Title: Cortona Villas from CA $129 | 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 from CA $129 ![](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 [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Cortona Villas ![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/113000000/112100000/112093300/112093273/1f88b8d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/52dc2b50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/2b578eb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning Cortona CA $505 CA $573 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Cortona-Hotels-Villa-Residenza-2-With-Shared-Pool.h112093273.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89730000/89722400/89722378/a406b090.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/90000000/89730000/89722400/89722378/6ffd8a11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/90000000/89730000/89722400/89722378/9e2662cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![9 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89730000/89722400/89722378/e9868e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Agriturismo Pierle Cuiano Villa with Mountain View, Private Pool and Wi-Fi Cortona CA $2,117 CA $2,125 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Cortona-Hotels-Agriturismo-Pierle-Cuiano-Villa-With-Mountain-View.h89722378.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) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093264/8c5208e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093264/96093821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093264/ad9f4727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning Cortona CA $742 CA $810 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Cortona-Hotels-Villa-Loft-With-Shared-Pool.h112093264.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/27000000/26500000/26500000/26499959/96d102cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/100f6cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e80eba77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artisti del Cavallo Tourism Foiano della Chiana 8.4/10 Very good (24) "Ottimo agriturismo silenzioso con persone molto gentilissime " CA $114 CA $129 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86170000/86163100/86163088/4ea4295f.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) ![Dining](https://images.trvl-media.com/lodging/87000000/86170000/86163100/86163088/e7d80660.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/87000000/86170000/86163100/86163088/6f9d8ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Graziella, Romantic Perugia La Valle 9.6/10 Exceptional (7) "Great place. Would stay here again." CA $158 CA $273 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Magione-Hotels-Villa-Graziella.h86163088.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/6a82a5cd.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) ![Dining](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/f6eed317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/cc976759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Il Poggio dell'Eremita Sinalunga 10/10 Exceptional (57) "Located in a peaceful location, the house is charming and homey. The hosts are very kind and accommodating, and we had a wonderful stay. The view from the bedroom balcony is spectacular." CA $191 CA $224 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/99000000/98680000/98678000/98677973/59c102bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/99000000/98680000/98678000/98677973/daf6157d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98680000/98678000/98677973/341717b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98680000/98678000/98677973/4b3eac60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w Trequanda CA $338 CA $413 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h98677973.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/40000000/39950000/39940300/39940283/88595684.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/40000000/39950000/39940300/39940283/180-c242e5f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/40000000/39950000/39940300/39940283/180-a5801bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39950000/39940300/39940283/4a11a5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Villa Noble With All the Comfort, Located In A Peaceful Location Arezzo Arezzo 10/10 Exceptional (18) "This worked out really well for our extended family across 3 generations. Lots of space, great amenities, and we loved Arezzo. Liliana is a brilliant host" CA $2,607 CA $3,642 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Arezzo-Hotels-Spacious-Villa-Noble-With-All-The-Comfort.h39940283.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/47000000/46080000/46073000/46072990/7e0e6f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/47000000/46080000/46073000/46072990/187c2360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/47000000/46080000/46073000/46072990/b647b7a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/47000000/46080000/46073000/46072990/f3fb0ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA FELICE - Three Bedroom Villa, Sleeps 6 Perugia CA $3,865 CA $3,865 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Perugia-Hotels-VILLA-FELICE-Three-Bedroom-Villa.h46072990.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/93000000/92020000/92017400/92017313/cb2e18d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92020000/92017400/92017313/eeed1978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92020000/92017400/92017313/83abcfd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92020000/92017400/92017313/a0cc75da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa "Il Rancho Grande" with Private Pool, Private Terrace & Wi-Fi Città di Castello 10/10 Exceptional (1) "Pros: Mi è piaciuto tutto" CA $1,574 CA $1,776 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Citta-Di-Castello-Hotels-Villa-Il-Rancho-Grande-With-Private-Pool.h92017313.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34020000/34019700/34019647/296f6cf1.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) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34020000/34019700/34019647/d235ccce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34020000/34019700/34019647/9b9e425c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Cantone with view, private pool and private SPA, perfect for groups! Sansepolcro 10/10 Exceptional (15) "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." CA $1,786 CA $2,621 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Sansepolcro-Hotels-Villa-In-Tuscany-With-View.h34019647.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/1654ecb8.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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/0ac9183c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/82eb762c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa "Il Fornacino" with Pool, Garden & Wi-Fi Rapolano Terme 9.0/10 Wonderful (4) "Wonderful house. Big, cool even with 36 degrees outside. Very Nice swimming pool with shaddow places if needed. Very friendly and helpfull host." CA $855 CA $1,258 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Rapolano-Terme-Hotels-Villa-Il-Fornacino-With-Pool.h89589245.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/55000000/54530000/54522700/54522663/ee25eae0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/55000000/54530000/54522700/54522663/153b3ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/55000000/54530000/54522700/54522663/fefc93ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/55000000/54530000/54522700/54522663/fb0f5008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends SINALUNGA CA $616 CA $701 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Sinalunga-Hotels-THE-PINE-FOREST-VILLA-WITH-PRIVATE-PARK.h54522663.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33600000/33593500/33593401/4d7bb041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/34000000/33600000/33593500/33593401/196c638f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33600000/33593500/33593401/5a1a5ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33600000/33593500/33593401/023002e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Santarsa, 31 people, magnificent views and private pool, no neighbors Sansepolcro 10/10 Exceptional (16) "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!" CA $1,534 CA $2,377 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Sansepolcro-Hotels-Villa-Santarsa.h33593401.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/3c6e2f31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/239f0463.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) ![Private kitchen](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/44930fd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Red Heart - relax with those you love in Tuscany. Trequanda CA $893 CA $1,487 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h110141199.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106910000/106903800/106903701/7fe649ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/107000000/106910000/106903800/106903701/1fea1aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106910000/106903800/106903701/3d53eb9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106910000/106903800/106903701/64ad74f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wonderful villa with private pool near Arezzo Foiano della Chiana CA $1,851 CA $2,582 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Wonderful-Villa-With-Private-Pool-Near-Arezzo.h106903701.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/60000000/59920000/59917200/59917199/dae35eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59920000/59917200/59917199/w1918h1228x0y0-2c60380f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59920000/59917200/59917199/beca88f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/60000000/59920000/59917200/59917199/c1a315fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Tinaia - Homelike Villas Poggio di Loro [](https://www.expedia.ca/Arezzo-Hotels-Villa-Tinaia-Homelike-Villas.h59917199.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98680000/98678000/98677913/d4412d6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/99000000/98680000/98678000/98677913/12a15a02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98680000/98678000/98677913/aad9a61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98680000/98678000/98677913/628c6ce5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant and spacious two-storey villa of 142 m2 composed on the ground floor of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.On the first floor we find a double bedroom w Trequanda CA $352 CA $430 total includes taxes & fees Nov 7 - Nov 8 [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h98677913.Hotel-Information) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678065/8cd1bfd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678065/0b85ef1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678065/35b71689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678065/324419f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant ground floor villa of 93 m2 consisting of a large living room with sofas and fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.Indoor and outdoor dining area, a double bedroom w Trequanda CA $338 CA $413 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h98678065.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678099/5468c9db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678099/7cc705a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678099/95f75aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/99000000/98680000/98678100/98678099/0fbeccf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant and spacious ground floor villa of 142 m2 located in a private area of ​​the estate suitable for those with mobility difficulties. Composed of a large living room with fireplace, kitchen complete with dishwasher, microwave, electric oven, mok Trequanda CA $423 CA $516 total includes taxes & fees Nov 8 - Nov 9 [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h98678099.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=2025-10-29&endDate=2025-10-30®ionId=601360&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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 ![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 "This is a classic luxury hotel. I can't imagine the amount of time and energy it takes to upkeep this property. But they somehow manage to maintain a spotless, manicured and warm environment. The room was quite large and rich in design. The restaurant and the staff who work there are excellent. I was here for some mother/daughter time and we loved making this our base to visit the surrounding towns. Timeless elegance!" [](https://expedia.ca/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.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 "fabulous hotel with the most beautiful aperol spritz I have ever had served by the pool, and that was only one of the wonderful things I have to say about this beautiful hotel. The staff were helpful and accomodating, breakfast in the courtyard outstanding and our room was divine. Cant recommend this property enough." [](https://expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information) ![Cortona Resort Spa](//images.trvl-media.com/lodging/101000000/100780000/100776500/100776429/55c67d9d_y.jpg) ### Cortona Resort Spa 8/10 Good "Needs lotion in the guest rooms and towels. The staff was wonderful. So was the food. " [](https://expedia.ca/Cortona-Hotels-Cortona-Resort-Spa.h100776429.Hotel-Information) ![Locanda agli Amici](//images.trvl-media.com/lodging/91000000/90310000/90300600/90300548/5a958be8_y.jpg) ### Locanda agli Amici 10/10 Excellent "Everything is perfect" [](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 "Spectacular! From the small details to the views, restaurant, service, everything was beautiful. I would love to stay again at this place." [](https://expedia.ca/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) ![Hotel Italia](//images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/22c9fd1e_y.jpg) ### Hotel Italia 10/10 Excellent "Fantastic hotel in Cortona. Perfect location, extremely accommodating staff, delicious breakfast. Best place to stay! " [](https://expedia.ca/Cortona-Hotels-Hotel-Italia.h1663916.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 "Lovely villa and lovely room. A great setting with an outdoor swimming pool, attractive garden, and a more than adequate parking facility if you are travelling by car. Breakfast was excellent, well prepared with plenty of choice. An idyllic stopover in keeping with the Tuscan landscape. Could easily make this a base for touring the region although would have to drive if wanting to dine out in the evenings. " [](https://expedia.ca/Cortona-Hotels-Villa-Borgo-San-Pietro.h1677691.Hotel-Information) ![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) ![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) ## Find out more about Cortona ## Cortona Villas information | Number of reviews | 107 | | --- | --- | | Accommodation | 508 Villas | | Lowest Price | CA $129 | | Highest Price | CA $3,865 | ## Frequently asked questions ### How much do villas in Cortona cost? > Rates for villas in Cortona range between CA $129 and CA $3,865 per night. Whatever your budget, you can find someplace that fits your needs with Expedia. These prices were 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? > Cortona has 508 villas to choose from. Find a stay that's right for you quickly and easily by checking the "Villa" box under the "Property type" tab in our handy filter tool. ### Why book your villa in Cortona with Expedia? > Use Expedia to find your ideal villa in Cortona. Taking the kids on vacation? Make the most of our helpful filters to search for stays with amenities like WiFi and a pool. If you need to stick to a budget, choose how much you're willing to spend and the star rating of the property. We'll help you find a perfect place that suits your taste and style. ### How can I find cheap villas in Cortona? > With Expedia's filter tool, scoring cheap villas in Cortona is easy. To discover options that'll make your wallet smile, fine-tune your search by amenities, star rating and budget. ### What is there to do near my villa in Cortona? > You'll find loads of impressive things to see and do in Cortona. Don't miss renowned attractions like [Palazzo Comunale](https://www.expedia.ca/Palazzo-Comunale-Cortona-Old-Town.d6102852.Vacation-Attraction), [Cathedral of Cortona](https://www.expedia.ca/Cathedral-Of-Cortona-Cortona-Old-Town.d6102846.Vacation-Attraction) and [Santa Maria Nuova](https://www.expedia.ca/Santa-Maria-Nuova-Cortona.d6102858.Vacation-Attraction). [Santa Maria delle Grazie](https://www.expedia.ca/Santa-Maria-Delle-Grazie-Cortona.d6102856.Vacation-Attraction), [Museum of the Etruscan Academy](https://www.expedia.ca/Museum-Of-The-Etruscan-Academy-Cortona-Old-Town.d6102850.Vacation-Attraction) and [Museo Diocesano](https://www.expedia.ca/Museo-Diocesano-Cortona-Old-Town.d6102848.Vacation-Attraction) are other highlights. ## 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) - 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[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)