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Pet Friendly Holiday Rentals in Cortona

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    Travellers to Cortona are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    379 Matching Rentals in CortonaView all 925 rentals
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    Tuscan Dream|Private|Pool|Walk to Cortona|FreeWiFi1 / 57
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Villa Rosa - Heaven in Tuscany|Pool|WiFi|Cortona1 / 53
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Newly renovated Villa in Tuscany, spacious suites, Salty pool, outstanding views1 / 31
    (43)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Agriturismo Henni pool sauna jacuzzi panoramicview1 / 34
    (5)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 15 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2018
    We are on our final night here and just don't want to leave. None of the photos do justice to the area, or the property. The problem is that every view of and from the property...
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    About this property
    Old Farmhouse 'Agriturismo Henni' of 1800th totally renovated with antiseismic criteria in 2016, with swimming pool 6mt x 12mt, hydromassage and sauna with panoramic view. The building is situated upper the hill, around the house there is and olive grove, vineyard and wood. The ideal place for...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 15
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    Tuscany, Cortona - Private Villa for your dream holiday. Pool wifi walk cortona1 / 46
    (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 29 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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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Villa Della Valle1 / 33
    (1)Average
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Della Valle is a charming villa in stone, in true Tuscan style, situated in an elevated position (500 m asl) on the high hills of Cortona, on the border between Tuscany and Umbria. At Villa Della Valle you will experience a holiday in close contact with nature, giving you a break from the...
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    52044, Teverina, Cortona
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Cottage Roccaio Cortona1 / 27
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2018
    We came in a heat wave and enjoyed having the pool. We were able to do day trips all around Tuscany. We met the owner in town and traveled along to a dirt road up to the cottage...
    Reviewed 1 September 2018
    Peaceful location overlooking the tuscan countyside. Extremely clean and comfortable 3 bedrooms with extra cots if necessary. Big spacious bathrooms with good quality fixtures...
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    52043, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Private Garden
    • Sauna
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    tipical old house, swimming pool, wifi, tv satelite,bbq, volley ball field, pétanque field, mini tennis field. beatiful wiew over the chiana valley. all the old charme of tuscany. 4bedroom, 4 bathroom Located in the village of Ossaia ( 3 km from Cortona), the property can be used for different...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    7 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Sauna
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Del Sole is the perfect place for an unforgettable experience! This magnificent property is situated in the heart of the hills of Cortona, in an extremely panoramic position that will offer your eyes all the spectacular splendor of the lush Tuscan countryside. The villa has spacious and...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 13
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    Villa Conca D'oro1 / 41
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2018
    This was the perfect week in Tuscany. A beautiful farmhouse renovated to ensure complete comfort. Nice bedrooms, bathrooms, a well stocked kitchen, and comfortable living room...
    Reviewed 5 June 2018
    The location is both remote yet so close to Cortona and the other wonderful hill top towns of Tuscany. It was so easy to visit Assisi, Arezzo, Perugia, Siena and other...
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    About this property
    Superb independent property perfectly nestled among the rolling hills surrounding the ancient Etruscan town of Cortona, Villa Conca D'oro is the ideal place to spend a holiday in the spirit of of nature, beauty and relaxation. Only 5 km from the historic center of Cortona and 1.5 km from the small...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Magnolia1 / 66
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • 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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    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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    Amenities & Details
    • 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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    Tuscany Private Home Cortona, WiFi, Pool, Views1 / 62
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Balcony
    • Mountain Views
    • Washer
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2018
    All I wanted was sun and a pool. What I got was much more. Tuscan beauty to delight, Cortona a hill top town within walking distance with so many bars and restaurants...
    Reviewed 15 August 2016
    After busy time in Rome and Florence, my partner and I have visited Cortona. We decided to stayed at this great property. We had a very relaxing time which we needed before...
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    About this property
    Villa Rosa is a private home nestled in the hillside of the historic and vibrant hill top town of Cortona. Only a few minutes drive or a leisurely stroll into the City of Cortona, with expansive views over the valley to the distance shores of Lake Trasimeno, Villa Rosa is a tranquil haven that...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Tuscan Dream Home in Cortona: Pool, WIFI, Magical1 / 53
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • DVD Player
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 October 2017
    I have been renting homes (holiday villas, houses, apartments, etc) in Italy, Spain, and Greece for over 25 years; sometimes 2-3x/year. I have never experienced a so enjoyable...
    Reviewed 2 November 2016
    A return visit to this perfect location. The villa has everything you need for a relaxing stay. Quiet with beautiful views of the country with Cortona just down the road...
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    About this property
    A dream home just for you - with all the essential mod cons. Pool, lawn, easy indoor/outdoor living, fully equipped kitchen, comfy beds, and essential (free) Wi-Fi. Villa Rosa is nestled into the hillside and within walking distance to Cortona. Couples love it, families love it. A two...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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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 20 May 2017
    We stayed for 3 nights to allow us time in Cortona before moving on through Tuscany, the apartment was all that we expected and more. The pictures do show what's on offer but...
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    About this property
    Casa Zeni Signorelli is a little gem located in the heart of the ancient Etruscan town of Cortona, a short walk from all the services and the beauty of the town but at the same time in a peaceful and quiet place. You will be immersed in an elegant and charming atmosphere, in a tasteful environment...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa La Pergola1 / 31
    (7)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 May 2015
    Wonderful charming old mill house converted to a guest home. Comfortable beds, spacious accomodations. Great hosts. Kitchen is first class. After a full day of touring we...
    Reviewed 16 September 2014
    the house, the people, the owners, the swimming pool, Cortona, the food, the wine all was so beautiful and good , but i have to say, that we had a lot of horse flies and we...
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    About this property
    Villa La Pergola is an authentic private villa in Tuscany, very close to the Etruscan town of Cortona. La Pergola is situated in a cosy village consisting of two other villas each with private swimming pool. The patio, decorated with elegant garden furniture, has a scenic view over the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Beautiful Villa with Pool 10 Minutes from Cortona1 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Grill
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 2017
    We stayed at Casaletto for one week on our first trip to Italy and we wish we stayed longer. Casaletto's stone and tile architecture is stunning, the spacious rooms are...
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    About this property
    There is nothing like Tuscany in the morning. Imagine waking up to the sound of birds chirping, the smell of freshly brewed coffee and the golden Tuscan sun warming your face as you sit outside in your Villa beside your private pool. Your biggest decision for the day….do you swim before...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Cortona, Tuscan Retreat, Serene, WiFi, Pool, Bliss1 / 50
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Mountain Views
    • Balcony
    • Washer
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 September 2018
    I cannot tell you how often I close my eyes and wish I was back 'Under the Tuscan Sun' in Cortona.As we drove down the Cyprus lined lane and pulled into Villa Rosa, all our...
    Reviewed 16 April 2017
    The house at Cortona is so beautiful, well appointed and welcoming, we felt we'd become part of the wonderful Tuscan landscape and way of life.
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    About this property
    Your holiday to Tuscany is special. You want a home that will provide you with the essential pool and of course the internet. You want to be close to the amenities but far enough away for privacy, seclusion and relaxation. We would love to welcome you to Villa Rosa which has all these features...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Villa Melody: charming villa very near to Cortona1 / 45
    (6)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We stayed at this villa which is now called Gaden Cove for a week in September 2017. It's in the most beautiful area and the accommodation was fabulous, clean and comfortable...
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    About this property
    Casa Melody is an ancient stone farmhouse that lies nestled among the hills near the Medieval town of Cortona. It has been carefully restored with particular care given to its unique architectural features such as the original beamed ceilings, the old Terracotta floors and the wide brick arches. In...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Alle Pietre1 / 16
    (40)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 1 week ago
    My husband and I spent nine days in Alle Pietre in late October. The house is just as charming as pictured on the web site with antique furnishings and modern amenities. Ester...
    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...
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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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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Teresa is a pretty villa with a wonderful view on Cortona valley, completely renovated and equipped with every comfort. Very near to the nice town of Cortona, this wonderful structure overlooks on a breathtaking landscape and it is situated short distance from a small village, which you can...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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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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    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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    Typical house with lovely view and swimmingpool1 / 23
    (3)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Parking
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2016
    Second time here, very spacious, clean, contemporary house on the hillside with a spectacular view. Orchard with figs, apples, and other fruit. We have seen plenty of wild...
    Reviewed 5 July 2016
    Molbena is what you dream of, when you think of Tuscany....Once through the elegant iron gates, you drive on the tree-lined, winding road to this beautiful stone house perched...
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    About this property
    Surrounded by the enchanting Tuscan countryside, next to a large orchard, woods and terraces of olive trees, Molbena House is the ideal place to fully relax in a luxuriant nature, away from the chaos and crowding, but still being a few minutes away from the artistic treasures of Cortona and the...
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    Location Information
    52040, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Eleonora will give you a unique stay in a location characterized by quiet and privacy and incomparable views over the beautiful city of Cortona, whose views will accompany you while relaxing in the garden, enjoying the air of the Tuscan countryside in the morning or when you lean out the...
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    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Set in the majestic Tuscan hills, six bedroom farmhouse with outdoor pool, private garden and gorgeous views1 / 46
    (16)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
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    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2015
    I Mandorli is the quintessential Tuscany experience. Rooms are simple and well appointed, one find all he needs in the kitchen, wi fi works well (does not happen all the...
    Reviewed 23 July 2013
    Beautiful location in a silent area with outstanding view. The house and garden is comfortable and well maintained. Well equipped with different amenities and equipment making...
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    About this property
    I Mandorli is an original Tuscan farmhouse. It has been refurbished using traditional materials and techniques to maintain it's rustic character and help stay cool through the long summer days. In autumn and winter you can relax in the spacious living room, in front of the fireplace. From the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 10
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    House in Central Cortona with Private Garden1 / 39
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
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    • DVD Player
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    • Private Garden
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 September 2018
    „Il Glicine“, a little paradise, behind a wall of stones. A holiday home, nicely equipped with all comfort and a romantic garden for leisure hours sipping a glass of wine, close...
    Reviewed 1 August 2017
    We stayed at Il Glicine for nine days in July. The house and garden were perfect for two sisters who were meeting up from half way across the world. A beautiful private garden...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Il Villino di Cortona (Relaxing home, exclusive pool, in the Tuscany heart).1 / 23
    (54)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2018
    Now that we have returned home from our 14 day vacation in Italy, I am pleased to sit and write this review above all others. Our time (5 nights) at Il Villino Di Cortona was...
    Reviewed 25 June 2017
    This was our second stay at Il Villino di Cortona and we had a wonderful time once again! The villa is rustically comfortable and the little touches made by Michele (the owner...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    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
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    • 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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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
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    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A few steps from the ancient Etruscan town of Cortona, only 1 Km from the center, Villa Vittoria sits surrounded by orchards and cultivated fields in a strategic position from which you can enjoy breathtaking views of Val di Chiana. This beautiful villa is immersed in the stunning Tuscan...
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    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Casa dell'Ermanna1 / 53
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    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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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Central Heating
    • Private Outdoor Pool (Unheated)
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    • 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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    Typical house with private pool and stunning view1 / 22
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2016
    Really friendly and relaxed host. A large beautifully presented property in a stunning rural location. We enjoyed the swimming pool, pizza oven and huge BBQ. Very comfortable...
    Reviewed 4 August 2016
    We had the pleasure of staying here. Family of 5, teenage boys and 2 sets of grandparents... Wonderful views, the owner and caretaker were friendly and responsive. Paradise...
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    About this property
    Rasina House is situated in a stunning position at 500m of altitude over the Tuscan hills of Cortona, which give the house a fantastic and unique panoramic view. Rasina house is an ancient rural house that has been recently restored strictly using traditional materials, in accordance with the...
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    Location Information
    52040, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Appartamento Maccari is located in the heart of the historic center of the ancient Etruscan town of Cortona, a place rich in history and charm, and one of the oldest medieval towns of Italy. Located just a few steps away from the squares and main streets of the town, yet in a secluded and quiet...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa San Martino1 / 17
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Secure Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Private Garden
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2018
    A great base to enjoy the Niccone valley and other close towns in the area. An ideal abode for family and friends with all the facilities to enjoy your holiday. We will be back!
    Reviewed 22 July 2016
    We had a marvelous week in this beautiful villa (all 4 couples of us just loved it). It is perfect for familys, with a children friendly pool and robust interior :) The house...
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    About this property
    A luxury villa with private pool, Villa San Martino is set on a hill, high above the beautiful Niccone Valley on a quiet road, just 3 minutes from local village shops, restaurants and cafes. The position is a typically Tuscan, offering spectacular views from the house, garden, terrace and infinity...
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    06060, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Water Mill and Millers House Rental in Cortona1 / 13
    (5)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2014
    just got back from the Millers house. I want to go straight back it was amazing !!The owners sister Marianne was fabulous she allowed us to access the property several hours...
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    About this property
    Ideal for a couple wanting a peaceful holiday, the mill was restored last year by local builders and craftsmen using traditional materials. It is set by a stream in 2 acres of grounds and has lovely views from the huge arched windows in the bedroom and kitchen. The private pool with optional...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Imola is located in the countryside at the foot of the beautiful Etruscan city of Cortona, which is only a few minutes away. The property has recently been renovated, creating a rich environment of comfort, with a strong modern character at the same time conservative since we can find many...
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    Location Information
    52044, Montecchio, Cortona
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casale Le Capanne is dedicated to those who love simplicity and authenticity, and want to spend a real vacation in the countryside and live in a real Tuscan Farmhouse. Casale Le Capanne is a true farmhouse, nestled in the Tuscan countryside, between the towns of Cortona and Montepulciano,...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A splendid country residence immersed in the green hills of Val di Chiana, a few kilometers from Montepulciano and from Cortona. The brick house, built at the end of the 17th century, was constructed on the antique ruins of a brickyard and the traces of the centuries are still evident. Set into the...
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    Location Information
    53045, Pietraia, Cortona
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    A luxury apartment in a typical Leopoldinian Villa: Lo Staioro Luxury1 / 23
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2014
    My husband and I travelled with his parents and spent one week of our vacation in this wonderful villa. We were met by the villas owner, Andrea, who's warm welcome and...
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    Staioro Luxury is located on he ground floor of a typical Leopoldinian structured villa offers a charming residence at the feet of the fascinating Etruscan Town of Cortona, which dominates on the background. Inside, the contrast among the paints of the walls, the special effects with light and the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Country house 'Giuseppe', surrounded by trees and fields. 3 apartments in the property. 15 km from the centre of Cortona, 20 km from the centre of Castiglione del Lago, 25 km from the centre of Montepulciano, in a quiet, sunny position, 20 km from the lake, in the countryside. For shared use: large...
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    Location Information
    52044, Cignano, Cortona
    Condo/Apartment - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Villa Il Seccatoio a cozy stone House in Cortona1 / 22
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Balcony
    • DVD Player
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 April 2016
    We hired this for a week last summer for guests attending a family wedding in Cortona. The setting is perfect - tranquil with beautiful views and keeping the sun until late in...
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    About this property
    Villa Il Seccatoio is a cozy stone house and lies in wonderful panoramic hilly position (550 mt on the sea level). The villa was once a drying room for chestnuts and today thanks to the careful restoration works, guests will enjoy the charm of this typical Tuscan farmhouse, with its wooden beams...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cortona Charme - La Terrazza Cortonese1 / 37
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Grill
    • Air Conditioning
    • Washer
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This is probably one of the very best locations to stay in the whole of Cortona. Splendid views over the countryside surrounding Cortona, from an excellent terrazza. It is in...
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    About this property
    Terrazza Cortonese is a beautiful apartment in the historic center of the ancient town of Cortona, charming and beautiful medieval village that owes its origins to the ancient Etruscan civilization, of which today we find evidence throughout the town. Cortona is situated at the top of a hill from...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A splendid country residence immersed in the green hills of Val di Chiana, a few kilometers from Montepulciano and from Cortona. The brick house, built at the end of the 17th century, was constructed on the antique ruins of a brickyard and the traces of the centuries are still evident. Set into the...
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    Location Information
    53045, Pietraia, Cortona
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • Mountain Views
    • Air Conditioning
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Parking
    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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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 11
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A few kilometers from the ancient Etruscan town of Cortona, in a flat and easily accessible location, Casa I Pini is the perfect location for those who want to spend a holiday in Tuscany close to all amenities. The structure is a portion of an old Leopoldina, a typical building of this area, the...
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    Location Information
    52044, Montecchio, Cortona
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A splendid country residence immersed in the green hills of Val di Chiana, a few kilometers from Montepulciano and from Cortona. The brick house, built at the end of the 17th century, was constructed on the antique ruins of a brickyard and the traces of the centuries are still evident. Set into the...
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    Location Information
    53045, Pietraia, Cortona
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Staioro Charme is the most beautiful apartment of this typical Leopoldinian structured villa that offers a charming residence at the feet of the fascinating Etruscan Town of Cortona, which dominates on the background. Inside, the contrast among the paints of the walls, the special effects with...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Grill
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An aristocratic villa built during the middle 800 between the enchanting green, and the sacred silence and the infinite valley. The green, the position and the elegance made the key elements of the main complex (6 beds) and the two depandances “Villa Serenella” and “Villa Limonaia”, two beds each....
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Suite Nazionale is a luxurious and romantic suite with B & B for two people located in the historic center of the ancient town of Cortona, charming and beautiful medieval village that owes its origins to the ancient Etruscan civilization, of which today we find evidence throughout the town. Cortona...
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    Location Information
    52044, Cortona, Province of Arezzo
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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