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Holiday Apartments in Cortona

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    Travellers to Cortona are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    All 747 Rentals in Cortona
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    Casa La Bozza - Azienda Fontelunga1 / 26
    (3)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Tuscan Dream|Private|Pool|Walk to Cortona|FreeWiFi1 / 38
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Cortona, Tuscan Retreat, Serene, WiFi, Pool, Bliss1 / 32
    (14)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Tuscany, Cortona - Private Villa for your dream holiday. Pool wifi walk cortona1 / 30
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Washer
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Grill
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2017
    We have visited Villa Rosa twice, and have had a wonderful time on both occasions. Set in olive groves under the walls of a Medici fortress, and a 20 minutes walk from the...
    Reviewed 29 March 2017
    Villa Rosa is a favourite destination where I have stayed a number of times and will keep going back. It is an ideal combination of rural idyll and urban convenience, being...
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    About this property
    A two bedroom, two bathrooms, fully furnished beautiful private house for your Tuscan holiday. Complete with the essential private sparkling pool and Wi-Fi connection, Villa Rosa is nestled into the Tuscan hillside within a few minutes drive or leisurely walk into vibrant and bustling Cortona....
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Villa Rosa - Heaven in Tuscany|Pool|WiFi|Cortona1 / 33
    (13)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 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...
    Reviewed 30 March 2017
    We have visited Villa Rosa twice, and have had a wonderful time on both occasions. Set in olive groves under the walls of a Medici fortress, and a 20 minutes walk from the...
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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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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Casa Contea apt La Quercia with views and pool1 / 23
    (5)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 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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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pergo - 200011 / 41
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Grill
    • DVD Player
    • Hot Tub
    • Terrace
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2017
    My husband, adult daughter, and I spent 6 days Sat 5/27- Fri 6/2/2017 in this house. It was spotless inside and out (including pool). Note that old well water is not potable...
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    About this property
    Superb independant property perfectly nestled among the rolling hills surrounding the ancient Etruscan town of Cortona, Villa Il Casale is the ideal place to spend a holiday in the spirit of of nature, beauty and relaxation. Only 5 km from the historic center of Cortona and 1.5 km from the small...
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    Location Information
    52044, Montalla, Cortona
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Alle Pietre1 / 16
    (33)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Ester had arranged for the taxi to pick us up at Camucia Station and deliver us to her front door. Ester was waiting for us at her front door with a warm, welcoming smile and...
    Reviewed 10 July 2017
    Had a fabulous stay in Italy. our stay in Cortona was even better when we saw alle Pietre. It's a wonderfully charming little cottage with stunning views. The accommodation was...
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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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    La Certosa1 / 33
    (5)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Parking
    • Balcony
    • Washer
    • Internet Access
    • Patio
    • Terrace
    • Private Garden
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 April 2017
    From the minature cyclamen which fill the forest leading to the villa, to the orchards and cypress and mind-blowing view you find when you arrive, La Certosa is full of graceful...
    Reviewed 14 April 2017
    Twice, I have had the pleasure of staying at La Certosa with friends old and new. Italy has never felt so comfortable and beautiful to me than on those two visits. The...
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    About this property
    Description: A spacious farmhouse located in a spectacular, private and tranquil hillside setting that includes 15 acres of terraced olive groves and fruit trees (pears, plums, cherry and apple.) Cortona, with its shops, restaurants and open air market is a 20-minute walk away along a quiet lane...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Giardino di Diana:pool in a unique flower garden.1 / 58
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Patio
    • DVD Player
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a beautiful hilly position, Il Giardino di Diana is a beautiful stone and brick house surrounded by the characteristic Tuscan olive groves and vineyard. The pool provides a beautiful view over Cortona along with the fully equipped and nicely appointed outside areas. The large gazebo is...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Cortona - 500011 / 28
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Mountain Views
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 October 2017
    The view can't be beat and the location was perfect for us. This apartment will make you feel like you're an Italian. The Italian family who owns the apartment live on sight and...
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    About this property
    Appartamento Luna is a beautiful ground floor studio with 2 bedrooms and two bathrooms in a panoramic position in Cortona; situated on the cone hill of Cortona, an Etruscan town of rare charm and beauty, it will give you an unrivaled view over the Valdichiana which stretches right in front of you...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casale Lamate 61 / 54
    (3)Excellent
    Studio, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Patio
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 July 2017
    Dream vacation staying at Casale Lamate - from the house to the pool, everything was immaculately taken care of. Accessible to everything in Tuscany, Umbria and Marché, it still...
    Reviewed 21 August 2015
    The property exceeded our expectations. We rented the villa for 4 weeks. It was beautiful, clean, and very well maintained. Andre and Luigi did an outstanding job of taking care...
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    About this property
    PRIVATE STRUCTURE Casale Lamate is a house which, although of recent construction, has retained the unique charm of the Tuscan farmhouses thanks to the recycling and use of materials originating in these areas, such as the handmade terracotta floors and the beautiful chestnut ceiling beams. The...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bathrooms, Sleeps 6
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    Ca'dei Boni, 16th century villa with private pool in beautiful setting1 / 13
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • DVD Player
    • Terrace
    • Patio
    • Central Heating
    • Grill
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Such an idyllic place to stay, the property is situated in the perfect location. Ideal for a relaxing break.
    Reviewed 28 March 2017
    The villa is in a glorious location with wonderful views all around. We have been here several times in different seasons and never been disappointed. The gardens are so...
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    About this property
    Our beautiful 16th century cottage is in an enviable location. The gardens with a private pool stretch out into views of the surrounding hillsides clad with olive groves, and vineyards. The nearby village of Pergo has bars, restaurants, and a supermarket. 10 minutes will take you to vibrant Cortona...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Tuscany Private Home Cortona, WiFi, Pool, Views1 / 43
    (3)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 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...
    Reviewed 5 August 2016
    Lovely property with staggering views towards Lake Trasimeno, set a bit of town, but with a number of appealing routes for walking in to town. Cortona is one of the most...
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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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    La Bozza , country apartment with private garden1 / 42
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    • Parking
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2016
    La Bozza is a wonderful place where I spent my holidays with my family. We relaxed at the clearly blue pool and we felt well in the clearless flat. It is like a second home for...
    Reviewed 14 August 2016
    I celebrated my 60th at La Bozza with my daugher and best friend. The villa was everything i dreamed of, spacious with 3 double bedrooms, 2 baths and well equipped living...
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    About this property
    Started officially as a busines in 1994 but with previous experience of property rental in the precedent 10 years, Agriturismo Fontelunga is now a reference poit for those searching for a true Tuscan experience. W own same of the nicest accommodation in the traditional country stile in the Cortona...
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    Location Information
    52044, Montalla, Cortona
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    CHARMING COTTAGE NEAR CORTONA, GARDEN, DINING PATIO, OLIVE GROVE, AC,WiFI1 / 57
    (22)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 2 weeks ago
    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...
    Reviewed 3 October 2017
    La Colonica was perfect from the start, beautiful gardens, great rooms and a wonderful host. Everything you would want was available with one of the best equipped kitchens we...
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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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    Il Villino di Cortona (private property, private pool, wi-fi, air conditioning)1 / 23
    (44)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 30 September 2016
    Just completed s wonderful week's stay at the villa! Michele looked after us very well and his enthusiasm and generosity have no boundaries!A great pool and all amenities on...
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    About this property
    'Il Villino di Cortona', cosy holiday home nestled in the green heart of the Chiana Valley in Cortona (Tuscany), an oasis of peace, tranquility and relaxation. Your holiday in contact with nature ... 'Il Villino di Cortona”, is a small holiday home, nestled in the Val di Chiana, in the heart of...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa la Bozza, IL Bozzino1 / 50
    (6)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Cable/satellite TV
    • Central Heating
    • Grill
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2016
    We had a fantastic stay here in this beautiful old house. I was very pleased with how clean it was when we arrived. Fresh clean sheets, new, good quality mattresses and...
    Reviewed 27 May 2015
    What a wonderfully relaxing visit! We enjoyed spending time here on the property as much as visiting the nearby Tuscan cities of Arezzo, Cortona and Assisi. The home is lovely...
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    About this property
    THE HOUSE IS SPLIT IN 2 INDEPENDENT APARTMENT OF THE SAME SIZE, BOT WITH A PRIVATE GARDEN, ENTRANCE AND PARKING, WE CAN RENT ONE OF THEM FOR 6+1 OR THE ENTIRE HOUSE FOR 12+2. THE DESCRIPTION BELOW REFERS TO Il Bozzino, the ground floor oneBUT APPLY TO BOTH. PLEASE READ TO HAVE MORE DETAILS OR ASK....
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    Location Information
    52044, Montalla, Cortona
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Washer
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Fontelunga is a lovely country house placed in an enchanted location hillside, between our olive plantation and just a few minutes from the beautiful art city of Cortona, made famous worldwide from the book and movie 'Under the Tuscan Sun'. Privacy and quietness are the main features of this...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Views Views Views!  Incredible Property. Incredible Price.1 / 14
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Parking
    • Cable/satellite TV
    • Washer
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2017
    What a wonderful location in the heart of Cortona. This apartment had everything we needed - comfort, clean, and beautiful! We couldn't have enjoyed the location any more...
    Reviewed 23 August 2017
    I loved my visit to Cortona. I stayed at Casa di Amici in the Marcello, the 2nd Floor apartment. The place has a nice Tuscan and modern charm. It was sparkling clean, with a...
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    About this property
    The Perfect Tuscany VacationThis beautiful penthouse apartment of approximately 55 m2 (600 sq.ft.) has classic Italian beamed ceilings, a wood burning fireplace for cozy winter nights, and unforgettable Tuscan views that everyone dreams of. The completely renovated and decorated separate living...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    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 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 17 September 2015
    Casa Giulia is a wonderful little apartment in the city centre, with a magnificent veranda overlooking the Val di Chiana. It is always spotlessly clean, and everything...
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    About this property
    La Dolce Vita has been tastefully restored and decorated to the highest standards to produce a wonderful apartment in a quiet street a few minutes walk from the main square, bars and restaurants of Cortona. Picture windows in the living room and main bedroom provide stunning views across the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charming Cortona villa with private pool (Dardano)1 / 11
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Private Garden
    • Central Heating
    • Washer
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 October 2013
    The pictures do not do Dardano justice. Thoroughly enjoyed our stay, Carla and Paolo amazing hosts . Great spot to explore Siena and Umbria. Fantastic local food market 2...
    Reviewed 20 August 2012
    We stayed at Dardano in July of 2012 and enjoyed a wonderful vacation!. Dardano is beautiful, and very comfortable for an extended family (there were 7 of us). It was a warm...
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    About this property
    Dardano is a deceptively large house, full of atmosphere. It is a simple country home, basic even, but with an elemental charm. You drive up to the house with its ancient stone well and to one side there's a little vine-covered area for shady outdoor eating. The garden is a neatly mown meadow...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    Name: PICCOLA BRAMASOLE Accommodation: Ville Location: CORTONA Sleep: 4 Bedrooms: 2 Bathrooms: 2 Description: This charming Tuscan, rustic stone Villa has maintained many of its authentic original features without compromising modern comfort. It is surrounded by olive groves and woods,...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 3 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
    • Washer
    • Patio
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2015
    We’ve rented Villa Fontocchio through terretrusche.com, and right from the very beginning, they did a wonderful job. By the accident we were cheated before and they really tried...
    Reviewed 29 July 2014
    I made arrangements to lease Villa Fontocchio through terretrusche.com, and right from the very beginning, they did a wonderul job. I want to especially thank Michela from...
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    About this property
    Villa Fontocchio is situated at the foot of the Etruscan town of Cortona, in an enchanting location among vineyards and olive trees. Thanks to the careful restoration works, the charm of this typical Tuscan farmhouse, with its wooden beams and terracotta floors, has been preserved. A big gate leads...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 17
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Balcony
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an idyllic 400 year old, 3 bedroom, semi detached farmhouse located near the beautiful town of Cortona in Tuscany. The property has a warm, welcoming feel and is furnished in keeping with the age of the property. Guests enjoy use of a private swimming pool (open 26 May to 21 September...
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    Location Information
    52044, Montalla, Cortona
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Borgo di Vagli1 / 14
    (7)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Shared Garden
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2017
    Every morning I just wanted to gaze out over the hills as the sun came up, actually, I also wanted to gaze out as the sun went down as well, in-between I was extremely happy...
    Reviewed 11 April 2017
    The staff was very friendly and helpful.The food was delicious.Extremely remote and difficult to drive at night..
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    About this property
    Located in the heart of the Tuscan countryside, Borgo di Vagli is a quaint, meticulously restored 14th century Hamlet surrounded by a protected area of olive groves, fruit trees and ancient oaks. From the terraces, you can enjoy panoramic views of the breathtaking Tuscan hills, including a...
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    Location Information
    52040, Cortona, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Balcony
    • Central Heating
    • Patio
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa La Rugantina, a typical Tuscan stone farmhouse finely restored, lies in the open countryside surrounded by wheat and sunflowers fields. The property boasts extended gardens and 6 large bedrooms: 5 doubles and a family room that sleeps 4. The whole house then can comfortably accommodate up...
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    Location Information
    52044, Creti, Cortona
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    CASA MIA A CORTONA  a real tuscan emotion in the heart of the town1 / 22
    (31)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    Casa Mia a Cortona was the perfect home base for my husband and I to visit southern Tuscany. Ilaria our hostess, was wonderful; from communications before our visit, to meeting...
    Reviewed 25 August 2016
    If you're looking to fulfill any Under the Tuscan Sun dreams, look no further.Ilaria's apartment is incredible! True, authentic home in ancient Cortona with modern ammenities...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Tuscan holiday farmhouse villa features stunning grounds and pool, sleeps 41 / 23
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Shared Garden
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2017
    We were so impressed with the beauty and charm of this little farmhouse. The view was incredible, the grounds gorgeous and the hosts just wonderful! We would stay here again in...
    Reviewed 7 August 2016
    Stunning service and personal treatment .the facility was up to dat and well orgnized .great view and area good for hiking location between all the great cities of tuscny...
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    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the...
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    52044, Cortona, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Villa San Martino beautiful hilly position1 / 36
    (1)Average
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Hot Tub
    • Central Heating
    • Balcony
    • Waterfront
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 May 2017
    We booked this as it was advertised with a pool but we were told on arrival that the pool would not be ready before May. We had excellent weather all week (25degrees) and had...
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    About this property
    Set in beautiful hilly position, the farmhouse is named after the 800 olive trees that surround the property and from which the owners obtain great olive oil. San Martino agli Ulivi is the result of a long and accurate renovation of the family estate. On one of the stones of the old barn you can...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Perfect Stay at Incredible Prices1 / 20
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Central Heating
    • DVD Player
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 March 2017
    We stayed at Marcello apartment over Christmas and New Years and fell in love with Cortona and Casa di Amici! We had the best sleeps in years, and the apartment was very nice...
    Reviewed 25 May 2016
    We had the fortunate opportunity to choose this lovely apartment for our three month stay in Tuscany. We felt very much at home in the apartment since it was well equipped for...
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    About this property
    Two bedroom spacious apartmentTaking up the full second floor, you will find the Marcello at Casa di Amici. The largest of the apartments, the Marcello is approximately 65 m2 (700 sq. ft.), and is the perfect apartment for couples or families that like a little more room and that need to...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Mountain Views
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Private Indoor Pool
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Villa Arianna. This incredible Villa is at your complete disposition for one of the most beautiful experiences in your life. Equipped with every comfort, favoured by one of the best views which overlook Lago Trasimeno, enriched by the most exclusive services, Villa Arianna offers the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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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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    Casa Gorgacce1 / 25
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • Central Heating
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 February 2016
    this is a great place. lots for children to do around the pool and the BBQ and the table tennis. We preferred exploring perugia and cortona, wine tours and olive oil tasting. At...
    Reviewed 31 May 2014
    I would like to start this review by saying Casa Gorgacce was exactly what we were looking for in a Tuscany farm villa. We loved it. This place puts you in the middle of the...
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    About this property
    Casa Gorgacce is an old stone farmhouse with lots of character beautifully converted with all modern comforts. It has a private garden and pool, complete privacy yet with great access and only a few kilometres from 2 lively villages; Meratale di Cortona and Lisciano Niccone where there are shops,...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    La Fiorita Farmhouse in Cortona,Apartment Rosa1 / 88
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Air Conditioning
    • Porch
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2015
    We spent a wonderful week. The apartment is new and very comfortable, decorated with great taste and has a private terrace. The garden and the pool area are very pleasant with...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Terrace
    • Parking
    • Cable/satellite TV
    • Balcony
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Casale Girifalco, 16th century, is a charming country house, located on an extensive ground (nearly 5 hectares) with a stunning view of the Valdichiana valley. Perched on the terraced slopes of olive groves, it guarantees you complete privacy and tranquility, while at the same time being at...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Agriturismo Villa Giarradea1 / 23
    (5)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Mountain Views
    • Washer
    • Shared Garden
    • Secure Parking
    • Private Garden
    • Wi-Fi
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    Studio, 5 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE STRUCTURE. Torretta is a splendid antique property, located on the top of a nice hill next to the Medieval town of Cortona. Being surrounded by oak-trees and olive-trees, you can appreciate the Tuscan country side. What makes the property unique is, on one side, it's splendid panoramic...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bathrooms, Sleeps 10
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    Villa le Celle del Farinaio: Tuscan home with stunning valley views, swimming pool and trampoline, sleeps fourteen1 / 30
    (7)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • DVD Player
    • Washer
    • Parking
    • Central Heating
    • Patio
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2016
    We had 110% perfect week with friends, enjoying the place and the dinners arranged by the owners. We just needed to enjoy!We will be back!
    Reviewed 29 September 2016
    Absolutely wonderful - fabulous Farmhouse in quiet location - private pool was hugely popular with everyone - Easy access to the train station with good connections to Rome and...
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    About this property
    The cells of the villa Farinaio is situated in a beautiful hilly which overlooks the valley below and it is surrounded by green woods of our own property where you can find numerous hiking trails with different difficulty levels for taking a walk. The villa is completely fenced to provide...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Studio, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE STRUCTURE. A scenic avenue lined with cypress trees – this is the first thing seen by the guests of this beautiful property located in the Val Tiberina, an uncontaminated area of Umbria on the border with Tuscany. Il Cerreto is the old tobacco kiln of a large property dating back to the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 5 Bathrooms, Sleeps 12
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    P.B MOSS  HOUSE1 / 10
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Washer
    • Central Heating
    • Parking
    • Porch
    • Mountain Views
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2017
    Had a fabulous stay in Cortona .The apartment was very comfortable, well equipped, private and convenient .With stunning views from the outdoor area which was perfect for...
    Reviewed 24 September 2015
    This apartment was charming, clean, very comfortable, and really like a second home. The owner lives upstairs and with his perfect English helped us to immediately orient...
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    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Cortona villa in beautiful Tuscan countryside1 / 12
    (3)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • 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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    House in Central Cortona with Private Garden1 / 23
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Parking
    • DVD Player
    • Grill
    • Wi-Fi
    • Private Garden
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 26 September 2016
    Everything about Il Glicine was perfect, from the initial booking to our week long stay! The hosts are lovely people, speak English, and were very responsive to our emails and...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Il Cipresso apt in farmhouse Casa Contea with pool1 / 24
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2016
    we went for 6 days with our extended familiy all tougheter 11 persons include 4 children 2-5 years old .it was emazing the villa was well orgenized clean and the host was very...
    Reviewed 9 June 2016
    This is a lovely location in terms of views and peace and quiet, although if you had a noisy family upstairs, it might not be so blissful. We were lucky to have the whole...
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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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    villa ai cedri1 / 35
    (25)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Mountain Views
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Our stay at the Villa ai cedri was perfect. Definitely a beautiful, charming Villa and the views are outstanding. We loved every moment and hope to visit again. Giovan the...
    Reviewed 3 October 2017
    Seriously. The beautiful views from the porch, the pool and the rooftop deck were beyond beautiful. Exploring the details of the olive trees, picking vegetables and fruit...
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    About this property
    'The agriturismo can accommodate 8 - 10 guests. The villa (250sqm) is set on the hillside and, from both the house and the gardens, one can enjoy the spectacular 180 degree views over the Valdichiana valley to the hills of Montepulciano beyond. The colours change throughout the seasons; from the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Under the Tuscan Sun1 / 33
    (28)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • DVD Player
    • Balcony
    • Mountain Views
    • Central Heating
    • Terrace
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 October 2016
    We stayed 5 nights in this lovely apartment and it was the highlight of our 20 day trip through Italy. The apartment has everything one needs - it is clean, nicely decorated...
    Reviewed 22 July 2016
    We just drove down from Cortona to Rome after spending two weeks in this apartment. Put simply, this apartment is wonderful. The view from the living room is as advertised...
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    About this property
    This charming apartment, made of stones, consists of bedroom with queen size bed and a big wardrobe/closet, living room with a convertible sofa-bed and a breath taking view of the Val di Chiana Valley, full kitchen with dish washer, breakfast table and the same beautiful view as the living room....
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cottage I Frati lies at the foot of the Cortona hill, just a few minutes drive from the famous Etrsucan town praised by Frances Mayes in her “Under the Tuscan Sun”. The estate is made up of a main house and Cottage I Frati. The owner, a famous pediatrician, lives in the main house with his family...
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    Location Information
    52044, Cortona, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Cortona - 260011 / 20
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Waterfront
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2017
    Throughly enjoyed our stay here, it was a home away from home.Ideal location, right around the corner from the main square.2 separate bathrooms both with showers, which was...
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    About this property
    Casa Cara Mia is an apartment of 67 square meters on the first floor of an old building, right in the heart of the historical center of the beautiful town of Cortona, an ancient Tuscan village among the most beautiful in Italy. The apartment, despite being in the old city, is cool and quiet, ideal...
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    Location Information
    52044, Cortona, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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