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Cortona Holiday Homes

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    Travellers to Cortona are booking January dates now. Secure your holiday rental today, and have the perfect trip.
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Central Cortona Apartment at Quintani Luna1 / 17
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    THE BUILDING Palazzo Quintani from XIII Is an historical construction of XIII century one of the oldest building in town. “Via Roma” is located in a very central position, just 3 minutes walk to the main square or "Piazza" of the town. THE APARTMENT LUNA is a two persons apartment. Composed by a...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Cosy Apartment few minutes drive from Cortona. The aparmtnet is fully furnished and equipped with all the modern appliances. Located in a very quite neighbouroood, easy to reach and short Drive from the most beautiful Toursit Tuscan and Umbria Towns. Grazioso Appartamento a pochi minuti da...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    7 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Balcony
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    • Private Outdoor Pool (Unheated)
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    Outside Description: Very large, beautiful, rustic house Le 7 vene , surrounded by trees. Above Lisciano Niccone 30 km from the centre of Gubbio, 35 km from the centre of Assisi, 40 km from the centre of Perugia, in a quiet position on top of a hill, in the countryside. Private: garden (fenced)...
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    06060, Mercatale, Cortona
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 14
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
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    Pet friendly
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    Casetta I Ciliegi is the ideal place for those who wish to spend a vacation far from the busy city life, in close contact with nature. Green woods, rugged hills and cultivated countryside frame this beautiful, small house which is also endowed with a wide, completely fenced, outdoor space, with...
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    52043, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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    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...
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    Cortona, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    Smoking allowed
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    Located in a beautiful hilly position, Il Giardino di Diana is a genuine stone and brick farmhouse surrounded by the characteristic Tuscan hills with olive groves and vineyards. Both the pool and the attic, boast spectacular panoramic views of the countryside with Cortona's hill in the distance....
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    52044, Montecchio, Cortona
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
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    About this property
    72sq. 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...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    00100, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    La Villa-farneta - 170011 / 37
    (1)Very good
    7 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    • Patio
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    Nestled in the rolling hills of the Chiana Valley, at the foot of the beautiful town of Cortona, we find ourselves facing a majestic villa which, from its raised position, overlooks and masters the surrounding area, rich in cultivated fields of sunflowers, olive and vineyards: Villa Anita The...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 13
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    6 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Private Outdoor Pool (Unheated)
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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...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 11
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    CAROL GARDEN1 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Children's Pool
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Il Rifugio in Cortona - 5 Bedroom Farmhouse Villa1 / 39
    (30)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    • Patio
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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...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 11
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    3-room house 80 m2 on 2 levels, bright, fully renovated, practical, beautiful and cosy furnishings: living room with 1 double sofabed and TV (flat screen). Exit to the swimming pool. 1 double bedroom. Kitchenette (4 hot plates, oven) with dining table. Shower/bidet/WC. Upper floor: (spiral...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    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...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Mountain Views
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    Pet friendly
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    Casa Dolly is the result of the renovation of an old farmhouse which preserved its characteristic structure and spaces. The farmhouse (100 sqm) is built on two floors, with direct access both from inner and outer staircase. Perfectly furnished in typical Tuscan country style, Casa Dolly features...
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    52044, Creti, Cortona
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Studio, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    Experience authentic Tuscany at this restored 14th-century apartment situated on a beautiful hillside estate. The shared grounds include a lovely swimming pool, spots for alfresco dining and a trattoria serving fresh, local cuisine. Walking and hiking trails abound in this area, and the location is...
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    52040, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bathrooms, Sleeps 8
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    Villa Paola1 / 27
    (1)Excellent
    10 Bedrooms, 11 Bathrooms, Sleeps 20 Quick View
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    • Washer
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    Pet friendly
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    Immerse in the peaceful and colourful countryside between Toscana and Umbria, Villa Paola rise just at the bottom of the Etruscan town of Cortona, just 5 minutes-drive from the old town centre. Here you will enjoy a holiday having the taste of bygone days and find out places of old memories:...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 10 Bedrooms, 11 Bathrooms, Sleeps 20
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    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
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    The elegant apartment is situated on the second and the third floor of an old building once property of titled people, at the entrance of Piazza del Duomo and offers magnificent glimpses of the alleys and the rooves of Cortona, wonderful sunsets and a stunning view on the Valdichiana. The warm...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 4 Bedrooms, 5 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Villa Wisteria is a secluded millhouse surrounded by mature gardens and its own vineyard, nestled in the Val di Chio, Tuscany, not far from Cortona. It sleeps eight people comfortably, has it's own swimming pool and is also available as a fully hosted experience. The accommodation comprises of two...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    6-room house, detached, for 8 people, 180 m2 on 3 levels, comfortable and rustic furnishings. Living/dining room with open fireplace, dining-table and dinette. Smoking not allowed. Internet (Wireless LAN [WLAN]). Sleeping room with 1 single bed and 1 double bed. Sleeping room with 1 double bed....
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Villa Celeste is a grand villa accommodating up to 18 and ideal for a large group or family holiday combining culture and relaxation. It boasts lovely décor, privacy and excellent facilities including both an outdoor and indoor pool. Villa Celeste is a grand villa accommodating up to 18 and ideal...
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    52043, Cortona, Province of Arezzo
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    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...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Villa i Cedri, built in stone, lies on the side of a hill dominating Val di Chiana bordering with Umbria. The view over all the plain is splendid reaching the hills of Montepulciano in the province of Siena and the sunsets are absolutely amazing. It is easy to reach the Etruscan town of Cortona,...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    7 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    Villa Del Sole is the perfect place for an unforgettable experience! This magnificent property is situated in the heart of the hills of Cortona, in an extremely panoramic position that will offer your eyes all the spectacular splendor of the lush Tuscan countryside. The villa has spacious and...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 13
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Set in the verdant hills of the Valdichiana on the border between the Provinces of Arezzo and Siena the Fattoria delle Chianacce is a typical farmhouse built in the last century. These farms produced some of the very best beef and pork in the area and many continue to do so to the present day. The...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Studio, 5 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
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    Pet friendly
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    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...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Terrace
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    Smoking allowed
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    52042, Mercatale, Cortona
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    About this property
    Villa Santa Maria is the perfect place to spend a holiday immersed in the sweet Tuscan landscape. The villa is located just 500 meters (15 minute walk) from the heart of the historical center of the famous Etruscan town of Cortona, now one of the most beautiful and famous in Italy, and is located...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
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    'Martina', 3-room house 95 m2. Comfortable and rustic furnishings: living/dining room with open-hearth fireplace and cable TV. Exit to the garden, to the terrace. 1 double bedroom. Exit to the garden. 1 double bedroom. Exit to the garden. 1 room with 2 beds. Exit to the garden. Kitchenette (4 hot...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cortona - 540011 / 54
    (1)Excellent
    9 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
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    Villa Celeste is a large stone property located on the gentle hills surrounding the beautiful Etruscan town of Cortona, in the heart of Tuscany. The villa lies in a panoramic and quiet position, completely independent and private, immersed in the countryside but at the same time close to the old...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 9 Bedrooms, 6 Bathrooms, Sleeps 16
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Mountain Views
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    Pet friendly
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    Smoking allowed
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    Villa Giarradea è una magnifica residenza signorile della fine del 600. Completamente ristrutturata mantenendo l'aspetto esterno originale (la villa è protetta dalle 'belle arti'), la struttura è immersa nel verde della campagna Cortonese. Villa Giarradea è dotata di un ampio parco, spaziosi...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    7 Bedrooms, 6 Bathrooms, Sleeps 17 Quick View
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    • Grill
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    • Housekeeping Included
    • Hot Tub
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa I Girasoli 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 which include terracotta-tiled, beamed ceilings; tiled floors; white- or colour-washed walls...
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    52044, Cignano, Cortona
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 17
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Parking
    • Outdoor Dining Area
    • Terrace
    • Central Heating
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    Pet friendly
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    Smoking allowed
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    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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Terrace
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    • Balcony
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    52042, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It 'a beautiful cottage completely restored, was once a barn and a tobacco warehouse. now has 2 bedrooms, a lounge, a kitchen, 2 bathrooms and a dining room that can become an extraordinary study. It has a swimming pool, a large garden, a bocce court, private parking. about 3 km from Cortona, and...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Private Garden
    • Grill
    • Washer
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    • Parking
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
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    About this property
    Old estate owners house at the foot of the hill on which the charming, artistic, town of Cortona sits, a historic and architectural jewel which is certainly worth a visit. Until a few years ago the house was the heart of a large farm, however, recent restoration has transformed it into a charming...
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    52044, Creti, Cortona
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • Satellite TV
    • Hot Tub
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    Smoking allowed
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Parking
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3-room apartment 'Ghezzi', for 5 people, 75 m2, on the ground floor, simple and comfortable furnishings. Living/dining room with satellite TV, open fireplace, dining-table and dinette. Smoking not allowed. Internet (Wireless LAN [WLAN]). 1 sofa bed. Sleeping room with 1 double bed. Sleeping room...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Washer
    • DVD Player
    • Central Heating
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Housekeeping Included
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    • DVD Player
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    • Grill
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    Pet friendly
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    Smoking allowed
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • DVD Player
    • Washer
    • Private Garden
    • Grill
    • Private Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Studio, 3 Bathrooms, Sleeps 9 Quick View
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    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The beautiful town of Cortona, with its antique shops and ancient palazzos, is just a short walk from this stone farmhouse. Family-friendly, and with a private swimming pool overlooking the valley below, this farmhouse offers the ultimate ‘Under the Tuscan Sun’ experience. Uniquely positioned, this...
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    Cortona, Province of Arezzo
    Holiday Rental House - 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Private Garden
    • Housekeeping Included
    • Washer
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Secure Parking
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    La Mucchia Casa Vacanze & Art Gallery is located in Tuscany, an area of immense historical and artistic importance. The Tuscany vacation house is situated at the foot of Cortona, an ancient Etruscan town, founded by the inhabitants of Umbria about three thousands years ago. The authentic Tuscan...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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