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Holiday Homes in Castellina In Chianti

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    Travellers to Castellina In Chianti are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 186 Rentals in Castellina In Chianti
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    Chianti Suite Borgo Quornia1 / 32
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    2 Bedroom Stone Cottage Rental in Chianti Countryside1 / 19
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    CYPRESSES VILLA with private POOL1 / 24
    (3)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    La Tinaia, Podere Patrignone - a Tuscan cottage with garden, views and pool1 / 31
    (46)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Patio
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 October 2017
    Super location centrally located in the Chianti region. Hosts were friendly and provided a custom booklet they filled with very useful information on restaurant recommendations...
    Reviewed 2 September 2015
    We stayed here in 2009 and hardly a day went by that we didn't think about our stay and Verity and Simon and the kids and of course Charlie and Lola and Meow. When we arrived...
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    About this property
    Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of forest, olives and vines, with uninterrupted 360...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Ancient villa in Chianti with pool and wonderview1 / 19
    (3)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Central Heating
    • DVD Player
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villa is a characteristic and welcoming ancient Tuscan country house surrounded by vineyards and olive groves. It sleeps six people. From the villa you will enjoy a charming view of the Chianti hills. It is 120 square meters (1290 square feet). It features a shared swimming pool, a private...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedroom Countryside Villa with Expansive Views1 / 36
    (4)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2014
    I stayed with my family at this beautiful villa. The setting is lovely on a hilltop, set amongst an active farm of olive trees and many vines. It was very helpful to have Elvira...
    Reviewed 22 October 2013
    My husband & I were 2 of 10 friends that stayed at this beautiful villa for a week in September. Simonetta & her family welcomed us with open arms & wonderful cheese...
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    About this property
    This beautiful property belongs to the Campalli estate, a huge farm of 750 acres that produces Chianti Classico wine, and includes the Castle of Campalli.The 360° view from each point on the estate ranges over endless rolling hills, vineyards and olive groves. On a clear day it is possible to see...
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    53011, Fonterutoli, Castellina In Chianti
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Internet Access
    • Terrace
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property of the Rocca is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlooking Tuscany. The ancient village, after a restructuring that has always taken into account the architectural needs and careful to respect the history and traditions of...
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    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful holiday house in the typical landscape of the Chianti area, completely renovated and made even more beautiful and provided with all the comforts by its current owners. Due to its strategic location, 'Casa Belmonte' is ideal for visiting the major cities of art in Tuscany such as Siena,...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Vrijstaande villa met zwembad en pizzaoven voor acht personen.1 / 29
    (5)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Central Heating
    • Patio
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2016
    This house is really something. Conveniently located between Siena, Florence and Pisa I don't think you would find a finer spot in Tuscany. And the place itself: fantastic. You...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    Villa Patrignone 7 bedroom Tuscany villa with pool1 / 24
    (2)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Balcony
    • Mountain Views
    • Wi-Fi
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 2014
    Our hosts, Simon and Verity, were marvels of hosting. They made sure we were comfortable and knew the ins and outs. They were hospitable without being intrusive. A true skill...
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    About this property
    Villa Patrignone has 7 large double bedrooms, each with private bathroom, a cavernous kitchen-dining room with large fireplace, and a lovely living room, with high vaulted ceilings, comfortable sofas and a library. The house was built sometime in the 1500s and still has most of its original...
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    53011 SI, Castellina In Chianti, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Balcony
    • Grill
    • Terrace
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property of the Rocca is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlooking Tuscany. The ancient village, after a restructuring that has always taken into account the architectural needs and careful to respect the history and traditions of...
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    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Terrace
    • Internet Access
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property of the Rocca is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlooking Tuscany. The ancient village, after a restructuring that has always taken into account the architectural needs and careful to respect the history and traditions of...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Lovely apartment in a small winery1 / 26
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Porch
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 September 2017
    The charming little cottage at Setriolo surrounded on two sides by a spacious shady loggia and a large ancient terrace looks out to a quiet world of startling beauty.A beautiful...
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    About this property
    The “Casina” of Setriolo is a typical barn restructured close to the main house where the owners live. Dipped in the green of the garden it is surrounded of cypresses, olive trees, roses and vineyards. It is composed of two bedrooms, a bathroom, furnished kitchen and a living room. Outside there is...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property of the Rocca is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlooking Tuscany. The ancient village, after a restructuring that has always taken into account the architectural needs and careful to respect the history and traditions of...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property of the Rocca is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlooking Tuscany. The ancient village, after a restructuring that has always taken into account the architectural needs and careful to respect the history and traditions of...
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    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Parking
    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property of the Rocca is immersed in the green Chianti hills, 480 meters above sea level, and is an authentic terrace overlooking Tuscany. The ancient village, after a restructuring that has always taken into account the architectural needs and careful to respect the history and traditions of...
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    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3BR/3BA apartment on Tuscan Estate in the Chianti1 / 19
    (10)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Patio
    • Wi-Fi
    • Shared Indoor Pool
    • DVD Player
    • Washer
    • Sauna
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2017
    A lovely setting and very convenient to all major sites. Rustic in places and you need to like animals, great for kids to feed the animals. We enjoyed quiet time with the...
    Reviewed 9 September 2015
    You can be assured of a warm welcome at this high quality self catering apartment. The rooms are excellent, the equipment more than sufficient, and there is a commodious living...
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    About this property
    Enjoy a dream vacation in Tuscany's heart - the 'Chianti Classico' region - The very large 3BR/3BA apartment 'Il Giardino' accommodates up to 9 persons (1 double, 1 x 3 single, 1 x 2 doubles = 1 large, 1 x small) - living-room (with sat TV, stereo, dvd player) with authentic open fireplace....
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    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Siena Chianti Farmhouse Flat1 / 16
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Washer
    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Central Heating
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immersed in the country but within walking distance of Castellina in Chianti, a 150 sq.m. apartment in an old stone, Chianti farmhouse with its own big, enclosed private garden. The rooms are all large, the ceilings are beamed and terracotta tiled, floors terracotta tiled. From every window there...
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    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    Il Torrino1 / 8
    (1)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Inside, the property is set over 3 floors. On the ground floor, there is an open plan living and dining area, a separate well equipped kitchen, bathroom and 2 double bedrooms. A spiral staircase leads guests up the watchtower to a pretty single bedroom. Another spiral staircase leads to a second...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Beautiful villa in Chianti, pool & sunset views1 / 30
    (36)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Grill
    • Secure Parking
    • Internet Access
    • Mountain Views
    • Patio
    • Balcony
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    We stayed in the Il Caminetto flat for 6 nights mid-July with our two boys ages 3 and 6. We specifically chose Podere Patrignone because we thought it would be very family...
    Reviewed 16 September 2014
    We adored our stay in Le Stalle, a two-bedroom apartment in the main building. We travelled with three boys (14, 12 and 6) and all of us loved every minute of our stay. Our...
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    About this property
    Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of forest, olives and vines, with uninterrupted 360...
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    53011, Castellina 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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    • Shared Outdoor Pool (Unheated)
    • Grill
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Characteristic and small group of farmhouses made up of 3 units set inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). The 3 structures has...
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    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Romantic cottage  in the heart of Chianti, Tuscany1 / 48
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Balcony
    • Parking
    • Patio
    • Housekeeping Included
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 October 2016
    From the moment we walked into this wonderful cottage, my family and I felt at home. We have been to the area before, but still found this wonderful cottage a great place to...
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    About this property
    Traditional, independent house in peaceful countryside in the heart of Chianti La Capanna delle Cozzole is located close to Castellina in Chianti, only a 30 minute drive from Siena, Florence and San Gimignano. It is set perfectly in the lush countryside between ancient woods, olive trees and...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Authentic 3 Bedroom Farmhouse1 / 30
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Shared Indoor Pool
    • Washer
    • Patio
    • Balcony
    • Sauna
    • Internet Access
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 October 2015
    We very much enjoyed our stay at this scenic, conveniently located Tuscan farmhouse. The farm was only a 5 minute drive to Castellina in Chianti, yet felt so secluded and...
    Reviewed 18 May 2015
    Our family of 5 recently spent a week at this villa/farmhouse. We have 3 children in their 20's. We had a fabulous experience and were blown away by how beautiful and peaceful...
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    About this property
    'Casa Acacia' - is an authentic Chianti farm house with overn 300 years of history- Its rustic ambiente is one of '... once upon the time ... leading you back in time. an unusual and rare setting considering that most similar houses are often renovated in an sterile, non-typical way. 130 sqm -...
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    ITALY, Castellina In Chianti, Province of Siena
    Private Room - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Farmhouse Rental in Tuscany, Castellina Scalo - Rosalia 21 / 36
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Private Outdoor Pool (Unheated)
    • Grill
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of the Chianti, this farmhouse is situated on a beautiful and renowned wine estate that offers more than the typical Tuscan experience. Not only are there panoramic views of the rolling hills covered with vineyards and olive groves, but there is also the perk of being able to...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Terrace
    • Outdoor Dining Area
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Andromeda is a large independent Tuscan cottage on the edge of the hamlet Casalta. From the cottage there are fantastic views of the vineyards that surround the hamlet. The main entrance is on the first floor. Inside there is a large hall with a high ceiling of terracotta tiles and wooden beams....
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : The house is located in the heart of Chianti located about 250 meters from the medieval center of Fonterutoli and the vinotheque of the Marquis Mazzei. Inside the property there is a studio with a Wi-Fi service has been created from an old chapel. Country...
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    53011, Fonterutoli, Castellina In Chianti
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Parking
    • Cable/satellite TV
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cassiopea is a large first floor Tuscan villa with great views of the Chianti from it’s many windows. It’s entered from the central hamlet courtyard up original stone steps. Inside is a cosy lounge area which has been furnished with a large corner sofa, a wooden cabinet and a flat screen...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Farmhouse Rental in Chianti Area of Tuscany - Casa Luciana1 / 26
    (18)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Central Heating
    • Cable/satellite TV
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 June 2013
    I rented this villa for a week so that my we could share Italy with my kids, their spouses and their young children. We needed a place with adequate bedrooms and bathrooms. Casa...
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    About this property
    Located in the heart of the Chianti, this farmhouse is situated on a beautiful and renowned wine estate that offers more than the typical Tuscan experience. Not only are there panoramic views of the rolling hills covered with vineyards and olive groves, but there is also the perk of being able to...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Grill
    • Internet Access
    • Washer
    • Central Heating
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    La Capanna is a beautiful 2 bedroom villa set within a small and perfectly kept Tuscan medieval village and situated atop a hill with stunning views over the Chianti vineyards. The property oozes character and charm, but has been completely renovated to an extremely high standard providing...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    La Corte di Campalli1 / 28
    (3)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • DVD Player
    • Balcony
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2018
    There cannot be a more beautiful place in Tuscany — or anywhere for that matter. This historic property is surrounded by hills and vineyards that one sees in paintings of...
    Reviewed 7 January 2013
    Our children have grown up withing the walls of Corte di Campalli. It is the perfect villa to share with family, freinds, young and old. My 88 year old grandmother even...
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    About this property
    Whether you’re a connoisseur of wine or simply enjoy a glass with dinner, a stay at La Corte di Campalli in Chianti is an unforgettable experience. Located on a large wine estate, the six-bedroom farmhouse was built in the 16th century and restored in 2002. The property offers an up-close look at...
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    Location Information
    50050, Fonterutoli, Castellina In Chianti
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Private Garden
    • Wi-Fi
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely apartment of 85 square meters. Carefully renovated according to the ancient Tuscan traditions. This is one of the two apartments which make up the old barn. Nestled in the heart of Chianti Classico, well studied in details, comfortable and suitable for singles, couples and families with...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set in the heart of the magical Chianti Classico region, this wonderful 6 BD – 5 BA Villa dates back to the 15th century and is strategically located with a short distance from the lively village of Castellina in Chianti. Surrounded by an exceptionally beautiful landscape, the property is perfect...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 13
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Grill
    • Wi-Fi
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely apartment of 40 square meters. Carefully renovated according to the ancient Tuscan traditions. This is one of the two apartments which make up the old barn. Nestled in the heart of Chianti Classico, well studied in details, comfortable and suitable for singles and couples. It is equipped...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Villa Delle Upupe 81 / 48
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Secure Parking
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2017
    We stayed in the villa for 15 days and enjoyed every moment. The house is spacey, comfortable, clean and has a good atmosphereThe garden and pool are phenomenal, the views are...
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    About this property
    RECEPTIVE STRUCTURE. Villa delle Upupe is located approximately 2 km from the borgo of Castellina in Chianti, in the hilly green countryside between Siena and Florence in the heart of Chianti Classico, a beautiful region famous throughout the world for its picture-postcard views and for the...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Characteristic and small group of farmhouses set inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). The 3 structures has been restored and...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Appartamento Salto di gatto1 / 15
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Characteristic and small group of farmhouses made up of 3 units set inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). The 3 structures has...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Hot Tub
    • DVD Player
    • Central Heating
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cottage is a characteristic and welcoming ancient Tuscan country house surrounded by vineyards and olive groves. It sleeps four people (max 5). From the cottage you will enjoy an enchanting view of the Chianti hills and San Gimignano in the distance. It is 97 square meters (1000 square feet)....
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Farmhouse Rental in Tuscany, Castellina Scalo - Rosalia 31 / 33
    (3)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of the Chianti, this farmhouse is situated on a beautiful and renowned wine estate that offers more than the typical Tuscan experience. Not only are there panoramic views of the rolling hills covered with vineyards and olive groves, but there is also the perk of being able to...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Farmhouse Rental in Tuscany, Castellina Scalo - Rosalia 11 / 39
    (2)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of the Chianti, this farmhouse is situated on a beautiful and renowned wine estate that offers more than the typical Tuscan experience. Not only are there panoramic views of the rolling hills covered with vineyards and olive groves, but there is also the perk of being able to...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Characteristic and small group of farmhouses made up of 3 units set inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). The 3 structures has...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Shared Garden
    • Wi-Fi
    • Mountain Views
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the prestigious area of Chianti, the most visited in Tuscany, you will find this charmimg 80 m2 appartment in a lovely hamlet with all the conforts you need in order to truly enjoy your holidays and relax in our swimming pool and tennis court with stunning views. This charming apartement is...
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    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1BR Loft apartment La Bellavista - Chianti1 / 22
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Central Heating
    • Parking
    • Sauna
    • Shared Indoor Pool
    • Internet Access
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 September 2015
    We were made to feel quite at home by Ulrike and her son Fabian. Accommodations was charming rather rustic and with beautiful views over the lovely well tended gardens and pool...
    Reviewed 19 November 2014
    If you have ever wanted to see what rural life in Tuscany is all about, this is the place to go!When we decided to travel to Tuscany, staying on a working farm was on the list...
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    About this property
    http://www.youtube.com/watch?v=NI_Dx2pEEEg ' Bellavista' is located on the 1st floor of 'Casa Acacia', a fantastic house with lots of charm + its own more then 300 years of history It is actually the oldest house of all. More then 65 sqm offer plenty of space for up to 4 persons. Its...
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    ITALY, Castellina In Chianti, Province of Siena
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Villa Patrignone - a beautiful large Tuscany Villa1 / 38
    (26)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Balcony
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Patio
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Nine of us, four children and five adults, just returned from an Italian adventure of a lifetime. The highlight of our trip (agreed by all) was a wonderful week at Podere...
    Reviewed 4 June 2016
    Our family stayed in the main villa for 11 days at the beginning of August. We rented 6 of the 7 bedrooms for our wide-ranging group (a baby, 2 eight-year olds, a teen, 2 in...
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    About this property
    Villa Patrignone has 7 large double bedrooms, each with private bathroom, a cavernous kitchen-dining room with large fireplace, and a lovely living room, with high vaulted ceilings, comfortable sofas and a library. The house was built sometime in the 1500s and still has most of its original...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    6 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stone-built farmhouse (320 m2) situated inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). At guests’ disposal a private swimming pool...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 11
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Patio
    • Private Garden
    • Housekeeping Included
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Characteristic and small group of farmhouses made up of 3 units set inside a large property which covers an area of about 460 hectares near Castellina in Chianti. Peaceful and panoramic position amidst the vineyards and gently rolling hills of Chianti Classico (350 m a.s.l.). The 3 structures has...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Studio, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This large, stone-built farmhouse, dating back to the 16th century, is located on a well-known wine estate near Siena. The estate produces Chianti Classico wines. Ideal for a large family, this six bedroom farmhouse is built around an internal courtyard and is fully equipped with modern amenities...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Central Heating
    • Grill
    • Balcony
    • Terrace
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rather unglamorously, this apartment used to house livestock owned by the tenant farmers. However, the transformation could not be more complete. Two large beautiful arched windows are the main feature of this bright 2-bedroom apartment. A covered entrance leads to a very light and roomy...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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