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Holiday Rentals in Gaiole in Chianti

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    Travellers to Gaiole in Chianti are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 197 Rentals in Gaiole in Chianti
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    Just 5 minutes from the centre of the Gaiolie, wonderful apartment with pool and breathtaking terrace, sleeps 61 / 25
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Casa Felice is a 2 bedroom apartment in village of Gaiole, sleeps 6, shared pool1 / 20
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Hilltop Poolside 2 Bedroom Villa in Chianti1 / 27
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Our apartment in Borgo di Gaiole, Chianti1 / 21
    (16)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2017
    Excellent base to tour the Chianti region. Villa spacious and has everything you need. Owner left an excellent handbook in the apartment with all the details of where to...
    Reviewed 5 April 2015
    Lovely apartment in a really nice village. Great base for exploring. Easy walking distance to local village. Great nearby restaurants. Easy access to train for travel into...
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    About this property
    Find Gaiole In Chianti Villas on FlipKey Our apartment is in Borgo di Gaiole, a small residential and holiday complex on the edge of the pretty village of Gaiole in Chianti in the heart of Tuscany in Italy. The Borgo has a lovely swimming pool and other amenities. It's just a few minutes walk...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Experience the authentic 'Chiantishire' at villa LisiDor, exclusive location1 / 69
    (12)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2016
    Villa LisiDor is located in the heart of Tuscany, near Gaiole in Chianti. The property is enclosed in one of the most beautiful regions of Italy, overlooking surrounding wine...
    Reviewed 22 October 2011
    Villa Lisidor is a lovely old villa located at the top of a hill. The views are gorgeous (would be even better if the high hedge was cut down), and the property is very private...
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    About this property
    Ciao from Petra & Alexa! We warmly welcome you in our unbeatable location, discover more ... THE VILLA: Villa LisiDor has been fully renovated beginning of 2016 with all new amenities, with a habitable area of 300 square meters. On GROUND FLOOR, which is at garden level, is a large sitting room...
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    53010, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Casacorvo Minore *2018 Early Bird Discounts*Exclusive EV Point Included*1 / 22
    (16)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2017
    We had a fantastic time in Gaiole which is in the heart of the Chianti Classico region with lots of amazing views, wineries, picturesque villages and restaurants to visit.The...
    Reviewed 14 September 2016
    relaxing by the pool, exploring beautiful are on foot or bike, enjoying good food and vine, visiting nearby historical places
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    About this property
    Set in the Chianti Hills just 30 mins from Siena is Borgo di Gaiole, situated on the edge of Gaiole in Chianti, one of the historic 'Chianti League' townships. The Borgo comprises the best of old and new. Built in traditional Tuscan architectural style with solid stone walls, chestnut beams and...
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    53013 SI, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    LA VACANZA NEL CUORE DEL CHIANTI1 / 17
    (4)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Children's Pool
    • Grill
    • Mountain Views
    • Wi-Fi
    • Central Heating
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Terrace
    • Washer
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Lecchi is a spacious two bedroom apartment facing on to the main piazza of Montefiorile which is a small hamlet of 14 villas situated in a quiet position in the heart of the Chianti Classico wine producing area. The hamlet is on a hillside and the houses enjoy stunning views over the...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    • Grill
    • Parking
    • Central Heating
    • Wi-Fi
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 13
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Secure Parking
    • Wi-Fi
    • Patio
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Exclusive and reserved in Chianti - Quercia1 / 26
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Shared Garden
    • Secure Parking
    • Hot Tub
    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    Loved this quiet and authentic apartment, we had everything we needed, the location was a bit remote but directions to get there clear. Beautiful outdoor area, the highlight...
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    About this property
    On the highest point of a hill set among the mosaic of the vineyards, typical of the Chianti Classico area, in the heart of a medieval village, you'll find the Pieve Marsina. The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the opportunity to...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    UNA VACANZA DA SOGNO1 / 14
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Private Garden
    • Parking
    • DVD Player
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Spacious Chianti apartment with pool access, terrace and outdoor dining area1 / 23
    (6)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Secure Parking
    • Wi-Fi
    • Terrace
    • Washer
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2016
    Apartment 39 in the Borgo di Gaiole complex is beautiful, spacious, clean, and well-equipped. Everything that we would hope to find was provided, as well as many small and...
    Reviewed 14 September 2015
    We stayed for a week as we had a family wedding to attend. The apartment was excellent, clean, comfortable and an amazing location. The pool was brilliant and kept our 12 year...
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    About this property
    This is a spacious fully furnished 2 bedroom apartment in Borgo di Gaiole in the village of Gaiole in Chianti. Gaiole is in the heart of the Chianti Classico Region of Tuscany.The property has stunning views over the village and to the vineyards overlooking the village and is within a few minutes...
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    Location Information
    SI, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fontecaresino, located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti, 35 km from Siena, 45 km from Arezzo and 55 km from Florence. Our close proximity to numerous wineries,...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gaiole Suites is a compound of terraced houses just renewed, situated 500m away from Gaiole in Chianti center. They are placed in a quiet and silent zone, surrounded by the green Tuscany hills, not familiar with rush hour since the traffic is very little. At guests’ disposal, there is one swimming...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Chianti house, Florence, Jacuzzi, Tuscany up to 6p1 / 42
    (7)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    • Parking
    • Outdoor Dining Area
    • Central Heating
    • Mountain Views
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2017
    A great place to stay. Very central in the Chianti region and very quiet and a little isolated which suited us very well indeed
    Reviewed 5 September 2016
    Our stay at the Villa was as expected. The location is isolated which we were looking for and most definitely in a beautiful and tranquil setting. Both Marcello and Sarah were...
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    About this property
    Recently renovated, is located in a scenic hillside location in a picturesque village nestled in the heart of Chianti, strategic point to reach in a short time two beautiful cities such as Siena and Florence. Moreover, you can go trekking in the beautiful trails and nature walks on foot or by...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Torre di Cancelli - luxury villa in Chianti!1 / 30
    (1)Excellent
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Cable/satellite TV
    • Parking
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2016
    This Gorgeous villa exceeded all my expectations for a perfect family summer vacation in Italy. The home is a perfect marriage of ancient charm and modern conveniences. The...
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    About this property
    This is a unique and historic wine country villa set in the heart of one of the most famous wine countries in the world, Chianti. The Tower was built in 1085, making it nearly 1000 years young. The interior has been completely remodeled and outfitted with all of the modern amenities. Contemporary...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    Casacorvo Maggiore: *2018 Early Bird Discounts*Exclusive EV Point Included*1 / 23
    (13)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • DVD Player
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2016
    It's exactly as it says on the tin. The property is very well equipped, clean and comfortable. Home from home comforts such as quality mattresses and bedding made it...
    Reviewed 28 May 2015
    Casacorvo Maggiore is a superb apartment; very well equipped and comfortably furnished. There's a great selection of games, DVDs and novels, and plenty of maps, guidebooks and...
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    About this property
    A spacious well furnished three double bedroom, two bathroom apartment with an eight seating dining room and large lounge, just a few minutes stroll from the restaurants, cafes and wide range of services provided by Gaiole village. Outside, enjoy a game of boules in the tiered garden, or swing in...
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    53013 SI, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Private Garden
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Perfect cottage with pool for 2 couples with much privacy, secluded location..1 / 26
    (14)Very good
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 September 2017
    As wonderful as expected - even better; in any way: Location, facilities, rooms...Perfect for trips on the countrysideVery kind ownersalso recommendable for families with...
    Reviewed 16 June 2017
    My family and i had a fantastic and absoultely relaxed holiday at PetrAlexa. You only hear the birds, when you wake up. You feel so free in the big garden and the Chianti Hills...
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    About this property
    Ciao from Petra &Alexa and thank you for stopping by! Here is what our villa offers you for a memorable stay: first of all a delicious TUSCAN DINNER cooked at home by our great Chef is included with a booking! Villa PetrAlexa is a renovated barn, with natural stone, original beam ceilings and...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    LUXURY APARTMENT WITH PRIVATE GARDEN & VIEWS1 / 24
    (38)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • DVD Player
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2017
    Loved, loved this classy apartment. John and Tracy (the owners) keep it stocked with everything you could possibly need to really enjoy being at home away from home, including...
    Reviewed 7 September 2017
    We stayed at John and Tracy's for a week at the end of August/beginning of September, and had such a relaxing holiday. The apartment itself was immaculate and had everything you...
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    About this property
    Ideal for couples looking for a relaxing romantic holiday, we provide everything you need in our fully equipped and tastefully decorated apartment, see our reviews. FREE WI-FI Walking distance to local restaurants. The large private garden for your exclusive use overlooks the village of Gaiole in...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Shared Indoor Pool
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the top of a hill set in the patchwork of vineyards that characterizes the area of Chianti Classico, in the heart of an ancient medieval village, was born a few years ago La Pieve Marsina. The structure, made up of 5 nice apartments, has as principal objective to allow our guests to enjoy the...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; electricity; parking; Wi-Fi Internet connection; linens and towels. Available for a fee, if desired:heating (when needed) EUR 20.00/day;pets EUR 15.00. Casa Refolo C is a characteristic two-story apartment that is part...
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    Gaiole in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cavalcanti1 / 13
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Housekeeping Included
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2015
    Cavalcanti was very nicely appointed. Two real master suites with en-suite baths and one double room with twin beds and en-suite bath at the opposite end of the house. The...
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    About this property
    Tucked between the villages of Gaiole and Radda in Chianti in the heart of Tuscany, Cavalcanti offers the privacy of a villa and the amenities of a larger estate. As part of the restored hamlet of Castello di San Donato in Perano, the three-bedroom property is surrounded by vineyards, a...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Il Colombaio1 / 16
    (3)Very good
    7 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    • Patio
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Grill
    • Balcony
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect for a quiet getaway, family reunion or tour of the Chianti Classico region, Il Colombaio is a secluded seven-bedroom farmhouse. Recently restored by an American family, the property features original Tuscan charm and stunning panoramic views as well as modern touches like a pool and...
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    Location Information
    50313, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 13
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A stay in luminous Tuscany deserves nothing less than this a 16th century farmhouse estate occupying a hillside in the Chianti Classico of Tuscany and enfolded in a lush landscape of olive groves, Italian cypress trees and rolling vineyards. The estate's near neighbor, the Medieval castle Vertine,...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    La Maccinaia1 / 34
    (2)Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Wi-Fi
    • Grill
    • Housekeeping Included
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From the outside, La Maccinaia looks like the well-preserved 17th-century Tuscan villa it is, with three stories of stone walls standing atop a hill in the heart of Chianti. On the inside, though, this seven-bedroom property is an intriguing mix of restored architectural features and modern...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 16
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    5 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Parking
    • Central Heating
    • Outdoor Dining Area
    • Washer
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a traditional 5 bedroom villa and adjacent 1 bedroom apartment situated between the towns of Gaiole in Chianti and Radda in Chianti. Accommodating up to 18 guests in total due to the additional apartment that is available within the grounds, it's an ideal base for a stay with family or...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 16
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Patio
    • Grill
    • Wi-Fi
    • Balcony
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large and comfortable apartment of 80 sqm for 5 people, located in the building near the swimming pool, at 200 meters from the restaurant and the reception. It is on the ground floor and consists of a living room with stone fireplace, a single sofa bed, Sat TV, a dining area and a kitchen corner...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Casa Ciaccheri1 / 13
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is located in the heart of the Chianti Classico, inside the town of Gaiole in Chianti (all kinds of shops). The apartment is on the ground floor and is part of a building where the owners reside. Outside a portion of an equipped courtyard is available for the exclusive use of the guests...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    • Central Heating
    • Parking
    • Private Garden
    • Patio
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the lush nature of the Chianti region, this charming manor built in the early 1900s lovingly embraces and preserves the romance of bygone times. It is an ideal place for relaxing in the surrounding nature while enjoying the area’s superb foods and wines. The house comprises about 800...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 13
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Internet Access
    • DVD Player
    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the very heart of the charming Tuscan countryside, among the smooth hills of Sienese Chianti and the fragrance of its green vineyards, you will find the Podere Lucignano Secondo Agriturismo, a mansion built in 1898, now elegantly restored and turned into an exclusive relais. The Podere...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Casa Giardino1 / 19
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Balcony
    • Secure Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 March 2014
    We stayed several weeks in Franco's wonderful Casa Giardino. Unlike many one bedroom apartments, there is plenty of room to move here. The bedroom is large, the living room is...
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    About this property
    A cosy and lovingly furnished 1 bedroom apartment located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful Siena The apartment is on the...
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    53030, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Villa Podere Terrena1 / 44
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Mountain Views
    • Washer
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2016
    A dream farmhouse , with olive trees and and beautiful countryside , surrounded by cozy villages in the Chianti region , just and over what we have imagined .. and...
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    About this property
    THE BUILDING. The building is located in a mountainous area of the classic chianti and is built entirely with local stones. It is surrounded by an olive grove from which high quality oil is obtained. The mountainous landscape with its views full of green is an invitation to relax. The whole house...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Terrace
    • Secure Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A cosy and lovingly furnished 1 bedroom apartment located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful Siena The apartment is in the...
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    Location Information
    53030, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Balcony
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Villas (1 FONTECARESINO and 2 FONTECARESINO), located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti 10 km from Radda in Chianti, 35 km from Siena, 45 km from Arezzo and 55 km...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Sauna
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Le Pratola1 / 47
    (5)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Wi-Fi
    • Grill
    • DVD Player
    • Housekeeping Included
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2016
    absolutely every aspect of our stay at Le Pratola was perfect: the villa itself, the staff, the owner, the location. This is how we all should live....like kings and queens...
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    About this property
    Set on a hilltop in Chianti, villa Le Pratola offers views in every direction and something for every member of the family. Kids will love the pool and games room, while adults will appreciate the proximity to Siena and Florence. Five air-conditioned bedroom suites and nearly five acres of gardens...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    castello in Chianti ginestra1 / 25
    (1)Average
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Parking
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2016
    The location is gorgeous, high up in the mountains with fantastic views.The bedrooms were very large and there was plenty of storage space. The beds were large and...
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    About this property
    This lovely 11th century castle for holiday rental in the Chianti Classico area is a tiny, medieval hamlet located at 10 km from Gaiole in Chianti. Built around the year 1000 by the noble family of Guidi, today it is an esteemed wine estate with self catering holiday apartments, where visitors can...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Shared Garden
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; electricity; parking; Wi-Fi Internet connection; linens and towels. Available for a fee, if desired:heating (when needed) EUR 20.00/day;pets EUR 15.00. Casa Refolo A is a characteristic two-story apartment that is part...
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    Gaiole in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful and tastefully furnished 1 bedroom apartment is located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful Siena The apartment is...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Sauna
    • Terrace
    • Private Garden
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    castello in Chianti  conte1 / 23
    (2)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2017
    Wonderful old building with beautiful views over the surrounding countryside. Pool was a 5 minute walk from our apartment - nothing our kids couldn't handle, and they had a...
    Reviewed 9 November 2015
    One of the reasons we chose the place was because although remote, it had a restaurant so, with a small child, this would make things more convenient. When arrived unfortunately...
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    About this property
    This lovely 11th century castle for holiday rental in the Chianti Classico area is a tiny, medieval hamlet located at 10 km from Gaiole in Chianti. Built around the year 1000 by the noble family of Guidi, today it is an esteemed wine estate with self catering holiday apartments, where visitors can...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful and tastefully furnished 2 bedroom apartment is located in the spectacular Borgo di Gaiole, a popular hamlet just a short walk from the centre of the renown Gaiole in Chianti, right in the heart of the Chianti region, and only 20 minutes away from the wonderful Siena The apartment is...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Bio Agriturismo Reggioli - Stanza dell'Ortolano1 / 4
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Balcony
    • Cable/satellite TV
    • Grill
    • Internet Access
    • Children's Pool
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fontecaresino, located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti 10 km from Radda in Chianti, 35 km from Siena, 45 km from Arezzo and 55 km from Florence. Our close...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Shared Garden
    • Grill
    • Central Heating
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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