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Vacation Rentals in Gaiole in Chianti, Italy

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    Travellers to Gaiole in Chianti are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 24
    7 Bedrooms, 7 Bathrooms, Sleeps 13 | Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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
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    Gaiole in Chianti, Province of Siena
    1 / 4
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    La stanza della Luna è composta da un ampio soggiorno con divano letto più una camera matrimoniale con bagno. La struttura è posta all'interno di un agriturismo ad uso Bed & Breakfast. Immersa nel verde delle colline del Chianti può offrirvi un accogliente punto di riferimento per i vostri viaggi... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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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    Gaiole in Chianti, Province of Siena
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 23
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    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.<BR><BR>The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the... View all property information
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    Gaiole in Chianti, Province of Siena
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 18
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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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    Gaiole in Chianti, Province of Siena
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    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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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    Gaiole in Chianti, Province of Siena
    1 / 19
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Private Garden
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    • Pet-friendly
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    • Smoking allowed
    • x
    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... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 30
    11 Bedrooms, 11 Bathrooms, Sleeps 22 | Quick View
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    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
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    Gaiole in Chianti, Province of Siena
    1 / 19
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • ?
    • Smoking allowed
    • x
    About this property
    The imposing Meleto Castle is located in the heart of the Chianti Classico, near the ancient lines that marked the border between the Florentine and Senese Republic, in the centre of a large and well-known farm that extends for more than 1,000 ha. Despite the modifications that it has experienced... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 26
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Patio
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    • x
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    Gaiole in Chianti, Province of Siena
    1 / 15
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Private Garden
    • Terrace
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    • Smoking allowed
    • x
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    Gaiole in Chianti, Province of Siena
    1 / 25
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    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... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    L'appartamento del Cestaio è compreso in una colonica del 1800 completamente ristrutturata. Ha accesso indipendente, cucina completamente attrezzata e 6 posti letto con possibilità di aggiungere il settimo su richiesta. Il nostro agriturismo è immerso nelle colline del Chianti, completamente... View all property information
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    Gaiole in Chianti, Province of Siena
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    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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    Gaiole in Chianti, Province of Siena
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Gaiole in Chianti, Province of Siena
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    1 / 6
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Casa Maestrale is a holiday home immersed in the most idyllic Chiantishire: surrounded by vineyards producing world-class red wine, overlooking the rolling hills of Tuscany and is located in the village of San Vincenti, with its stone houses and clay roof tiles. The village has been completely... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    During the Medieval times, it was the tower of a fortress which dominated this valley of the Chianti area, halfway between Siena and Florence. Since then its role changed and has become a particularly charming holiday home. The view it enjoys has become greener with the passing of time because the... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 4
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • x
    About this property
    La stanza dell'Ortolano è composta da una camera matrimoniale e un bagno. La struttura ad uso Bed & Breakfast è posta all'interno di un agriturismo. Immersa nel verde delle colline del Chianti, può offrirvi un accogliente punto di riferimento per i vostri viaggi in toscana oppure un luogo dove... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 16
    5 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    • Internet Access
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    • ?
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    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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    Gaiole in Chianti, Province of Siena
    1 / 4
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    La stanza del Grembo è una camera matrimoniale con bagno privato con accesso esterno immediatamente adiacente all'ingresso della camera. La struttura è posta all'interno di un agriturismo ad uso Bed & Breakfast. Immersa nel verde delle colline del Chianti può offrirvi un accogliente punto di... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 16
    6 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    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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    Gaiole in Chianti, Province of Siena
    1 / 27
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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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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    Gaiole in Chianti, Province of Siena
    1 / 4
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
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    Gaiole in Chianti, Province of Siena
    1 / 19
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    IL BORGHETTO Costruito con pietre millenari, questo bellissimo Borghetto, 'Terrena', ha una data che risale al 1669 ed è stato completamente ricostruito e in parte ristrutturato. Oggi è un’Azienda Agricola con attività anche agrituristica perché adatta a chi desidera praticare turismo in Toscana... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 31
    6 Bedrooms, 4 Bathrooms, Sleeps 17 | Quick View
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    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 / 31
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Casa Refolo D is a characteristic apartment that is part of a villa. It sleeps four people. From Casa Refolo D you will have a pleasant view of the garden. Casa Refolo D is 80 square meters (860 square feet). It features a shared swimming pool, a private patio, a shared garden and winter heating.... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 27
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    Appartamento Gaiole 15 is a wonderful apartment in the heart of Chianti. This area is famous all over the world for its typical products and its superb wines. The apartment is located in Borgo di Gaiole, an ancient Borgo recently renovated that enjoys a magnificent view of the surrounding... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 15
    9 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    Gaiole in Chianti, Province of Siena
    1 / 16
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Terrace
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    Gaiole in Chianti, Province of Siena
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Gaiole Suites is a compound of terraced houses, just renewed, situated 500m away from Gaiole in Chianti center, in a quiet zone, silent and not familiar with rush hour since the traffic is very little. It is surrounded by the green Tuscany hills. The beautiful apartment Gaiole Suites 6,which can... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 7
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Gaiole in Chianti, Province of Siena
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Gaiole in Chianti, Province of Siena
    1 / 6
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Grande 104 mt², può ospitare fino a 5 persone. Raggiungibile con scala esterna ed ingresso indipendente al primo piano. Dispone di: cucina abitabile, grande piano cucina, 4 fornelli ad induzione, un fornello a legna, bollitore d'acqua, moca per il caffè, frigorifero con cella freezer ed un grande... View all property information
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    Gaiole in Chianti, Province of Siena
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Grande 66 mt² può ospitare fino a 4 persone. Raggiungibile con una scala interna, l’appartamento si trova al primo piano. Dispone di: Cucina con 4 fornelli ad induzione, cucina economica a legna, bollitore d’acqua, moka per il caffè, frigorifero con cella freezer ed un grande tavolo. Camera con 2... View all property information
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    Gaiole in Chianti, Province of Siena
    1 / 15
    6 Bedrooms, 9 Bathrooms, Sleeps 12 | Quick View
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    Gaiole in Chianti, Province of Siena
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Gaiole in Chianti, Province of Siena
    1 / 11
    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    Gaiole in Chianti, Province of Siena
    1 / 29
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Gaiole in Chianti, Province of Siena
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Washer
    • Patio
    • Pool
    • Grill
    • Internet Access
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
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    • Smoking allowed
    • x
    About this property
    Fresh air, picturesque panoramas, tranquility and privacy await you at this dream location in the hills of Chianti. BEL SORRISO, the house of the Beautiful Smile, is part of a meticulously restored 14th-century village in CHIANTI that is today designated as a national monument. Occupying the main... View all property information
    Location Information
    Gaiole in Chianti, Province of Siena