia.ca/Terontola-Hotels.d6025579.Travel-Guide-Hotels) - [Torrita di Siena Hotels](https://www.expedia.ca/Torrita-Di-Siena-Hotels.d6046345.Travel-Guide-Hotels) - [Farmstay in Val d'Orcia](https://www.expedia.ca/Val-DOrcia-Agritourism.d6047918-aaAgritourism.Travel-Guide-Accommodation) - [Vacation Homes in Val d'Orcia](https://www.expedia.ca/Val-DOrcia-Private-Vacation-Homes.d6047918-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Hotels near Valdichiana Outlet Village](https://www.expedia.ca/Valdichiana-Outlet-Village-Hotels.0-l6153160-0.Travel-Guide-Filter-Hotels) - [Valiano Hotels](https://www.expedia.ca/Valiano-Hotels.d6047297.Travel-Guide-Hotels) - [Flights from Terontola](https://www.expedia.ca/lp/flights/6025579/flights-from-terontola) - [Flights from Valiano](https://www.expedia.ca/lp/flights/6047297/flights-from-valiano) - [Flights from Marciano della Chiana](https://www.expedia.ca/lp/flights/6285674/flights-from-marciano-della-chiana) - [Flights from Sodo](https://www.expedia.ca/lp/flights/6361280/flights-from-sodo) - [Visit Camucia](https://www.expedia.ca/Camucia.dx6289367) - [Visit Creti](https://www.expedia.ca/Creti.dx3000439377) - [Visit Marciano della Chiana](https://www.expedia.ca/Marciano-Della-Chiana.dx6285674) - [Visit Mercatale di Cortona](https://www.expedia.ca/Mercatale-Di-Cortona.dx601101) - [Visit Metelliano](https://www.expedia.ca/Metelliano.dx553248635975868789) - [Visit Montagnano](https://www.expedia.ca/Montagnano.dx6361223) - [Visit Montepulciano Stazione](https://www.expedia.ca/Montepulciano-Stazione.dx6285775) - [Visit Ossaia](https://www.expedia.ca/Ossaia.dx6361235) - [Visit Portole](https://www.expedia.ca/Portole.dx3000390328) - [Visit Potassa](https://www.expedia.ca/Potassa.dx6361322) - [Visit Rigutino](https://www.expedia.ca/Rigutino.dx6361226) - [Visit San Pietro a Cegliolo](https://www.expedia.ca/San-Pietro-A-Cegliolo.dx6130155) - [Visit Sinalunga](https://www.expedia.ca/Sinalunga.dx603293) - [Visit Tegoleto](https://www.expedia.ca/Tegoleto.dx3000708346) - [Visit Terontola](https://www.expedia.ca/Terontola.dx6025579) - [Car rental Castiglion Fiorentino](https://www.expedia.ca/Car-Rentals-In-Castiglion-Fiorentino.d6047858.Car-Rental-Guide) - [Car rentals near Cortona Old Town](https://www.expedia.ca/Car-Rentals-In-Cortona-Old-Town.d553248633938945259.Car-Rental-Guide) - [Car rental Mercatale di Cortona](https://www.expedia.ca/Car-Rentals-In-Mercatale-Di-Cortona.d601101.Car-Rental-Guide) - [Car rental Montepulciano Stazione](https://www.expedia.ca/Car-Rentals-In-Montepulciano-Stazione.d6285775.Car-Rental-Guide) - [Car rental Terontola](https://www.expedia.ca/Car-Rentals-In-Terontola.d6025579.Car-Rental-Guide) - [Car rental Torrita di Siena](https://www.expedia.ca/Car-Rentals-In-Torrita-Di-Siena.d6046345.Car-Rental-Guide) - [Things to do in Brolio](https://www.expedia.ca/Things-To-Do-In-Brolio.d6361222.Travel-Guide-Activities) - [Things to do in Lucignano](https://www.expedia.ca/Things-To-Do-In-Lucignano.d6048408.Travel-Guide-Activities) - [Things to do in Terontola](https://www.expedia.ca/Things-To-Do-In-Terontola.d6025579.Travel-Guide-Activities) - [Book Villas in Cortona on Expedia.it](https://www.expedia.it/Cortona-Ville.d601360-aaVille.Guida-Viaggi-Alloggi)