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Vacation Rentals and Villas in Cortona, Italy

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    Montalla
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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 kilometres from Cortona. It is divided into two independent units that they can be rented separately or all. Encircled by a park of 5000 mq all surrounded with trees of olive.... View all property information
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    52044, Cortona, Province of Arezzo
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    At the foot of the hills upon which Cortona, the Etruscan city par excellance, rises, is this ancient country house, a splendid Medicean construction finely restored and transformed into 13 flats, 4 of which are holiday flats and the others are, more or less, lived in occasionally. The excellent... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    'Piccolo Porta' is situated in Cortona and can be found a few minutes stroll from centro storico with its galleries, wonderful shops and great restraunts. The beautiful medieval streets lead you to Piccolo Porta where from the second floor you can see over the roof tops of Cortona and down to the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Garibaldi is a finely furnished and welcoming apartment, located on the first floor of a historic building having the same name of the Piazza that leads into the promenade in the centre of Cortona. The architecture of each area is enhanced by the choice of tones and furniture. The apartment offers... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a city of ancient origins, often visited by the ex French president Mitterand, and today by the University of Georgia (UGA). During august it is the chosen location for the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    One Bedroom Ground Floor Cottage Southern Tuscany La Chianina is a beautiful detached cottage in a fantastic position with wonderful views of the Chiana valley beyond. It has a lovely garden and a large swimming pool that both also enjoy the pretty panorama. The cottage is furnished to a very high... View all property information
    Location Information
    Cortona, Province of Arezzo
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    This villa mixes the unique Tuscan style with elegant and modern comforts, and it is the perfect getaway for a family. It affords its own kitchen, 2 bedrooms and 2 bathrooms and a garden with swimming pool, BBQ area and spectacular views. This villa mixes the unique Tuscan style with elegant and... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
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    Montalla
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Villa Orlandicchio is a small villa built in stone, and completely restored in 2014. Located on top of a hill from which you can admire the stunning view of the “valle”, it has its own private entrance, parking, garden and swimming pool (4m x 8m). The house has been restored finely, yet still... View all property information
    Location Information
    52044, Montalla, Cortona
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Experience traditional Tuscan living from this 18th century villa outside of Cortona. The large, private outdoor space has several vantage points for you to admire panoramic views of the countryside. Cool off in the pool, eat every meal alfresco beneath the covered dining area, and take the time to... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
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    • Terrace
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    About this property
    At the foot of the beautiful town of Cortona, an ancient Etruscan village of the most beautiful and famous of all of Italy, in the heart of the countryside but close to all services, lies Villa Mimosa which allow you to spend a comfortable and relaxing holiday. The Villa is completely independent... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    About this property
    The prices are weekly (from Saturday to Saturday). They include the consumption of water, electricity, linen for bedroom and bathroom (the change of linen is weekly). The heating/air conditioned are not included and has to be paid according to the amount consumed on departure. On arrival guest are... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 22
    5 of 5 stars (2) Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
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    About this property
    This luxury villa has been recently restored and tastefully customized is on the Tuscan / Umbrian border overlooking the one hand, the Tuscan hills in the direction of Cortona and the other side of Lake Trasimeno. A truly stunning lake view and hills awaits surrounded by colors and scents and... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed December 2, 2013
    I traveled to Italy with my best friend and found this Bed and Breakfast (agriturismo) to be exactly what I had in mind...beautiful lake view and country side vistas . The owners...
    5 of 5 stars Reviewed June 13, 2013
    Stayed here in March while traveling with my best friend. Convenient to everything you want to see in Tuscany and Umbria. The ownwers are warm, kind and helpful. The accomodations...
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    PLEASE NOTE THAT THE MAP REFERENCE IS INCORRECT. THIS PROPERTY IS 30 MINS DRIVE FROM PERUGIA AND 12 MINS DRIVE FROM CORTINA AND LAKE TRASIMENO. AND JUST A FEW MINUTES DRIVE FROM THE NEARBY TOWN OF MORRO. Mulino Cottage is a beautiful, detached, luxury cottage in a tiny, secluded hill-top village... View all property information
    Location Information
    06010, Cortona, Province of Arezzo
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    Montalla
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
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    About this property
    This is an idyllic 400 year old, 3 bedroom, semi detached farmhouse located near the beautiful town of Cortona in Tuscany. The property has a warm, welcoming feel and is furnished in keeping with the age of the property. Guests enjoy use of a private swimming pool (open 26 May to 21 September... View all property information
    Location Information
    52044, Montalla, Cortona
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • Shared Outdoor Pool...
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    • Mountain Views
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    • Pet-friendly
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    • x
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    Location Information
    52044, Cortona, Province of Arezzo
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    A residence out of a building of the year 500 sits in front of the towers, the domes the green and the sky of Cortona, a city of ancient origins, often visited by the ex French president Mitterand, and today by the University of Georgia (UGA). During august it is the chosen location for the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 19
    5 of 5 stars (2) Excellent
    Mercatale
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • Hot Tub
    • Central Heating
    • DVD Player
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    About this property
    Secluded among a cluster of green trees, plants, and flowers, you and your guests will have your own pleasant hideaway at this villa rental in Tuscany. Complete with a private swimming pool and Jacuzzi, this self-catering accommodation is perfect for a large family looking for solitude at the same... View all property information
    Location Information
    Mercatale, Cortona
    5 of 5 stars Reviewed July 7, 2012
    We enjoyed the entire experience, and Marco (property manager) was very pleasant and helpful. In addition to being in a lovely setting, the location enabled traveling to several...
    5 of 5 stars Reviewed October 23, 2010
    The villa was a great base for 3 couples to explore the Tuscan countryside. Very comfortable with lots of space. Marco, our host, was excellent and very obliging. Proximity to...
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    6 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    About this property
    10-room villa 250 m2 on 2 levels. Spacious and bright, practical and beautiful furnishings: large dining room with dining table. Exit to the garden. Living room with open-hearth fireplace, satellite TV and DVD. Exit to the garden, to the patio. 2 double bedrooms, each room with shower/bidet/WC.... View all property information
    Location Information
    52043, Cortona, Province of Arezzo
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    52044, Cortona, Province of Arezzo
    1 / 13
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Central Heating
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed July 8, 2014
    A bargain. Hidden away in a valley 30 mins away from touristy Cortona. Cesare will happily share his Instruments and recording studio, if you want to disturb the sound of silence...
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Villa Eleonora will give you a unique stay in a location characterized by quiet and privacy and incomparable views over the beautiful city of Cortona, whose views will accompany you while relaxing in the garden, enjoying the air of the Tuscan countryside in the morning or when you lean out the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Mountain Views
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    52044, Cortona, Province of Arezzo
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautiful renovated house situated in the hills just outside of Cortona, an Etruscan city par excellence, where you can still see its powerful city walls. The house is located on a hillside covered with olive trees rising above the Chiana valley and granting a beautiful panorama. Ideal for large... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    An aristocratic villa built during the middle 800 between the enchanting green, and the sacred silence and the infinite valley. The green, the position and the elegance made the key elements of the main complex (6 beds) and the two depandances “Villa Serenella” and “Villa Limonaia”, two beds each.... View all property information
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    52044, Cortona, Province of Arezzo
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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    • x
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    About this property
    Coppa di Sopra is an elegant and enchanting villa overlooking one of Tuscany's favorite valleys - “Coppa di Sopra is a magical place. It seems like you're on top of the world. We parked our car, walked down the steps and the view - it took our breath away!” This is a beautiful three bedroom stone... View all property information
    Location Information
    Cortona, Province of Arezzo
    1 / 11
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Independent four bedroom villa-Cortona Villa Wind is a fabulous private and newly restored villa, in the midst of the beautiful Tuscan hills, with amazing views and a superb swimming pool. There is ample space for relaxing and eating alfresco, with vineyards and olive groves surrounding the... View all property information
    Location Information
    Cortona, Province of Arezzo
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Villa Neri is situated in San Lorenzo in close driving proximity to Cortona. Cortona is an antique Etruscan town which lies in the heart of the Chiana valley. You can even see the town perched on the hill in front of you. The position is isolated and it will offer you complete privacy and the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
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    About this property
    Casa Cristina is a charming estate located on the hills around Cortona, Etruscan city of unsurpassed beauty and charm. It is located a few kilometers from the city center (5 km), in an elevated position from which you can enjoy unrivaled views of the Valdichiana and Lake Trasimeno. The cottage is... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 24
    Mercatale
    7 Bedrooms, 4 Bathrooms, Sleeps 15 | Quick View
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    About this property
    Farmhouse surrouned by the green Umbria countryside, bordering on Tuscany. The farmhouse is divided in 3, intereconnected, apartments, accommodating in total 15 persons, with 3 bathrooms of which one with bath tub, 6 double bedrooms, 1 bedrooms with 3 beds; possibility to add an extra bed. Laundry... View all property information
    Location Information
    06060, Mercatale, Cortona
    Pietraia
    4 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Mountain Views
    • Waterfront
    • Terrace
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    About this property
    The newly and tastfully renovated farmhouse is in the lovely Tuscan hills close to Cortona. The house and grounds are private and secluded, surrounded by breathtaking views the perfect setting for a relaxed and peacful holiday. The area is abundant with sights, attractions and activities for every... View all property information
    Location Information
    52044, Pietraia, Cortona
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    La Fiorita is a farmhouse nestled in the beautiful Tuscan countryside, on the border between the provinces of Arezzo and Siena. From every corner of the estate you have magnificent views of bucolic flavor with wide open spaces overlooking the hills of Montepulciano, Cortona and Lake Trasimeno. The... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    This recently renovated country villa is situated in a beautiful rural setting, nestled in a village in the valley below the Etruscan town of Cortona. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 to 4 visitors each. Each... View all property information
    Location Information
    101 52044, Cortona, Province of Arezzo
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    About this property
    “Le Gelosie apartments” are the natural and inviting alternative to our hospitality and combine good taste and attention for details. 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 Le... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 Bedrooms, 2 Bathrooms, Sleeps 14 | Quick View
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    • Terrace
    • Washer
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    • Outdoor Dining Area
    • Wi-Fi
    • Private Yard
    • Central Heating
    • Balcony
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    • Elder access
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    About this property
    A building that is beautifully appointed,seeing the amusing Valdichiana,has everything you need.Is decorated very well with comfortable rooms.Is pleasant to spend time in.More,you excited goodies created by an amazing Chef. Will welcome. The locations is composted of five bedrooms with access to... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Secure Parking
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    • Balcony
    • Terrace
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
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    • x
    About this property
    A luxury villa with private pool, Villa San Martino is set on a hill, high above the beautiful Niccone Valley on a quiet road, just 3 minutes from local village shops, restaurants and cafes. The position is a typically Tuscan, offering spectacular views from the house, garden, terrace and infinity... View all property information
    Location Information
    06060, Cortona, Province of Arezzo
    1 / 35
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Large renovated house situated next to the owners' villa in the hills just outside the ancient Etruscan city of Cortona, famous for the remains of this ancient civilization. The walls that surround the city and the old streets of the city make it a place with particular charm: antique shops,... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 78
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    About this property
    These 2 three-roomed apartments can sleep up to 4 people each; and they both boast their own private bathroom with shower and full kitchenette. They also afford one double bedroom and one twin bedroom.Both apartments have their own private outdoor area, and they are equipped with several amenities,... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Terrace
    • Air Conditioning
    • Balcony
    • Washer
    • Wi-Fi
    • Grill
    • Parking
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    • Elder access
    • x
    About this property
    La Fiorita is a farmhouse nestled in the beautiful Tuscan countryside, on the border between the provinces of Arezzo and Siena. From every corner of the estate you have magnificent views of bucolic flavor with wide open spaces overlooking the hills of Montepulciano, Cortona and Lake Trasimeno. The... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 25
    5 of 5 stars (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Patio
    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Villa Cortona is a beautifully restored luxury tuscan villa with 5 double bedrooms and 6 bathrooms. Each bedroom has its own different style and character and en-suite bathroom with wonderful views. The interior of Villa Cortona is large, bright and spacious, with two large sitting rooms - One on... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed July 28, 2015
    Great house; great people to deal with. They were there frequently "just to check" and to clean the pool. The house is spectacular. It's absolutely beautiful. Grand...
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    1 / 49
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • Child-friendly
    • ?
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    About this property
    The well-maintained farmhouse has a detached cottage that houses a separate double bedroom and bathroom. The lovely terraced garden includes a pool with lounge chairs, as well as other seating and dining areas around the house. There is also a glassed-in porch for morning coffee and evening... View all property information
    Location Information
    Cortona, Province of Arezzo
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Pet-friendly
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    • Child-friendly
    • x
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    Location Information
    52044, Cortona, Province of Arezzo
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Yard
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    You will find 4 spacious apartments for your stay in Cortona, bright and comfortable and an outbuilding between the olive trees. Farmhouse La Tesa is the best that a country house can give you for your holiday in the heart of Tuscany. You will experience a rejuvenating experience, full of good life... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 24
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
    • Central Heating
    • Washer
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    • Wi-Fi
    • Satellite TV
    • Hot Tub
    • Patio
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    About this property
    This imposing two-storey villa is set in stunning grounds, which have the quality of a park. Here you can feel sheltered and secluded in each separate area, including that of the pool. The spaciousness of both the exterior and interior easily accommodates a large group. Modern comforts have been... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • x
    About this property
    Description Villa Orizzonte is a charming property dating back to the 18th century, recently restored maintaining its unique Tuscan characteristics such as wooden beams, stone features, terracotta floors. It-s located in one of the most evocative areas of the countryside just outside Cortona, in... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 26
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • Child-friendly
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    • Elder access
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    About this property
    This apartment is much larger at 250sqm and can accommodate 8 guests comfortably. The apartment´s rooms can be found on the first, second and third floors of the house.The first floor houses three double bedrooms. These are elaborately decorated, all in a unique style with floral prints, beautiful... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 23
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Balcony
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    • Elder access
    • x
    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed July 11, 2015
    We loved the place...it was perfect for our family of four. The apartment had every thing we needed or could have wanted. The lavender and the flowers were perfect. The views...
    4 of 5 stars Reviewed January 12, 2014
    We stayed there for two weeks during the summer with our kids (6 and 2). The property is beautiful and very quiet, the view is amazing. The house was very old (about 400 years...
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    1 / 29
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
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    Location Information
    52044, Cortona, Province of Arezzo