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Smoking Allowed Holiday Rentals in Castiglion Fiorentino, Italy

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    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    5 of 5 bubbles (18) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    5 of 5 bubbles (5) Excellent
    Brolio
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 36
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    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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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 12
    5 of 5 bubbles (6) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    About this property
    The beautiful old stone house is quite large, incorporating 4,500 sf (400 sm). It includes a total of six bedrooms and five baths, with a sleeping capacity of 13. The property includes a lovely garden with a small vineyard and numerous olive trees.<BR><BR>Il Ceriolo is located just 5km outside... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 bubbles Reviewed 19 June 2015
    Amazing idyllic home in a dreamlike setting. All the comforts of a modern home, in a centuries old house. Wonderful owners that know everything to do in the area. Food...
    5 of 5 bubbles Reviewed 5 December 2012
    This is a lovely villa located in the Tuscan country side outside Castiglione Fiorentino. The views of Cortona and castle Montechio lit up by the setting sun are marvelous. The...
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    1 / 17
    4.5 of 5 bubbles (7) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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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... View all property information
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    52040, Castiglion Fiorentino, Province of Arezzo
    5 of 5 bubbles 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...
    5 of 5 bubbles 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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    1 / 33
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
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    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
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 37
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • 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
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    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 bubbles 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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    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 48
    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Washer
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    • Pet-friendly
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    • Smoking allowed
    About this property
    VILLA IN TUSCANY WITH PRIVATE POOL AND IN A VERY PANORAMIC POSITION. Rural holiday house is placed on the silver hills covered with olives groves between the villages of Castiglion Fiorentino and Cortona (endowed with all kind of shops and services). It set in a very panoramic position and a... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
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    1 / 23
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 bubbles Reviewed 4 September 2014
    I've spent five days at Le Finestre di San Michele with a Group of friends. The apartment is really nice, big, confortable and with a huge view. The owner and her daughter are so...
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    1 / 18
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Patio
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 10
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 58
    Brolio
    9 Bedrooms, 11 Bathrooms, Sleeps 18 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • 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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    52043, Brolio, Castiglion Fiorentino
    1 / 17
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • x
    • Smoking allowed
    About this property
    A few kilometres from Castiglion Fiorentino and Cortona, on the way up the slopes of the Montanina hill, at the top of which the ruins of an ancient castle can be seen through the vegetation, this typical farmhouse has recently been renovated while still maintaining its original, architectural... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 22
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Balcony
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 27
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Grill
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 20
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    The farm holiday La Crosticcia is an old farmhouse that has been carefully and expertly restored and divided into three apartments. Immersed in the gentle hills of the Appenines and the green plains of the Valdichiana, and very near to Castiglion Fiorentino, it is ideal for those who want to get... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
    • Washer
    • Mountain Views
    • Wi-Fi
    • Central Heating
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    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    La Limonaia is the ground floor 3 bedroom apartment in the original stone built wing of Villa Manciano. Villa Manciano itself consists of 3 homes arranged in such a way to ensure maximum privacy. Each home has it's own private entrance, private terrace and private BBQ. Villa Manciano is a very... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 30
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Smoking allowed
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
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    1 / 18
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
    • Balcony
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    • Pet-friendly
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    • Smoking allowed
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 25
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    In the heart of the Val di Chio, on the border between Tuscany and Umbria and only a few km far form 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 beautiful "Maestà" a painted Madonna with child which you... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Secure Parking
    • Wi-Fi
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Patio
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Casa Lina is a nice house recently restored in the beautiful countryside of Castiglion Fiorentino, in the center of the Valdichiana area. Thanks to the great position of the villa you will reach, within a short time, the many hamlets and important cities of Tuscany. The villa is located within a... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 56
    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
    52043, Brolio, Castiglion Fiorentino
    1 / 33
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Villa Manciano is a very typical Tuscan home that was originally built as an elementary school for the children of the rural Manciano area over 100 years ago. The house has been fully renovated and tastefully extended and now nestles in more than 3 acres (12.000 sq. meters) of landscaped gardens.... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 26
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Outdoor Dining Area
    • Satellite TV
    • Central Heating
    • Private Outdoor...
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    A traditional stone farmhouse which emerges from the dense vegetation of the hills of Val Cerfone, a real oasis of peace immersed in nature, far from the noise and frenetic pace of modern day life. This house, which is in a natural park, is the ideal place for those wishing to appreciate the beauty... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Outdoor Dining Area
    • Parking
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    • Hot Tub
    • Shared Garden
    • Mountain Views
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Central Heating
    • Satellite TV
    • Washer
    • Outdoor Dining Area
    • Wi-Fi
    • Shared Outdoor Pool...
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    The farm holiday La Crosticcia is an old farmhouse that has been carefully and expertly restored and divided into three apartments. Immersed in the gentle hills of the Appenines and the green plains of the Valdichiana, and very near to Castiglion Fiorentino, it is ideal for those who want to get... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 21
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Terrace
    • Central Heating
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    APARTMENT IN THE HISTORICAL CENTER OF CASTIGLION FIORENTINOThe peculiarity of this apartment is the breathtaking panoramic view: from the Val di Chio to the charming Castello di Montecchio, the beautiful Val di Chiana and the distinctive and winding alleys of Castiglion Fiorentino and the medieval... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 bubbles Reviewed 1 week ago
    This apartment is in the heart of the old town of Castiglion Fiorentino. It has a terrace with breathtaking views of the Collegiata church and the Cio valley. (To tell the truth...
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    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Terrace
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Outdoor Pool...
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    • Grill
    • Central Heating
    • Satellite TV
    • Wi-Fi
    • Washer
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    The farm holiday La Crosticcia is an old farmhouse that has been carefully and expertly restored and divided into three apartments. Immersed in the gentle hills of the Appenines and the green plains of the Valdichiana, and very near to Castiglion Fiorentino, it is ideal for those who want to get... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 49
    6 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    • Grill
    • DVD Player
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Villa Manciano is the original stone built wing of our house. It's flexible in that the house is divided in two 3 bedroom apartments which can be rented separately. Or a big group can simply rent the whole house. Each home has it's own private entrance, private terrace and private BBQ.... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 55
    10 Bedrooms, 9 Bathrooms, Sleeps 26 | Quick View
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 37
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Casa Cicci is a lovely apartment located in an ancient XVIII century rural hamlet, designed by the architect Fossombroni. The complex covers approximately 7 hectares and it is situated on a hill above the Val di Chiana, surrounded by vineyards of the nearby famous wine producing farm. Part of the... View all property information
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    52100, Castiglion Fiorentino, Province of Arezzo
    1 / 29
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    A beautiful independent villa located near Castiglion Fiorentino, a charming village in the Val di Chiana area. The house is very comfortable and the outdoor area boasts a private swimming pool that overlooks the valley below. The owner, a kind and hospitable person, lives next to the villa... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 20
    5 of 5 bubbles (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Balcony
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 bubbles Reviewed 19 August 2014
    Excellent welcome, beautiful garden with playground and barbecue, owners available. We ave the dog with us and we really enjoyed. Magnificent and peaceful palce..... next year we...
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    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    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 garden with a private pool overlooking the... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 30
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    HOLIDAY HOME WITH SWIMMING POOL - VILLA CASSIANO Spacious holiday home with private swimming pool located just 8km away from Castiglion Fiorentino. The property is perfectly located between the beautiful towns of Arezzo and Cortona. This is the ideal place to spend a relaxing holiday surrounded... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 23
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Satellite TV
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    • Smoking allowed
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    52043, Castiglion Fiorentino, Province of Arezzo
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    52043, Castiglion Fiorentino, Province of Arezzo
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    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 8
    5 of 5 bubbles (1) Excellent
    14 Bedrooms, Sleeps 39 | Quick View
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    • Washer
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    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 bubbles Reviewed 18 September 2014
    This was a perfect 2 week stay for me and 4 of my friends. Very well maintained place, clean apartment, very helpful and responsive staff. It has nice amenities and it is a good...
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    1 / 22
    4.5 of 5 bubbles (3) Very good
    Pieve di Chio
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
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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
    52043, Pieve di Chio, Castiglion Fiorentino
    4 of 5 bubbles Reviewed 25 August 2016
    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 bubbles Reviewed 7 May 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 / 33
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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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... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 bubbles 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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    1 / 59
    5 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    Villa Rigutini is a lovely historic Tuscan villa dating back to 1400. It offers charm along with lots of space and a perfect home for either families or friends. Villa Rigatoni is a 7-room villa of 3230 square feet (300 m2) over 2 floors. Villa Rigatoni, dates back to the15th century. The... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 48
    5 of 5 bubbles (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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
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    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 bubbles 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...
    5 of 5 bubbles Reviewed 31 October 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 / 59
    5 of 5 bubbles (3) Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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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... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 60
    4.5 of 5 bubbles (3) Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Mountain Views
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    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... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 bubbles 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...
    5 of 5 bubbles Reviewed 25 May 2013
    We stayed in the lower apartment of the property for two weeks. The property is very, very beautiful and spacious and the views are absolutely stunning. Very well maintained. One...
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