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Vacation Rentals in San Polo in Chianti, Italy

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    Travelers to San Polo in Chianti are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 29
    5 of 5 stars (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    $240
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 / 33
    5 of 5 stars (8) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 33
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    $67
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    • Balcony
    • Secure Parking
    • Shared Yard
    • Terrace
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    • Grill
    • Shared Outdoor Pool...
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    • Wheelchair access
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    • x
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    • ?
    About this property
    The GIAGGIOLO apartment is on the first and top floor of this characteristic barn on the farm estate of Podere Albereto, in the heart of the Tuscan countryside on the rolling hills above Florence, overlooking the San Polo in Chianti valley. The estate of 10 hectares of fields, olive groves and... View all property information
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
    4 of 5 stars Reviewed June 10, 2013
    Lovely little place in an absolutely stunning setting near the head of a valley. Fabio and his wife (and their dog!) provided a warm welcome and it has an excellent location...
    5 of 5 stars Reviewed June 25, 2011
    My boyfriend and I stayed in the Giaggiolo appartment in June 2011 and had a lovely stay. The setting is beautiful, with several terraces and a pool overlooking the stunning...
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    1 / 22
    3 of 5 stars (1) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $145
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    • Outdoor Dining Area
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    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    In the most celebrating country area near Florence, rich of wineyard, olive groves,History, ancient castles,famouse villages and tyown, il Bracconiere is one of the unswer for a relaxing, peaceful holidays.Confortable bedrooms, well appointed kitchen, great outside area for your al fresco dinner,... View all property information
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    50022, San Polo in Chianti, Greve in Chianti
    3 of 5 stars Reviewed June 17, 2015
    Four of us have just stayed at Il Bracconiere for one week. We were looking for a quiet, rural place to stay and we found one. Il Bracconiere is part of an old Tuscan farmhouse...
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    $179
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    • Grill
    • Balcony
    • Terrace
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    • Wi-Fi
    • Satellite TV
    • Central Heating
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautiful 13th century castle is located on the Chianti hills completely surrounded by hectares of olive groves, in an absolute quiet position. This exquisite holiday home consists in 7 spacious self-catering apartments, tastefully furnished, all restored in respect of the traditional Tuscan... View all property information
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    From
    $134
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    • Patio
    • Satellite TV
    • Washer
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool...
    • Parking
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Villa il Cavato is one of the most ancient building in the area.The property has been fully restored to ensure confort and privacy to ower guests.The distance to Florence , the well know Art City in Italy, is only 18 km.The location is very convenient been, Villa il Cavato only 16 km. from the... View all property information
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    50022, San Polo in Chianti, Greve in Chianti
    1 / 19
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    $162
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    • Wi-Fi
    • Shared Outdoor Pool...
    • Central Heating
    • Balcony
    • Grill
    • Parking
    • Terrace
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautiful 13th century castle is located on the Chianti hills completely surrounded by hectares of olive groves, in an absolute quiet position. This exquisite holiday home consists in 7 spacious self-catering apartments, tastefully furnished, all restored in respect of the traditional Tuscan... View all property information
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
    1 / 21
    4 of 5 stars (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    $117
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    • Shared Outdoor Pool...
    • Grill
    • Parking
    • Terrace
    • Balcony
    • Wi-Fi
    • Central Heating
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    About this property
    This beautiful 13th century castle is located on the Chianti hills completely surrounded by hectares of olive groves, in an absolute quiet position. There 7 spacious self-catering apartments, tastefully furnished, all restored in respect of the traditional Tuscan style, each with private entrance... View all property information
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
    4 of 5 stars Reviewed May 31, 2014
    The Castle has old warm charm, terrific hospitality and an unbeatable environment. Stefano and Sergio are fantastic hosts. Our first dinner in the dining room featured wild boar...
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other traveler has booked this property
    From
    $123
    / Night
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    • Parking
    • Balcony
    • Grill
    • Central Heating
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This amazing villa is hidden in the green shades of the olive groves and vineyards of the hills, at just a few km from Greve in Chianti (15km), the heart of the wine production. The villa is a typical Tuscan 17th century manor house, totally renovated, which hosts 4 comfortable apartments,... View all property information
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
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    1 / 17
    4 of 5 stars (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other travelers have booked this property
    From
    $123
    / Night
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    • Grill
    • Wi-Fi
    • Terrace
    • Central Heating
    • Balcony
    • Parking
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This amazing villa is hidden in the green shades of the olive groves and vineyards of the hills, at just a few km from Greve in Chianti (15km), the heart of the wine production. The villa is a typical Tuscan 17th century manor house, totally renovated, which hosts 4 comfortable apartments,... View all property information
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
    4 of 5 stars Reviewed August 21, 2014
    Apartment nicely equipped and very clean. Owners are really lovely and produce very good food at their weekend restaurant.
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    1 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    From
    $134
    / Night
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    • Parking
    • Internet Access
    • Washer
    • Private Outdoor...
    • Patio
    • Grill
    • Satellite TV
    • Private Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The farmhouse is part of a property situated on the Chianti hills, south of Florence, which in the 16th century belonged to the Medici family. Standing atop a hill, the house affords wonderful views of the surrounding countryside, of Valdarno and of the nearby Vallombrosa forest. Florence, Arezzo,... View all property information
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
    From
    $190
    / Night
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    Amenities & Details
    • Terrace
    • Grill
    • Washer
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This beautiful 13th century castle is located on the Chianti hills completely surrounded by hectares of olive groves, in an absolute quiet position. This exquisite holiday home consists in 7 spacious self-catering apartments, tastefully furnished, all restored in respect of the traditional Tuscan... View all property information
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
    From
    $212
    / Night
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    • Air Conditioning
    • DVD Player
    • Washer
    • Satellite TV
    • Internet Access
    • Grill
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • ?
    • x
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
    From
    $291
    / Night
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    Amenities & Details
    • Grill
    • Satellite TV
    • Wi-Fi
    • Central Heating
    • Parking
    • Terrace
    • Balcony
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautiful 13th century castle is located on the Chianti hills completely surrounded by hectares of olive groves, in an absolute quiet position. This exquisite holiday home consists in 7 spacious self-catering apartments, tastefully furnished, all restored in respect of the traditional Tuscan... View all property information
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    From
    $190
    / Night
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    Amenities & Details
    • Central Heating
    • Terrace
    • Balcony
    • Grill
    • Shared Outdoor Pool...
    • Wi-Fi
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautiful 13th century castle is located on the Chianti hills completely surrounded by hectares of olive groves, in an absolute quiet position. This exquisite holiday home consists in 7 spacious self-catering apartments, tastefully furnished, all restored in respect of the traditional Tuscan... View all property information
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    From
    $190
    / Night
    Payment Protection
    View Details
    View Details
    Amenities & Details
    • Wi-Fi
    • Parking
    • Washer
    • Central Heating
    • Grill
    • Balcony
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Apartment for 8 people of 80 sqm on two floors (ground + upper) composed of living room with fireplace, kitchenette (complete with an oven and a dishwasher), 4 double bedrooms (one with an extra bed for a child), and 2 bathrooms with shower. Wooden beam ceilings and antique-style furnishings adorn... View all property information
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
    From
    $190
    / Night
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    Amenities & Details
    • Central Heating
    • Parking
    • Satellite TV
    • Wi-Fi
    • Balcony
    • Washer
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Large apartment of 90sq.m for max 9 people: On ground floor: living room with fire place, kitchen corner (fridge with freezer, 4 gas fire, oven, washing machine) 3 double bedrooms, 1 double with extra beds, 2 bathrooms with shower. Private furnished terrace. This holiday home in Chianti is hidden... View all property information
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    50022, San Polo in Chianti, Greve in Chianti
    1 / 19
    5 of 5 stars (3) Excellent
    3 Bedrooms, Sleeps 8 | Quick View
    other traveler has booked this property
    From
    $157
    / Night
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    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool...
    • Private Yard
    • Shared Yard
    • Central Heating
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The 10 hectare estate of olive trees, fields and woodland is at 350 m above sea level. A spectacular view dominating the Florintine hills and even in the height of summer there is a gentle breeze in the evening so air-conditioning isn't necessary. The property has been lovingly renovated by its... View all property information
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
    5 of 5 stars Reviewed September 29, 2015
    We had a wonderful five nights in Tuscany. The property has some stunning views across the countryside and it catches the morning sun beautifully. The apartments are very well...
    5 of 5 stars Reviewed April 17, 2015
    We have stayed here twice. Once on honeymoon, once a holiday. Our family and friends have also been. Fabio & Trinidad are splendid hosts & lovely people, above & beyond the call...
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    1 / 16
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    other traveler has booked this property
    From
    $80
    / Night
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    • Washer
    • Satellite TV
    • Grill
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    • Parking
    • Balcony
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Nice romantic apartment for 2+1 people, 35sq.m, ground floor: It is composed of living room/kitchen (with an oven) with single sofabed, 1 double bedroom, and 1 bathroom with shower. Wooden beam ceilings and antique-style furnishings adorn this apartment. A private terrace is equipped with garden... View all property information
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    From
    $134
    / Night
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    • Grill
    • Parking
    • Outdoor Dining Area
    • Central Heating
    • Washer
    • Internet Access
    • Patio
    • Shared Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    About this property
    Perfect location for your Tuscany holidays Only 18 km. from Florence, the most well know historycal town in Italy. The property has e very convenient location only 3 km. from the village of San Polo wher you can find supermarket, post office, bank, chemist, restaurants, bar, doctor. Day trip to... View all property information
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    50022, San Polo in Chianti, Greve in Chianti
    1 / 11
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    From
    $1,260
    / Week
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    • Shared Outdoor Pool...
    • Grill
    • Internet Access
    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    What comes to mind when you hear the words “Tuscany vacation rental?” Here are few ideas to get yourself going: Chianti wine, sparking pool, and authentic Italian meals. Located near the largest wine festival of Chianti, this Tuscany apartment is the place to come with your family when you don’t... View all property information
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    50022, San Polo in Chianti, Greve in Chianti
    1 / 24
    5 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The villa dates back to 1458, and retains the style, the antique taste and elegance of that period. The villa has been updated and modernized over the years, in order to offer the guests a comfortable stay. Still, there is lot of original furniture to be found throughout the villa and its... View all property information
    Location Information
    50027, San Polo in Chianti, Greve in Chianti
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Private Outdoor...
    • Grill
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    • DVD Player
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    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    It is a very nice stone farmhouse located on the hills of Chiantishire 20 km far from the centre of Florerence. The house is completely immersed in nature. It was recently restored, leaving unchanged its original architectural features and was transformed into a comfortable residental house with... View all property information
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    50022, San Polo in Chianti, Greve in Chianti
    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Wi-Fi
    • Shared Yard
    • Central Heating
    • Private Yard
    • Washer
    • Parking
    • Grill
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    • x
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    50020, San Polo in Chianti, Greve in Chianti
    1 / 19
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    • Washer
    • Air Conditioning
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    • Shared Yard
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    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    Location Information
    50022, San Polo in Chianti, Greve in Chianti