Cortona vacation rentals

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Best Cortona vacation rentals

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$52 - $220$220 - $387$387 - $554$554 - $721$721+ per night

Property Types

ApartmentHomestayHouse

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in Cortona

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Monastero San Silvestro - Cortona - Bedroom
Monastero San Silvestro
Cortona, TO, Italy
9.1Wonderful(461)
Farm stay
Parking
Free Wi-Fi
Pool
Pet friendly
$124+
Check availability
Villa Serena & Dépendances - Cortona - Patio
Villa Serena & Dépendances
Cortona, TO, Italy
8.7Very good(26)
Villa
Parking
Free Wi-Fi
Pool
Pet friendly
$281+
Check availability
Il Nido di Cortona - Cortona - Dining room
Il Nido di Cortona
Cortona, TO, Italy
10Wonderful(6)
Apartment
Parking
Free Wi-Fi
$157+
Check availability
Villa Augusto - Cortona - Bedroom
Villa Augusto
Cortona, TO, Italy
9.4Wonderful(207)
Villa
Parking
Free Wi-Fi
Pool
Pet friendly
$148+
Check availability
Raggi di Sole - Cortona - Bedroom
Raggi di Sole
Cortona, TO, Italy
9.1Wonderful(116)
Apartment
Parking
Free Wi-Fi
Pet friendly
$142+
Check availability
Casetta Nociarelle - Cortona - Building
Casetta Nociarelle
Cortona, TO, Italy
9.3Wonderful(18)
Apartment
Parking
Free Wi-Fi
Pet friendly
$103+
Check availability
Cosy apartment for 6 people with A/C, WIFI, TV, balcony and panoramic view - Cortona - Bedroom
Cosy apartment for 6 people with A/C, WIFI, TV, balcony and panoramic view
Cortona, TO, Italy
Apartment
Free Wi-Fi
$342+
Check availability
Appartamenti Belvedere - Cortona - Living room
Appartamenti Belvedere
Cortona, TO, Italy
8.8Very good(138)
Apartment
Parking
Free Wi-Fi
$138+
Check availability
Le Residenze Ristori - Cortona
Le Residenze Ristori
Cortona, TO, Italy
9.1Wonderful(1114)
Apartment
Parking
Free Wi-Fi
$83+
Check availability
La renaia - Cortona
La renaia
Cortona, TO, Italy
9.7Wonderful(268)
Farm stay
Parking
Free Wi-Fi
Pool
Pet friendly
$107+
Check availability
Casa Quintani - Cortona
Casa Quintani
Cortona, TO, Italy
9.5Wonderful(49)
Apartment
Parking
Free Wi-Fi
$127+
Check availability
Holiday home Via Porta Montanina - Cortona
Holiday home Via Porta Montanina
Cortona, TO, Italy
Apartment
Free Wi-Fi
$217+
Check availability
Margherita Holiday Home - Cortona
Margherita Holiday Home
Cortona, TO, Italy
9.5Wonderful(150)
Farm stay
Parking
Free Wi-Fi
Pool
Pet friendly
$182+
Check availability
Noi Due a Cortona - Cortona
Noi Due a Cortona
Cortona, TO, Italy
9.5Wonderful(53)
Apartment
Pet friendly
$123+
Check availability
Nonna Nesti - Cortona
Nonna Nesti
Cortona, TO, Italy
9.2Wonderful(45)
House
Parking
Free Wi-Fi
$76+
Check availability
Borgo In San Angelo - Cortona
Borgo In San Angelo
Cortona, TO, Italy
9.0Wonderful(70)
House
Parking
Free Wi-Fi
Pool
Pet friendly
$138+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

April
August
$111
$154
Cheapest month to stay with an average 29% drop in price.
Most expensive month to stay with an average 88% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Cortona vacation rental deals

  • Vacation rentals in Cortona are around 19% cheaper than hotels on average. Search here to compare prices for all accommodation types in Cortona.
  • The best vacation rental properties in Cortona are La renaia (9.7, 268 reviews), Appartamento Il Loggiato (9.6, 56), and Margherita Holiday Home (9.5, 150), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Cortona, you should consider visiting during the low season. The cheapest vacation homes in Cortona can be found in April and September.
  • The cheapest night for renting a vacation home in Cortona is Monday. In contrast, the most expensive is Friday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Cortona for 40 days.

FAQs when booking a vacation home in Cortona

  • How much is a vacation rental for a week in Cortona?

    The average price for a weekly Cortona vacation rental found by KAYAK users in the last 2 weeks is $1,004.

  • How much is a vacation rental for a month in Cortona?

    The average price for a monthly Cortona vacation rental found by KAYAK users in the last 2 weeks is $4,302.

  • What types of vacation rentals are available in Cortona?

    There are loads of different property types that you can make your vacation home in Cortona. You’ll find agritourism, apartments, farm stays, houses, homestays and villas.

  • What are some of the most-loved vacation rentals available in Cortona?

    If you’re looking for something special, the vacation rental most loved by KAYAK users is Agriturismo Il Torrino.

  • Are there any pet-friendly vacation rentals in Cortona?

    There are a number of dog and pet-friendly Cortona vacation rentals, with around 16% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Cortona?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Cortona?

Our map will help you find the perfect place to stay in Cortona by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Cortona