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Vacation Rentals in Cortona, Italy

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    Travellers to Cortona are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (4) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    Quintani Sole - central apartment<BR><BR>Apartment for 2 person and 1/2, compose by one bedroom + lounge with kitchen + 2 bathroom. WIFI, TV led, microwave, washing machine, toaster, kettle. Central position, near public parking and restaurants. Only 3 minute from main square and grocery.<BR>We are... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    This stunning villa is located 5 km from Cortona. Recently renovated and nicely furnished, it is an 18th century Tuscan stone house. Surrounded by olive trees and facing south with lovely views across the valley below, Villa San Pietro is very private and quiet with trails and small roads nearby;... View all property information
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    52044, Cortona, Province of Arezzo
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    4.5 of 5 stars (5) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 stars (1) Excellent
    Montalla
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    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
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Casa Bellavista is an ideal place to get away from the stress of everyday life and enjoy a moment of relax immersed in the green and quiet of the Tuscan hills. The villa is a lovely rustic, beautifully decorated and extremely well cared for inside and outside, surrounded by a garden full of flowers... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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    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 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Charming Ca de Muito has an idyllic position on the Tuscany side of the Niccone Valley. The views of the stunning countryside are breath-taking, they stretch over the Niccone Valley including 2 picturesque castles, to the village of Preggio on the opposite hillside. Whilst enjoying complete... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
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    1 / 13
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    THE CHARM OF THE MIDDLE AGES-Etruscan walls, a wonderful and relaxing view over the Chiana Valley from the beautiful terrace, above the Etruscan walls.<BR><BR>A building of 1200 decorated with love between ancient and modern, a garden that is based on the Etruscan walls, after which is the name of... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    Acero is a cosy apartment that belongs to a beautiful hillside property, Col di Leccio, an authentic farmhouse where nature and silence dominate. Acero is made up of a double bedroom, a bedroom with twin beds, a bathroom with a shower, a kitchen and a living room. There is a large terrace in front... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 78
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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
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    52044, Cortona, Province of Arezzo
    1 / 24
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Location Information
    52044, Cortona, Province of Arezzo
    1 / 13
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    <b>Six Bedroom Detached Villa Cortona </b><br /><br /><b>Villa Musa is a pretty detached villa in a convenient position just off a local road and within easy reach of the famous town of Cortona. The villa has its own large garden with lawns, and plenty of space for relaxing or dining al fresco, and... View all property information
    Location Information
    Cortona, Province of Arezzo
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    Name: PICCOLA BRAMASOLE<BR>Accommodation: Ville<BR>Location: CORTONA <BR>Sleep: 4 <BR>Bedrooms: 2 <BR>Bathrooms: 2<BR><BR>Booking Condition:<BR>rentals go from saturday to saturday Arrivals from 4 to 7 pm Departure within 10 am<BR><BR>Extra costs:<BR>Final cleaning is included. Air conditioning is... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 19
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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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. <BR>It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 to 4 visitors each.... View all property information
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    101 52044, Cortona, Province of Arezzo
    1 / 19
    Montalla
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Villa Fastia A is a graceful apartment. It sleeps four people. From Villa Fastia A you will enjoy a pleasant view of the Tuscan hills and of the greenery. Villa Fastia A is 60 square meters (645 square feet). It features a shared swimming pool, a shared garden, air conditioning (please read... View all property information
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    Montalla, Cortona
    1 / 37
    5 of 5 stars (1) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
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    • Air Conditioning
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    • Private Outdoor...
    • Mountain Views
    • DVD Player
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    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. The Villa is... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 88
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Porch
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
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    Montecchio
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
    About this property
    QUERCE COTTAGE is one of two dwellings in a large cottage, overlooking the private village, Garden Of Eden, the hills, dales, olive groves and vineyards as the vista spirals into a haze of greens, dotted with colours, an infinity of brightly coloured patchwork, against a deep azzure skyscape. This... View all property information
    Location Information
    06012, Montecchio, Cortona
    1 / 56
    5 of 5 stars (2) Excellent
    7 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • Satellite TV
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    • x
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    • x
    About this property
    At the border between Umbria and Tuscany with stunning view to the Trasimeno Lake arises Villa Gosparini(600mt on see level). Villa Gosparini lies in an uncontaminated landscaped context, not far from Trasimeno shores and the most important art cities of Tuscany and Umbria. The recent... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 11
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Shared Garden
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    Three Bedroom Villa Cortona<br /><br />Set in a beautiful and tranquil position close to the beautiful medieval town of Cortona, Selene 6 is a 19th Century villa beautifully restored and surrounded by extensive grounds with gorgeous gardens and secluded areas ideal for relaxing and dining al... View all property information
    Location Information
    Cortona, Province of Arezzo
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • x
    About this property
    This lovely small villa is located at 400 m from the charming town of Cortona, one of the most beautiful and renowned towns of Tuscany. An important Etruscan settlement, Cortona today is a medieval jewel on the side of a hill dominating the Val di Chiana. The villa, 65 sq. m, can comfortably... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 20
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    About this property
    Casa Anna is just a few km from the Etruscan-Medieval town of Cortona and offers a genuine and healthy holiday. It is situated in the hills area around Cortona (only 5 km from SR71 and 10 km from Cortona), in the heart of a small rural hamlet, and ensures guests real quiet ( 750 mt over the sea... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Grill
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    About this property
    Villa San Martino is set in a delightful position among extensive grounds overlooking the countryside. The swimming pool is surrounded by olive trees and lush gardens. The nearest town is Cortona, famous for its ancient backgrounds, home town of famous painter Luca Signorelli. Recently it has been... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 43
    3 of 5 stars (1) Average
    6 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    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 / 40
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • x
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    • x
    About this property
    RECEPTIVE STRUCTURE. Casale Cinque Valli is immersed in the beautiful Tuscany landscape near Cortona, delightful medieval town at the Tuscan- Umbria border. Thanks to its breathtaking landscape this house is the ideal place for those who want to enjoy the silence and nature. Internally the house... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 12
    4.5 of 5 stars (2) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    The sitting room has an old open fireplace and impressive, ancient wooden beams. Two comfy sofas are a nice modern addition! The dining room is authentic Italian 1950s decor under more seriously ancient ceiling beams. The atmosphere at San Silvestro is one of homely country simplicity. There's an... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 32
    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    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 / 21
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Extending over the ground and top floors of part of a large villa, this superior accommodation provides more than just a touch of distinctive style and class! It comprises all modern comforts, while retaining many original Tuscan design features and elegant traditional furnishings. As the owners... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 36
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
    • x
    • Smoking allowed
    • x
    About this property
    RECEPTIVE STRUCTURE. Casale Cinque Valli is immersed in the beautiful Tuscany landscape near Cortona, delightful medieval town at the Tuscan- Umbria border. Thanks to its breathtaking landscape this house is the ideal place for those who want to enjoy the silence and nature. Internally the house... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • ?
    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 / 34
    5 of 5 stars (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
    Location Information
    52044, Cortona, Province of Arezzo
    Montecchio
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Cerro + Castagna Cottage make up one extremely large apartment with a covered terrace/verandah - seats 6. Not only are there 2 double bedrooms + 2 bathrooms, there are also 2 sitting/dining rooms, each with a fully fitted kitchen, one of which is very large with a fireplace. There is a double... View all property information
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    06010, Montecchio, Cortona
    1 / 56
    4.5 of 5 stars (3) Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Was born at the same time as my friend, the old pine tree Il Vecchio Pino. We are both happy to live in a place like this, surrounded by wild woods full of olive trees, nestling in the large well-kept garden full of plants, flowers, singing birds and a beautiful pool. We are very lucky: I was once... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 17
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Internet Access
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
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    About this property
    <b>Four Bedroom Villa Cortona</b><br /><br /><b>Set in a beautiful and tranquil position close to the beautiful medieval town of Cortona, Villa Selene 8 is composed of a 19th Century villa and a separate cottage, both beautifully restored and surrounded by extensive grounds with gorgeous gardens... View all property information
    Location Information
    Cortona, Province of Arezzo
    1 / 20
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Grill
    • Shared Outdoor Pool...
    • Shared Garden
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    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
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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. <BR>It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 to 4 visitors each.... View all property information
    Location Information
    101 52044, Cortona, Province of Arezzo
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Mountain Views
    • Internet Access
    • Secure Parking
    • Balcony
    • DVD Player
    • Shared Outdoor Pool...
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    23 33 42 4-171 77sq. Meters (829sq. Ft) This ground floor suite 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... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 40
    4.5 of 5 stars (3) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Internet Access
    • Washer
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    157sq. Meters (1,690 sq. Ft) This ground floor suite in a stone building with apartments in Tuscany, Cortona, opens up into a spacious living area with doors leading out the private terrace and gardens with spectacular views of the countryside and Cortona . There is a fully equipped kitchen with... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 28
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • x
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    This apartment near Cortona is divided into two storeys and can sleep up to 7 guests (5+2) in 130sq-m. Going up the external stairs guests arrive at a veranda for alfresco dining. From here they enter the living room equipped with sofa bed for 2 people, a kitchen with all mod cons and a fireplace... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Wi-Fi
    • Washer
    • Satellite TV
    • Air Conditioning
    • Grill
    • Parking
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 36
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Washer
    • Air Conditioning
    • Internet Access
    • Patio
    • Private Outdoor...
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    PRIVATE STRUCTURE. Torretta is a splendid antique property, located on the top of a nice hill next to the Medieval town of Cortona. Being surrounded by oak-trees and olive-trees, you can appreciate the Tuscan country side. What makes the property unique is, on one side, it's splendid panoramic... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 11
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Terrace
    • Balcony
    • Grill
    • Parking
    • Internet Access
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
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    About this property
    <b>Independent four bedroom villa-Cortona </b><br /><br /><b>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... View all property information
    Location Information
    Cortona, Province of Arezzo
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    Due to its scenic location Villa Oleandro offers an unrivaled view over the town of Cortona and the whole Valdichiana. The villa has been carefully restored by the owners who have managed to keep the uniqueness of this beautiful stone farmhouse alive, which, with its rustic Tuscan style, will make... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 24
    4.5 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Balcony
    • Secure Parking
    • Washer
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The "Fattoria Borgonuovo" is located in an agricultural and hilly area of the Val di Chiana, very close to the beautiful and old town of Cortona, and a short distance from the most important historical and wine centers of the southern part of Tuscany, as, Montepulciano, Montalcino, Pienza, Siena,... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 77
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    4 pax This apartment for rent in Tuscany boasts its own private garden. This apartment of the farmhouse can host up to 4 guest. The country style, the typical warmth of Tuscan hospitality make it a perfect place to experience the flavour of Tuscany. This apartment for rent in Tuscany feature a... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 25
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • ?
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    About this property
    Casale La Caprara is located right at the border of Tuscany and North of Umbria. During your stay, you will be just minutes from Cortona, Arezzo, Perugia and Siena. You can also reach Florence and Rome within a couple of hours. Well connected by rail, clients can visit local towns by train and not... View all property information
    Location Information
    06069, Cortona, Province of Arezzo
    1 / 57
    5 of 5 stars (19) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Air Conditioning
    • Washer
    • Grill
    • Balcony
    • Wi-Fi
    • Satellite TV
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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
    Location Information
    52044, Cortona, Province of Arezzo