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Holiday Rentals in Castiglion Fiorentino

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    Travellers to Castiglion Fiorentino are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    All 259 Rentals in Castiglion Fiorentino
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    Tuscany cottage near Castiglion Fiorentino, with Private Pool, BBQ, & Parking1 / 22
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    CASOLARE IL CONDOTTIERO HOLIDAY HOUSE1 / 59
    (27)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Tuscany Villa Principe1 / 59
    (6)Excellent
    5 Bedrooms, 10 Bathrooms, Sleeps 10 Quick View
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    Tuscany Villa Bellavista1 / 48
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Central Heating
    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2017
    The villa was charming and very well equipped with a good swimming pool. My only quibble is that it was not really"accessible"( an important feature when booking) Though...
    Reviewed 4 August 2016
    Had a wonderful holiday and Daniele could not have been more helpful. He even came and found us when we arrived and were lost to direct us to the villa. Beautiful scenery and a...
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    About this property
    San Martino is an ancient farm ( XIII century ) with three Farm Houses: Villa Bellavista ( 4 sleeps ), unique stone Villa with a relaxing atmosphere, lovingly restored and furnished. The Villa has own Private Pool 12mt x 5mt. The pivacy is guaranted. The property consist of 9 ectares located in...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Senaia1 / 46
    (19)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 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 7 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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    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Children's Pool
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Property is located on the top of a hill in the heart of the Valdichiana between places rich in history and enjoys an enviable panoramic view. Its position facilitates the daily excursions to the major cultural centers of Tuscany and Umbria such as Cortona, Arezzo, Perugia, Siena, Assisi,...
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    52043, Brolio, Castiglion Fiorentino
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Parking
    • Internet Access
    • Washer
    • Grill
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It is located on the top of a hill in the heart of the Valdichiana between places rich in history and enjoys an enviable panoramic view. Its position facilitates the daily excursions to the major cultural centers of Tuscany and Umbria such as Cortona, Arezzo, Perugia, Siena, Assisi, Florence,...
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    52043, Brolio, Castiglion Fiorentino
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Children's Pool
    • Washer
    • Internet Access
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Property is located on the top of a hill in the heart of the Valdichiana between places rich in history and enjoys an enviable panoramic view. Its position facilitates the daily excursions to the major cultural centers of Tuscany and Umbria such as Cortona, Arezzo, Perugia, Siena, Assisi,...
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    Location Information
    52043, Brolio, Castiglion Fiorentino
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    TUSCANY VILLA PRINCIPE 8 prsns1 / 33
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The villa and pool were perfect for our family of six. Lots of room and each bedroom with their own private en suite.The location is just a 10 minute drive from Castiglion...
    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...
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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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    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Private Garden
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This studio, located in Castiglion Fiorentino, is ideal for 3 vacationers. It offers a pool access and an enclosed garden. It is perfect for unwinding after a day of exploration. Curl up on the comfortable sofa and enjoy a good book. The kitchen is well-equipped for cooking up your favorite...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    Podere Ortaglia di Sopra1 / 23
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Luxury villa with private swimming pool1 / 17
    (7)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Balcony
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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 27 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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    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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    Vacation Rentals at Nightingale's Villa, Tuscany1 / 74
    (2)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Washer
    • Wi-Fi
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Patio
    • Balcony
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just a short distance from the medieval town of Castiglion Fiorentino is 'Casa Usignoli'. This very old manor house dates back to 1759. It has been fully renovated to provide a stylish family home with 5 large bedrooms and two bathrooms. The villa sits in one of the most sought after locations in...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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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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    Villa la Foce: breathtaking panoramic view1 / 47
    (5)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 June 2014
    We had an amazing time in the Villa from the minute we arrived by car. The owner was very friendly and helped recommended places to eat. The Villa was exactly as it was in the...
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    About this property
    Villa La Foce is situated on a charming hillside, just a few kilometres from Castiglion Fiorentino and Cortona. This beautiful independent villa enjoys a breathtaking panoramic view on the surrounding countryside and villages. An excellent choice for those seeking privacy and peace. The Villa,...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Terrace
    • Mountain Views
    • Patio
    • Balcony
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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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 19 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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    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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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Central Heating
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Patio
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Fiorentina is the ideal place for a relaxing break immersed in nature. The Villa is surrounded by an olive grove of over two acres and enjoys stunning views of the nearby medieval town of Castiglion Fiorentino. It was recently renovated by the owners who have personally followed the work to...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Parking
    • Washer
    • Grill
    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 - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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
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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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    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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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Mountain Views
    • Housekeeping Included
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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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 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 21 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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    Villa Margarita, Garden Apartment with lovely Pool1 / 60
    (4)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 4 days ago
    We stayed here this Summer, and the facilities and House itself are great. The owners are a local family and are very attentive for the needs of the guests . They made sure the...
    Reviewed 4 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...
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    About this property
    VILLA MARGARITA FOR 6 - 12 GUESTS, amazing views, Villa Margarita is the ideal spot for those seeking relaxation and the convenience to explore Tuscany. Ideal for 4 - 16 guests It provides a compelling combination of a great location and charming farmhouse style. A recent renovation offering...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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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 4 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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    About this property
    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
    Suitability
    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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    Le Finestre di San Michele ampio e luminoso attico1 / 14
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    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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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Shared Garden
    • Mountain Views
    • Secure Parking
    • Washer
    • Grill
    • 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
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; electricity; linens; towels. Available for a fee, if desired:heating (when needed) EUR 10.00/day. Villa Sandia B is a pleasant and spacious two-story apartment. It sleeps four people. From Villa Sandia B you will enjoy a...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Amenities & Details
    • 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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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 2 Bedrooms, 2 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 4 Quick View
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    • Parking
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fiamma is a beautiful apartment of 85 square meters situated on the first floor of a typical Tuscan countryhouse in stone, a short distance (about 1.2 km) from the town of Castiglione Fiorentino, an ancient Etruscan town in the heart of the Chiana Valley. The apartment will allow you one hand to...
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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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    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 31 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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    6 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:Main Description : Stunning Tuscan countryside house with beautiful views. With private pool overlooking the estate olive groves this house makes a unique holiday place to spend a holiday. Villa 'Zen', detached, renovated, surrounded by trees and fields. 5 km from the centre of...
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    Location Information
    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 15
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Wi-Fi
    • Central Heating
    • Grill
    • Parking
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Gaggioleto is situated among the enchanting hills surrounding the lively towns of Castiglion Fiorentino and Cortona. This old Tuscan farmhouse offers a breathtaking view on the surrounding landscape and represents the ideal choice for those who wish privacy and tranquility. The renovation of...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    6 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    • Washer
    • Shared Garden
    • Outdoor Dining Area
    • Cable/satellite TV
    • Parking
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Galileo (13 +2 pers.) Surrounded by olive groves and woods among the Tuscan hills villa Galileo is the perfect place for a peaceful and relaxing stay. It belongs to a farm situated between the city of Arezzo and the Etruscan town of Cortona and just minutes away from the medieval village of...
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    Location Information
    54044, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 15
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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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    Casa Serena, Private Cottage and Pool - Charming Private Cottage with Private Pool , and Views1 / 25
    (21)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2015
    If you are hermitic in disposition, this place is ideal. The height attained via the drive affords you stunning views and a genuine sense of isolation. There is a simple beauty...
    Reviewed 30 December 2014
    Casa Serena isn't luxurious, but the location is superb, the pool lovely, and Terry who welcomed us (and runs a B&B in the same valley) was unfailingly helpful. The villa is...
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    About this property
    special hide-away in Tuscany ! Available throughout the year, Casa Serena with Private Pool - is a two bedroom - really charming little house/villa, with new bathroom with rain-shower, windows with flyscreens and, an apple TV. It is set amongst olive groves and surrounded Tuscan woodland. It...
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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, 5 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Parking
    • Hot Tub
    • Grill
    • Central Heating
    • Mountain Views
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa La Foce is situated on a charming hillside, just a few kilometres from Castiglion Fiorentino and Cortona. This beautiful independent villa enjoys a breathtaking panoramic view on the surrounding countryside and villages. An excellent choice for those seeking privacy and peace. The Villa,...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Villa del Colle ideal location for family reunion1 / 53
    (1)Very good
    7 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Patio
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa del Colle is an antique Tuscan farmhouse recently reconstructed situated in a beautiful hilly position. The painstaking reconstruction of the farmhouse has kept the fascination of the antique Tuscan residence with Terracotta tiled floors, visible stones and visible wooden beams. The farmhouse...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 16
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Terrace
    • Balcony
    • Internet Access
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; electricity; linens; towels. Available for a fee, if desired:heating (when needed) EUR 10.00/day. Villa Sandia D is a welcoming apartment. It sleeps three people. From Villa Sandia D you will have a pleasant view of the...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    9 Bedrooms, 11 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Private Indoor Pool
    • Air Conditioning
    • Secure Parking
    • Washer
    • Grill
    • Sauna
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Magnifica is an old country residence, skillfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surround the property. Large external pool with roman staircase and the bonus of the heated internal pool with hydromassage...
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    Location Information
    52043, Brolio, Castiglion Fiorentino
    Holiday Rental House - 9 Bedrooms, 11 Bathrooms, Sleeps 18
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    7 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • 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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