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Villas and Vacation Rentals in Cortona, Italy

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    $168
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    1 / 25
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    $110
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    1 / 16
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    $1,419
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    1 / 13
    4 of 5 stars (5) Very good
    3 Bedrooms / 4 Bathrooms / Sleeps 7
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    $237
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    1 / 34
    5 of 5 stars (16) Excellent
    6 Bedrooms / 4 Bathrooms / Sleeps 14
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    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Celle del Farinaio is a beautiful house, recently restored and situated only 6 km from the Etruscan town of Cortona, just 8 km from Lake Trasimeno. The property, completely fenced, is' situated on a hill (350 meters), near a small church dating originally back to Roman times and is surrounded by... View all property information
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    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 8, 2014
    The house is in a very nice location, overviewing a valley. It is at the end of a small road, with almost no neighbours, so you can enjoy very quiet surroundings and also you do...
    5 of 5 stars Reviewed May 30, 2014
    I traveled with a friend and her family for an extended stay in Tuscany. The villa was rented by my friends aunt. It was spacious, clean and well equipped. We actually rented...
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    $149
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    traveler have booked this property
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    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Villa Capezzine at Palazzuolo Due is the last restoration we started and will be ready to welcome our Guests next May 2013. It has been declared 'Historical Monument' Villa Capezzine is situated in the famous community of Cortona (“Under the Tuscan Sun”: have you seen this funny movie?), on the... View all property information
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    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 2, 2014
    We are a family of 4, husband & wife, and two daughters age 23 & 18. Really nice house, with great location for day trips to all the Tuscany area towns to see. Extremely nice...
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    $2,240
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    1 / 25
    7 Bedrooms / 5 Bathrooms / Sleeps 14
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    • Dishwasher
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    • Washer
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    • Pets allowed
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    • Suitable for children
    • ?
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    • Elder access
    • ?
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    About this property
    Villa San Pietro is a beautiful property located in the immediate vicinity of the town of Cortona, whose view of the gentle slopes and monuments creates an unmistakable skyline, visible from the garden of the villa, creating a unique splendour for guests who will have the pleasure of spending their... View all property information
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    52044, Cortona, Province of Arezzo
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    1 / 20
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Grill
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    • Shared Outdoor Pool...
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    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. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 to 4 visitors each. Each... View all property information
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    101 52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed July 23, 2013
    We used these apartments for all the guest at my daughters wedding in Cortona. Most nights we all sat round the pool having barbecues and just enjoying the views and tranquility...
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    1 / 21
    5 of 5 stars (4) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Safe
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This quiet escape has all the benefits of Cortona without the hustle and bustle or the steep price. This 1 BDR/1Bath condo sleeps 4 and is located in a quiet residential neighborhood close to Cortona. Sofa bed, sleeps 2, is located in LR. Live like a local and enjoy the views as you see... View all property information
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    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed April 24, 2015
    We booked this condo for 6 weeks and had a wonderful time. It's well positioned for travelling all over the Tuscany/Umbria region, quiet but accessible and very comfortable...
    5 of 5 stars Reviewed July 5, 2014
    The appartment was lovely and extremely clean. It was equipped with everything we could have needed. Sue was very nice and helpful! I would highly recommend it!
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    $112
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    1 / 18
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Mountain Views
    • Satellite TV
    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Villa Bellavista is an ideal place to get away from the stress of everyday life and enjoy a moment of relax immersed in the green and quiet of the Tuscan hills. The villa is a lovely rustic, beautifully decorated and extremely well cared for inside and outside, surrounded by a garden full of... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
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    $3,195
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    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms / 7 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This magnificent villa is located at 400 m from the lovely 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. This elegant villa, 270 sq. m, can... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed June 26, 2014
    The Villa was the perfect place to travel the Tuscany area from! Everything about The Villa was exceptional...views, comfort, accommodations, and hosts (Silvia & Francesco). It...
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    1 / 24
    5 of 5 stars (9) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Pool Table
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    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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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed May 24, 2015
    Not sure where to start. Michele is one of the most passionate and fantastic villa owners who keeps his focus on customer satisfaction. Right from the moment we landed at the...
    5 of 5 stars Reviewed August 11, 2014
    Everything was as it should be ; house , garden ,swimming pool, privacy, price/quality,beautifull Tuscany and of course the perfect service! Jan Evert and Lucienne (and 2...
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    $138
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    1 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Villa Capezzine at Palazzuolo Due is the last restoration we started and will be ready to welcome our Guests next May 2013. It has been declared 'Historical Monument' Villa Capezzine is situated in the famous community of Cortona (“Under the Tuscan Sun”: have you seen this funny movie?), on the... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed April 7, 2015
    Nos ha gustado mucho la casa, es lo que esperavamos de nuestra estada en Toscana. Muy bien situada en medio del campo i cerca de todos los sitios interesantes. Buen trato con...
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    1 / 23
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    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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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed January 12, 2014
    Siamo arrivati in questa splendida proprietà' a fine dicembre per passare una vacanza all'insegna del relax, non potevo fare scelta migliore.. Abbiamo addirittura prolungato la...
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    1 / 19
    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveler have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    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. It has been converted, in traditional Tuscan style, into seven fully-self-contained, apartments which sleep between 2 to 4 visitors each. Each... View all property information
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    Location Information
    101 52044, Cortona, Province of Arezzo
    4 of 5 stars Reviewed August 7, 2013
    Le Casine really is a little gem of a location. You're in the middle of a largely agricultural landscape surrounded by open views of sunflower fields (at the right time of year...
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    $441
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    1 / 23
    6 Bedrooms / 7 Bathrooms / Sleeps 11
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    • Air Conditioning
    • Balcony
    • Grill
    • Hot Tub
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Villa San Martino is the ideal location to spend a holiday under the Tuscan sun. The villa is located in a property of 8 hectares, surrounded by olive trees and typical trees of the local forests, dipped into a small paradise where nature is king, and offers its guests scents and sounds that will... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
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    1 / 23
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveler have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    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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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed January 15, 2014
    Good location and beautiful villages around the cottage. We also loved the view and the pool. The surround of the cottage was very tidy.
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    1 / 51
    4.5 of 5 stars (4) Very good
    Montalla
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    THE HOUSE IS SPLIT IN 2 INDEPENDENT APARTMENT OF THE SAME SIZE, BOT WITH A PRIVATE GARDEN, ENTRANCE AND PARKING, WE CAN RENT ONE OF THEM FOR 6+1 OR THE ENTIRE HOUSE FOR 12+2. THE DESCRIPTION BELOW REFERS TO ONE OF THEM BUT APPLY TO BOTH. PLEASE READ TO HAVE MORE DETAILS OR ASK. Started officially... View all property information
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    Location Information
    52044, Montalla, Cortona
    5 of 5 stars Reviewed May 26, 2015
    What a wonderfully relaxing visit! We enjoyed spending time here on the property as much as visiting the nearby Tuscan cities of Arezzo, Cortona and Assisi. The home is lovely...
    5 of 5 stars Reviewed July 21, 2014
    June 2014 - This was our second time staying in Casa la Bozza. The house is great, and the garden is amazing. Together with our kids, nearest family and friends we had a very...
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    $198
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    1 / 20
    5 of 5 stars (2) Excellent
    Montalla
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Located just below the beautiful hilltop walled town of Cortona, La Scuderia has the charm of a country cottage while enjoying the benefits of a walk to a nearby village with bars, shops and restaurants or even into Cortona itself (uphill walking or 5 minutes by car). The cottage sits in a... View all property information
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    52044, Montalla, Cortona
    5 of 5 stars Reviewed September 7, 2014
    We were in Cortona for a week for my cousin's wedding. As two couples it was quite difficult to find a small villa that met our expectations, La Scuderia certainly did. Upon...
    5 of 5 stars Reviewed September 20, 2013
    La Scuderia was a simple and comfortable house in lovely secluded grounds, with an amazing swimming pool. Lucia provided a very welcoming and helpful service if we had any...
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    1 / 24
    5 of 5 stars (1) Excellent
    Montalla
    1 Bedroom / 2 Bathrooms / Sleeps 3
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Equipped with chairs, shades, and beach beds. It has been restored with respect for the original stile and all the furniture are antique, you will have a warm and relaxing feeling when you enter Il Moro Novo. The house is located just outside a small country village, so it is not easy to reach and... View all property information
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    52044, Montalla, Cortona
    5 of 5 stars Reviewed August 25, 2013
    Nous avons passé une semaine au Moro Novo mi-août: très bon accueil, grand appartement avec tout le confort (la climatisation est disponible, mais pas nécessaire, même en plein...
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    $154
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    1 / 18
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Mountain Views
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This apartment has all you need and more: Free WiFi, Air Conditioning and ceiling fans in all the rooms, full kitchen with dish washer, microwave, oven, blender, kettle, toaster, moca coffee machine, American coffee machine, stove etc. Master bedroom with private bathroom with shower, another... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
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    $285
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    1 / 53
    7 Bedrooms / 1 Bathroom / Sleeps 12
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    • Dishwasher
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    9-room house for 12 people, 180 m2, comfortable and rustic furnishings. Living/dining room with satellite-TV, open fireplace, dining-table and dinette. Smoking allowed. Internet (Wireless LAN [WLAN]). 2 single beds, 4 double beds and 1 double sofa bed. Sleeping room with 1 single bed. Sleeping... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
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    $97
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    1 / 59
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Balcony
    • Fireplace
    • Grill
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    3-room semi-detached house 100 m2 on 1st floor, spacious, comfortable furnishings: living room with 1 sofabed, open-hearth fireplace and satellite TV. Exit to the loggia. 1 double bedroom. 1 room with 2 beds. Kitchen (4 hot plates, oven). Shower/bidet/WC. Heating (extra). Small terrace. Terrace... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
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    $2,227
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    1 / 22
    Teverina
    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Casa Peschino sits on the lower slopes of a quiet side valley, with stunning and extensive views over the green countryside of woods, vineyards, olive groves and farmland. It is reached by a short track through fields of sunflowers, wild flowers, maize and tobacco plants. The large house has been... View all property information
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    Location Information
    52040, Teverina, Cortona
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    $160
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    1 / 9
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    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... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    From
    $90
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    1 / 34
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Villa Azalea is a small pearl in the heart of the hills that surround the town of Cortona. The villa has been recently restored by the owners who have created an environment in line with the classic Tuscan style and with the surrounding nature, nature made of pine and fir forests, which make the... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    From
    $818
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    1 / 13
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Dryer
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    An aristocratic villa built during the middle 800 between the enchanting green, and the sacred silence and the infinite valley. The green, the position and the elegance made the key elements of the main complex (6 beds) and the two depandances “Villa Serenella” and “Villa Limonaia”, two beds each.... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
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    $267
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    1 / 27
    Mercatale
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Set in 2 acres of private olive grove,in the hills above the Niccone valley the house has been restored to a high standard and with larger than normal windows the whole living area is light and airy. There is good access to famous cities in both Tuscany and Umbria,; the nearest village is a 10... View all property information
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    Location Information
    06060, Mercatale, Cortona
    From
    $145
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    1 / 14
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Mountain Views
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Budget Italian holiday in farmhouse situated in the Tuscan hills. The house is between the towns of Mercatale and Citta di Castello right on the border of Tuscany and Umbria, and although in a fairly remote and peaceful setting, is about a ten minute drive to the nearest village with restaurant, 2... View all property information
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    Location Information
    06060, Cortona, Province of Arezzo
    From
    $153
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    1 / 22
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Charming Ca de Muito has an idyllic position on the Tuscany side of the Niccone Valley. The views of the stunning countryside are breath-taking, they stretch over the Niccone Valley including 2 picturesque castles, to the village of Preggio on the opposite hillside. Whilst enjoying complete... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    From
    $2,309
    / Week
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    1 / 21
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    With its stone walls, fabulous swimming pool and comfortable and luxurious common areas, this villa for 8 offers guests everything they need in a secluded spot right outside the center of Cortona. Additional amenities include: heating. View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    From
    $937
    / Week
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    1 / 11
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • 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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    Location Information
    52044, Cortona, Province of Arezzo
    From
    $100
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    1 / 13
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Private Indoor Pool
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Apr 05 - Apr 07 : Tuesday check-out required.; Jul 14 - Jul 18 : Tuesday, Wednesday, Thursday, Friday and Saturday check-out required.; Aug 25 - Aug 27 : Tuesday, Wednesday and Thursday check-out required.; Oct 08 - Oct 10 : Thursday,... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    From
    $242
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    1 / 35
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Casa Fontelunga is a lovely country house placed in an enchanted location hillside, between our olive plantation and just a few minutes from the beautiful art city of Cortona, made famous worldwide from the book and movie 'Under the Tuscan Sun'. Privacy and quietness are the main features of this... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    From
    $3,501
    / Week
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    1 / 11
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Fonte Vecchia is a beautifully restored, spacious luxury Tuscany villa for rent with a dramatic watch tower, lying among gentle hills enjoying views unchanged for centuries. Centuries ago, when the church was the significant power in this area, most of the local nobility employed artists to paint... View all property information
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    Location Information
    12345, Cortona, Province of Arezzo
    From
    $11,018
    / Week
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    1 / 43
    6 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Set in the Tuscan hills between Cortona and Mercatale, this exquisite manor house is the ideal retreat for those wishing to enjoy idyllic and peaceful surroundings in extreme comfort. Set within its own meadows and olive groves, a private lake and numerous woodland walks, it is still within easy... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    From
    $65
    / Night
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    1 / 5
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Apr 06 - Apr 08 : Monday, Tuesday and Wednesday check-out required.; May 07 - May 09 : Thursday, Friday and Saturday check-out required.; 'San Benedetto', 2-room apartment 50 m2 on 3rd floor, comfortable, nice, tasteful and cosy... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    From
    $110
    / Night
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    1 / 12
    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travelers have booked this property
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Appartamento del Borgo is situated in the centre of the Etruscan hilltop town of Cortona, near Piazza Garibaldi which is one of the main points of entry to the town. Public parking is just 50 meters away but guests can stop right outside the front door for loading and unloading luggage. The... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed October 30, 2014
    Apartmento del Borgo has it all. It's convenient to town and parking. It's comfortable and spacious. Enough said? Not quite because the Italian hostess (Lilliana) and her...
    5 of 5 stars Reviewed October 16, 2014
    My husband and I celebrated our 10 year wedding anniversary this past summer. We decided to take a special vacation to Cortona! I have been to Italy in the past and stayed in...
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    $340
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    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Housekeeping...
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona in beautiful Tuscany. Within a few minutes drive or a leisurely stroll into the City of Cortona and coupled with expansive views over the valley to the distance shores of Lake Trasimeno,... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed September 2, 2014
    I have stayed at Villa Rosa on many occasions at different times of the year and have enjoyed it each time. The house is immaculately presented and in wonderful gardens with...
    5 of 5 stars Reviewed May 19, 2014
    A holiday Villa that has to go on the repeat list. Private pool, tranquil setting yet an easy walk to vibrant Cortona. The best of both worlds. Bliss. The garden is well laid...
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    $138
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    1 / 11
    4.5 of 5 stars (2) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Grill
    • Housekeeping...
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • 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. Here surrounded by olive groves and woodland of oaks and chestnuts, you will find the agriturismo... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    4 of 5 stars Reviewed October 5, 2014
    Wonderful rental and beautiful views. Franco was a great help with directions and suggestions. We were a little surprised at the location......way up in the mountains. Had a great...
    5 of 5 stars Reviewed August 8, 2014
    We had a wonderful time. The property is looked after so well. The swimming pool is great and all the accommodation is spacious and well equipped. Franco is so welcoming and the...
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    $140
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    1 / 19
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Villa Edera is a beautiful detached villa nestled in the green hills that surround the splendid Etruscan town of Cortona, and is inserted within a large property that has three other villas, all independent, all with private pools. Villa Edera is ideal for those who want to spend a holiday in the... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    From
    $1,537
    / Night
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    1 / 121
    5 of 5 stars (57) Excellent
    13 Bedrooms / 11 Bathrooms / Sleeps 30
    Overview Reviews (57) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Fireplace
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Our luxury suites hotel can accommodate 9 suites, some for couples and some for families, if you are a group you can have the entire farmhouse for yourself. Price range from euro 70 a night for a couple in studio suite,(in low season), to euro 236 a night for a family in the biggest suite (in high... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed October 4, 2013
    My husband and I spent 3 nights in Suite 5. The suite is as shown in the pictures..We found the property very quiet ..The suite was well equipped for cooking. The location ideal...
    5 of 5 stars Reviewed November 4, 2012
    Everything was absolutely perfect! we were welcomed by our owners with a great professionalism! the villa was perfect and our owners were not only charming but they helped us with...
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    $900
    / Week
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    4.5 of 5 stars (2) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    traveler have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The sitting room has an old open fireplace and impressive, ancient wooden beams. Two comfy sofas are a nice modern addition! The dining room is authentic Italian 1950s decor under more seriously ancient ceiling beams. The atmosphere at San Silvestro is one of homely country simplicity. There's an... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed September 5, 2014
    We have had a wonderful time at San Silvestro. The villa is a beautiful farmhouse set in a vineyard and a place of tranquility. On our arrival we were greeted with fresh flowers...
    4 of 5 stars Reviewed September 1, 2013
    The owners were welcoming and friendly and couldn't have been more helpful to us. The location was great for seeing the sights with fast trains to Florence and Rome from the...
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    $340
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    5 of 5 stars (8) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Housekeeping...
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona in beautiful Tuscany. Within a few minutes drive or a leisurely stroll into the City of Cortona and coupled with expansive views over the valley to the distance shores of Lake Trasimeno,... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed October 19, 2014
    We had a relaxing and fabulous holiday staying at this villa. It is perched on a hillside with the most beautiful views of the valley and Lake Trasimeno day and night when the...
    5 of 5 stars Reviewed August 17, 2014
    Perfect villa for a family holiday Excellent air con available in all the rooms Good wifi access Close to Cortona by car 10 min
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    $991
    / Week
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    1 / 12
    5 of 5 stars (2) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    • Dishwasher
    • Fireplace
    • Grill
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Dardano is a deceptively large house, full of atmosphere. It is a simple country home, basic even, but with an elemental charm. You drive up to the house with its ancient stone well and to one side there's a little vine-covered area for shady outdoor eating. The garden is a neatly mown meadow with... View all property information
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    Location Information
    Cortona, Province of Arezzo
    5 of 5 stars Reviewed October 14, 2013
    The pictures do not do Dardano justice. Thoroughly enjoyed our stay, Carla and Paolo amazing hosts . Great spot to explore Siena and Umbria. Fantastic local food market 2 minutes...
    5 of 5 stars Reviewed August 20, 2012
    We stayed at Dardano in July of 2012 and enjoyed a wonderful vacation!. Dardano is beautiful, and very comfortable for an extended family (there were 7 of us). It was a warm...
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    $205
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    1 / 35
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Villa Verdi Colline is located in wonderful panoramic position, with stunning view on the Trasimeno Lake and the Valdichiana. This modern independent villa of 150 sqm is surrounded by a wide private and equipped garden and swimming pool at guests' exclusive disposal. It is situated few kms far from... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    From
    $88
    / Night
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    1 / 14
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    • Washer
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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 APARTMENT' A two person apartment,... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    From
    $771
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    1 / 57
    5 of 5 stars (17) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (17) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Charming small villa near Cortona, set in large gardens and olive grove with views of the surrounding hills. A/C and Wi-Fi throughout. Very comfortable and really fully equipped. Mint condition. Lovely Garden setting with dining patio ovelooking really beautiful gardens. Stunning countryside.... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    5 of 5 stars Reviewed November 16, 2014
    My husband and I stayed at La Colonica for 2 weeks, starting in late September 2014. We have traveled in Italy often since 2000, and would put this beautiful cottage home/gardens...
    5 of 5 stars Reviewed April 21, 2013
    Staying at La Colonica was the best decision that we made in the three weeks of traveling that we did in Tuscany and Umbria. The cottage that David and Casare rent was perfect for...
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    $463
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    1 / 22
    12 Bedrooms / 8 Bathrooms / Sleeps 24
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Grill
    • Housekeeping...
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    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. Here surrounded by olive groves and woodland of oaks and chestnuts, you will find the agriturismo... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    From
    $88
    / Night
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    1 / 18
    1 Bedroom / 2 Bathrooms / Sleeps 2
    travelers have booked this property
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    Amenities & Details
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Quintani Sole - central apartment Apartment for 2 person and 1/2, compose by one bedroom + lounge with kitchen + 2 bathroom. WIFI, TV led, microwave, washing machine, toaster, kettle. Central position, near public parking and restaurants. Only 3 minute from main square and grocery. We are near the... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo
    From
    $315
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    1 / 34
    7 Bedrooms / 6 Bathrooms / Sleeps 13
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    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... View all property information
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    Location Information
    52044, Cortona, Province of Arezzo