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Vacation Rentals in Castiglion Fiorentino, Italy

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    Travelers to Castiglion Fiorentino are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 20
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 9
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 22
    4.5 of 5 stars (3) Very good
    Pieve di Chio
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Balcony
    • Parking
    • Private Outdoor...
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    • Pet-friendly
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    About this property
    Charming Restored character stone cottage with beautiful views across the Val Di Chio. Private swimming pool with Stone BBQ. Ideal location for day trips across Tuscany & Umbria, Siena, Montepulciano, Cortona, Perugia & Assisi. 15 minutes to Medieval town with train Station for visiting Rome or... View all property information
    Location Information
    Pieve di Chio, Castiglion Fiorentino
    4 of 5 stars Reviewed 4 weeks ago
    Although it was a bit hard to find initially, the cottage was beautiful on an olive farm that was packed with the most incredible view. The infinity pool was awesome during our...
    5 of 5 stars Reviewed May 7, 2016
    First time in Tuscany & it was better than perfect. The property is beautiful with all amenities. The caretaker was the best for everything. Amazing views siting by the pool...
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    1 / 48
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Central Heating
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    • Mountain Views
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    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... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars 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...
    5 of 5 stars Reviewed October 30, 2015
    My fiance and I decided to take a relaxing 10 days break to his birthplace,Tuscany. And we couldn't have chosen better,than Villa Bellavista.The villa lies in the heart of the...
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    1 / 14
    5 of 5 stars (2) Excellent
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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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... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars 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 are truly...
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    1 / 15
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Mountain Views
    • DVD Player
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    • Shared Outdoor Pool...
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Villa Manciano is a very typical old stone Holiday House that was supposed to be also an elementary school about 100 years ago, for the kids of the rural Manciano area. The property is more than 3 acres (12.000 sq. meters) located in the strategical area of the Chiana Valley, in the Cortona area.... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed May 5, 2013
    It's already 2 years since our lovely holiday in Tuscany and Villa Manciano, but since we just found Villa Manciano here on tripadvisor we feel that we have to write a few words...
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    1 / 48
    5 of 5 stars (4) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Private Outdoor...
    • Secure Parking
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    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    San Martino is an ancient farm with three farm houses: for rent Villa Bellavista( 4 sleeps ), unique stone Villa with a relaxing atmosphere, lovingly restored and furnished.<BR>The Villa has own private pool 12mt x 5mt . The privacy is guaranted. The property consist of 9 ectares located in an... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed October 14, 2015
    My fiance and I decided to take a relaxing 10 days break to his birthplace,Tuscany. And we couldn't have chosen better,than Villa Bellavista.The villa lies in the heart of the...
    5 of 5 stars Reviewed October 1, 2015
    Hi, If u are looking for a place, where u can not only relax but also find some inner peace and love, this place is the perfect pitch for you. It was our first time to visit...
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    1 / 13
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • x
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    • x
    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,... View all property information
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    Castiglion Fiorentino, Province of Arezzo
    1 / 17
    4.5 of 5 stars (7) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Private Outdoor...
    • Grill
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    • Wi-Fi
    • Hot Tub
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    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... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars 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...
    5 of 5 stars 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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    1 / 23
    5 of 5 stars (5) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars 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 so...
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    1 / 25
    5 of 5 stars (12) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    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... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    4 of 5 stars Reviewed 1 week ago
    Had a great week here in this well equipped villa which was clean and well located. The local town is about 5 minutes away with a good choice of small bars and restaurants. The...
    5 of 5 stars Reviewed October 29, 2015
    We wanted quiet, privacy, a beautiful garden, a swimming pool and of course nice weather. We got everything and more! The villa is really nice and large with a beautiful terrace...
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    1 / 33
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Porch
    • Wi-Fi
    • Balcony
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    • Satellite TV
    • Central Heating
    • Private Outdoor...
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    • Pet-friendly
    • Child-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... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 33
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Yard
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars 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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    1 / 58
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 8 Bathrooms, Sleeps 4 | Quick View
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    • Mountain Views
    • Washer
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • Patio
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Castello Margarita's Garden apartment is the ideal spot for those seeking relaxation and the convenience to explore Tuscany. Ideal for 2- 5 guests, It provides a compelling combination of a great location and charming farmhouse style. The property is offered as either two apartments (one for... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed August 3, 2014
    We spent a great week at the garden villa (ie the ground floor villa) in this house. It sits high above the valley with inspiring views. The villa was a great size could easily...
    5 of 5 stars Reviewed May 24, 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. One...
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    1 / 43
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Children's Pool
    • Patio
    • Balcony
    • Mountain Views
    • Washer
    • Hot Tub
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    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.<BR> You can rent the top floor of this historic farmhouse with its independent access. It sleeps 8 + 2 comfortably in the four... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 15
    4.5 of 5 stars (16) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
    • Terrace
    • Parking
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    4 of 5 stars Reviewed 1 week ago
    It's a very special house on a very special location: in the citywall. I loved the stone stairs and the view from the master bedroom. Ilaria was very helpfull.
    4 of 5 stars Reviewed August 26, 2014
    Signora Ilaria was most helpful, as she is a wealth of information about the area. She also provides maps and a list of places to visit as well as local restaurants. Although...
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    1 / 74
    5 of 5 stars (2) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Washer
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    • Central Heating
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    • Mountain Views
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    • Pet-friendly
    • Child-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... View all property information
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    Castiglion Fiorentino, Province of Arezzo
    1 / 50
    5 of 5 stars (5) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Washer
    • Private Yard
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    • Private Outdoor...
    • DVD Player
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    San Martino is an ancient farm of 9 ectars located in one of the most beatiful and strategic position of the Valle di Chio and Val di Chiana nearby the HISTORICAL TOWNS of Castiglion Fiorentino ( 10 min. ) and Cortona ( 20 min. ) Florence ( 1 hour ), Siena ( 1 hour ), Perugia ( 1 hour ). The... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars 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...
    5 of 5 stars 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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    1 / 17
    5 of 5 stars (3) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • x
    About this property
    Apartment with 2 bedrooms, 2 bathrooms, living room / kitchen, balcony, private entrance, internet free wi-fi h24. Completely renovated in 2008 respecting the characteristics of the classic Tuscan homes. Partly furnished with antiques expertly blended with modern conveniences. Equipped with TV,... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
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    1 / 36
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Patio
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    • Wi-Fi
    • Satellite TV
    • Central Heating
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • 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... View all property information
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    Castiglion Fiorentino, Province of Arezzo
    1 / 78
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Washer
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    • Wi-Fi
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    • Mountain Views
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
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    Castiglion Fiorentino, Province of Arezzo
    1 / 36
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    • Terrace
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    • Balcony
    • Shared Yard
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Villa Sandia B is a pleasant and spacious two-story apartment. It sleeps four people. From Villa Sandia B you will enjoy a pleasant view of the garden. Villa Sandia B is 60 square meters (645 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area, winter heating... View all property information
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    Castiglion Fiorentino, Province of Arezzo
    1 / 20
    5 of 5 stars (3) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Private Outdoor...
    • Central Heating
    • Satellite TV
    • Washer
    • Patio
    • Mountain Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Villa Senaia - Enjoy your stay In stunning Tuscany, along its endless artistic heritage and countryside, where stretches of silvery olive trees stare after vineyards and cypress trees, lies the Villa Senaia. An ancient stone farmhouse, located in a strategic position where it is easy to... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed 2 weeks ago
    My wife and I have stayed at a few villas in Italy over the years.................. this has to be the best! Giuseppe is an owner who lives next door, but you wouldnt know he was...
    5 of 5 stars Reviewed February 6, 2014
    The accomodations were great and Giuseppe was a fabulous host! Sipping coffee in the morning, watching the sunrise slide up over Castiglion Fiorentino and the valey below was...
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    1 / 21
    4.5 of 5 stars (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
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars 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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    1 / 37
    5 of 5 stars (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Satellite TV
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    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... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars 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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    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Washer
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Manciano is a very typical old stone Holiday House that was supposed to be also an elementary school about 100 years ago, for the kids of the rural Manciano area. The property is more than 3 acres (12.000 sq. meters) located in the strategical area of the Chiana Valley, in the Cortona area.... View all property information
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    Castiglion Fiorentino, Province of Arezzo
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • x
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    • x
    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... View all property information
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    Castiglion Fiorentino, Province of Arezzo
    1 / 18
    5 of 5 stars (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This beautiful Tuscan holiday home is situated near Castiglion Fiorentino (AR). The villa has 3 double beds, so it can comfortably host a family or group of 6 people. There are also 4 bathrooms for individual comfort and privacy. Guests can relax and enjoy the tranquil atmosphere at the swimming... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed October 9, 2015
    We stayed at the villa in September and found the villa to be secluded, safe and a delightful place to stay. We had our 5 month old puppy with us , who seemed to enjoy his time...
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    1 / 30
    Brolio
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    • Smoking allowed
    • x
    About this property
    4 paxThis very comfortable 80 sq-m apartment for rent in Tuscany  are situated on the ground floor. No detail as to its lovely Tuscan style has been left unattended: its terracotta tiles, wooden beams and antiques are typical of the region. This apartments is suitable for the disabled. The... View all property information
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    Brolio, Castiglion Fiorentino
    1 / 26
    4.5 of 5 stars (5) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Central Heating
    • Private Outdoor...
    • Hot Tub
    • Mountain Views
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars 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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    1 / 6
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Yard
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Gelsomino is a beautiful apartament entry on ground floor to a spacious sitting room with a large fireplace, and a well-equipped kitchen with a wood-burning stove; an internal stair leads to the upper floor with two rooms, each having a double bed plus optional single bed, and bathroom with shower.... View all property information
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    Castiglion Fiorentino, Province of Arezzo
    1 / 25
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    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... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars 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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    1 / 15
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Balcony
    • Parking
    • Grill
    • Terrace
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    • Pet-friendly
    • Child-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... View all property information
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    Castiglion Fiorentino, Province of Arezzo
    1 / 34
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Balcony
    • Terrace
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Sandia D is a welcoming apartment. It sleeps three people. From Villa Sandia D you will have a pleasant view of the garden. Villa Sandia D is 30 square meters (320 square feet). It features a shared swimming pool, a private patio, a shared garden, winter heating and WI-FI Internet access. You... View all property information
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    Castiglion Fiorentino, Province of Arezzo
    1 / 25
    Brolio
    9 Bedrooms, 11 Bathrooms, Sleeps 18 | Quick View
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    • Satellite TV
    • Private Indoor Pool
    • Air Conditioning
    • Secure Parking
    • Washer
    • Grill
    • Sauna
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • 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... View all property information
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    Brolio, Castiglion Fiorentino
    1 / 22
    5 of 5 stars (1) Excellent
    Pieve di Chio
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Grill
    • Patio
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    • Pet-friendly
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    • Smoking allowed
    Location Information
    Pieve di Chio, Castiglion Fiorentino
    1 / 15
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Grill
    • Central Heating
    • Shared Outdoor Pool...
    • Satellite TV
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Villa Manciano is a very typical old stone Holiday House that was supposed to be also an elementary school about 100 years ago, for the kids of the rural Manciano area. The property is more than 3 acres (12.000 sq. meters) located in the strategical area of the Chiana Valley, in the Cortona area.... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Internet Access
    • Outdoor Dining Area
    • Central Heating
    • Washer
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    • Satellite TV
    • Shared Yard
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    A large Studio apartment with lots of charm, on the first floor of an historical building from the 16th century located in the historical centre of Castiglion Fiorentino. Just steps away from the town square, Piazza Del Comune, and all things you expect to find in a typical Tuscan medieval town.... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 11
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Balcony
    • Wi-Fi
    • Central Heating
    • Grill
    • Terrace
    • Secure Parking
    • Private Yard
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Coppa di Sopra is an elegant and enchanting villa overlooking one of Tuscany's favorite valleys - “Coppa di Sopra is a magical place. It seems like you're on top of the world. We parked our car, walked down the steps and the view - it took our breath away!”<BR><BR>This is a beautiful three bedroom... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 13
    Pieve di Chio
    8 Bedrooms, 9 Bathrooms, Sleeps 30 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Private Yard
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    Pieve di Chio, Castiglion Fiorentino
    1 / 38
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Hot Tub
    • Internet Access
    • Central Heating
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    • Satellite TV
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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. <BR>Overlooking the wide expanse of the Val di Chiana, it offers a splendid view that is lost for tens... View all property information
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    Castiglion Fiorentino, Province of Arezzo
    1 / 11
    5 of 5 stars (1) Excellent
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Housekeeping...
    • Central Heating
    • Balcony
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 45
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • Patio
    • Wi-Fi
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Central Heating
    • Washer
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    These charming villa and cottage are nestled in the heart of the beautiful Val di Chiana, a few minutes' drive from the picturesque hilltop town of Castiglion Fiorentino and 15 minutes from Cortona. Here you can enjoy the peace and quiet of the Tuscan countryside and all the benefits of a lively... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 13
    6 Bedrooms, 6 Bathrooms, Sleeps 15 | Quick View
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    • Washer
    • Shared Yard
    • Outdoor Dining Area
    • Satellite TV
    • Parking
    • Internet Access
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 25
    Brolio
    9 Bedrooms, 11 Bathrooms, Sleeps 24 | Quick View
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    • Washer
    • Air Conditioning
    • Private Indoor Pool
    • Sauna
    • Wi-Fi
    • Satellite TV
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • 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... View all property information
    Location Information
    Brolio, Castiglion Fiorentino
    1 / 4
    5 of 5 stars (3) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Central Heating
    • Grill
    • Secure Parking
    • Wi-Fi
    • DVD Player
    • Balcony
    • Private Outdoor...
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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 renovated with great care and - attention to detail, Casa Sophia is a four bedroom, three bathroom villa... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 22
    Brolio
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Hot Tub
    • Satellite TV
    • Private Outdoor...
    • Sauna
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ExteriorVilla Celeste is a large villa with 9 bedrooms, all with en suite bathrooms.The property is in a perfect position for exploring wider Tucany with Arezzo and Cortona just a short distance away and other famed historical and artistic towns easily reached by car, such as Florence, Siena,... View all property information
    Location Information
    Brolio, Castiglion Fiorentino
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Satellite TV
    • Outdoor Dining Area
    • Balcony
    • Central Heating
    • Wi-Fi
    • Parking
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    1 / 59
    5 of 5 stars (1) Excellent
    5 Bedrooms, 10 Bathrooms, Sleeps 10 | Quick View
    other traveler has booked this property
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    • Private Yard
    • Private Outdoor...
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars 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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