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)

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cortona vacation homes

![Pool](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137894/7a76889c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137894/2bbc57b6.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)

![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137894/3ad9c28a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-Grande-With-Shared-Pool-Wi-Fi.h89137894.Hotel-Information)

CA $236

CA $242 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)

![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)

![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)

### Vacation Home in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information)

CA $113

CA $148 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information)

![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)

![Dining](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137842/9f5e957a.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)

### Vacation Home in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-La-Casina-With-Shared-Pool-Wi-Fi.h89137842.Hotel-Information)

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 17 - Jan 18

[](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-La-Casina-With-Shared-Pool-Wi-Fi.h89137842.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)

![Exterior](https://images.trvl-media.com/lodging/40000000/39960000/39951800/39951786/9baf88ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fratticciola

[](https://www.expedia.ca/Cortona-Hotels-House-In-The-Cortona-Countryside.h39951786.Hotel-Information)

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

Jan 18 - Jan 19

[](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)

![Smart TV, books, computer monitors](https://images.trvl-media.com/lodging/122000000/121050000/121042000/121041995/de4a46e5.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)

### Vacation Home in Vallone Pip

[](https://www.expedia.ca/Cortona-Hotels-Vrbo-Property.h121041995.Hotel-Information)

CA $89

CA $165 total

includes taxes & fees

Jan 17 - Jan 18

[](https://www.expedia.ca/Cortona-Hotels-Vrbo-Property.h121041995.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)

![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)

![Dining](https://images.trvl-media.com/lodging/28000000/27130000/27123500/27123405/8623cbb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/28000000/27130000/27123500/27123405/270-561d80d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cortona Old Town

[](https://www.expedia.ca/Cortona-Hotels-The-Garden-Of-Others.h27123405.Hotel-Information)

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)

![Pool](https://images.trvl-media.com/lodging/90000000/89140000/89138000/89137911/2e32b706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89140000/89138000/89137911/0e0b5786.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)

### Vacation Home in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-La-Colombaia-With-Shared-Pool-Wi-Fi.h89137911.Hotel-Information)

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 17 - Jan 18

[](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-La-Colombaia-With-Shared-Pool-Wi-Fi.h89137911.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)

### Vacation Home in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-La-Terrazza-With-Shared-Pool-Wi-Fi.h89137839.Hotel-Information)

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 17 - Jan 18

[](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)

![Fridge, oven, stovetop, electric kettle](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137859/e890c931.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)

![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)

### Vacation Home in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-La-Terrazza-With-Shared-Pool-Wi-Fi.h89137859.Hotel-Information)

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)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137898/6ed3bdd9.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)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137898/e271690a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-Il-Fienile-With-Shared-Pool-Wi-Fi.h89137898.Hotel-Information)

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)

![Dining](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137852/8a3141e9.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)

### Vacation Home in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-Casa-Gialla-With-Shared-Pool-Wi-Fi.h89137852.Hotel-Information)

CA $146

CA $152 total

includes taxes & fees

Jan 17 - Jan 18

[](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)

![Dining](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137837/b5bdaf17.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)

![Exterior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137837/3c1747cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Apartment-La-Vecchia-Fornace-Casa-Rossa-With-Shared-Pool-Wi-Fi.h89137837.Hotel-Information)

CA $195

CA $201 total

includes taxes & fees

Jan 17 - Jan 18

[](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)

![Interior](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137870/09142a4e.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)

![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89140000/89137900/89137870/40f80210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Apartment-Papa-Giuseppe-La-Stalla-With-Shared-Pool-Wi-Fi.h89137870.Hotel-Information)

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)

![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)

![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111557300/111557292/6e693c8e.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)

### Vacation Home in Ramazzano - Le Pulci

[](https://www.expedia.ca/Perugia-Hotels-Vrbo-Property.h111557292.Hotel-Information)

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 19 - Jan 20

[](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)

![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)

![Aerial view](https://images.trvl-media.com/lodging/20000000/19990000/19986400/19986371/6fa594b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Castiglione del Lago

[](https://www.expedia.ca/Castiglione-Del-Lago-Hotels-Poggio-Del-Sole.h19986371.Hotel-Information)

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 | Dining](https://images.trvl-media.com/lodging/91000000/90130000/90128100/90128049/5ee53d84.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 | Property grounds](https://images.trvl-media.com/lodging/91000000/90130000/90128100/90128049/eaa034fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Perugia

[](https://www.expedia.ca/Perugia-Hotels-Etruscan-Residence-Perugia.h90128049.Hotel-Information)

10/10

Exceptional

(1 review)

CA $190

CA $438 total

includes taxes & fees

Jan 17 - Jan 18

[](https://www.expedia.ca/Perugia-Hotels-Etruscan-Residence-Perugia.h90128049.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)

![Interior](https://images.trvl-media.com/lodging/120000000/119600000/119595800/119595715/b7770e2b.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)

### Vacation Home in Arezzo Centro Storico

[](https://www.expedia.ca/Arezzo-Hotels-Tolletta-10-E-Lode-One-Bedroom-House.h119595715.Hotel-Information)

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 $133

CA $246 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/Arezzo-Hotels-Tolletta-10-E-Lode-One-Bedroom-House.h119595715.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)

![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)

![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)

![Interior](https://images.trvl-media.com/lodging/19000000/18980000/18976700/18976608/1e4c6147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in CASTIGLIONE D'ORCIA

[](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.Hotel-Information)

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 17 - Jan 18

[](https://www.expedia.ca/Castiglione-DOrcia-Hotels-Independent-House-In-The-Historic-Center.h18976608.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/98000000/97080000/97072500/97072488/8d8688c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/98000000/97080000/97072500/97072488/f1af60e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97080000/97072500/97072488/7147d27f.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 in Castel Rigone

[](https://www.expedia.ca/Passignano-Sul-Trasimeno-Hotels-Vrbo-Property.h97072488.Hotel-Information)

10/10

Exceptional

(3 reviews)

"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. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adam H.

CA $145

CA $181 total

includes taxes & fees

Jan 17 - Jan 18

[](https://www.expedia.ca/Passignano-Sul-Trasimeno-Hotels-Vrbo-Property.h97072488.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)

![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)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/37000000/36370000/36364900/36364803/64e505a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Monticchiello

[](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information)

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 19 - Jan 20

[](https://www.expedia.ca/Pienza-Hotels-Il-Focolare-Superior-Apartment-In-Monticchiello.h36364803.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-30&endDate=2026-01-31&regionId=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&regionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VILLA)

Apartments

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Private vacation homes

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Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy&regionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=APART_HOTEL)

Residences

[](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy&regionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=RESIDENCE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy&regionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy&regionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=COTTAGE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy&regionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CHALET)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy&regionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CABIN)

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## Top Cortona Hotel Reviews

![Monastero di Cortona Hotel & Spa](https://images.trvl-media.com/lodging/24000000/23270000/23264500/23264410/cea3a0e9_y.jpg)

### Monastero di Cortona Hotel & Spa

10/10 Excellent

"Everything was great! Lovely hotel "

[](https://expedia.ca/Cortona-Hotels-Monastero-Di-Cortona-Hotel-Spa.h23264410.Hotel-Information)

![Relais La Corte dei Papi](https://images.trvl-media.com/lodging/1000000/920000/915500/915401/cb864c26_y.jpg)

### Relais La Corte dei Papi

10/10 Excellent

"Our visit was like being spoiled from the moment we arrived! The staff and even the owner were there to make sure we had everything we needed! Though our visit was in the off season, the only thing we didn't get to use was the pool as it was just too cold. The breakfast, though, was the best we have ever had while traveling! Highly recommend!!!"

[](https://expedia.ca/Cortona-Hotels-Relais-La-Corte-Dei-Papi.h915401.Hotel-Information)

![Locanda del Molino](https://images.trvl-media.com/lodging/3000000/2700000/2690400/2690302/5ae043c7_y.jpg)

### Locanda del Molino

10/10 Excellent

"family run business with great hospitality and excellent food"

[](https://expedia.ca/Cortona-Hotels-Locanda-Del-Molino.h2690302.Hotel-Information)

![Hotel Villa Marsili](https://images.trvl-media.com/lodging/1000000/930000/922700/922648/c5455b25_y.jpg)

### Hotel Villa Marsili

10/10 Excellent

"The hotel is conveniently located just a short distance downhill from Piazza Garibaldi (the entry to the main pedestrian zone of Cortona). However, parking is on-street nearby and arriving on a fine Saturday afternoon, it was challenging to find a space. I had to park in a paid space located a distance away for check-in, and only managed to find a free spot later when the day tourists had left. Parking issues aside, the hotel itself is lovely and cosy, and all the staff I met, from reception to restaurant, were genuinely warm and attentive. The breakfast was a standout – instead of the usual dry scrambled eggs and limp bacon, there was asparagus wrapped in bacon, baked eggplant topped with diced tomato, baked stuffed tomatoes, fried eggs with avocado slides, and many more visually appealing dishes I did not have space in my stomach to sample. I have never had such a unique and delicious hotel breakfast anywhere. The hotel also offered some small bites for happy hour in the evening, but these were not as good as breakfast and were quickly gone without being replenished. I got a very good deal on Expedia, visiting in the off-season in late November. If the price is right, I would definitely stay at Hotel Villa Marsili again if I return to Cortona or its vicinity. Highly recommended hotel!"

[](https://expedia.ca/Cortona-Hotels-Hotel-Villa-Marsili.h922648.Hotel-Information)

![Hotel Italia](https://images.trvl-media.com/lodging/2000000/1670000/1664000/1663916/22c9fd1e_y.jpg)

### Hotel Italia

10/10 Excellent

"The hotel amenities, comfort, hospitality are top notch. Should easily be a 4-star hotel! "

[](https://expedia.ca/Cortona-Hotels-Hotel-Italia.h1663916.Hotel-Information)

![Villa Santa Margherita](https://images.trvl-media.com/lodging/84000000/83490000/83480500/83480427/0897360d_y.jpg)

### Villa Santa Margherita

10/10 Excellent

"The room was large and very clean. Breakfast was very good. Will stay there if I return to Cortona"

[](https://expedia.ca/Cortona-Hotels-Villa-Santa-Margherita.h83480427.Hotel-Information)

![Il Falconiere - Relais e Chateaux](https://images.trvl-media.com/lodging/1000000/530000/528500/528472/2334a48c_y.jpg)

### Il Falconiere - Relais e Chateaux

10/10 Excellent

"Excellent staff and experiences! We had a wonderful time."

[](https://expedia.ca/Cortona-Hotels-Relais-Il-Falconiere.h528472.Hotel-Information)

![B&B Piccolo Hotel](https://images.trvl-media.com/lodging/13000000/12240000/12234700/12234603/ab339a34_y.jpg)

### B&B Piccolo Hotel

10/10 Excellent

"We were able to drive up to the door and leave our car with staff. Staff was amazing. Breakfast had many options and always replenished. It is right off the main piazza. Would stay again for sure!"

[](https://expedia.ca/Cortona-Hotels-BB-Piccolo-Hotel.h12234603.Hotel-Information)

![beautiful tuscan villa with pool, ideal for groups](https://images.trvl-media.com/lodging/34000000/33220000/33212800/33212774/fa22a962_y.jpg)

### beautiful tuscan villa with pool, ideal for groups

10/10 Excellent

"Our hosts were very gracious and concerned that we had all we needed for a good stay. They even brought us a basket of vegetables from which we made a great soup. We loved the peace and quiet of the area and the views as the daylight changed. So good to have a wash machine and a place to easily dry clothes. This beautiful traditional old Tuscan villa has all the amenities needed for modern life. "

[](https://expedia.ca/Cortona-Hotels-Beautiful-Tuscan-Villa-With-Pool.h33212774.Hotel-Information)

## Find out more about Cortona

## Cortona Vacation Homes information

| Number of reviews | 22                 |
| ----------------- | ------------------ |
| Accommodation     | 235 Vacation Homes |
| Lowest Price      | CA $148            |
| Highest Price     | CA $438            |

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- [Villas in Montepulciano ](https://www.expedia.ca/Montepulciano-Villas.d601351-aaVillas.Travel-Guide-Accommodation)
- [Ossaia Hotels ](https://www.expedia.ca/Ossaia-Hotels.d6361235.Travel-Guide-Hotels)
- [Palazzo del Pero Hotels ](https://www.expedia.ca/Palazzo-Del-Pero-Hotels.d6361237.Travel-Guide-Hotels)
- [Pergo Hotels ](https://www.expedia.ca/Pergo-Hotels.d6342993.Travel-Guide-Hotels)
- [Lgbt Friendly Hotels in Pieve a Quarto ](https://www.expedia.ca/Pieve-A-Quarto-Arezzo-Hotels-LGBT-Friendly-Hotel.0-n553248635976399858-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels)
- [Polvano Hotels ](https://www.expedia.ca/Polvano-Hotels.d6292817.Travel-Guide-Hotels)
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- [Rigutino Hotels ](https://www.expedia.ca/Rigutino-Hotels.d6361226.Travel-Guide-Hotels)
- [Hotels near Santa Margherita Basilica ](https://www.expedia.ca/Santa-Margherita-Basilica-Hotels.0-l553248621532500209-0.Travel-Guide-Filter-Hotels)
- [Santa Maria Hotels ](https://www.expedia.ca/Santa-Maria-Hotels.d553248635975862846.Travel-Guide-Hotels)
- [Resorts in Sinalunga ](https://www.expedia.ca/Sinalunga-Resort-Hotels.d603293-aaResortHotels.Travel-Guide-Accommodation)
- [Sodo Hotels ](https://www.expedia.ca/Sodo-Hotels.d6361280.Travel-Guide-Hotels)
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- [Torrita di Siena Hotels ](https://www.expedia.ca/Torrita-Di-Siena-Hotels.d6046345.Travel-Guide-Hotels)
- [Farmstay in Val d'Orcia ](https://www.expedia.ca/Val-DOrcia-Agritourism.d6047918-aaAgritourism.Travel-Guide-Accommodation)
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- [Hotels near Valdichiana Outlet Village ](https://www.expedia.ca/Valdichiana-Outlet-Village-Hotels.0-l6153160-0.Travel-Guide-Filter-Hotels)
- [Valiano Hotels ](https://www.expedia.ca/Valiano-Hotels.d6047297.Travel-Guide-Hotels)

- [Flights from Terontola ](https://www.expedia.ca/lp/flights/6025579/flights-from-terontola)
- [Flights from Valiano ](https://www.expedia.ca/lp/flights/6047297/flights-from-valiano)
- [Flights from Marciano della Chiana ](https://www.expedia.ca/lp/flights/6285674/flights-from-marciano-della-chiana)
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- [Visit Camucia ](https://www.expedia.ca/Camucia.dx6289367)
- [Visit Creti ](https://www.expedia.ca/Creti.dx3000439377)
- [Visit Marciano della Chiana ](https://www.expedia.ca/Marciano-Della-Chiana.dx6285674)
- [Visit Mercatale di Cortona ](https://www.expedia.ca/Mercatale-Di-Cortona.dx601101)
- [Visit Metelliano ](https://www.expedia.ca/Metelliano.dx553248635975868789)
- [Visit Montagnano ](https://www.expedia.ca/Montagnano.dx6361223)
- [Visit Montepulciano Stazione ](https://www.expedia.ca/Montepulciano-Stazione.dx6285775)
- [Visit Ossaia ](https://www.expedia.ca/Ossaia.dx6361235)
- [Visit Portole ](https://www.expedia.ca/Portole.dx3000390328)
- [Visit Potassa ](https://www.expedia.ca/Potassa.dx6361322)
- [Visit Rigutino ](https://www.expedia.ca/Rigutino.dx6361226)
- [Visit San Pietro a Cegliolo ](https://www.expedia.ca/San-Pietro-A-Cegliolo.dx6130155)
- [Visit Sinalunga ](https://www.expedia.ca/Sinalunga.dx603293)
- [Visit Tegoleto ](https://www.expedia.ca/Tegoleto.dx3000708346)
- [Visit Terontola ](https://www.expedia.ca/Terontola.dx6025579)

- [Car rental Castiglion Fiorentino ](https://www.expedia.ca/Car-Rentals-In-Castiglion-Fiorentino.d6047858.Car-Rental-Guide)
- [Car rentals near Cortona Old Town ](https://www.expedia.ca/Car-Rentals-In-Cortona-Old-Town.d553248633938945259.Car-Rental-Guide)
- [Car rental Mercatale di Cortona ](https://www.expedia.ca/Car-Rentals-In-Mercatale-Di-Cortona.d601101.Car-Rental-Guide)
- [Car rental Montepulciano Stazione ](https://www.expedia.ca/Car-Rentals-In-Montepulciano-Stazione.d6285775.Car-Rental-Guide)
- [Car rental Terontola ](https://www.expedia.ca/Car-Rentals-In-Terontola.d6025579.Car-Rental-Guide)
- [Car rental Torrita di Siena ](https://www.expedia.ca/Car-Rentals-In-Torrita-Di-Siena.d6046345.Car-Rental-Guide)

- [Things to do in Brolio ](https://www.expedia.ca/Things-To-Do-In-Brolio.d6361222.Travel-Guide-Activities)
- [Things to do in Lucignano ](https://www.expedia.ca/Things-To-Do-In-Lucignano.d6048408.Travel-Guide-Activities)
- [Things to do in Terontola ](https://www.expedia.ca/Things-To-Do-In-Terontola.d6025579.Travel-Guide-Activities)

- [Book Vacation Homes in Cortona on Expedia.it ](https://www.expedia.it/Cortona-Case-Vacanze-Private.d601360-aaCaseVacanzePrivate.Guida-Viaggi-Alloggi)