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Vacation Rentals in San Polo in Chianti, Italy

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    Travelers to San Polo in Chianti are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 33
    5 of 5 stars (10) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    1 / 31
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Villa di 300 mq con piscina (6x12 m) situata sulle colline del chianti a 16 km da Firenze. La casa si trova in posizione panoramica e può ospitare fino a 12 persone. Nel paese si trova un minimarket, farmacia, ristorante, wine bar e bus per firenze. Detached house (10+2 persons - 5 double bedrooms... View all property information
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    50022, San Polo in Chianti, Greve in Chianti
    1 / 33
    4.5 of 5 stars (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Balcony
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    • Shared Yard
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    • Pet-friendly
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    • x
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    • x
    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
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    50022, San Polo in Chianti, Greve in Chianti
    5 of 5 stars Reviewed 3 weeks ago
    We had a wonderful holiday at the Giaggiolo apartment. The apartment was very spacious and clean. The setting and gardens were amazing and very relaxing with stunning views all...
    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 / 19
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    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
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    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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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    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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    1 / 19
    5 of 5 stars (3) Excellent
    3 Bedrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Private Yard
    • Shared Yard
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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. <BR>The property has been lovingly renovated by its... View all property information
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    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 / 19
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Washer
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    • Pet-friendly
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    • ?
    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
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    50022, San Polo in Chianti, Greve in Chianti
    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
    • Central Heating
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    • Pet-friendly
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    • ?
    About this property
    Big apartment for 10 people, of 120 sq.m, ground floor + upper floor. The apartment is composed of a large living area with a fireplace, a dining room, a kitchen (equipped with an oven and a dishwasher), and a bathroom with shower on the ground floor. On the first floor there are 4 bedrooms (1 with... 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
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    • Grill
    • Wi-Fi
    • Terrace
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    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
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    50022, San Polo in Chianti, Greve in Chianti
    1 / 31
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • Satellite TV
    • Wi-Fi
    • Central Heating
    • Parking
    • Terrace
    • Balcony
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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 / 41
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • DVD Player
    • Washer
    • Satellite TV
    • Internet Access
    • Grill
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
    1 / 32
    5 of 5 stars (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Central Heating
    • Washer
    • Grill
    • Balcony
    • Parking
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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 / 18
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Wi-Fi
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    • Satellite TV
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    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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
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    50022, San Polo in Chianti, Greve in Chianti
    1 / 23
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Parking
    • Balcony
    • Grill
    • Central Heating
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    1 / 18
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Central Heating
    • Parking
    • Satellite TV
    • Wi-Fi
    • Balcony
    • Washer
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    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
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Balcony
    • Terrace
    • Parking
    • Wi-Fi
    • Satellite TV
    • Central Heating
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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 / 22
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Central Heating
    • Terrace
    • Balcony
    • Grill
    • Shared Outdoor Pool...
    • Wi-Fi
    • Parking
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    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 / 11
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Shared Outdoor Pool...
    • Grill
    • Internet Access
    • Satellite TV
    • Central Heating
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    50022, San Polo in Chianti, Greve in Chianti
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    1 / 30
    5 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • ?
    • ?
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    • ?
    About this property
    Ancient farmhouse which has been recently restored preserving its original architectural features and its ancient materials such as the charming terracotta-tiled floors. This property comprising 3 welcoming units (connected via an internal staircase) that are rented together as a private villa... View all property information
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    50012, San Polo in Chianti, Greve in Chianti
    1 / 16
    4 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Grill
    • Shared Outdoor Pool...
    • Satellite TV
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ancient farmhouse which has been recently restored preserving its original architectural features and its ancient materials such as the charming terracotta-tiled floors. This property comprising 3 welcoming units (connected via an internal staircase) that are rented together as a private villa... View all property information
    Location Information
    50012, San Polo in Chianti, Greve in Chianti
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Terrace
    • Shared Outdoor Pool...
    • Washer
    • Parking
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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 / 20
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Beautiful villa dating back to the 13th century, situated in a panoramic spot among the verdant Chianti hills. The villa has been restored respecting the original architecture and divided into 7 comfortable apartments, all furnished in typical Tuscan style, matching the classic taste of antique.... View all property information
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    San Polo in Chianti, Greve in Chianti
    1 / 31
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • Parking
    • Mountain Views
    • Private Outdoor...
    • Shared Yard
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    GROUND FLOOR: large entrance hall, living room with a sofa transformable into 2 beds, dining room, second living room equipped with fireplace, spacious kitchen with dishwasher, washing machine and oven, 1 small, downstairs bathroom with only WC. FIRST FLOOR: large landing, living room, 3 double... View all property information
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    50022, San Polo in Chianti, Greve in Chianti
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Villa la Volpe is part of a complex of 4 separate duelling.. The property has his origin since the XIII Century. Was built as watchtower. The Villa la Volpe has a great combination of comfort and old charm.. The kitchen is full equipped and with stove, oven, dishwasher, fridge. A laundry is... View all property information
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    50022, 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
    • Parking
    • Shared Yard
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
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    50022, San Polo in Chianti, Greve in Chianti
    1 / 21
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Central Heating
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • 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
    Location Information
    50022, San Polo in Chianti, Greve in Chianti