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

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Family Vacation Rentals
  3.  Italy
  4.  Tuscany
  5.  Cortona
  6.  Cortona Old Town

Refine your search

Price per night

Amenity Filter

Rating

752 Best Family 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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
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
Check Availability
La Finestra sul Teatro
La Finestra sul Teatro
Apartment
Cortona, 52044, Italy
0.1k from Cortona Old Town center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, No Smoking, TV, Washer

2 Bedrooms4 Guests
9.8

Exceptional

36 reviews

$229
Average price / night
Check Availability
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
Check Availability
Beautiful private villa with WIFI, private pool, A/C, TV, patio, pets allowed and panoramic view
Beautiful private villa with WIFI, private pool, A/C, TV, patio, pets allowed and panoramic view
Villa
Cortona, 52044, Italy
0.1k from Cortona Old Town center

AC, Balcony, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

18 reviews

$188
Average price / night
Check Availability
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
Check Availability
La Torretta - downtown Cortona, on the second floor of a noble palazzo
La Torretta - downtown Cortona, on the second floor of a noble palazzo
Apartment
Cortona, 52044, Italy
0.1k from Cortona Old Town center

AC, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, TV, Washer

1 Bedroom2 Guests
10.0

Exceptional

4 reviews

$130
Average price / night
Check Availability
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
Check Availability
Apartment in Cortona with 1 bedrooms sleeps 4
Apartment in Cortona with 1 bedrooms sleeps 4
Apartment
Cortona, 52044, Italy
0.2k from Cortona Old Town center

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

1 Bedroom4 Guests
9.6

Exceptional

30 reviews

$105
Average price / night
Check Availability
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
Check Availability
Nice apartment for 4 people with A/C, WIFI, TV and pets allowed
Nice apartment for 4 people with A/C, WIFI, TV and pets allowed
Apartment
Cortona, 52044, Italy
0.2k from Cortona Old Town center

AC, Crib, Extra Bed, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$137
Average price / night
Check Availability
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
Check Availability
Beautiful apartment for 4 people with A/C, WIFI and TV
Beautiful apartment for 4 people with A/C, WIFI and TV
Apartment
Cortona, 52044, Italy
0.2k from Cortona Old Town center

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

2 Bedrooms4 Guests
New to Booking
$261
Average price / night
Check Availability
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
Check Availability
Casa Vinalia inside the Etruscan walls of Cortona
Casa Vinalia inside the Etruscan walls of Cortona
House
Cortona, 52044, Italy
0.2k from Cortona Old Town center

AC, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Hot Tub

2 Bedrooms5 Guests
10.0

Exceptional

4 reviews

$170
Average price / night
Check Availability
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
Check Availability
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
0.3k from Cortona Old Town center

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

2 Bedrooms4 Guests
10.0

Exceptional

10 reviews

$137
Average price / night
Check Availability
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
Check Availability
City / Village Apartment in Cortona with 2 bedrooms sleeps 4
City / Village Apartment in Cortona with 2 bedrooms sleeps 4
Apartment
Cortona, 52044, Italy
0.3k from Cortona Old Town center

AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

67 reviews

$172
Average price / night
Check Availability
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
Check Availability
Appartamento Maccari
Appartamento Maccari
Apartment
Cortona, 52044, Italy
0.3k from Cortona Old Town center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$202
Average price / night
Check Availability
Apartment in the heart of Cortona
Apartment in the heart of Cortona
Apartment
AR - Arezzo, 52044, Italy
0.3k from Cortona Old Town 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
Check Availability
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
0.3k from Cortona Old Town center

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

3 Bedrooms8 Guests
9.8

Exceptional

57 reviews

$267
Average price / night
Check Availability
Villa La Perla. Splendid panoramic location. Private Pool
Villa La Perla. Splendid panoramic location. Private Pool
Villa
Cortona, 52044, Italy
0.3k from Cortona Old Town center

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

4 Bedrooms9 Guests
New to Booking
$261
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 Family Vacation Rentals in Cortona Old Town.

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods

Stay Near Cortona Old Town's Top Attractions

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

Cortona Old Town Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 752 verified family-friendly vacation rentals in Cortona Old Town. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Cortona Old Town vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $78 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Cortona Old Town offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Cortona Old Town are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Cortona Old Town often include amenities such as Child Friendly, Fireplace/Heating, and Internet. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.