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Vacation Rentals in Cortona, Italy

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    1 / 64
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    4.5 of 5 bubbles (6) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    5 of 5 bubbles (5) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The Cortonese hillside, La Fortezza and the ancient wall which encloses the town, dominate the view of the surrounding hillside. Guests have exclusive use of the delightful 12x6 swimming pool, with Roman steps, which lies in an extremely panoramic position and from where you can enjoy the view in... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Il Bozzino is a large apartment at the ground floor of Casa la Bozza. The house is in a quiet and relaxing location, close enough to a grocery for daily shopping, close to Cortona and the main roads. The garden, the parking and the entrance are independent and has access to the shared swimming... 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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    About this property
    Santa Lucia is a beautiful independent house located on the cone of the hill town of Cortona, the Etruscan city of rare charm and beauty. Its strategic location will allow you to reach the historical center of the city in less than five minutes and all other cities of tourist interest of Tuscany... 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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    “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 / 20
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Two bedroom spacious apartmentTaking up the full second floor, you will find the Marcello at Casa di Amici. The largest of the apartments, the Marcello is approximately 65 m2 (700 sq. ft.), and is the perfect apartment for couples or families that like a little more room and that need to... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 36
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Property DescriptionVilla Francesca is a beautiful villa located in the countryside in the green hills on the border between Tuscany and Umbria, a few kilometers from Cortona, a quaint town rich in history and offers shops and services of all kinds. At about 1 km you will find a restaurant and a... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 22
    Studio, 2 Bathrooms, Sleeps 7 | Quick View
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    • Balcony
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    Villa Capezzine has been restored in May 2014. It has been declared “Historical Monument”. Villa Capezzine is situated in the famous community of Cortona (“Under the Tuscan Sun”: have you seen this funny movie?), on the “scenic road” that takes you from Cortona to Montepulciano. It is one of the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
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    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 / 13
    5 of 5 bubbles (5) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    Location Information
    52044, Cortona, Province of Arezzo
    1 / 19
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    CORTONA CENTER! The lovely apartment is in the historic center of Cortona, and only 2 minutes walk from the charming Piazza Signorelli. My comfortable apartment is newly renovated and can accommodate 2 people. Characterize its cool atmosphere, comfortable and functional. Enjoy Cortona! Vi... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 26
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Among the Etruscan city of Cortona's hils Casa La Bozza will give you the opportunity of relax and enjoy the tranquillity of the country but also to reach quickly the most interesting city of central italy, Tuscany and Umbria. The house is original of 1600 and has been renovated with maximum... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 29
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Location Information
    52044, Cortona, Province of Arezzo
    1 / 33
    Creti
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • ?
    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
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    52044, Creti, Cortona
    1 / 29
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Mountain Views
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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 / 26
    6 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
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    • Grill
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    • Pet-friendly
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    About this property
    L'Agriturismo Villa Giarradea è una magnifica residenza signorile della fine del 600. Completamente ristrutturata mantenendo l'aspetto esterno originale (la villa è protetta dalle 'belle arti'), la struttura è immersa nel verde della campagna Cortonese. Villa Giarradea è dotata di un ampio parco,... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 39
    5 of 5 bubbles (12) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Villa Cristina is a romantic 17th century stone farmhouse nestled in luxuriant terraced olive groves and vineyards on a quiet county lane a few steps from the ancient Etruscan hill-town of Cortona. Totally renovated in 2015, Cristina features original 5 meter high brick vaulted ceilings on the main... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 30
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • Smoking allowed
    Location Information
    52044, Cortona, Province of Arezzo
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    1 / 21
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • ?
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    About this property
    Surrounded by olive groves and a 3000sqm private garden, the fenced-in holiday villa offers absolute peace and quiet at only 1,5 kilometres from the Etruscan Cortona, which can be easily reached on foot. The Trasimeno lake with its nice beaches and islands is at 8km and the Orcia valley is also... 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
    1 / 30
    4 of 5 bubbles (1) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    Location Information
    52044, Cortona, Province of Arezzo
    1 / 31
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 8 Bathrooms, Sleeps 9 | Quick View
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    • Wi-Fi
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    • ?
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    About this property
    tipical old house, swimming pool, wifi, tv satelite,bbq, volley ball field, pétanque field, mini tennis field. <BR>beatiful wiew over the chiana valley. all the old charme of tuscany. <BR>4bedroom, 4 bathroom<BR>Located in the village of Ossaia ( 3 km from Cortona), the property can be used 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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    • Wi-Fi
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    • Pet-friendly
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    • x
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    • x
    Location Information
    52042, Cortona, Province of Arezzo
    1 / 34
    5 of 5 bubbles (17) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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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 / 56
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Tucked under the ancient Etruscan walls of Cortona, the recently restored old stone Villa Topazio lies up on the hill and is part of a beatiful Renaissance Villa. From Villa Topazio one can admire the splendid view of the Valdichiana completely surrounded by olive groves which produce some of our... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 25
    Studio, 4 Bathrooms, Sleeps 9 | Quick View
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    About this property
    This secluded Tuscan villa sleeps up to 8 people and it offers stunning views of the valley. Cozy atmosphere inside and a beautiful garden with swimming pool outside, the house is perfect for a tranquil experience in Tuscany. This secluded Tuscan villa sleeps up to 8 people and it offers stunning... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 57
    5 of 5 bubbles (20) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Mountain Views
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    • x
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    • x
    About this property
    Charming small villa in pretty medieval village about 25 minutes from Cortona. The house is set in large gardens and olive grove with views of the surrounding hills. A/C and Wi-Fi throughout. Very comfortable and really fully equipped. Mint condition. Lovely Garden setting with dining patio... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 19
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    With its stone walls, fabulous swimming pool and comfortable and luxurious common areas, this villa for 8 offers guests everything they need in a secluded spot right outside the center of Cortona. With its stone walls, fabulous swimming pool and comfortable and luxurious common areas, this villa... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 26
    4.5 of 5 bubbles (6) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 37
    Studio, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Located in Cortona, this fabulous villa offers a fabulous swimming pool, a fully equipped kitchen and a special surprise in each room to help guests relax and enjoy the best of holidays. Located in Cortona, this fabulous villa offers a fabulous swimming pool, a fully equipped kitchen and a special... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 40
    4.5 of 5 bubbles (3) Very good
    Studio, 4 Bathrooms, Sleeps 12 | Quick View
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    • x
    About this property
    PRIVATE STRUCTURE. A stone parlour, where art and nature unite to form a perfect partnership: Cortona is a magical place with a timeless charm that envelops the visitor with its vibrant atmosphere, suspended between the history and legend of its origins, surprising him each time, with the reddish... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 82
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    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 / 16
    Studio, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This lovely villa near Cortona can accommodate up to 10 people. It has a swimming pool and 3 bedrooms with en-suite bathrooms. This lovely villa near Cortona can accommodate up to 10 people. It has a swimming pool and 3 bedrooms with en-suite bathrooms. Additional amenities include: pets... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 59
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Waterfront
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    • Pet-friendly
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    • x
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    • x
    About this property
    Villa Teresa is a pretty villa with a wonderful view on Cortona valley, completely renovated and equipped with every comfort. Very near to the nice town of Cortona, this wonderful structure overlooks on a breathtaking landscape and it is situated short distance from a small village, which you can... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 49
    Studio, 7 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Villa Panorama is a 17th century farmhouse immersed in an oasis of peace and silence, yet near important and lively cultural centres such as Cortona, Arezzo, Siena and Perugia. The main villa can host up to 6 guests, while two annexes increase the c Villa Panorama is a 17th century farmhouse... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 35
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 30
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Central Heating
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    • x
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    Location Information
    52042, Cortona, Province of Arezzo
    1 / 37
    5 of 5 bubbles (2) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • Smoking allowed
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    About this property
    Immersed in the green hills surrounding the ancient Etruscan town of Cortona, which has always been considered one of the most beautiful hamlets in Italy, the country house Villa Magnolia will offer you an unforgettable experience. The facility can accommodate up to 12 people, the interior and... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 20
    Studio, 4 Bathrooms, Sleeps 9 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • ?
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    • ?
    About this property
    Villa Corona is the best place for families and friends looking to spend their holidays relaxing in the stunning Val di Chiana. Villa Corona is the best place for families and friends looking to spend their holidays relaxing in the stunning Val di Chiana. Additional amenities include: heating. View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 24
    Montalla
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Wi-Fi
    • Central Heating
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    • Balcony
    • Satellite TV
    • Terrace
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    I our farm we have a number of houses left intact in theyr original stile.<BR>Viila la Bozza is ancient building near a small country village in the country in front of Cortona.<BR>Divided in 2 apartments of the same size, completely independent from each other you will have a large private area to... View all property information
    Location Information
    52044, Montalla, Cortona
    1 / 24
    5 of 5 bubbles (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Parking
    • Central Heating
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Patio
    • Washer
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to Casale Il Granaio, a magic place in the heart of Valdichiana.<BR><BR>In the heart of Valdichiana, bordering on Umbria, a few km from Trasimeno lake and in the middle between the cities of Arezzo and Perugia. From here is easy also to reach Montepulciano, Siena, Pienza, Rapolano and... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 36
    4.5 of 5 bubbles (4) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Wi-Fi
    • Central Heating
    • DVD Player
    • Mountain Views
    • Satellite TV
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Villa Leccio is a beautiful stone farmhouse only 2 km away from Cortona belonging to a spectacular 10.000 square metre hilly property. Tucked in a huge olive grove, chestnut and holm oak wood, the villa offers its guests a breathtaking view over the Valdichiana and the Cortona hills and is the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 27
    5 of 5 bubbles (7) Excellent
    Studio, 10 Bathrooms, Sleeps 20 | Quick View
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    • DVD Player
    • Hot Tub
    • Internet Access
    • Patio
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    A stay at Villa Laura is your chance to live out your own Under the Tuscan Sun. This ten-bedroom property played the role of the villa Bramasole in the film. Just as the fictional villa is given a makeover, Villa Laura was recently renovated with an eye to traditional style and touches of quiet... View all property information
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    Cortona, Province of Arezzo
    1 / 14
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Wi-Fi
    • Balcony
    • Central Heating
    • Terrace
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 31
    Montecchio
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Private Garden
    • Private Outdoor...
    • Washer
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    Location Information
    52044, Montecchio, Cortona
    1 / 83
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
    • Mountain Views
    • Satellite TV
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    • Balcony
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 55
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Private Outdoor...
    • Secure Parking
    • Private Garden
    • Wi-Fi
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 27
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Parking
    • Shared Garden
    • Washer
    • Wi-Fi
    • Central Heating
    • Grill
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The house is located on the lower slopes of the hills overlooking the Chiana Valley and where, higher up, stands the Etruscan city of Cortona. The property is immersed in the countryside covered with olive groves, forests and vineyards. This area is located on the border between Tuscany and Umbria... View all property information
    Location Information
    52044, Cortona, Province of Arezzo