Cortona And Valdichiana

Cortona is well-known all around the world for its Etruscan origin and today one can visit the many Etruscan tombs left everywhere around its hills.
The Valdichiana thanks to its location it’s the ideal place to visit Tuscany with their main art cities like: Florence, Siena, Pisa etc.... and the other regions of central Italy.
EuroCasa Holiday offers Cortona holiday rentals including apartments, farmhouses and holiday villas in Cortona. Find here the best accommodation for your holiday among our selection of apartments, farmhouses and villas for rent in Cortona and Valdichiana - Tuscany:

VILLAS WITH POOL

Stone house in a secluded and extremely panoramic position, 15 km from Cortona, with private pool and fenced garden ideal for holidays with your pets. Perfect for living in contact with nature and for trekking.

VILLAS WITH POOL

LA CASA DI PINO

Castiglion Fiorentino

Cottage with private pool and Jacuzzi corner, ideal atmosphere for romantic couples and honeymooners. Large garden with equipped areas designed to enjoy moments in the open air. Located in the Val di Chio, 7 km from Castiglion Fiorentino.

VILLAS WITH POOL

IL VIAGGIOLO

Foiano della Chiana

Typical farmhouse with private swimming pool and large outdoor area. Situated near the village of Foiano della Chiana, immersed in the Tuscan countryside of the green Valdichiana. Ideal for families with children or groups of friends.

VILLAS WITH POOL

Panoramic small house with private pool, situated in the hills above Cortona. Set in a quiet and secluded location, perfect for holidays for couples or for a family with children.

APARTMENTS WITH POOL

Perfect apartment for 10 persons in a farmhouse located in the Valdichiana about 15 minutes by car from Cortona. Spacious outdoor areas and beautiful swimming pool in common use. Pets are welcome.

VILLAS WITH POOL

CASETTA I GELSI

Cortona

Little house with large outdoor spaces and open views of vineyards and cultivated fields, private pool and two bedrooms. Perfect for couples or families with children. Covered furnished terrace. A few steps from Cortona.

VILLAS WITH POOL

VILLA GALLETTO

Foiano della Chiana

Independent villa, perfect for a couple, nestled among the gentle hills near Foiano della Chiana. Warm and refined atmosphere. Includes access to a pool and expansive green spaces.

VILLAS WITH POOL

PALAZZOLO 6

Monte San Savino

Old stone farmhouse perfect for 6 people. Set on a hill in a panoramic position overlooking vineyards and olive groves, private and fenced swimming pool. At the edge of the small village of Palazzuolo, Monte San Savino is 10 km away.

VILLAS WITH POOL

PODERE DELLA CROCCHIA

Civitella in Val di Chiana

Podere della Crocchia is a villa with private pool in a panoramic position, part of an organic farm producing excellent extra virgin olive oil. Ideal for a relaxing holiday and for families with children.

VILLAS WITH POOL

Stone farmhouse of ancient peasant origins, situated in a panoramic and secluded position on the border between Tuscany and Umbria. Ideal for those who want a relaxing holiday and a break from hectic life.

VILLAS WITH POOL

LA ROGAIA

Civitella in Val di Chiana

Villa with private pool in a panoramic and secluded position, ideal for those seeking realx and tranquillity. Gazebo with outdoor kitchen, gym equipment and table football. The beautiful city of Arezzo is approx. 10 km away.

HOUSES WITHOUT POOL

CASALE IL CANAIOLO

Castiglion Fiorentino

Casale il Canaiolo, a holiday home in Tuscany with a garden, local products, a tennis court, and panoramic views. Just 1,5 km from Castiglion Fiorentino.

VILLAS WITH POOL

GLI ULIVI

Cortona

Gli Ulivi is part of a country house nestled in the beautiful Tuscan countryside, in proximity to Cortona. Cozy and modern, it features 3 bedrooms, a fully equipped kitchen, and a private panoramic pool. Perfect for families and groups of friends.

VILLAS WITH POOL

Ancient manor house perfect for large groups, located near the Etruscan town of Cortona with private garden and swimming pool. Pets are welcome, Wi-Fi access and large furnished outdoor area available.

VILLAS WITH POOL

FONTE VINAGLIA

Castiglion Fiorentino

Stone villa with private pool and garden, satellite TV, air conditioning and Wi-Fi access. Situated on the hills of the Valdichiana, with beautiful views of Castiglion Fiorentino, 7 km away. In the village all kinds of shops and services.

VILLAS WITH POOL

CASA LA PRIMULA

Cortona

Farmhouse with private pool in a panoramic position on the border between Tuscany and Umbria. The fenced garden is ideal for those traveling with pets. Surrounded by nature, you can enjoy relaxation, trekking, and traditional dinners.

VILLAS WITH POOL

BORGO CAPRILE

Castiglion Fiorentino

Ancient stone hamlet in an extremely panoramic position overlooking the wooded Val di Chio. Private swimming pool and fenced green space with furnished terrace. The village of Castiglion Fiorentino, with shops and restaurants, is 6 km away.

VILLAS WITH POOL

VILLA CECILIA

Castiglion Fiorentino

Villa with private swimming pool and large, well-kept, fully fenced garden. Ideal for holidays with your pets. Located just 4 km from the village of Castiglion Fiorentino on a rolling hill in a panoramic position.

VILLAS WITH POOL

PALAZZOLO ALTO

Monte San Savino

Beautiful villa with a splendid panoramic view over vineyards and olive groves. Ideal for visiting Tuscany, situated 10 km from Monte San Savino, between the provinces of Arezzo and Siena. Swimming pool and fenced garden surrounded by greenery.

VILLAS WITH POOL

GALLERIA DI BROLIO

Castiglion Fiorentino

Country villa with private pool, situated between Castiglion Fiorentino and Foiano. Perfect for relaxing holidays, Tuscan dinners and wildlife encounters. Easy travel by car and train to the major Italian cities.

VILLAS WITH POOL

CASA ANGELA

Castiglion Fiorentino

Typical Tuscan house with private and fenced swimming pool. View on the village of Castiglion Fiorentino only 4 km far. Suitable for families with children and groups of friends wishing to visit Tuscany and nearby Umbria.

VILLAS WITH POOL

VILLA MALVASIA

Civitella in Val di Chiana

Villa with private pool for 10 persons, 4 bedrooms and 3 bathrooms. In a hilly and panoramic position, not far from the city of Arezzo. The village of Civitella in Valdichiana, with its split tower, is about 3 km away.

VILLAS WITH POOL

VILLA ORLANDO

Civitella in Val di Chiana

A traditional Tuscan villa in an exceptionally panoramic position just 2 km from Civitella in Valdichiana, where nature, comfort, and tradition blend to offer a truly unique holiday experience.

VILLAS WITH POOL

VILLA GIOIOSA

Monte San Savino

Typical stone villa with private pool, situated in a quiet and secluded position, a few km from the village of Monte San Savino. Ideal for the holidays of a family with children or for two couples of friends.

VILLAS WITH POOL

VILLA FOSCA

Lucignano

Beautiful villa with private pool only 3 km from Lucignano with panoramic views of the Valdichiana hills. The enclosed private swimming pool, the table football and the large solarium with equipped gazebo will provide fun for the whole family.

VILLAS WITH POOL

VILLA POZZONOVO

Castiglion Fiorentino

Villa Pozzonovo is an old stone farmhouse within walking distance of the centre of Castiglion Fiorentino. Sleeps 8, private swimming pool, large outdoor area with table tennis, covered parking and barbecue available.

VILLAS WITH POOL

CASA ROSADA

Lucignano

Part of an old farmhouse with enclosed garden, private swimming pool and small gym. The medieval village of Lucignano is within walking distance. The house is suitable for a group of friends or families with children.

VILLAS WITH POOL

CASA CLEMENTINA

Lucignano

Villa with private swimming pool, enclosed garden and Wi-Fi access, ideal for groups. Situated near the border between the provinces of Arezzo and Siena. The village of Lucignano, with shops and restaurants, is within walking distance.

VILLAS WITH POOL

BORGO ANTICO 8

Cortona

Villa for 8 people with private panoramic swimming pool. Wi-Fi available and pets welcome, ideal for families with children or groups of friends. Secluded location about 20 km from the town of Cortona.

VILLAS WITH POOL

CASA FELICE

Lucignano

Beautiful villa with private pool located in the hilly territory of Valdichiana, approx. 1 km from the village of Lucignano which is within walking distance. Ideal position to visit Tuscany and Central Italy.

VILLAS WITH POOL

VILLA GALLO

Foiano della Chiana

Spacious and welcoming villa, ideal for 4 guests, equipped with all modern comforts. Conveniently located outside Pozzo della Chiana. Features a swimming pool set in a lush and thoroughly maintained garden.

VILLAS WITH POOL

IL POGGIOLO

Monte San Savino

Ideal villa for groups of friends or families, with fenced swimming pool, private tennis court and large panoramic park. Not far from the village of Monte San Savino, which can be easily reached on foot with a short walk.

VILLAS WITH POOL

SAN LORENZO

Monte San Savino

San Lorenzo is a comfortable villa with a good balance between modern comforts and the authentic style of the Tuscan farmhouse.

VILLAS WITH POOL

BORGO ANTICO

Cortona

Farmhouse on the border between Tuscany and Umbria, situated in a hilly and panoramic position. Equipped with family entertainment such as private pool and table tennis. Ideal for relaxing and regenerating holidays in contact with nature.

VILLAS WITH POOL

CASALE AIOLA

Cortona

Typical stone farmhouse with private pool and tennis court. Located on the border between Tuscany and Umbria, just 25 km from Cortona. Ideal for families with children, it offers table tennis, bowls, outdoor games, and a children’s pool.

VILLAS WITH POOL

VILLA BEVIGNANO

Monte San Savino

Ancient hamlet in an extremely panoramic position, nestling amidst green woods and hills, a few km from the village of Monte San Savino. Sleeps 16, perfect for large groups, large swimming pool and private tennis court.

VILLAS WITH POOL

COLLINA DEI FIORI

Castiglion Fiorentino

Villa with private pool, tennis court and table tennis located in Castiglion Fiorentino. Panoramic position, for family holidays amid nature and relaxation. Large fenced garden ideal for holidays with your pets.

VILLAS WITH POOL

CASALE IL TRECENTO

Castiglion Fiorentino

Villa with private pool and tennis court, with the right mix of modern comfort, style and tradition. Hilly position, surrounded by olive groves and vineyards, the town of Castiglion Fiorentino can be reached by a short walk.

VILLAS WITH POOL

VILLA IL POZZO

Foiano della Chiana

Villa with private pool nestled in the hills of Pozzo della Chiana. Well-equipped kitchens, air conditioning and bright rooms are just some of the services the villa offers. Modernity and comfort await you in Tuscany at Villa il Pozzo.

VILLAS WITH POOL

VILLA LA GUARDIOLA

Civitella in Val di Chiana

Villa with a private pool in an exceptionally panoramic location, just 2 km from Civitella in Valdichiana, where nature, comfort, and tradition come together to offer a unique and relaxing experience.

VILLAS WITH POOL

Villa with pool, walking distance from the village of Fratta and 7 km from Cortona. Wi-Fi access, satellite TV, air conditioning. Ideal for groups of 20 people, and family reunion.

VILLAS WITH POOL

Villa for 16 people divided into several apartments, with large garden, private panoramic pool and air conditioning. Located just a few kilometres from Cortona, ideal as a starting point for visiting Tuscany and central Italy.

VILLAS WITH POOL

VILLA CAPPUCCINI

Castiglion Fiorentino

Luxury villa with private pool and large garden on the outskirts of Castiglion Fiorentino, reachable with a short walk. The right mix of modern and classic makes this villa the ideal place for a holiday in Tuscany with family or friends.

VILLAS WITH POOL

VILLA USIGNOLO

Castiglion Fiorentino

Old stone villa of peasant origins, perfect for holidays with friends or family. Three bedrooms, ample space and private pool. Situated not far from the village of Castiglion Fiorentino, at the gateway to the Val di Chio.

VILLAS WITH POOL

PODERE CAGGIOLO

Marciano

Typical villa with pigeon house known as “piccionaia” 2 km from Marciano della Chiana, in a hilly and panoramic position. Ideal as a starting point for visiting Tuscany and central Italy. Private fenced swimming pool, air conditioning.

VILLAS WITH POOL

VILLA DEGLI OLIVI

Castiglion Fiorentino

Villa with swimming pool, tennis court and table tennis ideal for sports lovers and the enjoyment of the whole family. Large enclosed garden to spend your holidays with your dogs in peace and quiet. Castiglion Fiorentino is within walking distance.

VILLAS WITH POOL

VILLA SCANNAGALLO

Foiano della Chiana

Typical villa with private swimming pool and large park. Perfect for large groups and family reaunion. Located just outside the village of Pozzo della Chiana, in a hilly position overlooking the Valdichiana countryside.

VILLAS WITH POOL

LA QUIETE

Civitella in Val di Chiana

Large stone villa with private pool, situated under the fortress of Civitella in Valdichiana, ancient rural architecture. Suitable for families with children with its large outdoor spaces and and the many garden games.

VILLAS WITH POOL

Luxurious villa in a scenic position, set on a gentle hillside. Two swimming pools, one outdoor and one heated indoor with sauna, ideal for holidays in all seasons. Each room is equipped with satellite TV, mini bar and Wi-Fi.