Cortona Vacation Rentals

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Check prices for these dates

In two weeks
Jan 30 - Feb 1
In two months
Mar 13 - Mar 15
In three months
Apr 10 - Apr 12
In four months
May 8 - May 10

Our top choices for Cortona vacation rentals

Exterior

Vacation Home in Cortona

Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
9.0 out of 10, Wonderful, (2 reviews)
"Pros: Il camino è stato come tornare bambini.Atmosfera Natalizia e tanto di più. Cons: Il Bidè non funzionava."
Italy
Anonymous traveler
$112 nightly
The price is $117
Jan 19 - Jan 20
Total with taxes and fees
Apartment "La Vecchia Fornace La Casina" with Shared Pool & Wi-Fi
Outdoor dining

Vacation Home in Cortona

Holiday home with panoramic terrace ideal for families and couples
$102 nightly
The price is $107
Jan 19 - Jan 20
Total with taxes and fees
Holiday home with panoramic terrace ideal for families and couples
Pool

Vacation Home in Cortona

Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi
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 traveler
$140 nightly
The price is $145
Jan 19 - Jan 20
Total with taxes and fees
Apartment "Papà Giuseppe La Colombaia" with Shared Pool & Wi-Fi
Fridge, microwave, oven, stovetop

Vacation Home in Vallone Pip

Netik Villa Cortona- Garden & Vineyard in Tuscany
$109 nightly
The price is $114
Jan 19 - Jan 20
Total with taxes and fees
Netik Villa Cortona- Garden & Vineyard in Tuscany
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.
$125 nightly
The price is $125
Jan 19 - Jan 20
Total with taxes and fees
House in the Cortona countryside
Dining

Villa in Cortona

VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
$6,211 nightly
The price is $6,211
Jan 19 - Jan 20
Total with taxes and fees
VILLA CORTONESE - Fifteen Bedroom Villa, Sleeps 34
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.
$111 nightly
The price is $111
Feb 1 - Feb 2
Total with taxes and fees
The Garden of Others
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.
$195 nightly
The price is $199
Jan 19 - Jan 20
Total with taxes and fees
La casa di Laura
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
$130 nightly
The price is $134
Jan 19 - Jan 20
Total with taxes and fees
Cortona Shabby Chic House<br>(Independent & balcony)
Property grounds

Apartment in Cortona Old Town

City / Village Apartment in Cortona with 1 bedrooms sleeps 2
10.0 out of 10, Exceptional, (6 reviews)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
United States
Julie R.
$108 nightly
The price is $113
Jan 19 - Jan 20
Total with taxes and fees
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Exterior

Apartment in Cortona

Apartment 'Frantoio 2 Classic' with Shared Pool, Wi-Fi and Air Conditioning
10.0 out of 10, Exceptional, (1 review)
"Pros: Abbiamo soggiornato a Borgo Syrah per 3 notti. Soggiorno stupendo. Location meravigliosa, immersa nella natura. Un'oasi di pace"
Italy
Anonymous traveler
$270 nightly
The price is $276
Jan 20 - Jan 21
Total with taxes and fees
Apartment 'Frantoio 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
$103 nightly
The price is $107
Jan 19 - Jan 20
Total with taxes and fees
Vacation home Beppina, typical cortonese house, in the center, animals welcome
Exterior

Villa in Cortona

Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
$401 nightly
The price is $407
Jan 20 - Jan 21
Total with taxes and fees
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
Pool

Apartment in cortona

Family Apartment in the heart of Tuscany with swimming pool (Da Vinci)
$656 nightly
The price is $661
Jan 19 - Jan 20
Total with taxes and fees
Family Apartment in the heart of Tuscany with swimming pool (Da Vinci)
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
$849 nightly
The price is $854
Feb 1 - Feb 2
Total with taxes and fees
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
Pool

Vacation Home in Cortona

Apartment "Papà Giuseppe La Terrazza" with Shared Pool & Wi-Fi
$113 nightly
The price is $118
Jan 31 - Feb 1
Total with taxes and fees
Apartment "Papà Giuseppe La Terrazza" with Shared Pool & Wi-Fi
Pool

Vacation Home in Cortona

Apartment "Papà Giuseppe Il Fienile" with Shared Pool & Wi-Fi
$113 nightly
The price is $118
Jan 31 - Feb 1
Total with taxes and fees
Apartment "Papà Giuseppe Il Fienile" with Shared Pool & Wi-Fi
Pool

Vacation Home in Cortona

Apartment "Papà Giuseppe Grande" with Shared Pool & Wi-Fi
$170 nightly
The price is $174
Jan 31 - Feb 1
Total with taxes and fees
Apartment "Papà Giuseppe Grande" with Shared Pool & Wi-Fi
Exterior

Vacation Home in Cortona

Apartment "La Vecchia Fornace Casa Gialla" with Shared Pool & Wi-Fi
$105 nightly
The price is $110
Jan 19 - Jan 20
Total with taxes and fees
Apartment "La Vecchia Fornace Casa Gialla" with Shared Pool & Wi-Fi
Exterior

Vacation Home in Cortona

Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi
8.0 out of 10, Very Good, (1 review)
"Pros: Authentiek Toscaanse boerderij ( wij hadden de bovenste etage) met prachtige tuin en lekker zwembad met mooi uitzicht. De gastheer Angelo was top en de Toscaanse diners waren onvergetelijk. Bedankt dat ik mijn verjaardag zo heb mogen vieren. Hele mooie herinnering. Pizza’s bakken was ook een feest. Ook heel fijn dat er een airco was. Onze 4 puber jongens hebben zich prima vermaakt en leuk dat er nog andere gasten zijn uit andere appartementen die je dan ziet op hetToscaanse diner. Top...
Netherlands
Anonymous traveler
$140 nightly
The price is $145
Jan 19 - Jan 20
Total with taxes and fees
Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi
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

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Everything was great! Lovely hotel "
Laura 2-night trip
Posted 2 weeks ago
Monastero di Cortona Hotel & Spa

Price trends for vacation rentals in Cortona

Less expensive
More expensive
Next month
November
March
$158
Month
Price
January
$164
February
$158
March
$209
April
$180
May
$191
June
$189
July
$196
August
$175
September
$169
October
$139
November
$130
December
$173
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Cortona. Select dates and complete search for nightly totals inclusive of taxes and fees.

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 $125 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 Il Rifugio, a farmhouse in Cortona with a panoramic view of Lake Trasimeno .

How many vacation rentals are there in Cortona?

With 159 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 Signorelli Theatre 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 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.