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Vacation Rentals in Castelnuovo Berardenga, Italy

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    Travellers to Castelnuovo Berardenga are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    Vagliagli
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    5 of 5 stars (20) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    8 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    1 / 11
    4.5 of 5 stars (3) Very good
    San Gusme
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    53010, San Gusme, Castelnuovo Berardenga
    1 / 95
    4 of 5 stars (1) Very good
    Vagliagli
    5 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    • Hot Tub
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    53019, Vagliagli, Castelnuovo Berardenga
    4 of 5 stars Reviewed 1 week ago
    We were a large group of 12 people on this holiday. We stayed at Villa mondi (villamondi.it) and it was much better than expected. The pictures don't do justice for how pretty and...
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    1 / 23
    5 of 5 stars (15) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Farmhouse "I Moraioli" is in Montebenichi in the heart of the Chianti hills. A unique panorama, a breathtaking view over a valley among the most beautiful and unspoilt ones of Tuscany and ... the view goes as far as the south of Crete Senesi with a view of the whole Province of Siena to Monte... View all property information
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    53019, Castelnuovo Berardenga, Province of Siena
    5 of 5 stars Reviewed 13 October 2015
    I truly enjoyed my stay. Fernando was most helpful and kind. The grounds are beautiful, freshly refilled, heated Jaccuzzi, and beautiful infinity pool with wonderful vies...
    5 of 5 stars Reviewed 12 June 2015
    We booked this accommodation for four nights, to have a longer break on our drive from Gloucestershire to Greece after a series of one-night stops. How pleased we were to have...
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    1 / 44
    4.5 of 5 stars (10) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    53019, Castelnuovo Berardenga, Province of Siena
    5 of 5 stars Reviewed 18 May 2014
    We had a great time here in Rosenanno. Laura and Frederic were so helpful; they take great care of the property and they really cared about our experience being a good one. I...
    5 of 5 stars Reviewed 8 May 2014
    The place is wonderful, quiet and elegant. In the middle of the best Chianti Farms and Wineries. Frederic and Laura are wonderful guests, very friendly and ready to help us with...
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Montalto is a true medioeval castle located in the beautiful Chianti region of Tuscany, near Siena. The owners live here all year round and offer the houses of the little hamlet as vacation villa rentals. La Loggia is the entire upper floor of the San Giovanni building (which also includes San... View all property information
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    53019, Castelnuovo Berardenga, Province of Siena
    Vagliagli
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
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    About this property
    Two bedroom apartment of 51 sqm, ground floor with private terrace. Living room with kitchen corner, 1 double bedroom, 1 bedroom with two beds, 1 bathroom with shower. Internet wi fi, Sat tv. Apartment 50 meters from the swimming pool. Beautiful view This holiday accommodation in Tuscany is... View all property information
    Location Information
    53019, Vagliagli, Castelnuovo Berardenga
    Vagliagli
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    Two bedroom apartment of 64 sqm, first floor with private terrace. Living room with kitchen corner, 1 double bedroom, 1 bedroom with two beds, bathroom with shower. Internet wi fi, Sat Tv. Apartment 200 meters from the swimming pool. Stunning View This holiday accommodation in Tuscany is located... View all property information
    Location Information
    53019, Vagliagli, Castelnuovo Berardenga
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    1 / 10
    5 of 5 stars (8) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    53019, Castelnuovo Berardenga, Province of Siena
    1 / 35
    5 of 5 stars (2) Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 15 | Quick View
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    • Patio
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    About this property
    Casale Camparone is a unique farmhouse the can host 10 to 13 people in absolute luxury and comfort. The villa sits amidst a manicured wine estate of 2500 acres of vineyards, olive groves and woods, about 20 km from Siena. This property guarantees privacy while at the same time provides the most... View all property information
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    53019, Castelnuovo Berardenga, Province of Siena
    5 of 5 stars Reviewed 29 August 2014
    We had the opportunity to stay here in June this year, and had the most amazing vacation ever! Beautiful drives through the Tuscan countryside, surrounded by cypress trees and...
    5 of 5 stars Reviewed 11 July 2014
    Wonderful villa - just as pictured. Beautiful setting. Not much going on in the town and the grocery store is quite small. So if you're just looking to have a relaxing vaca and...
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    1 / 46
    5 of 5 stars (4) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Il Colombaio di Monte Benichi is a traditional Tuscan farmhouse whose origins date back to the year of 1232. Only steps away from the hilltop hamlet of Monte Benichi, Il Colombaio sits at about 500 meters above sea level, offering breathtaking views of the beautiful Ambra River Valley, a beautiful... View all property information
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    5 of 5 stars Reviewed 19 August 2013
    The location is so very convenient to many sites of Tuscany. Valerie was so very hospitable and wanted our time there to be special and it really was. The villa is perfect for...
    5 of 5 stars Reviewed 3 December 2012
    We stayed at the villa after traveling around Europe for two weeks, we were looking for total relaxation which we found! My husband and I had 4 children with us, 12 and three 16...
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    Private Room, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    • ?
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    • x
    About this property
    Horse Riding Center & Apartment in Chianti Country Guest House Home of the Berardenga Equestrian Riding Centre, and Country Guest House, run by Sadio and Donatella with over 20 years of experience in teaching and leading horse riding. Recognized and certified by the National Riding Association.... View all property information
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    San Gusme
    3 Bedrooms, 8 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
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    About this property
    Pierfantini is a rustic villa located in the Chianti just a few kilometres away from the medieval village San Gusme. The completely private villa in its nestled hillside position provides a refreshing retreat from the hot Tuscan days that cover the valley below. In the expansive natural grounds... View all property information
    Location Information
    53100, San Gusme, Castelnuovo Berardenga
    1 / 37
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    • x
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    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    Montaperti
    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    53019, Montaperti, Castelnuovo Berardenga
    1 / 35
    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    • x
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    1 / 35
    9 Bedrooms, 10 Bathrooms, Sleeps 18 | Quick View
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    • Washer
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    • Satellite TV
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Villa Cassiano is a charming two-story age-old farm house surrounded by meadows and by green hills. It sleeps 18 people. From Villa Cassiano you will enjoy an enchanting view of the Tuscan countryside and of the greenery. Villa Cassiano is 500 square meters (5380 square feet). It features a private... View all property information
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    Castelnuovo Berardenga, Province of Siena
    Pievasciata
    4 Bedrooms, 2 Bathrooms, Sleeps 13 | Quick View
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    • Satellite TV
    • Balcony
    • DVD Player
    • Mountain Views
    • Private Garden
    • Terrace
    • Parking
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53019, Pievasciata, Castelnuovo Berardenga
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    1 / 68
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ExteriorsTuscany is probable the most enchanting region in Italy. The countryside, medieval towns and the greatest cities of art meet all together in it.The privileged location of this villa allow guests to have the chance to visit the best part of Tuscany, since this large villa is conveniently... View all property information
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    52021, Castelnuovo Berardenga, Province of Siena
    1 / 20
    Vagliagli
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • ?
    • Smoking allowed
    • x
    About this property
    Villa Solara is a beautiful, modern villa, offering spectacular views of the surrounding countryside. Set within well-kept, private grounds and with easy access to local amenities, the villa is a perfect place for family or cultural holidays.<BR><BR>The entrance hall opens into a spacious open-plan... View all property information
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    06070, Vagliagli, Castelnuovo Berardenga
    Vagliagli
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • ?
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    53019, Vagliagli, Castelnuovo Berardenga
    1 / 30
    San Gusme
    9 Bedrooms, 10 Bathrooms, Sleeps 18 | Quick View
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    • ?
    • ?
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    • ?
    About this property
    Villa Casanova is a typical Tuscan homestead from the early 1800's located in the unmistakable Chianti Classico countryside a short distance from the town of Castelnuovo Berardenga, on the Via Chiantigiana – a rural route that runs from start to finish through the renowned vine-growing and wine... View all property information
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    53019, San Gusme, Castelnuovo Berardenga
    1 / 26
    Ponte a Bozzone
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Ancient villa dating back to 1700 situated just outside Siena, only 6 km from the city center away. This villa has been recently restored preserving its original architectural features such as the beautiful terracotta-tiled floors and charming beamed ceilings. This villa is quietly located on the... View all property information
    Location Information
    53100, Ponte a Bozzone, Castelnuovo Berardenga
    1 / 30
    Vagliagli
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Beautiful villa situated in the heart of the Chianti Classico region in a hilly position amongst olive groves and vineyards. Wide ranging views over the surrounding hills may be enjoyed from both the house and garden. The house is surrounded by grounds with fruit trees, well kept, blooming and... View all property information
    Location Information
    53019, Vagliagli, Castelnuovo Berardenga
    1 / 30
    Pievasciata
    8 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    In the gently rolling hills of the Sienese Chianti region stands Torreantica, whose origins date back to the 13th century when it was a watchtower dominating over the streets and possessions of the lords of the valley. Centuries have passed but the beauty of the landscape has not changed, thus... View all property information
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    53019, Pievasciata, Castelnuovo Berardenga
    1 / 25
    Ponte a Bozzone
    14 Bedrooms, 14 Bathrooms, Sleeps 25 | Quick View
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    • ?
    About this property
    The existence of this villa has been documented since the XVIII century, but the current layout is the result of a transformation process that took place between 1870 and 1885, when the property belonged to a Sienese aristocrat living in Florence. In accordance with the spirit of renewal in taste... View all property information
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    Ponte a Bozzone, Castelnuovo Berardenga
    1 / 30
    Vagliagli
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • ?
    About this property
    Independent house with private pool in the Chianti Classico, in an old hamlet of houses surrounded by vineyards, olive groves and woods. The town of Gaiole in Chianti is just 10 km away and the other villages of the Chianti Classico (Radda, Castellina, Greve, etc.) are easily reached by car. The... View all property information
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    53013, Vagliagli, Castelnuovo Berardenga
    1 / 28
    San Gusme
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    In the unmistakable and characteristic landscape of the Chianti Classico area stands Villa Orchidea, a typical Tuscan country house dating back to the beginning of the 18th century situated in the whereabouts of Castelnuovo Berardenga. The location, quiet and pleasant amongst the olive groves and... View all property information
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    53019, San Gusme, Castelnuovo Berardenga
    1 / 23
    Pievasciata
    7 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
    • ?
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    • ?
    About this property
    Il Colombaio is a peaceful oasis in the heart of Chianti Classico, with expansive views on rolling hills and rows of vineyards. The location, near the village of Gaiole in Chianti, is perfect for visiting the several hilltop villages such as Radda, Castellina and Greve, and the many fortified... View all property information
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    02040, Pievasciata, Castelnuovo Berardenga
    1 / 27
    Montaperti
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Shared Garden
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ancient Tuscan farmhouse situated in a splendid panoramic position on the border between the Chianti Classico area and the hills of Siena, immersed within the hilly landscape covered in vineyards and olive-tree groves just outside of the historic centre of Siena. The farmhouse has been divided into... View all property information
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    53100, Montaperti, Castelnuovo Berardenga
    1 / 24
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Outside Description: Classic Tuscan house surrounded by typical countryside and farmland with beautiful natural gardens that features rosemary and thyme bushes. Perfect escape place to be but also handy being so near the town of Castelnuovo Berardenga. Country house Casa Leopldina . 3 km from the... View all property information
    Location Information
    Castelnuovo Berardenga, Province of Siena
    1 / 30
    Vagliagli
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Beautiful villa situated in the heart of the Chianti Classico region in a hilly position amongst olive groves and vineyards. Wide ranging views over the surrounding hills may be enjoyed from both the house and garden. The house is surrounded by grounds with fruit trees, well kept, blooming and... View all property information
    Location Information
    53019, Vagliagli, Castelnuovo Berardenga
    1 / 70
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    • Private Outdoor...
    • Wi-Fi
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ExteriorsTuscany is equal to green, rolling hills, vineyards and olive groves, tradition, enchantment and hospitality. Cities of art such as Florence, Siena and Perugia are very close to the estate, which guarantees the chance for guests to discover more of the Italian culture and traditions... View all property information
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    1 / 33
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    In the unmistakable and characteristic landscape of the Chianti Classico area stands Villa Orchidea, a typical Tuscan country house dating back to the beginning of the 18th century situated in the whereabouts of Castelnuovo Berardenga. The location, quiet and pleasant amongst the olive groves and... View all property information
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    1 / 32
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Private Outdoor...
    • Central Heating
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    • Internet Access
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful villa situated in the heart of the Chianti Classico region in a hilly position amongst olive groves and vineyards. Wide-ranging views over the surrounding hills may be enjoyed from both the house and garden. The house is surrounded by grounds with fruit trees, well-kept, blooming and... View all property information
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena. The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards. The apartment Geranio is made up of two... View all property information
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
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    • x
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    53019, Castelnuovo Berardenga, Province of Siena
    Montaperti
    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Satellite TV
    • Grill
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    • Pet-friendly
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    • ?
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    53019, Montaperti, Castelnuovo Berardenga
    San Gusme
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Patio
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    n the exclusive context of Villa Arceno, a wonderful estate in the heart of Chianti Region, Casina is a portion of an ancient typical Tuscan country house facing its own private garden with a stone barbeque.<BR>Walking a few steps along a short path, there's the swimmingpool overviewing vieyards... View all property information
    Location Information
    53010, San Gusme, Castelnuovo Berardenga
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Grill
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    • Satellite TV
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena.<BR><BR>The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards.<BR><BR>Appartamento Mimosa is made up... View all property information
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
    • Grill
    • DVD Player
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena. The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards. The apartment Glicine is made up of two... View all property information
    Location Information
    530198, Castelnuovo Berardenga, Province of Siena
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    two bedrooms with a 1 double bed, a sofà bed in the living room, 1 kitchen corner fully furnished, out of there Garden with lawn and deckchair .<BR><BR>In the side of structure , bar and restaurant affiliated with residence, for breackfast and meals.<BR><BR>At only 9 km the thermal center of... View all property information
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    53019, Castelnuovo Berardenga, Province of Siena
    1 / 40
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Balcony
    • Hot Tub
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    • Sauna
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    The Piaggione of Serravalle, at a first glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of Central Tuscany, and as a jewel it shines with its authentic flavors, ancient traditions and silent stillness.Shaded and enclosed by oak woods and shrouded by the greenness... View all property information
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    53019, Castelnuovo Berardenga, Province of Siena
    4 of 5 stars Reviewed 8 June 2015
    My husband and I and two adult daughters had a great week at the cottage. The cottage and larger rental house are set amongst a vineyard and olive trees, and the pool area is...
    5 of 5 stars Reviewed 18 August 2013
    What a find! Genuine Old School Italian Hospitality. Set in Ancient rural area. Gorgeous sunrise/sunsets.Expansive views.Comfortable beds/accomadation. Ample room.Attentive and...
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    1 / 25
    Vagliagli
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    About this property
    This property is professionally managed by Vacasa. While we are headquartered in Portland, Oregon - our 900 employees all over the world ensure the same professional standards and ease of booking at our international properties that we do at our 2500 properties in the USA. This gorgeous Chianti... View all property information
    Location Information
    53013, Vagliagli, Castelnuovo Berardenga
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    About this property
    The ?Casale Donatello?, an old farmhouse, is located in the municipality of Castelnuovo Berardenga, in the middle of the Classic Chianti area near Siena. It is part of Villa Arceno, an old XVIII century villa surrounded by sixteen hectares of land. It is a typical example of a noble Tuscan... View all property information
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    53019, Castelnuovo Berardenga, Province of Siena
    1 / 34
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Grill
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    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Montalto is a true medioeval castle located in the beautiful Chianti region of Tuscany, near Siena. The owners live here all year round and offer the houses of the little hamlet as vacation villa rentals. There are four 2-bedroom villas for rent, each suitable for 4 people:'Casa di Giocche', 'La... View all property information
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    5 of 5 stars Reviewed 12 July 2011
    Steeped in history, our first view of Castello di Montalto is one we will never forget. The huge but utterly beautiful castle set in exquisite countryside reflects a rare old...
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Shared Outdoor Pool...
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Inside our horse riding Center we rent this small cottage, completely restored. Two floors : one bedroom, one bathroom, a kitchen/sittingroom with sofabed. Private space outside We have a saltwater pool and a large organic vegetable garden. We also have, for our guests use, a clubhouse and a... View all property information
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    53019, Castelnuovo Berardenga, Province of Siena
    1 / 48
    9 Bedrooms, 10 Bathrooms, Sleeps 18 | Quick View
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    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    The Chianti region brings to mind rolling hills covered in vines and olive trees, winding roads and panoramic views. This large villa for 18 has a large main villa, adjacent dining house, pool, and a spa. The property is within a large property that specializes in wine making. This is a perfect... View all property information
    Location Information
    53019, Castelnuovo Berardenga, Province of Siena