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Holiday Rentals in Castiglion Fiorentino

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    Travellers to Castiglion Fiorentino are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    All 235 Rentals in Castiglion Fiorentino
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    Tuscany cottage near Castiglion Fiorentino, with Private Pool, BBQ, & Parking1 / 22
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Tuscany Villa Bellavista1 / 48
    (9)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Podere Ortaglia di Sopra1 / 23
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Brolio Quinto - Typical Farmhouse in tuscan countryside near Cortona1 / 43
    (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 3 March 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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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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
    Holiday Rental House - 4 Bedrooms, 3 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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    • Parking
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 March 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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Shared Garden
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Tuscany Villa Principe1 / 59
    (6)Excellent
    5 Bedrooms, 10 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 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 6 November 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
    Holiday Rental House - 5 Bedrooms, 10 Bathrooms, Sleeps 10
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    CASOLARE IL CONDOTTIERO HOLIDAY HOUSE1 / 59
    (26)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Mountain Views
    • Central Heating
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2016
    This was our (two families) second time in this wonderful, traditional italian house. We just love it and its magnificent swimming pool and huge garden. Owner is also very kind...
    Reviewed 5 November 2015
    The house was magical, charming gardens, pool and beautiful scenery. The rooms were comfortable, but two of the three bathrooms are small.This house is a good starting point for...
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    About this property
    Farmhouse in the hills not far from Castiglion Fiorentino and Cortona. Beautiful rural home placed on the silver hills covered with olives groves between Castiglion Fiorentino and Cortona, in a very panoramic position and a stone's throw away from the magnificent medieval castle of Montecchio...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Patio
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Independent villa, with a swimming pool, in the Cortona countryside, within the valley with a panorama of the Valdichiana hills, a short distance from the city of Cortona. An ideal place to spend a holiday and to visit charming places in Tuscany and Umbria. The villa is in the Leopold era style...
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    Location Information
    52044, Castroncello, Castiglion Fiorentino
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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 Garden
    • Private Outdoor Pool (Unheated)
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 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 6 November 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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    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 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 13 October 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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • 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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    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 4 Bedrooms, 4 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 17 October 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 15 October 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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    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 Garden
    • Outdoor Dining Area
    • Central Heating
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 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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    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Sant Antonio1 / 13
    (3)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 12 December 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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    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 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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    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Balcony
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 October 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 26 July 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
    Holiday Rental House - 5 Bedrooms, 4 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 3 July 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 10 December 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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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 11
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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
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 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 26 September 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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    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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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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    • Mountain Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 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...
    Reviewed 24 May 2013
    We stayed in the lower apartment of the property for two weeks. The property is very, very beautiful and spacious and the views are absolutely stunning. Very well maintained...
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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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    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    borgo Dolci Colline capannina1 / 17
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Private Garden
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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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)
    • Parking
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 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 18 June 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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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 13
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    Le Finestre di San Michele ampio e luminoso attico1 / 10
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Smoking allowed
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    52043, Castiglion Fiorentino, Province of Arezzo
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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 17 August 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 18 July 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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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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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    • Parking
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 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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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 November 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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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Balcony
    • Parking
    • Grill
    • Terrace
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tanganelli family are delighted to welcome you to their tastefully restored 13th century convent Le Santucce. We have lovingly converted this historic building to offer 19 superb rooms/apartments. We offer: - Bedrooms with en-suite bathroom - Single rooms - Double rooms - Triple rooms - 4...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    le finestre di San Michele1 / 23
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 September 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    7 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Private Garden
    • 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
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 14
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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
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    La Limonaia - Villa Manciano1 / 23
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 May 2017
    Have just returned from a wonderful stay at the Villa Manciano. We were in the downstairs 3-bedroom apartment with doors opening onto a lovely patio area with table and chairs...
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    About this property
    La Limonaia is the ground floor 3 bedroom apartment in the original stone built wing of Villa Manciano. Villa Manciano itself consists of 3 homes arranged in such a way to ensure maximum privacy. Each home has it's own private entrance, private terrace and private BBQ. Villa Manciano is a very...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Outdoor Dining Area
    • Shared Garden
    • 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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    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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    Location Information
    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 Garden
    • 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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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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
    This lovely little estate has been fully restored and now forms just three apartments, two in the farmhouse and Stefi G cottage described here. A well thought out design of the grounds ensures that each apartment has its own area in the garden complete with table and chairs for dining al fresco,...
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    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    The Giaggiolo estate consists of a cluster of houses, once an ancient Tuscan hamlet, completely restored to now form apartments and two independent cottages, some of which are holiday rentals, others housing local residents. The estate which dates back to the 1600's has ample grounds and mature...
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    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Villa Castiglioni - Castiglioni Villa, Private villa and pool,  Air Conditioning   for 12 plus1 / 34
    (1)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Parking
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 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
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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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 Garden
    • Central Heating
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 March 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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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; electricity; linens; towels; Wi-Fi Internet connection; washing machine and dryer. Available for a fee, if desired:heating (when needed) EUR 4.00/m3. Refundable security deposit paid cash upon arrival: EUR 150. Casa...
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    Location Information
    52043, Brolio, Castiglion Fiorentino
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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 20 September 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
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 18
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    Borgo Tranquilitta - IL SOLE - Family Cottages in Tuscany with pool.1 / 32
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The charming Borgo Tranquiitta is surrounded by wooded hills of olives and bucolic charm along with gardens and pool. THis is part of Tuscany's beautiful countryside with extended views of the valley and beyond. There are three, lovely detached cottages lovingly restored providing a great place for...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Villa Coppa - 3 bedroom , 3 bathroom Private Villa, set in its own 25 acres of Tuscan landscape.1 / 39
    (32)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 12 July 2014
    Above the city of Castiglion Fiorentino and 30 minutes from the jewel that is Cortona. Large house, fantastic kitchen with pristine, new appliances. Fantastic dining with a view...
    Reviewed 6 September 2013
    All of the previous reviews are correct. The place is situated high on a hill with a view like none other. Inside, the furnishings are very nice. Our only complaints were...
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    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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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 30 October 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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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Porch
    • Wi-Fi
    • Balcony
    • Washer
    • Cable/satellite TV
    • Central Heating
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Property DescriptionAncient farmhouse of peasant origins, situated on the top a small hill in the heart of Valdichiana, at approx. 4 km from Castiglion Fiorentino, characteristic village with all kind of shop, restaurants and facilities. A recent and careful restoration, carried out under the...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:Welcoming holiday apartment in Tuscany for 6 people and shared swimmingpool. This beautiful country farmhouse was recently renovated with great care and respect for the buildings original features. The farmhouse was converted into three comfortable apartments, where this...
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    Location Information
    52044, Castroncello, Castiglion Fiorentino
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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