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Cortona Smoking Friendly Vacation Rentals

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    Travelers to Cortona are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    123 Matching Rentals in CortonaView all 817 rentals
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    Typical house with lovely view and swimmingpool1 / 23
    (3)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Cottage Roccaio Cortona1 / 27
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Agriturismo Henni pool sauna jacuzzi panoramicview1 / 34
    (5)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 15 Quick View
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    Tuscany, Cortona - Gorgeous Private Home|Pool|Walk to Cortona|WiFi|Magical1 / 71
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Wi-Fi
    • Grill
    • Mountain Views
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 10, 2017
    Wow! We were very impressed with finding this gem in Cortona. The views are spectacular from this property only drawback is that we were only there for a few days and were out...
    Reviewed March 29, 2017
    The remodelled historic house is the perfect spot to relax and unwind. Open plan living areas with an amazing outlook over the Tuscan countryside. The close proximity to town...
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    About this property
    A dream home just for you. We created our home in Cortona with all the essential mod cons. Music, kitchen, comfy beds, and of course with the essential pool and (Free) Wi-Fi. Villa Rosa is nestled into the Cortona (Tuscan) hillside with only a few minutes drive to the historic hill top town or...
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    52044, Cortona, Province of Arezzo
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Il Villino di Cortona (Relaxing home, exclusive pool, in the Tuscany heart).1 / 24
    (55)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 30, 2018
    Now that we have returned home from our 14 day vacation in Italy, I am pleased to sit and write this review above all others. Our time (5 nights) at Il Villino Di Cortona was...
    Reviewed June 24, 2017
    This was our second stay at Il Villino di Cortona and we had a wonderful time once again! The villa is rustically comfortable and the little touches made by Michele (the owner...
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    52044, Cortona, Province of Arezzo
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Set in the majestic Tuscan hills, six bedroom farmhouse with outdoor pool, private garden and gorgeous views1 / 46
    (16)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 3, 2015
    I Mandorli is the quintessential Tuscany experience. Rooms are simple and well appointed, one find all he needs in the kitchen, wi fi works well (does not happen all the...
    Reviewed July 23, 2013
    Beautiful location in a silent area with outstanding view. The house and garden is comfortable and well maintained. Well equipped with different amenities and equipment making...
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    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. From the...
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    52044, Cortona, Province of Arezzo
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 10
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    Typical house with private pool and stunning view1 / 22
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 15, 2016
    Really friendly and relaxed host. A large beautifully presented property in a stunning rural location. We enjoyed the swimming pool, pizza oven and huge BBQ. Very comfortable...
    Reviewed August 4, 2016
    We had the pleasure of staying here. Family of 5, teenage boys and 2 sets of grandparents... Wonderful views, the owner and caretaker were friendly and responsive. Paradise...
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    About this property
    Rasina House is situated in a stunning position at 500m of altitude over the Tuscan hills of Cortona, which give the house a fantastic and unique panoramic view. Rasina house is an ancient rural house that has been recently restored strictly using traditional materials, in accordance with the...
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    Location Information
    52040, Cortona, Province of Arezzo
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    ANTICO PALLAIO1 / 31
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Sauna
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 15, 2015
    The photos on Trip Advisor DO NOT give this place justice. Things got off to a great start with the warm and friendly welcome from Sergio and his family.Fabulous / extensive...
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    About this property
    tipical old house, swimming pool, wifi, tv satelite,bbq, volley ball field, pétanque field, mini tennis field. beatiful wiew over the chiana valley. all the old charme of tuscany. 4bedroom, 4 bathroom Located in the village of Ossaia ( 3 km from Cortona), the property can be used for different...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 11
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    Tuscan holiday farmhouse villa features stunning grounds and pool, sleeps 41 / 23
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Shared Yard
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 4, 2017
    We were so impressed with the beauty and charm of this little farmhouse. The view was incredible, the grounds gorgeous and the hosts just wonderful! We would stay here again in...
    Reviewed August 7, 2016
    Stunning service and personal treatment .the facility was up to dat and well orgnized .great view and area good for hiking location between all the great cities of tuscny...
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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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Balcony
    • Central Heating
    • Patio
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa La Rugantina, a typical Tuscan stone farmhouse finely restored, lies in the open countryside surrounded by wheat and sunflowers fields. The property boasts extended gardens and 6 large bedrooms: 5 doubles and a family room that sleeps 4. The whole house then can comfortably accommodate up...
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    Location Information
    52044, Creti, Cortona
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Private Yard
    • Sauna
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    tipical old house, swimming pool, wifi, tv satelite,bbq, volley ball field, pétanque field, mini tennis field. beatiful wiew over the chiana valley. all the old charme of tuscany. 4bedroom, 4 bathroom Located in the village of Ossaia ( 3 km from Cortona), the property can be used for different...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    Villa Poggio1 / 35
    (2)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Mountain Views
    • Washer
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 21, 2018
    Villa Poggia is amazing! Andrea could not have been nicer or more accommodating! This villa is perfectly located between Camucia and Cortona- so easy to access. The...
    Reviewed July 23, 2017
    Ever since seeing 'Under the Tuscan Sun, I've dreamt of visiting Tuscany with family and friends and staying in a villa. This was the first time I've rented a vacation home...
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    About this property
    General Description This luxury villa, surrounded by a gorgeous and impressive garden, has been recently restored with great care of details and with respect to Tuscan tradition. What a great location! The villa is ideally located close to village and services offering at the same time absolute...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    Charming top floor Historic Cortona1 / 43
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Private Yard
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 2, 2017
    Myself and 3 other ladies came to Italy to celebrate two birthdays. We stayed at Paulo and Daniella's charming villa in Cortona; it was beautiful!The bedrooms were spacious with...
    Reviewed July 31, 2017
    The accommodations were outstanding. And Daniela and Pablo were a pleasure to deal with. They provided excellent recommendations for places to visit and restaurants. Truly...
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    About this property
    Three double rooms each with private bathrooms and showers, dining room, kitchen. In the garden a cabin with a wood oven, barbecue, table and chairs and deckchairs. From june 15 to august 31 the price per night includes air conditioning. In the kitchen ceiling fan. The spacious apartment 'La...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Casa per vacanze-Casa le Celle-1 / 26
    (3)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Balcony
    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 22, 2016
    Beautiful house,lovely location,very peaceful.great hosts,very helpful.Mauro very obliging when we had car trouble,would highly recommend you visit for not only the house and...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • Central Heating
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Ginestra is the ideal place for nature lovers and those who want to relax. The villa is located on the hills surrounding the beautiful Etruscan town of Cortona, one of the most beautiful hamlets in Italy and famous throughout for its beauty and quality of life. The villa is elegant and...
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    Location Information
    52044, Teverina, Cortona
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cottage Luigina Cortona1 / 41
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tuscan Dream Home in Cortona: Pool, WIFI, Magical1 / 53
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • DVD Player
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 19, 2017
    I have been renting homes (holiday villas, houses, apartments, etc) in Italy, Spain, and Greece for over 25 years; sometimes 2-3x/year. I have never experienced a so enjoyable...
    Reviewed November 2, 2016
    A return visit to this perfect location. The villa has everything you need for a relaxing stay. Quiet with beautiful views of the country with Cortona just down the road...
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    About this property
    A dream home just for you - with all the essential mod cons. Pool, lawn, easy indoor/outdoor living, fully equipped kitchen, comfy beds, and essential (free) Wi-Fi. Villa Rosa is nestled into the hillside and within walking distance to Cortona. Couples love it, families love it. A two...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Il Cipresso apt in CASA CONTEA view swimming pool1 / 24
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Yard
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Have stayed here on three occasions - it's a superb setting. Be warned it's a steep old drive up to the house(s) but it's worth it for the view, privacy, pool and the place...
    Reviewed August 14, 2016
    We stayed there with another couple and had the downstairs apartment with two bedrooms and bathrooms either side of the apartment and then a living area and kitchen in between...
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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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casa Contea apt La Quercia with views and pool1 / 23
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Parking
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 2, 2018
    We really fell for this place when we were exploring Tuscany vacation rentals via Tripadvisor and it was everything we hoped for and more! The view was amazing and the house and...
    Reviewed July 24, 2017
    Valentina and Ivano were very kind, offering everything we needed including their lovely olive oil. We enjoyed alfresco dinners with incredible sunset views, swimming daily in...
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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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Fantastic 5 bedroom Tuscan farmhouse with panoramic views and swimming pool1 / 30
    (8)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A splendid country residence immersed in the green hills of Val di Chiana, a few kilometers from Montepulciano and from Cortona. The brick house, built at the end of the 17th century, was constructed on the antique ruins of a brickyard and the traces of the centuries are still evident. Set into the...
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    Location Information
    53045, Pietraia, Cortona
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A splendid country residence immersed in the green hills of Val di Chiana, a few kilometers from Montepulciano and from Cortona. The brick house, built at the end of the 17th century, was constructed on the antique ruins of a brickyard and the traces of the centuries are still evident. Set into the...
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    Location Information
    53045, Pietraia, Cortona
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A splendid country residence immersed in the green hills of Val di Chiana, a few kilometers from Montepulciano and from Cortona. The brick house, built at the end of the 17th century, was constructed on the antique ruins of a brickyard and the traces of the centuries are still evident. Set into the...
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    Location Information
    53045, Pietraia, Cortona
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Terrace
    • Wi-Fi
    • Central Heating
    • Grill
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    At only 1 km from the historic centre of Cortona, a charming town of Etruscan origin, in the heart of the Tuscan countryside, lies Villa I Cocciai composed of 3 apartments rented as a whole for an unforgettable holiday in this beautiful region. The accommodation is ideal for family reunions or a...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 its rustic appearance Casa Melody speaks about the simplicity of the old times life, yet with all the modern...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 6 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villa develops on three levels. On the ground floor there are 2 living rooms, both with fireplace, sofa bed and TV, a dining room, a fully equipped kitchen, a shower room, a toilet, a laundry room, with iron board and washing machine, and a cellar. On the first and second floor, there are the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 9
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    6 Bedrooms, 7 Bathrooms, Sleeps 13 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful 17th century Tuscan farmhouse has been painstakingly restored and turned into a warm and welcoming country house that can accommodate up to 13 people. The villa develops on three levels. On the ground floor there are 2 living rooms, both with fireplace, sofa bed and TV, a dining...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 13
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    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surrounded by the gentle hills which frame the medieval town of Cortona, Villa Eugenio will assure you a peaceful vacation in the heart of Tuscany. This beautiful 17th century Tuscan farmhouse has been painstakingly restored and turned into a warm and welcoming country house that can accommodate up...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 7
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    8 Bedrooms, 7 Bathrooms, Sleeps 15 Quick View
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    • Private Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Thanks to the careful restoration works, the charm of this typical Tuscan farmhouse, with its wooden beams and terracotta floors, has been preserved. A big gate leads into a spacious living room. Here, in the heart of the house, the wooden beams, the original fireplace, the typical Tuscan...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 15
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Grill
    • Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A splendid country residence immersed in the green hills of Val di Chiana, a few kilometers from Montepulciano and from Cortona. The brick house, built at the end of the 17th century, was constructed on the antique ruins of a brickyard and the traces of the centuries are still evident. Set into the...
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    Location Information
    53045, Pietraia, Cortona
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tuscany family villa with huge private pool. Villa Grazia,. A really charming farmhouse villa in Tuscany., it provides a perfect setting for a family or friends holiday. There are four bedrooms, three large double bedrooms and a fourth which is loft style and possible better for children. Each of...
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    Location Information
    52043, Montecchio, Cortona
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A splendid country residence immersed in the green hills of Val di Chiana, a few kilometers from Montepulciano and from Cortona. The brick house, built at the end of the 17th century, was constructed on the antique ruins of a brickyard and the traces of the centuries are still evident. Set into the...
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    Location Information
    53045, Pietraia, Cortona
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    villa ai cedri1 / 35
    (30)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Mountain Views
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 22, 2018
    We thoroughly enjoyed the Villa ai Cedri in Cortona, Italy. It had incredible views and the property itself was beautiful! We had everything we needed and the home was very...
    Reviewed October 21, 2018
    We had a fantastic time in this villa! The scenery was breathtaking, the villa well cared for and the hosts very gracious. Nestled in beautiful countryside with olive orchards...
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    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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A splendid country residence immersed in the green hills of Val di Chiana, a few kilometers from Montepulciano and from Cortona. The brick house, built at the end of the 17th century, was constructed on the antique ruins of a brickyard and the traces of the centuries are still evident. Set into the...
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    Location Information
    53045, Pietraia, Cortona
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Borgo di Vagli1 / 14
    (9)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Shared Yard
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 15, 2018
    A fabulous restored village . Simply beautiful . Food is amazing and service excellent . Close to pretty much anything as long as you have a rental car . 20 minutes to Cortona...
    Reviewed November 21, 2017
    Secluded, yet modern. So friendly! Just a great way to experience Italy at its finest. This is not a city hotel, this is living in the Italian countryside, exploring small towns...
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    About this property
    Located in the heart of the Tuscan countryside, Borgo di Vagli is a quaint, meticulously restored 14th century Hamlet surrounded by a protected area of olive groves, fruit trees and ancient oaks. From the terraces, you can enjoy panoramic views of the breathtaking Tuscan hills, including a...
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    Location Information
    52040, Cortona, Province of Arezzo
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A splendid country residence immersed in the green hills of Val di Chiana, a few kilometers from Montepulciano and from Cortona. The brick house, built at the end of the 17th century, was constructed on the antique ruins of a brickyard and the traces of the centuries are still evident. Set into the...
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    Location Information
    53045, Pietraia, Cortona
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A splendid country residence immersed in the green hills of Val di Chiana, a few kilometers from Montepulciano and from Cortona. The brick house, built at the end of the 17th century, was constructed on the antique ruins of a brickyard and the traces of the centuries are still evident. Set into the...
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    Location Information
    53045, Pietraia, Cortona
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Balcony
    • Air Conditioning
    • Terrace
    • Grill
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Case Sant'Anna 18 Posti1 / 36
    (1)Excellent
    9 Bedrooms, 8 Bathrooms, Sleeps 18 Quick View
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    • Housekeeping Included
    • Sauna
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 22, 2018
    This house is great. We were a group of 3 families which were easily housed with lots of space. Plenty of rooms and bathrooms for bigger groups. Everything promised by the...
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    Location Information
    52044, Pietraia, Cortona
    Rental Home - 9 Bedrooms, 8 Bathrooms, Sleeps 18
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    Agriturismo da Tonino1 / 24
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52044, Mercatale, Cortona
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Il Cipresso apt in farmhouse Casa Contea with pool1 / 24
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 7, 2016
    we went for 6 days with our extended familiy all tougheter 11 persons include 4 children 2-5 years old .it was emazing the villa was well orgenized clean and the host was very...
    Reviewed June 9, 2016
    This is a lovely location in terms of views and peace and quiet, although if you had a noisy family upstairs, it might not be so blissful. We were lucky to have the whole...
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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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tuscan villa near Cortona with gorgeous views, swimming pool, private garden1 / 41
    (14)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Washer
    • Grill
    • Wi-Fi
    • Balcony
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 3, 2018
    The spacious villa secluded in a well kept garden with olive grove and small vineyard is radiating with serenity . Located in the superbly calm village of Montanare ten...
    Reviewed January 30, 2017
    I stayed at this beautiful house in Montanare (near Cortona) with my girlfriend and friends, and we had the most amazing holiday ever. The house is authentic, very spacious...
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    About this property
    This charming Tuscan Farmhouse is set in a lovely, unspoilt region near the Etruscan hill town of Cortona, amongst olive groves and sunflower fields. Casa Al Campo has 2 acres of unfenced land including its own private vineyard, two terraces and plenty of shaded seating areas and a 12m x 6m...
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    Location Information
    52040, Cortona, Province of Arezzo
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    Mulino a Vento1 / 27
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Grill
    • Balcony
    • Cable/satellite TV
    • Washer
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 24, 2018
    Easily the best view and location in Cortona,and hands down the best vacation we've ever had.I left a CD of music that I fell in love with herejust because I need an excuse...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Grill
    • Private Outdoor Pool (Unheated)
    • Parking
    • Outdoor Dining Area
    • Terrace
    • Central Heating
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Agriturismo Poggio del Fabbro1 / 19
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    • Grill
    • Private Yard
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    L'agriturismo Poggio del Fabbro è situato in località San Pietro a Dame, frazione del comune di Cortona nella montagna cortonese, a 20km dalla città, in una posizione tranquilla e isolata tra le verdi montagne ad un'altezza di 700m slm al confine tra Toscana e Umbria. Si trova al centro di...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Casina via Iannelli1 / 22
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casina via Iannelli è una piccola abitazione medioevale (quattordicesimo secolo) dotata di tutti i confort moderni.Si trova nel centro storico di Cortona in una delle strade più caratteristiche della città che si presenta ancora pressoché immutata dal medioevo. Il vicolo è sicuramente uno dei più...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Casa del Loggiato1 / 7
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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