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Villas in Province of Arezzo

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    All 3,815 Rentals in Province of Arezzo
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    Alle Pietre1 / 16
    (39)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Casa vacanze Fatucchi1 / 24
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Casa Toppole1 / 27
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Diamante - City apartment in Tuscany1 / 26
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Balcony
    • Washer
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 June 2017
    We came out for Carnivale this past February and it was awesome! Even though it was cold at times, the apartment is warm and cozy. We were still able to walk into the walled...
    Reviewed 19 June 2017
    This is our second stay at the Diamanté apartment managed by the Micheli family. It is beautifully decorated, wonderful kitchen and deck with great views and a knock out...
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    About this property
    Diamante is a three bedroom, two bath apartment located outside the historic center of Foiano della Chiana, in Tuscany. It is six km from the farmhouse property in the countryside. Diamante is totally remodeled apartment. The kitchen is fully equipped with modern appliances and kitchenware. There...
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    42045, Foiano Della Chiana, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Molino Le Gualchiere - Apt. Padronale 3 camere1 / 12
    (6)Very good
    3 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Central Heating
    • Washer
    • Wi-Fi
    • Grill
    • Sauna
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2017
    We travelled from Switzerland but then had dreadful delays nearing the Gotthard pass and Milan. Did not arrive in Loro Ciuffenna until quite late making it more difficult to...
    Reviewed 14 June 2017
    Fireplace in the evenings, spaghetti cooking in the old kitchen, very comfortable rooms . Lunch B-B-Q on the terrace with view on the olive grove.An unforgettable atmosphere of...
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    52028, Loro Ciuffenna, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    Podere La Rota Chianti Cottage for 21 / 12
    (16)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • DVD Player
    • Patio
    • Wi-Fi
    • Washer
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 May 2018
    What's best? The location, central to the golden triangle of Siena, Florence and Arrezo? The accommodation, comfortable and luxurious? The friendly owners, always on hand to...
    Reviewed 20 September 2017
    We have just returned from staying in the most beautiful little cottage in the heart of the Chianti mountains in Tuscany. What a tranquil spot off the beaten track.We were...
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    About this property
    If you love walking, peaceful rusticity, organically grown olive oil and all the joys of glorious Tuscany then this cottage is for you! Podere La Rota is a delightful cottage set among peaceful olive groves, barely a ten minute stroll from the village of Moncioni, which is slap in the centre of...
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    52025, Moncioni, Montevarchi
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Villa Paola1 / 48
    (2)Excellent
    9 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immerse in the peaceful and colourful countryside between Toscana and Umbria, Villa Paola rise just at the bottom of the Etruscan town of Cortona, just 5 minutes-drive from the old town centre. Here you will enjoy a holiday having the taste of bygone days and find out places of old memories:...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 20
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    Casa La Dolce Vita beautiful panoramic windows.1 / 38
    (8)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 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...
    Reviewed 17 September 2015
    Casa Giulia is a wonderful little apartment in the city centre, with a magnificent veranda overlooking the Val di Chiana. It is always spotlessly clean, and everything...
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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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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tuscany cottage near Castiglion Fiorentino, with Private Pool, BBQ, & Parking1 / 22
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Grill
    • Balcony
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Patio
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 March 2018
    I stayed last year and have booked again it was a perfect place to relax with my family. The pool with its eternity edge was so relaxing and perfect for an afternoon having been...
    Reviewed 4 October 2017
    Our first time in Tuscany and could not have chosen a better base. The cottage is in a superb position and enjoys stunning views across the landscape. The property has been...
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    About this property
    Charming Restored character stone cottage with beautiful views across the Val Di Chio. Private swimming pool with Stone BBQ. Ideal location for day trips across Tuscany & Umbria, Siena, Montepulciano, Cortona, Perugia & Assisi. 15 minutes to Medieval town with train Station for visiting Rome or...
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    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tuttomio Home&Breakfast1 / 11
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • Central Heating
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 October 2017
    An amazing place. The old little tuscany stonehouse is perfectly renovated and very beautiful decorated. The owner is extremely friendly, helpful and a perfect host. Breakfast...
    Reviewed 15 October 2017
    Tuttomio... you have a house for your own! A historical place which has been complety renovated - with great attention to detail!Stylish accomodation, great private whirlpool...
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    About this property
    One room bed and breakfast in a fairytale town, surrounded by wooded hills, olive orchards and vineyards. An old townhouse, magnifically restored: antique terracotta floor tiles, thick stone walls, old wooden beams. Warm custom design furnitures from old Tuscan classic materials but with a...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Casa vacanze CASA BIAGIOTTI1 / 24
    (5)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 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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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    villa ai cedri1 / 35
    (26)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Mountain Views
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The villa was simply fantastic! It was truly a home away from home.Giovan and his family made us feel very welcome and comfortable.We took a couple of arranged tours but...
    Reviewed 25 October 2017
    Our stay at the Villa ai cedri was perfect. Definitely a beautiful, charming Villa and the views are outstanding. We loved every moment and hope to visit again. Giovan the...
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    About this property
    'The agriturismo can accommodate 8 - 10 guests. The villa (250sqm) is set on the hillside and, from both the house and the gardens, one can enjoy the spectacular 180 degree views over the Valdichiana valley to the hills of Montepulciano beyond. The colours change throughout the seasons; from the...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Grill
    • Balcony
    • Terrace
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With patience and enthusiasm we have created a welcoming place to live among olive and ancient fruit varieties, cultivating vegetables and producing honey, all respecting the environment, using the dictates of organic farming. The farm is located about 1.5 km from the town of Monte San Savino, a...
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    52048, Monte San Savino, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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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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    QUIET COUNTRY HOUSE (TOSCANA - AREZZO - ANGHIARI) DOG FRIENDLY, EXCLUSIVE USE1 / 23
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Mountain Views
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2017
    We spent two weeks in Quiet Country House and for us it was the perfect holidays. The garden and the pool are amazing and the house offers everything you need to feel at home...
    Reviewed 17 July 2017
    We have traveled extensively and we highly recommend Quiet Country House. It is am an outstanding mystical place. You are immersed in the Tuscan natural countryside, while being...
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    52031, Anghiari, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Del Chiassolo1 / 22
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2017
    The Villa Chiassolo is an amazing home inside the historic walls of Anghiari. The living space is large with much comfortable seating, a cozy fireplace, a well appointed kitchen...
    Reviewed 12 September 2016
    An absolutely gorgeous house, close to the center of town, with plenty of space and all the mod cons one needs. We were shown where everything was by very friendly and...
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    About this property
    Recently restored property in the medieval hilltop town of Anghiari. To the side of the property there are steps that lead directly down to the main square where you will find bars, restaurants and shops. As you enter Villa Del Chiassolo on the ground floor you will find two 2 good sized...
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    52031, Anghiari, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    B&Bpiccolo ulivo  ranch1 / 57
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Shared Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2015
    We had an amazing time at the b&b Piccolo Ulivo ranch. Its a very peaceful location but very close to touristic locations like Arezzo, Poppi, Florence, Anghiari.The apartment...
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    52010, Capolona, Arezzo
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful 3-bedroom house with garden and private secluded pool1 / 27
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Terrace
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Balcony
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2014
    We always look for a property with a pool, a view and somewhere shady to sit to enjoy the scenery. Capanno del Lupo ticked all the boxes and offered so much more.As a group of 5...
    Reviewed 28 July 2014
    We have just returned from a fantastic stay at Capanno del lupo. Whilst we would certainly echo the praises of other reviewers on the excellent facilities and location, it was...
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    About this property
    Capanno Del Lupo is a beautiful 300 year old, stone farmhouse, recently restored, which stands in 10 acres of hillside that merge into chestnut groves and woodland. It's position high in the Tuscan hills offers amazing views, seclusion and tranquillity and is perfectly located for walking...
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    52033, Caprese Michelangelo, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Villa il Cipresso1 / 36
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Wi-Fi
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 2017
    Dear Famiglia Nofri,thank you for the fantastic holidays!Your house is very beautiful, very well equipped and quiet.We have enjoyed your very clean pool every day of our...
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    52028, Terranuova Bracciolini, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Splendid Villa by Olive Groves and Vinyards at Fontocchio on Cortona1 / 58
    (6)Excellent
    8 Bedrooms, 7 Bathrooms, Sleeps 17 Quick View
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    • DVD Player
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Patio
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2015
    We’ve rented Villa Fontocchio through terretrusche.com, and right from the very beginning, they did a wonderful job. By the accident we were cheated before and they really tried...
    Reviewed 29 July 2014
    I made arrangements to lease Villa Fontocchio through terretrusche.com, and right from the very beginning, they did a wonderul job. I want to especially thank Michela from...
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    About this property
    Villa Fontocchio is situated at the foot of the Etruscan town of Cortona, in an enchanting location among vineyards and olive trees. Thanks to the careful restoration works, the charm of this typical Tuscan farmhouse, with its wooden beams and terracotta floors, has been preserved. A big gate leads...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 17
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    Il Bocciolo at La Lombarda1 / 57
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Parking
    • Washer
    • Balcony
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 21 April 2017
    We enjoyed our stay here.Well set up,good bed & helpful owners. It's convenient to lots of great little towns & attractions. The winery next door is a great place for a...
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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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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
    • Washer
    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Limonaia is a pretty dependance located among the hills, few km far from the town of Cortona. It is part of a property composed of a main villa and this romantic annex featuring an independent access and a fully-equipped private terrace. The large swimming pool, equipped with garden furniture, sun...
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    Location Information
    52044, San Pietro a Cegliolo, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    ilpuggio1 / 25
    (5)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Parking
    • Washer
    • Terrace
    • Central Heating
    • Wi-Fi
    • Balcony
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 July 2016
    We were two families (each with three kids) spending a week at this lovely cottage. The cottage was spacious and beautifully renovated with great views from many rooms and a...
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    52010, Capolona, Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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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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    • 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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    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 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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    La casa del Rigattiere - Close to Cortona WiFi A/C1 / 20
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2017
    La Casa del Rigattiere was a true gem in the heart of Tuscany! The interior was impeccably decorated, very comfortable, and well stocked for short or long stays. The location...
    Reviewed 13 October 2016
    Our stay was a last minute decision, we are so happy that we stayed. It was a highlight of our stay in Tuscany. We started our booking, using our rough Italian only to find...
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    About this property
    La casa del Rigattiere is situated in the historical centre of one of Tuscany's delightful walled medieval villages, this beautifully appointed apartment is positioned in the historic centre of the once fortified village of Castiglion Fiorentino. It was built on the towns medieval walls in the 40's...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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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    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Mountain Views
    • Central Heating
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2016
    This was our (two families) second time in this wonderful, traditional italian house. We just love it and its magnificent swimming pool and huge garden. Owner is also very kind...
    Reviewed 5 November 2015
    The house was magical, charming gardens, pool and beautiful scenery. The rooms were comfortable, but two of the three bathrooms are small.This house is a good starting point for...
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    About this property
    Farmhouse in the hills not far from Castiglion Fiorentino and Cortona. Beautiful rural home placed on the silver hills covered with olives groves between Castiglion Fiorentino and Cortona, in a very panoramic position and a stone's throw away from the magnificent medieval castle of Montecchio...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    La Terrazza sulla Valle1 / 53
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Balcony
    • Grill
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2018
    La Terrazza sulla Valle is the perfect apartment for a stay in beautiful Cortona. Located just outside the wall of the town, it is quiet and just a short walk to the center...
    Reviewed 13 May 2018
    Perched just outside the town wall of Cortona, La Terrazza was the perfect location for us. We were only 100 meters from the main bus stop at Piazza Mercato. A 10 minute ride...
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    About this property
    Beautifully freshly renovated 2 bedroom/2 bathroom apartment with a private terrace overlooking the Valley. Master bedroom with a big mirror closet, fireplace, stunning view of the valley from the window and access to private terrace. The other bedroom has a closet and a nice private bathroom...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Tuscany Villa Principe1 / 59
    (6)Excellent
    5 Bedrooms, 10 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2016
    Second visit to this villa and I cannot fault it, the owner Daniele is the nicest guy and will do anything to help your stay wonderful. The villa is situated at the top of a...
    Reviewed 7 November 2015
    We have stayed at this villa 5 times and will be staying there again next May (2016).Our first stay was for 2 weeks in 2001. We were a party of 6 including my 80 year old...
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    About this property
    San Martino is ancient farm of 13th century of 9 ectars located in one of the most beatiful and strategic position of the Valle di Chio and Val di Chiana nearby the Hisorical Towns of Castiglion Fiorentino ( 10 min ), Cortona ( 25 min ), Arezzo ( 30 min ), Montepulciano ( 45 min ), FLORENCE , SIENA...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 10 Bathrooms, Sleeps 10
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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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    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 2 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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    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 2 weeks ago
    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 7 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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    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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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Anno1000  Country House1 / 30
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Grill
    • Patio
    • Parking
    • Washer
    • Mountain Views
    • Balcony
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 December 2017
    Anno1000 Country House is the perfect base for a lovely, quiet holiday in a beautiful part of Tuscany, near Umbria.We received a warm welcome by the host, who gave us a clear...
    Reviewed 17 December 2017
    We spent a great time at Anno1000: perfect location if you are looking for a relaxing and peaceful holiday. It was a very hot Summer but the house was nice and cool. The owner...
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    Location Information
    52100, Arezzo, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Location Information
    52044, Teverina, Cortona
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Tuscany, Cortona - Private Villa for your dream holiday. Pool wifi walk cortona1 / 30
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2017
    We have visited Villa Rosa twice, and have had a wonderful time on both occasions. Set in olive groves under the walls of a Medici fortress, and a 20 minutes walk from the...
    Reviewed 29 March 2017
    Villa Rosa is a favourite destination where I have stayed a number of times and will keep going back. It is an ideal combination of rural idyll and urban convenience, being...
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    About this property
    A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan holiday. Complete with the essential private sparkling pool and Wi-Fi connection, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant and bustling Cortona....
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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 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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    Ciliegio, nice apartment in lovely hilly position1 / 19
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Mountain Views
    • Grill
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 November 2016
    The Drive up to the Villa is challenging, however once there the views are amazingWe barbecued on five nights sitting around the stone table which is excellent.The views...
    Reviewed 2 August 2016
    The views from the property are phenomenal as you can see for 20 miles. The swimming is like an infinity pool as you are constantly stare at the Chiana Hills and beyond. We made...
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    About this property
    The Ciliego is situated on a Tuscan hill in a very peaceful spot that enjoys a breathtaking view of the Chiana Valley. It is an 18th century sand stone farmhouse built on two floors. Ground floor: comfortably furnished sitting room , fully equipped kitchen and dining room. A wooden staircase takes...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Charming Cortona villa with private pool (Dardano)1 / 11
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Private Garden
    • Central Heating
    • Washer
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 October 2013
    The pictures do not do Dardano justice. Thoroughly enjoyed our stay, Carla and Paolo amazing hosts . Great spot to explore Siena and Umbria. Fantastic local food market 2...
    Reviewed 20 August 2012
    We stayed at Dardano in July of 2012 and enjoyed a wonderful vacation!. Dardano is beautiful, and very comfortable for an extended family (there were 7 of us). It was a warm...
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    About this property
    Dardano is a deceptively large house, full of atmosphere. It is a simple country home, basic even, but with an elemental charm. You drive up to the house with its ancient stone well and to one side there's a little vine-covered area for shady outdoor eating. The garden is a neatly mown meadow...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Il Canzoniere1 / 23
    (7)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Washer
    • Balcony
    • DVD Player
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2017
    Highlight points1. Elevator in the building, Very useful for traveller with big lugagges2. Spacious bathroom3. Fully equipped kitchen4. Washing machine ( a little bit...
    Reviewed 27 February 2017
    Arezzo is a beautiful town with easy access to transport. We were able to make several day trips via train and buses. The apartment is great and I would love to live in it...
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    About this property
    Our property is an elegant apartment of 72 square meters, with 3 adjoining rooms, it has 2 double bedrooms, a large living area with a fully equipped kitchen, a bathroom, a laundry room, and a small terrace with a very nice view. Bedrooms can be used both as double and as single for one or two...
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    Location Information
    52100, Arezzo, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa dei Noce1 / 25
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    The villa was absolutely lovely with a great view. The pool was cooling and a good size. Very peaceful location. The villa stayed cool even on very hot days. All the rooms were...
    Reviewed 28 June 2016
    We were lucky enough to stay for a wonderful week in this peaceful traditional casa which has been beautifully and lovingly restored to a high standard by the owners.We spent...
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    About this property
    We bought the house back in 2004 as a ruin and spent the next 3 years creating a house that we ourselves would love to stay in and we are very proud of it The house is the last one up the valley with no near neighbours and has wonderful views which you can never tire of. Its on 3 floors with 1...
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    Location Information
    52036, Pieve Santo Stefano, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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
    About this property
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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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    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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    Location Information
    52010, Ortignano Raggiolo, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa Cappellino1 / 11
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Grill
    • Wi-Fi
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 December 2015
    Casa Cappellino is a Tuscan oasis. When we arrived, there was a welcome package waiting for us, and Sue had made us a wonderful lasagne dinner. The house is in an excellent...
    Reviewed 2 October 2013
    Three of my friends and I stayed at Casa Cappellino for a week in August and we could not have been happier. The house and property are even more beautiful than shown on the...
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    About this property
    Casa Cappellino nestles among the Tuscan hills and stands on 3 acres of gardens and vineyard. These grounds are lovingly landscaped with ponds, olive grove, vineyard, fruit trees and flowering plants. Your private holiday home is an independent stone house that has been beautifully restored to the...
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    Location Information
    52033, Caprese Michelangelo, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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 14 Quick View
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    Amenities & Details
    • 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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    Location Information
    52044, Cignano, Cortona
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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