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Villas in Gaiole in Chianti, Italy

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    1 / 76
    5 of 5 bubbles (12) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 / 27
    5 of 5 bubbles (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 17
    5 of 5 bubbles (4) Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    1 / 18
    4 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    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,... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 50
    4.5 of 5 bubbles (11) Very good
    7 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    • Ocean Views
    • Sauna
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Private Indoor Pool
    • Satellite TV
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
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    • x
    About this property
    NEW MANAGEMENT from Summer 2015 Villa Albizi Tuscany life and more….for groups of friends or large families Villa Albizi is normally rented on a villa-only weekly basis and are ideal for those seeking independence and privacy. We have created a formula designed to offer privacy, flexibility and... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    5 of 5 bubbles Reviewed October 26, 2016
    Highly recommend! Breathtaking views and exquisite accommodations for our group of 12 adults. The owners llaria and Thomasso arranged a Gourmet Chef Dinner and Tuscany Speaker of...
    5 of 5 bubbles Reviewed September 7, 2016
    A wonderful 3 day cookery course with Stuart our amazing chef. Beautiful villa in amazing countryside. Visited local vineyards, markets and cooked our food in the professional...
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    1 / 38
    5 of 5 bubbles (22) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • DVD Player
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    • Mountain Views
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    • Pet-friendly
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    • x
    • Smoking allowed
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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... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    5 of 5 bubbles Reviewed October 19, 2016
    Our group pf nine just spent a wonderful week at Le Pratola, near Gaoile in Chianti. The villa is as advertised- beautiful. The surrounding countryside is so enchanting it's...
    5 of 5 bubbles Reviewed July 31, 2016
    Our family, 8 adults and 4 children have enjoyed 3 beautiful vacations at Le Pratola over the last 5 years. It is the one place everyone enjoys and really loves. I didn’t think...
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    1 / 28
    4.5 of 5 bubbles (12) Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Wi-Fi
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    • Mountain Views
    • Satellite TV
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Come to enjoy the typical architecture of Tuscany houses! Villa PetrAlexa is an antic, now renovated barn, with natural stone, original beam ceilings and glass doors which offer a pleasing mix in a comfortable, spacious environment spread over two floors with a wide attic. Quiet and peaceful,... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    5 of 5 bubbles Reviewed October 19, 2016
    Well suited for the area and the beauty of surroundings was exceptional Maria Rose, the cook, was outstanding.
    4 of 5 bubbles Reviewed August 20, 2014
    We had an excellent 2 week stay here in August 2014. The location is idyllic, located at the end of a unpaved road ( which is very dusty and needs to be driven with care) and is...
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    1 / 22
    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
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    • Private Outdoor...
    • Washer
    • Wi-Fi
    • Central Heating
    • Mountain Views
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    5 of 5 bubbles Reviewed August 23, 2015
    Right in the heart of Chiantishire, my five mature children and I enjoyed a splendid week, viewing the sights of Tuscany in the morning and sunning by the huge, huge, sparkling...
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    1 / 20
    4 of 5 bubbles (4) Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Private Outdoor...
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    • Grill
    • Central Heating
    • Satellite TV
    • Internet Access
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    In the heart of the Chianti Classico is where you'll find this house and it's location is not only to be appreciated because it's a short drive to town, but because it's set high on a hill with magnificent views outside of the surrounding vineyards and olive groves. This is definitely a place to... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 30
    5 of 5 bubbles (1) Excellent
    7 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Wi-Fi
    • Washer
    • Private Outdoor...
    • Private Yard
    • Satellite TV
    • Parking
    • Patio
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    5 of 5 bubbles Reviewed July 23, 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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    1 / 42
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 76
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Grill
    • Private Outdoor...
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beautiful independent villa with private pool situated in the heart of the Chianti region, a short distance away from the town of Gaiole in Chianti. This villa, nestling deep in quiet position among vineyards and woods, offers full privacy and is the ideal place for those who seek a relaxing stay... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 54
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Patio
    • Internet Access
    • DVD Player
    • Washer
    • Mountain Views
    • Satellite TV
    • Grill
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • 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... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 27
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Shared Outdoor Pool...
    • Washer
    • Hot Tub
    • Central Heating
    • Parking
    • Terrace
    • Balcony
    • Wi-Fi
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    • Pet-friendly
    • Child-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 Pieve Marsina.<BR>The structure, made up of nice apartments, has as principal objective to allow our guests to enjoy the... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 26
    7 Bedrooms, 7 Bathrooms, Sleeps 13 | Quick View
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    • Patio
    • Internet Access
    • DVD Player
    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Get a taste of Italy’s aristocratic past and stylish present at Villa Vistarenni in Chianti. The stately seven-bedroom villa dates from the 17th century and has a 16th-century chapel perfect for special events. Larger parties can book additional accommodations on the same estate, which have room... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 21
    7 Bedrooms, 7 Bathrooms, Sleeps 13 | Quick View
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    • DVD Player
    • Balcony
    • Grill
    • Central Heating
    • Internet Access
    • Washer
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    This is a fabulous 7 bedroom luxury villa in Tuscany, sleeping up to 13 guests. Immaculately presented and beautifully furnished, the villa provides guests with a luxurious base from which to enjoy their holiday in Tuscany. Outside guests enjoy exclusive use of a private swimming pool and tennis... View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    1 / 24
    4.5 of 5 bubbles (3) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Balcony
    • Washer
    • Wi-Fi
    • Secure Parking
    • Shared Outdoor Pool...
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    5 of 5 bubbles 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 itself...
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    1 / 17
    4 of 5 bubbles (1) Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Central Heating
    • Balcony
    • Grill
    • Wi-Fi
    • Washer
    • Patio
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    The building of Villa Brolio was originally an old XII century watchtower later transformed into a mill and finally restored to become a villa. The restoration works have been done preserving carefully all the ancient characteristics such as the outside stones, the vaulted or wooden beamed... View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    4 of 5 bubbles Reviewed August 19, 2013
    We spent 2 weeks at this wonderful historic home with friends. The house was spacious for 8 people with separate areas to relax if desired. The building has been restored with...
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    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Porch
    • Patio
    • Parking
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Outdoor Dining Area
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    1 / 30
    11 Bedrooms, 11 Bathrooms, Sleeps 22 | Quick View
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    • Air Conditioning
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    • ?
    About this property
    Beautiful Renaissance farmhouse built round a rustic characteristic threshing floor in a fine panoramic position over Meleto Castle and the medieval village of Vertine. It has been recently fully restored and transformed into a prestigious villa with 4 apartments with every comfort. The furnishing... View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
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    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    1 / 16
    6 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • DVD Player
    • Internet Access
    • Patio
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    • Pet-friendly
    • Child-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... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 16
    5 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    • Patio
    • DVD Player
    • Internet Access
    • Grill
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    • Pet-friendly
    • Child-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... View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    1 / 18
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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
    1 / 31
    6 Bedrooms, 4 Bathrooms, Sleeps 17 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • ?
    About this property
    This holiday house, composed by the main house and 3 annexes, is situated in the old hamlet of Ensoli, once a farming estate with several stone-built farmhouses of the 17. century where you will still find antique architectural details such as the original windows and the house walls. Large... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 30
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    The Villa Gallo Nero is a lovely home offering 5 bedrooms and 5 baths and is situated in the village of Casanuova di Ama. The village is comprised of a small cluster of houses surrounded by vineyards of wine and oil-producing farmers. Centered between the medieval towns of Radda and Gaiole in... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 15
    9 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • Private Outdoor...
    • Private Yard
    • Parking
    • Satellite TV
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-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... View all property information
    Location Information
    53017, Gaiole in Chianti, Province of Siena
    1 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Beautiful independent villa with private pool situated in the heart of the Chianti region, a short distance away from the town of Gaiole in Chianti. This villa, nestling deep in quiet position among vineyards and woods, offers full privacy and is the ideal place for those who seek a relaxing stay... View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    1 / 44
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    1 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Beautiful independent villa with private pool situated in the heart of the Chianti region, a short distance away from the town of Gaiole in Chianti. This villa, nestling deep in quiet position among vineyards and woods, offers full privacy and is the ideal place for those who seek a relaxing stay... View all property information
    Location Information
    Gaiole in Chianti, Province of Siena
    1 / 29
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • DVD Player
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    Gaiole in Chianti, Province of Siena
    1 / 76
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ExteriorsThis exclusive and luxurious villa in Chianti is a very short distance away from other Tuscan cities, such as Florence and Siena. Chianti has always been very famous for its exquisite wine. But apart from that, it holds many more experiences, ruled by ancient traditions and gastronomic... View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
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