A hillside town with historic buildings, a church, and vineyards.

Cortona Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Cortona holiday rentals

Soundproofing, iron/ironing board, free WiFi

1. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is HK$1,114
HK$1,253 total
includes taxes & fees
16 Sept - 17 Sept
CASA AMBRA
Front of property

2. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is HK$810
HK$928 total
includes taxes & fees
22 Aug - 23 Aug
Vicolo Della Scala Rooms - La Luna
Property grounds

3. City / Village Apartment in Cortona with 1 bedrooms sleeps 2

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
10.0 out of 10, Exceptional, (8 reviews)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
The price is HK$849
HK$885 total
includes taxes & fees
25 Aug - 26 Aug
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Interior

4. 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$1,121
HK$1,312 total
includes taxes & fees
29 Aug - 30 Aug
Cortona Shabby Chic House<br>(Independent & balcony)
Interior

5. La Finestra sul Teatro

La Finestra sul Teatro
Cortona Old Town
9.8 out of 10, Exceptional, (38 reviews)
"This was perfectly clean. The host was perfect."
United States
Michelle H.
The price is HK$1,185
HK$1,802 total
includes taxes & fees
2 Sept - 3 Sept
La Finestra sul Teatro
Outdoor dining

6. 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$572
HK$736 total
includes taxes & fees
20 Aug - 21 Aug
Holiday home with panoramic terrace ideal for families and couples
Lobby

7. 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$1,239
HK$1,399 total
includes taxes & fees
17 Sept - 18 Sept
B&B Piccolo Hotel
Exterior detail

8. 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
The price is HK$757
HK$952 total
includes taxes & fees
20 Aug - 21 Aug
Vacation home Beppina, typical cortonese house, in the center, animals welcome
Property grounds

9. 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$1,300
HK$1,509 total
includes taxes & fees
22 Aug - 23 Aug
Cortonas Rooftop Nest
Interior

10. La casa di Laura

La casa di Laura
Cortona Old Town
10.0 out of 10, Exceptional, (1 review)
"Best sleep I’ve had in a long time. Very quiet area. Beautiful views. Absolutely gorgeous. Water and coffee were provided. Clean. Bruno was very patient with us with the language barrier. We also had trouble getting to the place because we were not getting service on our phone till we connected to WiFi. Bruno met us and showed us where to park after showing us the way to the apartment. Very steep climb up to the apartment from the parking area, but Cortona is overall steep. You will climb up...
United States
Angie F.
The price is HK$817
HK$1,598 total
includes taxes & fees
17 Sept - 18 Sept
La casa di Laura
Exterior detail

11. Nice apartment for 2 guests with WIFI, TV and pets allowed

Nice apartment for 2 guests with WIFI, TV and pets allowed
Cortona Old Town
The price is HK$1,144
HK$1,327 total
includes taxes & fees
12 Sept - 13 Sept
Nice apartment for 2 guests with WIFI, TV and pets allowed
Exterior detail

12. Casa Beppina Cortona by Interhome

Casa Beppina Cortona by Interhome
Cortona Old Town
The price is HK$1,153
HK$1,199 total
includes taxes & fees
12 Sept - 13 Sept
Casa Beppina Cortona by Interhome
Dining

13. 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$717
HK$881 total
includes taxes & fees
27 Aug - 28 Aug
Montecchio di Cortona
Pool

14. 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$1,993
HK$5,352 total
includes taxes & fees
16 Sept - 17 Sept
Holiday Apartment "Monastero" with Mountain View, Shared Pool & Wi-Fi
Interior

15. B&B Casa Fattorini Apartment Bernie

B&B Casa Fattorini Apartment Bernie
Toscana
The price is HK$1,471
HK$1,726 total
includes taxes & fees
1 Sept - 2 Sept
B&B Casa Fattorini Apartment Bernie
Living area

16. B&B Casa Fattorini Apartment Ada

B&B Casa Fattorini Apartment Ada
Toscana
The price is HK$1,643
HK$1,870 total
includes taxes & fees
1 Sept - 2 Sept
B&B Casa Fattorini Apartment Ada
Dining

17. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is HK$49,287
HK$49,287 total
includes taxes & fees
16 Sept - 17 Sept
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Outdoor spa tub

18. Farmhouse with mountain views hot tub

Farmhouse with mountain views hot tub
Cortona
The price is HK$1,852
HK$3,602 total
includes taxes & fees
17 Sept - 18 Sept
Farmhouse with mountain views hot tub
Exterior

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

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

20. Wohnung la Mimosa by Interhome

Wohnung la Mimosa by Interhome
Cortona
The price is HK$1,553
HK$1,598 total
includes taxes & fees
29 Aug - 30 Aug
Wohnung la Mimosa by Interhome
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

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."
Yan Bo 1-night trip
Posted 1 day ago
Villa di Piazzano - Small Luxury Hotel of the World

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
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  • 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. Some other top choices in Cortona are beautiful tuscan villa with pool, ideal for groups and Casa Bacco - private house with a remarkable garden in the centre of Cortona.

How many holiday rentals are there in Cortona?

With 170 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 Museum of the Etruscan Academy and Signorelli Theatre, whereas Val di Chiana is one spot to enjoy nature. While here, Piazza della Repubblica and Santa Maria Nuova 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.