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

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  2. Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  Cortona

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1325 Best Vacation Rentals in Cortona (Starting from $75)

La Finestrella
La Finestrella
Apartment
Cortona, Italy
0.0k from Cortona center

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

1 Bedroom2 Guests
8.3

Very Good

8 reviews

$124
Average price / night
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3BR luxury apt, walk to downtown Cortona, and amazing view over the town hall
3BR luxury apt, walk to downtown Cortona, and amazing view over the town hall
Apartment
Cortona, 52044, Italy
0.0k from Cortona center

Heater, Internet, Kitchen, Living Area, No Smoking, TV

3 Bedrooms6 Guests
9.8

Exceptional

10 reviews

$240
Average price / night
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La Casa di Iole
La Casa di Iole
Apartment
Cortona, Italy
0.0k from Cortona center

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

2 Bedrooms4 Guests
8.0

Good

31 reviews

$152
Average price / night
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Apartment in the heart of Cortona
Apartment in the heart of Cortona
Apartment
AR - Arezzo, 52044, Italy
0.0k from Cortona center

AC, Crib, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

1 Bedroom3 Guests
10.0

Exceptional

3 reviews

$145
Average price / night
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Appartamento Vittorio Alfieri
Appartamento Vittorio Alfieri
Apartment
Cortona, Italy
0.0k from Cortona center

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

2 Bedrooms4 Guests
9.5

Superb

2 reviews

$189
Average price / night
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Il Roseto - Special prices for 2024-25! ! Get a quote ! ! \"Plan your dream\"
Il Roseto - Special prices for 2024-25! ! Get a quote ! ! \"Plan your dream\"
House
Cortona, 52044, Italy
0.0k from Cortona center

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

3 Bedrooms8 Guests
9.8

Exceptional

57 reviews

$267
Average price / night
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Raggi di Sole
Raggi di Sole
Apartment
Cortona, Tuscany, Italy
0.0k from Cortona center

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

2 Bedrooms7 Guests
9.2

Superb

78 reviews

$130
Average price / night
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Appartamento La Piazzetta
Appartamento La Piazzetta
Apartment
Cortona, 52044, Italy
0.0k from Cortona center

AC, Balcony, Crib, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms7 Guests
9.8

Exceptional

9 reviews

$181
Average price / night
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Appartamento Il Loggiato
Appartamento Il Loggiato
Apartment
Cortona, Italy
0.0k from Cortona center

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

1 Bedroom4 Guests
9.2

Superb

45 reviews

$107
Average price / night
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'Il Loggiato' - Beautiful Apartment In The Historical Center Of Cortona
'Il Loggiato' - Beautiful Apartment In The Historical Center Of Cortona
Apartment
Arezzo, 52044, Italy
0.0k from Cortona center

AC, Extra Bed, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms4 Guests
9.6

Exceptional

4 reviews

$96
Average price / night
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Casa Annateresa
Casa Annateresa
Apartment
Cortona, Italy
0.0k from Cortona center

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

1 Bedroom2 Guests
9.2

Superb

5 reviews

$88
Average price / night
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Villa La Perla. Splendid panoramic location. Private Pool
Villa La Perla. Splendid panoramic location. Private Pool
Villa
Cortona, 52044, Italy
0.0k from Cortona center

Barbecue, Fireplace, Free Parking, Internet, Laundry, Microwave, Pool, Washer

4 Bedrooms9 Guests
New to Booking
$261
Average price / night
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Casa Samuela - Together in Tuscany
Casa Samuela - Together in Tuscany
Apartment
Cortona, Italy
0.0k from Cortona center

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

2 Bedrooms3 Guests
8.1

Very Good

20 reviews

$175
Average price / night
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Cosy apartment for 6 people with A/C, WIFI, balcony and panoramic view
Cosy apartment for 6 people with A/C, WIFI, balcony and panoramic view
Apartment
Cortona, 52044, Italy
0.0k from Cortona center

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

3 Bedrooms6 Guests
New to Booking
$654
Average price / night
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Appartamento del Capitano
Appartamento del Capitano
Apartment
Cortona, Italy
0.0k from Cortona center

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

3 Bedrooms6 Guests
6.7

Good

3 reviews

$175
Average price / night
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Lovely apartment for 2 people with WIFI and pets allowed
Lovely apartment for 2 people with WIFI and pets allowed
Apartment
Cortona, 52044, Italy
0.1k from Cortona center

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

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$135
Average price / night
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Casa Erica
Casa Erica
Apartment
Cortona, Italy
0.1k from Cortona center

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

1 Bedroom4 Guests
9.4

Superb

52 reviews

$75
Average price / night
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The house on the roofs Cortona apartment finely ristr 2 bedrooms 2 bathrooms balcony
The house on the roofs Cortona apartment finely ristr 2 bedrooms 2 bathrooms balcony
Apartment
Cortona, 52044, Italy
0.1k from Cortona center

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

2 Bedrooms4 Guests
New to Booking
$171
Average price / night
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Casa di Silvia
Casa di Silvia
Apartment
Cortona, Italy
0.1k from Cortona center

Internet, Kitchen, Child Friendly

2 Bedrooms6 Guests
New to Booking
$174
Average price / night
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Appartamento Centrale - Overlooking the charming Piazza Signorelli
Appartamento Centrale - Overlooking the charming Piazza Signorelli
Apartment
Cortona, 52044, Italy
0.1k from Cortona center

AC, Heater, Internet, No Smoking

4 Bedrooms12 Guests
New to Booking
$564
Average price / night
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Cortona Charme
Cortona Charme
Apartment
Cortona, Italy
0.1k from Cortona center

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

4 Bedrooms8 Guests
10.0

Exceptional

6 reviews

$246
Average price / night
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Nice apartment for 4 people with WIFI, A/C, terrace and panoramic view
Nice apartment for 4 people with WIFI, A/C, terrace and panoramic view
Apartment
Cortona, 52044, Italy
0.1k from Cortona center

AC, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$293
Average price / night
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B&B Piccolo Hotel
B&B Piccolo Hotel
House
Vicolo Petrella, 3, Cortona, 52044, Italy
0.1k from Cortona center

AC, Bar, Breakfast Available, Business Services, Crib, Elevator, Frontdesk 24 Hour, Housekeeping, Internet

9.4

Superb

20 reviews

$141
Average price / night
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My house with steam room, theater view, chromtherapy, relaxing music, jacuzzi...
My house with steam room, theater view, chromtherapy, relaxing music, jacuzzi...
Apartment
Cortona, 52044, Italy
0.1k from Cortona center

AC, Crib, Dryer, Fireplace, Heater, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

10 reviews

$137
Average price / night
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Nice apartment for 2 guests with A/C, WIFI, TV and panoramic view
Nice apartment for 2 guests with A/C, WIFI, TV and panoramic view
Apartment
Cortona, 52044, Italy
0.1k from Cortona center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, TV, Washer

1 Bedroom2 Guests
8.0

Good

2 reviews

$190
Average price / night
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B&B San Francesco
B&B San Francesco
House
6 Via Berrettini, Cortona, 52044, Italy
0.1k from Cortona center

Breakfast Included, Free Parking, Heater, Housekeeping, Internet, No Smoking, TV

8.8

Fabulous

56 reviews

$108
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 center

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

2 Bedrooms4 Guests
10.0

Exceptional

32 reviews

$304
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.

Stay Near Cortona's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Cortona Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1325 verified vacation rentals in Cortona. 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 vary depending on the season, property size, and location. Rates typically start from around $75 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 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 welcome pets. Currently, 38 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 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.