Cortona Holiday Rentals

Compare Villas, Resorts, & Rentals in Cortona, Tuscany, Italy

10.0 (71 Reviews)
1 Bedroom 4 Guests
From CA $404 per night
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10.0 (23 Reviews)
2 Bedrooms 4 Guests
Bed & Breakfast
From CA $363 per night
10.0 (19 Reviews)
1 Bedroom 2 Guests
10.0 (66 Reviews)
5 Bedrooms 12 Guests
From CA $3,444 per night
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10.0 (16 Reviews)
3 Bedrooms 6 Guests
From CA $185 per night
10.0 (2 Reviews)
1 Bedroom 2 Guests
10.0 (64 Reviews)
2 Bedrooms 4 Guests
From CA $175 per night
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10.0 (15 Reviews)
1 Bedroom 4 Guests
From CA $507 per night
10.0 (1 Review)
1 Bedroom 2 Guests
10.0 (12 Reviews)
2 Bedrooms 6 Guests
From CA $1,918 per night
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10.0 (9 Reviews)
9 Bedrooms 19 Guests
From CA $1,069 per night
10.0 (48 Reviews)
6 Bedrooms 12 Guests
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10.0 (9 Reviews)
4 Bedrooms 8 Guests
10.0 (48 Reviews)
4 Bedrooms 7 Guests
From CA $118 per night
10.0 (43 Reviews)
1 Bedroom 4 Guests
From CA $876 per night
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10.0 (8 Reviews)
3 Bedrooms 7 Guests
From CA $339 per night
10.0 (6 Reviews)
4 Bedrooms 8 Guests
From CA $240 per night
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10.0 (5 Reviews)
3 Bedrooms 7 Guests
10.0 (40 Reviews)
3 Bedrooms 6 Guests
From CA $1,116 per night
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10.0 (4 Reviews)
5 Bedrooms 11 Guests
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10.0 (4 Reviews)
4 Bedrooms 12 Guests
10.0 (38 Reviews)
1 Bedroom 4 Guests
From CA $150 per night
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10.0 (4 Reviews)
2 Bedrooms 4 Guests
10.0 (35 Reviews)
2 Bedrooms 6 Guests
From CA $225 per night
10.0 (4 Reviews)
4 Bedrooms 8 Guests
10.0 (34 Reviews)
3 Bedrooms 6 Guests
From CA $475 per night
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10.0 (2 Reviews)
6 Bedrooms 12 Guests
10.0 (31 Reviews)
2 Bedrooms 4 Guests
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10.0 (2 Reviews)
10 Bedrooms 24 Guests
From CA $160 per night
10.0 (31 Reviews)
2 Bedrooms 4 Guests
From CA $179 per night
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10.0 (2 Reviews)
2 Bedrooms 4 Guests
From CA $1,682 per night
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10.0 (1 Review)
9 Bedrooms 15 Guests
10.0 (29 Reviews)
5 Bedrooms 12 Guests
From CA $527 per night
10.0 (28 Reviews)
4 Bedrooms 8 Guests
10.0 (1 Review)
1 Bedroom 2 Guests
10.0 (7 Reviews)
3 Bedrooms 7 Guests
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10.0 (1 Review)
6 Bedrooms 14 Guests
From CA $158 per night
9.4 (29 Reviews)
1 Bedroom 2 Guests
From CA $637 per night
10.0 (7 Reviews)
2 Bedrooms 4 Guests
From CA $425 per night
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10.0 (1 Review)
3 Bedrooms 8 Guests
From CA $168 per night
8.8 (53 Reviews)
1 Bedroom 2 Guests
From CA $327 per night
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10.0 (1 Review)
2 Bedrooms 4 Guests
From CA $246 per night
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10.0 (1 Review)
3 Bedrooms 7 Guests
From CA $227 per night
10.0 (7 Reviews)
2 Bedrooms 6 Guests
From CA $180 per night
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10.0 (1 Review)
1 Bedroom 2 Guests
|
10.0 (1 Review)
2 Bedrooms 4 Guests
10.0 (5 Reviews)
12 Bedrooms 24 Guests
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10.0 (1 Review)
5 Bedrooms 15 Guests
10.0 (5 Reviews)
3 Bedrooms 6 Guests
From CA $332 per night
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10.0 (1 Review)
4 Bedrooms 16 Guests
10.0 (5 Reviews)
3 Bedrooms 6 Guests
From CA $176 per night
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10.0 (1 Review)
6 Bedrooms 15 Guests
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10.0 (1 Review)
1 Bedroom 2 Guests
10.0 (5 Reviews)
1 Bedroom 2 Guests
From CA $100 per night
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10.0 (1 Review)
2 Bedrooms 6 Guests

About Casai's Private Villas and Holiday Rentals in Cortona

Discover more than 1718 vacation rentals available in Cortona. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Cortona.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Cortona, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Cortona. On average, places to stay near Cortona offer 1424.12 ft², with nightly prices averaging CA $544.

With Casai, finding and comparing holiday rentals in Cortona is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Frequently Asked Questions About Cortona?

What are the top holiday rentals in Cortona?

How many Casai.ca holiday rentals are available in Cortona?

As of 2025, Casai boasts over 1718 properties listed in the Cortona area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Cortona.

Nearby Neighborhood (1)

Neighborhood Property Count
Cortona Old Town Vacation Rentals in Cortona, Tuscany 1188