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

Cortona Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cortona vacation rentals

1. CASA AMBRA

CASA AMBRA
Cortona Old Town
The price is SAR 535
SAR 602 total
includes taxes & fees
16 Sep - 17 Sep
CASA AMBRA

2. 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)
"Beautiful location. Can't wait to go back."
United States
Dawn H.
The price is SAR 408
SAR 425 total
includes taxes & fees
9 Sep - 10 Sep
City / Village Apartment in Cortona with 1 bedrooms sleeps 2

3. Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is SAR 370
SAR 424 total
includes taxes & fees
8 Oct - 9 Oct
Vicolo Della Scala Rooms - La Luna

4. 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 SAR 567
SAR 868 total
includes taxes & fees
1 Oct - 2 Oct
La Finestra sul Teatro

5. Holiday home with panoramic terrace ideal for families and couples

Holiday home with panoramic terrace ideal for families and couples
Cortona
The price is SAR 275
SAR 353 total
includes taxes & fees
8 Sep - 9 Sep
Holiday home with panoramic terrace ideal for families and couples

6. 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 SAR 539
SAR 630 total
includes taxes & fees
8 Sep - 9 Sep
Cortona Shabby Chic House<br>(Independent & balcony)

7. 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 SAR 404
SAR 497 total
includes taxes & fees
21 Sep - 22 Sep
Vacation home Beppina, typical cortonese house, in the center, animals welcome

8. B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.2 out of 10, Wonderful, (24 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
The price is SAR 595
SAR 672 total
includes taxes & fees
23 Sep - 24 Sep
B&B Piccolo Hotel

9. Beautiful apartment for 2 guests with WIFI, TV and pets allowed

Beautiful apartment for 2 guests with WIFI, TV and pets allowed
Cortona Old Town
The price is SAR 506
SAR 588 total
includes taxes & fees
26 Sep - 27 Sep
Beautiful apartment for 2 guests with WIFI, TV and pets allowed

10. Casa Beppina Cortona by Interhome

Casa Beppina Cortona by Interhome
Cortona Old Town
The price is SAR 510
SAR 532 total
includes taxes & fees
26 Sep - 27 Sep
Casa Beppina Cortona by Interhome

11. 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 SAR 393
SAR 763 total
includes taxes & fees
14 Sep - 15 Sep
La casa di Laura

12. 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 SAR 345
SAR 423 total
includes taxes & fees
8 Sep - 9 Sep
Montecchio di Cortona

13. 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 SAR 703
SAR 812 total
includes taxes & fees
8 Sep - 9 Sep
Cortonas Rooftop Nest

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 traveler
The price is SAR 851
SAR 2,464 total
includes taxes & fees
20 Sep - 21 Sep
Holiday Apartment "Monastero" with Mountain View, Shared Pool & Wi-Fi

15. VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is SAR 23,673
SAR 23,673 total
includes taxes & fees
8 Sep - 9 Sep
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

16. B&B Casa Fattorini Apartment Bernie

B&B Casa Fattorini Apartment Bernie
Toscana
The price is SAR 785
SAR 920 total
includes taxes & fees
14 Sep - 15 Sep
B&B Casa Fattorini Apartment Bernie

17. B&B Casa Fattorini Apartment Ada

B&B Casa Fattorini Apartment Ada
Toscana
The price is SAR 872
SAR 994 total
includes taxes & fees
14 Sep - 15 Sep
B&B Casa Fattorini Apartment Ada

18. 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 traveler
The price is SAR 1,037
SAR 1,219 total
includes taxes & fees
8 Oct - 9 Oct
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi

19. Wohnung la Mimosa by Interhome

Wohnung la Mimosa by Interhome
Cortona
The price is SAR 746
SAR 768 total
includes taxes & fees
9 Sep - 10 Sep
Wohnung la Mimosa by Interhome

20. Farmhouse with mountain views hot tub

Farmhouse with mountain views hot tub
Cortona
The price is SAR 890
SAR 1,730 total
includes taxes & fees
11 Sep - 12 Sep
Farmhouse with mountain views hot tub
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cortona Hotel Reviews

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?

Beautiful tuscan villa with pool, ideal for groups: Visitors give good reviews to this Cortona vacation home rental, which is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. Some other top choices in Cortona are Podere Casorbica with free parking, large garden, private pool. and Casa Bacco - private house with a remarkable garden in the centre of Cortona.

How many vacation rentals are there in Cortona?

With 166 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 Museum of the Etruscan Academy and Signorelli Theatre, 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 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.