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Holiday Rentals in Cortona, Italy

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    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Apartment Aurora is an independent apartment in Tuscany with private access through an outdoor set of stairs. Antique furniture adorns the interiors of the apartment. The two large bedrooms enjoy wonderful views. One bedroom is a queen size double, while the other one is a double twin. The entire... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 78
    Montalla
    9 Bedrooms, 13 Bathrooms, Sleeps 18 | Quick View
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    • x
    About this property
    RECEPTIVE STRUCTURE. The imposing shape of Villa Ivana is seen at the end of a tree-lined drive, set in a quiet centuries-old park and framed by the gentle landscape of the green hills of Cortona. An historic residence dating back to 1600, it has become, thanks to recent restoration, a prestigious... View all property information
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    Montalla, Cortona
    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Balcony
    • Patio
    • Grill
    • DVD Player
    • Mountain Views
    • Central Heating
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    72 sq. Meters (775 sq. Ft) This charming 1 bedroom ground floor apartment rentals in Tuscany, has an open living area leading to a covered private terrace with great views of Chiana Valley and Cortona. It has a fully equipped kitchen leading to a double bedroom and a bath room. The suite is fully... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 25
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
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    • x
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    • x
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    52044, Cortona, Province of Arezzo
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 7
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    About this property
    Two Bedroom Ground Floor Apartment Cortona Acquarello is a pretty apartment on a lovely estate close to the famous town of Cortona. Furnished in homely Tuscan style the apartment opens directly onto its own garden terrace with table and chairs for dining al fresco. Nearby in the lovely flower... View all property information
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    Cortona, Province of Arezzo
    1 / 72
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    2 paxIn the outside of this apartment for rent in Tuscany guests will have a private garden to enjoy the aroma and breeze of this land.Ideal for those in search of a romantic getaway, this lovely apartment has a living room with dining area, a kitchen corner fitted with all guests may need to... View all property information
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    52044, Cortona, Province of Arezzo
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    1 / 9
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 21
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Not only the magical beauty of being perched on top of a hill at an altitude of 600 m with a breathtaking view of the Chiana Valley, with the bright mirror-like reflection of Lake Trasimeno in the distance along with the Sienese hills stretching as far as Mount Amiata, its ancient origins (which... View all property information
    Location Information
    Cortona, Province of Arezzo
    1 / 26
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Grill
    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    Beautiful small villa built in stone, entirely restored in 2014 located on the hills surrounding Cortona, the Etruscan city par excellance, from where the remains of the imposing walls can still be seen. Located on the side of a hill covered with olive trees, it dominates the Val di Chiana valley... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 84
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Central Heating
    • Balcony
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    • Mountain Views
    • Patio
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Fienile Cottage is a cute detached cottage, situated in its own private garden, with sensational views of olive groves, vineyards, meadows full of sunflowers, poppies and purple cornflowers, spiralling infinitely into the valleys below. It has 1 double bedroom + 1 single bedroom (the latter is on a... View all property information
    Location Information
    06010, Cortona, Province of Arezzo
    1 / 77
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
    • Terrace
    • Balcony
    • Mountain Views
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Stalla Cottage is an incredibly romantic, detached cottage with one bedroom + 1 bathroom. It opens onto a private garden with ecstatically beautiful views across the valleys that undulate into a depthless abyss of olive groves, orchards, honey fields of yellows, reds and orange and vineyards,... View all property information
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    06010, Cortona, Province of Arezzo
    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 3
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • ?
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    About this property
    Outside Description: Beautiful, comfortable, cosy cottage Gloriosa , built in 1950, renovated in 2010, surrounded by fields. Washing machine (private use). Access & Parking: parking by the house, private parking. All-season motor access to the house. Situation: above Cortona, secluded position in... View all property information
    Location Information
    Cortona, Province of Arezzo
    1 / 48
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
    • Private Outdoor...
    • Washer
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    The privacy and serenity of the Tuscan countryside create a relaxing atmosphere at this restored farmhouse and guest cottage. The gated grounds feature picturesque greenery, a swimming pool, an external kitchen and a pizza oven. This family-friendly property also offers beautiful views of Cortona,... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Shared Garden
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    • ?
    • ?
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    • ?
    About this property
    This small yet charming villa is situated in Cortona and it is ideal for small families. This small yet charming villa is situated in Cortona and it is ideal for small families. Additional amenities include: heating. View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Grill
    • Private Garden
    • DVD Player
    • Satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Small Tuscany villa for two - Tucked away in the blissful, rolling countryside on the edge of a small hamlet near Cortona, this romantic stone cottage with private pool is a delightful hideaway for a couple seeking to experience the best of Tuscany and Umbria. Surrounded by terraced grounds with an... View all property information
    Location Information
    Cortona, Province of Arezzo
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    1 / 39
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • DVD Player
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    • Grill
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    • Washer
    • Mountain Views
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    PRIVATE STRUCTURE. Poggio Sorbello is a typical farmhouse in open-face stone, warm and welcoming. The oldest part dates back to the early 20th century when it was nothing more than a simple barn; it has retained the original materials with the beautiful terracotta floors and wooden-beamed ceilings... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 49
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Central Heating
    • Washer
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    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    1 / 8
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • Shared Garden
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    <b>One Bedroom Ground Floor Cottage Southern Tuscany </b><br /><br /><b>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... View all property information
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    Cortona, Province of Arezzo
    1 / 27
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
    • Washer
    • Grill
    • Wi-Fi
    • Parking
    • DVD Player
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 26
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Shared Garden
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    This enchanting villa placed between Castiglion Fiorentino and Cortona can accommodate up to 6 people and is a wonderful place to stay if you and your group are looking for private and relaxing holiday in Tuscany. This enchanting villa placed between Castiglion Fiorentino and Cortona can... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 32
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    This apartment has two double bedrooms with comfortable queen beds. It is on the ground floor, it has a stunning view of the valley and can accommodate up to 6, thanks to the sofa bed in the lounge. The apartment has one large bathroom that is complete with a shower and modern amenities. There is a... View all property information
    Location Information
    52040, Cortona, Province of Arezzo
    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Nestled in the rolling hills surrounding the ancient Etruscan town of Cortona, situated in a scenic elevated (300 m above sea level) position from which you can enjoy spectacular views, stands Villa Gelsomino, the ideal place to spend a holiday in contact with nature in a landscape of rare beauty.... View all property information
    Location Information
    Cortona, Province of Arezzo
    1 / 12
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Travel back in time to the Renaissance and spend your holiday in Michelangelo – a truly beautiful Artists Retreat in the heart of the Historical Centre of Cortona, Tuscany. The Michelangelo is a beautiful two bedroom apartment in a historically significant building only steps from the main Piazza... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 6
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Garden
    • Internet Access
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    One Bedroom Ground Floor Apartment Cortona Focolare is a pretty apartment on a lovely estate close to the famous town of Cortona. Furnished in homely Tuscan style the apartment opens directly onto its own garden terrace with table and chairs for dining al fresco. Nearby in the lovely flower... View all property information
    Location Information
    Cortona, Province of Arezzo
    1 / 19
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
    • Central Heating
    • Balcony
    • Washer
    • Grill
    • Terrace
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A recently renovated holiday home in pristine natural surroundings where you can enjoy the regions of Tuscany and Umbria. You can always find the peace and quiet here you often forget in the hustle and bustle of daily life. The old Etruscan city of Cortona and a number of the most important Umbrian... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 47
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ExteriorsThis restored two-storey villa near Cortona in Tuscany is perfectly situated to enjoy the spectacular views of the valley. It can accommodate up to 10 people; and it has an 8x13m swimming pool, which once was the antique water reservoir for the property. There is also a lovely wide veranda... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 42
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ExteriorsThis wonderful villa is situated on a natural terrace in the countryside near Cortona and it offers fabulous views of the valley and even part of the Trasimeno Lake. The landscape is perfect to explore on foot or by bicycle; and visitors can also take part in wine tours and visits to... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 26
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
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    52044, Cortona, Province of Arezzo
    1 / 44
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Grill
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    • Private Outdoor...
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    PRIVATE STRUCTURE. A scenic avenue lined with cypress trees – this is the first thing seen by the guests of this beautiful property located in the Val Tiberina, an uncontaminated area of Umbria on the border with Tuscany. Il Cerreto is the old tobacco kiln of a large property dating back to the... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 35
    5 of 5 stars (1) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • ?
    About this property
    Villa Borgo will charm your eyes thanks to the incontaminated beauty of its place rich in history and poetry. Immersed in an ancient rural village, a few kilometers from the beautiful town of Cortona (ancient Etruscan village, one of the most beautiful in Italy), you will be dipped into a precious... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
    • Children's Pool
    • Grill
    • Satellite TV
    • DVD Player
    • Washer
    • Balcony
    • Parking
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Central Heating
    • Wi-Fi
    • Private Garden
    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Azienda Fontelunga has some of the most appealing villas of the Cortona area available for rental. Placed in splendid panoramic location between ours olive plantation or crops the hold constructions maintain the original stile but have modern feature and appliance. Located in Tuscany but close also... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 23
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Child-friendly
    • x
    • x
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    • x
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    52044, Cortona, Province of Arezzo
    1 / 30
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 17
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • ?
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    About this property
    The villa 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 window of... View all property information
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    Cortona, Province of Arezzo
    1 / 24
    4 of 5 stars (1) Very good
    7 Bedrooms, 9 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    RECEPTIVE STRUCTURE. Nonno Fernando is a farmhouse built entirely in stone whose origins date roughly back to the beginning of the 19th century. In the recent renovation the present owners have preserved the original layout of the various rooms. Salvage materials have been used for the roofs and... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 44
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Central Heating
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    • Hot Tub
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
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    About this property
    A family or two couples can have it all at this comfortable cottage with private pool and wonderful views. It is only 4 km from the “Under the Tuscan Sun” town of Cortona, so there will be lots of day trip possibilities. The villa is a recently reconstructed house situated on the top of the hill... View all property information
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    Cortona, Province of Arezzo
    1 / 36
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Mountain Views
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    PRIVATE STRUCTURE Casale Lamate is a house which, although of recent construction, has retained the unique charm of the Tuscan farmhouses thanks to the recycling and use of materials originating in these areas, such as the handmade terracotta floors and the beautiful chestnut ceiling beams. The... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 9
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
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    About this property
    Two Bedroom Ground Floor Apartment Cortona<br /><br /><b>Isolde G is a characteristic apartment in a typical Tuscan farmhouse that has been completely restored. It is in a small hamlet near the city of Cortona. Close to the apartment is a wonderful swimming pool with magnificent views of the... View all property information
    Location Information
    Cortona, Province of Arezzo
    1 / 40
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Terrace
    • Central Heating
    • Private Garden
    • Wi-Fi
    • Grill
    • Balcony
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Parking
    • Grill
    • Shared Garden
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Two Bedroom First Floor Apartment Cortona<br /><br /><b>Isolde P is a beautiful apartment in a typical Tuscan farmhouse that has been completely restored. It is in a small hamlet near the city of Cortona. Close to the apartment is a wonderful swimming pool with magnificent views of the surrounding... View all property information
    Location Information
    Cortona, Province of Arezzo
    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
    • Central Heating
    • Washer
    • Satellite TV
    • Wi-Fi
    • Private Outdoor...
    • Grill
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    Podere Cantalena is an ancient, stone farmhouse recently and wisely restored placed just outside the small hamlet of Cantalena. The old village is set around 15 km far from Cortona and Castiglion Fiorentino, prosperous towns in the lower Valdichiana rich in art and history. Cantalena, placed 600 mt... View all property information
    Location Information
    52043, Cortona, Province of Arezzo
    1 / 33
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Mountain Views
    • Private Outdoor...
    • Wi-Fi
    • Grill
    • Satellite TV
    • Balcony
    • Central Heating
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Charming 175 sq.m villa for holidays in Tuscany, in the beautiful countryside surrounding the medieval city of Cortona, center of many important national and international cultural events. The villa is located in the Val d'Esse , between Tuscany and Umbria, in a very quiet location enjoying nice... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 19
    Montalla
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Shared Garden
    • Air Conditioning
    • Shared Outdoor Pool...
    • Satellite TV
    • Washer
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    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
    Location Information
    Montalla, Cortona
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo