Cortona vacation rentals

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Best Cortona vacation rentals

Most recommended vacation rentals in Cortona

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Monastero San Silvestro - Cortona - Bedroom
Monastero San Silvestro
Cortona, TO, Italy
9.0Wonderful(431)
Parking
Free Wi-Fi
Pool
Pet friendly
$155+
Check availability
Villa Serena & Dépendances - Cortona - Outdoors view
Villa Serena & Dépendances
Cortona, TO, Italy
8.4Very good(23)
Parking
Free Wi-Fi
Pool
Pet friendly
$221+
Check availability
Villa Augusto - Cortona - Bedroom
Villa Augusto
Cortona, TO, Italy
9.3Wonderful(204)
Parking
Free Wi-Fi
Pool
Pet friendly
$175+
Check availability
Il Nido di Cortona - Cortona - Dining room
Il Nido di Cortona
Cortona, TO, Italy
9.9Wonderful(5)
Parking
Free Wi-Fi
$129+
Check availability
Appartamenti Belvedere - Cortona - Living room
Appartamenti Belvedere
Cortona, TO, Italy
9.1Wonderful(143)
Parking
Free Wi-Fi
$135+
Check availability
Margherita Holiday Home - Cortona - Pool
Margherita Holiday Home
Cortona, TO, Italy
9.5Wonderful(160)
Parking
Free Wi-Fi
Pool
Pet friendly
$127+
Check availability
Le Residenze Ristori - Cortona
Le Residenze Ristori
Cortona, TO, Italy
9.1Wonderful(1054)
Parking
Free Wi-Fi
$91+
Check availability
La renaia - Cortona
La renaia
Cortona, TO, Italy
9.6Wonderful(203)
Parking
Free Wi-Fi
Pool
Pet friendly
$106+
Check availability
Giardino Di Sara - Cortona
Giardino Di Sara
Cortona, TO, Italy
8.7Very good(180)
Parking
Free Wi-Fi
Pool
Pet friendly
$103+
Check availability
Agriturismo Fattoria Podere Peciano - Cortona
Agriturismo Fattoria Podere Peciano
Cortona, TO, Italy
9.5Wonderful(212)
Parking
Free Wi-Fi
Pool
Pet friendly
$160+
Check availability
The Small Cortona Terrace - Cortona
The Small Cortona Terrace
Cortona, TO, Italy
$114+
Check availability
Borgo In San Angelo - Cortona
Borgo In San Angelo
Cortona, TO, Italy
9.2Wonderful(47)
Parking
Free Wi-Fi
Pool
Pet friendly
$152+
Check availability
Holiday home Via Porta Montanina - Cortona
Holiday home Via Porta Montanina
Cortona, TO, Italy
Free Wi-Fi
$217+
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Casa Quintani - Cortona
Casa Quintani
Cortona, TO, Italy
9.4Wonderful(47)
Parking
Free Wi-Fi
$101+
Check availability
Agriturismo Il Torrino - Cortona
Agriturismo Il Torrino
Cortona, TO, Italy
9.2Wonderful(12)
Parking
Free Wi-Fi
Pool
Pet friendly
$214+
Check availability
Villa Giarradea - Cortona
Villa Giarradea
Cortona, TO, Italy
9.2Wonderful(35)
Free Wi-Fi
Pet friendly
$108+
Check availability
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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.

Which month has the cheapest vacation rental rates in Cortona?

Vacation rentals are cheapest in Cortona in November, with average rates of $88. In comparison, July is the most expensive month, with prices at $256.

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

Thursday offers the lowest rates in Cortona, with an average nightly price of $92. The highest prices are found on Monday, with average rates at $228.
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Good to know

Low season

September

High season

June

Average price (weeknight)

$114

Average price (weekend night)

$88
Cheapest month to stay with an average 47% drop in price.
Most expensive month to stay with an average 28% 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 53% cheaper than hotels on average. Search here to compare prices for all accommodation types in Cortona.
  • The best vacation rental properties in Cortona are Terrazza Silena, centro storico con vista Cortona! (9.8, 70 reviews), Il Maggese (9.8, 43), and Casa Elena (9.8, 83), 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 March.
  • The cheapest night for renting a vacation home in Cortona is Saturday. In contrast, the most expensive is Tuesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Cortona for 20 days.

FAQs when booking a vacation home in Cortona

  • 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, cottages, 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 26% 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

Cortona vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Cortona. Find cheap vacation homes to rent in Cortona. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Cortona that suits you best.

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