Vacation Rentals in Cortona Old Town, Cortona: Compare 10+ Sites & Save

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  2. Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  Cortona
  6.  Cortona Old Town

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1329 Best Vacation Rentals in Cortona Old Town (Starting from $78)

Tina’s House
Tina’s House
Apartment
Cortona, Italy
0.0k from Cortona Old Town center

Apartments, Cheap, Accommodations, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.6

Exceptional

32 reviews

$78
Average price / night
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3BR-3BA apt, walk to downtown Cortona, with airco, wifi and amazing view
3BR-3BA apt, walk to downtown Cortona, with airco, wifi and amazing view
House
Cortona, 52044, Italy
0.0k from Cortona Old Town center

AC, Breakfast Available, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

7 Bedrooms14 Guests
9.4

Superb

3 reviews

$691
Average price / night
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Casa del Borgo
Casa del Borgo
Apartment
Cortona, Italy
0.0k from Cortona Old Town center

Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

1 Bedroom2 Guests
9.7

Exceptional

3 reviews

$106
Average price / night
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Romantic shelter for 2, amazing view and large equipped terrace
Romantic shelter for 2, amazing view and large equipped terrace
Apartment
Cortona, 52044, Italy
0.0k from Cortona Old Town center

AC, Balcony, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

1 Bedroom2 Guests
8.8

Fabulous

13 reviews

$115
Average price / night
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Appartamento La Contessa
Appartamento La Contessa
Apartment
Cortona, Italy
0.0k from Cortona Old Town center

Apartments, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Self-catering

2 Bedrooms4 Guests
8.5

Very Good

2 reviews

$151
Average price / night
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Tina's House
Tina's House
Apartment
Cortona, 52044, Italy
0.0k from Cortona Old Town center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

5 reviews

$119
Average price / night
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Bellavista
Bellavista
Apartment
Cortona, Italy
0.0k from Cortona Old Town center

Apartments, Accommodations, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
New to Booking
$181
Average price / night
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La casa di Laura
La casa di Laura
Apartment
Cortona, 52044, Italy
0.1k from Cortona Old Town center

Barbecue, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking, TV

2 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$195
Average price / night
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Villa Luisella
Villa Luisella
House
Cortona, Italy
0.0k from Cortona Old Town center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

7 Bedrooms15 Guests
New to Booking
$529
Average price / night
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City / Village Apartment in Cortona with 1 bedrooms sleeps 2
City / Village Apartment in Cortona with 1 bedrooms sleeps 2
Apartment
Cortona, 52044, Italy
0.1k from Cortona Old Town center

Crib, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom2 Guests
New to Booking
$124
Average price / night
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Panorama
Panorama
Apartment
Cortona, Italy
0.0k from Cortona Old Town center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

3 Bedrooms7 Guests
New to Booking
$175
Average price / night
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Beautiful apartment for 8 guests with WIFI, balcony and pets allowed
Beautiful apartment for 8 guests with WIFI, balcony and pets allowed
Apartment
Cortona, 52044, Italy
0.1k from Cortona Old Town center

Balcony, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
New to Booking
$400
Average price / night
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Belvedere
Belvedere
Apartment
Cortona, Italy
0.0k from Cortona Old Town center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom2 Guests
7.8

Good

5 reviews

$84
Average price / night
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Apartment in Cortona with 2 bedrooms sleeps 4
Apartment in Cortona with 2 bedrooms sleeps 4
Apartment
Cortona, 52044, Italy
0.1k from Cortona Old Town center

AC, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$256
Average price / night
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Donnaberarda
Donnaberarda
Apartment
Cortona Old Town, Cortona, Tuscany, Italy
0.1k from Cortona Old Town center

Apartments, Accommodations, Parking, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Family, Self-catering

6 Bedrooms13 Guests
9.6

Exceptional

64 reviews

$168
Average price / night
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Vacation home Beppina, typical cortonese house, in the center, animals welcome
Vacation home Beppina, typical cortonese house, in the center, animals welcome
Apartment
Cortona, 52044, Italy
0.1k from Cortona Old Town center

Heater, Internet, Laundry, No Smoking, Washer

1 Bedroom2 Guests
New to Booking
$120
Average price / night
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Vicolo della Scala Rooms
Vicolo della Scala Rooms
Apartment
Cortona, Italy
0.1k from Cortona Old Town center

Apartments, Cheap, Accommodations, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms4 Guests
9.1

Superb

23 reviews

$118
Average price / night
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Cosy apartment for 2 people with A/C, WIFI and panoramic view
Cosy apartment for 2 people with A/C, WIFI and panoramic view
Apartment
Cortona, 52044, Italy
0.1k from Cortona Old Town center

AC, Crib, Heater, Internet, Kitchen, Microwave, No Smoking, Washer

1 Bedroom2 Guests
New to Booking
$163
Average price / night
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Casa Kita
Casa Kita
House
Cortona Old Town, Cortona, Tuscany, Italy
0.1k from Cortona Old Town center

B&bs, Cheap, Accommodations, Parking, Guest houses, Homestays, Pet-friendly, Lodgings, Vacation rentals

4 Bedrooms11 Guests
8.6

Fabulous

240 reviews

$204
Average price / night
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Vicolo Della Scala Rooms - Il Sole
Vicolo Della Scala Rooms - Il Sole
Apartment
Vicolo della Scala, 10, Cortona, 52044, Italy
0.1k from Cortona Old Town center

Heater, Internet, Kitchen, Microwave

New to Booking
$124
Average price / night
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Sweet Cortona
Sweet Cortona
House
Cortona, Italy
0.1k from Cortona Old Town center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

3 Bedrooms4 Guests
8.7

Fabulous

42 reviews

$88
Average price / night
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Vicolo Della Scala Rooms - La Luna
Vicolo Della Scala Rooms - La Luna
Apartment
Vicolo della Scala, 10, Cortona, 52044, Italy
0.1k from Cortona Old Town center

Heater, Internet, Kitchen, Microwave

New to Booking
$126
Average price / night
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Casa Ermenegilda
Casa Ermenegilda
Apartment
Cortona, Italy
0.1k from Cortona Old Town center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
New to Booking
$270
Average price / night
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Beautiful apartment for 3 guests with WIFI, A/C, terrace, pets allowed and panoramic view
Beautiful apartment for 3 guests with WIFI, A/C, terrace, pets allowed and panoramic view
Apartment
Cortona, 52044, Italy
0.1k from Cortona Old Town center

AC, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms3 Guests
New to Booking
$195
Average price / night
Check Availability
Cosy apartment for 3 guests with hot tub, WIFI and TV
Cosy apartment for 3 guests with hot tub, WIFI and TV
Apartment
Cortona, 52044, Italy
0.1k from Cortona Old Town center

AC, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry, Outdoor Space, TV

1 Bedroom3 Guests
8.0

Good

2 reviews

$206
Average price / night
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Cortona Charme - La Terrazza Cortonese
Cortona Charme - La Terrazza Cortonese
Apartment
Cortona, 52044, Italy
0.1k from Cortona Old Town center

AC, Barbecue, Crib, Dryer, Fireplace, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

32 reviews

$304
Average price / night
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Built in 1251 yet totally remodeled in 2014- Located in Historic Cortona City
Built in 1251 yet totally remodeled in 2014- Located in Historic Cortona City
House
Cortona, 52044, Italy
0.1k from Cortona Old Town center

AC, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

29 reviews

$171
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Cortona Old Town.

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Frequently Asked Questions

You can explore 1329 verified vacation rentals in Cortona Old Town. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Cortona Old Town vary depending on the season, property size, and location. Rates typically start from around $78 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Cortona Old Town include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Cortona Old Town welcome pets. Currently, 52 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it’s recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Cortona Old Town often include amenities such as Fireplace/Heating, Internet, and Kitchen. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.