Cortona Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    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

Vacation Rentals in Cortona

La casa di Laura
10.0 out of 10, Exceptional, (1)
"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...
The price is ¥15,854
¥31,004 total
includes taxes & fees
Nov 3 - Nov 4
La casa di Laura
Cortona Shabby Chic House<br>(Independent & balcony)
10.0 out of 10, Exceptional, (3)
"Greatly enjoyed staying here. Beautiful place and beautiful town! Thank you!"
The price is ¥16,647
¥20,346 total
includes taxes & fees
Oct 16 - Oct 17
Cortona Shabby Chic House<br>(Independent & balcony)
Montecchio di Cortona
9.0 out of 10, Wonderful, (2)
"Tutto estremamente pulito ed ordinato.... Spero di aver modo di poterci tornare presto..."
The price is ¥10,569
¥13,740 total
includes taxes & fees
Oct 16 - Oct 17
Montecchio di Cortona
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
10.0 out of 10, Exceptional, (6)
"This place was such a great find! So central and easily reachable. We really enjoyed our stay!"
The price is ¥16,470
¥17,175 total
includes taxes & fees
Oct 16 - Oct 17
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
B&B Piccolo Hotel
9.4 out of 10, Exceptional, (19)
"This is such an amazing hotel in such an amazing place! "
B&B Piccolo Hotel
Holiday home with panoramic terrace ideal for families and couples
The price is ¥12,331
¥16,207 total
includes taxes & fees
Oct 16 - Oct 17
Holiday home with panoramic terrace ideal for families and couples
Cortonas Rooftop Nest
10.0 out of 10, Exceptional, (11)
"Absolute gem of a property. Margherita is an excellent host as well!"
The price is ¥26,793
¥31,196 total
includes taxes & fees
Oct 21 - Oct 22
Cortonas Rooftop Nest
Vacation home Beppina, typical cortonese house, in the center, animals welcome
The price is ¥12,650
¥16,293 total
includes taxes & fees
Oct 17 - Oct 18
Vacation home Beppina, typical cortonese house, in the center, animals welcome
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
10.0 out of 10, Exceptional, (1)
"Pros: il luogo che ci circondava rilassante ottimo. Cons: nulla come dicevo luogo ottimo."
Apartment 'L'Olivo Casa del Nonno Bingheri' with Shared Garden & Wi-Fi
Apartment 'Frantoio 2 Classic' with Shared Pool, Wi-Fi and Air Conditioning
10.0 out of 10, Exceptional, (1)
"Pros: Abbiamo soggiornato a Borgo Syrah per 3 notti. Soggiorno stupendo. Location meravigliosa, immersa nella natura. Un'oasi di pace"
The price is ¥34,554
¥41,880 total
includes taxes & fees
Nov 2 - Nov 3
Apartment 'Frantoio 2 Classic' with Shared Pool, Wi-Fi and Air Conditioning
Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi
8.0 out of 10, Very Good, (1)
"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...
The price is ¥22,557
¥23,262 total
includes taxes & fees
Nov 1 - Nov 2
Apartment "La Vecchia Fornace La Terrazza" with Shared Pool & Wi-Fi
Netik apartments Cortona, nestled in the Countryside, near the famous Tuscan villages
The price is ¥19,729
¥23,605 total
includes taxes & fees
Nov 5 - Nov 6
Netik apartments Cortona, nestled in the Countryside, near the famous Tuscan villages
House in the Cortona countryside
The price is ¥14,973
¥18,144 total
includes taxes & fees
Oct 16 - Oct 17
House in the Cortona countryside
La Fonte, our quaint little west facing cottage for two people.
The price is ¥24,309
¥32,236 total
includes taxes & fees
Oct 28 - Oct 29
La Fonte, our quaint little west facing cottage for two people.
APP. CICLAMINO x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
9.2 out of 10, Wonderful, (5)
"L'endroit est bien situé pour découvrir les environs."
The price is ¥82,379
¥82,379 total
includes taxes & fees
Nov 2 - Nov 3
APP. CICLAMINO x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
The price is ¥54,583
¥61,909 total
includes taxes & fees
Nov 2 - Nov 3
Villa 'Residenza 2' with Shared Pool, Wi-Fi and Air Conditioning
A stylish Tuscan cottage for four people with stunning views over the valley and Cortona
The price is ¥40,516
¥50,205 total
includes taxes & fees
Oct 16 - Oct 17
A stylish Tuscan cottage for four people with stunning views over the valley and Cortona
APP. GLICINE x2 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
The price is ¥59,593
¥68,401 total
includes taxes & fees
Nov 2 - Nov 3
APP. GLICINE x2 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
The price is ¥63,099
¥72,788 total
includes taxes & fees
Nov 2 - Nov 3
APP. ORTENSIA x3 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
APP. MUGHETTO x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
The price is ¥70,110
¥70,110 total
includes taxes & fees
Nov 2 - Nov 3
APP. MUGHETTO x4 Beautiful farmhouse surrounded by nature, with swimming pool just 3 km from Cortona
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

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 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?

Il Rifugio, a farmhouse in Cortona with a panoramic view of Lake Trasimeno : Visitors give good reviews to this Cortona vacation home rental, which is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games. Some other top choices in Cortona are beautiful tuscan villa with pool, ideal for groups and Casa Fontelunga, Tuscan holiday villa with private pool.

How many vacation rentals are there in Cortona?

With 279 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.