Cortona In the region of Arezzo, on the border of Tuscany and Umbria lies the Etruscan town of Cortona, which offers stunning views of Lake Trasimeno. The city had an important position in the Middle Ages which can still be seen in the historic buildings and monuments. Some popular buildings include the old city wall with gates and towers, the Palazzo Communale, the town hall and the Museo dell'Academia Etrusca, where findings from the Etruscan and Roman times can be found, but also paintings. Cortona also has several old churches, with as its most important one Santuario di Santa Margarita, named after the holy Margaret of Cortona, whose embalmed body lies on the altar for everyone to behold. At the highest point of Cortona is the castle Fortezza Medicea di Girifalco located which is well worth a visit! Nowadays Cortona is also known because of the fact that several scenes from the Oscar-winning film "La vita è bella" were shot here, and because of the book "Under the Tuscan Sun" by Frances Mayes, in which she tells about renovating an old house in Cortona. In this city you can stroll through the narrow, historic streets leading onto the Piazza della Repubblica where you can relax on the terrace or eat some delicious Italian ice cream. Cortona is about a half hour drive from Florence Airport, so the best option is to first fly there first, hire a car and drive to your destination.

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There are 151 villas still available of the total of 1 villas

Puck (10 persons) - Italy, Tuscany, San Casciano in Val di Pesa

Villa popularity 2020: 90% booked

Lying in the splendid backdrop of the gentle hills that characterize the Chianti region, is Villa Puck. Just 4 kms from the town of San Casciano and little more than 20 kms from Florence, it has the structure of a typical tuscan country house, solid... read more »

Persons
Pool
Beach
Lowest week price
10
private pool
85000 m
€ 5.152,-

Punon (12 persons) - Italy, Tuscany, Poggibonsi

Villa popularity 2020: 70% booked

Fine villa situated in the hills of the Chianti Classico area just a short distance from Poggibonsi, just 3 kms away, where guests can find shops of all kinds. All the most famous place in Chianti are within easy reach of the villa, such as Castelli... read more »

Persons
Pool
Beach
Lowest week price
12
private pool
80000 m
€ 2.156,-

Nasja (4 persons) - Italy, Tuscany, Cortona

Villa popularity 2020: 100% booked

Charming independent villa with private swimming-pool situated in panoramic location, on the hills around the beautiful medieval town of Cortona, approx. 750 m above sea level. This property is surrounded by beautiful woods and offers tastefully fur... read more »

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Pool
Beach
Lowest week price
4
private pool
163000 m
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Pelacia (9 persons) - Italy, Tuscany, Castel Focognano

Villa popularity 2020: 81% booked

Villa Pelacia is located only 30 km from Arezzo, in the southern part of the Valdarno Casentinese, a territory that still is not part of the most common tourist itineraries in Tuscany: it is an area of beautiful age-old forests, which make up an imp... read more »

Persons
Pool
Beach
Lowest week price
9
private pool
140000 m
€ 2.695,-

Peisha (24 persons) - Italy, Tuscany, Campiglia Marittima

Villa popularity 2020: 66% booked

This old castello was built at the beginning of the 16th century, and was once the residence of the Grand Duke Leopoldo II of Tuscany. It has now for many years been the property of the Merciai family, who have in time transformed the castello into ... read more »

Persons
Pool
Beach
Lowest week price
24
private pool
12000 m
€ 15.001,-

Penina (18 persons) - Italy, Tuscany, Brolio

Villa popularity 2020: 67% booked

In the centre of Valdichiana, close to Arezzo and Cortona, at the top of a hill that dominates a scene of pleasant tuscan countryside with green fields and ancient villages, stands the villa. It is a typical old country residence, renovated with lov... read more »

Persons
Pool
Beach
Lowest week price
18
private pool
140000 m
€ 3.801,-

Nelson (15 persons) - Italy, Tuscany, Castiglione d Orcia

Villa popularity 2020: 100% booked

Beautiful independent villa with private pool situated in the Orcia valley area, a splendid region south of Siena rich in charming villages and hamlets such us Montalcino, Pienza, San Quirico d’Orcia, Castiglione d’Orcia. This property h... read more »

Persons
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Beach
Lowest week price
15
private pool
90000 m
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Philippa (18 persons) - Italy, Tuscany, Bellavista

Villa popularity 2020: 78% booked

The villa is a typical nineteenth-century style building with all four walls in stone. It lies at the edge of Chianti in the village of Bucine, at the start of the road that goes all the way down the valley of Val d'Ambra and along the edge of a lar... read more »

Persons
Pool
Beach
Lowest week price
18
private pool
150000 m
€ 3.892,-

Pedoute (15 persons) - Italy, Tuscany, Marciano

Villa popularity 2020: 74% booked

This villa lies in the Chianti Classico hills about 4 kms from Castellina in Chianti and about 10 from San Donato in Poggio, halfway between Florence and Siena (about 30 kms from both of them). It stands in a very panoramic position, with a view of ... read more »

Persons
Pool
Beach
Lowest week price
15
private pool
90000 m
€ 5.502,-

Puisan (12 persons) - Italy, Tuscany, Rignano sull Arno

Villa popularity 2020: 84% booked

Puisan and its attractive village lie in the Chianti hills just 15 kms from Florence, in a very panoramic position with a 360 degree view of the olive groves and vineyards that are part of the extensive property. In the past the castle h... read more »

Persons
Pool
Beach
Lowest week price
12
private pool
120000 m
€ 7.805,-

Pusha (8 persons) - Italy, Tuscany, Montalcino

Villa popularity 2020: 66% booked

A classic stone farmhouse on the edge of the historic town of Montalcino, home of the famous "Brunello" wine. The house stands in a splendid and tranquil spot with a view of Montalcino and of the surrounding countryside. It has been perfectly renova... read more »

Persons
Pool
Beach
Lowest week price
8
private pool
75000 m
€ 1.904,-

Pelegrina (11 persons) - Italy, Tuscany, Castellina in Chianti

Villa popularity 2020: 94% booked

Large stone-built farmhouse located inside a vast property that extends for 460 hectares, situated in a peaceful and panoramic position overlooking the vineyards and the gentle hills of the Chianti Classico (350 m altitude) and near the farm centre.... read more »

Persons
Pool
Beach
Lowest week price
11
private pool
90000 m
€ 1.561,-

Paxton (18 persons) - Italy, Tuscany, Arezzo

Villa popularity 2020: 100% booked

Villa Paxton is a splendid XVI century villa situated in the center of a huge estate filled with olive-groves and vineyards near Arezzo, the old town center of which is just a few minutes away. The villa is located on the gentle hills to... read more »

Persons
Pool
Beach
Lowest week price
18
private pool
135000 m
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Nymble (6 persons) - Italy, Tuscany, La California

Villa popularity 2020: 100% booked

Charming small house in Tuscany, a villa with private swimming pool situated in the country-side surrounding the lovely little town of Bolgheri, reachable by driving through a splendid century-old cypress alley. Beautiful extensive views over the su... read more »

Persons
Pool
Beach
Lowest week price
6
private pool
4000 m
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Niesha (6 persons) - Italy, Tuscany, La California

Villa popularity 2020: 100% booked

Small independent barn completely restored, a charming accommodation with pool in Tuscany for your vacation, situated in quiet and panoramic location in the country-side surrounding Bibbona, along the Tyrrhenian coastline. This accommodation offers ... read more »

Persons
Pool
Beach
Lowest week price
6
private pool
4000 m
-

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