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Castiglion Fiorentino Villas

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    Travellers to Castiglion Fiorentino are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    135 Matching Rentals in Castiglion FiorentinoView all 259 rentals
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    Tuscany Villa Bellavista1 / 48
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    CASOLARE IL CONDOTTIERO HOLIDAY HOUSE1 / 59
    (30)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Villa la Foce: breathtaking panoramic view1 / 47
    (5)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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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 27 July 2018
    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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    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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    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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    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 7 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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    Villa Senaia1 / 46
    (19)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    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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    Location Information
    52040, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Terrace
    • Mountain Views
    • Patio
    • Balcony
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Parking
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Gaggioleto is situated among the enchanting hills surrounding the lively towns of Castiglion Fiorentino and Cortona. This old Tuscan farmhouse offers a breathtaking view on the surrounding landscape and represents the ideal choice for those who wish privacy and tranquility. The renovation of...
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    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    CASA PELEGRINI , 4 BEDOOM FARMHOUSE1 / 40
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Washer
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 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 Margarita, Garden Apartment with lovely Pool1 / 60
    (4)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Mountain Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Patio
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2018
    We stayed here this Summer, and the facilities and House itself are great. The owners are a local family and are very attentive for the needs of the guests . They made sure the...
    Reviewed 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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    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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    Villa Castiglioni - Castiglioni Villa, Private villa and pool,  Air Conditioning   for 12 plus1 / 34
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 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, 6 Bathrooms, Sleeps 14
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    Vacation Rentals at Nightingale's Villa, Tuscany1 / 148
    (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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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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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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    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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    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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    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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    9 Bedrooms, 11 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Private Indoor Pool
    • Air Conditioning
    • Secure Parking
    • Washer
    • Grill
    • Sauna
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Magnifica is an old country residence, skillfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surround the property. Large external pool with roman staircase and the bonus of the heated internal pool with hydromassage...
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    52043, Brolio, Castiglion Fiorentino
    Holiday Rental House - 9 Bedrooms, 11 Bathrooms, Sleeps 18
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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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    52043, Pieve di Chio, Castiglion Fiorentino
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    Gaggioleto, magnificent panoramic villa among the singular hills of Cortona.1 / 78
    (1)Average
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2017
    We (2 couples) stayed in this wonderful, large and well maintained house for the last week of August. The house location is great, quiet and private. The house layout is...
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    About this property
    Villa Gaggioleto is situated among the enchanting hills surrounding the lively towns of Castiglion Fiorentino and Cortona. This old Tuscan farmhouse offers a breathtaking view on the surrounding landscape and represents the ideal choice for those who wish privacy and tranquility. The renovation of...
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    Location Information
    53100, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    9 Bedrooms, 11 Bathrooms, Sleeps 24 Quick View
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    • Washer
    • Air Conditioning
    • Private Indoor Pool
    • Sauna
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Magnifica is an old country residence, skillfully restored and transformed into an exclusive private retreat. A 4 acres park, with Italian style garden and olive trees, surround the property. Large external pool with roman staircase and the bonus of the heated internal pool with hydromassage...
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    Location Information
    52043, Brolio, Castiglion Fiorentino
    Holiday Rental House - 9 Bedrooms, 11 Bathrooms, Sleeps 24
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    Casa Usignoli (the nightingale) - 5 Bedroom  Spacious Family Tuscan Villa with Private Pool,1 / 38
    (4)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
    • Parking
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2016
    Me, my wife and my two sons spent a week last August at the Nightingale villa together with a couple of our friends and their children. We had a really good time staying here...
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    About this property
    Just a short distance from the medieval town of Castiglion Fiorentino is 'Casa Usignoli'. This very old manor house dates back to 1759. It has been fully renovated to provide a stylish family home with 5 large bedrooms and two bathrooms. The villa sits in one of the most beautiful locations in...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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    Villa Castello Roccolo - Tuscan Borgo With fabulous views, Perfect for 6 guests1 / 35
    (1)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Grill
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    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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    6 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    • 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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Outdoor Dining Area
    • Parking
    • Wi-Fi
    • Hot Tub
    • Shared Garden
    • Mountain Views
    • Central Heating
    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 - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Principe is a tipical Tuscan house made of stone, cotto and wood, lovingily furnished and restored. It offers around 180 sqm of living space and 30 sqm of Veranda from where you can enjoy the fresco dining: The pool ( 10 mt x 5 mt ) enjoys a fantastic panoramic location and just 10 mt from...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Cable/satellite TV
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    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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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Parking
    • Balcony
    • Wi-Fi
    • Washer
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Vallibona is situated in the midst of peace and greenery in the gentle hills between Castiglion Fiorentino and Cortona, among olive groves and fruit trees, in a splendid panoramic position. The extensive property includes the main villa and the pool. Villa Vallibona has been restored with...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    Villa Coppa - 3 bedroom , 3 bathroom Private Villa, set in its own 25 acres of Tuscan landscape.1 / 39
    (35)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This place has the best and most private views I have even seen. The house is hidden nicely in the hillside and only about 10 mins drive from the nearest town. The stone house...
    Reviewed 4 weeks ago
    This place was absolutely amazing to stay in! The views are incredible and it is so quiet outside that you’d think you were the only people staying in Castiglion Fiorentino. The...
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    About this property
    Coppa di Sopra is an elegant and enchanting villa overlooking one of Tuscany's favorite valleys - “Coppa di Sopra is a magical place. It seems like you're on top of the world. We parked our car, walked down the steps and the view - it took our breath away!” This is a beautiful three bedroom stone...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Panoramic position a stone's throw from the village of Castiglion Fiorentino. In a panoramic and quiet position, walking distance to Castiglion Fiorentino, one of the most important villages in the Valdichiana with shops, restaurants and all kinds of facilities, we find a villa...
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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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Garden
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • 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 - 1 Bedroom, 1 Bathroom, Sleeps 4
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    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Air Conditioning
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Close to the medieval village of Castiglion Fiorentino. Beautiful villa situated only 1 km outside the medieval and characteristic village of Castiglion Fiorentino, reachable with a shot walk, endowed with shops, cafés and restaurants. Garden, swimming pool and external...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Internet Access
    • Washer
    • Private Indoor Pool
    • Sauna
    • Cable/satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning villa is located in the heart of Valdichiana, close to Arezzo and Cortona, the relais offers the possibility to reach easily the main historical and artistic sites such as Florence, Siena, Perugia, Montepulciano, Assisi, Gubbio and lots more. Villa degli affreschi is an old country...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Grill
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: 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...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Casupoli, villa con vista panoramica e piscina a Castiglion Fiorentino1 / 37
    (1)Excellent
    2 Bedrooms, 5 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Terrace
    • Washer
    • Private Garden
    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 - 2 Bedrooms, 5 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Old farmhouse a stone's throw from Castiglion Fiorentino. Villa this property is an old farmhouse divided into three apartments, and located very near to Castiglion Fiorentino, it is ideal for those who want to get away from city life and live in contact with nature. The warm...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Old farmhouse of peasant origins. Beautiful 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...
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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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Hot Tub
    • Washer
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : This beautiful villa with private pool is situated in Tuscany, a short distance away the town of Castiglion Fiorentino, between the historical cities of Cortona and Arezzo. This rental is an ideal destination for those seeking for tranquillity. A large...
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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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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Grill
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Old farmhouse a stone's throw from Castiglion Fiorentino. Villa this property is an old farmhouse divided into three apartments, and located very near to Castiglion Fiorentino, it is ideal for those who want to get away from city life and live in contact with...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Internet Access
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Villa di Cozzano is a villa from the 15th century, which has been modified twice, before the 19th century and then again at the beginning of the 20th century. The villa is situated in a panoramic position in the Val di Chiana, 16 km south of Arezzo, 15 km...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Placere is an excellent choice for a fantastic and unforgettable holiday for both families and friends. The Villa is set along a sun soaked hill where the garden extends into pretty olive groves and vineyards. From this vantage point guests are able to fully appreciate the tranquil...
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    Location Information
    52044, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Central Heating
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Ancient farmhouse in a panoramic position. this property is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position. There is a main building and an attractive outbuilding. This beautiful property is at...
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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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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Internet Access
    • Grill
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Located 3 km from Castiglion Fiorentino, friendly holiday home on the hills with private pool. The house has a terraced hillside plot with children's toys and the pool area located above; all of this is plunged in the Mediterranean flora and boasts a...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Internet Access
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: In the heart of the Val di Chio. In the heart of the Val di Chio, on the border between Tuscany and Umbria and only a few km far from the village of Castiglion Fiorentino, we find the lovely CASA DI PINO, small and ancient stone cottage dated back to the year 1200, like the...
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    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: A warm welcome at the end of a private road, the recently refurbished this property is a comfortable choice near the Renaissance town of Castiglion Fiorentino. Beyond the generous garden, perfect for little ones to let off steam, you have the rolling Tuscan countryside in all...
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    Location Information
    52043, Castroncello, Castiglion Fiorentino
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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