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Castiglion Fiorentino Vacation Rentals

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    Tuscany cottage near Castiglion Fiorentino, with Private Pool, BBQ, & Parking1 / 22
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Villa Margarita, Garden Apartment with lovely Pool1 / 60
    (3)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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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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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely stone villa is located on the hills between Arezzo (18km) and Cortona (12km), only few minutes from Castiglion Fiorentino (3km), a lovely medieval village dominating the green valleys of the Val di Chio and the Val di Chiana. This strategic position offers a breathtaking view over the...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Podere Ortaglia di Sopra1 / 23
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 7 Bedrooms, 9 Bathrooms, Sleeps 18
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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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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    La casa del Rigattiere - Close to Cortona WiFi A/C1 / 20
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 6, 2017
    La Casa del Rigattiere was a true gem in the heart of Tuscany! The interior was impeccably decorated, very comfortable, and well stocked for short or long stays. The location...
    Reviewed October 13, 2016
    Our stay was a last minute decision, we are so happy that we stayed. It was a highlight of our stay in Tuscany. We started our booking, using our rough Italian only to find...
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    About this property
    La casa del Rigattiere is situated in the historical centre of one of Tuscany's delightful walled medieval villages, this beautifully appointed apartment is positioned in the historic centre of the once fortified village of Castiglion Fiorentino. It was built on the towns medieval walls in the 40's...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Vacation Rentals at Nightingale's Villa, Tuscany1 / 74
    (2)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • 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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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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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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    • 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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    La Madonnina1 / 38
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Hot Tub
    • Internet Access
    • Central Heating
    • Grill
    • Washer
    • Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    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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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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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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    52040, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Tuscany Villa Principe1 / 59
    (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 / 40
    (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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    Tuttomio Home&Breakfast1 / 11
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • Central Heating
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 17, 2017
    An amazing place. The old little tuscany stonehouse is perfectly renovated and very beautiful decorated. The owner is extremely friendly, helpful and a perfect host. Breakfast...
    Reviewed October 15, 2017
    Tuttomio... you have a house for your own! A historical place which has been complety renovated - with great attention to detail!Stylish accomodation, great private whirlpool...
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    About this property
    One room bed and breakfast in a fairytale town, surrounded by wooded hills, olive orchards and vineyards. An old townhouse, magnifically restored: antique terracotta floor tiles, thick stone walls, old wooden beams. Warm custom design furnitures from old Tuscan classic materials but with a...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Sophia is a beautiful four bedroom family villa with fabulous Infinity Pool, lovely views and easy access The sweeping vista across the valley to Cortona and Castiglion Fiorention with the wonderful castle of Montecchio makes the perfect base for a friends and family home in Tuscany. Recently...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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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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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 7 Bedrooms, 9 Bathrooms, Sleeps 16
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    La Graziosa1 / 13
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Appartamento a Castiglion Fiorentino, completamente ristrutturato in tipico stile toscano, mantenuta la pietra a vista originale. Composto da ampia cucina/soggiorno completamente attrezzata con divanetto, 1 camera matrimoniale, 1 cameretta con due lettini con possibilità di renderla matrimoniale,...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Manciano is a very typical Tuscan home that was originally built as an elementary school for the children of the rural Manciano area over 100 years ago. The house has been fully renovated and tastefully extended and now nestles in more than 3 acres (12.000 sq. meters) of landscaped gardens....
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    52043, Castiglion Fiorentino, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Tuscany Villa Bellavista1 / 48
    (9)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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    4 bedroom, Restored Farmhouse, Modern Amenities1 / 21
    (4)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Secure Parking
    • Washer
    • Grill
    • Private Yard
    • Central Heating
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 28, 2015
    We stayed for a week -- close to the village. Biking to Despar grocery store 5 minutes away. I felt like I guest not a tourist. There are bikes (nothing fancy but usable) for...
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    About this property
    'A lovely home from home - and great for our travels in Tuscany' Villa Pelegrini is a recently refurbished farmhouse settled within a small Tuscan hamlet close to the famous town of Castiglion Fiorentino. Offering four large bedrooms , a modern kitchen and, charming garden, it offers an...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Brolio Quinto - Typical Farmhouse in tuscan countryside near Cortona1 / 42
    (5)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Children's Pool
    • Patio
    • Balcony
    • Mountain Views
    • Washer
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 3, 2017
    This is one of the nicest agriturismos I've stayed at in Tuscany. The grounds are green, spacious, and well cared for--it feels like you are on your own private estate! The...
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    About this property
    Brolio Quinto is the ideal location for a peaceful holiday in the warm atmosphere of an old country farmhouse, beautifully preserved in its original architectural style. You can rent the top floor of this historic farmhouse with its independent access. It sleeps 8 comfortably in the three bedrooms...
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    52043, Brolio, Castiglion Fiorentino
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Agriturismo Le Maceie Tuscan Vacation Rental1 / 9
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Internet Access
    • Shared Yard
    • Outdoor Dining Area
    • Central Heating
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 25, 2014
    Having driven up to Castiglion Fiorentino from Rome, it was wonderful to be met in the town by Pamela who led us by car a few minutes up the mountain road to Le Maceie. On...
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    About this property
    L'agriturismo si trova in posizione collinare, immerso nel bosco tra ulivi e querce, a 500 mslm. Il casolare in pietra, ricavato da un'antica cantina ed essiccatoio per uva da vinsanto, è stato appena ristrutturato. L'interno, finemente arredato, è composto da cucina con antico camino, forno...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Terrace
    • Washer
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two Bedroom Split Level Detached Cottage Castiglion Fiorentino Giaggiolo C is a charming detached cottage on a fully restored Tuscan hamlet situated in a gorgeous position on a hilltop. The cottage opens onto its' own terrace and garden perfect for relaxing and dining al fresco. A pathway...
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    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Porch
    • Patio
    • Parking
    • Air Conditioning
    • Grill
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property is located in Poggio Della Coppa near Castiglion Fiorentino at about 650 meters above sea level and is situated on a hillside with amazing views of the valley below. The 2-storey stone building is contructed in typical Tuscan farmhouse style with an external and an internal staircase:...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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
    About this property
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    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Parking
    • Internet Access
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two Bedroom Split level Detached Cottage Castiglion Fiorentino Stefi G is a characteristic detached cottage on a pretty little estate, once a farming homestead, situated in a lovely position on a hill overlooking the valley beyond. The cottage apartment opens onto its own terrace and garden...
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    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Sant Antonio1 / 13
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Balcony
    • Parking
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    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 Tuscan Villa, Villa Francesca,   Cortona Tuscany1 / 39
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 3, 2017
    This villa is ideally located for sightseeing and provides a great base if you want to explore Tuscany. The villa has clearly been recently renovated to a very high standard and...
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    A lovely Tuscan home close to Cortona with exceptional views. A place to discover both Tuscany and Umbria. Villa Francesca is a luxury villa, perfect for both a relaxing and lazy holiday or to explore the many cultural delights of this region. From here you can easily discover Cortona , Pienza...
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    Location Information
    52044, Castiglion Fiorentino, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    La Capannina di Romani Rinaldo1 / 14
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Reviewed November 11, 2013
    Last August we stayed with a group of friends at this beautiful farm house .The house ,steeped in history ,is located in the valley of Val de Chio , the vistas aretruly...
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    About this property
    A large indipendent room with bathroom. The gorgeous swimming pool sits just below the room. The sound of the gently cascading waterfall is lovely and adds to the already tranquil ambiance. Strategically placed is a shaded gazebo where guests can sit and read their favourite book or, just enjoy an...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Villa Il Ceriolo1 / 12
    (7)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    • Grill
    • Washer
    • Balcony
    • DVD Player
    • Private Outdoor Pool (Unheated)
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    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 26, 2017
    The location is not far from any of the villages in Arezzo. Cortina and Arezzo are two of the most interesting areas and they are about 30 minutes from the villa. The pool is...
    Reviewed June 18, 2015
    Amazing idyllic home in a dreamlike setting. All the comforts of a modern home, in a centuries old house. Wonderful owners that know everything to do in the area. Food...
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    About this property
    The beautiful old stone house is quite large, incorporating 4,500 sf (400 sm). It includes a total of six bedrooms and five baths, with a sleeping capacity of 13. The property includes a lovely garden with a small vineyard and numerous olive trees. Il Ceriolo is located just 5km outside the town...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 13
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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
    • Central Heating
    • 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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    CASALE IL TRECENTO Castiglion Fiorentino1 / 37
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Grill
    • Balcony
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 2017
    Oh how I loved this villa! It was even nicer in reality than in the description online. The villa is spacious with a perfect layout for two families. It is decorated with style...
    Reviewed July 18, 2016
    The farmhouse is classic, the pool is stunning and the inside is better than advertised. And thie owner and his family are so warm and helpful. And such good cooks! Definitely...
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    About this property
    Property DescriptionOld 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 is one of the most renowned towns of Valdichiana and has...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    TUSCANY VILLA PRINCIPE 8 prsns1 / 33
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
    • Private Outdoor Pool (Unheated)
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 23, 2017
    My husband and I love this house - we've stayed here many times over the past 15 years. The location is great for accessing places of interest in both Tuscany and Umbria - or...
    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
    Podere San Martino is an ancient farm of 9 ectars located in one of the most beatiful and strategic position of the Valle di Chio nearby the Historical towns of Castiglion Fiorentino ( 10 min. ), Cortona ( 20 min. ), Florence ( 1 hour ), Siena ( 1 hour ), Perugia ( 1 hour ), The location on a hill...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    CASA PELEGRINI , 4 BEDOOM FARMHOUSE1 / 40
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    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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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Cable/satellite TV
    • Outdoor Dining Area
    • Balcony
    • Central Heating
    • Wi-Fi
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spinabbio è un antico casale ristrutturato secondo il suo originale stile rustico toscano, situato a 700 mt. S.l.m., immerso tra il verde di secolari boschi di querce e castagni, domina sullo splendido panorama della Val di Chiana. La particolare posizione consente il massimo relax a contatto con...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    borgo Dolci Colline capannina1 / 17
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Yard
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Fiorentina is the ideal place for a relaxing break immersed in nature. The Villa is surrounded by an olive grove of over two acres and enjoys stunning views of the nearby medieval town of Castiglion Fiorentino. It was recently renovated by the owners who have personally followed the work to...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Air Conditioning
    • Washer
    • Children's Pool
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Il Laghetto is located in the Val di Chiana, the plain at the bottom of the hills which reach Arezzo from Lake Trasimeno. This land was reclaimed by the Grand Duke of Tuscany and is richly cultivated today. The villa is made up of two buildings, the main house and an annexe a few metres...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    le finestre di San Michele1 / 23
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Reviewed September 4, 2014
    I've spent five days at Le Finestre di San Michele with a Group of friends. The apartment is really nice, big, confortable and with a huge view. The owner and her daughter are...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Outdoor Dining Area
    • Shared Yard
    • Mountain Views
    • Secure Parking
    • Washer
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    6 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa 'Zen', detached, renovated, surrounded by trees and fields. 5 km from the centre of Castiglion Fiorentino, 15 km from the centre of Cortona, 25 km from the centre of Arezzo, in a secluded, sunny position on top of a hill, 20 km from the lake, in the countryside. Private: property (fenced),...
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    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 15
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    6 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    • Washer
    • Shared Yard
    • Outdoor Dining Area
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    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Galileo (13 +2 pers.) Surrounded by olive groves and woods among the Tuscan hills villa Galileo is the perfect place for a peaceful and relaxing stay. It belongs to a farm situated between the city of Arezzo and the Etruscan town of Cortona and just minutes away from the medieval village of...
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    Location Information
    54044, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 15
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; electricity; linens; towels. Available for a fee, if desired:heating (when needed) EUR 10.00/day. Villa Sandia B is a pleasant and spacious two-story apartment. It sleeps four people. From Villa Sandia B you will enjoy 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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Patio
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Fiorentina is the ideal place for a relaxing break immersed in nature. The Villa is surrounded by an olive grove of over two acres and enjoys stunning views of the nearby medieval town of Castiglion Fiorentino. It was recently renovated by the owners who have personally followed the work to...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Patio
    • Grill
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In a panoramic and quiet position, walking distance to the village of Castiglion Fiorentino, one of the most important villages in the Valdichiana with shops, restaurants and all kinds of facilities, we find a cottage divided into two pleasant apartments, each one with independent entrance. The...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    • Parking
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    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    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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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Villa La Crosticcia is an old farmhouse divided into three apartments, and located very near to Castiglion Fiorentino, it is ideal for those who want to get away from city life and live in contact with nature. The warm colours of the ancient farmhouse, the silvery green of the olive trees, the...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Condo/Apartment - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    9 Bedrooms, 11 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Private Indoor Pool
    • Air Conditioning
    • Secure Parking
    • Washer
    • Grill
    • Sauna
    • Wi-Fi
    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 18
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Wi-Fi
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Cicci is a lovely apartment located in an ancient XVIII century rural hamlet, designed by the architect Fossombroni. The complex covers approximately 7 hectares and it is situated on a hill above the Val di Chiana, surrounded by vineyards of the nearby famous wine producing farm. Part of the...
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    Location Information
    52100, Castiglion Fiorentino, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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