Cortona Holiday Rentals

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

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$636
HK$799 total
includes taxes & fees
12 Mar - 13 Mar
Holiday home with panoramic terrace ideal for families and couples
Bathroom

Vicolo Della Scala Rooms - Il Sole

Vicolo Della Scala Rooms - Il Sole
Cortona Old Town
The price is HK$906
HK$1,015 total
includes taxes & fees
13 Mar - 14 Mar
Vicolo Della Scala Rooms - Il Sole
Exterior

Apartment "La Vecchia Fornace Casa Gialla" with Shared Pool & Wi-Fi

Apartment "La Vecchia Fornace Casa Gialla" with Shared Pool & Wi-Fi
Cortona
The price is HK$822
HK$859 total
includes taxes & fees
12 Mar - 13 Mar
Apartment "La Vecchia Fornace Casa Gialla" with Shared Pool & Wi-Fi
Pool

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

Apartment "Papà Giuseppe La Terrazza" with Shared Pool and Wi-Fi
Cortona
Apartment "Papà Giuseppe La Terrazza" with Shared Pool and Wi-Fi
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$808
HK$972 total
includes taxes & fees
12 Mar - 13 Mar
House in the Cortona countryside
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$858
HK$1,049 total
includes taxes & fees
15 Mar - 16 Mar
Cortona Shabby Chic House<br>(Independent & balcony)
Lobby

B&B Piccolo Hotel

B&B Piccolo Hotel
Cortona Old Town
9.4 out of 10, Exceptional, (20 reviews)
"This is such an amazing hotel in such an amazing place! "
United States
mansoor
B&B Piccolo Hotel
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$717
HK$926 total
includes taxes & fees
12 Mar - 13 Mar
Montecchio di Cortona
Exterior

Apartment 'Magazzino 2 Classic' with Shared Pool, Wi-Fi and Air Conditioning

Apartment 'Magazzino 2 Classic' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
Apartment 'Magazzino 2 Classic' 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
The price is HK$757
HK$951 total
includes taxes & fees
15 Mar - 16 Mar
Vacation home Beppina, typical cortonese house, in the center, animals welcome
Living area

APP. ORTENSIA x3 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona

APP. ORTENSIA x3 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
Toscana
APP. ORTENSIA x3 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
Dining

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Cortona
The price is HK$48,217
HK$48,217 total
includes taxes & fees
12 Mar - 13 Mar
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
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$2,049
HK$2,426 total
includes taxes & fees
9 Apr - 10 Apr
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
Property grounds

City / Village Apartment in Cortona with 1 bedrooms sleeps 2

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Cortona Old Town
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Interior

The Garden of Others

The Garden of Others
Cortona Old Town
10.0 out of 10, Exceptional, (1 review)
"Lovely second floor (3rd Floor for Americans) walk up across for a charming Michelin rated restaurant. Quiet location for a city apartment. Our host was very accommodating and helpful."
United States
Kenneth C.
The price is HK$708
HK$872 total
includes taxes & fees
15 Mar - 16 Mar
The Garden of Others
Living area

APP. GLICINE x2 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona

APP. GLICINE x2 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
Toscana
APP. GLICINE x2 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
Interior

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$908
HK$1,689 total
includes taxes & fees
11 Apr - 12 Apr
La casa di Laura
3 bedrooms, iron/ironing board, WiFi, bed sheets

Family Apartment in the heart of Tuscany with swimming pool (Da Vinci)

Family Apartment in the heart of Tuscany with swimming pool (Da Vinci)
cortona
The price is HK$4,540
HK$5,185 total
includes taxes & fees
11 Apr - 12 Apr
Family Apartment in the heart of Tuscany with swimming pool (Da Vinci)
Front of property

Vicolo Della Scala Rooms - La Luna

Vicolo Della Scala Rooms - La Luna
Cortona Old Town
The price is HK$879
HK$986 total
includes taxes & fees
13 Mar - 14 Mar
Vicolo Della Scala Rooms - La Luna
Exterior

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Cortona
The price is HK$4,629
HK$5,006 total
includes taxes & fees
24 Mar - 25 Mar
Villa 'Residenza 2' 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.
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Top Cortona Hotel Reviews

Locanda del Molino

Locanda del Molino

10/10 Excellent
"family run business with great hospitality and excellent food"
stefania 1-night trip
Posted 3 months ago
Locanda del Molino

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?

Beautiful tuscan villa with pool, ideal for groups: This highly rated holiday home rental in Cortona is located in the mountains, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday. Some other top choices in Cortona are Pet friendly home in Cortona AR and Holiday home with panoramic terrace ideal for families and couples.

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 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 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.