Title: Cortona Villas from CA $126 | 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) ![](https://images.trvl-media.com/place/601360/f4054673-52dd-4f97-8d57-389d1f349940.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/601360/f4054673-52dd-4f97-8d57-389d1f349940.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 [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 two months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-07-17&endDate=2026-07-19&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) ![16 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) ![Outdoor pool](https://images.trvl-media.com/lodging/40000000/39140000/39138300/39138214/5cb185bc.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) ### VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34 [](https://www.expedia.ca/Cortona-Hotels-VILLA-CORTONESE-Fifteen-Bedroom-Villa.h39138214.Hotel-Information) Cortona CA $8,479 CA $8,479 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Cortona-Hotels-VILLA-CORTONESE-Fifteen-Bedroom-Villa.h39138214.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/113000000/112100000/112093300/112093264/2bc1fcaf.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) ### Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning [](https://www.expedia.ca/Cortona-Hotels-Villa-Loft-With-Shared-Pool.h112093264.Hotel-Information) Cortona CA $857 CA $923 total includes taxes & fees Apr 11 - Apr 12 [](https://www.expedia.ca/Cortona-Hotels-Villa-Loft-With-Shared-Pool.h112093264.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) ![9 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89730000/89722400/89722378/5e585931.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) ![Exterior](https://images.trvl-media.com/lodging/90000000/89730000/89722400/89722378/f911979c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pierle Cuiano Villa: Mountain Views, Private Pool & Wi-Fi in Agriturismo [](https://www.expedia.ca/Cortona-Hotels-Agriturismo-Pierle-Cuiano-Villa-With-Mountain-View.h89722378.Hotel-Information) Cortona CA $2,874 CA $2,882 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Cortona-Hotels-Agriturismo-Pierle-Cuiano-Villa-With-Mountain-View.h89722378.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/21c57ab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/d6356e07.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) ![Interior](https://images.trvl-media.com/lodging/113000000/112100000/112093300/112093273/2f8c0019.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning [](https://www.expedia.ca/Cortona-Hotels-Villa-Residenza-2-With-Shared-Pool.h112093273.Hotel-Information) Cortona CA $771 CA $838 total includes taxes & fees Apr 7 - Apr 8 [](https://www.expedia.ca/Cortona-Hotels-Villa-Residenza-2-With-Shared-Pool.h112093273.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) ![Dining](https://images.trvl-media.com/lodging/87000000/86170000/86163100/86163088/e7d80660.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) ![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 [](https://www.expedia.ca/Magione-Hotels-Villa-Graziella.h86163088.Hotel-Information) La Valle 9.6/10 Exceptional (8 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 $155 CA $267 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Magione-Hotels-Villa-Graziella.h86163088.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) ![Exterior](https://images.trvl-media.com/lodging/39000000/38720000/38715500/38715449/e8b12160.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) ### '...a delicious farmhouse in the countryside where only the wind blows...' [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-A-Delicious-Farmhouse-In-The-Countryside-Where-Only-The-Wind-Blows.h38715449.Hotel-Information) Campiglia d'Orcia 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 $1,517 CA $2,478 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-A-Delicious-Farmhouse-In-The-Countryside-Where-Only-The-Wind-Blows.h38715449.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) ![Interior](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/8099b959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27450000/27448100/27448054/ff9693c6.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) ### Il Poggio dell'Eremita [](https://www.expedia.ca/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.Hotel-Information) Sinalunga 10/10 Exceptional (59 reviews) "Fantastic place! Great location. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Paul Q. CA $215 CA $247 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Sinalunga-Hotels-Il-Poggio-Delleremita.h27448054.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) ![Interior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/100f6cff.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) ### Artisti del Cavallo Tourism [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) Foiano della Chiana 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 $111 CA $126 total includes taxes & fees Apr 4 - Apr 5 [](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/99000000/98680000/98677900/98677886/2e5172c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/99000000/98680000/98677900/98677886/77ee95c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/99000000/98680000/98677900/98677886/e2e225fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/99000000/98680000/98677900/98677886/f7fbd539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant and spacious two-storey villa of 156 m2 consisting of a large living room, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer, internal and external dining area, a master double bedroom wit [](https://www.expedia.ca/Trequanda-Hotels-Elegant-And-Spacious-Two-Storey-Villa-Of-156-M2-Consisting-Of-A-Large-Living-Room.h98677886.Hotel-Information) Trequanda CA $372 CA $453 total includes taxes & fees Mar 31 - Apr 1 [](https://www.expedia.ca/Trequanda-Hotels-Elegant-And-Spacious-Two-Storey-Villa-Of-156-M2-Consisting-Of-A-Large-Living-Room.h98677886.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) ![Interior](https://images.trvl-media.com/lodging/111000000/110150000/110141200/110141199/1995ccbb.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) ### Red Heart - relax with those you love in Tuscany. [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h110141199.Hotel-Information) Trequanda CA $878 CA $1,464 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h110141199.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99990000/99987800/99987778/b1f625f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99990000/99987800/99987778/dd6214b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99990000/99987800/99987778/8147ae20.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/100000000/99990000/99987800/99987778/910b6e91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa "Podere Spagliarda" with Private Pool, Terrace & Wi-Fi [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Farmhouse-Podere-Spagliarda-With-Shared-Pool.h99987778.Hotel-Information) San Quirico d'Orcia CA $2,734 CA $2,838 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/San-Quirico-DOrcia-Hotels-Farmhouse-Podere-Spagliarda-With-Shared-Pool.h99987778.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/55000000/54530000/54522700/54522663/dceef948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/55000000/54530000/54522700/54522663/29a37694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/55000000/54530000/54522700/54522663/ea2e0279.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) ### VILLA LA PINETA DI SINALUNGA - Valdichiana and Val d'Orcia for family or friends [](https://www.expedia.ca/Sinalunga-Hotels-THE-PINE-FOREST-VILLA-WITH-PRIVATE-PARK.h54522663.Hotel-Information) SINALUNGA CA $541 CA $621 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/Sinalunga-Hotels-THE-PINE-FOREST-VILLA-WITH-PRIVATE-PARK.h54522663.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/1da846fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![7 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96350000/96349200/96349140/22d8dfee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Farmhouse with Swimming Pool in Montepulciano [](https://www.expedia.ca/Montepulciano-Hotels-Vrbo-Property.h96349140.Hotel-Information) Montepulciano CA $3,449 CA $3,449 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Montepulciano-Hotels-Vrbo-Property.h96349140.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/19000000/18990100/18990079/866887a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/19000000/19000000/18990100/18990079/d9d7485c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18990100/18990079/c959ce62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/19000000/18990100/18990079/7ca6f631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Tuscan Villa in Val d'Orcia, visit Montepulciano, Pienza and hot Springs! [](https://www.expedia.ca/Chianciano-Terme-Hotels-Luxury-Country-Villa-In-Val-Dorcia.h18990079.Hotel-Information) Chianciano Terme 9.4/10 Exceptional (10 reviews) "What a lovely villa to call home for a few days! The villa itself is so big while also being cozy, the beds comfortable, the grounds beautiful, the view of the landscape breathtaking. We couldn't ask for a more helpful, lovey host who goes above and beyond to attend to her guests' needs. The venue has a hot tub that Fulvia offered to heat up for us if we were interested, and we enjoyed a glass of wine on the sunlit patio each evening. Be sure to bring layers if you visit Tuscany during... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laura M. CA $671 CA $904 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Chianciano-Terme-Hotels-Luxury-Country-Villa-In-Val-Dorcia.h18990079.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/126000000/125210000/125202600/125202575/5e34a55e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/126000000/125210000/125202600/125202575/6db02539.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125210000/125202600/125202575/935e38ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/126000000/125210000/125202600/125202575/28a6a919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Falco-Cignella Resort Apartments in Tuscany [](https://www.expedia.ca/Trequanda-Hotels-Villa-Falco-Cignella-Resort-Apartments-In-Tuscany.h125202575.Hotel-Information) Trequanda CA $484 CA $489 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Trequanda-Hotels-Villa-Falco-Cignella-Resort-Apartments-In-Tuscany.h125202575.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/105000000/104130000/104120500/104120432/w2401h1080x4y0-f5dfa19a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104130000/104120500/104120432/9b00e390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104130000/104120500/104120432/1e1ca09d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/105000000/104130000/104120500/104120432/c525ee89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VILLA IL MATTO with salt pool, with spa and sauna [](https://www.expedia.ca/Arezzo-Hotels-Vrbo-Property.h104120432.Hotel-Information) Toscana CA $288 CA $646 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Arezzo-Hotels-Vrbo-Property.h104120432.Hotel-Information) ![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122090000/122085700/122085615/753eca80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122090000/122085700/122085615/085cdff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/123000000/122090000/122085700/122085615/fde191a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/123000000/122090000/122085700/122085615/3bc576d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 'Tiberini - Casale Il Pecino' with panoramic Valdichiana view, private pool & Wi-Fi [](https://www.expedia.ca/Torrita-Di-Siena-Hotels-Villa-Tiberini-Casale-Il-Pecino-With-Lake-View.h122085615.Hotel-Information) Torrita di Siena CA $1,581 CA $1,584 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Torrita-Di-Siena-Hotels-Villa-Tiberini-Casale-Il-Pecino-With-Lake-View.h122085615.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/126000000/125210000/125203100/125203014/659bdddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, internet](https://images.trvl-media.com/lodging/126000000/125210000/125203100/125203014/6028b03f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125210000/125203100/125203014/f3fb50e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/126000000/125210000/125203100/125203014/eaee4129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Cielo- Cignella Resort Tuscany Accommodation [](https://www.expedia.ca/Trequanda-Hotels-Villa-Cielo-Cignella-Resort-Tuscany-Accommodation.h125203014.Hotel-Information) Trequanda CA $489 CA $493 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Trequanda-Hotels-Villa-Cielo-Cignella-Resort-Tuscany-Accommodation.h125203014.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) ![Dining](https://images.trvl-media.com/lodging/90000000/89590000/89589300/89589245/44cc70c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa "Il Fornacino" with Pool, Garden & Wi-Fi [](https://www.expedia.ca/Rapolano-Terme-Hotels-Villa-Il-Fornacino-With-Pool.h89589245.Hotel-Information) Rapolano Terme 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 $1,083 CA $1,479 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Rapolano-Terme-Hotels-Villa-Il-Fornacino-With-Pool.h89589245.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/126000000/125210000/125202600/125202532/47efea23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125210000/125202600/125202532/8223fad2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/126000000/125210000/125202600/125202532/9decda0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, internet](https://images.trvl-media.com/lodging/126000000/125210000/125202600/125202532/bfd539a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Aquila-Cignella Resort Acommodation Tuscany [](https://www.expedia.ca/Trequanda-Hotels-Villa-Aquila-Cignella-Resort-Acommodation-Tuscany.h125202532.Hotel-Information) Trequanda CA $814 CA $819 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Trequanda-Hotels-Villa-Aquila-Cignella-Resort-Acommodation-Tuscany.h125202532.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=2026-04-10&endDate=2026-04-11®ionId=601360&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style 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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=VACATION_HOME) Villas [](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy®ionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=APARTMENT) Residences [](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy®ionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=RESIDENCE) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy®ionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy®ionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&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 ![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 nicely situated, and staff was ready and helpful in securing parking. The public spaces are welcoming, spacious and cosy. The breakfast alone is worth staying here--unbelievable. We stayed in many similar hotels during our visit of Tuscany, and this breakfast is EPIC. What a lovely way to start the day! " [](https://expedia.ca/Cortona-Hotels-Hotel-Villa-Marsili.h922648.Hotel-Information) ![Hotel Italia](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/1ff7f88b_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/84000000/83490000/83480500/83480427/30db8f4e_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/d0de7308_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) ![Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany](https://images.trvl-media.com/lodging/22000000/21770000/21764500/21764446/ad381f29_y.jpg) ### Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany 10/10 Excellent "Amazing spot. Cortona is lovely, and this spot right outside the main city was so comfortable. Excellent home base from which to explore Tuscany. Amazing pastry and coffee shop just down the street, as well as a supermarket and great restaurants very close.The house itself is very spacious and private, felt extremely clean. Perfect spot for us to stay as we explored Tuscany for a few days. Host is excellent communicator. Very flexible with us to accommodate our needs for arrival and checkout. Highly recommend." [](https://expedia.ca/Cortona-Hotels-Casa-La-Fonte-Luxury-Villa-Rental-With-Swimming-Pool-In-Cortona.h21764446.Hotel-Information) ![Villa di Piazzano - Small Luxury Hotel of the World](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/c358cc6c_y.jpg) ### Villa di Piazzano - Small Luxury Hotel of the World 10/10 Excellent "Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly " [](https://expedia.ca/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) ![Locanda agli Amici](https://images.trvl-media.com/lodging/91000000/90310000/90300600/90300548/0a04afd7_y.jpg) ### Locanda agli Amici 10/10 Excellent "Very clean and beautiful room. Amazing views! Breakfast and staff were the best!" [](https://expedia.ca/Cortona-Hotels-Locanda-Agli-Amici.h90300548.Hotel-Information) ![Villa Borgo San Pietro](https://images.trvl-media.com/lodging/2000000/1680000/1677700/1677691/975db080_y.jpg) ### Villa Borgo San Pietro 10/10 Excellent "Excellent staff. They went above and beyond. Someone in our party was ill and they suggested they would call a doctor and he would come to the resort. Within an hour the Dr arrived assessed situation provided prescription so our vacation was not disrupted. Excellent. " [](https://expedia.ca/Cortona-Hotels-Villa-Borgo-San-Pietro.h1677691.Hotel-Information) ![Cortona Resort Spa](https://images.trvl-media.com/lodging/101000000/100780000/100776500/100776429/0935db9c_y.jpg) ### Cortona Resort Spa 6/10 Okay "Didn’t have hot water for two and a half days. Had to go to another builiding to shower. Breakfast service was nice. Management could have been more proactive with communication and service recovery." [](https://expedia.ca/Cortona-Hotels-Cortona-Resort-Spa.h100776429.Hotel-Information) ## Find out more about Cortona ## Cortona Villas information | Number of reviews | 88 | | ----------------- | ---------- | | Accommodation | 499 Villas | | Lowest Price | CA $126 | | Highest Price | CA $8,479 | ## 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) - [Apartments in Arezzo ](https://www.expedia.ca/Arezzo-Apartments.d11306-aaApartments.Travel-Guide-Accommodation) - 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