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Castelfiorentino Villas

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    Travellers to Castelfiorentino are booking January dates now. Secure your holiday home today, and have the perfect trip.
    43 Matching Rentals in CastelfiorentinoView all 109 rentals
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    PRIVATE PANORAMIC Villa gello1 / 28
    (8)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: this property is a characteristic apartment that is part of an ancient country house located on top of a small hill. It sleeps four people. From this property you will enjoy a splendid view of the Chianti hills and of the vineyards. this property is 45 square meters (485...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Owner's description: this property is a graceful two-story apartment that is part of an ancient country house located on top of a small hill. It sleeps six people. From this property you will have a pleasant view of the surrounding countryside. this property is 100 square meters (1076 square...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Hot Tub
    • Balcony
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Live out a historic Italian fantasy in the luxurious, newly renovated Villa Palazzo. From its romantic stucco exterior, medieval stone tower and 13th-century chapel and crypt to its traditionally furnished interiors and on-site staff, there’s plenty to inspire and pamper. Located less than an hour...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Villa Antica Sosta1 / 29
    (17)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Central Heating
    • DVD Player
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2017
    The villa looks exactly as shown in the pictures. From the terrace we had a beautiful overview over the valley.We reserved a daily breakfast, which was very nice: every morning...
    Reviewed 28 September 2013
    Our extended family of 8 stayed at villa for a week. The house itself is beautiful and decorated inside and outside with so many delightful details. It was much better than the...
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    About this property
    Villa Antica sosta, is situated in the small and charming village called Renai, to 3 Km from Castelfiorentino, encircled from vineyards and olive groves. In the small country of Castelfiorentino you will be able to find: Railway station, supermarket, banks, post office, pharmacies, hospital, all...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Air Conditioning
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Every building in the Tuscan landscape is redolent of the many cultures that inhabited it throughout the centuries. About 30 Km from Florence, Cabbiavoli castle, built on the ancient Via Francigena connecting France to Rome, is a shining example, evoking a...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: this property is a characteristic apartment that is part of an ancient country house located on top of a small hill. It sleeps four people. From this property you will enjoy a splendid view of the Chianti hills and of the vineyards. this property is 45 square meters (485...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Pet friendly
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    About this property
    Owner's description: Villathis property is a splendid two-story villa with the strong charachter which derives from it actually being a converted barn house. It sleeps ten people. From Villathis property you will enjoy a charming view of the Chianti hills and of the vineyards. Villathis property...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Owner's description: this property is a characteristic apartment located on top of a small hill. It sleeps four people. It is approximately 80 square meters (860 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area and winter heating. You will be roughly 3 km...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    About this property
    Owner's description: Main Description : If you are looking for privacy and relaxation this house located approximately 1 km from Castelfiorentino, could be a great option.The accommodation is divided into a living area with kitchen and open kitchen that leads (via two steps) to the sleeping area of...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Every building in the Tuscan landscape is pervaded of the many cultures that inhabited it throughout the centuries. About 30 Km from Florence, Castello del Chianti castle, built on the ancient Via Francigena connecting France to Rome, is a shining example, evoking a multitude of ancient influences....
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Owner's description: Villathis property is a luxurious castle. It sleeps 12 people. From Villathis property you will enjoy a charming view of the Tuscan countryside and of the Chianti valley. Villathis property is 500 square meters (5380 square feet). It features a private swimming pool, a private...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Every building in the Tuscan landscape is redolent of the many cultures that inhabited it throughout the centuries. About 30 Km from Florence, Cabbiavoli castle, built on the ancient Via Francigena connecting France to Rome, is a shining example, evoking a...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: this property is a welcoming two-story apartment that is part of an ancient country house located on top of a small hill. It sleeps eight people. From this property you will have a pleasant view of the Chianti hills and of the vineyards. this property is 115 square meters...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
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    Pet friendly
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    About this property
    Owner's description: this property is a welcoming two-story ancient tuscan country house surrounded by vineyards and olive groves. It sleeps five people. From this property you will enjoy a pleasant view of the Tuscan countryside. this property is 80 square meters (860 square feet). It features a...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    'This is an exceptionally stylish Belle Epoque villa with 5 individually appointed bedrooms in a village location surrounded by gently sloping hills within easy access of Pisa, Volterra and San Gimignano, to name but a few renowned Tuscan destinations.' ACCOMMODATION<b>Ground floor:</b>Fully...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Private Garden
    • Washer
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    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pieve vecchia estate has been included inside the historical gazzette named 'Valdelsa Viva' among the forty cultural itineraries in the Valdelsa area, and it is located in the same site where once was the old Pieve(the name comes from the latin word plebs that means people's church). The church...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Villa di Cabbiavoli1 / 24
    (1)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 June 2015
    Searching for an idyllic Tuscan venue to celebrate our 30th anniversary with 10 of our dearest friends, we discovered the Castello. It does not disappoint... set on a lovely...
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    About this property
    Every building in the Tuscan landscape is pervaded of the many cultures that inhabited it throughout the centuries. About 30 Km from Florence, Castello del Chianti castle, built on the ancient Via Francigena connecting France to Rome, is a shining example, evoking a multitude of ancient influences....
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    Studio, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    • Central Heating
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine living in a beautiful Tuscan villa overlooking the rolling hills of the Val d’Elsa near the medieval town of Certaldo. In the distance, you see medieval towns dotting the hillsides. You don’t have to imagine, you can be there now! This elegant private villa is located on the grounds of a...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 6 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Owner's description: this property is a welcoming apartment surrounded by the greenery. It sleeps four people. It is approximately 80 square meters (860 square feet). It features a shared swimming pool, a shared patio, a shared garden and winter heating. You will be roughly 3 km (1.8 miles) from...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    • Grill
    • DVD Player
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Single family independent villa from the 1850’s situated in a charming village. Villa Maria is in the small and charming village of Renai, 3 km from Castelfiorentino. The villa is encircled by vineyards and olive groves. The owner Vincenzo realised the restoration work completely by hand in order...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Owner's description: Main Description : This renovated farmhouse is surrounded by the countryside and have large view of vineyards and olive groves. Furnished with taste and stylish tuscan furniture. Ideal to visit the most famous places in Tuscany. Swimming-towels available for the clients...
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    50051, Castelfiorentino, Province of Florence
    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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    Owner's description: Brief description Type of property: detached house Number of persons: 6-8 Floor space: 160 m² Room/s: 5 Bedroom/s: 3 Pool (available): private use Boat (not available): Pet (not available): No pets allowed Sauna (not available): Next village/town: Center Gambassi...
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    50050, Petrazzi, Castelfiorentino
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Owner's description: this property is a graceful apartment surrounded by vineyards and olive groves. It sleeps four people. It is approximately 75 square meters (810 square feet). It features a shared swimming pool, a shared patio, a shared garden, a reserved outdoor area and winter heating. You...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Owner's description: Outside Very beautiful, comfortable 'rustico' cottage 'this property', 2 storeys, renovated. Above Castelfiorentino, outside the resort, 2 km from the centre, on top of a hill, excellent location: right in the centre but still quiet, in the countryside. Private: property 2 ha,...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Owner's description: Pool will be open on: 03 May 2019 22:00:00 \r\nPool will be close on: 27 Sep 2019 22:00:00 \r\nContinental breakfast from 8.30 to 12.00 in the morning, 7 days a week consisting of: coffee, tea, milk, bread, toast, biscuits, jam, fruit juice, yogurt, cereals and eggs. Every...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Outside This renovated farmhouse is surrounded by the countryside and have large view of vineyards and olive groves. Furnished with taste and stylish tuscan furniture. Ideal to visit the most famous places in Tuscany. Swimming-towels available for the clients (extra). Beautiful...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Owner's description: Outside Beautiful cottage 'this property', 3 storeys, detached, renovated, surrounded by fields and vineyards. Above Castelfiorentino-Cambiano, in a hamlet, in a sunny, elevated position, in the countryside. Private: garden with lawn and flowers, swimming pool (6 x 12 m, depth...
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    50051, Cambiano, Castelfiorentino
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Outside Very beautiful, comfortable farmhouse 'this property', 3 storeys, from the 19th century, renovated, surrounded by vineyards. Above Castelfiorentino (2 km), in a secluded, quiet, sunny position on top of a hill, excellent location: right in the centre but still quiet....
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: this property is a welcoming apartment surrounded by the greenery. It sleeps four people. It is approximately 80 square meters (860 square feet). It features a shared swimming pool, a shared garden, a reserved outdoor area and winter heating. You will be roughly 3 km (1.8...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Shared Outdoor Pool (Unheated)
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    Smoking allowed
    About this property
    Owner's description: Brief description Type of property: semi-detached house Number of persons: 4-6 Floor space: 72 m² Room/s: 3 Bedroom/s: 2 Pool (available): shared use Boat (not available): Pet (not available): No pets allowed Sauna (not available): Next village/town: Center...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Smoking allowed
    About this property
    ExteriorThis restored 13th century castle, a real fairy-tale image, can be found in the Chianti region of Tuscany between the historical towns of San Miniato and San Gimignano. Standing atop a hill it has sweeping views of the estate's 120 hectares of vineyards, olive groves, forests and fields...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    Owner's description: Main Description : Casa dei Ciliegi is a lovely farm house, carefully renovated, situated in the Chianti area. It is part of a small working farm (5 ha) producing wine and olive oil. It is situated north of Gambassi in a typical landscape of rolling hills. Castelfiorentino is 8...
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    50050, Petrazzi, Castelfiorentino
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 13
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
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    Owner's description: this property is a graceful apartment surrounded by the greenery. It sleeps six people. It is approximately 90 square meters (970 square feet). It features a shared swimming pool, a shared patio, a shared garden and winter heating. You will be roughly 3 km (1.8 miles) from...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    Owner's description: Main Description : Very beautiful, comfortable farmhouse 'Tassinaia', 3 storeys, from the 19th century, renovated, surrounded by vineyards. Above Castelfiorentino (2 km), in a secluded, quiet, sunny position on top of a hill, excellent location: right in the centre but still...
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    Location Information
    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Owner's description: Main Description : Very beautiful, comfortable 'rustico' cottage 'Aurelia', 2 storeys, renovated. Above Castelfiorentino, outside the resort, 2 km from the centre, on top of a hill, excellent location: right in the centre but still quiet, in the countryside. Private: property 2...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    9 Bedrooms, 6 Bathrooms, Sleeps 17 Quick View
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    • Washer
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    • Central Heating
    • Sauna
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    Pet friendly
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    Smoking allowed
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    Owner's description: Main Description : Beautiful property with swimming pool and tennis court located roughly 40km from Florence. The property is a part of a large agricultural business managed directly by the owners: inside boasts large spaces while outside offers a fantastic swimming pool with...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 9 Bedrooms, 6 Bathrooms, Sleeps 17
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Owner's description: Six Bedroom Independent Villa Chianti Villathis property, whose origins date back to 13th Century, is an elegant country villa in a perfect position enjoying fabulous unspoilt views over the sweeping Chianti countryside. Surrounded by gardens with lawns and terraces, the...
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    50051, Petrazzi, Castelfiorentino
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Owner's description: Main Description : Beautiful cottage 'Fiammetta', 3 storeys, detached, renovated, surrounded by fields and vineyards. Above Castelfiorentino-Cambiano, in a hamlet, in a sunny, elevated position, in the countryside. Private: garden with lawn and flowers, swimming pool (6 x 12 m,...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: In a beautiful position in the Chianti hills near San Gimignano, just 30 km from Florence, is located the this property, built on the ancient Via Francigena, that connected France to Rome during the Middle-age. The origins of the this property date back to the early 13th...
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    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Shared Garden
    • Grill
    • Parking
    • Central Heating
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    50051, Castelfiorentino, Province of Florence
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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