Title: Cortona Vacation Home Rentals from CA $148: Search Top Private Vacation Homes for Rent | 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://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 [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cortona vacation homes ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/9b2077c6_edited_3270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/61bd92db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/abf9035c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/cf46db9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi [](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-La-Casina-With-Shared-Pool-Wi-Fi.h89137842.Hotel-Information) Cortona 9.0/10 Wonderful (2 reviews) "Pros: Il camino è stato come tornare bambini.Atmosfera Natalizia e tanto di più. Cons: Il Bidè non funzionava." ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Anonymous traveller CA $156 CA $162 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-La-Casina-With-Shared-Pool-Wi-Fi.h89137842.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137894/7a76889c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137894/3ad9c28a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137894/8373b7c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137894/7a804f88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment "Papà Giuseppe Grande" with Shared Pool & Wi-Fi [](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-Grande-With-Shared-Pool-Wi-Fi.h89137894.Hotel-Information) Cortona CA $236 CA $243 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-Grande-With-Shared-Pool-Wi-Fi.h89137894.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/adbd192d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/7ff483f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/63933730.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/35d33457.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday home with panoramic terrace ideal for families and couples [](https://www.expedia.ca/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information) Cortona CA $113 CA $148 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39960000/39951800/39951786/0cf49d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/40000000/39960000/39951800/39951786/dd03f600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39960000/39951800/39951786/w636h611x0y0-ad5cabc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39960000/39951800/39951786/352fc005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House in the Cortona countryside [](https://www.expedia.ca/Cortona-Hotels-House-In-The-Cortona-Countryside.h39951786.Hotel-Information) Fratticciola 10/10 Exceptional (1 review) "Host was extremely welcoming. Met us when we arrived and explained usage of all the amenities, including the clothes washer. Cottage was quintessential Rural Italian home. The hostess even provided us with some local wine and homemade biscotti. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy F. CA $145 CA $174 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Cortona-Hotels-House-In-The-Cortona-Countryside.h39951786.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121050000/121042000/121041995/e579aad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121050000/121042000/121041995/a3f3867c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121050000/121042000/121041995/006709fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121050000/121042000/121041995/15a49dd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Netik Villa Cortona- Garden & Vineyard in Tuscany [](https://www.expedia.ca/Cortona-Hotels-Vrbo-Property.h121041995.Hotel-Information) Vallone Pip CA $82 CA $158 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Cortona-Hotels-Vrbo-Property.h121041995.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/90000000/89140000/89138000/89137911/2e32b706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89140000/89138000/89137911/2850d4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89138000/89137911/180c79d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89140000/89138000/89137911/32c4f3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi [](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-La-Colombaia-With-Shared-Pool-Wi-Fi.h89137911.Hotel-Information) Cortona 10/10 Exceptional (1 review) "Pros: Es war ganz toll. Das Klima mit 34 Grad sehr heiß aber durch den Pool geht auch das sehr gut. Der Gastgeber ist super freundlich... wir sprechen null italienisch aber das war nur ein kleines Hinderniss." ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Anonymous traveller CA $195 CA $201 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-La-Colombaia-With-Shared-Pool-Wi-Fi.h89137911.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/28000000/27130000/27123500/27123405/270-76ef295f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/28000000/27130000/27123500/27123405/8623cbb1.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/28000000/27130000/27123500/27123405/4c4cf179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/28000000/27130000/27123500/27123405/a0548baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Garden of Others [](https://www.expedia.ca/Cortona-Hotels-The-Garden-Of-Others.h27123405.Hotel-Information) Cortona Old Town 10/10 Exceptional (1 review) "Lovely second floor (3rd Floor for Americans) walk up across for a charming Michelin rated restaurant. Quiet location for a city apartment. Our host was very accommodating and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenneth C. CA $126 CA $155 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Cortona-Hotels-The-Garden-Of-Others.h27123405.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137839/c583fb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137839/a1ed5b88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137839/5ec6fba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137839/d22e0cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi [](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-La-Terrazza-With-Shared-Pool-Wi-Fi.h89137839.Hotel-Information) Cortona 8.0/10 Very good (1 review) "Pros: Authentiek Toscaanse boerderij ( wij hadden de bovenste etage) met prachtige tuin en lekker zwembad met mooi uitzicht. De gastheer Angelo was top en de Toscaanse diners waren onvergetelijk. Bedankt dat ik mijn verjaardag zo heb mogen vieren. Hele mooie herinnering. Pizza’s bakken was ook een feest. Ook heel fijn dat er een airco was. Onze 4 puber jongens hebben zich prima vermaakt en leuk dat er nog andere gasten zijn uit andere appartementen die je dan ziet op hetToscaanse diner. Top... ![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg) Anonymous traveller CA $195 CA $201 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-La-Terrazza-With-Shared-Pool-Wi-Fi.h89137839.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137859/bf30d2dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137859/04c39c77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137859/fb367dd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137859/86321401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment "Papà Giuseppe La Terrazza" with Shared Pool & Wi-Fi [](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-La-Terrazza-With-Shared-Pool-Wi-Fi.h89137859.Hotel-Information) Cortona CA $158 CA $164 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-La-Terrazza-With-Shared-Pool-Wi-Fi.h89137859.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137898/411ef4f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137898/5e2c58b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137898/6ed3bdd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137898/f8124473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment "Papà Giuseppe Il Fienile" with Shared Pool & Wi-Fi [](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-Il-Fienile-With-Shared-Pool-Wi-Fi.h89137898.Hotel-Information) Cortona CA $158 CA $164 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-Il-Fienile-With-Shared-Pool-Wi-Fi.h89137898.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137852/c1ae59c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137852/a647c125.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137852/c92a9627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137852/8a3141e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment "La Vecchia Fornace Casa Gialla" with Shared Pool & Wi-Fi [](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-Casa-Gialla-With-Shared-Pool-Wi-Fi.h89137852.Hotel-Information) Cortona CA $146 CA $153 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-Casa-Gialla-With-Shared-Pool-Wi-Fi.h89137852.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137837/d7f4abd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137837/5c322037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137837/552ab9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137837/3c1747cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment "La Vecchia Fornace Casa Rossa" with Shared Pool & Wi-Fi [](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-Casa-Rossa-With-Shared-Pool-Wi-Fi.h89137837.Hotel-Information) Cortona CA $195 CA $201 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-Casa-Rossa-With-Shared-Pool-Wi-Fi.h89137837.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137870/27c5170f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137870/7cb4c8a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137870/09142a4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137870/26616da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment "Papà Giuseppe La Stalla" with Shared Pool & Wi-Fi [](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-La-Stalla-With-Shared-Pool-Wi-Fi.h89137870.Hotel-Information) Cortona 2.0/10 (1 review) "Accoglienza a dir poco pessimaCasa poco pulitaAssenza del proprietario al nostro arrivoDifficoltà nell’individuazione della casaGuasto caldaia con problemi per soggiornoSiamo andati via senza poter restare a dormire " ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Cristina M. CA $128 CA $134 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-La-Stalla-With-Shared-Pool-Wi-Fi.h89137870.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111560000/111557300/111557292/5c357c5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, travel crib](https://images.trvl-media.com/lodging/112000000/111560000/111557300/111557292/471fe63c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111557300/111557292/6e693c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111560000/111557300/111557292/eebdef33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LANDLORD ALBACHIARA [](https://www.expedia.ca/Perugia-Hotels-Vrbo-Property.h111557292.Hotel-Information) Ramazzano - Le Pulci 10/10 Exceptional (1 review) "Ottimo appartamento, molto pulito e confortevole" ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Fabio CA $184 CA $218 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Perugia-Hotels-Vrbo-Property.h111557292.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/6beb29de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/35c81468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/50df5603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/73fff45b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poggio del Sole [](https://www.expedia.ca/Castiglione-Del-Lago-Hotels-Poggio-Del-Sole.h19986371.Hotel-Information) Castiglione del Lago 8.0/10 Very good (4 reviews) "El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) RAUL [](https://www.expedia.ca/Castiglione-Del-Lago-Hotels-Poggio-Del-Sole.h19986371.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/91000000/90130000/90128100/90128049/81ba0e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms, Smoking, Balcony | Property grounds](https://images.trvl-media.com/lodging/91000000/90130000/90128100/90128049/eaa034fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms, Smoking, Balcony | Balcony](https://images.trvl-media.com/lodging/91000000/90130000/90128100/90128049/f5d5ab22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 2 Bedrooms, Smoking, Balcony | Dining](https://images.trvl-media.com/lodging/91000000/90130000/90128100/90128049/5ee53d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Etruscan Residence Perugia [](https://www.expedia.ca/Perugia-Hotels-Etruscan-Residence-Perugia.h90128049.Hotel-Information) Perugia 10/10 Exceptional (1 review) CA $190 CA $438 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Perugia-Hotels-Etruscan-Residence-Perugia.h90128049.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/6e91d9be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/824ca8c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/49bf4281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/5d93306f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### "Il Focolare" Superior Apartment in Monticchiello [](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information) Monticchiello 10/10 Exceptional (8 reviews) "An wonderfully presented apartment in a beautiful town away from the tourist areas but close enough with a short drive. It’s a beautiful town and the apartment is a welcome retreat when you have enjoyed enough of the Tuscan sun. It’s clear the owner has attention to detail and that made our stay even better! " ![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg) Dan CA $153 CA $189 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/d620a5f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/4b66fb4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/3e892bbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/170d5f1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tolletta 10 e Lode - One Bedroom House, Sleeps 4 [](https://www.expedia.ca/Arezzo-Hotels-Tolletta-10-E-Lode-One-Bedroom-House.h119595715.Hotel-Information) Arezzo Centro Storico 10/10 Exceptional (1 review) " La casa pulitissima è molto bella, l’host molto disponibile e gentile, risponde sempre e anche subito. La posizione ottimale per fare il giro dei mercatini e di tutta la città. Consigliatissima " ![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg) Maria Gemma CA $115 CA $228 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Arezzo-Hotels-Tolletta-10-E-Lode-One-Bedroom-House.h119595715.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102660000/102651200/102651128/22044e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102660000/102651200/102651128/993fdcd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/103000000/102660000/102651200/102651128/55d3d86c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/103000000/102660000/102651200/102651128/f7d0727c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Home "Palazzetto Bovini" with Wi-Fi and Private Pool [](https://www.expedia.ca/Perugia-Hotels-Holiday-Home-Palazzetto-Bovini-With-Wi-Fi-And-Private-Pool.h102651128.Hotel-Information) perugia 10/10 Exceptional (1 review) "Pros: Great hosts, who were super helpful and responsive. Beautiful house and gardens. Cons: Nothing - it was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $4,673 CA $4,920 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Perugia-Hotels-Holiday-Home-Palazzetto-Bovini-With-Wi-Fi-And-Private-Pool.h102651128.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/f746b6f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/ddcd9ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, books](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/fc018cfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, internet](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/f9a7f1dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Independent house in the historic center [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.Hotel-Information) CASTIGLIONE D'ORCIA 9.4/10 Exceptional (9 reviews) "Stayed here during the Tuscany Trail and was perfect for 4 of us. Centre of town and a great restaurant recommendation too! " ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Graham S. CA $232 CA $274 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.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=2026-02-03&endDate=2026-02-04®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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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=2026-04-20&d1=2026-04-20&endDate=2026-04-23&d2=2026-04-23&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-Private-Vacation-Homes.d601360-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCortona-Private-Vacation-Homes.d601360-aaPrivateVacationHomes.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) ![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) ![Hotel San Luca](https://images.trvl-media.com/lodging/3000000/2700000/2691400/2691302/5cf5bba0_y.jpg) ### Hotel San Luca 10/10 Excellent "great view, very clean, friendly staff" [](https://expedia.ca/Cortona-Hotels-Hotel-San-Luca.h2691302.Hotel-Information) ![Locanda agli Amici](https://images.trvl-media.com/lodging/91000000/90310000/90300600/90300548/5a958be8_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/2000000/1680000/1677700/1677691/12bc3783_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) ## Find out more about Cortona ## Cortona Vacation Homes information | Number of reviews | 19 | | ----------------- | ------------------ | | Accommodation | 235 Vacation Homes | | Lowest Price | CA $148 | | Highest Price | CA $4,920 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Acquaviva Hotels ](https://www.expedia.ca/Acquaviva-Hotels.d6047638.Travel-Guide-Hotels) - [Farmstay in Arezzo ](https://www.expedia.ca/Arezzo-Agritourism.d11306-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Arezzo ](https://www.expedia.ca/Arezzo-Apart-Hotels.d11306-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Arezzo ](https://www.expedia.ca/Arezzo-Apartments.d11306-aaApartments.Travel-Guide-Accommodation) - [B&B in Arezzo ](https://www.expedia.ca/Arezzo-Bed-And-Breakfast.d11306-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Arezzo ](https://www.expedia.ca/Arezzo-Castles.d11306-aaCastles.Travel-Guide-Accommodation) - 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