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:

APARTMENTS WITH POOL

Independent small house perfect for 4 people, with swimming pool shared with the owners, Wi-Fi access and outdoor area equipped for eating out. 8 km from the town of Cortona, province of Arezzo.

APARTMENTS WITH POOL

Two-storey apartment, perfect for 5 people, in the Valdichiana countryside. It offers a shared swimming pool, free Wi-Fi and an outdoor area equipped for eating out. The beautiful town of Cortona is only 8 km away.

APARTMENTS WITH POOL

Two-person apartment in an ancient monastery, not far from Monte San Savino, immersed in nature. Swimming pool, tennis court, table tennis, barbecue, wood-burning oven and Wi-Fi available.

APARTMENTS WITH POOL

POZZONOVO - IL SUSINO

Castiglion Fiorentino

First-floor appartment in farmhouse near the village of Castiglion Fiorentino, which is easily reached on foot. Swimming pool, Badminton court, table tennis, bowling green. Furnished outdoor area.

APARTMENTS WITH POOL

Typical detached small house set in a quiet location in the Valdichiana countryside, sleeps 6, shared swimming pool, Wi-Fi and outdoor area equipped for eating out. 8 km from Cortona, in the province of Arezzo.

APARTMENTS WITH POOL

Small apartment perfect for a couple in an agriturismo, in Valdichiana on the border between the provinces of Arezzo and Siena. Wi-Fi access, large swimming pool and outdoor area equipped for eating out. 15 minutes from Cortona.

APARTMENTS WITH POOL

POZZONOVO - IL CILIEGIO

Castiglion Fiorentino

A perfect apartement for 4 persons on the ground floor of an old farmhouse, with swimming pool, badminton court, table tennis, bowling green. The village of Castiglion Fiorentino can also be reached on foot.

APARTMENTS WITH POOL

POZZONOVO - IL PESCO

Castiglion Fiorentino

Farmhouse apartment for 4 persons, on the first floor, with private outdoor area. In common use swimming pool, badminton court, table tennis, bowling green. Castiglion Fiorentino can also be reached on foot.

APARTMENTS WITH POOL

Apartment located on a farm in the Valdichiana countryside, near the village of Cortona. Perfect for 6 people and placed on the ground floor. Equipped with a swimming pool in common use, Wi-Fi access and outdoor area equipped for eating out.

APARTMENTS WITH POOL

First floor apartment suitable for 4 people, panoramic and quiet. Ideal starting point for visiting Cortona, Tuscany and the nearby Umbria. Swimming pool in common use available and large equipped outdoor spaces.

APARTMENTS WITH POOL

Ground floor apartment with swimming pool, private equipped porch and air conditioning. Located just outside the small village of Marciano della Chiana, nestled in the rolling hills of the Valdichiana.

APARTMENTS WITH POOL

First floor apartment with private panoramic terrace equipped for eating “al fresco”, air conditioning, swimming pool in common use. Just outside the village of Marciano della Chiana which can be reached by a short walk.

APARTMENTS WITH POOL

Small house with private outdoor area equipped for eating out, sleeps 3. Communal swimming pool surrounded by olive trees. Within easy reach of Cortona, Lake Trasimeno and the nearby green Umbria region.

APARTMENTS WITH POOL

Perfect apartment for 4 people in an agriturismo with Wi-Fi, swimming pool and outdoor area equipped for eating out. Located about 15 minutes from the town of Cortona, in Valdichiana, in the countryside between Arezzo and Siena.

APARTMENTS WITH POOL

Farmhouse apartment for 4 people, with large swimming pool and outdoor area equipped for eating out in common use. 15 minutes from Cortona, between the provinces of Arezzo and Siena. Fenced garden and pets welcome.

HOUSES WITHOUT POOL

LA TORRE

Castiglion Fiorentino

Fully detached and fenced stone farmhouse with an outside porch. Garden equipped with table, chairs, deckchairs and a splendid view of the castle of Montecchio. The village of Castiglion Fiorentino is only 4 km away.

APARTMENTS WITH POOL

SANTA VITTORIA

Foiano della Chiana

A typical brick farmhouse located in the heart of Valdichiana, not far from Pozzo della Chiana, inside an agriturismo which produces excellent wine and oil. The swimming pool, shared with other apartments, is reached by a short walk.

VILLAS WITH POOL

CASINA PARADISO

Cortona

Small house not far from the town of Cortona, perfect for couples for a romantic holiday or honeymoon. Located near the border between Tuscany and Umbria.

APARTMENTS WITH POOL

Ground-floor apartment in the middle of the countryside in an agriturismo with a wide, green garden, large swimming pool in common use, satellite TV and air conditioning. 4 km away from the Etruscan town of Cortona.

APARTMENTS WITH POOL

Ground floor apartment suitable for 6 persons, panoramic, quiet, ideal starting point for visiting Cortona and the whole of Tuscany. Communal swimming pool set among the olive trees and large shady garden.

APARTMENTS WITH POOL

First-floor apartment perfect for 6 people, located in a farmhouse not far from the town of Cortona. Large outdoor area and swimming pool in common use surrounded by olive trees, perfect for relaxing holidays.

APARTMENTS WITH POOL

Ground-floor farmhouse accommodation, private equipped gazebo. Large garden, swimming pool, satellite TV and air conditioning. 4 km from the Etruscan town of Cortona. Ideal for visiting Tuscany and central Italy.

APARTMENTS WITH POOL

Farmhouse apartament located in the green countryside of Valdichiana. Situated near the town of Cortona, sleeps 9 with swimming pool, Wi-Fi access and outdoor area equipped for eating and relaxing in the open air.

APARTMENTS WITH POOL

LA CASA DEL NONNO

Castiglion Fiorentino

Typical stone farmhouse ideal for 2 couples with private pool and garden. Perfect for your holidays in Tuscany in the quiet and secluded green hills of the Val di Chio. Situated approx. 15 km from Castiglion Fiorentino.

APARTMENTS WITH POOL

Ground floor apartment perfect for 4 persons, located in a farmhouse near Monte San Savino. Large spaces with swimming pool, tennis court, table tennis, barbecue, wood-burning oven. Extremely panoramic area surrounded by nature.

HOUSES WITHOUT POOL

CASA ANTICA

Monte San Savino

Old stone farmhouse, large outdoor area with paved terrace equipped with garden furniture. Quiet and panoramic, not far from the town of Monte San Savino. Ideal for couples of friends discovering Tuscany.

VILLAS WITH POOL

LA MONTANINA

Castiglion Fiorentino

Small stone house ideal for couples or a for a family with two children, offer a private swimming pool, Wi-Fi access, air conditioning. The property is entirely fenced. Situated in a panoramic position 6 km from the village of Castiglion Fiorentino.

APARTMENTS WITH POOL

Small house in an old hamlet with two double rooms, panoramic swimming pool in shared use. Quiet and secluded location, perfect for nature lovers.

APARTMENTS WITH POOL

2 bedroom-apartment in a farmhouse near the village of Monte San Savino. Swimming pool, tennis court, table tennis, barbecue, wood-burning oven, Wi-Fi access. Possibility of tasting and buying organic extra virgin olive oil.

APARTMENTS WITH POOL

Comfortable ground floor apartement in a farmhouse. In the open countryside a few km from the beautiful town of Cortona. Large swimming pool with solarium, large outdoor spaces and private area with equipped gazebo.

APARTMENTS WITH POOL

Accommodation for 6 persons on the ground floor of a panoramic farmhouse just a few km from the town of Cortona. Large outdoor spaces, private equipped gazebo and wide swimming pool in common use.

APARTMENTS WITH POOL

SELVA DEGLI ULIVI

Foiano della Chiana

Characteristic small stone house ideal for couples for a romantic holiday. Air conditioning, Wi-Fi available, garden with equipped pergola and small pool. A welcome basket for breakfast is provided free of charge.

APARTMENTS WITH POOL

6-person apartment on the first floor of an old stone farmhouse in an agritourism near the village of Monte San Savino. Large space available with swimming pool, tennis court, table tennis, barbecue, wood-burning oven.

VILLAS WITH POOL

SAN EUSEBIO

Cortona

Stone farmhouse with private swimming pool, hilly, panoramic and quiet position, surrounded by silver olive trees. Ideal starting point for visiting Tuscany. The beautiful town of Cortona is about 4 km away.

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.

APARTMENTS WITH POOL

CASA SAN MARTINO

Castiglion Fiorentino

First floor apartment on the farm where also the owners live. A few km from Castiglion Fiorentino, in southern Tuscany. Large garden, swimming pool and view on the ancient Castle of Montecchio. Also available for stays of 3 nights.

VILLAS WITH POOL

Old stone farmhouse placed in a secluded, panoramic and quiet location, perfect for nature lovers. Private swimming pool and Wi-Fi connection. The town of Castiglion Fiorentino is about 13 km away.

HOUSES WITHOUT POOL

CASA ROLU

Civitella in Val di Chiana

Small villa located just outside the small village of Ciggiano within walking distance, and about 6 km from Monte San Savino. Well furnished and equipped, perfect for 6 people. Private garden and covered terrace, pets allowed.

VILLAS WITH POOL

Villa for 4 persons with private swimming pool situated in a panoramic and secluded position on the border between Tuscany and Umbria. Enclosed garden, perfect for pets. Wi-Fi access. The village of Mercatale is about 5 km away.

APARTMENTS WITH POOL

AGRITURISMO I GRANDI DI TOSCANA - GIOTTO

Civitella in Val di Chiana

Apartment for 3 persons on two levels, in a luxury farmhouse. Near Civitella in Valdichiana, swimming pool, tennis court, SPA.

VILLAS WITH POOL

PODERE I GIGLI

Castiglion Fiorentino

Recently restored stone farmhouse with private pool, ideal for couples of friends or families wishing to visit Tuscany, even without renting a car. Castiglion Fiorentino railway station is only a few hundred metres away.

APARTMENTS WITH POOL

Apartment on ground floor for 4 persons, in a luxury farmhouse with swimming pool, tennis court and SPA.

APARTMENTS WITH POOL

AGRITURISMO I GRANDI DI TOSCANA - COLLODI

Civitella in Val di Chiana

Ground floor apartment for 4 persons, with mezzanine bedroom, luxury farmhouse, swimming pool, tennis court and SPA. Near Civitella in Valdichiana.

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

LA CASA DI PINO

Castiglion Fiorentino

Small house 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

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

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.

VILLAS WITH POOL

IL VIAGGIOLO

Foiano della Chiana

Old 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.

APARTMENTS WITH POOL

Apartment for 4 people on two levels in a luxury farmhouse. Swimming pool, tennis court, SPA, not far from the village of Civitella in Valdichiana.

APARTMENTS WITH POOL

First floor apartment for 4 persons in a luxury farmhouse. Near Civitella in Valdichiana, swimming pool, tennis court and SPA.

APARTMENTS WITH POOL

Ground-floor apartment accessible by wheelchair, in a beautiful farmhouse with swimming pool, tennis court and SPA.

APARTMENTS WITH POOL

First floor apartment for 6 persons in a luxury farmhouse. Near Civitella in Valdichiana, swimming pool, tennis court and SPA.

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.

APARTMENTS WITH POOL

Two-level apartment in a beautiful farmhouse with swimming pool, tennis court and SPA. Near Monte San Savino and Arezzo.

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

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

MOLIN VECCHIO - MOLIN VECCHIO 9

Foiano della Chiana

Ancient brick farmhouse with private swimming pool, located in a panoramic position not far from the village of Foiano della Chiana, which can accommodate up to 9 people. Large equipped outdoor area available.

VILLAS WITH POOL

LA MAESTA

Monte San Savino

Beautiful country villa with private swimming pool, situated near the village of Monte San Savino, which is only 2 km away. Surrounded by silvered olive trees and in a panoramic position overlooking the valley.

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

LA ROGAIA

Civitella in Val di Chiana

Beautiful villa in a secluded position, ideal for those seeking contact with nature and tranquillity. Breathtaking views from the pool area. Gazebo with outdoor kitchen, gym equipment and table football. The city of Arezzo is about 10 km away.

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

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

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

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

CASA LA PRIMULA

Cortona

Rustic house with a beautiful view set on the border between Tuscany and Umbria. Fully fenced garden and swimming pool, ideal for holidays with your 4-legged friends. About 5 km away lies the characteristic village of Mercatale.

VILLAS WITH POOL

GALLERIA DI BROLIO

Castiglion Fiorentino

Ancient farmhouse amidst olive groves and vineyards a few km from the village of Castiglion Fiorentino. Large private pool and wide outdoor space. Suitable for families or groups of friends who love the rural environment and wish to visit Tuscany.

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.

CITY APARTMENTS

SAN FRANCESCO 18

Castiglion Fiorentino

Apartment in the historic centre of Castiglion Fiorentino, perfect for a couple. Excellent finishes and comfort, shops and restaurants just a few metres away and not far from the train station. Breakfast offered to guests by the owner.

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

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

Stone house finely furnished, perfect for 4 people. Fenced outdoor space equipped with garden furniture and a small private heated pool, 2 pools for common use, one with a counter-current swimming system and whirlpool.

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

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

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

Ancient stone farmhouse with private swimming pool and tennis court. On the border between Tuscany and Umbria, 25 km from Cortona. Suitable for families with children, table tennis, bowls, outdoor games, children's pool available.

VILLAS WITH POOL

VILLA GIOIOSA

Monte San Savino

Ancient stone farmhouse 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

CASA ROSADA

Lucignano

Part of an old farmhouse with enclosed garden, private heated 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

CASA FELICE

Lucignano

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

VILLAS WITH POOL

SUNNY HILL

Monte San Savino

Villa in a quiet and panoramic position with private pool and view of the hills between Arezzo and Cortona. Perfect for the family holidays with children. High-quality finishes and furnishings, warm and cosy atmosphere.

VILLAS WITH POOL

IL CONDOTTIERO

Castiglion Fiorentino

Beatiful villa with extremely panoramic pool, situated only 4 km from Castiglion Fiorentino. In rustic Tuscan style. Suitable for families or groups of friends who wish to combine the relaxing life of the countryside with tours of Tuscany.

VILLAS WITH POOL

COLLINA DEI FIORI 6

Castiglion Fiorentino

Villa with private swimming pool, tennis court and table tennis located 3 km from Castiglion Fiorentino. Large fenced garden ideal for holidays with your pets.

VILLAS WITH POOL

VILLA MOLIN VECCHIO

Foiano della Chiana

Villa with private pool, panoramic position a few km from the village of Foiano della Chiana, can accommodate groups of up to 16 people. Divided into two independent apartments, with a large living room on the ground floor.

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

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

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

Old stone farmhouse with private swimming pool, set amidst olive groves and located a few km from Cortona. Sleeps 14, perfect for large groups of families or friends. The small hamlet of Montanare is within walking distance.

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 15, perfect for large groups, large swimming pool and private tennis court.

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 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

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 GIOTTO

Castiglion Fiorentino

Stone villa accessible by wheelchair, situated in a hilly position 2 km from the village of Castiglion Fiorentino. Private swimming pool with hydromassage corner and tennis court for the enjoyment of adults and children.

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

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

Pozzo della Chiana

Ancient villa perfect for large groups with swimming pool, external Jacuzzi and large park. Located just outside the village of Pozzo della Chiana, in a hilly position overlooking the Valdichiana countryside.

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.

VILLAS WITH POOL

Luxury villa with private pool, tennis court and SPA. Ideal for family reunions can accommodate 33 persons. Panoramic position close by Arezzo and Monte San Savino.


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