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Smoking Allowed Holiday Rentals in Province of Arezzo

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    ₹ 11,910 Average
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    Travellers to Province of Arezzo are booking August dates now. Secure your holiday home today, and have the perfect trip.
    762 Matching Rentals in Province of ArezzoView all 3,831 rentals
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    Casa Toppole1 / 27
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Tuscan Dream|Private|Pool|Walk to Cortona|FreeWiFi1 / 38
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    CASOLARE IL CONDOTTIERO HOLIDAY HOUSE1 / 59
    (26)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Viola Apartment with Garden, Pool, and Panoramic Views1 / 23
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Mountain Views
    • Grill
    • Central Heating
    • Wi-Fi
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2014
    We were a group of 7 people renting the Viola appartment for 2 weeks. Everything was according the description. The apparment is large and clean. The property is located in a...
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    About this property
    This is a two floor apartment, with access through a stone stair that leads to a wide panoramic balcony that overlooks the garden, the swimming pool and, beyond that, the whole valley of the river Arno. A barbecue is also available. When you enter the flat you find yourself into a spacious living /...
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    52020, Pergine Valdarno, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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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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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Cortona - 780011 / 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 20 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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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Bellavista is an ideal place to get away from the stress of everyday life and enjoy a moment of relax immersed in the green and quiet of the Tuscan hills. The villa is a lovely farm building, beautifully decorated and extremely well cared for inside and outside, surrounded by a garden full...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    VillaStefania Old Farmhouse Great View on Cortona1 / 20
    (4)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Secure Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 June 2016
    We recently returned from a one week stay at Villa Stefania. We had 11 people in our party and rented both apartments. The views of the surrounding area were fabulous and we...
    Reviewed 11 January 2016
    We were 3 Family with several Kids spending three days, including the new year´s eve in the Cortona area. Stefania and her husband was very kind, available and flexible to...
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    About this property
    Stone-built farmhouse that has recently been restored with great care and is situated in the hills approximately three kiliometers from Cortona. The property is situated in a well reserved country place but not remote, very near to all necessity. The Villa is divided into two indipendent units...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Appartamento Luna1 / 31
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 October 2017
    The view can't be beat and the location was perfect for us. This apartment will make you feel like you're an Italian. The Italian family who owns the apartment live on sight and...
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    About this property
    Appartamento Luna is a beautiful ground floor studio with 2 bedrooms and two bathrooms in a panoramic position in Cortona; situated on the cone hill of Cortona, an Etruscan town of rare charm and beauty, it will give you an unrivaled view over the Valdichiana which stretches right in front of you...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    HOLIDAY HOUSE IL BORGO DEI CORSI1 / 21
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Wi-Fi
    • Secure Parking
    • Balcony
    • Cable/satellite TV
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2016
    We paid about 40 Euros a night, and got to stay in a medieval house in an authentic Tuscan village - now that's what I call an absolute bargain! OK, the place is a bit off the...
    Reviewed 12 August 2014
    If you're looking for authenticity, breath-taking countryside, peace, wonderful accommodation, the most friendly welcome and, to top it all, fantastic food, you've come to the...
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    About this property
    Immersed in a timeless silence Raggiolo dominates its evergreen valley. It is a village whose noble and proud history has deep and ancient roots. Its people battles against misfortunes date back to the mists of time. Its history had been made by Longobards, and feudal lords too. An old legend...
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    52010, Ortignano Raggiolo, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Senaia1 / 46
    (19)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2017
    Villa Senaia is as advertised! It will not disappoint, there are four bedrooms and three bathrooms inside a rustic but functional Italian style country house. It is loaded with...
    Reviewed 10 December 2016
    Where does one begin to describe such a wonderful experience? A dream come true! The Villa Sanaia is a beautiful, spacious, rustic structure thoughtfully decorated. Day or night...
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    About this property
    Villa Senaia In stunning Tuscany, along its endless artistic heritage and countryside, where stretches of silvery olive trees stand after vineyards and cypress trees, lies the Villa Senaia. An ancient stone farmhouse, located in a strategic position where it is easy to uncover many of the secrets...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Casa vacanze Fatucchi1 / 24
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Shared Garden
    • Cable/satellite TV
    • Parking
    • Patio
    • Central Heating
    • Housekeeping Included
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 November 2017
    The small, charming, town of Foiano della Chiana is in the heart of Tuscany. Filled with coffee shops, restaurants, bakeries, markets and shopping, it's a great place to call...
    Reviewed 22 October 2017
    The apartment was perfect. The people in the village are very friendly and nice. There are many different events in the village. Basic services can be found close by. Wonderful...
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    52045, Foiano Della Chiana, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Villa Magnolia1 / 66
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Balcony
    • Grill
    • Central Heating
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2018
    It is tricky to find a property with enough beds and baths to accomodate 2 families - but Villa Magnolia did just that and more! This farmhouse has been beautifully remodeled...
    Reviewed 2 November 2016
    We were a group of 8 staying at Villa Magnolia. The property is up in the surrounding mountains of the city of Cortona with a beautiful view of the valley below. The...
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    About this property
    Immersed in the green hills surrounding the ancient Etruscan town of Cortona, which has always been considered one of the most beautiful hamlets in Italy, the country house Villa Magnolia will offer you an unforgettable experience. The facility can accommodate up to 12 people, the interior and...
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    52044, Teverina, Cortona
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Grill
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Santa Lucia is a beautiful independent house located on the cone of the hill town of Cortona, the Etruscan city of rare charm and beauty. Its strategic location will allow you to reach the historical center of the city in less than five minutes and all other cities of tourist interest of Tuscany...
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    52044, Montalla, Cortona
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Farmhouse 3/7 bedrooms, pvt pool, stunning view1 / 36
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 July 2016
    We are a group of 10 family and friends who stayed at Casa Querceto for 2 weeks while attending a family wedding in the area. We stayed in both houses. The larger house is...
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    About this property
    PLEASE NOTE: PRICES SHOWN HERE ARE APPROXIMATE, DEPENDING ON WHICH ACCOMMODATIONS ARE NEEDED/SELECTED; PLEASE MAKE AN INQUIRY BEFORE BOOKING TO CHECK FOR AVAILABILITY AND EXACT PRICE Casa Querceto is an historic farm complex that sits nestled into the hillside slopes of Pratomagno mountains, among...
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    Location Information
    52024, Loro Ciuffenna, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 16
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    Il Villino di Cortona (private property, private pool, wi-fi, air conditioning)1 / 23
    (49)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 30 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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    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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    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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    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 independant property perfectly nestled among the rolling hills surrounding the ancient Etruscan town of Cortona, Villa Il Casale 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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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury villa with private swimming pool1 / 17
    (7)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Balcony
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 October 2015
    We loved our stay in this beautiful villa and we strongly recommend you for a great vacation with family or friends. The hosts were very welcoming. The villa was clean, fully...
    Reviewed 26 July 2014
    We had a wonderful week in the villa in Rigutoni. It is a beautiful setting. Sitting in front of the villa for dinner at night, which we did every night bar one when there was...
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    About this property
    The ideal destination for combining relax with culture. The unique location of the villa, the accuracy of design and all the comforts inside allow guests to fully enjoy the tuscan countryside by a unique view on it. Furthermore, the villa is situated in a strategic point to reach and visit the main...
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    52040, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Terrace
    • Mountain Views
    • Patio
    • Balcony
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    AZZURRO APARTMENT private garden / pool1 / 15
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Central Heating
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 October 2016
    First time I've stayed in Italy in such a property and - lets face it - its always going to be a bit of gamble! This was one that paid off. The property is very rural - up an...
    Reviewed 6 September 2016
    Very well managed. Very clean. The apartment is very spacious and the living space is a great place for family reunions and common dining.Excellent swimming pool
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    About this property
    The entrance opens directly onto a luminous open space area. The living room, with a couch and a double sofa bed, is separated from the dining area by a large traditional arch of bricks. The dining area with kitchenette overlooks a private garden and the swimming pool. Bedroom with a double bed and...
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    Location Information
    52020, Pergine Valdarno, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    ROSSO APARTMENT panoramic terrace/ pool1 / 19
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Central Heating
    • Mountain Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 December 2017
    We had a great stay in Poggianto. Marina and Davide are very friendly and helpful. In the evenings Davide made Tuscan dishes that we enjoyed in the outdoor dining area. The...
    Reviewed 4 January 2017
    Fabulous place, wonderful country atmosphere, owners nice & friendly. Greatly recommended,especially if you like real local food,oil and wine.I guess in spring - summer, with...
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    About this property
    This cosy apartment, situated in the smaller farmhouse, has elegant fittings, wood and handmade terracotta ceilings and stone tile flooring. You enter this flat through an inner cotto staircase that takes to the the living / dining room, with kitchenette, table and sofa. From this apartment you...
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    52020, Pergine Valdarno, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, 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
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Central Heating
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The setting of this villa is nothing short of spectacular, commanding unspoilt, panoramic views over the Chiana Valley and the hilltop town of Civitella from its privileged, elevated vantage-point on a wooded hillside. The spacious interiors are tastefully furnished in traditional Tuscan manner,...
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    52040, Civitella in Val di Chiana, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely stone villa is located on the hills between Arezzo (18km) and Cortona (12km), only few minutes from Castiglion Fiorentino (3km), a lovely medieval village dominating the green valleys of the Val di Chio and the Val di Chiana. This strategic position offers a breathtaking view over the...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Agriturismo Henni pool sauna jacuzzi panoramicview1 / 34
    (4)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
    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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Secure Parking
    • Central Heating
    • Washer
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Poggio del Gallo offers a luxury accommodation in Tuscany; the villa is set on a secluded ridge, overlooking vineyards and olive groves, with the historical hilltop town of Arezzo in the background. This privileged location combines the advantages of utmost privacy and tranquillity with the...
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    Location Information
    52100, Arezzo, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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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 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 21 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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    2 Bedroom Vacation Rental at Appartamento del Borgo1 / 12
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2015
    My teenage children and I were traveling through Italy and Switzerland. Apartmento del Borgo was a dream apartment in the beautiful town of Cortona. Even my kids felt like we...
    Reviewed 30 October 2014
    Apartmento del Borgo has it all. It's convenient to town and parking. It's comfortable and spacious. Enough said? Not quite because the Italian hostess (Lilliana) and her...
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    About this property
    Appartamento del Borgo is situated in the centre of the Etruscan hilltop town of Cortona, near Piazza Garibaldi which is one of the main points of entry to the town. Public parking is just 50 meters away but guests can stop right outside the front door for loading and unloading luggage. The...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    VILLA FOSCA Lucignano1 / 34
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Porch
    • Washer
    • Internet Access
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 June 2018
    We recently stayed as 3 couples at Villa Fosca and were not disappointed. The large Villa, the (gated) property, and the surrounding area are all outstanding. The beds were very...
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    About this property
    Property Description:Villa Fosca lies on the slopes of one of the hills which face the Sienese Valdichiana and gently descend towards the valley. This beautiful house, carefully restored, is set in a panoramic and quiet position, very close to Lucignano, a village in Southern Tuscany which...
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    Location Information
    52046, Lucignano, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Brolio Quinto - Typical Farmhouse in tuscan countryside near Cortona1 / 43
    (5)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Children's Pool
    • Patio
    • Balcony
    • Mountain Views
    • Washer
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 March 2017
    This is one of the nicest agriturismos I've stayed at in Tuscany. The grounds are green, spacious, and well cared for--it feels like you are on your own private estate! The...
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    About this property
    Brolio Quinto is the ideal location for a peaceful holiday in the warm atmosphere of an old country farmhouse, beautifully preserved in its original architectural style. You can rent the top floor of this historic farmhouse with its independent access. It sleeps 8 comfortably in the three bedrooms...
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    Location Information
    52043, Brolio, Castiglion Fiorentino
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Villa Poggio1 / 35
    (1)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 24 July 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
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Porch
    • Cable/satellite TV
    • Washer
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Palazzolo Alto is a beautiful villa with annex situated on the edge of the tiny hamlet of Palazzuolo. Old pine trees shade the beautiful garden which has lovely views all around, and on clear summer days one can, by looking over wooded hills and the strange shapes of the Crete Senesi, see as far...
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    Location Information
    52048, Monte San Savino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Agriturismo Villa Giarradea1 / 23
    (5)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Mountain Views
    • Washer
    • Shared Garden
    • Secure Parking
    • Private Garden
    • Wi-Fi
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    casa vacanza, la casa nel bosco, con piscina1 / 51
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Housekeeping Included
    • Balcony
    • Patio
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52041, Civitella in Val di Chiana, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming house welcomes 10 guests with 5 bedrooms and 4 bathrooms of which 3 are ensuite. The house includes linen towels wi-fi and final cleanings. We are placed on the eastern flanks of the Chianti mountains, surrounded by lovely vineyards, olive groves and woods of the Petrolo winery....
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    Location Information
    52021, San Leolino, Bucine
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Central Heating
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Cable/satellite TV
    • Parking
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Sasso is situated amongst the hills of Tuscany, only 2 km from the medieval town of Lucignano, located halfway between Siena and Arezzo. The property grounds cover 11 hectares of oak woods, olive groves and vineyards, comprising the main house and two charming independent cottages, surrounded...
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    Location Information
    52046, Lucignano, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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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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    Villa Celeste1 / 44
    (1)Excellent
    9 Bedrooms, 8 Bathrooms, Sleeps 17 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Parking
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2017
    This house was a perfect place to celebrate my birthday. We were 14 persons between 5-72 years and everyone did enjoy the week here. Its a little vintage-style, but that is...
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    About this property
    Villa Celeste is a large stone property located on the gentle hills surrounding the beautiful Etruscan town of Cortona, in the heart of Tuscany. The villa lies in a panoramic and quiet position, completely independent and private, immersed in the countryside but at the same time close to the old...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 9 Bedrooms, 8 Bathrooms, Sleeps 17
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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 2 weeks ago
    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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    Cottage Roccaio Cortona1 / 27
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • 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 3 November 2017
    3 Spacious bedrooms with 3 full baths. Good kitchen with large dining, great outdoor space. This place is as good as the pictures. We were met at a local gas station and lead...
    Reviewed 24 July 2017
    Cottage very comfortable and used the pool everyday. Great place to stay and explore Tuscany. Ideal location for visiting Cortona, Arezzo, Siena, Montepulciano. We enjoyed...
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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 Montanina - Relax in Tuscany1 / 24
    (2)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    • DVD Player
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Porch
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2017
    We have had the pleasure of staying at the Villa Montanina for two weeks end of July / beginning of August 2017 and would return there any time. The large and beautiful old...
    Reviewed 27 July 2017
    We have invaited our famile to Italy for spænding a week together and it was wondefull - a positiv House Lord WHO was very interested in that we have a good stay - she also...
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    About this property
    Villa Montanina is situated in the beautiful valley of the Casentino. The Villa have been renovated with materiaI typical of Tuscany. The pool is open from June to 1 October. The Tuscany Holiday Villa lies on the edge of a historic hamlet, Borgo Montanina, still today is in the ownership of the...
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    Location Information
    52016, Castel Focognano, Province of Arezzo
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 15
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    Colonic house near village among Siena Firenze and Arezzo1 / 60
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Wi-Fi
    • Central Heating
    • Parking
    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2017
    Typical and to be loved tuscan compagna,quiet and family friendly and clean location with fantastic views and a nice pool. Tuscan cities as Florence, Siena, Arrezzo are nearby...
    Reviewed 21 July 2015
    I have to recommend this accomodation to everyone. Very nice hosts - Pietro and Paola were very friendly and kind, very good location - Siena, Firenze, Arezzo, Assisi...
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    About this property
    The rental started in 2015 after a rebuilding worker. The house is at the first and last floor and composed by 1 kitchen, living room with two sofa beds, 2 bedrooms (a king size bedroom and a triple bedroom with extra bed) a bathroom with shower and a wide panoramic terrace. Max 7 people.Cot...
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    Location Information
    52020, Ambra, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    Villa Valentini - Farmhouse with pool and tennis court1 / 46
    (2)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 2018
    The house and the property offer a lot of place to find rest and recreation. The view over the valley from the pool area and tennis yard is stunning. There is a cosy outdoor...
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    About this property
    Villa Valentini, a charming 16th century farmhouse of about 250 sqm is set in the foothills of the Pratomagno mountain range south-east of Florence and surrounded by acres of well maintained terraced olive groves. It commands sweeping views over the Valdarno and a countryside dotted with...
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    Location Information
    52026, Pian di Sco, Castelfranco Piandisco
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Villa Fonte1 / 24
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 2018
    Villa Fonte is fabulously appointed, with luxurious bedrooms, bathrooms and living accommodation. Great location, only about 8 minutes walk into Cortona, with it's fantastic...
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    About this property
    Villa Fonte is located in an extraordinary panoramic position in the open countryside surrounded by olive trees and other typical Tuscan plants but within walking distance from the famous historical town of Cortona just 400 meters away. The perfect place for a holiday dedicated to mental and...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Villa Merelli1 / 60
    (3)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52040, Alberoro, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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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
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • Patio
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in central Tuscany from where you can get to every interesting city like Florence, Siena, Arezzo, Pisa, Venice and Rome you have your own house with a huge garden, lot of private outdoor space to sit, play ping pong, enjoy the sunset and the stars. Teatime under the Loggia or a drink are...
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    Location Information
    52041, Oliveto, Civitella in Val di Chiana
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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