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Cortona vacation rentals

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Booking Insights
Recommended by KAYAK

Best Cortona vacation rentals

These are the best prices for Oct 10 - 11.
Locanda del Molino - Cortona
Locanda del Molino
Cortona, TO, Italy
9.0Wonderful(635)
Villa
$131+
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Villa Elda - Cortona - Bedroom
Villa Elda
Cortona, TO, Italy
9.0Wonderful(2)
Villa
$918+
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La finestra sul Teatro - Cortona - Balcony
La finestra sul Teatro
Cortona, TO, Italy
9.6Wonderful(178)
Apartment
$234+
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Casa Colonia - Together in Tuscany - Cortona - Dining room
Casa Colonia - Together in Tuscany
Cortona, TO, Italy
9.5Wonderful(57)
House
$112+
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Appartamento La Corte - Cortona - Living room
Appartamento La Corte
Cortona, TO, Italy
9.0Wonderful(1)
Apartment
$383+
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Villa il Barattino - Cortona - Dining room
Villa il Barattino
Cortona, TO, Italy
9.3Wonderful(3)
House
$1,369+
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Villa with terrace, garden & pool | Panoramic view - Cortona - Outdoors view
Villa with terrace, garden & pool | Panoramic view
Cortona, TO, Italy
8.8Very good(26)
Villa
$268+
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The house with steam room, jacuzzi and theater view - Cortona - Dining room
The house with steam room, jacuzzi and theater view
Cortona, TO, Italy
9.8Wonderful(26)
Apartment
$144+
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Villa Margherita by PosarelliVillas - Cortona - Kitchen
Villa Margherita by PosarelliVillas
Cortona, TO, Italy
10Wonderful(2)
Villa
$327+
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Casa Teatro - Cortona
Casa Teatro
Cortona, TO, Italy
8.8Very good(34)
Apartment
$105+
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La renaia - Cortona
La renaia
Cortona, TO, Italy
9.6Wonderful(333)
Farm stay
$105+
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Casa del Loggiato - Cortona
Casa del Loggiato
Cortona, TO, Italy
9.1Wonderful(183)
Apartment
$108+
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Luxurious, Cozy Apartment With Pool Near Cortona in Tuscany Versatile - Cortona
Luxurious, Cozy Apartment With Pool Near Cortona in Tuscany Versatile
Cortona, TO, Italy
10Wonderful(5)
House
$103+
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Corte della Luna - Cortona
Corte della Luna
Cortona, TO, Italy
9.9Wonderful(5)
Villa
$446+
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Poggio Martino - Cortona
Poggio Martino
Cortona, TO, Italy
9.5Wonderful(71)
Farm stay
$132+
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Maya Luxury Home - Together in Tuscany - Cortona
Maya Luxury Home - Together in Tuscany
Cortona, TO, Italy
9.4Wonderful(11)
Apartment
$342+
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Booking Insights

KAYAK’s insights for vacation rentals in Cortona

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Cortona with confidence.

What is the cheapest day of the week to book a vacation rental in Cortona?

Wednesday offers the lowest rates in Cortona, with an average nightly price of $117. The highest prices are found on Friday, with average rates at $177.

How much is a vacation rental in Cortona for tonight by property type?

The best deal for a vacation rental in Cortona found by KAYAK users in the last 5 days was $121 in a Farm stay. Apartment prices start at $123.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

September
March
$121
$164
Cheapest month to stay with an average 8% drop in price.
Most expensive month to stay with an average 34% 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 261% cheaper than hotels on average. Search here to compare prices for all accommodation types in Cortona.
  • The best vacation rental properties in Cortona are The house with steam room, jacuzzi and theater view (9.8, 26 reviews), La finestra sul Teatro (9.6, 178), and La renaia (9.6, 333), 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 September and April.
  • The cheapest night for renting a vacation home in Cortona is Wednesday. 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 22 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 $900.

  • 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 $3,855.

  • 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.

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

    There are a number of dog and pet-friendly Cortona vacation rentals, with around 46% allowing you to bring your pet along with you.

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

    In the last 72 hours, users have found Cortona vacation rentals for tonight for as low as $121. Search here for similar prices

  • How much is a vacation rental in Cortona for this weekend?

    In the last 72 hours, users have found Cortona vacation rentals for this weekend for as low as $124 per night. Search here for similar prices

  • 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.

More options for your stay in Cortona

Complete your trip to Cortona

Car rentals in Cortona