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Smoking Allowed Holiday Rentals in Castiglion Fiorentino, Italy

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    Travellers to Castiglion Fiorentino are booking June dates now. Secure your holiday rental today, and have the perfect trip.
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    4.5 of 5 stars (7) Very good
    5 Bedrooms, Sleeps 10 | Quick View
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    5 of 5 stars (4) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Patio
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    • Wi-Fi
    • Satellite TV
    • Central Heating
    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
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    • Elder access
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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 / 20
    5 of 5 stars (2) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Private Outdoor...
    • Central Heating
    • Satellite TV
    • Washer
    • Patio
    • Mountain Views
    • Internet Access
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    • Pet-friendly
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    • ?
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    • Elder access
    About this property
    Villa Senaia - Enjoy your stay In stunning Tuscany, along its endless artistic heritage and countryside, where stretches of silvery olive trees stare after vineyards and cypress trees, lies the Villa Senaia. An ancient stone farmhouse, located in a strategic position where it is easy to... View all property information
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    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed 6 February 2014
    The accomodations were great and Giuseppe was a fabulous host! Sipping coffee in the morning, watching the sunrise slide up over Castiglion Fiorentino and the valey below was...
    5 of 5 stars Reviewed 6 February 2014
    we (a group of 7 adults)have stayed at Villa Senaia twice so far (for 2 weeks at a time) and have planned our 3rd visit for Sept. 2014. There is so many positive about this...
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    1 / 23
    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Pet-friendly
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    • x
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    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars 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 / 19
    5 of 5 stars (11) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
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    • Satellite TV
    • Grill
    • DVD Player
    • Central Heating
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Villa Senaia In stunning Tuscany, along its endless artistic heritage and countryside, where stretches of silvery olive trees stare after vineyards and cypress trees, lies the Villa Senaia. An ancient stone farmhouse, located in a strategic position where it is easy to uncover many of the... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed 29 October 2015
    We wanted quiet, privacy, a beautiful garden, a swimming pool and of course nice weather. We got everything and more! The villa is really nice and large with a beautiful terrace...
    5 of 5 stars Reviewed 24 September 2015
    We just returned from our 4th year (2 week stays each time) and loved every thing about this wonderful villa, the hosts, Giuseppe and Laura (and Margarite). They do everything in...
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    1 / 18
    5 of 5 stars (4) Excellent
    5 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
    • Mountain Views
    • Central Heating
    • Housekeeping...
    • Patio
    • Private Outdoor...
    • Washer
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
    • Smoking allowed
    • Elder access
    • x
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed 13 May 2015
    the place is beautiful! there is full of peace and incredible landscape around the house! very good swimming pool, there is also a Iacuzzi swimming pool with warm water! it is a...
    5 of 5 stars Reviewed 13 May 2015
    it was the first time, we come in italy, we have rent this house because good price and there is a lot of bedrooms!! the owners is very friendly, we have free wifi connection in...
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    4 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    • Washer
    • Private Outdoor...
    • Patio
    • Internet Access
    • Mountain Views
    • Central Heating
    • Grill
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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 / 12
    5 of 5 stars (2) Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    • Elder access
    About this property
    The beautiful old stone house is quite large, incorporating 4,500 sf (400 sm). It includes a total of six bedrooms and five baths, with a sleeping capacity of 13. The property includes a lovely garden with a small vineyard and numerous olive trees. Il Ceriolo is located just 5km outside the town... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed 18 June 2015
    Amazing idyllic home in a dreamlike setting. All the comforts of a modern home, in a centuries old house. Wonderful owners that know everything to do in the area. Food...
    5 of 5 stars Reviewed 4 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 / 24
    5 of 5 stars (2) Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 11 | Quick View
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    • Balcony
    • Washer
    • Parking
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Central Heating
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed 6 July 2014
    We just returned from an amazing week at Villa Villibona. The location is secluded and peaceful with breathtaking views but still a short drive to town and many nearby towns (car...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Porch
    • Wi-Fi
    • Balcony
    • Washer
    • Satellite TV
    • Central Heating
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Property DescriptionAncient farmhouse of peasant origins, situated on the top a small hill in the heart of Valdichiana, at approx. 4 km from Castiglion Fiorentino, characteristic village with all kind of shop, restaurants and facilities. A recent and careful restoration, carried out under the... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    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
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Children's Pool
    • Patio
    • Balcony
    • Mountain Views
    • Washer
    • Hot Tub
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    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 + 2 comfortably in the four... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 76
    4 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Mountain Views
    • Private Outdoor...
    • Central Heating
    • Patio
    • Washer
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    About this property
    'Simple and Lovely' Borgo Tranquilita is a charming peaceful and quiet 'village' of three cottages set amongst some of the most spectacular scenery that makes Tuscany one of the stunning places to visit. It is surrounded by typical Tuscan woodland with some breathtaking views. The cottages are... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    3 of 5 stars Reviewed 26 October 2015
    Interesting if you like your holidays remote and off the beathen track. Cottages are ok, bit basic and dingy. Good points, view over the valley,pool, away-from-it-all feeling...
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    1 / 25
    Brolio
    9 Bedrooms, 11 Bathrooms, Sleeps 24 | Quick View
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    • Washer
    • Air Conditioning
    • Private Indoor Pool
    • Sauna
    • Wi-Fi
    • Satellite TV
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    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 / 23
    9 Bedrooms, 11 Bathrooms, Sleeps 18 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Housekeeping...
    • Private Indoor Pool
    • Satellite TV
    • Sauna
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    About this property
    Located half way between Arezzo and Cortona,stands the villa enclosed in its fenced and gated garden. The private swimming pool (12x6m) lies immersed in scented flower-beds and fragrant herbs. A glass veranda frames the elegant manor house and allows to have outdoor meals even when it gets... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 25
    Brolio
    9 Bedrooms, 11 Bathrooms, Sleeps 18 | Quick View
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    • Satellite TV
    • Private Indoor Pool
    • Air Conditioning
    • Secure Parking
    • Washer
    • Grill
    • Sauna
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    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
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Outdoor Dining Area
    • Satellite TV
    • Central Heating
    • Private Outdoor...
    • Grill
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    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
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • Hot Tub
    • Private Outdoor...
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    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
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
    • Parking
    • Satellite TV
    • Wi-Fi
    • Private Garden
    • Outdoor Dining Area
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    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
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Central Heating
    • Shared Outdoor Pool...
    • Washer
    • Outdoor Dining Area
    • Wi-Fi
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    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 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Outdoor Pool...
    • Outdoor Dining Area
    • Grill
    • Central Heating
    • Satellite TV
    • Wi-Fi
    • Washer
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    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
    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
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    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
    6 Bedrooms, 6 Bathrooms, Sleeps 15 | Quick View
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    • Parking
    • Washer
    • Internet Access
    • Private Outdoor...
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    9-room villa 300 m2 on 3 levels. Spacious, fully renovated, beautiful and tasteful furnishings: large living room with 1 double sofabed and satellite TV (flat screen). Exit to the garden. Open dining room with open-hearth fireplace. Exit to the garden. 1 room with 1 bed, 1 double bed and... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Private Garden
    • Private Outdoor...
    • Terrace
    • Washer
    • Balcony
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    7-room villa 300 m2 on 2 levels, on the ground floor. Renovated, simple and antique furnishings: entrance hall. Living room with TV (flat screen). Dining room with dining table. Kitchenette (4 hot plates, oven, dishwasher, microwave, freezer) with dining table. Upper floor: 1 room with 2 beds. 1... View all property information
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Central Heating
    • Patio
    • Shared Garden
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool...
    • Grill
    • Washer
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 8
    5 of 5 stars (1) Excellent
    14 Bedrooms, Sleeps 39 | Quick View
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    • Washer
    • Shared Garden
    • Satellite TV
    • Children's Pool
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars 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 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Central Heating
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Garden
    • Parking
    • Shared Outdoor Pool...
    • Wi-Fi
    • Shared Garden
    • Satellite TV
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
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    52043, Castiglion Fiorentino, Province of Arezzo
    1 / 17
    5 of 5 stars (2) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Parking
    • Balcony
    • Air Conditioning
    • Hot Tub
    • Washer
    • Wi-Fi
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo
    5 of 5 stars Reviewed 18 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 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Garden
    • Parking
    • Shared Outdoor Pool...
    • Grill
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    Location Information
    52043, Castiglion Fiorentino, Province of Arezzo