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Cortona Holiday Homes

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    Travellers to Cortona are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 866 Rentals in Cortona
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    Villa Magnolia1 / 66
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Alle Pietre1 / 32
    (39)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Appartamento Luna1 / 31
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Villa Borgo delle Spighe- A nice country estate set in a wonderful scenario1 / 35
    (4)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 19 Quick View
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    • Private Outdoor Pool (Heated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2017
    The whole picture of the house and landscape was perhaps best. We the family - parents, grandparents and children enjoyed this entirety. The pool - little extra fee for heating...
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    About this property
    Located at the foot of Cortona, Borgo delle Spighe lays in the heart of Valdichiana, one of the most evocative scenery in Tuscany. This large red-brick farmhouse, typical of the rural tradition of these valleys, has been completely remodeled and now it can easily accommodate groups up to 14...
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    52044, Cignano, Cortona
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 19
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    La Mimosa at La Lombarda1 / 46
    (11)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Parking
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We were looking for a romantic getaway in a part of Tuscany we hadn't yet explored. Not only did we find that, but we became friends with our hosts who couldn't have been nicer...
    Reviewed 10 September 2018
    Absolutely amazing stay at la mimosa. Couldn’t have asked for better hosts than Nina and peter, they were extremely welcoming and very knowledgable about the area. Apartment is...
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    About this property
    La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes is a delightful and atmospheric...
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    52040, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Il Villino di Cortona (private property, private pool, wi-fi, air conditioning)1 / 23
    (54)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 31 March 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 25 June 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Il Bocciolo at La Lombarda1 / 57
    (11)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Parking
    • Washer
    • Balcony
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2018
    We had a brilliant holiday at Il Bocciolo and enjoyed everything Tuscany had to offer. Nina and Peter were excellent hosts who were attentive prior to and during our stay...
    Reviewed 5 October 2017
    This was the first time we have stayed away from a city and absolutely loved our experience. Peter and Nina were fabulous hosts and La Lombarda is beautiful. The apartment was...
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    About this property
    La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes is a delightful and atmospheric...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Cottage Roccaio Cortona1 / 27
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 September 2018
    We came in a heat wave and enjoyed having the pool. We were able to do day trips all around Tuscany. We met the owner in town and traveled along to a dirt road up to the cottage...
    Reviewed 2 September 2018
    Peaceful location overlooking the tuscan countyside. Extremely clean and comfortable 3 bedrooms with extra cots if necessary. Big spacious bathrooms with good quality fixtures...
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    Location Information
    52043, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Villa Della Valle1 / 33
    (1)Average
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Della Valle is a charming villa in stone, in true Tuscan style, situated in an elevated position (500 m asl) on the high hills of Cortona, on the border between Tuscany and Umbria. At Villa Della Valle you will experience a holiday in close contact with nature, giving you a break from the...
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    Location Information
    52044, Teverina, Cortona
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Casa Zeni - Berrettini1 / 19
    (6)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2017
    We usually back to Casa Zeni to spent our holidays . Charming, clean and beautiful hotel. The gentleness of the owners and the centric place in Toscana always help our holidays...
    Reviewed 11 April 2017
    Amazing greeting out of hours and great coms prior.We were delayed with a collision but this did not cause a problem at all.What an amazing quality conversion.I wish we had...
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    About this property
    In the heart of the old town of Cortona, a step away from all services and beauties of this hill town, but at the same time in a peaceful and quiet place, you will be immersed in an elegant and charming atmosphere, tastefully set and equipped with all amenities: Appartamento Berrettini. The...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Il Nido a contemporary countrychic Villa with pool1 / 52
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Secure Parking
    • Wi-Fi
    • Balcony
    • Grill
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2016
    A gorgeous property with stunning views, gorgeous pool and garden and lovely interior. Perfect for exploring Tuscany- easy to get to from Perugia airport. Highly recommend.
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    About this property
    Nestled in the colourful Tuscan countryside, just 8km away from the old town of Cortona, Il Nido is a lovely small villa recently restored and finely appointed with a contemporary country-chic style. The skillful ability in matching the soft tones and the tasteful recall to the Arte Povera, give...
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    Location Information
    52042, Montecchio, Cortona
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa Zeni - Signorelli1 / 30
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 May 2017
    We stayed for 3 nights to allow us time in Cortona before moving on through Tuscany, the apartment was all that we expected and more. The pictures do show what's on offer but...
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    About this property
    Casa Zeni Signorelli is a little gem located in the heart of the ancient Etruscan town of Cortona, a short walk from all the services and the beauty of the town but at the same time in a peaceful and quiet place. You will be immersed in an elegant and charming atmosphere, in a tasteful environment...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tuscan Dream|Private|Pool|Walk to Cortona|FreeWiFi1 / 57
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Wi-Fi
    • Grill
    • Mountain Views
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 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 30 March 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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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Parking
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 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 24 July 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa del Cardinale, elegant property lose in the1 / 60
    (3)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set in one of the most suggestive corners of Tuscany and at walking distance from a nice country village you find the beautiful estate Villa del Cardinale. The skilful renovation of an old farmhouse and the accurate care of the wide outer spaces, make it an ideal place where to spend your holidays:...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Tuscan villa with private pool and garden and breathtaking countryside views1 / 20
    (10)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2018
    We saw the pictures and read the reviews so we were excited to go. This feeling was surpassed when we drove up to the property, absolutely amazing. Lots of space and privacy and...
    Reviewed 11 July 2018
    Lovely villa with a separate cottage - easily sleeps 9 but I'm sure can accommodate even more if necessary. Views from the villa and the pool area are stunning, although this...
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    About this property
    Casaccia is a beautiful medieval house on a hilltop with a large private pool and gardens offering incredible views. Fully refurbished, the villa offers 4 large bedrooms (sleeping up to 10), and three bathrooms, including a delightful cottage in the garden with its own bedroom, living space and...
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    Location Information
    06018, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Eleonora will give you a unique stay in a location characterized by quiet and privacy and incomparable views over the beautiful city of Cortona, whose views will accompany you while relaxing in the garden, enjoying the air of the Tuscan countryside in the morning or when you lean out the...
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    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Villa Conca D'oro1 / 41
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2018
    This was the perfect week in Tuscany. A beautiful farmhouse renovated to ensure complete comfort. Nice bedrooms, bathrooms, a well stocked kitchen, and comfortable living room...
    Reviewed 5 June 2018
    The location is both remote yet so close to Cortona and the other wonderful hill top towns of Tuscany. It was so easy to visit Assisi, Arezzo, Perugia, Siena and other...
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    About this property
    Superb independent property perfectly nestled among the rolling hills surrounding the ancient Etruscan town of Cortona, Villa Conca D'oro is the ideal place to spend a holiday in the spirit of of nature, beauty and relaxation. Only 5 km from the historic center of Cortona and 1.5 km from the small...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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 Garden
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 August 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 1 August 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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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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 4 June 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 23 July 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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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 10
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    P.B MOSS  HOUSE1 / 10
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Washer
    • Central Heating
    • Parking
    • Porch
    • Mountain Views
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    Had a fabulous stay in Cortona .The apartment was very comfortable, well equipped, private and convenient .With stunning views from the outdoor area which was perfect for...
    Reviewed 24 September 2015
    This apartment was charming, clean, very comfortable, and really like a second home. The owner lives upstairs and with his perfect English helped us to immediately orient...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Due to its scenic location Villa Oleandro offers an unrivaled view over the town of Cortona and the whole Valdichiana. The villa has been carefully restored by the owners who have managed to keep the uniqueness of this beautiful stone farmhouse alive, which, with its rustic Tuscan style, will make...
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    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    CASA di ADRIENNE, apartamento para 4 personas, precioso jardin privado1 / 38
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2018
    The two of us rented Casa Adrienne and enjoyed it immensely! Roberto was the perfect host as he picked my friend and myself up from train station, brought us to car rental in...
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    About this property
    Set in the heart of the Tuscan countryside, at the foot of Cortona, apartment Casa di Adrienne is part of the main farmhouse in a lovely residential complex. Guests have at their disposal large outer spaces, the swimming pool with the adjacent BBQ area and the covered parking lots. In addition,...
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    Location Information
    52044, Montecchio, Cortona
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    CHARMING COTTAGE NEAR CORTONA, GARDEN, DINING PATIO, OLIVE GROVE, AC,WiFI1 / 57
    (23)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Mountain Views
    • Housekeeping Included
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2018
    We so enjoyed our week here in 2016, it was always somewhere we had to return to. We managed it this year and our stay more than lived up to expectations. It is a truly charming...
    Reviewed 8 November 2017
    This beautiful and spotlessly clean cottage was perfect for 4 people. David was most helpful and had lots of information to share with us. It is in a charming village called...
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    About this property
    Charming small villa in pretty medieval village about 25 minutes from Cortona. The house is 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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Casa del Balestriere In Centro Storico1 / 13
    (9)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Parking
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2018
    The apartment is very spacious, quiet, comfortable, clean, and, as others have pointed out, recently and very nicely renovated. The price for the apartment is extremely...
    Reviewed 28 January 2017
    I spent four weeks at Luca's rental in May and June last year. It was perfect. It was close enough to town to be able to easily walk to every restaurant, the grocery store...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Casa Di Amici1 / 57
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Sauna
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the heart of the Tuscan countryside, the apartment Casa di Amici sits in the main house of a lovely residential complex. Guests can enjoy vast outdoor expanses, a swimming pool adjacent to a barbecue area and sheltered parking. Every apartment also has a neat, private little garden. Casa di...
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    Location Information
    52044, Montecchio, Cortona
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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 Garden
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 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 7 August 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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Newly renovated Villa in Tuscany, spacious suites, Salty pool, outstanding views1 / 31
    (43)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Just came back with my family from spending a week in Cortona at Borgo Valecchie Villa. The 4 bedroom 5 bath Villa was perfect for our size which was 7 people. The Villa was...
    Reviewed 12 June 2018
    Our holiday at Borge Valecchie far exceeded expectations. The villa is beautifully presented immaculately clean and well appointed. The garden and pool area was stunning...
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    About this property
    Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holiday accommodation, immersed...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Cortona villa in beautiful Tuscan countryside1 / 12
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Wi-Fi
    • Parking
    • Grill
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2017
    Our time is coming to an end at the wonderful San Silvestro!Cortona and Camucia has provided an excellent base in order to explore the surrounding Tuscan and Umbrian...
    Reviewed 5 September 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...
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    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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Casa dell'Ermanna1 / 53
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Balcony
    • Wi-Fi
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 January 2016
    This well-located apartment in the center of Cortona offers Old World charm with modern comfort and convenience. The interior is imaginatively and artistically decorated. Of...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Views Views Views!  Incredible Property. Incredible Price.1 / 14
    (14)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Mountain Views
    • Parking
    • Cable/satellite TV
    • Washer
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 June 2018
    Easy to find this apartment, nearby the Duomo Place. We arrived by car, so parking outside was free and easy access to the apartment on foot.Well equipped, renovated, great...
    Reviewed 6 October 2017
    What a wonderful location in the heart of Cortona. This apartment had everything we needed - comfort, clean, and beautiful! We couldn't have enjoyed the location any more...
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    About this property
    The Perfect Tuscany VacationThis beautiful penthouse apartment of approximately 55 m2 (600 sq.ft.) has classic Italian beamed ceilings, a wood burning fireplace for cozy winter nights, and unforgettable Tuscan views that everyone dreams of. The completely renovated and decorated separate living...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Charming 2 bedroom apartment in restored Tuscan farmhouse with pool located in historic Cortona1 / 60
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Patio
    • Washer
    • Grill
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2017
    La Lombarda is an ideal spot for total peace, tranquillity and relaxation; it is exactly as described.With just 3 rented out guest accommodations and another for hosts Nina and...
    Reviewed 3 December 2014
    Nina and Peter were great. We went to see how olives are pressed and made into oil and it was a good learning experience.
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    About this property
    La Lombarda is our charmingly restored traditional 18th century Tuscan farmhouse in the comune of Cortona. La Stufa is a charming two bedroom apartment with wood-beamed ceilings and terracotta floors. There is a comfortable sofa and two armchairs in the lounge, TV, DVD, books, games and videos for...
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    Location Information
    52040, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    CASA MIA A CORTONA  a real tuscan emotion in the heart of the town1 / 44
    (34)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2018
    We stayed 5 days at Casa Mia a Cortona and really enjoyed it. After a hair raising journey through the winding Chianti hills .... getting used to driving a stick shift ... we...
    Reviewed 29 December 2017
    If you want to close your front door, and walk out into your wonderful neighborhood feeling like you live in Cortona, this is the place for you! Your grocery market is around...
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    About this property
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2018
    We are on our final night here and just don't want to leave. None of the photos do justice to the area, or the property. The problem is that every view of and from the property...
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    About this property
    Old Farmhouse 'Agriturismo Henni' of 1800th totally renovated with antiseismic criteria in 2016, with swimming pool 6mt x 12mt, hydromassage and sauna with panoramic view. The building is situated upper the hill, around the house there is and olive grove, vineyard and wood. The ideal place for...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 15
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    Perfect Stay at Incredible Prices1 / 20
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Central Heating
    • DVD Player
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 March 2017
    We stayed at Marcello apartment over Christmas and New Years and fell in love with Cortona and Casa di Amici! We had the best sleeps in years, and the apartment was very nice...
    Reviewed 25 May 2016
    We had the fortunate opportunity to choose this lovely apartment for our three month stay in Tuscany. We felt very much at home in the apartment since it was well equipped for...
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    About this property
    Two bedroom spacious apartmentTaking up the full second floor, you will find the Marcello at Casa di Amici. The largest of the apartments, the Marcello is approximately 65 m2 (700 sq. ft.), and is the perfect apartment for couples or families that like a little more room and that need to...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Garibaldi, splendid apt in the centre Cortona1 / 37
    (2)Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Terrace
    • Washer
    • Balcony
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2017
    Apartment is located at one end of the main Via Nationale right in the very centre of Cortona. This give you access to all of the superb restaurants, wine bars and cafes on...
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    About this property
    Garibaldi is a finely furnished and welcoming apartment, located on the first floor of a historic building having the same name of the Piazza that leads into the promenade in the centre of Cortona. The architecture of each area is enhanced by the choice of tones and furniture. The apartment offers...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Cortona walking distance villa1 / 16
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2018
    If you are looking for a villa that is under 10 minute walk from the beautiful hilltop town of Cortona, look no further. The villa is well equipped, the garden and pool perfect...
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    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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Casa vacanze CASA BIAGIOTTI1 / 24
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Loriano and Roberta were so personable and generous with the welcoming gifts left for us. Greeted with smiles and a freshly baked cake, as well as some essentials for making...
    Reviewed 13 September 2017
    From the very start, we were made to feel most welcome by the warmth and generosity of the lovely owners, Loriano and Roberta. Nothing was too much trouble for them and they...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cortona, Tuscan Retreat, Serene, WiFi, Pool, Bliss1 / 50
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Mountain Views
    • Balcony
    • Washer
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    I cannot tell you how often I close my eyes and wish I was back 'Under the Tuscan Sun' in Cortona.As we drove down the Cyprus lined lane and pulled into Villa Rosa, all our...
    Reviewed 17 April 2017
    The house at Cortona is so beautiful, well appointed and welcoming, we felt we'd become part of the wonderful Tuscan landscape and way of life.
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    About this property
    Your holiday to Tuscany is special. You want a home that will provide you with the essential pool and of course the internet. You want to be close to the amenities but far enough away for privacy, seclusion and relaxation. We would love to welcome you to Villa Rosa which has all these features...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Under the Tuscan Sun1 / 33
    (28)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • DVD Player
    • Balcony
    • Mountain Views
    • Central Heating
    • Terrace
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 October 2016
    We stayed 5 nights in this lovely apartment and it was the highlight of our 20 day trip through Italy. The apartment has everything one needs - it is clean, nicely decorated...
    Reviewed 22 July 2016
    We just drove down from Cortona to Rome after spending two weeks in this apartment. Put simply, this apartment is wonderful. The view from the living room is as advertised...
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    About this property
    This charming apartment, made of stones, consists of bedroom with queen size bed and a big wardrobe/closet, living room with a convertible sofa-bed and a breath taking view of the Val di Chiana Valley, full kitchen with dish washer, breakfast table and the same beautiful view as the living room....
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Il Giardino di Silvana1 / 30
    (1)Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Mountain Views
    • Grill
    • Private Garden
    • Air Conditioning
    • Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2018
    A 20-minute walk to Cortona Old Town (up hill).Great location to tour from if you have transport.Spacious and comfortable accommodation split between four bedrooms / two...
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    About this property
    Il Giardino di Silvana is a typical Tuscan stone house located on an evocative hilly position, a few steps away from the prestigious Santa Maria Nuova church and walk to town. The property preserves its rustic style with cotto flooring, wood beamed ceilings and Pietra Serena stone walls along...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 11
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    7 Bedrooms, 5 Bathrooms, Sleeps 22 Quick View
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    • Cable/satellite TV
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Balcony
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Il Casone lies in the open countryside, a few minutes from Cortona. Immersed in a large garden, among the green olive trees and the delicate scent of the roses, this ancient farmhouse has been painstakingly restored and converted into 4 comfortable apartments, characterized by the azure shutters...
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    Location Information
    52044, Montecchio, Cortona
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 22
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Central Heating
    • DVD Player
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    La Dolce Vita has been tastefully restored and decorated to the highest standards to produce a wonderful apartment in a quiet street a few minutes walk from the main square, bars and restaurants of Cortona. Picture windows in the living room and main bedroom provide stunning views across the valley...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casa La Dolce Vita beautiful panoramic windows.1 / 38
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Outdoor Dining Area
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Loved our stay here.Bit of a climb from the town square but we'll worth it. Walking distance to all you need ,groceries, wine,restaurents etc.Perfect for two couples. Short...
    Reviewed 26 September 2015
    We stayed here 4 nights and I can say that absolutely the best location in the whole town. You just walk out of the door and you in the middle of the village. The main square is...
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    About this property
    La Dolce Vita has been tastefully restored and decorated to the highest standards to produce a wonderful apartment in a quiet street a few minutes walk from the main square, bars and restaurants of Cortona. Picture windows in the living room and main bedroom provide stunning views across the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Borgo di Vagli1 / 28
    (9)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Shared Garden
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 May 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 22 November 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
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for the best views in Cortona, look no further! Perched on the hillside, only a few minutes’ stroll to the historical centre sits Torreone House. From every window, you will be mesmerized by views of the most beautiful vineyards, olive groves and sunsets that are almost...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Villa Rosa - Heaven in Tuscany|Pool|WiFi|Cortona1 / 53
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Mountain Views
    • Patio
    • Grill
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Villa Rosa sits comfortably nestled above the high Tuscan hillside town of Cortona.The views, to say the least, are spectacular. The bright and warm mid-September week my wife...
    Reviewed 4 weeks ago
    Perfect if you want to relax, unpack, read books, self cater and enjoy the village life and surrounds. Excellent for day trips to Florence, Sienna, Montepulchiano, Arezzo...
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    About this property
    With essential private pool and (Free) Wi-Fi, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant Cortona. Couples love it, families love it. It is heaven. A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Imola is located in the countryside at the foot of the beautiful Etruscan city of Cortona, which is only a few minutes away. The property has recently been renovated, creating a rich environment of comfort, with a strong modern character at the same time conservative since we can find many...
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    Location Information
    52044, Montecchio, Cortona
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Appartamento Stefy1 / 18
    (11)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 October 2017
    Beautiful apartment with everything you need for a comfortable stay. Spotless, new appliances and tile flooring. Excellent location with easy access to the main square. Stefania...
    Reviewed 5 June 2016
    This little Cortona apartment was just as expected. Beautifully appointed with everything you needed for an easy stay. We loved Stefanie's touch with her lovely hand painted...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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