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Gaiole in Chianti Vacation Rentals

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    Travelers to Gaiole in Chianti are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    All 204 Rentals in Gaiole in Chianti
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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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    UNA VACANZA DA SOGNO1 / 14
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 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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    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 Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 20, 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 September 5, 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
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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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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    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 11, 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 September 14, 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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    San Sano hamlet in the Heart of the Chianti, the Best choice in Tuscany !1 / 21
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Balcony
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 18, 2017
    If you are looking for a beautiful, relaxing vacation Casa del Vignaiolo is the perfect place to stay. In addition, owner Chuck is a wealth of knowledge & gave us numerous...
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    About this property
    Upon your arrival in San Sano, a quiet, medieval hamlet, surrounded by vineyards and olive groves, the drive into the small village seems very familiar as you approach. That's because it was the setting for the movie, 'Stealing Beauty' with Liv Taylor. This familiar feeling will stay with you...
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    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Perfect cottage for 2 couples with much privacy for each, secluded location1 / 26
    (14)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    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 June 16, 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: Villa PetrAlexa is a renovated barn, with natural stone, original beam ceilings and glass doors which offer a pleasing mix in a comfortable environment spread over two floors, granting...
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    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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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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    Amenities & Details
    • Washer
    • DVD Player
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 2, 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 May 28, 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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    Apartment Borgo di Gaiole  in Gaiole in Chianti, Tuscany Chianti - 4 persons, 11 / 18
    (1)Average
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Casacorvo Grande *Group Discounts*Exclusive EV Point Included*1 / 24
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Patio
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casacorvo Grande is a townhouse that sits on the edge of the unique development of Borgo di Gaiole overlooking the Chianti Hills. It is a perfect location for a holiday. The accommodation comprises of two apartments, one 1bed/1bath and one 3bed/2bath, that can be combined by an internal link to...
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    53013 SI, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    castello in Chianti  conte1 / 23
    (2)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • Satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 5, 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 November 9, 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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Borgo di Gaiole is located in the heart of Chianti Senese, a known area all over the world for its excellent gourmet products. The apartments are inside the ancient but recently restructured Borgo, which enjoys a magnificent view on the surrounding hills. At guests' disposal, for relaxing and...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Amenities & Details
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • DVD Player
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    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 September 6, 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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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Ferienwohnung Borgo di Gaiole  in Gaiole in Chianti, Toskana Chianti - 3 Persone1 / 17
    (1)Average
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Satellite TV
    • Parking
    • Shared Outdoor Pool (Unheated)
    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 - 1 Bedroom, 1 Bathroom, Sleeps 3
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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
    • Satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 30, 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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Satellite TV
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Fienile con vista sui vigneti1 / 28
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
    • Private Yard
    • Mountain Views
    • Washer
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 21, 2017
    The house is located in an absolute quite hill and it has a very pretty view over the chianti's vineyards. Edo and his Father were really nice and available to give us...
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    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Borgo di Gaiole is located in the heart of Chianti Senese, a known area all over the world for its excellent gourmet products. The apartments are inside the ancient but recently restructured Borgo, which enjoys a magnificent view on the surrounding hills. At guests' disposal, for relaxing and...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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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 Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    • Hot Tub
    • Internet Access
    • Outdoor Dining Area
    • Central Heating
    • Satellite TV
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 30, 2015
    We spent 15 days at la Pieve Marsina. The host Gabriele, the old-stone house on a hilltop, the swimming pool, and the countryside (we were surrounded by Chianti vineyard) were...
    Reviewed August 1, 2014
    With my husband and 2 daughters we had a great vacation in Tuscany.The oldest is 17 and the youngest is 13 year old. We had a split level appartement with authentic...
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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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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Parking
    • Internet Access
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Le Pratola Luxury Villa in Chianti with Heated Pool, top rated reviews.1 / 71
    (26)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Housekeeping Included
    • Satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We ran out of adjectives when trying to describe this place. Perfect location and gorgeous views. Beautifully renovated farm house inside and out with ample room for 10+ and 5...
    Reviewed August 18, 2017
    As an Australian with deep Italian ancestry, my visits to Italy are important; but none have been so intense as the absolute beauty of this amazing Tuscan villa. Le Pratola is...
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    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 a heated pool and at 6458 sq ft Le Pratola has 5 air conditioned...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Parking
    • Private Yard
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elegant property with private swimming pool, part of a historic castle located near Gaiole in Chianti, in the heart of the Chianti area. The property has a garden with lawn and a panoramic rooftop terrace with Jacuzzi and wonderful views over the surrounding countryside. It can accommodate up to 7...
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    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 7
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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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    • Secure Parking
    • Wi-Fi
    • Terrace
    • Washer
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 6, 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 September 14, 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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    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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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 Yard
    • Secure Parking
    • Hot Tub
    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 28, 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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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Chianti villa with private pool - Poggione1 / 18
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Central Heating
    • Washer
    • Private Yard
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • 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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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 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
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Experience the authentic Chianti life 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
    • Satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 5, 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 October 21, 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    8 Bedrooms, 8 Bathrooms, Sleeps 17 Quick View
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    • Internet Access
    • Grill
    • Parking
    • Washer
    • Central Heating
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 8 Bedrooms, 8 Bathrooms, Sleeps 17
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    TOSCANAFERIEN - PODERE L'AQUILA - OSKAR SIGRIST1 / 12
    (2)Average
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Parking
    • Wi-Fi
    • Central Heating
    • Terrace
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your memories. In the heart of the Chianti, surrounded by woodlands and vineyards, this ancient construction has opened its doors to tourists who wish to have a rare and unique...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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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
    • Satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 17, 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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Patio
    • Central Heating
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine waking up in the silence of the Tuscan countryside, in the warm morning sun, in a place full of charm and culture, surrounded by vineyards and olive trees, in the quiet hills that inspired the best artists and poets of the history. You can stop imagining, because House Losi is your...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Shared Indoor Pool
    • Satellite TV
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    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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    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    • Grill
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    • Central Heating
    • Wi-Fi
    • Private Yard
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 13
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    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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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    La Pieve Marsina Country retreat, in the heart of the senese Chianti offers a unique mix through tradition, relax and taste. The atmosphere of an old Medieval Hamlet and its last renovation, which aimed to preserve the architectural tradition of this area, wisely merge with the comfort and a...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • Patio
    • DVD Player
    • Grill
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    MONTELUCCI ESTATE…….WHERE EVEN NATURE RELAXES…………………… UNSPOILT NATURE THE AGRITURISMO MONTELUCCI, FROM THE LATIN “MONS LUCI” (SACRED WOODS FOR THE ANCIENT ROMANS) IS NESTLED IN AN ENCHANTED WOOD OF FIRS, HOLM OAKS AND OAKS AT AN ALTITUDE OF NEARLY 700M ABOVE SEA LEVEL, OVERLOOKING THE HILLS OF THE...
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    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 16
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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 Yard
    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 bedroom Villa in Vertine, Chianti, Tuscany, Italy : ref 23872671 / 30
    (2)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 6, 2017
    We recently enjoyed staying a week in this splendidly restored mansion in the rolling hills of the Chianti area in Tuscany . The building was tastefully decorated with respect...
    Reviewed June 14, 2017
    Awesome property with modern, well stocked kitchen and bathrooms with counter space. Spotlessly clean with beautiful outdoor areas and spectacular views. Our hostess Caterina...
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    About this property
    Independent villa, surrounded by olive groves and vineyards; the villa is reachable by passing through the historical Hamlet of Vertine. We do not recommend the use of a van and minibus. Villa Vertine is only 2.5 km from Gaiole in Chianti, in the real heart of Chianti Classico, perfect starting...
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    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
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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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Yard
    • Satellite TV
    • Wi-Fi
    • Parking
    • Shared Outdoor Pool (Unheated)
    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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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your memories. In the heart of the Chianti, surrounded by woodlands and vineyards, this ancient construction has opened its doors to tourists who wish to have a rare and unique...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Gaiole1 / 24
    (3)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Balcony
    • Washer
    • Wi-Fi
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 9, 2013
    We had a wonderful 10 day stay in Villa Gaiole. The villa is located in a small residential area, a short stroll from the main hub of the quaint village of Gaiole. The town...
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    About this property
    Beautiful Family Villa in Borgo di Gaiole, surrounded by the Chianti hills covered in vineyards and olive groves, just a 100 meters walk from the quiet village of Gaiole in Chianti, a typical Tuscan hamlet with restaurants, shops and amenities, an ideally located between Siena and...
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    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 bedroom Villa in Gaiole in Chianti, Tuscany Chianti, Italy : ref 23961231 / 24
    (1)Average
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Excellent villa with 5 bedrooms good kitchen,pool and rooms for social activitiesPositive proiperties: near the nice town of Gaiole with vineyards and castles nearby. Only a...
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    About this property
    Outside Description: Beautiful country house Villa Il Brolio , from the 12nd century, renovated. 6 km from the centre of Gaiole, in the countryside. Private: property 3 000 m2, terraced garden, swimming pool (4 x 10 m, depth 120 - 150 cm, 01.04.-07.10.). Outdoor shower, terrace, garden furniture....
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This very special property is located on the edge of Castello di San Donato in Perano (Chianti), a beautiful hamlet which has recently been restored to such a high standard that it was awarded by the International Property Awards 2006. Cavalcanti’s position allows the guests to enjoy unusual...
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    Location Information
    53017, Gaiole in Chianti, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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