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Province of Arezzo Villas

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    Travelers to Province of Arezzo are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1,405 Matching Rentals in Province of ArezzoView all 3,579 rentals
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    Fattoria di Arsicci, holiday house weekly rented.1 / 24
    (13)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    Newly renovated Villa in Tuscany, spacious suites, Salty pool, outstanding views1 / 31
    (43)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Villa Rosa - Heaven in Tuscany|Pool|WiFi|Cortona1 / 53
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Nice villa in Tuscany hills with large garden and private pool, sleeps 91 / 32
    (4)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 28, 2018
    We really enjoyed our stay in this property. The villa is spacious on the inside and especially outdoors! The pool is huge, the climate was great. One thing, though (I can’t...
    Reviewed July 7, 2015
    We just came back from two weeks in this villa. We stayed here with 6 persons: Our friends with their 4 year old girl and me and my wife with our 8 months old baby girl. At...
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    About this property
    Villa Caterina is a nice villa with large garden and private swimming pool. Located in Casavecchia (Capolona) a few Km far from Arezzo on Tuscany hills, Villa Caterina enjoys a spectacular view over the city of Arezzo. Villa Caterina is equipped with 3 spacious bedrooms each with private bath,...
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    Location Information
    52010, Capolona, Arezzo
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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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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    Agriturismo Henni pool sauna jacuzzi panoramicview1 / 34
    (5)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 15 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 11, 2018
    We are on our final night here and just don't want to leave. None of the photos do justice to the area, or the property. The problem is that every view of and from the property...
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    About this property
    Old Farmhouse 'Agriturismo Henni' of 1800th totally renovated with antiseismic criteria in 2016, with swimming pool 6mt x 12mt, hydromassage and sauna with panoramic view. The building is situated upper the hill, around the house there is and olive grove, vineyard and wood. The ideal place for...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 15
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    Casa Leana - Beautiful Farmhouse with Heated Pool, Games Room and Fabulous Views1 / 48
    (63)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Patio
    • Washer
    • Air Conditioning
    • Mountain Views
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 12, 2018
    What a fabulous holiday at Casa Leana! The villa is beautiful in a quiet hamlet. A lot of thought has been given by the owners into making the villa child friendly - our...
    Reviewed August 6, 2018
    The communication from Diana from start to finish was superb. The farmhouse was perfect for us with 2 one year olds' and a three year old. The pool area and outside area was...
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    About this property
    Casa Leana is over 350 years old and brimming with gorgeous original features from chunky beamed, wood ceilings and exposed stone walls to the traditional tiled kitchen. We have also lavished a whole lot of love on the interior and furnishings to transform our rambling, rustic farmhouse into a...
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    Location Information
    52031, Anghiari, Province of Arezzo
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • 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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    CASOLARE IL CONDOTTIERO HOLIDAY HOUSE1 / 59
    (30)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Mountain Views
    • Central Heating
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 1, 2018
    Loved this house in the Cortona area of Tuscany. Beautiful hillside location overlooking olive trees and the valley below. Stunning pool (which was cleaned every morning) and...
    Reviewed August 24, 2018
    Beautiful views, great pool and lots of space in the villa. Host is easily contactable if you have any problems (not that we did).
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    About this property
    Farmhouse in the hills not far from Castiglion Fiorentino and Cortona. Beautiful rural home placed on the silver hills covered with olives groves between Castiglion Fiorentino and Cortona, in a very panoramic position and a stone's throw away from the magnificent medieval castle of Montecchio...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Villa di Catarsena, comfortable with heated pool1 / 31
    (14)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Washer
    • Central Heating
    • Private Outdoor Pool (Heated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 7, 2017
    This villa exceeded all our expectations. It has been beautifully renovated. The rooms are spacious and beautiful. Our host was friendly and helpful. Every time we needed help...
    Reviewed August 27, 2017
    Our family group of 15 (10 adults, 5 children) had an amazing, relaxing holiday in this beautiful villa. The welcome followed by careful attention throughout our stay by our...
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    About this property
    The Villa, constructed at the end of the 18th century, offers a relaxing and comfortable stay to whoever wishes to spend their holidays in Tuscany. The Villa has been furnished in a very comfortable way with quality furniture, in part antique and in part in stile, created by the able Tuscan...
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    Location Information
    52011, Bibbiena, Province of Arezzo
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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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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    Villa Cristina, your wonderful Tuscan dream !!1 / 76
    (38)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Washer
    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 1, 2018
    Located in the hills overlooking Arezzo Italy, Villa Cristina is the perfect location for a vacation in Italy. The Villa has everything: a salt water pool, hot tub, outdoor...
    Reviewed August 7, 2018
    We were once again at Villa Christina, now with our family and children (1, 5 and 8 years old) which was as great as the time with our friends. The house offers everything you...
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    Location Information
    52100, Arezzo, Province of Arezzo
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 11
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    Fully Renovated Villa with Pool, 6 Bathrooms, Wifi1 / 26
    (2)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Porch
    • Mountain Views
    • Grill
    • Outdoor Dining Area
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 21, 2014
    This villa was everything we wanted and more for our extended holiday in Tuscany. It is completely functional ( except for the oven) and comes with a fine wood burning pizza...
    Reviewed May 21, 2013
    We got married in Tuscany last year and stayed at this villa. It was amazing. Every image I have when I think "Italian Tuscan Villa" came true. We packed lots of kids...
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    About this property
    A wonderful 18th Century Casa Colonica Farmhouse awaits you, fully renovated with the modern comforts of home. Set on eight glorious hilltop acres with an olive grove and fruit trees, the house is two kilometers from Anghiari, which was voted one of the 10 most beautiful hilltop towns in Italy. The...
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    52031, Anghiari, Province of Arezzo
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Casa Colonica Podere Chiesina1 / 27
    (3)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Parking
    • Grill
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Casa Colonica Podere Chiesina rises in isolated. Around you have much space to stay in open air and a gazebo/pergola, in the corner of the house, is furnished with great tables of wood to consume your meal outside. The house is divided in 2 apartments, one at the groundfloor and one at the...
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    Location Information
    52011, Bibbiena, Province of Arezzo
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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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 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 Carda, luxury villa in Tuscany with private heated pool, jacuzzi, sauna and garden, sleeps up to 121 / 38
    (58)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Central Heating
    • Mountain Views
    • Sauna
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 23, 2018
    Villa Carda is a beautifully appointed Tuscan home in the mountains. Our group of 5 couples spent a fantastic week here. There are 6 bedrooms. Each has its own private bath...
    Reviewed April 10, 2018
    There is very little I can add to the previous reviews.The Villa is perfect and all the details are taken care.However, I would like to emphasize the great relationship...
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    About this property
    Located on the hills that divide the Casentino valley from Chianti, the Villa is ideally positioned for those wishing to visit cities such as Florence, Arezzo or Siena.It is also the perfect base to experience and explore the Tuscan countryside. Now restored to perfection, the villa was a...
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    Location Information
    52016, Arezzo, Province of Arezzo
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Washer
    • Grill
    • Balcony
    • Terrace
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With patience and enthusiasm we have created a welcoming place to live among olive and ancient fruit varieties, cultivating vegetables and producing honey, all respecting the environment, using the dictates of organic farming. The farm is located about 1.5 km from the town of Monte San Savino, a...
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    Location Information
    52048, Monte San Savino, Province of Arezzo
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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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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    7 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Sauna
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Del Sole is the perfect place for an unforgettable experience! This magnificent property is situated in the heart of the hills of Cortona, in an extremely panoramic position that will offer your eyes all the spectacular splendor of the lush Tuscan countryside. The villa has spacious and...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 13
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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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Parking
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    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, which flanks the swimming pool and the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Sauna
    • Air Conditioning
    • Grill
    • Parking
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Molino del Chianti is located at the foot of the hills, along the valley where the Ambra stream. The stone building has been renovated combining tradition with the latest modern advances. The result is a very comfortable villa with the old world charm typical of houses that have made this...
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    Location Information
    52021, Bucine, Province of Arezzo
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Villa La Pergola1 / 31
    (7)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • 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 is an authentic private villa in Tuscany, very close to the Etruscan town of Cortona. La Pergola is situated in a cosy village consisting of two other villas each with private swimming pool. The patio, decorated with elegant garden furniture, has a scenic view over the...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Villa Meraviglia1 / 30
    (4)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Air Conditioning
    • Washer
    • DVD Player
    • Hot Tub
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 23, 2017
    We stayed at Villa Meraviglia with our family of 10, which included two 8 month old grandchildren. The villa was amazing, with a beautiful view of the surrounding area and well...
    Reviewed February 15, 2017
    Stayed here in june '16 with a group of friends and one baby.Fabiana, the hostess, was amazing. Very welcoming and making sure we had everything we needed. She gave us her phone...
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    About this property
    Villa in countryside with private swimming pool , jacuzzi, large garden of 4000mt. Olso there is fenced lake on property. The villa offer a unique privacy and panorama of the Tuscany landscape. Villa Meraviglia is located in Monte San Savino, medieval city of the well know area Valdichiana....
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    Location Information
    52048, Monte San Savino, Province of Arezzo
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    villa sant'angelo affitto breve per vacanze e turismo1 / 31
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Grill
    • Wi-Fi
    • Hot Tub
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52010, Subbiano, Province of Arezzo
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    Villa Cristina - walking distance with pool1 / 41
    (12)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 1, 2016
    Beautiful Property will great views, on a lovely hillside looking down to Camuccia town.The pool and accommodation were excellent and Marta from the agency in Cortona looked...
    Reviewed June 10, 2014
    Villa Cristina Contesse was an ideal spot for my family. I traveled with my wife, son (21), and daughter (18) in May. Nick (the host) attended to every need and had the villa in...
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    About this property
    Villa Cristina is a romantic 17th century stone farmhouse nestled in luxuriant terraced olive groves and vineyards on a quiet county lane a few steps from the ancient Etruscan hill-town of Cortona. Totally renovated in 2015, Cristina features original 5 meter high brick vaulted ceilings on the main...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Teresa is a pretty villa with a wonderful view on Cortona valley, completely renovated and equipped with every comfort. Very near to the nice town of Cortona, this wonderful structure overlooks on a breathtaking landscape and it is situated short distance from a small village, which you can...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Podere Borgacciano1 / 22
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Yard
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 27, 2018
    Powdered Borgacciano is everything the video says and more. Delightful beautifully furnished rooms and a choice of arbours in the well kept gardens. Certainly a pool to die for...
    Reviewed August 5, 2018
    I had the absolute pleasure of holidaying at this most magnificent house. Romantic and picturesque doesn't even come close to describing this place.I'm a fairly seasoned...
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    About this property
    VIEW 'PODERE BORGACCIANO' 2 Minute Video The video can be found click left from 1st photo View 5 more 2 Minute 'PODERE BORGACCIANO' videos on Youtube -- PODERE BORGACCIANO - Farmhouse/Villa -- Pool and Summer Kitchen - The Cantina - Gardens and Terraces ********************************* In...
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    Location Information
    53025, Monterchi, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Washer
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casale Ferraguzzo is a farmhouse of 350 m2 with a private swimming pool and 7 double bedrooms each with a bathroom that can comfortably accommodate 14 people. The old property, which dates back to 1700, has been completely renovated and is particularly suitable for groups of friends, large families...
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    Location Information
    52031, Anghiari, Province of Arezzo
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Tuscan villa with private pool and garden and breathtaking countryside views1 / 20
    (10)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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 Melody: charming villa very near to Cortona1 / 45
    (6)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We stayed at this villa which is now called Gaden Cove for a week in September 2017. It's in the most beautiful area and the accommodation was fabulous, clean and comfortable...
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    About this property
    Casa Melody is an ancient stone farmhouse that lies nestled among the hills near the Medieval town of Cortona. It has been carefully restored with particular care given to its unique architectural features such as the original beamed ceilings, the old Terracotta floors and the wide brick arches. In...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    VILLA CASENTINO - Villa with Private Pool in Tuscany.1 / 24
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Yard
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Casentino is the perfect accommodation for your holiday in total relax. It consists of 3 bedrooms and 2 bathrooms for a total of 8 sleeping places, very suitable for families with children or small groups. The private pool (6m x 12m) and the surrounding park (3000 m2) are for the guests'...
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    Location Information
    52015, Poppi, Province of Arezzo
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Villa Il Giardino di Diana1 / 26
    (8)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 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...
    Reviewed October 29, 2017
    two floor spacious house on the top of a beautiful hill covered with vineyard and olive grove. the place has a filling of privacy, very nice swimming pool and well kept garden...
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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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    Casa Contea apt La Quercia with views and pool1 / 23
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Parking
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    Villa Merelli1 / 60
    (3)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    • Private Yard
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52040, Alberoro, Province of Arezzo
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    8 Bedrooms, 9 Bathrooms, Sleeps 22 Quick View
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    • Washer
    • Balcony
    • Terrace
    • Grill
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Petraia is a fantastic Tuscan villa, situated in a large garden just a few steps from Valdarno. The villa is on three floors. Near the pool there is an enchanting wellness area with jacuzzi and turkish bath. In the garden there is a large swimming pool in full sun. Relaxing on the loungers...
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    Location Information
    52020, Bucine, Province of Arezzo
    Rental Home - 8 Bedrooms, 9 Bathrooms, Sleeps 22
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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 4 weeks ago
    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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    Villa Monterosi1 / 27
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2016
    We were two families with four kids that had a fantastic week at Villa Monterosi. The house was very nice with a good kitchen and everyone enjoyed making pizza in the outside...
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    About this property
    Set in 40 acres of olive groves, oak woods and fields full of wild flowers, Villa Monterosi is a jewel of peace with it's own private swimming pool, rolling gardens and terraces. A place to dream of, this stone built house has been renovated to the highest ecological standards whilst maintaining...
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    Location Information
    52031, Anghiari, Province of Arezzo
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Grill
    • Balcony
    • Internet Access
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Rosa is a beautiful typical Tuscan stone house, independent and with private swimming pool, situated on the slopes of a gentle hill located just a short distance from the ancient and typical medieval village of Monte San Savino. Villa Rosa offers panoramic views of the valley, with fields...
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    Location Information
    52048, Monte San Savino, Province of Arezzo
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Private Yard
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VIEW 'PODERE BORGACCIANO' 2 Minute Video The video can be found click left from 1st photo View 5 more 2 Minute 'PODERE BORGACCIANO' videos on Youtube -- PODERE BORGACCIANO - Farmhouse/Villa -- Pool and Summer Kitchen - The Cantina - Gardens and Terraces ********************************* In the...
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    Location Information
    53025, Monterchi, Province of Arezzo
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 7 Bathrooms, Sleeps 15 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • DVD Player
    • Sauna
    • Grill
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Stefano is an old Tuscan country house sleeping up to 15 people in 6 double bedrooms, 2 sofa beds, 1 extra bed in a bedroom and 6 bathrooms. The villa, completed fenced and with an independent entrance enjoys total privacy. The annexe and the pergola have a wood-fired oven and barbeque for...
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    Location Information
    52014, Bibbiena, Province of Arezzo
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 15
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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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Air Conditioning
    • Grill
    • Washer
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large renovated house situated next to the owners' villa in the hills just outside the ancient Etruscan city of Cortona, famous for the remains of this ancient civilization. The walls that surround the city and the old streets of the city make it a place with particular charm: antique shops,...
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    Location Information
    52044, Cortona, Province of Arezzo
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Wonderful  3 bedroom villa with private garden and pool in Tuscan commune of Terranuova Bracciolini1 / 10
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Mountain Views
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 7, 2014
    This villa is in an excellent location just outside of the main town of Terranuova giving it a countryside feel but with everything in an easy walking distance. A large...
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    About this property
    Il Melograno is a recently restored barn which can accommodate 6 people. Immersed in the Tuscan countryside and located in a panoramic position, it offers a lovely and relaxing stay to its guests in a natural environment at the centre of wonderful historical and artistic itineraries. As a...
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    Location Information
    52028, Terranuova Bracciolini, Province of Arezzo
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tuscany Villa Bellavista1 / 48
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Central Heating
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 26, 2017
    The villa was charming and very well equipped with a good swimming pool. My only quibble is that it was not really"accessible"( an important feature when booking) Though...
    Reviewed August 3, 2016
    Had a wonderful holiday and Daniele could not have been more helpful. He even came and found us when we arrived and were lost to direct us to the villa. Beautiful scenery and a...
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    About this property
    San Martino is an ancient farm ( XIII century ) with three Farm Houses: Villa Bellavista ( 4 sleeps ), unique stone Villa with a relaxing atmosphere, lovingly restored and furnished. The Villa has own Private Pool 12mt x 5mt. The pivacy is guaranted. The property consist of 9 ectares located in...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Tuscany Villa Principe1 / 51
    (6)Excellent
    5 Bedrooms, 10 Bathrooms, Sleeps 10 Quick View
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    • Private Yard
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 9, 2016
    Second visit to this villa and I cannot fault it, the owner Daniele is the nicest guy and will do anything to help your stay wonderful. The villa is situated at the top of a...
    Reviewed November 6, 2015
    We have stayed at this villa 5 times and will be staying there again next May (2016).Our first stay was for 2 weeks in 2001. We were a party of 6 including my 80 year old...
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    About this property
    San Martino is ancient farm of 13th century of 9 ectars located in one of the most beatiful and strategic position of the Valle di Chio and Val di Chiana nearby the Hisorical Towns of Castiglion Fiorentino ( 10 min ), Cortona ( 25 min ), Arezzo ( 30 min ), Montepulciano ( 45 min ), FLORENCE , SIENA...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 5 Bedrooms, 10 Bathrooms, Sleeps 10
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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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