Title: Cortona Villas from CA $130 | 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) ![Medieval Old town of Cortona. Tuscany, Italy, Europe](https://images.trvl-media.com/place/601360/fa0f0956-db52-4f77-b501-41f8b74cd6ee.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/601360/fa0f0956-db52-4f77-b501-41f8b74cd6ee.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](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) - ![](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 In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cortona villas ![Exterior](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/144c6347.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/f3d4501e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/17368504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![15 bedrooms, bed sheets](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/7bf35f01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Cortona [](https://www.expedia.ca/Cortona-Hotels-VILLA-CORTONESE-Fifteen-Bedroom-Villa.h39138214.Hotel-Information) CA $8,635 CA $8,635 total includes taxes & fees Jan 17 - Jan 18 [](https://www.expedia.ca/Cortona-Hotels-VILLA-CORTONESE-Fifteen-Bedroom-Villa.h39138214.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/21c57ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/8a63955c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/534b658d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/2f8c0019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Cortona [](https://www.expedia.ca/Cortona-Hotels-Villa-Residenza-2-With-Shared-Pool.h112093273.Hotel-Information) CA $498 CA $565 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Cortona-Hotels-Villa-Residenza-2-With-Shared-Pool.h112093273.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093264/4e4955e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093264/93d4801b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093264/36ac7799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093264/2bc1fcaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Cortona [](https://www.expedia.ca/Cortona-Hotels-Villa-Loft-With-Shared-Pool.h112093264.Hotel-Information) CA $735 CA $803 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Cortona-Hotels-Villa-Loft-With-Shared-Pool.h112093264.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86170000/86163100/86163088/62520007.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/87000000/86170000/86163100/86163088/304acfc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/87000000/86170000/86163100/86163088/e34058f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/87000000/86170000/86163100/86163088/e7d80660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in La Valle [](https://www.expedia.ca/Magione-Hotels-Villa-Graziella.h86163088.Hotel-Information) 9.6/10 Exceptional (7 reviews) "excellent stay. Beautiful pool, well equipped kitchen, very friendly host.Perfect for the visit of the surrondigns: Perugia, the lake, Montepulciano." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) cinzia c. CA $157 CA $270 total includes taxes & fees Jan 17 - Jan 18 [](https://www.expedia.ca/Magione-Hotels-Villa-Graziella.h86163088.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/8208f9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/4f173bce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Triple Room | Bathroom](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/c721d6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e04fd69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Foiano della Chiana [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) 8.4/10 Very good (24 reviews) "Good house for one night. " ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Heiner CA $115 CA $130 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/d6476b51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/d05582b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/a8ccbf55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/8099b959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Sinalunga [](https://www.expedia.ca/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) 10/10 Exceptional (59 reviews) "Fantastic place! Great location. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Paul Q. CA $239 CA $275 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38720000/38715500/38715449/5fda0375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38720000/38715500/38715449/67e96970.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/39000000/38720000/38715500/38715449/a4d8ba7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38720000/38715500/38715449/39cefede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Campiglia d'Orcia [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-A-Delicious-Farmhouse-In-The-Countryside-Where-Only-The-Wind-Blows.h38715449.Hotel-Information) 10/10 Exceptional (7 reviews) "We had a wonderful stay at the villa - we were a group of 10 adults and 2 children and used the villa as our home base for a week to explore the area (Pienza, Siena, Montalcino, Montelpulciano, etc). There are 4 apartments ranging from 1-3 bedrooms which were fantastic for the families, plus an additional communal kitchen and living room for everyone to gather. It was the perfect setup as it gave everyone the ability to have some privacy as well as for everyone to congregate and eat meals... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Li-Shen L. CA $1,532 CA $2,503 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-A-Delicious-Farmhouse-In-The-Countryside-Where-Only-The-Wind-Blows.h38715449.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/65000000/64710000/64705100/64705079/dd3c84c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/65000000/64710000/64705100/64705079/2275cfa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/65000000/64710000/64705100/64705079/a5f9ba74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/65000000/64710000/64705100/64705079/b9eec4cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Foiano della Chiana [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Villa-Fara-Grande-An-Elegant-And-Welcoming-Three-Story-Villa-Surrounded-By-Olive-Groves.h64705079.Hotel-Information) [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Villa-Fara-Grande-An-Elegant-And-Welcoming-Three-Story-Villa-Surrounded-By-Olive-Groves.h64705079.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33600000/33593500/33593401/ccf38dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33600000/33593500/33593401/d2b1f996.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33600000/33593500/33593401/3dde7670.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/34000000/33600000/33593500/33593401/d1daa29b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Sansepolcro [](https://www.expedia.ca/Sansepolcro-Hotels-Villa-Santarsa.h33593401.Hotel-Information) 10/10 Exceptional (16 reviews) "We had a great time, despite the heat. It's a bit of a drive up the mountain to Santarsa specifically, so make sure you have enough cars!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Donnacha F. CA $1,524 CA $2,361 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Sansepolcro-Hotels-Villa-Santarsa.h33593401.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122410000/122401000/122400965/cafcc7f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122410000/122401000/122400965/21f1fe18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122410000/122401000/122400965/a6ceac70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Travel crib, free WiFi](https://images.trvl-media.com/lodging/123000000/122410000/122401000/122400965/26ce7e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Subbiano [](https://www.expedia.ca/Subbiano-Hotels-Stunning-Villa-For-2-People-With-Pool.h122400965.Hotel-Information) CA $256 CA $307 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Subbiano-Hotels-Stunning-Villa-For-2-People-With-Pool.h122400965.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112370000/112368800/112368731/e89790c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112370000/112368800/112368731/0584a19e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112370000/112368800/112368731/f9d2ab10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/113000000/112370000/112368800/112368731/a81a7253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Montepulciano [](https://www.expedia.ca/Sarteano-Hotels-VILLA-CORTE-ANTICA-Seven-Bedroom-Villa.h112368731.Hotel-Information) CA $3,742 CA $3,742 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Sarteano-Hotels-VILLA-CORTE-ANTICA-Seven-Bedroom-Villa.h112368731.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/35000000/34020000/34019700/34019647/3e5050b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34020000/34019700/34019647/cbcc1729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34020000/34019700/34019647/23e1fe34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/35000000/34020000/34019700/34019647/3a6ddb8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Sansepolcro [](https://www.expedia.ca/Sansepolcro-Hotels-Villa-In-Tuscany-With-View.h34019647.Hotel-Information) 10/10 Exceptional (15 reviews) "Villa Cantone was perfect for our family group of 22 people. It meet all our needs and provided us with the holiday of a lifetime. The hosts were very attentive and nothing seemed too much for them." ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Geoffrey P. CA $1,774 CA $2,606 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Sansepolcro-Hotels-Villa-In-Tuscany-With-View.h34019647.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/239f0463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/3c6e2f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/e9dc4843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/67aa0495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Trequanda [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h110141199.Hotel-Information) CA $887 CA $1,479 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h110141199.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/93000000/92710000/92708900/92708851/805dd18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/93000000/92710000/92708900/92708851/w1065h698x0y2-19e60ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92710000/92708900/92708851/83a9f40e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92710000/92708900/92708851/289d00c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Monte Santa Maria Tiberina [](https://www.expedia.ca/Monte-Santa-Maria-Tiberina-Hotels-Villa-Del-Marchese-An-Elegant-Four-Story-Ancient-House-Located-In-A-Characteristic-Village.h92708851.Hotel-Information) [](https://www.expedia.ca/Monte-Santa-Maria-Tiberina-Hotels-Villa-Del-Marchese-An-Elegant-Four-Story-Ancient-House-Located-In-A-Characteristic-Village.h92708851.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/ed1d3fcc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/e54b808b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/1da846fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/432cc17a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Montepulciano [](https://www.expedia.ca/Montepulciano-Hotels-Vrbo-Property.h96349140.Hotel-Information) CA $3,483 CA $3,483 total includes taxes & fees Jan 17 - Jan 18 [](https://www.expedia.ca/Montepulciano-Hotels-Vrbo-Property.h96349140.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/0ac9183c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/bed5a9c6.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/90000000/89590000/89589300/89589245/24ff1535.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/0e41489e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Rapolano Terme [](https://www.expedia.ca/Rapolano-Terme-Hotels-Villa-Il-Fornacino-With-Pool.h89589245.Hotel-Information) 9.0/10 Wonderful (4 reviews) "Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host." ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Toon M. CA $1,007 CA $1,407 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Rapolano-Terme-Hotels-Villa-Il-Fornacino-With-Pool.h89589245.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=2026-01-30&endDate=2026-01-31®ionId=601360&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Villas [](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy®ionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VILLA) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy®ionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy®ionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VACATION_HOME) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy®ionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=APART_HOTEL) Residences [](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy®ionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=RESIDENCE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy®ionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy®ionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=COTTAGE) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy®ionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CHALET) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy®ionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CABIN) ![](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 ![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg) ### Monastero di Cortona Hotel & Spa 10/10 Excellent "Everything was great! Lovely hotel " [](https://expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![Relais La Corte dei Papi](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/cb864c26_y.jpg) ### Relais La Corte dei Papi 10/10 Excellent "Our visit was like being spoiled from the moment we arrived! The staff and even the owner were there to make sure we had everything we needed! Though our visit was in the off season, the only thing we didn't get to use was the pool as it was just too cold. The breakfast, though, was the best we have ever had while traveling! Highly recommend!!!" [](https://expedia.ca/Cortona-Hotels-Relais-La-Corte-Dei-Papi.h915401.Hotel-Information) ![Locanda del Molino](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690302/5ae043c7_y.jpg) ### Locanda del Molino 10/10 Excellent "family run business with great hospitality and excellent food" [](https://expedia.ca/Cortona-Hotels-Locanda-Del-Molino.h2690302.Hotel-Information) ![Hotel Villa Marsili](https://images.trvl-media.com/lodging/1000000/930000/922700/922648/c5455b25_y.jpg) ### Hotel Villa Marsili 10/10 Excellent "The hotel is conveniently located just a short distance downhill from Piazza Garibaldi (the entry to the main pedestrian zone of Cortona). However, parking is on-street nearby and arriving on a fine Saturday afternoon, it was challenging to find a space. I had to park in a paid space located a distance away for check-in, and only managed to find a free spot later when the day tourists had left. Parking issues aside, the hotel itself is lovely and cosy, and all the staff I met, from reception to restaurant, were genuinely warm and attentive. The breakfast was a standout – instead of the usual dry scrambled eggs and limp bacon, there was asparagus wrapped in bacon, baked eggplant topped with diced tomato, baked stuffed tomatoes, fried eggs with avocado slides, and many more visually appealing dishes I did not have space in my stomach to sample. I have never had such a unique and delicious hotel breakfast anywhere. The hotel also offered some small bites for happy hour in the evening, but these were not as good as breakfast and were quickly gone without being replenished. I got a very good deal on Expedia, visiting in the off-season in late November. If the price is right, I would definitely stay at Hotel Villa Marsili again if I return to Cortona or its vicinity. Highly recommended hotel!" [](https://expedia.ca/Cortona-Hotels-Hotel-Villa-Marsili.h922648.Hotel-Information) ![Hotel Italia](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/22c9fd1e_y.jpg) ### Hotel Italia 10/10 Excellent "The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! " [](https://expedia.ca/Cortona-Hotels-Hotel-Italia.h1663916.Hotel-Information) ![Villa Santa Margherita](https://images.trvl-media.com/lodging/84000000/83490000/83480500/83480427/0897360d_y.jpg) ### Villa Santa Margherita 10/10 Excellent "The room was large and very clean. Breakfast was very good. Will stay there if I return to Cortona" [](https://expedia.ca/Cortona-Hotels-Villa-Santa-Margherita.h83480427.Hotel-Information) ![Il Falconiere - Relais e Chateaux](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/2334a48c_y.jpg) ### Il Falconiere - Relais e Chateaux 10/10 Excellent "Excellent staff and experiences! We had a wonderful time." [](https://expedia.ca/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) ![B&B Piccolo Hotel](https://images.trvl-media.com/lodging/13000000/12240000/12234700/12234603/ab339a34_y.jpg) ### B&B Piccolo Hotel 10/10 Excellent "We were able to drive up to the door and leave our car with staff. Staff was amazing. Breakfast had many options and always replenished. It is right off the main piazza. Would stay again for sure!" [](https://expedia.ca/Cortona-Hotels-BB-Piccolo-Hotel.h12234603.Hotel-Information) ![beautiful tuscan villa with pool, ideal for groups](https://images.trvl-media.com/lodging/34000000/33220000/33212800/33212774/fa22a962_y.jpg) ### beautiful tuscan villa with pool, ideal for groups 10/10 Excellent "Our hosts were very gracious and concerned that we had all we needed for a good stay. They even brought us a basket of vegetables from which we made a great soup. We loved the peace and quiet of the area and the views as the daylight changed. So good to have a wash machine and a place to easily dry clothes. This beautiful traditional old Tuscan villa has all the amenities needed for modern life. " [](https://expedia.ca/Cortona-Hotels-Beautiful-Tuscan-Villa-With-Pool.h33212774.Hotel-Information) ## Find out more about Cortona ## Cortona Villas information | Number of reviews | 94 | | ----------------- | ---------- | | Accommodation | 499 Villas | | Lowest Price | CA $130 | | Highest Price | CA $8,635 | ## Frequently asked questions ### How much do villas in Cortona cost? ### How many villas are there in Cortona? ### Why book your villa in Cortona with Expedia? ### How can I find cheap villas in Cortona? ### What is there to do near my villa in Cortona? ## 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) - 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