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Gaiole in Chianti Vacation Rentals

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    All 218 Rentals in Gaiole in Chianti
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    Experience the 'Chiantishire' at villa LisiDor - September is at 25% OFF!1 / 70
    (13)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Cottage with pool for 2 couples - Interesting promotions for September weeks..1 / 36
    (14)Very good
    2 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    LUXURY APARTMENT WITH PRIVATE GARDEN & VIEWS1 / 24
    (41)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Casa Felice is a 2 bedroom apartment in village of Gaiole, sleeps 6, shared pool1 / 20
    (8)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Washer
    • DVD Player
    • Mountain Views
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 24, 2017
    We had a lovely holiday in Micks apartment in Borgo Gaiole. The Borgo is a wonderful complex, built in ancient style. It has a nice atmosphere to it. The surroundings in chianti...
    Reviewed August 8, 2015
    This apartment is great for a family of 4. We had a wonderful stay in Gaiole. The village is 5 min by walk and the pool was really appreciate by the children. Garage spot (small...
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    About this property
    Casa Felice is a fabulous place to relax, this apartment is at the edge of the Borgo furthest from the road. Designed in a traditional style incorporating a range of modern comforts and facilities, the apartment is the best of both worlds. Stone tiled floors with chestnut beams overhead give a...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    EXTERNAL DESCRIPTION Villa Gaiole is a beautiful villa located near Gaiole in Chianti, in the heart of Chianti area. The property is accessed through a short tree-lined path, along which you can admire a wonderful panorama of the surrounding countryside. The villa boasts a large private garden...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gaiole Suites is a compound of terraced houses just renewed, situated 500m away from Gaiole in Chianti center. They are placed in a quiet and silent zone, surrounded by the green Tuscany hills, not familiar with rush hour since the traffic is very little. At guests’ disposal, there is one swimming...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gaiole Suites is a compound of terraced houses just renewed, situated 500m away from Gaiole in Chianti center. They are placed in a quiet and silent zone, surrounded by the green Tuscany hills, not familiar with rush hour since the traffic is very little. At guests’ disposal, there is one swimming...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Bio Agriturismo Reggioli - Stanza dell'Ortolano1 / 4
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Wi-Fi
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    Pet friendly
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    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Washer
    Suitability
    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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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Parking
    Suitability
    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 4 Bathrooms, Sleeps 2 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Hot Tub
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    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    EXTERNAL DESCRIPTION Il Bindaccio is an elegant property part of a historic castle (called Castello di Cacchiano), located near Gaiole in Chianti, in the heart of the Chianti area. The castle, founded in the tenth century by the aristocratic Ricasoli family, has become a modern farm producing wine...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gaiole Suites is a compound of terraced houses just renewed, situated 500m away from Gaiole in Chianti center. They are placed in a quiet and silent zone, surrounded by the green Tuscany hills, not familiar with rush hour since the traffic is very little. At guests’ disposal, there is one swimming...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gaiole Suites is a compound of terraced houses just renewed, situated 500m away from Gaiole in Chianti center. They are placed in a quiet and silent zone, surrounded by the green Tuscany hills, not familiar with rush hour since the traffic is very little. At guests’ disposal, there is one swimming...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Wi-Fi
    • Washer
    • Patio
    • Balcony
    • Parking
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    EXTERNAL DESCRIPTION Cottage di Gaiole is a lovely cottage located near Gaiole in Chianti, in the heart of the Chianti area. The Cottage is next to Castello di Gaiole, one of many castles that were constructed during the medieval period of the Lega del Chianti, the Florentino's last bastion on the...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    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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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Balcony
    • Terrace
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy and nice Villa is a restored hay barn that lays on the hillside 300 meters walk (or 2 km drive) from the exquisite village of Lecchi in the middle of Chianti. The Villa is on two levels that are joined by external stairs. The ground floor entrance is from the lower terrace and enters the...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    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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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Patio
    • Balcony
    Suitability
    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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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Terrace
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    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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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Parking
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Balcony
    Suitability
    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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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Balcony
    • Central Heating
    • Parking
    • Washer
    Suitability
    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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
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    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Residential complex recently built boasts a great location in the hearth of Chianti region with plenty of activities to experience and yet very close to the town of Gaiole with restaurants and shops within walking distance. Luxurious resort 'Borgo di Gaiole', terraced. 40 apartments in the...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Residential complex recently built boasts a great location in the hearth of Chianti region with plenty of activities to experience and yet very close to the town of Gaiole with restaurants and shops within walking distance. Luxurious resort 'Borgo di Gaiole', terraced. 40 apartments in the...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Washer
    • Wi-Fi
    • Patio
    • Terrace
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Residential complex recently built boasts a great location in the hearth of Chianti region with plenty of activities to experience and yet very close to the town of Gaiole with restaurants and shops within walking distance. Luxurious resort 'Borgo di Gaiole', terraced. 40 apartments in the...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Residential complex recently built boasts a great location in the hearth of Chianti region with plenty of activities to experience and yet very close to the town of Gaiole with restaurants and shops within walking distance. Luxurious resort 'Borgo di Gaiole', terraced. 40 apartments in the...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Residential complex recently built boasts a great location in the hearth of Chianti region with plenty of activities to experience and yet very close to the town of Gaiole with restaurants and shops within walking distance. Luxurious resort 'Borgo di Gaiole', terraced. 40 apartments in the...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
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    • Cable/satellite TV
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Residential complex recently built boasts a great location in the hearth of Chianti region with plenty of activities to experience and yet very close to the town of Gaiole with restaurants and shops within walking distance. Luxurious resort 'Borgo di Gaiole', terraced. 40 apartments in the...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Residential complex recently built boasts a great location in the hearth of Chianti region with plenty of activities to experience and yet very close to the town of Gaiole with restaurants and shops within walking distance. Luxurious resort 'Borgo di Gaiole', terraced. 40 apartments in the...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Residential complex recently built boasts a great location in the hearth of Chianti region with plenty of activities to experience and yet very close to the town of Gaiole with restaurants and shops within walking distance. Luxurious resort 'Borgo di Gaiole', terraced. 40 apartments in the...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Residential complex recently built boasts a great location in the hearth of Chianti region with plenty of activities to experience and yet very close to the town of Gaiole with restaurants and shops within walking distance. Luxurious resort 'Borgo di Gaiole', terraced. 40 apartments in the...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Washer
    • Terrace
    • Parking
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Residential complex recently built boasts a great location in the hearth of Chianti region with plenty of activities to experience and yet very close to the town of Gaiole with restaurants and shops within walking distance. Luxurious resort 'Borgo di Gaiole', terraced. 40 apartments in the...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Residential complex recently built boasts a great location in the hearth of Chianti region with plenty of activities to experience and yet very close to the town of Gaiole with restaurants and shops within walking distance. Luxurious resort 'Borgo di Gaiole', terraced. 40 apartments in the...
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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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Terrace
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Residential complex recently built boasts a great location in the hearth of Chianti region with plenty of activities to experience and yet very close to the town of Gaiole with restaurants and shops within walking distance. Luxurious resort 'Borgo di Gaiole', terraced. 40 apartments in the...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    LA VACANZA NEL CUORE DEL CHIANTI1 / 21
    (4)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Children's Pool
    • Grill
    • Mountain Views
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    • Central Heating
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 7
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    Chianti house, Florence, Jacuzzi, Tuscany up to 6p1 / 42
    (7)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    • Parking
    • Outdoor Dining Area
    • Central Heating
    • Mountain Views
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    castello in Chianti  conte1 / 23
    (2)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    Fienile con vista sui vigneti1 / 28
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 13, 2018
    We spent a wonderful long weekend in Gaiole, hung out by the fireplace, went for long walks and to pretty little Siena. We had amazing Italian food, friendly neighbors and at...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Torre di Cancelli - luxury villa in Chianti!1 / 30
    (1)Excellent
    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Cable/satellite TV
    • Parking
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    About this property
    This is a unique and historic wine country villa set in the heart of one of the most famous wine countries in the world, Chianti. The Tower was built in 1085, making it nearly 1000 years young. The interior has been completely remodeled and outfitted with all of the modern amenities. Contemporary...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    Villa Podere Terrena1 / 44
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Mountain Views
    • Washer
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Just 5 minutes from the centre of the Gaiolie, wonderful apartment with pool and breathtaking terrace, sleeps 61 / 25
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 10, 2016
    It 'was a wonderful holiday. The apartment is just perfect. Super clean and really welcoming. With a magnificent view. The location is perfect to visit the whole area of Chianti...
    Reviewed January 10, 2016
    We stayed at the apartment for a week in july. It is close to the small village Gaiole (5 min walk) with a small food market and a couple of restaurants. The pool is very nice...
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    About this property
    The apartment is just 5 minutes walk from the center of Gaiole, where you will find all the services you need. Like restaurants, bars, wineshops, banks, food shop, hairdressers etc. Gaiole is one of several traditional Chianti villages in the region. Others worth visiting include Radda, Greve and...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Private Garden
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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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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    castello in Chianti ginestra1 / 25
    (1)Average
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Parking
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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...
    View all property information
    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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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    Amenities & Details
    • Hot Tub
    • Internet Access
    • Outdoor Dining Area
    • Central Heating
    • Cable/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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    • Central Heating
    • Parking
    • Private Garden
    • Patio
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the lush nature of the Chianti region, this charming manor built in the early 1900s lovingly embraces and preserves the romance of bygone times. It is an ideal place for relaxing in the surrounding nature while enjoying the area’s superb foods and wines. The house comprises about 800...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 13
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    2 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 2
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    Villa Gaiole1 / 33
    (3)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/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 Florence. It is...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Casacorvo Minore *2019 Early Bird Discounts*:  *Exclusive EV Point Included*1 / 33
    (18)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 15, 2018
    Beautiful apartment with swimming pool in Gaiole Di Chianti.We had a great time A short distance to montevarchi were we took the train to Florence and then to Venice which we...
    Reviewed August 11, 2018
    Just what we needed. A comfortable apartment for 2 with outdoor terrace.The complex is modern but built in Tuscan style. Walking distance albeit up and down a steep hill to...
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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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    Location Information
    53013 SI, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stonework Villa in typical Tuscan style, 250 sq. m., with 4 double bedrooms and 4 bathrooms, capable of holding up to 8 persons. The villa has a large garden with private swimming pool, outdoor area perfect for meals with a stonework barbecue, as well as air conditioning, Wi-Fi and satellite TV....
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Cavalcanti1 / 13
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Housekeeping Included
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 11, 2015
    Cavalcanti was very nicely appointed. Two real master suites with en-suite baths and one double room with twin beds and en-suite bath at the opposite end of the house. The...
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    About this property
    Tucked between the villages of Gaiole and Radda in Chianti in the heart of Tuscany, Cavalcanti offers the privacy of a villa and the amenities of a larger estate. As part of the restored hamlet of Castello di San Donato in Perano, the three-bedroom property is surrounded by vineyards, a...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    9 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    • Wi-Fi
    • Private Garden
    • Central Heating
    • Housekeeping Included
    • Parking
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 9 Bedrooms, 7 Bathrooms, Sleeps 22
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