Cortona Vacation Rentals

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Check prices for these dates

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

Our top choices for Cortona vacation rentals

Outdoor dining

Vacation Home in Cortona

Holiday home with panoramic terrace ideal for families and couples
$102 nightly
The price is $102
Mar 13 - Mar 14
Total with taxes and fees
Holiday home with panoramic terrace ideal for families and couples
Apartment (1 Bedroom) | Front of property

Apartment in Cortona Old Town

Vicolo Della Scala Rooms - Il Sole
$110 nightly
The price is $124
Mar 16 - Mar 17
Total with taxes and fees
Vicolo Della Scala Rooms - Il Sole
Exterior

Vacation Home in Cortona

Apartment "La Vecchia Fornace Casa Gialla" with Shared Pool & Wi-Fi
$105 nightly
The price is $110
Mar 15 - Mar 16
Total with taxes and fees
Apartment "La Vecchia Fornace Casa Gialla" with Shared Pool & Wi-Fi
Pool

Vacation Home in Cortona

Apartment "Papà Giuseppe La Terrazza" with Shared Pool and Wi-Fi
$113 nightly
The price is $118
Mar 31 - Apr 1
Total with taxes and fees
Apartment "Papà Giuseppe La Terrazza" with Shared Pool and Wi-Fi
1 bedroom, iron/ironing board, free WiFi, bed sheets

Vacation Home in Fratticciola

House in the Cortona countryside
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.
$124 nightly
The price is $124
Mar 12 - Mar 13
Total with taxes and fees
House in the Cortona countryside
Interior

Apartment in Cortona Old Town

Cortona Shabby Chic House<br>(Independent & balcony)
10.0 out of 10, Exceptional, (3 reviews)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
United States
Erin
$131 nightly
The price is $134
Mar 13 - Mar 14
Total with taxes and fees
Cortona Shabby Chic House<br>(Independent & balcony)
Lobby

Townhouse in Cortona Old Town

B&B Piccolo Hotel
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

Vacation Home in Montecchio

Montecchio di Cortona
9.0 out of 10, Wonderful, (2 reviews)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
Italy
Monica S.
$113 nightly
The price is $119
Mar 18 - Mar 19
Total with taxes and fees
Montecchio di Cortona
Exterior

Apartment in Cortona

Apartment 'Magazzino 2 Classic' with Shared Pool, Wi-Fi and Air Conditioning
$297 nightly
The price is $303
Mar 15 - Mar 16
Total with taxes and fees
Apartment 'Magazzino 2 Classic' with Shared Pool, Wi-Fi and Air Conditioning
Exterior detail

Apartment in Cortona Old Town

Vacation home Beppina, typical cortonese house, in the center, animals welcome
$118 nightly
The price is $122
Mar 13 - Mar 14
Total with taxes and fees
Vacation home Beppina, typical cortonese house, in the center, animals welcome
Living area

Apartment in Toscana

APP. ORTENSIA x3 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
$258 nightly
The price is $269
Mar 11 - Mar 12
Total with taxes and fees
APP. ORTENSIA x3 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
Dining

Villa in Cortona

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
$6,169 nightly
The price is $6,169
Mar 15 - Mar 16
Total with taxes and fees
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
Exterior

Apartment in Cortona

Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
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
$272 nightly
The price is $278
Mar 15 - Mar 16
Total with taxes and fees
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
Property grounds

Apartment in Cortona Old Town

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
$121 nightly
The price is $126
Mar 13 - Mar 14
Total with taxes and fees
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Interior

Vacation Home in Cortona Old Town

The Garden of Others
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.
$112 nightly
The price is $112
Mar 13 - Mar 14
Total with taxes and fees
The Garden of Others
Living area

Apartment in Toscana

APP. GLICINE x2 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
$239 nightly
The price is $249
Mar 11 - Mar 12
Total with taxes and fees
APP. GLICINE x2 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
Interior

Apartment in Cortona Old Town

La casa di Laura
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.
$192 nightly
The price is $197
Mar 11 - Mar 12
Total with taxes and fees
La casa di Laura
3 bedrooms, iron/ironing board, WiFi, bed sheets

Apartment in cortona

Family Apartment in the heart of Tuscany with swimming pool (Da Vinci)
$656 nightly
The price is $661
Mar 15 - Mar 16
Total with taxes and fees
Family Apartment in the heart of Tuscany with swimming pool (Da Vinci)
Apartment (1 Bedroom) | Bathroom | Shower, bidet, towels

Apartment in Cortona Old Town

Vicolo Della Scala Rooms - La Luna
$112 nightly
The price is $126
Mar 13 - Mar 14
Total with taxes and fees
Vicolo Della Scala Rooms - La Luna
Exterior

Villa in Cortona

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
$635 nightly
The price is $641
Mar 13 - Mar 14
Total with taxes and fees
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.
View all properties

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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

Everything you need to know about Cortona vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cortona vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cortona vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cortona vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cortona. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cortona in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cortona rentals

At Expedia, we put the best Cortona vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cortona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cortona vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cortona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 Pet friendly home in Cortona AR and Holiday home with panoramic terrace ideal for families and couples.

How many vacation rentals are there in Cortona?

With 145 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.