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Gaiole in Chianti Smoking Allowed Vacation Rentals

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    40 Matching Rentals in Gaiole in ChiantiView all 189 rentals
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    Travellers to Gaiole in Chianti are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    5 of 5 bubbles
    2 Reviews
    2 Bedrooms, Sleeps 5Quick View
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    3 Bedrooms, Sleeps 9Quick View
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    4.5 of 5 bubbles
    6 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    5 of 5 bubbles
    1 Review
    6 Bedrooms, Sleeps 14Quick View
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    • DVD Player
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
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    • Central Heating
    • Mountain Views
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 23 August 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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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    5 of 5 bubbles
    4 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Parking
    • Children's Pool
    • Grill
    • Mountain Views
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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 6
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    5 of 5 bubbles
    12 Reviews
    4 Bedrooms, Sleeps 10Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Satellite TV
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 5 October 2016
    Villa LisiDor is located in the heart of Tuscany, near Gaiole in Chianti. The property is enclosed in one of the most beautiful regions of Italy, overlooking surrounding wine...
    Very good of 5 bubbles
    Reviewed 21 October 2011
    Villa Lisidor is a lovely old villa located at the top of a hill. The views are gorgeous (would be even better if the high hedge was cut down), and the property is very private...
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    About this property
    Ciao from Petra & Alexa! We warmly welcome you in our unbeatable location, discover more ... 29 April to 27 May weeks, 3 - 10 June 17 - 24 June are promoted at 20% off (rates on the price list are already discounted) Villa LisiDor has been fully renovated beginning of 2016 with all new...
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    53010, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 of 5 bubbles
    1 Review
    2 Bedrooms, Sleeps 8Quick View
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    • Central Heating
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    Pet friendly
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    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 7Quick View
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    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Secure Parking
    • Wi-Fi
    • Patio
    • Washer
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 Bedroom, Sleeps 2Quick View
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    • Washer
    • Shared Garden
    • Secure Parking
    • Hot Tub
    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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.<BR><BR>The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4.5 of 5 bubbles
    12 Reviews
    3 Bedrooms, Sleeps 7Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Satellite TV
    • Central Heating
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 19 October 2016
    Well suited for the area and the beauty of surroundings was exceptional Maria Rose, the cook, was outstanding.
    Very good of 5 bubbles
    Reviewed 20 August 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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    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...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    3 Bedrooms, Sleeps 5Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, Sleeps 4Quick View
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    • Parking
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    • Shared Outdoor Pool (Unheated)
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    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The natural extension of the existing village of Gaiole in Chianti. The 'village-inside-the village' concept that is unique of its kind. The village concept that becomes an integral part of Gaiole in Chianti. Details and the architecture are carefully planned. Availability of apartments an...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4.5 of 5 bubbles
    7 Reviews
    3 Bedrooms, Sleeps 10Quick View
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    • Wi-Fi
    • Grill
    • DVD Player
    • Washer
    • Satellite TV
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 13 October 2015
    Fabulous place and a lovely warm welcome from Nicoletta. The temperature dropped at night and was a bit chilly for us North Queensland people, so Nicoletta's lovely father...
    Excellent of 5 bubbles
    Reviewed 8 October 2015
    My wife, two teenage children, a friend, and I recently stayed at La Casa in Chianti in Gaiole, Tuscany. We were absolutely delighted with the beautiful stone-built home, the...
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    About this property
    Typical Chianti estate with a fully renovated barn (6) to rent, and two other units in the main house for a total of 10, with pool, olive trees, typical Chianti scenery between Gaiole in Chianti and Radda in Chianti on a white road of Eroica, the well known vintage bycicle contest. The house can...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
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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, Sleeps 4Quick View
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    • DVD Player
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    • Balcony
    • Porch
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    Pet friendly
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Grill
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    • Satellite TV
    • Washer
    • Central Heating
    • Parking
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    • Satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    • Air Conditioning
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is located in the heart of the Chianti Classico, inside the town of Gaiole in Chianti (all kinds of shops). The apartment is on the ground floor and is part of a building where the owners reside.<BR>Outside a portion of an equipped courtyard is available for the exclusive use of the...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    • Parking
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    53019, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, Sleeps 4Quick View
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    • Mountain Views
    • Secure Parking
    • Satellite TV
    • Central Heating
    • Outdoor Dining Area
    • Wi-Fi
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Gaiole area, with its woods, vinyards and olivegroves, can be discovered on foot, on horseback, by bike or any other means of transport you prefer.The tourist information office in Gaiole will supply you with detailed route descriptions and maps, wich will guide you along well signposted paths...
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    53100, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 5Quick View
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    • Wi-Fi
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    • Private Garden
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Average of 5 bubbles
    Reviewed 11 July 2016
    Room smelt bad, poor security, no privacy, overgrown lawn and had to ask for it to be cut. To top it off, air con didn't work all week. Nobody was there to meet us and also...
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    About this property
    The natural extension of the existing village of Gaiole in Chianti. The 'village-inside-the village' concept that is unique of its kind. The village concept that becomes an integral part of Gaiole in Chianti. Details and the architecture are carefully planned. Availability of apartments an...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, Sleeps 5Quick View
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    • Private Garden
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    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, Sleeps 4Quick View
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, Sleeps 2Quick View
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    • Central Heating
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, Sleeps 4Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Lecchi is a spacious two bedroom apartment facing on to the main piazza of Montefiorile which is a small hamlet of 14 villas situated in a quiet position in the heart of the Chianti Classico wine producing area. The hamlet is on a hillside and the houses enjoy stunning views over the...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    • Central Heating
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    53019, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4Quick View
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    AAncient hamlet dating back to the year 998, situated in the Chianti region and offering 5 nice apartments. In the year 1204 this hamlet used to be border-line between Florence and Siena regions. The hamlet comprises 4 houses, a small church and a small B&B but all of the 5 apartments are in a...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, Sleeps 6Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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.<BR><BR>Moreover, you can go trekking in the beautiful trails and nature walks on foot or...
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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, Sleeps 4Quick View
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    About this property
    AAncient hamlet dating back to the year 998, situated in the Chianti region and offering 5 nice apartments. In the year 1204 this hamlet used to be border-line between Florence and Siena regions. The hamlet comprises 4 houses, a small church and a small B&B but all of the 5 apartments are in a...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    About this property
    AAncient hamlet dating back to the year 998, situated in the Chianti region and offering 5 nice apartments. In the year 1204 this hamlet used to be border-line between Florence and Siena regions. The hamlet comprises 4 houses, a small church and a small B&B but all of the 5 apartments are in a...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Studio, Sleeps 2Quick View
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    53019, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    About this property
    AAncient hamlet dating back to the year 998, situated in the Chianti region and offering 5 nice apartments. In the year 1204 this hamlet used to be border-line between Florence and Siena regions. The hamlet comprises 4 houses, a small church and a small B&B but all of the 5 apartments are in a...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, Sleeps 2Quick View
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    • Secure Parking
    • Patio
    • Shared Outdoor Pool (Unheated)
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    • Terrace
    • Satellite TV
    • Balcony
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    Pet friendly
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    Smoking allowed
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    About this property
    AAncient hamlet dating back to the year 998, situated in the Chianti region and offering 5 nice apartments. In the year 1204 this hamlet used to be border-line between Florence and Siena regions. The hamlet comprises 4 houses, a small church and a small B&B but all of the 5 apartments are in a...
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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, Sleeps 4Quick View
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 of 5 bubbles
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    2 Bedrooms, Sleeps 4Quick View
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    53019, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, Sleeps 5Quick View
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    • Terrace
    • Hot Tub
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Ideal for couples looking for a relaxing romantic holiday, we provide everything you need in our fully equipped and tastefully decorated apartment, see our reviews. FREE WI-FI Walking distance to local restaurants. The large private garden for your exclusive use overlooks the village of Gaiole in...
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    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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    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
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    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
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    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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