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Cortona Villas

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    Travelers to Cortona are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    321 Matching Rentals in CortonaView all 817 rentals
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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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    Villa BorgoValecchie/ Families&groups friendly/Newly renovated suites&ensuites1 / 33
    (45)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Agriturismo Henni pool sauna jacuzzi panoramicview1 / 34
    (5)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 15 Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Mountain Views
    • Grill
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Private Yard
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Teresa is a pretty villa with a wonderful view on Cortona valley, completely renovated and equipped with every comfort. Very near to the nice town of Cortona, this wonderful structure overlooks on a breathtaking landscape and it is situated short distance from a small village, which you can...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Villa Melody: charming villa very near to Cortona1 / 45
    (6)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 7, 2018
    We stayed at this villa which is now called Gaden Cove for a week in September 2017. It's in the most beautiful area and the accommodation was fabulous, clean and comfortable...
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    About this property
    Casa Melody is an ancient stone farmhouse that lies nestled among the hills near the Medieval town of Cortona. It has been carefully restored with particular care given to its unique architectural features such as the original beamed ceilings, the old Terracotta floors and the wide brick arches. In...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa di Max1 / 29
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • Parking
    • Grill
    • Cable/satellite TV
    • Central Heating
    • Private Yard
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 18, 2017
    Villa Max is a tastefully decorated home with high quality furnishings, that shows care and pride, not the typical furnishing vacation rental. The access road at first daunting...
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    About this property
    Max Weinberg, the long-time drummer for Bruce Springsteen's E Street Band, opens the doors of his marvellous holiday house situated in the gentle verdant hills between Tuscany and Umbria. Max and his wife bought their Tuscan home in 2000, succumbing to an infatuation with Italy after a family...
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    Location Information
    52044, Mercatale, Cortona
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 11
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    Villa Il Giardino di Diana1 / 26
    (9)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Mountain Views
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 2, 2019
    We stayed at Villa IL Giardino do Diane in July 2018 and held our wedding reception there after getting married in Cortona. The villa, grounds and local surroundings are all...
    Reviewed July 15, 2018
    The villa was in pristine condition very clean and bedrooms very spacious. It was very comfortable with plenty of room in all areas and beautiful outdoor areas with stunning...
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    About this property
    Located in a beautiful hilly position, Il Giardino di Diana is a genuine stone and brick farmhouse surrounded by the characteristic Tuscan hills with olive groves and vineyards. Both the pool and the attic, boast spectacular panoramic views of the countryside with Cortona's hill in the distance....
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    Location Information
    52044, Montecchio, Cortona
    Rental Home - 6 Bedrooms, 4 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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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 7, 2018
    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 July 11, 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Villa Rosa - Heaven in Cortona, Tuscany with Pool|WiFi|Walk to Cortona|Privacy1 / 53
    (15)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 October 5, 2018
    Villa Rosa sits comfortably nestled above the high Tuscan hillside town of Cortona.The views, to say the least, are spectacular. The bright and warm mid-September week my wife...
    Reviewed September 19, 2018
    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...
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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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Villa Della Valle1 / 33
    (1)Average
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Della Valle is a charming villa in stone, in true Tuscan style, situated in an elevated position (500 m asl) on the high hills of Cortona, on the border between Tuscany and Umbria. At Villa Della Valle you will experience a holiday in close contact with nature, giving you a break from the...
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    Location Information
    52044, Teverina, Cortona
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Il Villino di Cortona (Relaxing home, exclusive pool, in the Tuscany heart).1 / 24
    (55)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 March 30, 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 June 24, 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Leccio: a beautiful stone farmhouse1 / 36
    (4)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Central Heating
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Leccio is a beautiful stone farmhouse only 2 km away from Cortona belonging to a spectacular 10.000 square metre hilly property. Tucked in a huge olive grove, chestnut and holm oak wood, the villa offers its guests a breathtaking view over the Valdichiana and the Cortona hills and is the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Teresa is a pretty villa with a wonderful view on Cortona valley, completely renovated and equipped with every comfort. Very near to the nice town of Cortona, this wonderful structure overlooks on a breathtaking landscape and it is situated short distance from a small village, which you can...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Villa Il Giardino di Diana1 / 31
    (2)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • 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 June 23, 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 June 12, 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
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    ANTICO PALLAIO1 / 31
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Sauna
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 15, 2015
    The photos on Trip Advisor DO NOT give this place justice. Things got off to a great start with the warm and friendly welcome from Sergio and his family.Fabulous / extensive...
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    About this property
    tipical old house, swimming pool, wifi, tv satelite,bbq, volley ball field, pétanque field, mini tennis field. beatiful wiew over the chiana valley. all the old charme of tuscany. 4bedroom, 4 bathroom Located in the village of Ossaia ( 3 km from Cortona), the property can be used for different...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 11
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    Villa La Pergola1 / 31
    (7)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 20, 2015
    Wonderful charming old mill house converted to a guest home. Comfortable beds, spacious accomodations. Great hosts. Kitchen is first class. After a full day of touring we...
    Reviewed September 16, 2014
    the house, the people, the owners, the swimming pool, Cortona, the food, the wine all was so beautiful and good , but i have to say, that we had a lot of horse flies and we...
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    About this property
    Villa La Pergola, a recently built house, together with other near villas is part of a small residential area situated in wordeful hilly position surrounded by greenery and spotted with olive groves. The façade is enhanced by the stone patio from which one can enjoy a stunning view on the valley...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Villa Poggio1 / 35
    (2)Excellent
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Mountain Views
    • Washer
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 21, 2018
    Villa Poggia is amazing! Andrea could not have been nicer or more accommodating! This villa is perfectly located between Camucia and Cortona- so easy to access. The...
    Reviewed July 23, 2017
    Ever since seeing 'Under the Tuscan Sun, I've dreamt of visiting Tuscany with family and friends and staying in a villa. This was the first time I've rented a vacation home...
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    About this property
    General Description This luxury villa, surrounded by a gorgeous and impressive garden, has been recently restored with great care of details and with respect to Tuscan tradition. What a great location! The villa is ideally located close to village and services offering at the same time absolute...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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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
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Beautiful Villa with Pool 10 Minutes from Cortona1 / 24
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Grill
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 4, 2017
    We stayed at Casaletto for one week on our first trip to Italy and we wish we stayed longer. Casaletto's stone and tile architecture is stunning, the spacious rooms are...
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    About this property
    There is nothing like Tuscany in the morning. Imagine waking up to the sound of birds chirping, the smell of freshly brewed coffee and the golden Tuscan sun warming your face as you sit outside in your Villa beside your private pool. Your biggest decision for the day….do you swim before...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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 Yard
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 4, 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 August 7, 2016
    Stunning service and personal treatment .the facility was up to dat and well orgnized .great view and area good for hiking location between all the great cities of tuscny...
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    About this property
    Casa Contea was created from an old farmhouse dating back to 1800, completely renovated. With its stone walls, the courtyard, the wooden beams, you can recreate the atmosphere of the ancient past, combined with the comfort of our days. Its elevated position, surrounded by forest, dominates the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Villa Borgo delle Spighe- A nice country estate set in a wonderful scenario1 / 42
    (4)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 19 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 June 5, 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
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 19
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
    • Mountain Views
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Teresa is a pretty villa with a wonderful view on Cortona valley, completely renovated and equipped with every comfort. Very near to the nice town of Cortona, this wonderful structure overlooks on a breathtaking landscape and it is situated short distance from a small village, which you can...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    7 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Sauna
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Del Sole is the perfect place for an unforgettable experience! This magnificent property is situated in the heart of the hills of Cortona, in an extremely panoramic position that will offer your eyes all the spectacular splendor of the lush Tuscan countryside. The villa has spacious and...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 11
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • Central Heating
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Ginestra is the ideal place for nature lovers and those who want to relax. The villa is located on the hills surrounding the beautiful Etruscan town of Cortona, one of the most beautiful hamlets in Italy and famous throughout for its beauty and quality of life. The villa is elegant and...
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    Location Information
    52044, Teverina, Cortona
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It 'a beautiful cottage completely restored, was once a barn and a tobacco warehouse. now has 2 bedrooms, a lounge, a kitchen, 2 bathrooms and a dining room that can become an extraordinary study. It has a swimming pool, a large garden, a bocce court, private parking. about 3 km from Cortona, and...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    Villa Alma: the pool is a dream1 / 81
    (4)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Sauna
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for an exclusive location where time seems to stand still, welcome to Villa Alma. Situated on the Cortona hill, with a breathtaking view on the valley, this villa will ensure you an unforgattable vacation. A charming cherry tree-lined drive takes you to the newly restored...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Villa Magnolia1 / 66
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Balcony
    • Grill
    • Central Heating
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 6, 2018
    It is tricky to find a property with enough beds and baths to accomodate 2 families - but Villa Magnolia did just that and more! This farmhouse has been beautifully remodeled...
    Reviewed November 2, 2016
    We were a group of 8 staying at Villa Magnolia. The property is up in the surrounding mountains of the city of Cortona with a beautiful view of the valley below. The...
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    About this property
    Immersed in the green hills surrounding the ancient Etruscan town of Cortona, which has always been considered one of the most beautiful hamlets in Italy, the country house Villa Magnolia will offer you an unforgettable experience. The facility can accommodate up to 12 people, the interior and...
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    Location Information
    52044, Teverina, Cortona
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Casa Contea apt La Quercia with views and pool1 / 23
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 2, 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 July 24, 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    La Pergola, Romantic Villa with Very Nice Loggia1 / 19
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    • DVD Player
    • Mountain Views
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 12, 2016
    We really enjoyed the property! The property was very well maintained and spotless. Check-in and check out process, communications with management firm were excellent. We had...
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    About this property
    Villa La Pergola, a recently built house, together with other near villas is part of a small residential area situated in wordeful hilly position surrounded by greenery and spotted with olive groves. The façade is enhanced by the stone patio from which one can enjoy a stunning view on the valley...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    6 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    • Private Yard
    • Central Heating
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Max Weinberg, the long-time drummer for Bruce Springsteen's E Street Band, opens the doors of his marvellous holiday house situated in the gentle verdant hills between Tuscany and Umbria. Max and his wife bought their Tuscan home in 2000, succumbing to an infatuation with Italy after a family...
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    Location Information
    52044, Mercatale, Cortona
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 11
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    Giardino di Diana:pool in a unique flower garden.1 / 58
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Patio
    • DVD Player
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a beautiful hilly position, Il Giardino di Diana is a genuine stone and brick farmhouse surrounded by the characteristic Tuscan hills with olive groves and vineyards. Both the pool and the attic, boast spectacular panoramic views of the countryside with Cortona's hill in the distance....
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 6
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    Holiday Villa in Cortona1 / 30
    (2)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
    • Cable/satellite TV
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    • Air Conditioning
    • Wi-Fi
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 14
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    Cortona Wiisteria Villa, A Lovely Relaxing Retreat1 / 27
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Central Heating
    • Washer
    • Mountain Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 22, 2014
    Idylic and charming: This is what we had imagined the countryside of Tuscany would be like. And so, a dream come true! The house is big with its own pool and olive groves above...
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    About this property
    A qulaity and ccharming villa for friends or family looking for a special place to stay in Tuscany. 'This is certainly a place to enjoy an authentic Tuscan experience'. Close to the historic town of Cortona and set in acres of olives and pastures - this beautiful 17th century newly renovated Mill...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A few steps from the ancient Etruscan town of Cortona, only 1 Km from the center, Villa Vittoria sits surrounded by orchards and cultivated fields in a strategic position from which you can enjoy breathtaking views of Val di Chiana. This beautiful villa is immersed in the stunning Tuscan...
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    Location Information
    52044, Montalla, Cortona
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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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 January 2, 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Villa Gosparini, magnificent hilltop villa with an unique view of the lake.1 / 56
    (3)Very good
    7 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Patio
    • Waterfront
    • Washer
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 9, 2016
    This hilltop seven bedroom villa has a great view of the lake. We had six couples staying very comfortable each with their own bathroom. A very nice size kitchen and three den...
    Reviewed July 8, 2013
    I stayed at this villa on the 4th of July week with my husband and three kids (ages 13, 15, 17). We stayed with extended family and all together we were 15 people... A couple...
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    About this property
    At the border between Umbria and Tuscany with stunning view to the Trasimeno Lake arises Villa Gosparini(600mt on see level). Villa Gosparini lies in an uncontaminated landscaped context, not far from Trasimeno shores and the most important art cities of Tuscany and Umbria. The recent...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Patio
    • Terrace
    • Washer
    • Cable/satellite TV
    • Central Heating
    • Balcony
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casale 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...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A few kilometers from the ancient Etruscan town of Cortona, in a flat and easily accessible location, Casa I Pini is the perfect location for those who want to spend a holiday in Tuscany close to all amenities. The structure is a portion of an old Leopoldina, a typical building of this area, the...
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    Location Information
    52044, Montecchio, Cortona
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Patio
    • Washer
    • Wi-Fi
    • Central Heating
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Il Casone lies in the open countryside, a few minutes from Cortona. Immersed in a large garden, among the green olive trees and the delicate scent of the roses, this ancient farmhouse has been painstakingly restored and converted into 4 comfortable apartments, characterized by the azure shutters...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In 2011, this stunning 15th century stone building was lovingly restored and transformed from an old country house to a truly magnificent private villa that is set in a quiet, scenic area of the hills surrounding Cortona. The clever use of materials, colours and fabrics inside the villa gives a...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    La Graziosa, graceful cottage with lovely pool.1 / 34
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Patio
    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 30, 2015
    We're staying here and really enjoying it. Great location just down the hill from Cortona, actually just beyone Camucia. That means access to Cortona, Camucia's more real-life...
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    About this property
    In the heart of the Chiana Valley, at the foot of Cortona, lies this graceful stone house Casina La Graziosa. It is a detached house with private garden and pool at guests's exclusive disposal. The house is ideal for couples or small families. Casina La Graziosa is a single storey cozy cottage that...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Ca'dei Boni, 16th century villa with private pool in beautiful setting1 / 13
    (7)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Terrace
    • Patio
    • Central Heating
    • Grill
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 30, 2017
    Such an idyllic place to stay, the property is situated in the perfect location. Ideal for a relaxing break.
    Reviewed March 27, 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Timeless Atmosphere at Villa Chiara, in Cortona.1 / 45
    (2)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Waterfront
    • Patio
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 5, 2016
    We found this villa on Airbnb. We had a family member who was getting married in the area. It was clean and had everything we needed. was a little hard to find and remote but a...
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    About this property
    This beautiful tuscan Villa with annexed hayloft has been completely restored and transformed into a cosy holiday home set on a hill full of olive groves that dominate Cortona. From the property you will enjoy a fantastic panoramic view over the green valley, in almost absolute peace and quiet. The...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Central Heating
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villa is the perfect place to spend a holiday immersed in the sweet Tuscan landscape. The villa is located just 500 meters (15 minute walk) from the heart of the historical center of the famous Etruscan town of Cortona, now one of the most beautiful and famous in Italy, and is located in one of...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Grill
    • Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An aristocratic villa built during the middle 800 between the enchanting green, and the sacred silence and the infinite valley. The green, the position and the elegance made the key elements of the main complex (6 beds) and the two depandances “Villa Serenella” and “Villa Limonaia”, two beds each....
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Vacatoin Rentals at Le Celle Del Farinaio in Corto1 / 34
    (17)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Waterfront
    • DVD Player
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 2015
    We were there with three families, 6 adults and 8 children in total. The house is well located, in a quiet space. The house is big enough and confortable, with a lot of...
    Reviewed June 8, 2014
    The house is in a very nice location, overviewing a valley. It is at the end of a small road, with almost no neighbours, so you can enjoy very quiet surroundings and also you do...
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    About this property
    Celle del Farinaio is a beautiful house, recently restored and situated only 6 km from the Etruscan town of Cortona, just 8 km from Lake Trasimeno. The property, completely fenced, is' situated on a hill (350 meters), near a small church dating originally back to Roman times and is surrounded by...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    La Mucchia casa vacanze ( suite number 4)1 / 29
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Air Conditioning
    • Secure Parking
    • Balcony
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 24, 2018
    It was our best second honeymoon. We enjoyed our stay at the villa La Mucchia, owners were very kind and helpful with all our requests and the tips they gave us. The room was...
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    About this property
    This ground floor suite 77sq. Meters ) for your accommodation in Tuscany, comprises of a comfortable living area leading to the fully equipped kitchen with views over the countryside. There are 2 bedrooms and 1 bathroom. 1 bedroom has a double bed and the other, 2 single beds. This suite also...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 2 Bedrooms, 1 Bathroom, 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 August 25, 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 July 29, 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
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 17
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Mira is a lovely independent house in the heart of the Tuscan countryside, a few kilometers from the historic Etruscan town of Cortona, situated in a strategic position to visit the most beautiful Tuscan and Umbrian towns during enjoyable day trips. The villa is located in the middle of a...
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    Location Information
    52044, Pietraia, Cortona
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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