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Holiday Rentals in Cortona, Italy

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    1 / 19
    4.5 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 17
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    1 / 24
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
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    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
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    52044, Cortona, Province of Arezzo
    1 / 30
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Shared Garden
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    • ?
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    About this property
    Large apartment for 6 people and one sofabed for 2 additional guests, The Casa dell´Uva apartment can sleep up to 8. It has its own private garden and fully-equipped kitchen for the convenience of self-catering. The apartment is situated within a wonderful village complex with swimming pool,... View all property information
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    52042, Cortona, Province of Arezzo
    1 / 23
    4.5 of 5 stars (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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 / 21
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    The "Antico Lavatoio' (the old Laundry) is a single home , a little gem in the heart of the old city ,on the medieval walls of Cortona, between Porta Montanina and church of San Nicolò where you can admire the famous paintings of Luca Signorelli and Severini. We did a luxury restoration inside... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 61
    5 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    52042, Cortona, Province of Arezzo
    1 / 6
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 38
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
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    • Mountain Views
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    • x
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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... View all property information
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    52044, Cortona, Province of Arezzo
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    1 / 15
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Satellite TV
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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 / 41
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Mountain Views
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    • Pet-friendly
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    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 / 13
    5 of 5 stars (3) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 14
    6 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • Grill
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    • Private Garden
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    52044, Cortona, Province of Arezzo
    1 / 15
    4 of 5 stars (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 48
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Patio
    • Waterfront
    • Outdoor Dining Area
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    • x
    • ?
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    • x
    About this property
    Villa Luisella is a charming villa, situated in the heart of the medieval Etruscan city of Cortona, a short walk from the central square, with breathtaking views over the surrounding countryside till the shores of beautiful Trasimeno Lake. The villa's peculiarity is the garden, perfectly set... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 2 | Quick View
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    • Wi-Fi
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    • ?
    • ?
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    • x
    About this property
    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... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 19
    5 of 5 stars (2) Excellent
    Mercatale
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Secluded among a cluster of green trees, plants, and flowers, you and your guests will have your own pleasant hideaway at this villa rental in Tuscany. Complete with a private swimming pool and Jacuzzi, this self-catering accommodation is perfect for a large family looking for solitude at the same... View all property information
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    Mercatale, Cortona
    1 / 29
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Mountain Views
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    This ground floor suite 77sq. Meters ) 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 other, 2 single beds. This suite also... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
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    1 / 24
    5 of 5 stars (9) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    "The agriturismo can accommodate 8 - 10 guests. The villa (250sqm) is set on the hillside and, from both the house and the gardens, one can enjoy the spectacular 180 degree views over the Valdichiana valley to the hills of Montepulciano beyond. The colours change throughout the seasons; from the... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 25
    5 of 5 stars (26) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Porch
    • Private Outdoor...
    • Patio
    • Internet Access
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    • Mountain Views
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    A dignified and spacious farmhouse located in a spectacular, private and tranquil hillside setting just 4 minutes drive from the walls of Cortona. The property includes 15 acres of terraced olive groves while the famous little town itself, with its shops, restaurants and open air market can be... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 55
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 43
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Outdoor Dining Area
    • Balcony
    • Parking
    • Patio
    • Washer
    • Grill
    • Mountain Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    peaceful village in Ossaia, just 5.5 km from Cortona (5-minute drive). The position is strategic, far from main roads and noise of the city - a perfect family-friendly holiday stay home. The villa has been recently restored so it is modern and fully equipped, with free Wi-Fi access. <BR><BR>On the... View all property information
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    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...
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    • 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 / 101
    10 Bedrooms, 6 Bathrooms, Sleeps 20 | Quick View
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    • Children's Pool
    • Air Conditioning
    • Wi-Fi
    • Mountain Views
    • Grill
    • Patio
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 30
    5 of 5 stars (5) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    About this property
    The cells of the villa Farinaio is situated in a beautiful hilly which overlooks the valley below and it is surrounded by green woods of our own property where you can find numerous hiking trails with different difficulty levels for taking a walk. <BR><BR>The villa is completely fenced to provide... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 37
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Private Garden
    • Wi-Fi
    • Central Heating
    • Grill
    • Washer
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 50
    5 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
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    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 18
    5 of 5 stars (9) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    52044, Cortona, Province of Arezzo
    1 / 27
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    52043, Cortona, Province of Arezzo
    1 / 45
    5 of 5 stars (23) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
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    • ?
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    About this property
    Treat yourself to an experience within the heart of ancient Cortona! Imagine gathering around the long wooden table in the kitchen for breakfast, then stepping just outside the front door of this Tuscany apartment to explore! Feel at home in this self-catering accommodation in Tuscany with modern... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 47
    5 of 5 stars (4) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • x
    About this property
    PRIVATE STRUCTURE. La Capannina is an attractive little house built entirely of stone and situated below the town of Cortona, an internationally famous Etruscan jewel standing on a hill overlooking the Val di Chiana in the province of Arezzo, a lush and fertile land extending to Siena and the... View all property information
    Location Information
    Cortona, Province of Arezzo
    1 / 88
    Montecchio
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
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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 / 46
    5 of 5 stars (16) Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    About this property
    I Mandorli is an original Tuscan farmhouse. It has been refurbished using traditional materials and techniques to maintain it's rustic character and help stay cool through the long summer days. In autumn and winter you can relax in the spacious living room, in front of the fireplace.<BR>From the... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 17
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • ?
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    • ?
    About this property
    Casa Cristina is a charming estate located on the hills around Cortona, Etruscan city of unsurpassed beauty and charm. It is located a few kilometers from the city center (5 km), in an elevated position from which you can enjoy unrivaled views of the Valdichiana and Lake Trasimeno. The cottage is... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Have your own “Under the Tuscan Sun” experience in this historic apartment in Cortona, a small and picturesque hilltop town in Tuscany. Narrow winding lanes lead you to original little shops, piazzas with cafes, good restaurants, and living history. From your rooftop terrace you can sip a glass of... View all property information
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    Cortona, Province of Arezzo
    1 / 30
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • ?
    About this property
    Villa Lucente is the perfect villa for those wanting an idyllic holiday in Tuscany. The villa is located in the heart of the Val di Chiana in Tuscany, near the enchanting town of Cortona, you'll enjoy breathtaking views of the surrounding countrysid Villa Lucente is the perfect villa for those... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 4
    5 of 5 stars (1) Excellent
    Mercatale
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • x
    • x
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    • x
    About this property
    Ca' Di Gosto is a large farmhouse situated in the very rural Niccone valley between Cortona in Tuscany and Umbertide just inside the border with Umbria. The house is home to Jenny Nichols, her daughter Daisy and several dogs, cats, chickens and ducks. The house is available as a self-catering... View all property information
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    06019, Mercatale, Cortona
    1 / 23
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Il Casone lies in the open countryside, a few minutes from Cortona. Immersed in a large garden, among the green olive trees and the delicate scent of the roses, this ancient farmhouse has been painstakingly restored and converted into 4 comfortable apartments, characterized by the azure shutters... View all property information
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    52044, Cortona, Province of Arezzo
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Grill
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    This beautiful holiday home near Cortona, is located at a 15 min drive (15km) from this famed Etruscan and medieval town, main cultural and artistic centre of the Val di Chiana after Arezzo. The cottage is the outbuilding of an old farmhouse, dating back to the 18th century, where the owners live.... View all property information
    Location Information
    52040, Cortona, Province of Arezzo
    1 / 23
    Montalla
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
    • Balcony
    • Grill
    • Parking
    • Private Outdoor...
    • Terrace
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This is an idyllic 400 year old, 3 bedroom, semi detached farmhouse located near the beautiful town of Cortona in Tuscany. The property has a warm, welcoming feel and is furnished in keeping with the age of the property. Guests enjoy use of a private swimming pool (open 26 May to 21 September... View all property information
    Location Information
    52044, Montalla, Cortona
    1 / 24
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Parking
    • Central Heating
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Patio
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Welcome to Casale Il Granaio, a magic place in the heart of Valdichiana.<BR><BR>In the heart of Valdichiana, bordering on Umbria, a few km from Trasimeno lake and in the middle between the cities of Arezzo and Perugia. From here is easy also to reach Montepulciano, Siena, Pienza, Rapolano and... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 22
    4.5 of 5 stars (3) Very good
    3 Bedrooms, Sleeps 6 | Quick View
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    • Central Heating
    • Private Outdoor...
    • Balcony
    • DVD Player
    • Washer
    • Internet Access
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Il Seccatoio is a cozy stone house and lies in wonderful panoramic hilly position (550 mt on the sea level). The villa was once a drying room for chestnuts and today thanks to the careful restoration works, guests will enjoy the charm of this typical Tuscan farmhouse, with its wooden beams... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 17
    10 Bedrooms, 11 Bathrooms, Sleeps 20 | Quick View
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    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    The villa is built on three floors. The ground floor hosts two sitting rooms, a dining room with a large wooden table which seats 20, a fully equipped kitchen with dishwasher, one half-bathroom, a cellar and a laundry room. The first floor consists of two spacious double bedrooms, each with en... View all property information
    Location Information
    Cortona, Province of Arezzo
    1 / 23
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Private Outdoor...
    • Satellite TV
    • Grill
    • Parking
    • Wi-Fi
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    “Il Palazzolo” is beautifully situated on the border between Tuscany and Umbria, on the road that connects Cortona to Perugia.<BR>Originally An ancient monastry, at the end of the 16th century under the Laurenzi family it became a manor house and around about 1750 after the marriage between Loreta... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 12
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Satellite TV
    • Wi-Fi
    • Private Outdoor...
    • Central Heating
    • Parking
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    If you take the road which follows the Tuscan-Umbrian border you come to Pierle, a medieval hamlet in the hills between Cortona and Lake Trasimeno, its castle dominating the verdant valley below.<BR><BR>Here surrounded by olive groves and woodland of oaks and chestnuts, you will find the... View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    1 / 65
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
    • Grill
    • Washer
    • Patio
    • Shared Outdoor Pool...
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Mulino Cottage is a detached cottage, set on its own private plot, in the middle of the village. It has a large garden at the back of the cottage, with fantastic views overlooking the hills and the dales, the meadows, the vineyards, the olive groves, peppered with every different colour of wild... View all property information
    Location Information
    06010, Cortona, Province of Arezzo
    1 / 30
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Shared Garden
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Apartment for 4 to 6 people near Cortona with all amenities and comforts, set in a wonderful village complex with swimming pool, restaurant and plenty of recreational activities. The apartment has two bedrooms, a family bathroom, large living-dining room and fully-equipped kitchen. Exterior More... View all property information
    Location Information
    52042, Cortona, Province of Arezzo
    1 / 23
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Private Garden
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    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
    Location Information
    52040, Cortona, Province of Arezzo