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Cortona Holiday Homes

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    Travellers to Cortona are booking December dates now. Secure your holiday rental today, and have the perfect trip.
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    Views Views Views!  Incredible Property. Incredible Price.1 / 28
    (14)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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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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    Casa dell'Ermanna1 / 53
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Casa Di Amici1 / 57
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Sauna
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the heart of the Tuscan countryside, the apartment Casa di Amici sits in the main house of a lovely residential complex. Guests can enjoy vast outdoor expanses, a swimming pool adjacent to a barbecue area and sheltered parking. Every apartment also has a neat, private little garden. Casa di...
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    Location Information
    52044, Montecchio, Cortona
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Il Bocciolo at La Lombarda1 / 57
    (11)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Parking
    • Washer
    • Balcony
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2018
    We had a brilliant holiday at Il Bocciolo and enjoyed everything Tuscany had to offer. Nina and Peter were excellent hosts who were attentive prior to and during our stay...
    Reviewed 5 October 2017
    This was the first time we have stayed away from a city and absolutely loved our experience. Peter and Nina were fabulous hosts and La Lombarda is beautiful. The apartment was...
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    About this property
    La Lombarda, our beautifully restored traditional 18th century Tuscan farmhouse is ideally placed within easy reach of Tuscany and Umbria's wealth of art and cultural centres. Cortona, nestling in its hillside just 20 minutes away, with its medieval cobbled lanes is a delightful and atmospheric...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Villa Borgo delle Spighe- A nice country estate set in a wonderful scenario1 / 35
    (4)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Heated)
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2017
    The whole picture of the house and landscape was perhaps best. We the family - parents, grandparents and children enjoyed this entirety. The pool - little extra fee for heating...
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    About this property
    Located at the foot of Cortona, Borgo delle Spighe lays in the heart of Valdichiana, one of the most evocative scenery in Tuscany. This large red-brick farmhouse, typical of the rural tradition of these valleys, has been completely remodeled and now it can easily accommodate groups up to 14...
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    Location Information
    52044, Cignano, Cortona
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    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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    Amenities & Details
    • 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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    Charming top floor Historic Cortona1 / 43
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    Casa Contea apt La Quercia with views and pool1 / 23
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Parking
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2018
    We really fell for this place when we were exploring Tuscany vacation rentals via Tripadvisor and it was everything we hoped for and more! The view was amazing and the house and...
    Reviewed 24 July 2017
    Valentina and Ivano were very kind, offering everything we needed including their lovely olive oil. We enjoyed alfresco dinners with incredible sunset views, swimming daily in...
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    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casa La Dolce Vita beautiful panoramic windows.1 / 38
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 2015
    We stayed here 4 nights and I can say that absolutely the best location in the whole town. You just walk out of the door and you in the middle of the village. The main square is...
    Reviewed 18 September 2015
    Casa Giulia is a wonderful little apartment in the city centre, with a magnificent veranda overlooking the Val di Chiana. It is always spotlessly clean, and everything...
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    About this property
    La Dolce Vita has been tastefully restored and decorated to the highest standards to produce a wonderful apartment in a quiet street a few minutes walk from the main square, bars and restaurants of Cortona. Picture windows in the living room and main bedroom provide stunning views across the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    La Mimosa at La Lombarda1 / 46
    (10)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Parking
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Absolutely amazing stay at la mimosa. Couldn’t have asked for better hosts than Nina and peter, they were extremely welcoming and very knowledgable about the area. Apartment is...
    Reviewed 27 July 2018
    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...
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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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    P.B MOSS  HOUSE1 / 10
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Balcony
    • Washer
    • Central Heating
    • Parking
    • Porch
    • Mountain Views
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    Had a fabulous stay in Cortona .The apartment was very comfortable, well equipped, private and convenient .With stunning views from the outdoor area which was perfect for...
    Reviewed 24 September 2015
    This apartment was charming, clean, very comfortable, and really like a second home. The owner lives upstairs and with his perfect English helped us to immediately orient...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Villa Melody: charming villa very near to Cortona1 / 45
    (5)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Il Nido a contemporary countrychic Villa with pool1 / 52
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Secure Parking
    • Wi-Fi
    • Balcony
    • Grill
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2016
    A gorgeous property with stunning views, gorgeous pool and garden and lovely interior. Perfect for exploring Tuscany- easy to get to from Perugia airport. Highly recommend.
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    About this property
    Nestled in the colourful Tuscan countryside, just 8km away from the old town of Cortona, Il Nido is a lovely small villa recently restored and finely appointed with a contemporary country-chic style. The skillful ability in matching the soft tones and the tasteful recall to the Arte Povera, give...
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    Location Information
    52042, Montecchio, Cortona
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Tuscan Dream|Private|Pool|Walk to Cortona|FreeWiFi1 / 57
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Wi-Fi
    • Grill
    • Mountain Views
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    Wow! We were very impressed with finding this gem in Cortona. The views are spectacular from this property only drawback is that we were only there for a few days and were out...
    Reviewed 30 March 2017
    The remodelled historic house is the perfect spot to relax and unwind. Open plan living areas with an amazing outlook over the Tuscan countryside. The close proximity to town...
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    About this property
    A dream home just for you. We created our home in Cortona with all the essential mod cons. Music, kitchen, comfy beds, and of course with the essential pool and (Free) Wi-Fi. Villa Rosa is nestled into the Cortona (Tuscan) hillside with only a few minutes drive to the historic hill top town or...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Appartamento in affitto per vacanza inToscana ' Casa di Chiarilu'1 / 15
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Children's Pool
    • Washer
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casa vacanze CASA BIAGIOTTI1 / 24
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 September 2017
    From the very start, we were made to feel most welcome by the warmth and generosity of the lovely owners, Loriano and Roberta. Nothing was too much trouble for them and they...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Villa Rosa - Heaven in Tuscany|Pool|WiFi|Cortona1 / 53
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Mountain Views
    • Patio
    • Grill
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    Perfect if you want to relax, unpack, read books, self cater and enjoy the village life and surrounds. Excellent for day trips to Florence, Sienna, Montepulchiano, Arezzo...
    Reviewed 19 September 2017
    This is the second time we have stayed in Villa Rosa. We had our daughter and her husband with us and we stayed for 7 nights. Everything in the villa was to a very high standard...
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    About this property
    With essential private pool and (Free) Wi-Fi, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant Cortona. Couples love it, families love it. It is heaven. A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Residence Maine Case vacanza Cortona con giardino esclusivo e piscina1 / 35
    (8)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52044, Montecchio, Cortona
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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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    Amenities & Details
    • Mountain Views
    • Housekeeping Included
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2018
    We so enjoyed our week here in 2016, it was always somewhere we had to return to. We managed it this year and our stay more than lived up to expectations. It is a truly charming...
    Reviewed 8 November 2017
    This beautiful and spotlessly clean cottage was perfect for 4 people. David was most helpful and had lots of information to share with us. It is in a charming village called...
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    About this property
    Charming small villa in pretty medieval village about 25 minutes from Cortona. The house is set in large gardens and olive grove with views of the surrounding hills. A/C and Wi-Fi throughout. Very comfortable and really fully equipped. Mint condition. Lovely Garden setting with dining patio...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Casa Zeni - Signorelli1 / 30
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 May 2017
    We stayed for 3 nights to allow us time in Cortona before moving on through Tuscany, the apartment was all that we expected and more. The pictures do show what's on offer but...
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    About this property
    Casa Zeni Signorelli is a little gem located in the heart of the ancient Etruscan town of Cortona, a short walk from all the services and the beauty of the town but at the same time in a peaceful and quiet place. You will be immersed in an elegant and charming atmosphere, in a tasteful environment...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cottage Roccaio Cortona1 / 27
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    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 3 weeks ago
    Peaceful location overlooking the tuscan countyside. Extremely clean and comfortable 3 bedrooms with extra cots if necessary. Big spacious bathrooms with good quality fixtures...
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    Location Information
    52043, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Agriturismo Henni pool sauna jacuzzi panoramicview1 / 34
    (5)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 15 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2018
    We are on our final night here and just don't want to leave. None of the photos do justice to the area, or the property. The problem is that every view of and from the property...
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    About this property
    Old Farmhouse 'Agriturismo Henni' of 1800th totally renovated with antiseismic criteria in 2016, with swimming pool 6mt x 12mt, hydromassage and sauna with panoramic view. The building is situated upper the hill, around the house there is and olive grove, vineyard and wood. The ideal place for...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 15
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    Villa Il Giardino di Diana1 / 31
    (2)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 June 2018
    As one of Alex my son's family group, I agree 100% with his review. Our hosts were very helpful. Their villa is well situated for exploring Southern Tuscany and Umbria.
    Reviewed 12 June 2018
    I could not recommend Villa Il Giardino di Diana enough. The house itself is lovely, nice and cool inside even in the heat of the day with lots of big airy rooms and all the...
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    Location Information
    52044, Montecchio, Cortona
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Appartamento Stefy1 / 18
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 October 2017
    Beautiful apartment with everything you need for a comfortable stay. Spotless, new appliances and tile flooring. Excellent location with easy access to the main square. Stefania...
    Reviewed 5 June 2016
    This little Cortona apartment was just as expected. Beautifully appointed with everything you needed for an easy stay. We loved Stefanie's touch with her lovely hand painted...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Appartamento Luna1 / 31
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 October 2017
    The view can't be beat and the location was perfect for us. This apartment will make you feel like you're an Italian. The Italian family who owns the apartment live on sight and...
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    About this property
    Appartamento Luna is a beautiful ground floor studio with 2 bedrooms and two bathrooms in a panoramic position in Cortona; situated on the cone hill of Cortona, an Etruscan town of rare charm and beauty, it will give you an unrivaled view over the Valdichiana which stretches right in front of you...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Set in 2 acres of private olive grove,in the hills above the Niccone valley the house has been restored to a high standard and with larger than normal windows the whole living area is light and airy. There is good access to famous cities in both Tuscany and Umbria,; the nearest village is a 10...
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    Location Information
    06060, Mercatale, Cortona
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Charming Cortona villa with private pool (Dardano)1 / 11
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Private Garden
    • Central Heating
    • Washer
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 2013
    The pictures do not do Dardano justice. Thoroughly enjoyed our stay, Carla and Paolo amazing hosts . Great spot to explore Siena and Umbria. Fantastic local food market 2...
    Reviewed 20 August 2012
    We stayed at Dardano in July of 2012 and enjoyed a wonderful vacation!. Dardano is beautiful, and very comfortable for an extended family (there were 7 of us). It was a warm...
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    About this property
    Dardano is a deceptively large house, full of atmosphere. It is a simple country home, basic even, but with an elemental charm. You drive up to the house with its ancient stone well and to one side there's a little vine-covered area for shady outdoor eating. The garden is a neatly mown meadow...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Perfect Stay at Incredible Prices1 / 20
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Central Heating
    • DVD Player
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 March 2017
    We stayed at Marcello apartment over Christmas and New Years and fell in love with Cortona and Casa di Amici! We had the best sleeps in years, and the apartment was very nice...
    Reviewed 25 May 2016
    We had the fortunate opportunity to choose this lovely apartment for our three month stay in Tuscany. We felt very much at home in the apartment since it was well equipped for...
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    About this property
    Two bedroom spacious apartmentTaking up the full second floor, you will find the Marcello at Casa di Amici. The largest of the apartments, the Marcello is approximately 65 m2 (700 sq. ft.), and is the perfect apartment for couples or families that like a little more room and that need to...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Casa del Balestriere In Centro Storico1 / 13
    (9)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2018
    The apartment is very spacious, quiet, comfortable, clean, and, as others have pointed out, recently and very nicely renovated. The price for the apartment is extremely...
    Reviewed 28 January 2017
    I spent four weeks at Luca's rental in May and June last year. It was perfect. It was close enough to town to be able to easily walk to every restaurant, the grocery store...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    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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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2018
    Our holiday at Borge Valecchie far exceeded expectations. The villa is beautifully presented immaculately clean and well appointed. The garden and pool area was stunning...
    Reviewed 9 April 2018
    This property has a 1 bedroom apartment, 2 2 bedroom apartments and a 4 bedroom villa. We stayed in one of the 2 bedroom apartments. I can't say enough about this place. The...
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    About this property
    Our villa offers an ideal combination of elegant simplicity and historical charm which create a unique experience and can comfortably accommodate up to 10 guests. Located just five minutes away from The Hill town Cortona. Along with a private swimming pool, this holiday accommodation, immersed...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Wi-Fi
    • DVD Player
    • Grill
    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, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Due to its scenic location Villa Oleandro offers an unrivaled view over the town of Cortona and the whole Valdichiana. The villa has been carefully restored by the owners who have managed to keep the uniqueness of this beautiful stone farmhouse alive, which, with its rustic Tuscan style, will make...
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    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Central Heating
    • Cable/satellite TV
    • Mountain Views
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ca de Lelli is a spacious cottage modernised and fully equipped for family or group holidays at a very affordable price. Situated on a well maintained rural road close to Mercatale in the beautiful Niccone valley which straddles the Tuscan Umbrian border. The cottage has two double bed rooms the...
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    Location Information
    06019, Mercatale, Cortona
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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
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    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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    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
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    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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    VillaStefania Old Farmhouse Great View on Cortona1 / 20
    (4)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Secure Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 June 2016
    We recently returned from a one week stay at Villa Stefania. We had 11 people in our party and rented both apartments. The views of the surrounding area were fabulous and we...
    Reviewed 11 January 2016
    We were 3 Family with several Kids spending three days, including the new year´s eve in the Cortona area. Stefania and her husband was very kind, available and flexible to...
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    About this property
    Stone-built farmhouse that has recently been restored with great care and is situated in the hills approximately three kiliometers from Cortona. The property is situated in a well reserved country place but not remote, very near to all necessity. The Villa is divided into two indipendent units...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Villa Conca D'oro1 / 41
    (3)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2018
    This was the perfect week in Tuscany. A beautiful farmhouse renovated to ensure complete comfort. Nice bedrooms, bathrooms, a well stocked kitchen, and comfortable living room...
    Reviewed 5 June 2018
    The location is both remote yet so close to Cortona and the other wonderful hill top towns of Tuscany. It was so easy to visit Assisi, Arezzo, Perugia, Siena and other...
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    About this property
    Superb independent property perfectly nestled among the rolling hills surrounding the ancient Etruscan town of Cortona, Villa Conca D'oro is the ideal place to spend a holiday in the spirit of of nature, beauty and relaxation. Only 5 km from the historic center of Cortona and 1.5 km from the small...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cortona walking distance villa1 / 16
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2018
    If you are looking for a villa that is under 10 minute walk from the beautiful hilltop town of Cortona, look no further. The villa is well equipped, the garden and pool perfect...
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    About this property
    This lovely small villa is located at 400 m from the charming town of Cortona, one of the most beautiful and renowned towns of Tuscany. An important Etruscan settlement, Cortona today is a medieval jewel on the side of a hill dominating the Val di Chiana. The villa, 65 sq. m, can comfortably...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    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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    Location Information
    52044, Mercatale, Cortona
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Tuscan villa with private pool and garden and breathtaking countryside views1 / 20
    (10)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We saw the pictures and read the reviews so we were excited to go. This feeling was surpassed when we drove up to the property, absolutely amazing. Lots of space and privacy and...
    Reviewed 11 July 2018
    Lovely villa with a separate cottage - easily sleeps 9 but I'm sure can accommodate even more if necessary. Views from the villa and the pool area are stunning, although this...
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    About this property
    Casaccia is a beautiful medieval house on a hilltop with a large private pool and gardens offering incredible views. Fully refurbished, the villa offers 4 large bedrooms (sleeping up to 10), and three bathrooms, including a delightful cottage in the garden with its own bedroom, living space and...
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    Location Information
    06018, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    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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    CASA di ADRIENNE, apartamento para 4 personas, precioso jardin privado1 / 38
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2018
    The two of us rented Casa Adrienne and enjoyed it immensely! Roberto was the perfect host as he picked my friend and myself up from train station, brought us to car rental in...
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    About this property
    Set in the heart of the Tuscan countryside, at the foot of Cortona, apartment Casa di Adrienne is part of the main farmhouse in a lovely residential complex. Guests have at their disposal large outer spaces, the swimming pool with the adjacent BBQ area and the covered parking lots. In addition,...
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    Location Information
    52044, Montecchio, Cortona
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Col di Leccio - Quercia1 / 24
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Washer
    • Private Garden
    • Parking
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2017
    The house was quiet comfortable with adequate facilities.The location of the pool area was fantastic as was the outdoor B-B-Q area.The inclusion of a microwave would be...
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    About this property
    Experience the magic of a vacation in a true farmholiday at La Quercia. This small cottage, only 5 minutes drive from the old Medieval town of Cortona, belongs to the farmhouse Col di Leccio, an authentic farmhouse where nature and silence dominate. The cottage is made up of a living room with...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casa per vacanze-Casa le Celle-1 / 26
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Balcony
    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 2016
    Beautiful house,lovely location,very peaceful.great hosts,very helpful.Mauro very obliging when we had car trouble,would highly recommend you visit for not only the house and...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Il Villino di Cortona (private property, private pool, wi-fi, air conditioning)1 / 23
    (52)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 March 2018
    Now that we have returned home from our 14 day vacation in Italy, I am pleased to sit and write this review above all others. Our time (5 nights) at Il Villino Di Cortona was...
    Reviewed 25 June 2017
    This was our second stay at Il Villino di Cortona and we had a wonderful time once again! The villa is rustically comfortable and the little touches made by Michele (the owner...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Casa Anna,  cosy holiday apartment Cortona1 / 20
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Washer
    • Private Garden
    • Mountain Views
    • Shared Garden
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2017
    We went to Casa Anna for ten days. We are a family of four members. Everything was fantastic: the owners are very friendly, nice and gentle; the house is a very nice country...
    Reviewed 21 July 2016
    I live very near Casa Anna and our friends have stayed there now on 2 occasions during Christmas last year and a festa for our sons birthday party this year.Those who stayed...
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    About this property
    Casa Anna is just a few km from the Etruscan-Medieval town of Cortona and offers a genuine and healthy holiday. It is situated in the hills area around Cortona (only 5 km from SR71 and 10 km from Cortona), in the heart of a small rural hamlet, and ensures guests real quiet ( 750 mt over the sea...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Cottage Luigina Cortona1 / 41
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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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 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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