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Holiday Rentals with Pools in Castellina In Chianti

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    Travellers to Castellina In Chianti are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    131 Matching Rentals in Castellina In ChiantiView all 187 rentals
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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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    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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    Chianti Suite Borgo Quornia1 / 32
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Wi-Fi
    • 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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    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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    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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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    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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    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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    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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    Amenities & Details
    • 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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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    CYPRESSES VILLA with private POOL1 / 24
    (3)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Hot Tub
    • Balcony
    • Porch
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2016
    We greatly enjoyed our stay in Cypresses Villa from start to finish. It was in so many ways a perfect Tuscan experience. The location is lovely, in the countryside just a few...
    Reviewed 14 March 2015
    Cypresses Villa was the perfect house to stay for us, my wife and I had peaceful and relaxing time sitting outside, drinking a wine and reading, while the kids had great time in...
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    About this property
    Cypressess Villa is a unique house, a spacious stone made house surrounded by green and peaceful land, ideal for those who like outdoor activities but suitable for those who like to stay home and cook his meal made with fresh products available in the neighborhood or enjoy sitting outside reading...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Lovely apartment in a small winery1 / 13
    (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 22 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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    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 14 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 10 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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    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 23 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 23 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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    Beautiful villa in Chianti, pool & sunset views1 / 30
    (36)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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 17 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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    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 19 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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    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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    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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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 11
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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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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 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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    Villa Patrignone 7 bedroom Tuscany villa with pool1 / 24
    (2)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Grill
    • Balcony
    • Mountain Views
    • Wi-Fi
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 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 Bedroom Cottage in Castellina in Chianti1 / 30
    (17)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Indoor Pool
    • Central Heating
    • Sauna
    • Patio
    • DVD Player
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2014
    A dear friend and I recently celebrated our 50th birthdays with a trip to Tuscany. Ulrike's lovely property was perfectly situated, comfortable, relaxing, and easy to travel...
    Reviewed 8 September 2014
    We stayed one week in this big house, which is located a bit apart from the other houses and thus even more private. The house was very clean, has a modern kitchen, two modern...
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    About this property
    http://www.youtube.com/watch?v=F8bUHzOUHaY 'Casa Capannina', a small semi-attached cottage , is set slightly aside with its back to the other 3 buildings , which guarantees much privacy. constructed by farmers its original use was as stable for cows . Prove of this gives the typical long...
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    ITALY, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    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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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 5 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • 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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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Parking
    • Grill
    • 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...
    View all property information
    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    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...
    View all property information
    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 4 Bedrooms, 3 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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    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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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 13
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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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    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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • 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 4 Quick View
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    • Washer
    • Grill
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The apartment Virgo is located on the ground floor and consisting of one double bedrooms, two single bedrooms, kitchen, living room with double sleeper-sofa , fully-equipped private garden. Satellite TV. Our apartments which have been restructured according to the style and the culture of the...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Lucia in Chianti is right in the heart of Tuscany, the ideal location for exploring the region and has a beautiful formal Italian garden and a private pool. A whole range of activities can be organized to make your stay extra special.
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    50021, Castellina In Chianti, Province of Siena
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stone-built farmhouse (150 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 - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Farmhouse Rental in Chianti Area of Tuscany - Villa Adelina1 / 46
    (7)Very good
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Grill
    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 - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Terrace
    • Washer
    • Grill
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lyra is a lovely Chianti villa, located on the corner of the main hamlet building. From the pretty terracotta terrace there are wonderful views of the surrounding Tuscan hills covered in vineyards, olive groves and forests. The entrance is up some terracotta steps from the terrace. Inside is an...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2BR /1BA apartment1 / 25
    (7)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Central Heating
    • Parking
    • Shared Indoor Pool
    • Sauna
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2014
    La Tana Had a wonderful 11 day stay at Poderi Val Verde, which is located just outside Castellina in Chianti, following a week in Florence. It’s an historical estate/farm that’s...
    Reviewed 8 September 2014
    We stayed 2 weeks with our two kids (5, 3) in La Tana and enjoyed every single day. The house was very clean and equipped with really everything a family needs. The big terrace...
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    About this property
    http://www.youtube.com/watch?v=gaLYNFaC4og 'La Tana' is located on the groundfloor of 'Casa Acacia', an authentic farmhouse with lots of charm and its own more then 350 years of history .It is actually the oldest house of all. 65 sqm offer plenty of space for 4 persons. Its original use...
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    ITALY, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Grill
    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 3
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stone-built farmhouse (220 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 - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; electricity; linens; towels.Available upon request: baby bed. Available for a fee, if desired:heating (when needed). Refundable security deposit paid cash upon arrival: EUR 150. Casa Sibilla G is an apartment in the...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Cosy 1BR/1 BA suite/ studio1 / 22
    (14)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Sauna
    • Balcony
    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Central Heating
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2015
    We stayed in the efficiency apartment "il Refugio" which was the perfect size for the two of us. We left the windows open every night to breathe the mountain air and...
    Reviewed 3 June 2014
    We rented the "Il Rifugio" apartment in early May, 2014. It exceeded our expectations. The apartment was clean, well equipped and had a lovely terrace where we...
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    About this property
    'Il Rifugio' is a very cosy 1room studio/suite with well equipped kitchenette (2 electric hobs, fridge, toaster, American & Italian coffeemaker, etc. etc,) a smart dining bar, a sitting area with single sofa bed, a romantic alcove-like sleeping area (standard double bed with single mattresses)...
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    ITALY, Castellina In Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Terrace
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    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 - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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