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Luxury Rentals in Gaiole in Chianti, Italy

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    $3,697
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    1 / 12
    5 Bedrooms / 5 Bathrooms / Sleeps 18
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    $2,081
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    7 Bedrooms / 7 Bathrooms / Sleeps 13
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    $1,394
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    1 / 19
    5 of 5 stars (1) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    $1,305
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    1 / 31
    7 Bedrooms / 7 Bathrooms / Sleeps 14
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    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
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    About this property
    Charming Villa in Chianti with private pool, tennis court, concierge service, wi-fi and garden with stunning view on Tuscan hills. The villa can be rented up to 14 guest (Main Villa); in alternative up to 22 guest ( Main Villa plus apartment); For weddings, events and bigger groups up to 34... View all property information
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    $1,305
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    1 / 24
    7 Bedrooms / 7 Bathrooms / Sleeps 13
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    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
    About this property
     Exterior Up a winding road through the trees you will find this exclusive villa atop a hill amidst 250 acres of farmland- cultivated fields, forests, olive groves and extensive vineyards. The main road to reach all landmarks of cultural and historical interest is just a stone´s throw away,... View all property information
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    $1,305
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    1 / 19
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
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    • x
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    About this property
    Located in Chianti, near Siena and Florence, Tuscany, Italy, Casale Le Pratola has a commanding and private hilltop position, with 360 degree panoramic views of the surrounding Tuscan countryside. Casale Le Pratola is set in 2 hectares of secluded gardens filled with vines, olives, cypress trees,... View all property information
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    $1,210
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    1 / 20
    5 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
    • x
    About this property
    Villa Stefano dates back to the 10th century and was originally a traditional stone water mill. The villa was recently renovated and great care was taken to ensure this was done sympathetically, respecting the historical structure of the building. Whilst the property has all the comforts of a... View all property information
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    $8,209
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    1 / 24
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    ExteriorsThis exclusive and luxurious villa in Chianti is a very short distance away from other Tuscan cities, such as Florence and Siena. Chianti has always been very famous for its exquisite wine. But apart from that, it holds many more experiences, ruled by ancient traditions and gastronomic... View all property information
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    $1,079
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    1 / 37
    5 of 5 stars (12) Excellent
    5 Bedrooms / 5 Bathrooms / Sleeps 13
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Mountain Views
    • Ping Pong Table
    • Pool Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Forbes Magazine voted Gaiole in Chianti Number 1 in its list of Europe's Most Idyllic Places to Live. Le Pratola is situated in the heart of Gaiole & has breathtaking 360 degree views. Watch our new video (shown after photos). With heated pool and at 6458 sq ft Le Pratola has 5 air conditioned... View all property information
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    5 of 5 stars Reviewed October 8, 2014
    Villa Le Pratola offers a truly Italian experience in the Chianti countryside of Tuscany. Relax in the infinity pool and enjoy spectacular views of the countryside vineyards and...
    5 of 5 stars Reviewed October 2, 2014
    Our stay at Le Pratola was a highlight of our Italian trip this fall. The property is so beautifully maintained with amazing views. The rooms are large and comfortably...
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    $6,502
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    1 / 40
    7 Bedrooms / 7 Bathrooms / Sleeps 18
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    • Pets allowed
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    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    La Maccinaia is a beautiful property located in a very quiet location, in the heart of the Chianti region, between Gaiole and Castelnuovo Berardenga. The main villa dates to the 17th century, and has been immaculately restored by its Belgian owner who combined modern design with original... View all property information
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    $5,980
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    1 / 28
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    $5,600
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    1 / 34
    4 of 5 stars (1) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    Amenities & Details
    • Dishwasher
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This restored farmhouse is in the heart of the Chianti Classico. Really, that’s all you need to know! But this property would be an excellent choice even if it weren’t located in one of the most desirable vacation destinations in all of Italy. With a private pool, a lovely yard, and classically... View all property information
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    From
    $761
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    1 / 16
    5 of 5 stars (1) Excellent
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    5 of 5 stars Reviewed June 18, 2014
    This is a wonderful villa for spending some days enjoying the real Italian life. Children enjoyed the pool, we relaxed and had grest food and wine. A neat garden surrounds the...
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    $762
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    1 / 16
    7 Bedrooms / 5 Bathrooms / Sleeps 13
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    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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    From
    $634
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    1 / 45
    11 Bedrooms / 11 Bathrooms / Sleeps 22
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautiful Renaissance farmhouse built round a rustic characteristic threshing-floor in a fine panoramic position over Meleto Castle and the medieval village of Vertine. It has been recently fully restored and transformed into a prestigious villa with 4 apartments with every comfort. The furnishing... View all property information
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    From
    $557
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    1 / 26
    12 Bedrooms / 11 Bathrooms / Sleeps 24
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Superbly situated on a tranquil and panoramic hill in the Chianti region, in the heart of Tuscany, equidistant to Florence, Arezzo and Siena, this beautifully impressive Villa sits within an extensive landed estate. The villa is within walking distance to a typical Chianti village. A very well... View all property information
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    From
    $549
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    1 / 24
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Beautiful independent villa with private pool situated in the heart of the Chianti region, a short distance away from the town of Gaiole in Chianti. This villa, nestling deep in quiet position among vineyards and woods, offers full privacy and is the ideal place for those who seek a relaxing stay... View all property information
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    From
    $549
    / Night
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    1 / 29
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Beautiful independent villa with private pool situated in the heart of the Chianti region, a short distance away from the town of Gaiole in Chianti. This villa, nestling deep in quiet position among vineyards and woods, offers full privacy and is the ideal place for those who seek a relaxing stay... View all property information
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    From
    $544
    / Night
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    1 / 15
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    ExteriorsVilla Gaiole is an authentic Sienese-style retreat with total privacy and comfort. Located in a natural environment of absolute privacy Villa Gaiole has recently  been remodeled and elegantly furnished. All rooms and bedrooms are air conditioned to allow all guests to choose their own... View all property information
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