Title: Cortona Vacation Rentals from CA $175: Short-Term Rentals for 2026 | Expedia.ca

[Cortona Travel Guide](https://expedia.ca/Cortona.dx601360)[Hotels in Cortona](https://expedia.ca/Cortona-Hotels.d601360.Travel-Guide-Hotels)[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

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 24 - Apr 26](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Cortona vacation rentals

![Front of property](https://images.trvl-media.com/lodging/125000000/124490000/124485300/124485273/685faefc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/125000000/124490000/124485300/124485273/da3d351c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/125000000/124490000/124485300/124485273/8c2b43aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower](https://images.trvl-media.com/lodging/125000000/124490000/124485300/124485273/ac963037.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vicolo Della Scala Rooms - Il Sole

[](https://www.expedia.ca/Cortona-Hotels-Vicolo-Della-Scala-Rooms-Il-Sole.h124485273.Hotel-Information)

Cortona Old Town

CA $162

CA $181 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Cortona-Hotels-Vicolo-Della-Scala-Rooms-Il-Sole.h124485273.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/125000000/124490000/124485300/124485283/4973484c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/125000000/124490000/124485300/124485283/87373114.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/125000000/124490000/124485300/124485283/210b6cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, bidet](https://images.trvl-media.com/lodging/125000000/124490000/124485300/124485283/c09bf4b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vicolo Della Scala Rooms - La Luna

[](https://www.expedia.ca/Cortona-Hotels-Vicolo-Della-Scala-Rooms-La-Luna.h124485283.Hotel-Information)

Cortona Old Town

CA $155

CA $174 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Cortona-Hotels-Vicolo-Della-Scala-Rooms-La-Luna.h124485283.Hotel-Information)

![Bar (on property)](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/d732a716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, Terrace](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/93858826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/a8e96dc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room | Bathroom](https://images.trvl-media.com/lodging/43000000/42010000/42001200/42001140/8842009b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Piccola Locanda

[](https://www.expedia.ca/Chiusi-Hotels-La-Piccola-Locanda.h42001140.Hotel-Information)

Chiusi

8.6/10

Excellent

(9 reviews)

"This was a great place to stay for two nights in late October and to take out and back day trips by train to Siena and Florence on back-to-back days. Very close to the train station - very convenient. Breakfast in the restaurant in the morning was small, but good. Highly recommend this location! It's small, but serviced and supported very well by the staff at the restaurant. "

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

Jeffery

[](https://www.expedia.ca/Chiusi-Hotels-La-Piccola-Locanda.h42001140.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/c3f2502a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/b87c70b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Double or Twin Room, 1 Bedroom](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/41636195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/25000000/24380000/24373100/24373081/30d81c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### THE MONNA LISA RESORT

[](https://www.expedia.ca/Arezzo-Hotels-La-Valle-Di-Monna-Lisa.h24373081.Hotel-Information)

Arezzo

9.2/10

Wonderful

(9 reviews)

"Massimiliano was a great host, but we were the only guests and the restaurant was closed. The hotel was basically unmanaged. It should not have been listed as a hotel. "

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

Bart

[](https://www.expedia.ca/Arezzo-Hotels-La-Valle-Di-Monna-Lisa.h24373081.Hotel-Information)

![Panoramic Cottage, 1 Bedroom | Exterior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/020483c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Cottage, 1 Bedroom](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/83ad69a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/a39f2057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22940000/22938800/22938763/e878f092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Affitacamere Maria Gabriella

[](https://www.expedia.ca/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information)

Pienza

9.8/10

Exceptional

(51 reviews)

"This property has a lovely view, great garden, attentive staff with good breakfast. Stayed in the cottage and the patio was very sunny and relaxing. "

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

Lenise

CA $152

CA $208 total

includes taxes & fees

Feb 4 - Feb 5

[](https://www.expedia.ca/Pienza-Hotels-Affitacamere-Maria-Gabriella.h22938763.Hotel-Information)

![Food court](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/0263d307.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/bfee31ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner served; local cuisine, alfresco dining ](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/0ce3602b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, down comforters, minibar, in-room safe](https://images.trvl-media.com/lodging/8000000/7280000/7272500/7272465/f4cb97cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Locanda di San Francesco

[](https://www.expedia.ca/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information)

Montepulciano

9.8/10

Exceptional

(132 reviews)

"Great room-great staff-great location"

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

Richard

CA $219

CA $248 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Montepulciano-Hotels-La-Locanda-Di-San-Francesco.h7272465.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/7fc2c578.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily local cuisine breakfast](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/c32d3de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/29beacc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/16000000/15440000/15434500/15434499/e040eb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa La Ginestra

[](https://www.expedia.ca/Subbiano-Hotels-Villa-La-Ginestra.h15434499.Hotel-Information)

Subbiano

9.6/10

Exceptional

(5 reviews)

"Le charme de l'endroit, l'attention de l'hôte, le confort, le déjeuner delicieux."

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Philippe

[](https://www.expedia.ca/Subbiano-Hotels-Villa-La-Ginestra.h15434499.Hotel-Information)

![Double Room](https://images.trvl-media.com/lodging/112000000/111280000/111270500/111270465/caa8a33b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/112000000/111280000/111270500/111270465/3afcfb26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/112000000/111280000/111270500/111270465/57c8db9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double Room](https://images.trvl-media.com/lodging/112000000/111280000/111270500/111270465/577f8112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welchome suites

[](https://www.expedia.ca/Perugia-Hotels-Welchome-Suites.h111270465.Hotel-Information)

Old Town Perugia

9.4/10

Exceptional

(16 reviews)

"Great location and host was extremely helpful and quick to communicate. "

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

Jenifer

CA $141

CA $160 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Perugia-Hotels-Welchome-Suites.h111270465.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/101000000/100690000/100684600/100684575/62c9a2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/101000000/100690000/100684600/100684575/3cf9a8b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100690000/100684600/100684575/83b03268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/101000000/100690000/100684600/100684575/ffeaa464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### L'Antica Sosta

[](https://www.expedia.ca/Corciano-Hotels-LAntica-Sosta.h100684575.Hotel-Information)

Corciano

9.4/10

Exceptional

(3 reviews)

"Molto accoglienti e gentili "

![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg)

Valentina

CA $93

CA $103 total

includes taxes & fees

Feb 5 - Feb 6

[](https://www.expedia.ca/Corciano-Hotels-LAntica-Sosta.h100684575.Hotel-Information)

![Monolocale Exclusive, vista città, secondo piano senza ascensore](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/f7106947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Monolocale Exclusive, vista città, secondo piano senza ascensore | Living area](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/6be6d8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Camera Superior, vista città, primo piano senza ascensore](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/e4f61737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114870000/114863300/114863278/cc713796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### TuscanyLettings Studio&Room

[](https://www.expedia.ca/Pienza-Hotels-TuscanyLettings-StudioRoom.h114863278.Hotel-Information)

Pienza

10/10

Exceptional

(1 review)

"メイン通りの好立地。 客室は豪華でエレガント。 ウェルカムキットも良く、アメニティも良好。 次回も必ず利用したい。 スタッフの方、いろいろありがとうございました。"

![Japan](https://a.travel-assets.com/egds/marks/flags/jp.svg)

keita

CA $131

CA $151 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Pienza-Hotels-TuscanyLettings-StudioRoom.h114863278.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/ebbc46be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/f199e1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/bcab148b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pillowtop beds, minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/43000000/42240000/42239300/42239240/9b46c6f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Locanda Di Cetona

[](https://www.expedia.ca/Cetona-Hotels-La-Locanda-Di-Cetona.h42239240.Hotel-Information)

Cetona

9.2/10

Wonderful

(5 reviews)

"A lovely hotel and very welcoming staff. Cetona is a delight. "

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Julian

[](https://www.expedia.ca/Cetona-Hotels-La-Locanda-Di-Cetona.h42239240.Hotel-Information)

![Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor | Private spa tub](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/w5467h3644x6y6-bfae763b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/543e1f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/81c3f8ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Romantic Double Room, 1 Queen Bed, Hot Tub, Ground Floor](https://images.trvl-media.com/lodging/25000000/24990000/24986600/24986573/936c2188.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### DormiVeglia B&B

[](https://www.expedia.ca/Monte-San-Savino-Hotels-DormiVeglia-BB.h24986573.Hotel-Information)

Monte San Savino

10/10

Exceptional

(27 reviews)

"Amazing, warm, sweet, lovely, such a gem of a place!"

![American Samoa](https://a.travel-assets.com/egds/marks/flags/as.svg)

Melissa Hyun Joo

[](https://www.expedia.ca/Monte-San-Savino-Hotels-DormiVeglia-BB.h24986573.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/0d27663a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hallway](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/da2f0709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Room, Jetted Tub | Deep soaking bathtub](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/188597d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Room](https://images.trvl-media.com/lodging/5000000/4840000/4837100/4837070/d191efd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bed & Breakfast Vicolo dell'Oste

[](https://www.expedia.ca/Montepulciano-Hotels-Bed-Breakfast-Vicolo-DellOste.h4837070.Hotel-Information)

Montepulciano

9.6/10

Exceptional

(128 reviews)

"Great hosts, central location "

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

Alexander

CA $131

CA $151 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Montepulciano-Hotels-Bed-Breakfast-Vicolo-DellOste.h4837070.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/28000000/27070000/27060400/27060322/a55be04c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Staircase](https://images.trvl-media.com/lodging/28000000/27070000/27060400/27060322/056f2668.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, minibar, individually furnished](https://images.trvl-media.com/lodging/28000000/27070000/27060400/27060322/w446h681x290y0-be2b0079.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/28000000/27070000/27060400/27060322/e9d13b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dolce Rosa Centro Storico

[](https://www.expedia.ca/Sansepolcro-Hotels-Dolce-Rosa-Centro-Storico.h27060322.Hotel-Information)

Sansepolcro

9.6/10

Exceptional

(13 reviews)

"Ottimo rapporto qualità prezzo camera carina... un unico neo mancavano i tappi di vasca e bidet..."

![Italy](https://a.travel-assets.com/egds/marks/flags/it.svg)

Sergio

[](https://www.expedia.ca/Sansepolcro-Hotels-Dolce-Rosa-Centro-Storico.h27060322.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/ab9da5ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily cooked-to-order breakfast](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/dac9c270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Double or Twin Room](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/6530f866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/49000000/48620000/48613700/48613662/148c0133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### San Michele al Borgo

[](https://www.expedia.ca/Castiglion-Fiorentino-Hotels-Suite-San-Michele.h48613662.Hotel-Information)

Castiglion Fiorentino

9.8/10

Exceptional

(9 reviews)

"Excellent staff and tasty breakfast!"

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

Vern

CA $155

CA $177 total

includes taxes & fees

Feb 3 - Feb 4

[](https://www.expedia.ca/Castiglion-Fiorentino-Hotels-Suite-San-Michele.h48613662.Hotel-Information)

![Suite Bernardo, Panoramica al terzo piano senza ascensore | Terrace/patio](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/4f1f04f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Bernardo, Panoramica al terzo piano senza ascensore](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/8ce91a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite Enea al primo piano senza ascensore | Living area](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/04ed7e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112330000/112327700/112327681/0f43b292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PienzaLettings Suites

[](https://www.expedia.ca/Pienza-Hotels-PienzaLettings-Suites.h112327681.Hotel-Information)

Pienza

10/10

Exceptional

(1 review)

"Fantastic room in the city center, close to everything in Pienza"

![Norway](https://a.travel-assets.com/egds/marks/flags/no.svg)

Tom

CA $109

CA $126 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Pienza-Hotels-PienzaLettings-Suites.h112327681.Hotel-Information)

![Family Apartment, 2 Bedrooms, Hill View, Tower | View from room](https://images.trvl-media.com/lodging/102000000/101940000/101930900/101930876/d8d59316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Comfort Apartment, 2 Bedrooms, 2 Bathrooms, Courtyard View | Living area](https://images.trvl-media.com/lodging/102000000/101940000/101930900/101930876/56c25777.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/102000000/101940000/101930900/101930876/bd8eeebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Apartment, 2 Bedrooms, Non Smoking, Tower | Living area](https://images.trvl-media.com/lodging/102000000/101940000/101930900/101930876/24daf1d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Vacanze Le Fornaci

[](https://www.expedia.ca/Pergine-Valdarno-Hotels-Casa-Vacanze-Le-Fornaci.h101930876.Hotel-Information)

Pergine Valdarno

9.4/10

Exceptional

(3 reviews)

"We absolutely loved our stay at this hotel. The suite was perfect and the restaurant had probably the best food I have had in Tuscany. We definitely plan to stay there again."

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

Gregory

CA $183

CA $206 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Pergine-Valdarno-Hotels-Casa-Vacanze-Le-Fornaci.h101930876.Hotel-Information)

![Breakfast area](https://images.trvl-media.com/lodging/5000000/4670000/4668200/4668168/cad07d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/5000000/4670000/4668200/4668168/24756513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Apartment, Kitchenette | Balcony](https://images.trvl-media.com/lodging/5000000/4670000/4668200/4668168/aac0ce8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4670000/4668200/4668168/120b913f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Locanda Antico Borgo

[](https://www.expedia.ca/Civitella-In-Val-Di-Chiana-Hotels-Locanda-Antico-Borgo.h4668168.Hotel-Information)

Civitella in Val di Chiana

9.2/10

Wonderful

(20 reviews)

"What an absolutely beautiful stay, in a stunning place. Our host was attentive and kind, and the food was wonderful. The hotel and rooms were spotlessly clean, and particularly for my needs on a road trip with my 18 year old son, the accommodation offering two adjoining bedrooms was perfect, and we could park outside. Also very good value in my opinion. I would definitely return, it’s also ideal for couples and I would love to bring my wife here. "

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

Mr Andy

CA $155

CA $171 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Civitella-In-Val-Di-Chiana-Hotels-Locanda-Antico-Borgo.h4668168.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/e04fd69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/100f6cff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gazebo](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/c1f8c360.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Standard Triple Room | Bathroom](https://images.trvl-media.com/lodging/27000000/26500000/26500000/26499959/c721d6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Artisti del Cavallo Tourism

[](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information)

Foiano della Chiana

8.4/10

Very good

(24 reviews)

"Good house for one night. "

![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg)

Heiner

CA $115

CA $130 total

includes taxes & fees

Jan 28 - Jan 29

[](https://www.expedia.ca/Foiano-Della-Chiana-Hotels-Agriturismo-Artisti-Del-Cavallo.h26499959.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/0aaa13a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/cabc4072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast (EUR 10 per person)](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/8011dd87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite, Balcony](https://images.trvl-media.com/lodging/47000000/46280000/46279800/46279780/2ef8f95c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Meublé Il Riccio

[](https://www.expedia.ca/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.Hotel-Information)

Montepulciano

9.8/10

Exceptional

(87 reviews)

"Amazing room staff atmoshpehere, there is no other hotel my wife will stay at in the heart of the town."

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

Michael.

[](https://www.expedia.ca/Montepulciano-Hotels-Meuble-Il-Riccio.h46279780.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=2026-02-10&endDate=2026-02-11&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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VILLA)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy&regionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy&regionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy&regionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&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=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy&regionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CABIN)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Cortona%2C+Tuscany%2C+Italy&regionId=601360&latLong=43.275026%2C11.98532&adults=2&startDate=2026-04-26&d1=2026-04-26&endDate=2026-04-29&d2=2026-04-29&lodging=CHALET)

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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)

![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)

![Villa di Piazzano - Small Luxury Hotel of the World](https://images.trvl-media.com/lodging/1000000/980000/972000/971985/473f66a9_y.jpg)

### Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"Room was wonderful, bathroom spacious and well appointed. Staff amazing and so friendly "

[](https://expedia.ca/Cortona-Hotels-Villa-Di-Piazzano-Small-Luxury-Hotel-Of-The-World.h971985.Hotel-Information)

![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)

## Find out more about Cortona

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cortona. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Villas in Cortona ](https://expedia.ca/Cortona-Villas.d601360-aaVillas.Travel-Guide-Accommodation)
- [Apartments in Cortona ](https://expedia.ca/Cortona-Apartments.d601360-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Cortona ](https://expedia.ca/Cortona-Private-Vacation-Homes.d601360-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Farmstay in Cortona ](https://expedia.ca/Cortona-Agritourism.d601360-aaAgritourism.Travel-Guide-Accommodation)
- [Cottages in Cortona ](https://expedia.ca/Cortona-Cottages.d601360-aaCottages.Travel-Guide-Accommodation)
- [B&B in Cortona ](https://expedia.ca/Cortona-Bed-And-Breakfast.d601360-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Country Houses in Cortona ](https://expedia.ca/Cortona-Country-House.d601360-aaCountryHouse.Travel-Guide-Accommodation)
- [Chalets in Cortona ](https://expedia.ca/Cortona-Chalets.d601360-aaChalets.Travel-Guide-Accommodation)
- [Resorts in Cortona ](https://expedia.ca/Cortona-Resort-Hotels.d601360-aaResortHotels.Travel-Guide-Accommodation)
- [Townhomes in Cortona ](https://expedia.ca/Cortona-Townhomes.d601360-aaTownhomes.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Cortona?

### What are some of the best vacation home rentals that Cortona has to offer?

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- [Things to do in Siena](https://expedia.ca/Things-To-Do-In-Siena.d9821.Travel-Guide-Activities)
- [Things to do in Florence](https://expedia.ca/Things-To-Do-In-Florence.d1222.Travel-Guide-Activities)
- [Things to do in Forte dei Marmi](https://expedia.ca/Things-To-Do-In-Forte-Dei-Marmi.d4943.Travel-Guide-Activities)
- [Things to do in Livorno](https://expedia.ca/Things-To-Do-In-Livorno.d178013.Travel-Guide-Activities)

Packages

- [Florence Vacations](https://expedia.ca/Florence.d1222.Destination-Travel-Guides)

General

- [Visit Caprese Michelangelo](https://expedia.ca/Caprese-Michelangelo.dx601601)
- [Visit Castiglione della Pescaia](https://expedia.ca/Castiglione-Della-Pescaia.dx6035388)
- [Visit Florence](https://expedia.ca/Florence.dx1222)
- [Visit Chianciano Terme](https://expedia.ca/Chianciano-Terme.dx55277)
- [Visit Siena](https://expedia.ca/Siena.dx9821)
- [Visit Forte dei Marmi](https://expedia.ca/Forte-Dei-Marmi.dx4943)
- [Visit San Gimignano](https://expedia.ca/San-Gimignano.dx11091)
- [Visit Barga](https://expedia.ca/Barga.dx6123404)
- [Visit Orbetello](https://expedia.ca/Orbetello.dx500738)
- [Visit Montecatini Terme](https://expedia.ca/Montecatini-Terme.dx4956)
- [Visit Portoferraio](https://expedia.ca/Portoferraio.dx4876)

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