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Holiday Rentals in Province of Arezzo

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    Travellers to Province of Arezzo are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    All 3,498 Rentals in Province of Arezzo
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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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    Newly renovated Villa in Tuscany, spacious suites, Salty pool, outstanding views1 / 31
    (42)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Tuscany cottage near Castiglion Fiorentino, with Private Pool, BBQ, & Parking1 / 22
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Relax&Love in Tuscany - Wifi & Pool1 / 9
    (17)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
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    Reviewed 20 June 2018
    Castiglion Fibocchi is a great place to be based to explore places like Arezzo, Cortona, Montepulciano, etc. Marusca & Gianni’s villa looks out onto vineyards and is a great...
    Reviewed 17 August 2017
    Lovely house, really helpful and friendly owners in a lovely part of the world. All the ingredients to make a perfect holiday.
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    About this property
    The apartment 'Relax & Love in Tuscany' can host from 4 up to 6 people. It is very suitable for families or groups of friends who have a car and want to visit the amazing and wonderful Tuscany (near Arezzo). Live your authentic tuscan experience. The apartment is restored in original Tuscan...
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    52100, Castiglion Fibocchi, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • 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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    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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    52100, Arezzo, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Appartamento del Capitano1 / 29
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Never in my travels have I stayed at such marvelous & unique accommodations. It was exactly & then some, even more unique than expected . Management of this appartamento...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    La Doccia- Casa del Camino1 / 34
    (8)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Garden
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    La doccia is outstanding.the accommodation is well designed and looks as if it is brand new.The views are stunning and the owners are delightful and very helpful without...
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    52031, Anghiari, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Il Bocciolo at La Lombarda1 / 57
    (11)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Parking
    • Washer
    • Balcony
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    We had a brilliant holiday at Il Bocciolo and enjoyed everything Tuscany had to offer. Nina and Peter were excellent hosts who were attentive prior to and during our stay...
    Reviewed 5 October 2017
    This was the first time we have stayed away from a city and absolutely loved our experience. Peter and Nina were fabulous hosts and La Lombarda is beautiful. The apartment was...
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    About this property
    La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes is a delightful and atmospheric...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Alle Pietre1 / 16
    (39)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2018
    The house met all our expectations - it is 2 minutes from the centre of Cortona but in a very quiet street and has the added bonus of outside seating with wonderful views. It is...
    Reviewed 26 June 2018
    We stayed for one week in Ester's beautiful house in Cortona and cannot say enough about how enchanting, comfortable, quaint, friendly, and delightful our stay was. I traveled...
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    About this property
    My cozy 3-floor house is placed on top of the Etruscan walls of Cortona, at the edge of the historic center, on a very quiet and characteristic street. It can accommodate up to 4 guests. I hope you will enjoy the stunning view on the valley beneath! Caratteristica casa a schiera nel centro storico...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa Toppole1 / 27
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Toppole is an old stone farmhouse, full of charm, located in the heart of Tuscany. It is independent, enjoys a panoramic view and is located 6 kilometers from Anghiari, a medieval classified village. The capacity of the house is 6 to 8 people. It was built on the ruins of an eleventh century...
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    52031, Anghiari, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    Casa Zeni - Signorelli1 / 30
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 May 2017
    We stayed for 3 nights to allow us time in Cortona before moving on through Tuscany, the apartment was all that we expected and more. The pictures do show what's on offer but...
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    About this property
    Casa Zeni Signorelli is a little gem located in the heart of the ancient Etruscan town of Cortona, a short walk from all the services and the beauty of the town but at the same time in a peaceful and quiet place. You will be immersed in an elegant and charming atmosphere, in a tasteful environment...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Amenities & Details
    • 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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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    52044, Montecchio, Cortona
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Holiday apartment on the ground floor of stunning stone built home in Arezzo, Tuscany, sleeps 41 / 28
    (26)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Secure Parking
    • Cable/satellite TV
    • Hot Tub
    • Patio
    • Central Heating
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 March 2018
    This is great family-friendly accommodation. Sample the home grown wine from Dario's small vineyard which was superb. The house is central to Sienna, Arezzo and Florence and the...
    Reviewed 6 August 2017
    We settled in easily at Dario's rental. Upon arrival we toured his wine making cellar and sampled his various wines. The home is beautifully built and our "apartment&quot...
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    About this property
    Holiday Villa of Dario on the ground and first floor of owner's house. French windows lead onto a patio with lovely views of the hilltop village of Lucignano, 2 minutes drive away. The living/dining room has a fireplace and an open, modern, kitchen. The bathroom to the ground floor has a bidet &...
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    52046, Arezzo, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    La Doccia- Casa Piccina1 / 31
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Internet Access
    • Shared Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2014
    La Doccia is a beautifully restored farm house set high on a rural Tuscan hillside. We stayed for two weeks in the Casa Piccina apartment. The high-ceilinged rooms are large...
    Reviewed 18 April 2014
    The apartment as spacious and stylish, despite being called 'Piccina.' The position is wonderful, with fabulous views. We went for walks direct from the house, and Anghiari is...
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    52031, Anghiari, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    CHARMING COTTAGE NEAR CORTONA, GARDEN, DINING PATIO, OLIVE GROVE, AC,WiFI1 / 57
    (23)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Mountain Views
    • Housekeeping Included
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2018
    We so enjoyed our week here in 2016, it was always somewhere we had to return to. We managed it this year and our stay more than lived up to expectations. It is a truly charming...
    Reviewed 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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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Please contact me for discount which depends on the group size. 5 stunning Double studio apartments all with own sitting room and bathroom. The house was renovated, decorated and furnished by local artist Edo Perigrino from a ruin which belonged to the neighbouring castle. The property contains...
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    52044, Mercatale, Cortona
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Mountain Views
    • Grill
    • Private Garden
    • Air Conditioning
    • Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Il Giardino di Silvana is a typical Tuscan stone house located on an evocative hilly position, a few steps away from the prestigious Santa Maria Nuova church and walk to town. The property preserves its rustic style with cotto flooring, wood beamed ceilings and Pietra Serena stone walls along...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 11
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    Casa Leana - Beautiful Farmhouse with Heated Pool, Games Room and Fabulous Views1 / 48
    (62)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Patio
    • Washer
    • Air Conditioning
    • Mountain Views
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    The communication from Diana from start to finish was superb. The farmhouse was perfect for us with 2 one year olds' and a three year old. The pool area and outside area was...
    Reviewed 14 June 2018
    Fantastic 7 day holiday at Casa Leana. Everything was perfect from the beautiful farmhouse, to the lovely historic Town of Anghari with the bonus of a private heated pool with...
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    About this property
    Casa Leana is over 350 years old and brimming with gorgeous original features from chunky beamed, wood ceilings and exposed stone walls to the traditional tiled kitchen. We have also lavished a whole lot of love on the interior and furnishings to transform our rambling, rustic farmhouse into a...
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    52031, Anghiari, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    CASOLARE IL CONDOTTIERO HOLIDAY HOUSE1 / 59
    (27)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 3 weeks ago
    The house is situated between the cities of Cortona and Castiglion Fiorentino, and was easy to find by car. (We used google maps) We visited Cortona which was a beautyfull...
    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...
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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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    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Borgo il Vepri1 / 17
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Parking
    • Grill
    • DVD Player
    • Central Heating
    • Balcony
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 2016
    We returned again this year and had a wonderful time , we enjoyed the weekend fiesta in Ambra and we were welcomed by the locals . we also attended a concert in Cennina castle...
    Reviewed 28 September 2015
    we have had the most wonderful stay . very comfortable clean spacious apartment with all we required ,peaceful setting .close to Bucine station for trains to florence which...
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    About this property
    Vepri is the perfect base for a tranquil holiday or home in the sun. It is for the discerning-a quiet and gated private luxury development comprising a small number of apartments and townhouses surrounding a communal piazza. The swimming pool is simply wonderful, set amidst rolling countryside...
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    AMBRA, Ambra, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Best Of Tuscany for Your Family1 / 22
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Internet Access
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 2017
    What a nice experience staying in this nice and very well situated Apartment!It was clean, very well furnished and assisted by very efficient and nice owners.I really...
    Reviewed 1 May 2017
    The surrounding is really nice. The flat has everything you want. We didn't miss anything. The hosts are very nice. We are thinking to come again.
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    About this property
    Villa Ceppeto was an old barn and is located on a private property of 7 hectares (70,000 square meters) located on the border of Chianti: there are beautiful walks and mountain bike trails through 750 olive trees, woods and fields of iris. The barn has been completely renovated in the typical...
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    Location Information
    52048, Monte San Savino, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cortona villa in beautiful Tuscan countryside1 / 12
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Wi-Fi
    • Parking
    • Grill
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2017
    Our time is coming to an end at the wonderful San Silvestro!Cortona and Camucia has provided an excellent base in order to explore the surrounding Tuscan and Umbrian...
    Reviewed 5 September 2014
    We have had a wonderful time at San Silvestro. The villa is a beautiful farmhouse set in a vineyard and a place of tranquility. On our arrival we were greeted with fresh...
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    About this property
    The sitting room has an old open fireplace and impressive, ancient wooden beams. Two comfy sofas are a nice modern addition! The dining room is authentic Italian 1950s decor under more seriously ancient ceiling beams. The atmosphere at San Silvestro is one of homely country simplicity. There's an...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    La Mimosa at La Lombarda1 / 46
    (9)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Balcony
    • DVD Player
    • Parking
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Lovely house in open countryside but very convenient location for visiting Perugia, Cortona, Arrezo and the lake of Trasimeno or hill towns of Chianti. There is a beautiful pool...
    Reviewed 14 August 2017
    We stayed for a week , what a wonderful experience , our villa is situated in a privileged place , close to everything , all wonderful Tuscany , we had a car and can move to...
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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
    52040, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Charming 2 bedroom apartment in restored Tuscan farmhouse with pool located in historic Cortona1 / 60
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Patio
    • Washer
    • Grill
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2017
    La Lombarda is an ideal spot for total peace, tranquillity and relaxation; it is exactly as described.With just 3 rented out guest accommodations and another for hosts Nina and...
    Reviewed 3 December 2014
    Nina and Peter were great. We went to see how olives are pressed and made into oil and it was a good learning experience.
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    About this property
    La Lombarda is our charmingly restored traditional 18th century Tuscan farmhouse in the comune of Cortona. La Stufa is a charming two bedroom apartment with wood-beamed ceilings and terracotta floors. There is a comfortable sofa and two armchairs in the lounge, TV, DVD, books, games and videos for...
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    Location Information
    52040, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Perfect Stay at Incredible Prices1 / 20
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Central Heating
    • DVD Player
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 March 2017
    We stayed at Marcello apartment over Christmas and New Years and fell in love with Cortona and Casa di Amici! We had the best sleeps in years, and the apartment was very nice...
    Reviewed 25 May 2016
    We had the fortunate opportunity to choose this lovely apartment for our three month stay in Tuscany. We felt very much at home in the apartment since it was well equipped for...
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    About this property
    Two bedroom spacious apartmentTaking up the full second floor, you will find the Marcello at Casa di Amici. The largest of the apartments, the Marcello is approximately 65 m2 (700 sq. ft.), and is the perfect apartment for couples or families that like a little more room and that need to...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    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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    Little Love Nest1 / 10
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Central Heating
    • Parking
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2016
    We had a great time here in Tuscany,the property is ideally situated for visiting the area, just about an hour from Siena or Florence.we were privileged to be invited to have...
    Reviewed 18 October 2015
    Little Love Nest is a spacious very well-equipped apartment - perfect for a couple. It was very clean and comfortable, and decorated with many warm touches. Kitchen and laundry...
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    About this property
    The apartment 'Little Love Nest in Tuscany' can host 2 people and is particularly suitable for couples of lovers, spouses or couples of friends who have a car and want to do a tour of our wonderful Tuscany (Arezzo Area). The apartment is restored in original Tuscan country style. It is part of...
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    Location Information
    52029, Castiglion Fibocchi, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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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 Carda, luxury villa in Tuscany with private heated pool, jacuzzi, sauna and garden, sleeps up to 121 / 38
    (58)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Central Heating
    • Mountain Views
    • Sauna
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2018
    Villa Carda is a beautifully appointed Tuscan home in the mountains. Our group of 5 couples spent a fantastic week here. There are 6 bedrooms. Each has its own private bath...
    Reviewed 10 April 2018
    There is very little I can add to the previous reviews.The Villa is perfect and all the details are taken care.However, I would like to emphasize the great relationship...
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    About this property
    Located on the hills that divide the Casentino valley from Chianti, the Villa is ideally positioned for those wishing to visit cities such as Florence, Arezzo or Siena.It is also the perfect base to experience and explore the Tuscan countryside. Now restored to perfection, the villa was a...
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    Location Information
    52016, Arezzo, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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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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    Location Information
    52010, Capolona, Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Casa del Balestriere In Centro Storico1 / 13
    (9)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2018
    The apartment is very spacious, quiet, comfortable, clean, and, as others have pointed out, recently and very nicely renovated. The price for the apartment is extremely...
    Reviewed 27 January 2017
    I spent four weeks at Luca's rental in May and June last year. It was perfect. It was close enough to town to be able to easily walk to every restaurant, the grocery store...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Casa 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 July 2018
    We really fell for this place when we were exploring Tuscany vacation rentals via Tripadvisor and it was everything we hoped for and more! The view was amazing and the house and...
    Reviewed 24 July 2017
    Valentina and Ivano were very kind, offering everything we needed including their lovely olive oil. We enjoyed alfresco dinners with incredible sunset views, swimming daily in...
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    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The agriturismo Canto degli Alberti is an old stone built farmhouse, which in the past included the stables, and is part of a small complex comprising a sixteenth century house, and a group of buildings which collectively were a granary, a forge, a mill all involved in farming in the Tiber Valley...
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    Location Information
    52035, Monterchi, Province of Arezzo
    Condo/Apartment - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    CASA MIA A CORTONA  a real tuscan emotion in the heart of the town1 / 22
    (34)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 May 2018
    We stayed 5 days at Casa Mia a Cortona and really enjoyed it. After a hair raising journey through the winding Chianti hills .... getting used to driving a stick shift ... we...
    Reviewed 29 December 2017
    If you want to close your front door, and walk out into your wonderful neighborhood feeling like you live in Cortona, this is the place for you! Your grocery market is around...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Casa dell'Ermanna1 / 53
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Balcony
    • Wi-Fi
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 January 2016
    This well-located apartment in the center of Cortona offers Old World charm with modern comfort and convenience. The interior is imaginatively and artistically decorated. Of...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    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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    Villa di Catarsena, comfortable with heated pool1 / 31
    (14)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    • Central Heating
    • Private Outdoor Pool (Heated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 December 2017
    This villa exceeded all our expectations. It has been beautifully renovated. The rooms are spacious and beautiful. Our host was friendly and helpful. Every time we needed help...
    Reviewed 27 August 2017
    Our family group of 15 (10 adults, 5 children) had an amazing, relaxing holiday in this beautiful villa. The welcome followed by careful attention throughout our stay by our...
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    About this property
    The Villa, constructed at the end of the 18th century, offers a relaxing and comfortable stay to whoever wishes to spend their holidays in Tuscany. The Villa has been furnished in a very comfortable way with quality furniture, in part antique and in part in stile, created by the able Tuscan...
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    Location Information
    52011, Bibbiena, Province of Arezzo
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    Charming top floor Historic Cortona1 / 43
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Private 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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    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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    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 14 July 2018
    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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    Unique tuscan boutique hotel and event location1 / 75
    (14)Excellent
    12 Bedrooms, 8 Bathrooms, Sleeps 30 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Patio
    • Hot Tub
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2015
    We vacationed in Casale Cardini as a group of 22 family members, ages ranging between 0-75 yrs. We rented the entire villa. Booking and all our questions were answered...
    Reviewed 8 August 2014
    A brand new building designed as a typical old fashioned Tuscan way located on a hill. Every detail of interior decor planned. Poolside and premises kept in perfect condition...
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    About this property
    Casale Cardini's location is just a few hundred metres from the medieval centre of Foiano della Chiana, a splendid village of Etruscan and Roman origins. It lies in the centre of Valdichiana, which is close to the main tourist centres in Tuscany, Umbria and Lazio (Cortona, Lago Trasimeno, Arezzo,...
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    Location Information
    52045, Foiano Della Chiana, Province of Arezzo
    Holiday Rental House - 12 Bedrooms, 8 Bathrooms, Sleeps 30
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    Il Cipresso apt in CASA CONTEA view swimming pool1 / 24
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2016
    We stayed there with another couple and had the downstairs apartment with two bedrooms and bathrooms either side of the apartment and then a living area and kitchen in between...
    Reviewed 10 August 2016
    This is a lovely place to stay, once you get there! The access road is long and narrow, dusty when it's dry and muddy when wet, so if you're a bit precious about your vehicle...
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Private Garden
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Dolly is the result of the renovation of an old farmhouse which preserved its characteristic structure and spaces. The farmhouse (100 sqm) is built on two floors, with direct access both from inner and outer staircase. Perfectly furnished in typical Tuscan country style, Casa Dolly features...
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    Location Information
    52044, Creti, Cortona
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Balcony
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an idyllic 400 year old, 3 bedroom, semi detached farmhouse located near the beautiful town of Cortona in Tuscany. The property has a warm, welcoming feel and is furnished in keeping with the age of the property. Guests enjoy use of a private swimming pool (open 26 May to 21 September...
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    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa in the Chianti hills1 / 26
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Hot Tub
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2018
    Seven nights, Four generations in three storeys.Actually early in the season, but the place was immaculate. Rustic, charming, well equipped.The hot tub was an extra, but worth...
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    About this property
    For those who love nature and the Tuscany countryside, our country villa “Oliveta” is the ideal holiday destination in Tuscany. The villa is located on the Aretine Chianti hills, in a lovely countryside area at the foot of Pratomagno mountain and along to the historic Romanic road called “Sette...
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    Location Information
    52024, Loro Ciuffenna, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Tuscan villa with private pool and garden and breathtaking countryside views1 / 20
    (9)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2018
    Lovely villa with a separate cottage - easily sleeps 9 but I'm sure can accommodate even more if necessary. Views from the villa and the pool area are stunning, although this...
    Reviewed 8 December 2015
    I can hardly put into words what a glorious place this is! It suited us perfectly - comfortable, extremely well-equipped with thoughtful information left by the owners. Sure...
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    About this property
    Casaccia is a beautiful medieval house on a hilltop with a large private pool and gardens offering incredible views. Fully refurbished, the villa offers 4 large bedrooms (sleeping up to 10), and three bathrooms, including a delightful cottage in the garden with its own bedroom, living space and...
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    Location Information
    06018, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    La Graziosa, graceful cottage with lovely pool.1 / 34
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Patio
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 June 2015
    We're staying here and really enjoying it. Great location just down the hill from Cortona, actually just beyone Camucia. That means access to Cortona, Camucia's more real-life...
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    About this property
    In the heart of the Chiana Valley, at the foot of Cortona, lies this graceful stone house Casina La Graziosa. It is a detached house with private garden and pool at guests's exclusive disposal. The house is ideal for couples or small families. Casina La Graziosa is a single storey cozy cottage that...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Antica Filanda 81 / 52
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Patio
    • Cable/satellite TV
    • Washer
    • Mountain Views
    • Wi-Fi
    • Central Heating
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 2016
    Arezzo was a great location for what we wanted...a home base.We rented it for an anniversary celebration with our adult children and were able to easily take the train or car to...
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    About this property
    PRIVATE STRUCTURE. The Antica Filanda is a charming characteristic residence situated at the edge of the borgo of Santa Firmina, an old village just 3 km from the centre of Arezzo. The architectural restoration, planned and directed by the St ArK architectural firm, owner of the house, has...
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    Location Information
    52100, Arezzo, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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