What types of holiday rentals are available in Cortona?

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

Are there any pet-friendly holiday rentals in Cortona?

There are a number of dog and pet-friendly Cortona holiday rentals, with around 26% allowing you to bring your pet along with you.

How can I find holiday rentals near me in Cortona?

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

Cortona Holiday Rentals from $159/night

KAYAK searches hundreds of travel sites at once for holiday home deals in Cortona

...and more

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Cortona vacation rentals

Monastero San Silvestro

Cortona, TO, Italy

9.0Wonderful(430)

Parking

Free Wi-Fi

Pool

Pet-friendly

$287+

View availability

Villa Serena & Dépendances

Cortona, TO, Italy

8.4Very Good(23)

Parking

Free Wi-Fi

Pool

Pet-friendly

Cortona, TO, Italy

Parking

Free Wi-Fi

$180+

View availability

Appartamenti Belvedere

Cortona, TO, Italy

9.1Wonderful(142)

Parking

Free Wi-Fi

$211+

View availability

Margherita Holiday Home

Cortona, TO, Italy

9.5Wonderful(159)

Parking

Free Wi-Fi

Pool

Pet-friendly

Cortona, TO, Italy

Parking

Free Wi-Fi

Pool

Pet-friendly

Cortona, TO, Italy

Parking

Free Wi-Fi

Cortona, TO, Italy

Parking

Free Wi-Fi

Pool

Pet-friendly

$166+

View availability

Agriturismo Fattoria Podere Peciano

Cortona, TO, Italy

9.5Wonderful(211)

Parking

Free Wi-Fi

Pool

Pet-friendly

$254+

View availability

The Small Cortona Terrace

Cortona, TO, Italy

Cortona, TO, Italy

Parking

Free Wi-Fi

Pool

Pet-friendly

Cortona, TO, Italy

Free Wi-Fi

Pet-friendly

Cortona, TO, Italy

Parking

Free Wi-Fi

Pool

Pet-friendly

$326+

View availability

Holiday home Via Porta Montanina

Cortona, TO, Italy

Free Wi-Fi

Cortona, TO, Italy

Parking

Free Wi-Fi

$167+

View availability

Agriturismo Il Torrino

Cortona, TO, Italy

9.2Wonderful(12)

Parking

Free Wi-Fi

Pool

Pet-friendly

$372+

View availability

Go to map

KAYAK’s insights for holiday 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 $214. In comparison, July is the most expensive month, with prices at $624.

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 $225. The highest prices are found on Monday, with average rates at $556.

Find deals

Low season	September
High season	September

Cheapest month to stay with an average 0% drop in price.

Most expensive month to stay with an average 0% rise in price.

Holiday rentals in Cortona are around 148% cheaper than hotels on average. Search here to compare prices for all accommodation types in Cortona.
The best holiday rental properties in Cortona are Il Maggese (9.8, 43 reviews), Cortona's Rooftop Nest (9.8, 64), and Casa Elena (9.8, 83), based on ratings and reviews from real travellers.

What types of holiday rentals are available in Cortona?
There are loads of different property types that you can make your holiday home in Cortona. You’ll find agritourism, apartments, cottages, farm stays, houses, homestays and villas.
Are there any pet-friendly holiday rentals in Cortona?
There are a number of dog and pet-friendly Cortona holiday rentals, with around 26% allowing you to bring your pet along with you.
How can I find holiday rentals near me in Cortona?
Take a look at our holiday rentals map to find the best holiday rental homes near you.