Cortona Vacation Rentals - HolidayHomes base64Hash Cortona Vacation Rentals - HolidayHomes

Cortona Vacation Rentals

Browse 2,673 available vacation homes and compared across 63 trusted partners

Anytime
Guests
Anytime
Guests

Top-Rated Vacation rentals in Cortona

Book the highest-rated Cortona vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

We use AI to generate the short summary in each offer below, check full description before booking.
House Cortona

House Cottage Contadina

Book now
Villa Cortona

Beautiful renovated stone villa - private pool, park, air conditioning, smart tv

Book now
Villa Cortona

Villa Margherita Tre

Book now
House Cortona

House with yard, pool & terrace | Nature view

Book now
Villa Cortona

Villa with private pool, garden & terrace | Suitable for remote work

Book now
House Cortona

House with terrace, grill & private pool

Book now
House Cortona

La Torretta

Book now
House Cortona

Child-friendly charming house with private pool, grill & yard | Nature view | Dogs allowed

Book now
Villa Cortona

Villa with yard, terrace & barbecue

Book now
Apartment Cortona

Vocabolo Toppello

Book now
Villa Cortona

Family-friendly villa with grill, terrace & private pool | Dogs allowed

Book now
Villa Cegliolo

Stone farmhouse with private swimming pool, hilly, panoramic and quiet position, surrounded by silve

Book now
Apartment Cortona

Holiday apartment with pool | Mountain view

Book now
Villa Salcotto

Villa with barbeque, patio & garden | Nature view

Book now
House Fossa del Lupo

House Martina

Book now

Top 15 most Recommended Vacation Rentals in Cortona

Discover your ideal Cortona vacation rental with real-time comparisons of 2,673 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below, check full description before booking.
House Cortona
House ∙ 4 guests ∙ 1 bedroom

Fully equipped house with barbeque, yard & pool | Nature view | Pets are welcome

Cortona, Province of Arezzo, Italy
Charming house rental in Cortona accommodates 4 guests and features a lovely yard for outdoor relaxation.
from $87
per night
(41)
View deal
House Cortona
House ∙ 8 guests ∙ 4 bedrooms

Lovely vacation home with garden, grill & private pool | Pet-friendly

Cortona, Province of Arezzo, Italy
This house rental in Cortona accommodates 8 guests and features a private pool for a relaxing stay.
from $278
per night
(5)
View deal
Villa Cortona
Villa ∙ 2 guests ∙ 1 bedroom

Villa with patio, BBQ & private pool

Cortona, Province of Arezzo, Italy
This charming villa in Cortona accommodates 2 guests and features a private pool for a relaxing getaway.
from $117
per night
View deal
Villa Cortona
Villa ∙ 5 guests ∙ 2 bedrooms

Family-friendly villa with private pool, patio & barbeque | Pets allowed

Cortona, Province of Arezzo, Italy
This charming villa in Cortona accommodates 5 guests and features a private pool for a relaxing getaway.
from $166
per night
(42)
View deal
Villa Cortona
Villa ∙ 16 guests ∙ 7 bedrooms

Villa with patio, yard & private pool | Perfect for remote work

Cortona, Province of Arezzo, Italy
This spacious villa in Cortona accommodates 16 guests and features a private pool for a luxurious getaway.
from $348
per night
(45)
View deal
House Cortona
House ∙ 4 guests ∙ 2 bedrooms

Fully equipped house with barbeque, private pool & garden

Cortona, Province of Arezzo, Italy
This house rental in Cortona accommodates 4 guests and features a private pool for relaxation and enjoyment.
from $140
per night
(6)
View deal
House Cortona
House ∙ 4 guests ∙ 2 bedrooms

House with private pool, barbecue & terrace | Mountain view

Cortona, Province of Arezzo, Italy
Charming house rental in Cortona for 4, featuring a cozy fireplace and a beautiful yard for outdoor enjoyment.
from $109
per night
(28)
View deal
Villa Cortona
Villa ∙ 6 guests ∙ 3 bedrooms

Villa with pool, barbeque & sauna

Cortona, Province of Arezzo, Italy
This charming Villa in Cortona accommodates 6 guests and features a beautiful pool for relaxation.
from $173
per night
(73)
View deal
Villa Cortona
Villa ∙ 10 guests ∙ 5 bedrooms

Villa with barbecue, private pool & patio | Panoramic view

Cortona, Province of Arezzo, Italy
This spacious villa in Cortona accommodates 10 guests and features a beautiful pool for relaxation and enjoyment.
from $389
per night
(13)
View deal

More travel options

image-tag