Title: Cortona Vacation Rentals from CA $148: 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)

# Cortona Vacation Rentals

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## Check prices for these dates

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-04-03&endDate=2026-04-05&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

![Outdoor dining](https://images.trvl-media.com/lodging/29000000/28850000/28840500/28840420/73d0cc6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/29000000/28850000/28840500/28840420/7484c9c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/29000000/28850000/28840500/28840420/2dd1cad0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/29000000/28850000/28840500/28840420/7b5bc062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in cortona

[](https://www.expedia.ca/Cortona-Hotels-Luxury-Cortona-View-Hilltop-Villa.h28840420.Hotel-Information)

10/10

Exceptional

(50)

"Perfect location for day trips covering so many of the hilltop towns. Perfect accommodation for a group of 12 friends as each bedroom has it’s own bathroom.Perfect Villa for relaxing at home coffee every morning, lying by the pool and dinner watching the incredible sunsets.Perfect hosts. Denise takes care of everything while you are at the villa including cooking us a wonderful dinner. Mieke answered all our questions prior to our arrival very promptly. She has set the villa up perfectly and...

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

Belinda P.

[](https://www.expedia.ca/Cortona-Hotels-Luxury-Cortona-View-Hilltop-Villa.h28840420.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33960000/33959000/33958954/2e6b30f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33960000/33959000/33958954/1e6efc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33960000/33959000/33958954/8c5bc606.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/34000000/33960000/33959000/33958954/1f992029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in AREZZO

[](https://www.expedia.ca/Cortona-Hotels-Beautiful-Renovated-Stone-Villa-Private-Pool.h33958954.Hotel-Information)

9.8/10

Exceptional

(35)

"Lovely property with a great pool. Hosts were very friendly and communication good throughout."

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

Andrew T.

[](https://www.expedia.ca/Cortona-Hotels-Beautiful-Renovated-Stone-Villa-Private-Pool.h33958954.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/40000000/39980000/39975500/39975495/a961b8d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/40000000/39980000/39975500/39975495/2585ec24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/40000000/39980000/39975500/39975495/4e0bef47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/40000000/39980000/39975500/39975495/f6ce142b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in cortona

[](https://www.expedia.ca/Cortona-Hotels-Villa-Il-Giuggiolo.h39975495.Hotel-Information)

9.8/10

Exceptional

(6)

"The villa was so comfortable and lovely. Michele was very responsive and helpful. 10/10 experience."

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

Zülal E.

[](https://www.expedia.ca/Cortona-Hotels-Villa-Il-Giuggiolo.h39975495.Hotel-Information)

![Apartment, 1 Bedroom | View from room](https://images.trvl-media.com/lodging/22000000/21060000/21056200/21056142/8a54510a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/22000000/21060000/21056200/21056142/c2de6778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Living area](https://images.trvl-media.com/lodging/22000000/21060000/21056200/21056142/249f0b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom | Private kitchen](https://images.trvl-media.com/lodging/22000000/21060000/21056200/21056142/339e8bbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Cortona Old Town

[](https://www.expedia.ca/Cortona-Hotels-Appartamento-Loggetta.h21056142.Hotel-Information)

[](https://www.expedia.ca/Cortona-Hotels-Appartamento-Loggetta.h21056142.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/35000000/34410000/34404800/34404727/1d05c258.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34410000/34404800/34404727/f70906f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34410000/34404800/34404727/efcc61bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34410000/34404800/34404727/3af42243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Wonderful-Villa-At-The-Foot-Of-Cortona-With-Private-Pool-And-Unforgettable-Views.h34404727.Hotel-Information)

9.4/10

Exceptional

(3)

"I want to move into this villa. It was amazing from start to finish with only one or two minor issues. The location was perfect for visiting nearby towns and wineries. The American style coffee maker was ancient and it took over an hour to brew a cup of coffee. Once we cleaned it with vinegar it worked a lot better. Sadly we did not use the pool due to the weather. I definitely would return to this villa. "

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

Mary S.

[](https://www.expedia.ca/Cortona-Hotels-Wonderful-Villa-At-The-Foot-Of-Cortona-With-Private-Pool-And-Unforgettable-Views.h34404727.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92360000/92355700/92355622/0248fcc9.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)

![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)

### 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

Dec 11 - Dec 12

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

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33220000/33212800/33212774/fa22a962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33220000/33212800/33212774/72432a1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, table tennis](https://images.trvl-media.com/lodging/34000000/33220000/33212800/33212774/8f932706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33220000/33212800/33212774/07934cdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cortona

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

10/10

Exceptional

(30)

"I can’t even describe how beautiful this villa is . The first day I walked out of the house into the patio to the smell of wisteria and the sound of bees . It was incredibly relaxing and we fixed wonderful meals and spent time around the pool . There was plenty of room for our family and everyone left feeling rested . There are so many things to do close by. We highly recommend this villa to anyone who will be staying in the region "

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

Alicia N.

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

![Exterior](https://images.trvl-media.com/lodging/34000000/33610000/33602800/33602782/ea1c471d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33610000/33602800/33602782/90-e4732e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33610000/33602800/33602782/b1f88f9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33610000/33602800/33602782/018eac3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Casina-In-Authentic-Tuscany.h33602782.Hotel-Information)

9.8/10

Exceptional

(69)

"This was a perfect stay. Picturesque location, close to Cortona and wineries and shops- we even walked to one of them. Best of all though was the kindness of the host who left us wine, salad, bruschette and cantucci. We would LOVE to come back one day! "

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

Catherine G.

[](https://www.expedia.ca/Cortona-Hotels-Casina-In-Authentic-Tuscany.h33602782.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27480000/27472700/27472602/d9f4ef95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27480000/27472700/27472602/31f532c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, bidet, towels](https://images.trvl-media.com/lodging/28000000/27480000/27472700/27472602/c9fceb15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/28000000/27480000/27472700/27472602/ad7634ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Cortona Old Town

[](https://www.expedia.ca/Cortona-Hotels-Romantic-Shelter-For-2.h27472602.Hotel-Information)

8.8/10

Excellent

(13)

"The view from the private property was amazing. It is why we booked this property and it did not disappoint. Francesca met us and took us to the property. She was great and easy to contact and prompt in getting back to us when we had questions."

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

Marcia W.

[](https://www.expedia.ca/Cortona-Hotels-Romantic-Shelter-For-2.h27472602.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/35000000/34750000/34745900/34745811/d0412164.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34750000/34745900/34745811/c7115264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace, books, music library](https://images.trvl-media.com/lodging/35000000/34750000/34745900/34745811/f6da5163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34750000/34745900/34745811/0e638402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Heritage-Tuscan-Farmhouse-With-Private-Swimming-Pool.h34745811.Hotel-Information)

10/10

Exceptional

(48)

"Beautiful location. Great base to visit Cortona, Montepulciano, Siena, and Florence. Louise was wonderful and helpful. Thoroughly enjoyed our stay. "

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

Clyde H.

[](https://www.expedia.ca/Cortona-Hotels-Heritage-Tuscan-Farmhouse-With-Private-Swimming-Pool.h34745811.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/23000000/22420000/22417000/22416905/4da87150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/23000000/22420000/22417000/22416905/22b1287d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/23000000/22420000/22417000/22416905/204a30c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/23000000/22420000/22417000/22416905/5ca612bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in CORTONA

[](https://www.expedia.ca/Cortona-Hotels-Large-Stone-Manor-With-8BR-And-7ba.h22416905.Hotel-Information)

9.4/10

Exceptional

(12)

"Property was as described. It lacked screens in the first floor windows to keep lizards out and English directions for clothes washer, dishwasher and stove. "

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

Suzanne S.

[](https://www.expedia.ca/Cortona-Hotels-Large-Stone-Manor-With-8BR-And-7ba.h22416905.Hotel-Information)

![Microwave, oven, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/69000000/68030000/68028200/68028118/9bbc90bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68030000/68028200/68028118/007170c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/69000000/68030000/68028200/68028118/1c79591d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68030000/68028200/68028118/5474a7d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Cortona Old Town

[](https://www.expedia.ca/Cortona-Hotels-Apartment-Close-The-Centre-Of-Cortona.h68028118.Hotel-Information)

10/10

Exceptional

(4)

"Very roomy, well equipped, and a really good location. Would stay again!"

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

Mark E.

[](https://www.expedia.ca/Cortona-Hotels-Apartment-Close-The-Centre-Of-Cortona.h68028118.Hotel-Information)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/102000000/101290000/101289500/101289443/5e42d39a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101290000/101289500/101289443/cff39eb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101290000/101289500/101289443/5a1c0f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101290000/101289500/101289443/5e7e7c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Fratta-Orchidee.h101289443.Hotel-Information)

6.0/10

(2)

"Location correcte mais qui nécessite plus d’investissement du propriétaire pour assurer le confort et la satisfaction des clients. Par exemple une location louée pour 6 personnes mériterait au moins 12 couverts complets ainsi que du nécessaire adéquat pour la cuisine. Le mobilier devrait aussi être entretenu, chaise cassée à l’arrivée, tringle à rideau qui tombe etc. Durant le séjour la piscine n’a pas suffisamment été entretenue et elle a tournée, il a fallu que j’appelle au bout de 24h pour...

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

Timothee F.

[](https://www.expedia.ca/Cortona-Hotels-Fratta-Orchidee.h101289443.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33250000/33242600/33242576/3566884c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/34000000/33250000/33242600/33242576/f3229287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33250000/33242600/33242576/ba314995.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33250000/33242600/33242576/1fb98abc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Cortona Old Town

[](https://www.expedia.ca/Cortona-Hotels-Appartamento-La-Piazzetta.h33242576.Hotel-Information)

9.8/10

Exceptional

(9)

"Beautiful, magical, would do it again in a heartbeat!"

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

Dawn H.

[](https://www.expedia.ca/Cortona-Hotels-Appartamento-La-Piazzetta.h33242576.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/22000000/21690000/21682000/21681937/f58b4f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21690000/21682000/21681937/5768cecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/22000000/21690000/21682000/21681937/efdffe02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21690000/21682000/21681937/55842f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Il-Rifugio.h21681937.Hotel-Information)

10/10

Exceptional

(1)

"Wir haben einen wunderschönen, erholsamen Urlaub in dieser liebevoll gestalteten Villa verbracht. Einziges Manko: die Handtücher wurden zwar gestellt, aber nie gewechselt. Ansonsten war es perfekt!!!"

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

Silke F.

[](https://www.expedia.ca/Cortona-Hotels-Il-Rifugio.h21681937.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29500000/29492400/29492391/b871451b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/30000000/29500000/29492400/29492391/533ccc91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/30000000/29500000/29492400/29492391/72ef1831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/30000000/29500000/29492400/29492391/20f00218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Apartmenthouse-In-A-Tuscan-Stonehouse-With-Private-Swimming-Pool-And-Garden.h29492391.Hotel-Information)

9.4/10

Exceptional

(39)

"Centrally located, car required."

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

robyn a.

[](https://www.expedia.ca/Cortona-Hotels-Apartmenthouse-In-A-Tuscan-Stonehouse-With-Private-Swimming-Pool-And-Garden.h29492391.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/33000000/32630000/32629300/32629279/93e28b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/33000000/32630000/32629300/32629279/3d4a424b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32630000/32629300/32629279/ca5e9f19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/33000000/32630000/32629300/32629279/14abb473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in cortona

[](https://www.expedia.ca/Cortona-Hotels-Casa-Fontelunga.h32629279.Hotel-Information)

9.4/10

Exceptional

(13)

"We had a two week escape in the Tuscan countryside. We enjoyed touring around the area and a organized cooking class"

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

Andrew Z.

[](https://www.expedia.ca/Cortona-Hotels-Casa-Fontelunga.h32629279.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/22000000/21770000/21764500/21764446/7aab4d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/22000000/21770000/21764500/21764446/4e7de5ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21770000/21764500/21764446/61b91b91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/22000000/21770000/21764500/21764446/dca119da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Casa-La-Fonte-Luxury-Villa-Rental-With-Swimming-Pool-In-Cortona.h21764446.Hotel-Information)

10/10

Exceptional

(44)

"Lovely stay. Enjoyed the home, area, and local restaurants. Would stay again. "

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

Maria A.

[](https://www.expedia.ca/Cortona-Hotels-Casa-La-Fonte-Luxury-Villa-Rental-With-Swimming-Pool-In-Cortona.h21764446.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/35000000/34080000/34076600/34076598/8ab60de0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34080000/34076600/34076598/69a96534.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34080000/34076600/34076598/7e411235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, dishwasher](https://images.trvl-media.com/lodging/35000000/34080000/34076600/34076598/386a8de7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Cortona

[](https://www.expedia.ca/Cortona-Hotels-Villa-Stefania-Old-Tuscan-Farmhouse-Great-View-On-Cortona.h34076598.Hotel-Information)

10/10

Exceptional

(67)

"Spectacular! Exceeds expectations! Hosts are wonderful and caring. "

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

James G.

[](https://www.expedia.ca/Cortona-Hotels-Villa-Stefania-Old-Tuscan-Farmhouse-Great-View-On-Cortona.h34076598.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68030000/68028200/68028125/988e40cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/69000000/68030000/68028200/68028125/7e0d1e34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/69000000/68030000/68028200/68028125/3dc383ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/69000000/68030000/68028200/68028125/e54281ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Cortona Old Town

[](https://www.expedia.ca/Cortona-Hotels-Casa-Giardino-Private-House-With-Its-Own-Garden-In-The-Town-Centre-Of-Cortona.h68028125.Hotel-Information)

10/10

Exceptional

(9)

"Great house in a great location. Be aware, lots of hills. Local restaurants and bars are excellent and a good place to base yourself to explore towns such as Montepulciano and Siena "

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

John B.

[](https://www.expedia.ca/Cortona-Hotels-Casa-Giardino-Private-House-With-Its-Own-Garden-In-The-Town-Centre-Of-Cortona.h68028125.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.

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## Top Cortona Hotel Reviews

![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)

![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

"Our arrival experience was less than stellar for a warm welcome to property. Front desk associate was very cold and accusatory of the situation we encountered outside of the property. We have traveled extensively and I expected better arrival experience. It all changed for the better when we finally got to our amazing suite and befriending two amazing individuals in the hotel bar. The roof top suite was absolutely amazing! The room is quiet, private and much larger than described on the site. We absolutely loved the room and the privacy. The rooftop suite is the best in the house! Claudio in the bar and Salvatore the sommelier are stellar to guests, they turned around the entire experience! I let them know what had happened upon arrival and they immediately got the GM to reach out to us. Lara, the GM is amazing and quickly made our experience turn into something so special, as we wanted! She is an incredible woman and turned our stay into an incredible experience! The breakfast is nothing less than wonderful and the service in their restaurants are so attentive and the food was delicious. Hands down, I would love to go back again. They certainly made things right by making our romantic stay, exactly what I wanted. They made us feel heard and valued and welcomed at this once in a lifetime experience. We made friends that we will cherish and memories that we will never forget! Claudio, Lara and Salvatore really made our stay exactly what we needed and wanted! "

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

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

### Hotel Villa Marsili

10/10 Excellent

"Most comfortable room and bed beds that we stayed in the whole time we were in Italy! Also, the breakfast was 10 out of 10! Much better than the five star hotel that we stayed at in Rome and Florence. "

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

![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)

![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)

![Luxury Cortona view hilltop Villa](https://images.trvl-media.com/lodging/29000000/28850000/28840500/28840420/73d0cc6c_y.jpg)

### Luxury Cortona view hilltop Villa

10/10 Excellent

"Beautiful villa of your dreams on a hillside near Cortona. Everything was exactly as described and the villa is very large. We had 4 couples each in the 4 master bedrooms which are huge and very nicely separated. Be aware the road up to the villa is very challenging! This is not walking distance or walkable to anything but within 10-15 minutes to Cortona. Not a problem for us at all. Very quiet, very beautiful, fantastic location to explore Tuscany and Umbria. Very large kitchen! We had the team there prepare us all a dinner one night and it was one of our favorite meals of the entire trip."

[](https://expedia.ca/Cortona-Hotels-Luxury-Cortona-View-Hilltop-Villa.h28840420.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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