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Vacation Rentals and Villas in Cortona, Italy

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    1 / 77
    4.5 of 5 bubbles (3) Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    1 / 43
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    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 / 30
    6 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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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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    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
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    52044, Cortona, Province of Arezzo
    1 / 36
    5 of 5 bubbles (3) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Mountain Views
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    PRIVATE SRUCTURE. The house, which dates 19th century, as can be seen from the inscription on sandstone conserved by the owner, has undergone renovation which has maintained the interior structure that the preceding owners had given it. The house has a large park divided between approximately 1500... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 23
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    We restored this house 25 years ago. Is a lovely and peaceful house to stay in contact with the nature. You also have at close distance so many places to visit, the Trasimeno lake, Florence, Perugia, Pienza, Montefiascone, Città della Pieve, Gubbio, Assisi, Siena (one day visits). You may rent... View all property information
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    52040, Cortona, Province of Arezzo
    1 / 39
    5 of 5 bubbles (29) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 11 | Quick View
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    Il Rifugio (The Refuge) is a respectfully restored seventeenth-century stone farmhouse/villa set on a Tuscan hillside surrounded by a centuries' old terraced olive grove and fifty six rolling acres of private property near the Etruscan citadel Cortona. Agriturismo Il Rifugio is the perfect vacation... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 58
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Located in a beautiful hilly position, Il Giardino di Diana is a beautiful stone and brick house surrounded by the characteristic Tuscan olive groves and vineyard. The pool provides a beautiful view over Cortona along with the fully equipped and nicely appointed outside areas. The large gazebo is... View all property information
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    52044, Cortona, Province of Arezzo
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    1 / 52
    5 of 5 bubbles (2) Excellent
    Montecchio
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Nestled in the colourful Tuscan countryside, just 8km away from the old town of Cortona, Il Nido is a lovely small villa recently restored and finely appointed with a contemporary country-chic style. The skillful ability in matching the soft tones and the tasteful recall to the Arte Povera, give... View all property information
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    52042, Montecchio, Cortona
    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Grecale is a part of the beautiful apartment complex, Poggio al Vento. The apartments are located in the same farmstead, which has been tastefully renovated to retain much of the original character and features. Ideal for a couple or a family, the apartments retain a warm, friendly atmosphere and... View all property information
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    52045, Cortona, Province of Arezzo
    1 / 81
    4.5 of 5 bubbles (4) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    If you are looking for an exclusive location where time seems to stand still, welcome to Villa dei Ciliegi. Situated on the Cortona hill, with a breathtaking view on the valley, this villa will ensure you an unforgattable vacation. The house takes its name from the charming cherry tree-lined drive... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 17
    Studio, 4 Bathrooms, Sleeps 6 | Quick View
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    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 ideal location for those who wish to enjoy total privacy. The ground floor is accessed through the cosy sitting room: here one can relax... View all property information
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    Cortona, Province of Arezzo
    1 / 23
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    52044, Cortona, Province of Arezzo
    1 / 64
    Studio, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    THIS VILLA IS AN EXCLUSIVITY OF EMMAVILLAS.COM WITH EMMA VILLAS YOU HAVE THE INSURANCE POLICY TO COVER PENALTIES IN CASE OF CANCELLATION OF THE STAY INCLUDED IN THE FINAL PRICE OF THE RESERVATION! RECEPTIVE STRUCTURE. An eighteenth century structure only a few kilometers away from Lake Trasimeno... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 56
    4.5 of 5 bubbles (3) Very good
    7 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    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 / 15
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 31
    Montecchio
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Casa Livio D is a graceful two-story apartment surrounded by meadows and by green hills. It sleeps six people. It is appoximately 90 square meters (970 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area, winter heating and WI-FI Internet access. You will be... View all property information
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    Montecchio, Cortona
    1 / 20
    5 Bedrooms, 3 Bathrooms, Sleeps 15 | Quick View
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    • Grill
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    About this property
    An old oil-mill dating back to 1800 was restored according to its original, local architectural style and converted into a villa rented for holiday. The entire outer surface is covered with stone, thus enwrapping the Villa's majestic, imposing structure in a magical, enchanting, rural atmosphere of... View all property information
    Location Information
    06069, Cortona, Province of Arezzo
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    1 / 20
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 21
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Apartment located in the historic center within the walls of the ancient Etruscan town of Cortona, in the province of Arezzo, a few steps from Lake Trasimeno. From the apartment, near the bus stop, you can easily reach by public transport all the major cultural and historical interest and artistic... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 48
    4 of 5 bubbles (2) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • Balcony
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    Il Giardino di Silvana is a typical Tuscan stone house located on an evocative hilly position, a few steps away from the prestigious Santa Maria Nuova church and walk to town. The property preserves its rustic style with cotto flooring, wood beamed ceilings and Pietra Serena stone walls along... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    It is now possible to rent Casa Bellavista for the exclusive use of your family and friends this is the perfect location to discover and explore Tuscany and Umbria. The property with its 330 sq. meter can accommodate up to 10 people maximum, divided as follow: 3 bed rooms with en suite bathroom... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 32
    5 of 5 bubbles (1) Excellent
    Studio, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    PRIVATE STRUCTURE. La Loggetta is a little typical Tuscan stone house which dates from 1700’s. The renovation has been totally overseen by the owners themselves, two young architects, active supporters of the modern eco-friendly architecture. During the renovation the owners had reused many... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 6
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 53
    20 Bedrooms, 10 Bathrooms, Sleeps 30 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 41
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
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    About this property
    Villa Liliana is perfectly situated to enjoy the spectacular views of our beautiful valley. Villa Liliana sleeps up to 10 people.<BR><BR>On the ground floor, a spacious hallway entry foyer leads into a living room and one bedroom with en-suite bathroom. The spacious kitchen, once the original clay... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 78
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 31
    Montecchio
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Private Yard
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    52044, Montecchio, Cortona
    1 / 35
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Casa indipendente, con uno stupefacente panorama. Potrete mangiare all'aperto gustando la bellezza della Valdichiana e di Cortona, sfondo su cui si staglia la figura del Palazzone, villa principesca del 1500 con la sua torre ed il suo muro merlato.In assoluta privacy, nel silenzio ma... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 18
    Teverina
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    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, Teverina, Cortona
    1 / 19
    4.5 of 5 bubbles (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | 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 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    "Il Villino di Cortona", cosy holiday home nestled in the green heart of the Chiana Valley in Cortona (Tuscany), an oasis of peace, tranquility and relaxation. Your holiday in contact with nature ... "Il Villino di Cortona”, is a small holiday home, nestled in the Val di Chiana, in the heart of... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 16
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    A special hide-away in Tuscany ! Casa Serena is a really charming little house/villa is set in the middle of olive grove and surrounded Tuscan woodland, and provides privacy and serenity for a truly relaxing vacation. During Autumn and winter, there are the spectacular views over the Val di Chio... View all property information
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    52021, Cortona, Province of Arezzo
    1 / 13
    5 of 5 bubbles (2) 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
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    52044, Cortona, Province of Arezzo
    1 / 14
    4.5 of 5 bubbles (2) Very good
    6 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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
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    52044, Cortona, Province of Arezzo
    1 / 25
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    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 / 24
    5 of 5 bubbles (4) Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    The barn was the enchanted place of my youth rushes, when I grew up I realized the dream which was of my grandfather before and after of my dad.<BR><BR>Welcome to “Casale il Granaio”<BR>A magic place in the heart of Valdichiana...<BR>In the heart of Valdichana, bordering on Umbria, a few km from... 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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    52044, Cortona, Province of Arezzo
    1 / 5
    Pietraia
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    52044, Pietraia, Cortona
    1 / 30
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Terrace
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    52044, Cortona, Province of Arezzo
    1 / 25
    Studio, 12 Bathrooms, Sleeps 20 | Quick View
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    • ?
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    About this property
    For those of us wanting to experience the setting of Frances Mayes’ book and the movie “Under the Tuscan Sun”, this is the first time they can have the same experience. After four years of Italian love, Villa Laura has been restored and renamed as Bramasole, available for the first time for weekly... View all property information
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    Cortona, Province of Arezzo
    1 / 43
    3 of 5 bubbles (1) Average
    6 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Patio
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    • Outdoor Dining Area
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    • Pet-friendly
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    • x
    About this property
    Villa Della Valle is a charming villa in stone, in true Tuscan style, situated in an elevated position (500 m asl) on the high hills of Cortona, on the border between Tuscany and Umbria. At Villa Della Valle you will experience a holiday in close contact with nature, giving you a break from the... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 38
    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Balcony
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    • Pet-friendly
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    52044, Cortona, Province of Arezzo
    1 / 35
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    About this property
    Casa Lamina E is a characteristic and welcoming apartment that is part of a villa. It sleeps four people. From Casa Lamina E you will enjoy a fascinating view of the Tuscan hills and of the greenery. Casa Lamina E is 65 square meters (700 square feet). It features a shared swimming pool, a shared... View all property information
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    Cortona, Province of Arezzo
    1 / 8
    5 of 5 bubbles (1) Excellent
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    <b>Two Bedroom Ground Floor Apartment Cortona </b><br /><br /><b>Terracotta 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... View all property information
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    Cortona, Province of Arezzo
    1 / 42
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • Satellite TV
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    • Pet-friendly
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    • x
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    • x
    About this property
    Villa di Costantino is a typical Tuscan stone built manor, surrounded by a large garden and located in a beautiful spot at the bottom of the hill of the Etruscan old town of Cortona that offers outstanding views over the Valdichiana. The house is spacious and welcoming, nestled in a very private... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 25
    5 of 5 bubbles (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
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    • x
    About this property
    Wake up in the heart of the Historic Medieval hilltop town of Cortona. Even if only a few nights, you can live the dolce vita in our brand new restored 1 bedroom apartment overlooking Via Nazionale. This apartment is truly one-of-a-kind. Fully restored (finished November 2016) every single thing... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
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