Cortona Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Cortona holiday rentals

Outdoor dining

Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is HK$571
HK$734 total
includes taxes & fees
17 Jun - 18 Jun
Holiday home with panoramic terrace ideal for families and couples
Lobby

B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (23 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is HK$1,035
HK$1,174 total
includes taxes & fees
23 Jun - 24 Jun
B&B Piccolo Hotel
1 bedroom, iron/ironing board, free WiFi, bed sheets

House in the Cortona countryside

House in the Cortona countryside
Fratticciola
10.0 out of 10, Exceptional, (1 review)
"Host was extremely welcoming. Met us when we arrived and explained usage of all the amenities, including the clothes washer. Cottage was quintessential Rural Italian home. The hostess even provided us with some local wine and homemade biscotti. "
United States
Nancy F.
The price is HK$751
HK$914 total
includes taxes & fees
15 Jun - 16 Jun
House in the Cortona countryside
Dining

Montecchio di Cortona

Montecchio di Cortona
Montecchio
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
The price is HK$716
HK$925 total
includes taxes & fees
15 Jun - 16 Jun
Montecchio di Cortona
Front of property

Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is HK$809
HK$926 total
includes taxes & fees
16 Jun - 17 Jun
Vicolo Della Scala Rooms - La Luna
Soundproofing, iron/ironing board, free WiFi

CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is HK$1,112
HK$1,251 total
includes taxes & fees
1 Jul - 2 Jul
CASA AMBRA
Interior

La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (36 reviews)
"This was perfectly clean. The host was perfect."
United States
Michelle H.
The price is HK$1,183
HK$1,799 total
includes taxes & fees
22 Jun - 23 Jun
La Finestra sul Teatro
Pool

Apartment "Papà Giuseppe La Colombaia" with Shared Pool and Wi-Fi

Apartment "Papà Giuseppe La Colombaia" with Shared Pool and Wi-Fi
Cortona
10.0 out of 10, Exceptional, (1 review)
"Pros: Es war ganz toll. Das Klima mit 34 Grad sehr heiß aber durch den Pool geht auch das sehr gut. Der Gastgeber ist super freundlich... wir sprechen null italienisch aber das war nur ein kleines Hinderniss."
Germany
Anonymous traveller
The price is HK$1,581
HK$1,617 total
includes taxes & fees
30 Jun - 1 Jul
Apartment "Papà Giuseppe La Colombaia" with Shared Pool and Wi-Fi
Exterior

Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi

Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
Cortona
10.0 out of 10, Exceptional, (1 review)
"Pros: il luogo che ci circondava rilassante ottimo. Cons: nulla come dicevo luogo ottimo."
Italy
Anonymous traveller
The price is HK$2,211
HK$2,588 total
includes taxes & fees
15 Jul - 16 Jul
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
Pool

Holiday Apartment "Monastero" with Mountain View, Shared Pool & Wi-Fi

Holiday Apartment "Monastero" with Mountain View, Shared Pool & Wi-Fi
Cortona (AR)
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Die Anlage strahlt einen wunderbaren nostalgischen Charme aus. Elisa hat sich hervorragend um uns gekümmert. Per Whatsapp wurden sämtliche Fragen in Kürze geklärt. Cons: Die Terrasse ist kaum zu nützen, da vor allem am Abend die Mückenplage unangenehm ist. Die Fenster und Türen der Wohnung haben alle Fliegen- und Mückengitter."
Germany
Anonymous traveller
The price is HK$1,393
HK$4,746 total
includes taxes & fees
16 Jun - 17 Jun
Holiday Apartment "Monastero" with Mountain View, Shared Pool & Wi-Fi
Exterior detail

Casa Beppina Cortona by Interhome

Casa Beppina Cortona by Interhome
Cortona Old Town
Casa Beppina Cortona by Interhome
Interior

Cortona Shabby Chic House<br>(Independent & balcony)

Cortona Shabby Chic House<br>(Independent & balcony)
Cortona Old Town
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
The price is HK$1,119
HK$1,310 total
includes taxes & fees
25 Jun - 26 Jun
Cortona Shabby Chic House<br>(Independent & balcony)
Exterior

Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi

Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi
Cortona
The price is HK$3,980
HK$4,357 total
includes taxes & fees
28 Jun - 29 Jun
Apartment 'Vencaglia Casa del Nonno Bingheri' with Private Terrace & Wi-Fi
Exterior

Holiday Home 'Frantoio 5 Superior' with Shared Pool, Wi-Fi and Air Conditioning

Holiday Home 'Frantoio 5 Superior' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
10.0 out of 10, Exceptional, (2 reviews)
"Pros: The pool and the quality of the house Cons: Gym was not open due to renovation"
United States
Anonymous traveller
The price is HK$3,383
HK$3,760 total
includes taxes & fees
15 Jun - 16 Jun
Holiday Home 'Frantoio 5 Superior' with Shared Pool, Wi-Fi and Air Conditioning
Exterior detail

Vacation home Beppina, typical cortonese house, in the center, animals welcome

Vacation home Beppina, typical cortonese house, in the center, animals welcome
Cortona Old Town
Vacation home Beppina, typical cortonese house, in the center, animals welcome
Property grounds

Cortonas Rooftop Nest

Cortonas Rooftop Nest
Cortona Old Town
10.0 out of 10, Exceptional, (12 reviews)
"Absolute gem of a property. Margherita is an excellent host as well!"
United States
Robin F.
The price is HK$1,623
HK$1,885 total
includes taxes & fees
9 Jul - 10 Jul
Cortonas Rooftop Nest
Exterior

Apartment "Pilari Castagnolo" with Mountain View, Shared Pool & Wi-Fi

Apartment "Pilari Castagnolo" with Mountain View, Shared Pool & Wi-Fi
Cortona
The price is HK$3,535
HK$3,581 total
includes taxes & fees
15 Jun - 16 Jun
Apartment "Pilari Castagnolo" with Mountain View, Shared Pool & Wi-Fi
Dining

Guelfa 19 - (2) - One Bedroom Apartment, Sleeps 2

Guelfa 19 - (2) - One Bedroom Apartment, Sleeps 2
Cortona Old Town
The price is HK$2,121
HK$2,529 total
includes taxes & fees
17 Jun - 18 Jun
Guelfa 19 - (2) - One Bedroom Apartment, Sleeps 2
Front of property

Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
The price is HK$904
HK$1,031 total
includes taxes & fees
16 Jun - 17 Jun
Vicolo Della Scala Rooms - Il Sole
Exterior

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is HK$11,760
HK$12,137 total
includes taxes & fees
21 Jun - 22 Jun
Villa 'Loft' with Shared Pool, Wi-Fi and Air Conditioning
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cortona Hotel Reviews

Hotel Villa Marsili

Hotel Villa Marsili

10/10 Excellent
"Great hotel in a great location. Very nice room and super comfortable bed. Breakfast was delicious with a lot to choose from."
David 1-night trip
Posted 1 day ago
Hotel Villa Marsili

Find out more about Cortona

Search for holiday rentals in Cortona on Expedia! You can easily find your home rentals, villas, holiday apartments in Cortona using one of the methods below:

  • View our selection of featured holiday rentals in Cortona
  • Use the map to find apartments and other holiday homes in the Cortona neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cortona while they last

Look no further and take a look at our great range of rental properties in Cortona!

Frequently asked questions

Can I find holiday rentals in Cortona?

Yes, there are holiday rentals close to the most popular sights in Cortona, or you can select a more 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 theatre during your trip.

What are some of the best holiday rentals that Cortona has to offer?

Podere Casorbica with free parking, large garden, private pool.: This highly rated holiday home rental in Cortona is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a balcony and a garden. Another good choice for your trip to Cortona is Casa Bacco - private house with a remarkable garden in the centre of Cortona.

How many holiday rentals are there in Cortona?

With 145 Expedia holiday rentals, you're guaranteed to find just the right place for your Cortona stay.

What’s there to see and do in Cortona?

Cultural attractions include Museo Diocesano and Museum of the Etruscan Academy, whereas Val di Chiana is one spot to enjoy nature. While here, Piazza della Repubblica and Villa Bramasole are other places worth a visit.

What’s a holiday rental in Cortona like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cortona. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips or small group gatherings.