Title: Cortona Vacation Home Rentals from CA $279: 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://a.travel-assets.com/findyours-php/viewfinder/images/res70/157000/157531-Arezzo-Province.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cortona Vacation Rentals ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Cortona Vacation Homes ![Property grounds](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/0248fcc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/20f3f653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/ee21b4e7.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 Cortona CA $114 CA $150 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/115000000/114730000/114720700/114720698/0324dec8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114730000/114720700/114720698/8d506751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114730000/114720700/114720698/1d1c0e02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/115000000/114730000/114720700/114720698/780f847a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Fonte, our quaint little west facing cottage for two people. Cortona CA $225 CA $299 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Cortona-Hotels-La-Fonte.h114720698.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32640000/32632000/32631932/4c9dc305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/33000000/32640000/32632000/32631932/90-47ebfe31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32640000/32632000/32631932/f92088fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32640000/32632000/32631932/ea734e62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Montecchio di Cortona Montecchio 9.0/10 Wonderful (2) "Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..." CA $98 CA $127 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Cortona-Hotels-Montecchio-Di-Cortona.h32631932.Hotel-Information) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137839/e6444fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137839/c583fb1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137839/96faa0f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137839/d67b4cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi Cortona 8.0/10 Very good (1) "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... CA $209 CA $216 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-La-Terrazza-With-Shared-Pool-Wi-Fi.h89137839.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) ![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/ae9cfe4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39960000/39951800/39951786/9baf88ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### House in the Cortona countryside Fratticciola CA $139 CA $168 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Cortona-Hotels-House-In-The-Cortona-Countryside.h39951786.Hotel-Information) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121050000/121042000/121041995/3adce302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/122000000/121050000/121042000/121041995/a11d7fdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/122000000/121050000/121042000/121041995/823b165e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121050000/121042000/121041995/9a6acded.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Netik apartments Cortona, nestled in the Countryside, near the famous Tuscan villages Vallone Pip CA $183 CA $219 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Cortona-Hotels-Vrbo-Property.h121041995.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/115000000/114730000/114720800/114720704/5b6dc865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/115000000/114730000/114720800/114720704/06b77fdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/115000000/114730000/114720800/114720704/366e2956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/115000000/114730000/114720800/114720704/322382f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A stylish Tuscan cottage for four people with stunning views over the valley and Cortona Cortona CA $376 CA $465 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Cortona-Hotels-A-Stylish-Tuscan-Cottage-For-Four-People-With-Stunning-Views-Over-The-Valley-And-Cortona.h114720704.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/19000000/19000000/18990200/18990129/6bec135c.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/19000000/19000000/18990200/18990129/88c47352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/19000000/18990200/18990129/51550a4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/19000000/18990200/18990129/640994ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Podere Casorbica with free parking, large garden, private pool. cortona 9.4/10 Exceptional (16) "We had a very nice and relaxing stay, many thanks to the friendly host. If you're looking for peace and quiet, this is the place for you. The property is quietly located at the foot of the small town of Cortona, which is definitely worth a visit. The holiday home has a beautiful, large garden and pool. The landscape is beautiful and authentically Tuscan. The nearest supermarket is just a few minutes away." CA $310 CA $361 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Cortona-Hotels-Podere-Casorbica-With-Free-Parking.h18990129.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/115000000/114360000/114355400/114355363/8103031e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/115000000/114360000/114355400/114355363/a70ee1dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/115000000/114360000/114355400/114355363/77701f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/115000000/114360000/114355400/114355363/1846dc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation home Beppina, typical cortonese house, in the center, animals welcome Cortona Old Town CA $116 CA $150 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Cortona-Hotels-Vacation-Home-Beppina.h114355363.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/22000000/21140000/21136300/21136264/a26282ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon House, Kitchen, Hill View | Living area](https://images.trvl-media.com/lodging/22000000/21140000/21136300/21136264/e02bdbb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21140000/21136300/21136264/007fccea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/22000000/21140000/21136300/21136264/d0c26e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zampugna Trequanda 9.2/10 Wonderful (5) "Beautiful and host is great!" CA $652 CA $722 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Trequanda-Hotels-Zampugna.h21136264.Hotel-Information) ![Interior entrance](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/373c757f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/9f5a336b.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) ![2 bedrooms, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/05f902c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Poggio del Sole Castiglione del Lago 8.0/10 Very good (4) "El hotel no alcanzó el agua caliente y no se pudo bañar parte de la familia no contaba con suficientes amenidades " CA $250 CA $279 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Castiglione-Del-Lago-Hotels-Poggio-Del-Sole.h19986371.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/b5d9a4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/62b86b12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/7ed60a74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/40000000/39870000/39866200/39866124/ad4e5fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic farm in the Sienese hills Trequanda, Siena "Gemischt.Sehr gut: Zentrale Lage, viele Ausflugsmöglichkeiten (Siena, Cortona, Arezzo Pienza). Gepflegt, schöner Pool. Antonio ist die gute Seele des Hauses, freundlich, hilfsbereit und scheinbar immer fröhlich.Gut: Ausstattung des Hauses (wir haben im kleineren Poggiolino) gewohnt.Nicht gut: Zentrale Lage, direkt an einer wichtigen Regionalstraße. Also Ruhe in den Hügeln der Toskana hatten wir uns anders vorgestellt... Und:Im Schlafzimmer (UG) war es sehr warm (bei hohen Außentemperaturen).... CA $132 CA $286 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Trequanda-Hotels-Romantic-Farm-In-The-Sienese-Hills.h39866124.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/5cbd85b3.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/c4189b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/27783d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/522b9af5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tolletta 10 e Lode - One Bedroom House, Sleeps 4 Arezzo Centro Storico CA $126 CA $241 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Arezzo-Hotels-Tolletta-10-E-Lode-One-Bedroom-House.h119595715.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/69000000/68050000/68050000/68049942/3d55d541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68050000/68050000/68049942/6a211ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/69000000/68050000/68050000/68049942/d70cff47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/69000000/68050000/68050000/68049942/27c749dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Falco- Cignella Resort Tuscany Toscana 9.0/10 Wonderful (2) "Perfectly located in the center of the Heart of Tuscany. Great property with a clean and spacious interior. " CA $8,165 CA $9,259 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Trequanda-Hotels-Villa-Falco-Cignella-Resort-Tuscany.h68049942.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/105000000/104510000/104504400/104504353/c133f368.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven](https://images.trvl-media.com/lodging/105000000/104510000/104504400/104504353/73c7696e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/105000000/104510000/104504400/104504353/1c082157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104510000/104504400/104504353/cb7a6195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Room 'Art Rooms - Kandinskij' with Private Terrace, Wi-Fi and Air Conditioning IL Vignale CA $143 CA $153 total includes taxes & fees Oct 11 - Oct 12 [](https://www.expedia.ca/Arezzo-Hotels-Room-Art-Rooms-Kandinskij-With-Private-Terrace.h104504353.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/85000000/84520000/84515400/84515383/6a2b762c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84520000/84515400/84515383/bfe877c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/85000000/84520000/84515400/84515383/a009fc45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/85000000/84520000/84515400/84515383/f6f7b43b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Eagle House CHIANCIANO 10/10 Exceptional (3) "Paolo and Monica were such gracious and enthusiastic hosts. The property is beautiful, and the hospitality was great. Paolo and Monica helped plan our itinerary each day which made for a stress-free week. The highlight was the interaction with owls, eagles, and other animals, as well as the wine cave and the history behind it. Thanks again, Paolo and Monica! " CA $338 CA $478 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Chianciano-Terme-Hotels-MONTEPULCIANO-A-DUE-PASSI-DALLA-VAL-DORCIA.h84515383.Hotel-Information) ![TV, DVD player](https://images.trvl-media.com/lodging/69000000/68060000/68051700/68051629/fc2934d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68060000/68051700/68051629/28d9ff3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68060000/68051700/68051629/269ff2c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/69000000/68060000/68051700/68051629/b3b7fcb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa Pesca - Cignella Resort Val D'orcia Toscana Toscana CA $8,165 CA $9,137 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Trequanda-Hotels-Vrbo-Property.h68051629.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/98000000/97080000/97072500/97072488/5e0bf0da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/98000000/97080000/97072500/97072488/65910cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/98000000/97080000/97072500/97072488/7812a5c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97080000/97072500/97072488/b46bdfd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home La Perla del Lago-All the comfort of your own home with a lake view! Castel Rigone 10/10 Exceptional (3) "The only thing this place could have that it doesn't is an infinity pool! We loved it here. It was a last minute booking and the host was super helpful. STUNNING views from the patio, and the lake is a short drive down the hill. Also, a very cool little town with restaurants just a two minute drive.Our favorite stays in Italy we're in these little remote towns. Soooo nice. " CA $145 CA $181 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Passignano-Sul-Trasimeno-Hotels-Vrbo-Property.h97072488.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119950000/119947400/119947322/5b941fd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/120000000/119950000/119947400/119947322/4a2ecef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119950000/119947400/119947322/0bbde166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119950000/119947400/119947322/b4c39997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cyclist. Pedal your way to your ideal stay! Parlesca CA $98 CA $127 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Perugia-Hotels-Vrbo-Property.h119947322.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, desk, free WiFi, bed sheets](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) ![TV](https://images.trvl-media.com/lodging/112000000/111560000/111557300/111557292/e2946d98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### LANDLORD ALBACHIARA Ramazzano - Le Pulci CA $132 CA $167 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Perugia-Hotels-Vrbo-Property.h111557292.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=2025-10-21&endDate=2025-10-22®ionId=601360&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FCortona-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 ![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) ![Hotel Italia](//images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/22c9fd1e_y.jpg) ### Hotel Italia 10/10 Excellent "Right in the middle of Cortona. Nice place for sure. " [](https://expedia.ca/Cortona-Hotels-Hotel-Italia.h1663916.Hotel-Information) ![Monastero di Cortona Hotel & Spa](//images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg) ### Monastero di Cortona Hotel & Spa 10/10 Excellent "Beautiful, unique property! Stunning views of the countryside. The staff were all very helpful and friendly. We will definitely recommend!" [](https://expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.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) ![Locanda agli Amici](//images.trvl-media.com/lodging/91000000/90310000/90300600/90300548/5a958be8_y.jpg) ### Locanda agli Amici 10/10 Excellent "Amazing breakfast and first class service. Host was very attentive to details, the property is beautiful. Location is great, walking distance to a working monastery and to the town of Cortona. A peaceful spot and very safe. Beds were comfortable and the room was well appointed." [](https://expedia.ca/Cortona-Hotels-Locanda-Agli-Amici.h90300548.Hotel-Information) ![Il Falconiere - Relais e Chateaux](//images.trvl-media.com/lodging/1000000/530000/528500/528472/2334a48c_y.jpg) ### Il Falconiere - Relais e Chateaux 10/10 Excellent "Absolutely Amazing place / stay ! My wife and I only have raving reviews…for us it is in our Top 3 best Hotel stay ever…and we have been to some amazing Hotels before around the world. " [](https://expedia.ca/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information) ![Hotel Villa Marsili](//images.trvl-media.com/lodging/1000000/930000/922700/922648/c5455b25_y.jpg) ### Hotel Villa Marsili 10/10 Excellent "I can't recommend the Marsili highly enough. The property is perfectly situated just on the outskirts of Cortona center. A 5 minute walk and you are exploring a fascinating, casual, friendly, safe and fun neighborhood. Every member of the staff went out of their way to meet our needs. We loved the breakfast as it was different daily and so delicious. The rooms were large and comfortable. We sat up in bed in the morning to outstanding views of the valley. It was out of a painting. " [](https://expedia.ca/Cortona-Hotels-Hotel-Villa-Marsili.h922648.Hotel-Information) ![Villa di Piazzano - Small Luxury Hotel of the World](//images.trvl-media.com/lodging/1000000/980000/972000/971985/473f66a9_y.jpg) ### Villa di Piazzano - Small Luxury Hotel of the World 10/10 Excellent "If you like a peaceful quiet getaway this is the place!" [](https://expedia.ca/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information) ![Hotel San Michele](//images.trvl-media.com/lodging/1000000/990000/984500/984435/cd5b1ca8_y.jpg) ### Hotel San Michele 10/10 Excellent "Very friendly and helpful staff. Nice rooms" [](https://expedia.ca/Cortona-Hotels-Hotel-San-Michele.h984435.Hotel-Information) ## Find out more about Cortona ## Cortona Vacation Homes information | Number of reviews | | | --- | --- | | Accommodation | 244 Vacation Homes | | Lowest Price | CA $279 | | Highest Price | CA $722 | ## 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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