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Cortona Vacation Homes

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    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 bubbles (3) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    A splendid country residence immersed in the green hills of Val di Chiana, a few kilometers from Montepulciano and from Cortona. The brick house, built at the end of the 17th century, was constructed on the antique ruins of a brickyard and the traces of the centuries are still evident. Set into the... View all property information
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    53045, Pietraia, Cortona
    1 / 37
    3 of 5 bubbles (1) Average
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Set in the verdant hills of the Valdichiana on the border between the Provinces of Arezzo and Siena the Fattoria delle Chianacce is a typical farmhouse built in the last century. These farms produced some of the very best beef and pork in the area and many continue to do so to the present day. The... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 42
    5 of 5 bubbles (1) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Mountain Views
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    About this property
    This is a very characteristic "Tuscan Studio" with kitchen, bathroom, queen canopy bed and sofa bed, all in a very large and charming room with fireplace.<BR>Cheap but still with a lot of character and warmth, walking distance to the town center.<BR>I have many memories here: once it was my... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 38
    4 of 5 bubbles (1) Very good
    7 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    About this property
    Nestled in the rolling hills of the Chiana Valley, at the foot of the beautiful town of Cortona, we find ourselves facing a majestic villa which, from its raised position, overlooks and masters the surrounding area, rich in cultivated fields of sunflowers, olive and vineyards: Villa Anita The... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This beautiful holiday home near Cortona, is located at a 15 min drive (15km) from this famed Etruscan and medieval town, main cultural and artistic centre of the Val di Chiana after Arezzo. The cottage is the outbuilding of an old farmhouse, dating back to the 18th century, where the owners live.... View all property information
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    52040, Cortona, Province of Arezzo
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    "Il Villino di Cortona", cosy holiday home nestled in the green heart of the Chiana Valley in Cortona (Tuscany), an oasis of peace, tranquility and relaxation. Your holiday in contact with nature ... "Il Villino di Cortona”, is a small holiday home, nestled in the Val di Chiana, in the heart of... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 21
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Location Information
    00100, Cortona, Province of Arezzo
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    1 / 32
    Studio, 3 Bathrooms, Sleeps 9 | Quick View
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    About this property
    PRIVATE STRUCTURE. La Giurata is a typical country farmhouse immersed in the green with an exceptional view over the hills of Umbria and Tuscany, famous for their beauty and charm. This house is recommended for those who love direct contact with nature and the tranquillity of the countryside but... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 11
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Located in a beautiful and very peaceful valley of the Cortonese countryside, but only 10 mins drive from the lively hilltown, this quaint and atmospheric farmhouse has been lovingly restored and tastefully furnished by its Italian-American owners. The property is cradled in 15 acres of its own... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
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    • Pet-friendly
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    About this property
    This apartment is stylish and extremely comfortable and it is located in the heart of Cortona. Maintaining the Tuscan features of the town's buildings, it's been newly restored with great elegance and equipped with all modern conveniences. Its central, but, still, quiet position is perfect for... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 61
    5 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    52042, Cortona, Province of Arezzo
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    52044, Cortona, Province of Arezzo
    1 / 30
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Villa San Pietro is a beautiful property located in the immediate vicinity of the town of Cortona, whose view of the gentle slopes and monuments creates an unmistakable skyline, visible from the garden of the villa, creating a unique splendour for guests who will have the pleasure of spending their... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 20
    Pietraia
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    A splendid country residence immersed in the green hills of Val di Chiana, a few kilometers from Montepulciano and from Cortona. The brick house, built at the end of the 17th century, was constructed on the antique ruins of a brickyard and the traces of the centuries are still evident. Set into the... View all property information
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    53045, Pietraia, Cortona
    1 / 31
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Casa Melody is an ancient stone farmhouse that lies nestled among the hills near the Medieval town of Cortona. It has been carefully restored with particular care given to its unique architectural features such as the original beamed ceilings, the old Terracotta floors and the wide brick arches. In... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 24
    5 of 5 bubbles (1) Excellent
    Montalla
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    • ?
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    • x
    About this property
    Equipped with chairs, shades, and beach beds.<BR>It has been restored with respect for the original stile and all the furniture are antique, you will have a warm and relaxing feeling when you enter Il Moro Novo.<BR>The house is located just outside a small country village, so it is not easy to... View all property information
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    52044, Montalla, Cortona
    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Central Heating
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    Location Information
    52044, Cortona, Province of Arezzo
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    1 / 23
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Grill
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    • x
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    • x
    About this property
    Villa I Lecci is a beautiful fully independant stone farmhouse set among the rolling hills surrounding the ancient Etruscan city of Cortona, which is just 2km away. The property of 10,000 square meters is situated in a large olive grove, on the edge of a thick forest of chestnut and oak trees and... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 41
    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Terrace
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    • Pet-friendly
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    52044, Cortona, Province of Arezzo
    1 / 32
    Studio, 3 Bathrooms, Sleeps 5 | Quick View
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    • Private Outdoor...
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    • x
    About this property
    PRIVATE STRUCTURE. La Loggetta is a little typical Tuscan stone house which dates from 1700’s. The renovation has been totally overseen by the owners themselves, two young architects, active supporters of the modern eco-friendly architecture. During the renovation the owners had reused many... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 11
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Uliveto is a marvelous and charming stone farmhouse, recently restored from an old barn which served an ancient manor dating back to the 18th century. It's located in one of the most idyllic areas of the mountains surrounding Cortona, 700mts above sea level, immersed in forests of oak and... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 33
    4.5 of 5 bubbles (5) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Description: A spacious farmhouse located in a spectacular, private and tranquil hillside setting that includes 15 acres of terraced olive groves and fruit trees (pears, plums, cherry and apple.) Cortona, with its shops, restaurants and open air market is a 20-minute walk away along a quiet lane... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 18
    Pietraia
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    • x
    About this property
    This house, located in Cortona, is ideal for 8 vacationers. It offers 3 bedrooms and an enclosed garden. The lounge is perfect for unwinding after a day of exploration. Curl up on the comfortable sofa and enjoy a good book. The kitchen is well-equipped for cooking up your favorite meals. Enjoy... View all property information
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    52044, Pietraia, Cortona
    1 / 43
    3 of 5 bubbles (1) Average
    6 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Villa Della Valle is a charming villa in stone, in true Tuscan style, situated in an elevated position (500 m asl) on the high hills of Cortona, on the border between Tuscany and Umbria. At Villa Della Valle you will experience a holiday in close contact with nature, giving you a break from the... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 24
    5 of 5 bubbles (2) Excellent
    Mercatale
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    52044, Mercatale, Cortona
    1 / 34
    5 of 5 bubbles (17) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
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    • Waterfront
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    • Pet-friendly
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    • x
    About this property
    Celle del Farinaio is a beautiful house, recently restored and situated only 6 km from the Etruscan town of Cortona, just 8 km from Lake Trasimeno. The property, completely fenced, is' situated on a hill (350 meters), near a small church dating originally back to Roman times and is surrounded by... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Air Conditioning
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    • x
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    • x
    About this property
    “Le Gelosie apartments” are the natural and inviting alternative to our hospitality and combine good taste and attention for details.<BR>The materials, the colours and the spaces were studied to satisfy the esthetical pleasure along with the natural need for comfort. The XVIII century Palace, where... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 24
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Fonte al Vento is a detached villa wisely set in a large property against a breathtaking landscape that includes an additional accommodation facilities. Each one has its own private garden, swimming pool and spaces for exclusive use to completely respect the privacy of our guests. <BR>The Villa is... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 20
    5 of 5 bubbles (4) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • ?
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    About this property
    Stone-built farmhouse that has recently been restored with great care and is situated in the hills approximately three kiliometers from Cortona. The property is situated in a well reserved country place but not remote, very near to all necessity. The Villa is divided into two indipendent units... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 29
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    This ground floor suite 77sq. Meters ) for your accommodation in Tuscany, comprises of a comfortable living area leading to the fully equipped kitchen with views over the countryside. There are 2 bedrooms and 1 bathroom. 1 bedroom has a double bed and the other, 2 single beds. This suite also... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 22
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    Villa Santa Maria is the perfect place to spend a holiday immersed in the sweet Tuscan landscape. The villa is located just 500 meters (15 minute walk) from the heart of the historical center of the famous Etruscan town of Cortona, now one of the most beautiful and famous in Italy, and is located... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 20
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 29
    Studio, 3 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    About this property
    Two couples looking to have an ‘Under the Tuscan Sun’ experience need look no further. This rustic stone villa, within walking distance of Cortona, overlooks the beautiful Valdichiana Valley, and offers two bedrooms and two bathrooms. There is a private swimming pool and a covered terrace for... View all property information
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    Cortona, Province of Arezzo
    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 42
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Villa di Costantino is a typical Tuscan stone built manor, surrounded by a large garden and located in a beautiful spot at the bottom of the hill of the Etruscan old town of Cortona that offers outstanding views over the Valdichiana. The house is spacious and welcoming, nestled in a very private... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 28
    5 of 5 bubbles (1) Excellent
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    PRIVATE STRUCTURE. Casale la Contea, located high on the slopes of a gentle rolling hill, is a stone building provided with beautiful porch's on two sides of this splendid property. Guests can enjoy a panoramic view of the Trasimeno Lake and the picturesque Tuscan-Umbrian countryside. The property... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 78
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Grill
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool...
    • Patio
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
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    52044, Cortona, Province of Arezzo
    1 / 29
    Creti
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Central Heating
    • Private Garden
    • Wi-Fi
    • Grill
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Villa La Rugantina, a typical Tuscan stone farmhouse finely restored, lies in the open countryside surrounded by wheat and sunflowers fields. The property boasts extended gardens and 6 large bedrooms: 5 doubles and a family room that sleeps 4. The whole house then can comfortably accommodate up... View all property information
    Location Information
    52044, Creti, Cortona
    1 / 23
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Outdoor Dining Area
    • Children's Pool
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Satellite TV
    • Secure Parking
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    'Vecchio Frantoio' is a bright and spacious air-conditioned two-bedroom apartment reconstructed from an ancient olive mill. Chestnut beams, terracotta tiles and antique stone all in the Tuscan manner add to the character of this comfortable and beautiful apartment. The apartment comprises a master... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 23
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Il Biancospino is a gracious property ideal for families and small groups, immersed in the greens of the cortonese mountains between oak and chestnut trees.<BR><BR>These places evoke a charm with flavors of ancient times and represent the secret soul of the most profound Tuscany which has preserved... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 21
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    “The Orangery” is a charming and cosy detached house wisely set in a large property against a breathtaking landscape that includes an additional accommodation facilities. Each one has its own private garden, swimming pool and spaces for exclusive use to completely respect the privacy of our... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Private Outdoor...
    • Grill
    • Private Garden
    • Shared Garden
    • Wi-Fi
    • Secure Parking
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    Stone-built farmhouse that has recently been restored with great care and is situated in the hills approximately three kilometres from Cortona. It is divided into two units that they can be rented separately or all. <BR>Encircled by a park of 5000 mq all surrounded with trees of olive. Panoramic... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 6
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 15
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Satellite TV
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
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    52044, Cortona, Province of Arezzo
    1 / 30
    Creti
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Washer
    • Wi-Fi
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    • Grill
    • Private Outdoor...
    • Satellite TV
    • Private Garden
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Villa La Rugantina, a typical Tuscan stone farmhouse finely restored, lies in the open countryside surrounded by wheat and sunflowers fields. The property boasts extended gardens and 6 large bedrooms: 5 doubles and a family room that sleeps 4. The whole house then can comfortably accommodate up... View all property information
    Location Information
    52044, Creti, Cortona
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    In the heart of the historic centre of Cortona, an ancient Etruscan village of incomparable charm, close to all amenities yet in a quiet location, Appartamento Benedetti is the ideal place to spend your holiday and to discover the most beautiful and authentic Tuscany. Appartamento Benedetti is... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 8
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Private Garden
    • Satellite TV
    • Central Heating
    • Parking
    • Terrace
    • Balcony
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo