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Gaiole in Chianti Holiday Homes

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    Travellers to Gaiole in Chianti are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 22
    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    7 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    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... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 16
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Adjacent apartment with terra-cotta floors and furnished with a double Chianti iron bed (subsequently with a madonna picture above), a large armadio and an en suite bathroom. Through French doors the room leads to a 55 square meter terrace with an antique iron sofa, a french oak barrel (used as a... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    6 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    • Central Heating
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    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... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    53013, Gaiole in Chianti, Province of Siena
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Porch
    • Patio
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    • Outdoor Dining Area
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    53013, Gaiole in Chianti, Province of Siena
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    2 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
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    53013, Gaiole in Chianti, Province of Siena
    1 / 33
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Badia a Coltibuono is the first wine resort in Chianti, opening it's doors to travellers and visitors who want to share a truly unique experience. Here it is possible to encounter the magic of a venue, to observe the slow yet intense rhythm of a 1000 year old abbey and farm and to sleep in history.... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    1 / 12
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    About this property
    On entering the property, guests will find a welcoming living area, furnished with sofas around a traditional, focal fireplace. The kitchen is adjacent to this room. The kitchen is a typical Tuscan kitchen, well-equipped with plenty of pots and pans for those that enjoy cooking. A central table is... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Shared Garden
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    • Central Heating
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    • Pet-friendly
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    • x
    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... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • Terrace
    • Internet Access
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    • Balcony
    • Private Outdoor...
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
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    About this property
    7-room house 250 m2 on 3 levels, on the ground floor. Spacious, renovated in 2014, rustic and tasteful furnishings: open large living room with open-hearth fireplace and satellite TV (flat screen). Exit to the garden, to the veranda. Open large dining room. Exit to the terrace. Studio. Large... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • Smoking allowed
    • x
    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... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 27
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Balcony
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    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... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
    • Satellite TV
    • Sauna
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    • Pet-friendly
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    • x
    • Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    1 / 33
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Badia a Coltibuono is the first wine resort in Chianti, opening it's doors to travellers and visitors who want to share a truly unique experience. Here it is possible to encounter the magic of a venue, to observe the slow yet intense rhythm of a 1000 year old abbey and farm and to sleep in history.... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 38
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Central Heating
    • Wi-Fi
    • Shared Garden
    • Parking
    • Washer
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 35
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Shared Garden
    • Shared Outdoor Pool...
    • Washer
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    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
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    1 / 16
    5 Bedrooms, 4 Bathrooms, Sleeps 18 | Quick View
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    • Central Heating
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    53013, Gaiole in Chianti, Province of Siena
    1 / 20
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
    • Grill
    • Satellite TV
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    • Private Outdoor...
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    This typical villa built in stone is located in the whereabouts of Gaiole in Chianti in the heart of Tuscany, on the green hills of the Chianti area, between Florence and Siena only a short distance away from the main tourist spots of Tuscany. The landscape is enchanting with vineyards clinging... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Terrace
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    [L A Y O U T] Ground Floor: Large sitting room and kitchen both opening onto the front terrace; Master bedroom with four poster bed, en-suite bathroom (Jacuzzi bath and separate shower) and walk-in wardrobe; Master bedroom with four poster bed and en-suite bathroom (jacuzzi bath, separate shower);... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    5 Bedrooms, 6 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
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    About this property
    Boasting 360 degree views, Villa Senese is perched hilltop in Gaiole in Chianti in the idyllic Tuscan countryside. Nestled on two hectacres of gardens, the villa hosts its infinity edged pool in an olive orchard, magically floating over the surrounding hills and valleys. The four hundred year old... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 22
    5 of 5 bubbles (15) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
    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.<BR><BR>The Borgo comprises the best of old and new. Built in traditional Tuscan architectural style with solid stone walls, chestnut beams... View all property information
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    53013 SI, Gaiole in Chianti, Province of Siena
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Mountain Views
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    • Pet-friendly
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    • Smoking allowed
    • x
    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... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 40
    7 Bedrooms, 7 Bathrooms, Sleeps 18 | Quick View
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    About this property
    La Maccinaia is a beautiful property located in a very quiet location, in the heart of the Chianti region, between Gaiole and Castelnuovo Berardenga. The main villa dates to the 17th century, and has been immaculately restored by its Belgian owner who combined modern design with original... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    5 of 5 bubbles (13) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    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. <BR><BR>Outside, enjoy a game of boules in the tiered garden, or... View all property information
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    53013 SI, Gaiole in Chianti, Province of Siena
    1 / 69
    5 of 5 bubbles (12) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
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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... View all property information
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    53010, Gaiole in Chianti, Province of Siena
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    5 of 5 bubbles (22) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Forbes Magazine voted Gaiole in Chianti Number 1 in its list of Europe's Most Idyllic Places to Live. Le Pratola is situated in the heart of Gaiole & has breathtaking 360 degree views. Watch our new video (shown after photos). With a heated pool and at 6458 sq ft Le Pratola has 5 air conditioned... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 44
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    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... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 32
    13 Bedrooms, 8 Bathrooms, Sleeps 40 | Quick View
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    The Borgo San Vincenti is a Homelidays in Tuscany; is a beautiful stone house in a prestigious estate of 500 acres of forest in the hills above Gaiole in Chianti, a short distance from Siena. The large farmhouse has been restored by the owners. They used their experience of construction company and... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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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,... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    4.5 of 5 bubbles (12) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Ciao from Petra &Alexa and thank you for stopping by! 29 April to 20 May weeks, 27 May - 3 June 3 - 10 June 17 - 24 June are promoted at 20% off (rates on the price list are already discounted) Here is what our villa offers you for a memorable stay: Villa PetrAlexa is a renovated barn, with... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    2 of 5 bubbles (1) Poor
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    53019, Gaiole in Chianti, Province of Siena
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    53013, Gaiole in Chianti, Province of Siena
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • x
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    53013, Gaiole in Chianti, Province of Siena
    1 / 10
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    53019, Gaiole in Chianti, Province of Siena
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    53013, Gaiole in Chianti, Province of Siena
    1 / 21
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    53013, Gaiole in Chianti, Province of Siena
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    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • x
    About this property
    This cosy and comfortable first-floor 2-bedroom apartment sits overlooking the rest of the hamlet, also with views over the pool. The entrance leads into the spacious living room where crisscrossed terracotta tiling runs seamlessly throughout the apartment, whilst Chestnut beams are highlighted... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 24
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Mountain Views
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    53013 SI, Gaiole in Chianti, Province of Siena
    1 / 22
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Parking
    • Washer
    • Grill
    • Central Heating
    • Private Garden
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    1 / 25
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Amenities & Details
    • Terrace
    • Parking
    • Mountain Views
    • Satellite TV
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This cosy and comfortable 2-bedroom apartment sits nestled within the hamlet of Giaole. An open plan kitchen/living room allows for easy preparation of meals and the dining area with table and chairs hosts up to 5 people, a Satellite TV and side unit finish this room. A comfortable sofa can double... View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    1 / 18
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Central Heating
    • Washer
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Wi-Fi
    • Balcony
    • Terrace
    • Washer
    • Grill
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-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... View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    1 / 10
    1 of 5 bubbles (1) Terrible
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Central Heating
    • Private Garden
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53019, Gaiole in Chianti, Province of Siena
    1 / 20
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Washer
    • Parking
    • Wi-Fi
    • Grill
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    1 / 20
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Parking
    • Patio
    • Shared Outdoor Pool...
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This cosy and comfortable 2-bedroom apartment is ideally located in the hamlet and develops on one level on the first floor. There is independent access via an external staircase and views over the village and countryside. It avails of a private terraced garden outside the main entrance with... View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool...
    • Air Conditioning
    • Satellite TV
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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<BR>The apartment... View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena