Title: Cortona Vacation Rentals from CA $149: Short-Term Rentals for 2025 | Expedia.ca

 

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![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 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=601360&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

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

In four months

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

## Vacation Rentals in Cortona

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33610000/33602800/33602782/434f3409.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)

![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)

### Casina in authentic Tuscany

Cortona

9.8/10

Exceptional

(68)

"The property was perfect. Lots of room, enough dishes and basic necessities. Wifi was good. Central to our adventures to Siena, Cortona, Perugia and Assisi over the duration of our visit. Thank you!"

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

Jeff W.

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

![Outdoor dining](https://images.trvl-media.com/lodging/29000000/28850000/28840500/28840420/73d0cc6c.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)

![Property grounds](https://images.trvl-media.com/lodging/29000000/28850000/28840500/28840420/2dd1cad0.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)

### Luxury Cortona view hilltop Villa

cortona

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)

![Outdoor pool](https://images.trvl-media.com/lodging/40000000/39980000/39975500/39975495/a961b8d1.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)

![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)

### Villa il Giuggiolo, ancient country house with pool at Azienda Fontelunga

cortona

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)

![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/34000000/33960000/33959000/33958954/8c5bc606.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)

![Interior](https://images.trvl-media.com/lodging/34000000/33960000/33959000/33958954/bb5fc319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful renovated stone villa - private pool,park,air conditioning,smart tv

AREZZO

9.8/10

Exceptional

(35)

"We had a lovely stay, and both Ms Elisabeth and Matteo were very helpful. The kitchen is old. "

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

Jette P.

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

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

![8 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/23000000/22420000/22417000/22416905/3fe691a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large stone manor with 8BR and 7BA, extended grounds, large fully-equipped pool.

CORTONA

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)

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71670000/71662100/71662063/ac9f5655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71670000/71662100/71662063/2a7312f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/72000000/71670000/71662100/71662063/c63a03d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/72000000/71670000/71662100/71662063/03f9078b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday home in Cortona

Cortona

10/10

Exceptional

(15)

"It was a perfect location for our day trips to discover and taste Tuscany! Accommodation and the facilities were very good."

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

Marie H.

[](https://www.expedia.ca/Cortona-Hotels-Holiday-Home-In-Cortona-With-Pool.h71662063.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/22000000/21690000/21683800/21683703/b7647fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/22000000/21690000/21683800/21683703/be568291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/22000000/21690000/21683800/21683703/25fe6d36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/22000000/21690000/21683800/21683703/baa303cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Fattoria, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

Cortona

7.4/10

Good

(3)

"Fascinating site, beautiful nature. Once obviously a well designed location, now somehow run down. Several things in the house and the surrounding are lft behind and broken.Its better to bring with you all you need in case you won't drive the car too often. The accsess takes time and needs a careful driver Communication with agency was always very prompt. Bring toilett paper, dish towels and soap with you....kitchen is small for more than 6 people in case you like to cook not only pasta. I...

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

Sabine H.

[](https://www.expedia.ca/Cortona-Hotels-La-Fattoria.h21683703.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)

![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)

![TV](https://images.trvl-media.com/lodging/34000000/33250000/33242600/33242576/11e32a35.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)

### Appartamento La Piazzetta

Cortona Old Town

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)

![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)

![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)

![Interior](https://images.trvl-media.com/lodging/69000000/68030000/68028200/68028118/7e77380a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Torretta - downtown Cortona, on the second floor of a noble palazzo

Cortona Old Town

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)

![Exterior](https://images.trvl-media.com/lodging/102000000/101290000/101289500/101289443/5e7e7c93.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)

### Fratta Orchidee, Cortona, Italy

Cortona

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)

![Pool](https://images.trvl-media.com/lodging/22000000/21690000/21682000/21681937/f58b4f20.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)

![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)

### Il Rifugio, a farmhouse in Cortona with a panoramic view of Lake Trasimeno

Cortona

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)

![Pool](https://images.trvl-media.com/lodging/35000000/34750000/34745900/34745811/d0412164.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)

![Exterior](https://images.trvl-media.com/lodging/35000000/34750000/34745900/34745811/5455bf0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heritage Tuscan Farmhouse with private swimming pool

Cortona

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)

![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)

### Wonderful villa at the foot of Cortona with private pool and unforgettable views

Cortona

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)

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

![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33220000/33212800/33212774/f27c6e38.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)

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

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

Cortona

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)

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

![Exterior](https://images.trvl-media.com/lodging/30000000/29500000/29492400/29492391/f8f520c8.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)

### Apartment/house in a Tuscan stonehouse with private swimming pool and garden

Cortona

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)

![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)

### Holiday home with panoramic terrace ideal for families and couples

Cortona

CA $114

CA $149 total

includes taxes & fees

Nov 23 - Nov 24

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

![Property grounds](https://images.trvl-media.com/lodging/33000000/32630000/32629300/32629279/14abb473.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)

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

### Casa Fontelunga, Tuscan holiday villa with private pool

cortona

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)

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

![3 bedrooms, travel crib, free WiFi](https://images.trvl-media.com/lodging/22000000/21770000/21764500/21764446/4048f81c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa La Fonte - Luxury Villa Rental with swimming pool in Cortona, Tuscany

Cortona

10/10

Exceptional

(43)

"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)

![Outdoor dining](https://images.trvl-media.com/lodging/69000000/68030000/68028200/68028125/988e40cd.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)

![Oven, dishwasher, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/69000000/68030000/68028200/68028125/387fc25f.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)

### Casa Bacco - private house with a remarkable garden in the centre of Cortona

Cortona Old Town

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)

![Pool](https://images.trvl-media.com/lodging/35000000/34080000/34076600/34076598/8ab60de0.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)

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

![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/35000000/34080000/34076600/34076598/19a62c91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Villa Stefania" Old Tuscan Farmhouse - Great View on Cortona

Cortona

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)

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 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)

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

### Hotel Italia

10/10 Excellent

"The personnel were warm and accommodating. The breakfast was amazing! The views were wonderful!"

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

![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

"What a unique place. Near the top of the hill. Staff service and amenities were all great. Not an easy place to drive to. The taxis drive-in backwards the last eighth of a mile."

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

"What an incredible stay at Il Falconiere! Exceptional service and unforgettable experiences — from Silvia Baracchi’s amazing cooking class to an unbelievable dinner at the Michelin-starred restaurant. Breakfast in the glass room overlooking the Tuscan hills was pure magic. We loved wandering through Cortona — charming streets, fantastic restaurants, and surprisingly great shopping. Already dreaming of our next visit! "

[](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)

![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)

![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.  

## Explore a world of travel with Expedia

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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?

> Yes, there are vacation rentals close to the most popular sights in Cortona, or you can go with a secluded option if you're looking for a relaxing stay. Cortona is known for its cathedral and monuments. Make sure you have time to check out the temples and musical theater during your trip.

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

> [Il Rifugio, a farmhouse in Cortona with a panoramic view of Lake Trasimeno](https://www.expedia.ca/Cortona-Hotels-Il-Rifugio.h21681937.Hotel-Information) : Visitors give good reviews to this Cortona vacation home rental, which is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Some other top choices in Cortona are [beautiful tuscan villa with pool, ideal for groups](https://www.expedia.ca/Cortona-Hotels-Beautiful-Tuscan-Villa-With-Pool.h33212774.Hotel-Information) and [Holiday home with panoramic terrace ideal for families and couples](https://www.expedia.ca/Cortona-Hotels-Holiday-Home-With-Panoramic-Terrace-Ideal-For-Families-And-Couples.h92355622.Hotel-Information).

### How many vacation rentals are there in Cortona?

> With 286 Expedia vacation rentals, you're sure to find just the right place for your Cortona stay.

### What’s there to see and do in Cortona?

> Cultural attractions include Signorelli Theatre and Museum of the Etruscan Academy, whereas Val di Chiana is one spot to enjoy nature. While here, Piazza della Repubblica and Fortress of Girifalco are other places worth a visit.

### What’s a vacation rental in Cortona like?

> A vacation rental is a private property where you can stay for a long or short time in Cortona. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip.

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Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

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![QR code to download the app](data:image/png;base64,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)