Cortona Vacation Rentals

Start comparing over 556 rentals in Cortona and book at the best price!

Search millions of vacation rentals
+
Compare over 600 websites
=
Find your perfect vacation rental at the best price

Popular Accommodations in Cortona

Vacation apartment for 3 people
3 pers., 1 bedrooms, 538ft²
Cortona, Arezzo Province
from
$83per night
Apartment for 4 people
4.9
14 reviews
Cortona, Arezzo Province
from
$66per night
Apartment for 4 people, with view, with pets
Cortona, Arezzo Province
from
$88per night
Apartment for 3 people
4.0
1 review
Cortona, Arezzo Province
from
$77per night
Vacation house for 2 people, with garden
Cortona, Arezzo Province
from
$102per night
Apartment for 2 people, with garden
4.9
66 reviews
Cortona, Arezzo Province
from
$77per night
Villa for 13 people, with garden
13 pers., 7 bedrooms, 4,844ft²
4.9
7 reviews
Cortona, Arezzo Province
from
$329per night
Vacation house for 6 people, with garden
6 pers., 2 bedrooms, 969ft²
5.0
13 reviews
Cortona, Arezzo Province
from
$198per night
Vacation apartment for 4 people, with pets
4 pers., 1 bedrooms, 667ft²
Cortona, Arezzo Province
from
$110per night
Vacation house for 8 people, with pool and garden
Cortona, Arezzo Province
from
$165per night
Villa for 10 people, with garden and pool
5.0
2 reviews
Torreone, Arezzo Province
from
$176per night
Apartment for 3 people, with pets
4.2
7 reviews
Cortona, Arezzo Province
from
$37per night
Vacation apartment for 6 people, with pets
4.7
18 reviews
Cortona, Arezzo Province
from
$121per night
Villa for 2 people, with view and garden as well as pool, with pets
5.0
3 reviews
Cortona, Arezzo Province
from
$109per night
Vacation apartment for 2 people, with view and garden
Cegliolo, Arezzo Province
from
$76per night
Apartment for 5 people, with garden
4.9
70 reviews
Cortona, Arezzo Province
from
$96per night
Residence for 2 people, with garden and pool, with pets
Arezzo Province
from
$87per night
Vacation apartment for 3 people, with garden, with pets
5.0
1 review
Cortona, Arezzo Province
from
$96per night
Show all

Highlights in Cortona

  • Visit to the Cathedral of the Assumption of the Virgin Mary
  • Visit of the church Madonna del Calcinaio
  • Museum tour in Piazza della Repubblica

Most popular in Cortona

Pool 139
Internet 275
Balcony/Terrace 107
TV 260
Air conditioning 159
Garden 114
Parking 207
Washing machine 249
Heating 233

Vacation rentals in Cortona

Typical holiday accommodations in Tuscan style

In Cortona, Italy, you will find typical holiday accommodations for singles, couples and families. Choose a practically equipped holiday apartment in the medieval old town for two people or opt for a modern apartment for up to four people in the interior. A luxurious vacation rental in Tuscan style is recommended for a relaxing holiday with the whole family.

Holidays in Cortona

Location and orientation

Etruscan city in Italian Tuscany

The city of Cortona lies as one of the oldest settlements within the province of Arezzo in Italy. Belonging to the region of Tuscany, the Etruscan city of Cortona borders the province of Siena to the south and the Umbria region to the east. With its hillside location on a mountain range that separates the Chiana Valley from the Tiber Valley, the Chiana Canal, which gives the town its name, flows through the extensive urban area, which consists of a total of 23 other districts.

Things to know

With the first medieval festival "Giostra dell'Archidado", held in 1397, a traditional historical event has taken place in Cortona every year since 1994. Five districts of the city still compete against each other in the crossbow shooting discipline in Piazza Signorelli.
According to legend, founded by the Etruscan people, the Etruscan name Cortonas is "Curtun".

Top 3 travel tips

1st visit to the Cathedral of the Assumption of the Virgin Mary

Cortona offers you a cultural and historical highlight in the form of a visit to the historic Cathedral of the Assumption of the Virgin Mary. Built near your vacation rental on the massive foundations of an ancient temple, the parish church was first documented in the 11th century. The architecture of the impressive cathedral includes a Romanesque core, which was transformed into an elegant Renaissance building in the middle of the 15th century and later adapted to the Baroque style.

2nd visit to the Madonna del Calcinaio

The church of Madonna del Calcinaio is considered one of the most important works of art in Cortona. Visit the church built by the painter and sculptor Francesco di Giorgio Martini in the years 1484 to 1515 which was built after the miraculous model of a picture of the Virgin Mary. This painting today adorns the shrine of the host above the high altar of the church. Also visit the unusually high vaults inside and admire the impressive Renaissance architecture of the Madonna del Calcinaio.

3rd museum tour in Piazza della Repubblica

Close to your holiday home, the Piazza della Repubblica is the ideal starting point for museum tours through the city centre as an urban centre. In addition to the well-preserved medieval townscape and the panoramic view over the Chiana Valley, the two museums "Museo dell'Accademia Etrusca" and the Diocesan Museum are worth seeing attractions. The former houses a rare Etruscan collection, while the latter houses exhibitions of important works by renowned Renaissance artists.