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Castiglion Fiorentino Villas

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    Travelers to Castiglion Fiorentino are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    129 Matching Rentals in Castiglion FiorentinoView all 253 rentals
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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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    TUSCANY VILLA PRINCIPE 8 prsns1 / 72
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Villa la Foce: breathtaking panoramic view1 / 47
    (5)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 18, 2014
    We had an amazing time in the Villa from the minute we arrived by car. The owner was very friendly and helped recommended places to eat. The Villa was exactly as it was in the...
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    About this property
    Villa La Foce is situated on a charming hillside, just a few kilometres from Castiglion Fiorentino and Cortona. This beautiful independent villa enjoys a breathtaking panoramic view on the surrounding countryside and villages. An excellent choice for those seeking privacy and peace. The Villa,...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Tuscany Villa Principe1 / 51
    (6)Excellent
    5 Bedrooms, 10 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 5 Bedrooms, 10 Bathrooms, Sleeps 10
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    Villa Senaia1 / 46
    (19)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 3, 2017
    Villa Senaia is as advertised! It will not disappoint, there are four bedrooms and three bathrooms inside a rustic but functional Italian style country house. It is loaded with...
    Reviewed December 10, 2016
    Where does one begin to describe such a wonderful experience? A dream come true! The Villa Sanaia is a beautiful, spacious, rustic structure thoughtfully decorated. Day or night...
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    About this property
    Villa Senaia In stunning Tuscany, along its endless artistic heritage and countryside, where stretches of silvery olive trees stand after vineyards and cypress trees, lies the Villa Senaia. An ancient stone farmhouse, located in a strategic position where it is easy to uncover many of the secrets...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Tuscany Villa Bellavista1 / 48
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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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    Villa Sant Antonio1 / 13
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Balcony
    • Parking
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 12, 2017
    We have spent one week holiday in Villa Sant Antonio. The place is absolutely stunning. The villa is very comfortable and beautifully furnished with great attention to the...
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    About this property
    Villa Sant Antonio is a beautiful holiday property in the heart of Tuscany, in Castiglion Fiorentino, close to Cortona and Arezzo. Great location in the middle of the olive growth, recently restored and beautifully furnished, full of art and antiques, with private swimming pool, makes it a great...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Luxury villa with private swimming pool1 / 17
    (7)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Balcony
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 8, 2015
    We loved our stay in this beautiful villa and we strongly recommend you for a great vacation with family or friends. The hosts were very welcoming. The villa was clean, fully...
    Reviewed July 26, 2014
    We had a wonderful week in the villa in Rigutoni. It is a beautiful setting. Sitting in front of the villa for dinner at night, which we did every night bar one when there was...
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    About this property
    The ideal destination for combining relax with culture. The unique location of the villa, the accuracy of design and all the comforts inside allow guests to fully enjoy the tuscan countryside by a unique view on it. Furthermore, the villa is situated in a strategic point to reach and visit the main...
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    Location Information
    52040, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Vacation Rentals at Nightingale's Villa, Tuscany1 / 74
    (2)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Patio
    • Balcony
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just a short distance from the medieval town of Castiglion Fiorentino is 'Casa Usignoli'. This very old manor house dates back to 1759. It has been fully renovated to provide a stylish family home with 5 large bedrooms and two bathrooms. The villa sits in one of the most sought after locations in...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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    Villa Castello Roccolo - Tuscan Borgo With fabulous views, Perfect for 6 guests1 / 35
    (1)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 30, 2016
    This was our first villa booking in Tuscany for my wife and I and our grown up children who were visiting during different periods of the holiday. We booked this villa early...
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    About this property
    A fabulous Tuscan home for family and friends to enjoy Stunning views and a tranquil position - with great opportunities to explore the Tuscan area. The landscape and remains of the ancient castle dates back to the 11th century are naturally stunning and this lovely 3 bedroom , 3 bathroom family...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Villa Margarita, Garden Apartment with lovely Pool1 / 60
    (4)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Patio
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 13, 2018
    We stayed here this Summer, and the facilities and House itself are great. The owners are a local family and are very attentive for the needs of the guests . They made sure the...
    Reviewed August 3, 2014
    We spent a great week at the garden villa (ie the ground floor villa) in this house. It sits high above the valley with inspiring views. The villa was a great size could easily...
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    About this property
    VILLA MARGARITA FOR 6 - 12 GUESTS, amazing views, Villa Margarita is the ideal spot for those seeking relaxation and the convenience to explore Tuscany. Ideal for 4 - 16 guests It provides a compelling combination of a great location and charming farmhouse style. A recent renovation offering...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Casupoli, villa con vista panoramica e piscina a Castiglion Fiorentino1 / 37
    (1)Excellent
    2 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Terrace
    • Washer
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 2 Bedrooms, 5 Bathrooms, Sleeps 6
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    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • DVD Player
    • Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Galati is a majestic and elegant villa from the 15th century rich in history and charm. It boasts of a panoramic position in the heart of the Val Di Chiana valley, in a quiet and secluded area yet close to all services. It is also the ideal starting point for visiting the most charming and...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the countryside near Cortona, in Castiglion Fiorentino, where this recently restored holiday house is found. The house is situated within a beautiful vegetation setting, bordering a lovely cycle track, suitable for families and per those who love out door sport. The house offers the...
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    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Parking
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Gaggioleto is situated among the enchanting hills surrounding the lively towns of Castiglion Fiorentino and Cortona. This old Tuscan farmhouse offers a breathtaking view on the surrounding landscape and represents the ideal choice for those who wish privacy and tranquility. The renovation of...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Casa Usignoli (the nightingale) - 5 Bedroom  Spacious Family Tuscan Villa with Private Pool,1 / 38
    (4)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
    • Parking
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 1, 2016
    Me, my wife and my two sons spent a week last August at the Nightingale villa together with a couple of our friends and their children. We had a really good time staying here...
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    About this property
    Just a short distance from the medieval town of Castiglion Fiorentino is 'Casa Usignoli'. This very old manor house dates back to 1759. It has been fully renovated to provide a stylish family home with 5 large bedrooms and two bathrooms. The villa sits in one of the most beautiful locations in...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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    Villa Panichi near historic center private pool Castiglion Fiorentino1 / 59
    (4)Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Balcony
    • Wi-Fi
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Porch
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 20, 2017
    It is always with trepidation that one books something on the internet, but dealing with Luca, who is helpful and friendly and very informative, made it very easy. Our...
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    About this property
    In the shade of a cypress grove, between the warm colors of ancient stone and the restful green of the olive trees, you will discover an ideal place to spend your holidays in absolute tranquility in Tuscany! Villa Panichi is an old stone villa surrounded by olive trees on the slopes of the hill of...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 7 Bedrooms, 9 Bathrooms, Sleeps 18
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Terrace
    • Mountain Views
    • Patio
    • Balcony
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    7 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Private Yard
    • Central Heating
    • Mountain Views
    • Washer
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa del Colle is an antique Tuscan farmhouse recently reconstructed situated in a beautiful hilly position. The painstaking reconstruction of the farmhouse has kept the fascination of the antique Tuscan residence with terracotta tiled floors, visible stones and visible wooden beams. The farmhouse...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 7 Bedrooms, 9 Bathrooms, Sleeps 14
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Mountain Views
    • Housekeeping Included
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Casa dei Sogni, Stefano - An attractive air conditioned stone farmhouse with Private Pool -  set within a  small Tuscan borgo1 / 33
    (7)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 1, 2017
    What a beautiful setting to relax in. This sympathetically restored farmhouse has three large bedroom modern kitchen and a terrace for outside eating that is in the sun for most...
    Reviewed September 25, 2017
    This charming house, with great views of the valley, was a great place to spend a relaxing week. Lovely pool and sun terrace. All mod- cons in the house. We were able to visit a...
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    About this property
    An attractive air conditioned stone farmhouse . The house offers high quality accommodation with outstanding views of the Val di Chio and Castiglion Fiorentino from the bedrooms, private pool and terraces. Casa dei Sogni is a newly renovated villa tracing its history back to the early 18th century....
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Villa Castiglioni - Castiglioni Villa, Private villa and pool,  Air Conditioning   for 12 plus1 / 34
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 11, 2017
    We learned about this villa from Terry Betts who manages Tuscan Charms booking company while owning his highly awarded B and B when planning a 50th anniversary trip to Tuscany...
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    About this property
    This exceptional, air conditioned. luxurious and impeccable private estate in Castiglion Fiorentino offers seamless indoor-outdoor living in absolute comfort. Extraordinary views of both the famed Montechio Castle and, the Eternal Tuscan hill town of Castiglion Fiorentino can be easily seen from...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Parking
    • Hot Tub
    • Grill
    • Central Heating
    • Mountain Views
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa La Foce is situated on a charming hillside, just a few kilometres from Castiglion Fiorentino and Cortona. This beautiful independent villa enjoys a breathtaking panoramic view on the surrounding countryside and villages. An excellent choice for those seeking privacy and peace. The Villa,...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Villa del Colle ideal location for family reunion1 / 53
    (1)Very good
    7 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Patio
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa del Colle is an antique Tuscan farmhouse recently reconstructed situated in a beautiful hilly position. The painstaking reconstruction of the farmhouse has kept the fascination of the antique Tuscan residence with Terracotta tiled floors, visible stones and visible wooden beams. The farmhouse...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 7 Bedrooms, 9 Bathrooms, Sleeps 16
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    10 Bedrooms, 10 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Sauna
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful villa, which has been recently and lovingly restored, is set amongst the pine woods and has sweeping views over the Chiana valley to Cortona and Lago Trasimeno. The villa has wi-fi internet, solar panels and the bedrooms are air-conditioned. Other Info The ground floor of the villa...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 10 Bedrooms, 10 Bathrooms, Sleeps 10
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    Gaggioleto, magnificent panoramic villa among the singular hills of Cortona.1 / 78
    (1)Average
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 10, 2017
    We (2 couples) stayed in this wonderful, large and well maintained house for the last week of August. The house location is great, quiet and private. The house layout is...
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    About this property
    Villa Gaggioleto is situated among the enchanting hills surrounding the lively towns of Castiglion Fiorentino and Cortona. This old Tuscan farmhouse offers a breathtaking view on the surrounding landscape and represents the ideal choice for those who wish privacy and tranquility. The renovation of...
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    Location Information
    53100, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    CASA PELEGRINI , 4 BEDOOM FARMHOUSE1 / 40
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 12, 2016
    THis was a last minute reservation, and, the house had only been renovated in May, so we were excited to see an old farmhouse given new life. Lots of charm and character clearly...
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    About this property
    A four bedroom three bathroom villa offering great value family holidays in Tuscany Casa Pelegrini is a recently refurbished farmhouse settled within a small Tuscan hamlet close to the famous Tuscan hill town of Castiglion Fiorentino. Offering four large bedrooms , a modern kitchen and, private...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    9 Bedrooms, 11 Bathrooms, Sleeps 24 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Private Indoor Pool
    • Sauna
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Magnifica is an old country residence, skillfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surround the property. Large external pool with roman staircase and the bonus of the heated internal pool with hydromassage...
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    Location Information
    52043, Brolio, Castiglion Fiorentino
    Rental Home - 9 Bedrooms, 11 Bathrooms, Sleeps 24
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Parking
    • Balcony
    • Wi-Fi
    • Washer
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Vallibona is situated in the midst of peace and greenery in the gentle hills between Castiglion Fiorentino and Cortona, among olive groves and fruit trees, in a splendid panoramic position. The extensive property includes the main villa and the pool. Villa Vallibona has been restored with...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Private Yard
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Principe is a tipical Tuscan house made of stone, cotto and wood, lovingily furnished and restored. It offers around 180 sqm of living space and 30 sqm of Veranda from where you can enjoy the fresco dining: The pool ( 10 mt x 5 mt ) enjoys a fantastic panoramic location and just 10 mt from...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Internet Access
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Central Heating
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villa, of recent reconstruction, is positioned on the hills next to the characteristic town of Castiglion Fiorentino, in the middle of the Chiana valley and Chio valley amidst nature and art. Overlooking the wide expanse of the Val di Chiana, it offers a splendid view that is lost for tens of...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Parking
    • Washer
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property is located in Poggio della Coppa near Castiglion Fiorentino at about 645m above sea level. The villa is situated on a hill that offers an amazing view of the surrounding valleys. This fantastic property reflects perfectly the typical Tuscan style, it is divided in two floors: the...
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    Location Information
    52100, Pieve di Chio, Castiglion Fiorentino
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Villathis property is a pleasant and spacious two-story apartment. It sleeps four people. From Villathis property you will enjoy a pleasant view of the garden. Villathis property is 60 square meters (645 square feet). It features a shared swimming pool, a shared garden, a...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Coppa - 3 bedroom , 3 bathroom Private Villa, set in its own 25 acres of Tuscan landscape.1 / 39
    (35)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 17, 2018
    This place has the best and most private views I have even seen. The house is hidden nicely in the hillside and only about 10 mins drive from the nearest town. The stone house...
    Reviewed September 16, 2018
    This place was absolutely amazing to stay in! The views are incredible and it is so quiet outside that you’d think you were the only people staying in Castiglion Fiorentino. The...
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    About this property
    Coppa di Sopra is an elegant and enchanting villa overlooking one of Tuscany's favorite valleys - “Coppa di Sopra is a magical place. It seems like you're on top of the world. We parked our car, walked down the steps and the view - it took our breath away!” This is a beautiful three bedroom stone...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • DVD Player
    • Washer
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Villathis property is a nice vacation rental (85 sq m) with WiFi internet and private pool. The property can sleep up to six guests comfortably in three bedrooms with two bathrooms. Conveniently located in Castiglion Fiorentino, Italy in the tourist area...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Ancient farmhouse in a panoramic position. this property is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position. There is a main building and an attractive outbuilding. This beautiful property is at the top of a hillside...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Ancient farmhouse in a panoramic position. Collina dei Fiori is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position. This beautiful villa is at the top of a hillside covered in age-old olive trees and woods, with lots of...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Three Bedroom First Floor Apartment Castiglion Fiorentino this property is a spacious apartment on the first of the manor house on a fully restored Tuscan hamlet situated in a gorgeous position on a hilltop. As the house is built of a slope, the apartments entrance is...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Washer
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immersed in the green of the olive trees and woods in the peaceful hills of Tuscany, the ideal destination for those seeking a healthy and peaceful stay of relaxation and comfort, Villa Il Castello is located between the cities of Arezzo and the quiet Etruscan town of Cortona and just few minutes...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Internet Access
    • Washer
    • Private Indoor Pool
    • Sauna
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning villa is located in the heart of Valdichiana, close to Arezzo and Cortona, the relais offers the possibility to reach easily the main historical and artistic sites such as Florence, Siena, Perugia, Montepulciano, Assisi, Gubbio and lots more. Villa degli affreschi is an old country...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Air Conditioning
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Set on the sweet hills of Castiglion Fiorentino. Beautiful old farmhouse set in a lovely position on the hills around the old medieval town of Castiglion Fiorentino that also has Roman origins. Dominated by its ancient tower the town today is full of shops and services. A...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Internet Access
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: A stone's throw from the village of Castiglion Fiorentino. Old farmhouse of peasant origins, where on the ground floor you can still appreciate the old stables. Located 1,5 km away from the town of Castiglion Fiorentino which can also be reached on foot. Castiglion Fiorentino...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Washer
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Two Bedroom Split Level Detached Cottage Castiglion Fiorentino this property is a lovely detached cottage on a fully restored Tuscan hamlet situated in a gorgeous position on a hilltop. The cottage opens onto its own large terrace shaded by a pergola and is surrounded by a...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Surrounded by lush olive groves and majestic Cypress trees, this property is a recently restored property nestling on a hillside with truly breathtaking views over the Val di Chiana. The town of Castiglion Fiorentino, just 2km away, dates back to medieval times, its fortified...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Air Conditioning
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Close to the medieval village of Castiglion Fiorentino. Beautiful villa situated only 1 km outside the medieval and characteristic village of Castiglion Fiorentino, reachable with a shot walk, endowed with shops, cafés and restaurants. Garden, swimming pool and external...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Villa Orzale-Arezzo Just at the border between Tuscany and Umbria, Villa Orzale is a country style villa with private swimming pool for 12 people. The area offers various cultural events like the 'Palio dei Rioni' (horse race) and with just a short drive from Arezzo you can...
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    Location Information
    52043, Castroncello, Castiglion Fiorentino
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Three Bedroom Ground Floor Apartment Castiglion Fiorentino this property is a spacious apartment on the ground floor of the manor house on a fully restored Tuscan hamlet situated in a gorgeous position on a hilltop. The apartment opens onto its' own terrace and garden perfect...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Internet Access
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Villa di Cozzano is a villa from the 15th century, which has been modified twice, before the 19th century and then again at the beginning of the 20th century. The villa is situated in a panoramic position in the Val di Chiana, 16 km south of Arezzo, 15 km...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Private Yard
    • Washer
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    View all property information
    Location Information
    52043, Brolio, Castiglion Fiorentino
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    • Exchange rate: 1 Euros = 1.14 U.S. Dollars
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