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Vacation Rentals in Province of Siena, Italy

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    1 / 23
    4.5 of 5 stars (4) Very good
    Gaiole in Chianti
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    $136
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    1 / 24
    5 of 5 stars (6) Excellent
    Sarteano
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    $621
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    1 / 80
    5 of 5 stars (5) Excellent
    San Giovanni d'Asso
    8 Bedrooms / 7 Bathrooms / Sleeps 16
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    1 / 31
    5 of 5 stars (3) Excellent
    Pienza
    3 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Dishwasher
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    About this property
    Poggio ai Gelsi is located in the south of Tuscany between the hills of Val d'Orcia, Siena and halfway between Montepulciano and Pienza. The property enjoys a magnificent view over Montichiello and Pienza. The colours of the nature in this corner of Tuscany are beautiful and change day after day,... View all property information
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    53026, Pienza, Province of Siena
    5 of 5 stars Reviewed September 21, 2014
    Wir hatten einen wunderschönen Urlaub auf diesem Landgut. Da wir 10 Personen waren, haben wir die 3 Häuser für uns gebucht und hatten somit die gesamte Anlage zu unserer...
    5 of 5 stars Reviewed September 18, 2014
    Cet été nous voulions visiter la Toscane nous avons donc loué l'appartement Ulivo. Une fois le portail poussé nous sommes tout de suite tombés sous le charme du jardin et de la...
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    1 / 49
    5 of 5 stars (4) Excellent
    Montisi
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    La Grancia Country Resort is a romantic and charming 14th century fortress used as a 'Grancia', a granary for the storage of the produce grown on the property. Perched next to the delightful hilltop village of Montisi, it overlooks the surrounding Tuscany countryside on a hill near Pienza,... View all property information
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    53020, Montisi, Province of Siena
    5 of 5 stars Reviewed September 25, 2013
    we LOVED our time at La Grancia. Montisi is a gorgeous, well-preserved medieval village and Claudia and Augusto were superb hosts. We were luck enough to be the only people...
    5 of 5 stars Reviewed September 18, 2013
    Lovely traditional Tuscan apartment in historic building at top of village of Montisi. A fabulous pool overlooking Tuscan countryside is shared by the 3 apartments but I had it...
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    1 / 24
    Pienza
    6 Bedrooms / 7 Bathrooms / Sleeps 12
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    • Dishwasher
    • Private Indoor Pool
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jun 21 - Jun 27 : Saturday check-out required.; Jun 28 - Jul 04 : Saturday check-out required.; Jul 05 - Jul 11 : Saturday check-out required.; Jul 25 - Aug 01 : Saturday check-in required, Saturday check-out required.; Aug 02 - Aug 08... View all property information
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    53026, Pienza, Province of Siena
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    1 / 24
    5 of 5 stars (1) Excellent
    Poggibonsi
    6 Bedrooms / 7 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
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    • Ping Pong Table
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    • Pets allowed
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    • ?
    • x
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    • x
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    About this property
    Villa Vianci is an old luxury villa dating back to the eighteenth century, located in the heart of Chianti Senese, just 17 Km away from Siena and 45 Km from Florence. It is located in a vantage position on a hill above the old town of Staggia Senese. Recently subjected to a fine renovation and... View all property information
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    53036, Poggibonsi, Province of Siena
    5 of 5 stars Reviewed May 15, 2015
    The villa itself is a couple hundred years old and is in amazing shape. And it's huge! Great place to visit the Siena area of Tuscany! The owners Chiara and Tommaso are very nice...
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    $475
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    1 / 62
    5 of 5 stars (6) Excellent
    Siena
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    I Melograni is a beautiful antique 'casale' with large swimming pool (5x12 sqm),1km far away(walking distance!) from the tiny village of San Giovanni d'Asso in the heart of Siena countryside. 'spending days swimming in the sun,going for walks in the beautiful countryside and evenings with wine by... View all property information
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    53020, Siena, Province of Siena
    5 of 5 stars Reviewed October 8, 2014
    We had a group of 8 (4 couples) and it was perfect. The Villa was actually nicer than the photos - we were very pleasantly surprised. It had everything we needed plus more. The...
    5 of 5 stars Reviewed August 26, 2013
    Tribbio is located about 1km outside a small village (with a shop, bakers, chemist, restaurant, bar) so everything you need is within walking distance if required (take a torch as...
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    1 / 4
    Gaiole in Chianti
    7 Bedrooms / 4 Bathrooms / Sleeps 16
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    • Dishwasher
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    • Private Indoor Pool
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Please note these Check-in Day Requirements for this property: May 09 - May 11 : Saturday check-in required, Monday check-out required.; May 17 - May 18 : Monday check-out required.; May 24 - May 25 : Monday check-out required.; May 31 - Jun 01 : Monday check-out required.; Jun 07 - Jun 08 : Monday... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    1 / 21
    5 of 5 stars (1) Excellent
    Colle di Val d'Elsa
    3 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Dishwasher
    • Fireplace
    • Hot Tub
    • Internet Access
    • Pool Table
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    In the heart of Tuscany, the Antica Canonica is on a country estate surrounded on all sides by beautiful unspoilt countryside. The historical residence, which origins can be traced back to the eleventh Century, has been recently fully restored and has a rich and interesting history. Originally a... View all property information
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    53034, Colle di Val d'Elsa, Province of Siena
    5 of 5 stars Reviewed October 18, 2014
    Beh che dire. Un accoglienza attenta e premurosa. Il proprietario è venuto a prenderci all uscita del autostrada ci ha accompagnato alla villa. Stupenda. Un parco curato...
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    1 / 27
    4.5 of 5 stars (2) Very good
    Buonconvento
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
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    • Satellite TV
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    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    If your looking for an ideal vacation spot to relax and enjoy the magnificently unspoilt Tuscan countryside in the Orcia valley while relaxing with a good book by the pool, or if your prefer making cultural excursions to any of the numerous surrounding hilltowns, the borgo of castelrotto at... View all property information
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    53022, Buonconvento, Province of Siena
    4 of 5 stars Reviewed July 11, 2012
    We were two families sharing the Casanova apartment in the Castelrotto farm house and we loved our stay. The apartment and its furniture was of high quality, the only occasional...
    5 of 5 stars Reviewed August 15, 2011
    We have been going to Tuscany every summer for a while, and are used to renting houses in beautiful properties… We were not expecting to be surprised and overwelmed again by the...
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    1 / 21
    5 of 5 stars (1) Excellent
    Buonconvento
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    If your looking for an ideal vacation spot to relax and enjoy the magnificently unspoilt Tuscan countryside while relaxing with a good book by the pool, or if your prefer making cultural excursions to any of the numerous surrounding hilltowns, Castelnuovo Tancredi is the place for families with... View all property information
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    53022, Buonconvento, Province of Siena
    5 of 5 stars Reviewed September 3, 2014
    We travelled with 3 kids aged under 10. There was plenty of space for them to run about outside and to relax inside the villa which has one bedroom set aside as a play room. The...
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    $985
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    1 / 24
    5 of 5 stars (1) Excellent
    Castellina In Chianti
    7 Bedrooms / 7 Bathrooms / Sleeps 14
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    • Balcony
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    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... View all property information
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    53011 SI, Castellina In Chianti, Province of Siena
    5 of 5 stars Reviewed October 23, 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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    $108
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    1 / 24
    5 of 5 stars (12) Excellent
    Montepulciano
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    This spacious and modern apartment (140sq.mt.) offers a pleasant, shining, fresh and convenient permanence in the core of Tuscany. It has two large bed rooms (25 sq.mt.), two large living rooms whose one with a new and fully equipped kitchen (dish washer machine included). The other living room... View all property information
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    53045, Montepulciano, Province of Siena
    5 of 5 stars Reviewed May 19, 2015
    Starting with Elias' great service of responding to all of our questions, along with his super nice attitude - we enjoyed the appartment's great location, modern facilities, and...
    5 of 5 stars Reviewed April 2, 2015
    We fell in love with the town, the apartment and the people here. The host, his friends & family were most gracious. It made our stay here extra special because of all their care...
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    1 / 18
    Chiusi
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Balcony
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The farmhouse was inhabited by a family of Umbrian farmers whose main occupation was cultivating their land, picking up its hard-earned fruits. The house is now surrounded by a garden with oak-trees, mulberry-trees, laurels, maples and lime-trees On the inside walls, the distemper is mixed with... View all property information
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    06062, Chiusi, Province of Siena
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    1 / 19
    5 of 5 stars (13) Excellent
    Montisi
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Dishwasher
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    A one-bedroom romantic apartment in a charming Medieval village in Tuscany. The village is off the beaten track and yet very close to the world known countryside of Tuscany and its most important art cities and wine districts. Pienza and Montepulciano are only 20 minutes away; Cortona, Siena,... View all property information
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    53020, Montisi, Province of Siena
    5 of 5 stars Reviewed November 15, 2014
    Casa Parva was a lovely an pleasant stay for 2 adults in October, we enjoyed our stay there.It´s charming and just in the heart of this lovely small town with a lot of...
    5 of 5 stars Reviewed September 19, 2014
    Casa Parva is an excellently renovated rental; simple, clean, and gorgeous in its Tuscan style. Antonella's welcome was above and beyond what we expected; warm, helpful, and she...
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    1 / 19
    5 of 5 stars (1) Excellent
    San Casciano dei Bagni
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Balcony
    • Dishwasher
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    • Housekeeping...
    • Mountain Views
    • Private Outdoor...
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    About this property
    San Giacomo is a beautiful country house set in one of the most charming Tuscan landscape. The property is close to the medieval village of SAN CASCIANO DEI BAGNI, known since the Etruscan times for its thermal hot springs. SAN GIACOMO sleeps 8 peple in the main house, and 4 in the guest cottage.... View all property information
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    53040, San Casciano dei Bagni, Province of Siena
    5 of 5 stars Reviewed January 24, 2015
    Great place to stay to truly get away and enjoy the relaxing Tuscany life. The chef at home was fantastic and the local shopping 5-10 minutes away allowed us to cook like chefs...
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    1 / 24
    5 of 5 stars (1) Excellent
    Monteroni d'Arbia
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
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    • Ping Pong Table
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
    • x
    About this property
    A pretty country property, Castello di Formignano nestles in the heart of the prestigious, aristocratic country estate Tenuta Della Selva just on the outskirts of Siena. A country hideaway, Formignano offers total relax, peace and natural beauty in the context of an historical borgo. Just 15... View all property information
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    53100, Monteroni d'Arbia, Province of Siena
    5 of 5 stars Reviewed June 22, 2014
    Luogo ideale per riposare nel silenzio e per godere della tranquillità immersi nella natura. Ci sono stata in varie occasioni ed ogni volta il mio spirito si è ritemprato! Casali...
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    1 / 26
    5 of 5 stars (2) Excellent
    Radda in Chianti
    2 Bedrooms / 2 Bathrooms / Sleeps 3
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    • Balcony
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    • Private Fishing...
    • Safe
    • Washer
    • Water Views
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    We are a family from the Chianti region for many centuries, and always produce Chianti Classico wine and extra virgin olive oil organic. We restored the farmhouse of the 15th century and Giovanni has personally followed all the works to preserve the history of the house. Tegline House is full of... View all property information
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    53017, Radda in Chianti, Province of Siena
    5 of 5 stars Reviewed October 23, 2014
    My husband and I spent 2 nights at Poder Tegline and absolutely loved it! Simonetta and Giovanni made us feel at home, and even taught us all about their olive oil and wine...
    5 of 5 stars Reviewed July 29, 2014
    Our stay at Tegline was perfect in every way...the accommodations were very comfortable, the vistas were magnificent and the area is of course lovely...but what made our stay the...
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    Radicondoli
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Balcony
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    • Hot Tub
    • Private Outdoor...
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    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    The Casale is a very nice private villa, reachable through a dirt road easy to go also with a city car! The villa has a private swimming pool, outdoor BBQ and Jacuzzi, 5 bedrooms and 5 bathrooms (at least 10 people), it also has a big kitchen a big living room with fireplace and two patio one with... View all property information
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    53030, Radicondoli, Province of Siena
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    1 / 45
    5 of 5 stars (4) Excellent
    Siena
    3 Bedrooms / 3 Bathrooms / Sleeps 5
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Casa Lorenzo is a small indipendent antique house suitable for 5 +1. Patio with small pool (3x6) perfect for children.View on the Tuscan rolling hills while tasting exquisite Italian food and wine.Table and chairs for outside dining,sunbeds and deckchairs to relax in the sun. Located in the middle... View all property information
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    53020, Siena, Province of Siena
    5 of 5 stars Reviewed October 27, 2014
    This is an absolutely lovely home in the south of Tuscany. It is perfect for exploring the Montalcino and Montepulciano wine regions. It is about 1+ hr drive to the Chianti...
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    5 of 5 stars (1) Excellent
    Buonconvento
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Housekeeping...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
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    About this property
    This charming and cosy two level recently renovated hay-loft/ farmhouse is perfect for families with children, or couples who want to get away from it all! A perfect get-away from it all immersed in the rolling hills of the Orcia valley where you can discover the Real Tuscany! The upstairs has... View all property information
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    53022, Buonconvento, Province of Siena
    5 of 5 stars Reviewed September 3, 2012
    We rented all three cottages for a group of 17 including small children and adults. We couldn't have asked for a better vacation. The area is beautiful, serene and relaxing...
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    4 of 5 stars (1) Very good
    Cetona
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Fireplace
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Please note these Check-in Day Requirements for this property: May 31 - Jun 06 : Sunday, Monday, Tuesday, Wednesday, Thursday, Friday and Saturday check-out required.; Nov 22 - Nov 28 : Sunday, Monday, Tuesday, Wednesday, Thursday, Friday and Saturday check-out required.; Mar 27 - Apr 02 : Saturday... View all property information
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    53040, Cetona, Province of Siena
    4 of 5 stars Reviewed August 29, 2014
    Posto delizioso, silenzioso con un panorama eccezionale, la notte si sentivano solo i suoni della natura. La proprietaria è particolarmente cortese, ci ha fatto trovare...
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    1 / 29
    5 of 5 stars (3) Excellent
    Monteriggioni
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    “La Senesina” is an enchanting apartment immersed in the exquisitely beautiful Tuscan countryside, just 4 km from Siena, 8 km from Monteriggioni, and approximately 5 km from the raccordo autostradale Siena/Firenze (Siena/Florence highway.) Recently restored apartment situated in an historic 16th... View all property information
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    Location Information
    53035, Monteriggioni, Province of Siena
    5 of 5 stars Reviewed September 14, 2014
    3 of us came here for a short trip in August. We could not have been more impressed with both the apartment and the surrounding area. Incredibly beautiful, wonderful food, such...
    5 of 5 stars Reviewed September 14, 2014
    We spend 6 wonderful days att "Senesina" which is beautifully decorated overpassing our expectations. The ancient convent is nicely rest aired and the Toscan landscape was all...
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    Poggibonsi
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Balcony
    • Dishwasher
    • Private Indoor Pool
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Please note these Check-in Day Requirements for this property: May 25 - May 30 : Monday, Tuesday, Wednesday, Thursday, Friday and Saturday check-out required.; Jul 05 - Jul 11 : Saturday check-out required.; Jul 12 - Jul 18 : Saturday check-out required.; Jul 19 - Jul 25 : Saturday check-out... View all property information
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    53036, Poggibonsi, Province of Siena
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    1 / 7
    4.5 of 5 stars (2) Very good
    Valiano
    2 Bedrooms / 4 Bathrooms / Sleeps 4
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    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This apartment is on the ground floor, it is called 'Melograno', it composed of 2 bathrooms, 2 bedrooms, one kitchen with the dishmachine, the oven, the hob, the fridge+freezer and then there is all kind of staff (microwawe, pans, boilers and so on), there is a tv sat too. Outside you can find... View all property information
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    53045, Valiano, Montepulciano
    5 of 5 stars Reviewed March 23, 2014
    A lovely hidden gem. The location is stunning, the accomodation is exactly as described, the facilities were great. We recieved a warm welcome from the host family, who still...
    4 of 5 stars Reviewed August 19, 2013
    Un plauso ai gestori de "I Fuochi", che con semplicità e familiarità accolgono i loro ospiti. La piccola struttura è dolcemente adagiata sulle incantevoli colline di...
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    5 of 5 stars (1) Excellent
    Monteriggioni
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Balcony
    • Grill
    • Private Outdoor...
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The “borgo Sammonti” was built in the beginning of the 13th century as a fortress in the county of Scorgiano, and it is located near most beautiful and important tuscan cities. The structure is surrounded by woods and it offers many paths for walks and escursions. The beauty of the view guarantees... View all property information
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    53035, Monteriggioni, Province of Siena
    5 of 5 stars Reviewed October 19, 2014
    This is a wonderfull house with very beautiful surroundings, particularly the terrasse and view of the Tuscan landscape and also swimmingpool and outdoor area with olive trees...
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    4 of 5 stars (9) Very good
    Radda in Chianti
    3 Bedrooms / 4 Bathrooms / Sleeps 7
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    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    40% OFF on MAY AND JUNE WEEKS ! Come to enjoy the typical architecture of Tuscany houses! Villa PetrAlexa is an antic, now renovated barn, with natural stone, original beam ceilings and glass doors which offer a pleasing mix in a comfortable, spacious environment spread over two floors with a... View all property information
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    53010, Radda in Chianti, Province of Siena
    5 of 5 stars Reviewed October 19, 2014
    The property itself is wonderfully placed between woods and a vinery in the picturesque Chianti area near Radda. The hospitality we have experienced was outstanding in the mean...
    4 of 5 stars Reviewed August 20, 2014
    We had an excellent 2 week stay here in August 2014. The location is idyllic, located at the end of a unpaved road ( which is very dusty and needs to be driven with care) and is...
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    5 of 5 stars (1) Excellent
    Montepulciano
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Internet Access
    • Sauna
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Small charming flat, old residence of householder's great-grandfather, Notary in Montepulciano. Recently wholly restructured, very quiet, in a very beautiful position: in the centre of town, but facing the walls of the city, in a dominant position. Two nice bedrooms, smartly furnished, both with... View all property information
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    53045, Montepulciano, Province of Siena
    5 of 5 stars Reviewed April 15, 2014
    We stayed at the "Notary's house" for a weekend with two small children (8 and 5). The apartment is conveniently located right in the centre of town. It has been renovated only a...
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    Murlo
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Balcony
    • Private Indoor Pool
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Please note these Check-in Day Requirements for this property: May 23 - May 30 : Saturday check-in required, Saturday check-out required.; Jun 28 - Jul 04 : Saturday check-out required.; Jul 05 - Jul 11 : Saturday check-out required.; Jul 12 - Jul 18 : Saturday check-out required.; Jul 19 - Jul 25... View all property information
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    53010, Murlo, Province of Siena
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    1 / 25
    5 of 5 stars (3) Excellent
    Montepulciano
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The Little Arch of Memory is a cute first floor apartment placed in the core of Montepulciano and at few steps from the main square, the old theater and the old main street, but yet in a parallel and quiet street. This 45 sq.mt. apartment is full of old history and my family's memories... Under... View all property information
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    53045, Montepulciano, Province of Siena
    5 of 5 stars Reviewed May 18, 2015
    Let me start off by saying tonight is our last night and we felt so compelled to write a review that we decided to do it now as not forget exactly how incredible our stay was. We...
    5 of 5 stars Reviewed April 3, 2015
    Thank you for this wonderful stay, next year I will come again and stay longer. Wonderful apartment, great location. Must visit!
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    5 of 5 stars (2) Excellent
    Radda in Chianti
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Balcony
    • Grill
    • Safe
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    We are a family from the Chianti region for many centuries, and always produce Chianti Classico wine and extra virgin olive oil organic. We restored the farmhouse of the 15th century and Giovanni has personally followed all the works to preserve the history of the house. Tegline House is full of... View all property information
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    53017, Radda in Chianti, Province of Siena
    5 of 5 stars Reviewed August 28, 2014
    After an extensive search for places during our first ever holiday in Tuscanny, we "discovered" The Tegline website. Our initial apprehension of making a blind booking vanished...
    5 of 5 stars Reviewed August 3, 2014
    Even before we arrived in Italy, we already knew that our stay at the Podere Tegline was going to be something special, but we had no idea how perfectly matched the farm house was...
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    5 of 5 stars (17) Excellent
    Colle di Val d'Elsa
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Balcony
    • Dishwasher
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    About this property
    The Dietro Le Mura holiday home has been completely renovated and is located in the historical town centre of Colle di Val d'Elsa, a characteristically medieval town steeped in history. The apartment is on the first floor, has its own entrance and possible parking at just a few dozen metres away.... View all property information
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    53034, Colle di Val d'Elsa, Province of Siena
    5 of 5 stars Reviewed October 25, 2014
    We spent a week here while touring Italy. It is a very well equipped, modern, roomy, clean apartment located in a charming town well located for visiting Tuscany. There are...
    5 of 5 stars Reviewed August 19, 2014
    Antonella and George could not have been more welcoming to their wonderful two bedroomed apartment in Colle di Val d'Elsa. Perfectly positioned in the middle of the medievil...
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    4 of 5 stars (1) Very good
    Gaiole in Chianti
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Dishwasher
    • Grill
    • Mountain Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Recently renovated, is located in a scenic hillside location in a picturesque village nestled in the heart of Chianti, strategic point to reach in a short time two beautiful cities such as Siena and Florence. Moreover, you can go trekking in the beautiful trails and nature walks on foot or by... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    4 of 5 stars Reviewed May 21, 2015
    Our stay at Marcello's and Sara's villa was simply wonderful. We weren't able to rent a car in Siena so we were left carless for our 10-day visit. However, Marcello was so kind to...
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    1 / 19
    Pienza
    4 Bedrooms / 4 Bathrooms / Sleeps 9
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    • Dishwasher
    • Fireplace
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Situated in a prominent position overlooking the Val d'Orcia, this villa for rent in Tuscany offers incredible views and is in a peaceful and natural setting. It's within walking distance of Monticchiello, which is home to many shops and restaurants as well as a castle. You'll be able to enjoy the... View all property information
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    NK, Pienza, Province of Siena
    From
    $60
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    5 of 5 stars (2) Excellent
    Radda in Chianti
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveler have booked this property
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    • Balcony
    • Grill
    • Internet Access
    • Private Fishing...
    • Washer
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • ?
    About this property
    We are a family from the Chianti region for many centuries, and always produce organic Chianti Classico wine and extra virgin olive oil. We restored the farmhouse of the 15th century and Giovanni has personally followed all the works to preserve the history of the house. Tegline House is full of... View all property information
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    Location Information
    53017, Radda in Chianti, Province of Siena
    5 of 5 stars Reviewed August 28, 2014
    We stayed in Podere Tegline in August 2014. The very moment we arrived we were greeted with smiles on Simonetta and Giovanni's faces (as well as their kids'). We instantly knew...
    5 of 5 stars Reviewed August 12, 2014
    Si vous cherchez de l'authenticité, voilà une location qui vous ravira ! Logement confortable et rustique, adapté aux familles (nous étions avec notre bébé de 4 mois et notre fils...
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    $98
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    4.5 of 5 stars (3) Very good
    Poggibonsi
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Balcony
    • Ping Pong Table
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Agriturismo VERNIANELLO is a small farm set in the heart of the Chianti hills, surrounded by forests, vineyards and olive groves. Relax , peace and a wonderful panorama view in a pleasant and comfortable homely atmospere will give you the possibility to enjoy your holiday in a REAL TUSCAN... View all property information
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    Location Information
    53036, Poggibonsi, Province of Siena
    4 of 5 stars Reviewed October 26, 2012
    We spent a week in an apartment on this property. The place is very quiet and relaxing and the view is stunning. The apartment has a private patio overlooking a small valley and...
    5 of 5 stars Reviewed November 6, 2011
    We have stayed at this place 8 times. We really enjoy the place, the family, the restaurant and the wine. A small place with a lot of charm. It is our favorite place in Tuscany...
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    4 of 5 stars (3) Very good
    Monteroni d'Arbia
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Balcony
    • Fireplace
    • Grill
    • Pool Table
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Casanova di Lucignano has three apartments - Rosmarino, Lavanda and Maggiorana – all containing a bedroom, bathroom and a living room with an attached kitchen. All apartments also have a fireplace and a color TV; free Wi-fi Internet access is available for guests. The vibrant colours of the hills... View all property information
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    53014, Monteroni d'Arbia, Province of Siena
    4 of 5 stars Reviewed July 24, 2013
    Very good communication before we arrived and Elena was from the beginning very accommodating to us. The first impression compared with the price made us choose this place. And we...
    4 of 5 stars Reviewed August 27, 2012
    The apartment was spacious, comfortable and spotlessly clean. The pool was a lovely surprise, large and pleasant!! We wanted to go to a place where we were kids were unlikely and...
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    5 of 5 stars (1) Excellent
    Radicofani
    1 Bedroom / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    About this property
    The apartment is on the ground level and has a private entrance; there is a private space with a large umbrella, table, chairs and barbecue. Each apartment is located on one of the three sides of the farmhouse, ensuring that guests have complete privacy. Podere Pietreta is a large, old house from... View all property information
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    53040, Radicofani, Province of Siena
    5 of 5 stars Reviewed October 12, 2014
    We spent a lovely week in this spotless and spacious apartment. Rustic charm with all mod cons and a lovely pool to relax by when needed. Radicofani, the local town is 5 mins...
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    5 of 5 stars (12) Excellent
    Bettolle
    12 Bedrooms / 8 Bathrooms / Sleeps 34
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Housekeeping...
    • Mountain Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    About this property
    Casale Cardini's location is just a few hundred metres from the medieval centre of Foiano della Chiana, a splendid village of Etruscan and Roman origins. It lies in the centre of Valdichiana, which is close to the main tourist centres in Tuscany, Umbria and Lazio (Cortona, Lago Trasimeno, Arezzo,... View all property information
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    52045, Bettolle, Sinalunga
    5 of 5 stars Reviewed August 8, 2014
    A brand new building designed as a typical old fashioned Tuscan way located on a hill. Every detail of interior decor planned. Poolside and premises kept in perfect condition...
    4 of 5 stars Reviewed July 22, 2014
    Our organisation reserved the whole house with a half board for a weekend. Breakfast was a bit too sweet for us northerners as we expected salty breakfast, but dinners were...
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    4.5 of 5 stars (3) Very good
    Siena
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    On the ground floor of an old Tuscan stone house built in 1911, in the area of Montagnola, we offer a large apartment of 2260ft², with traditional furniture and fittings, with 3 bedrooms, 8 beds, 2 bathrooms, a large living room with fireplace and a large kitchen. On two sides of the house there is... View all property information
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    53031, Siena, Province of Siena
    4 of 5 stars Reviewed April 4, 2015
    We where looking for a quiet country experience for the first part of our trip to Italy. This apartment meet that requirement. This house is located in a rural farming area but...
    5 of 5 stars Reviewed July 15, 2014
    We went to Tuscany for a wedding and are glad we chose this place to stay. It offered a great starting point to explore the many attractions in the area. The house itself is big...
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    $131
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    5 of 5 stars (1) Excellent
    Asciano
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Fireplace
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Featuring an outdoor pool and a garden with views of the Tuscan countryside, Agriturismo Podernuovo offers rustic-style accommodation outside Asciano. The property produces olive oil and honey and organizes dinner on request. The cottage I MANDORLI was an ancient hayloft, in the years lovingly... View all property information
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    53041, Asciano, Province of Siena
    5 of 5 stars Reviewed August 17, 2014
    If you are looking for a romantic getaway for 2 look no further. This property is set on a hillside overlooking Asciano with Siena in the background. The patio and gardens are...
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    4 of 5 stars (1) Very good
    Siena
    3 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The theme of this apartment (65sqm) is the incomparable main square of Siena, 'Piazza del Campo'. Situated on the 2nd floor of my historical palace (a a splendid aristocratic Villa from the first part of the C17th - just 1.6 km from the ancient walls of Siena), the night area comprises a double... View all property information
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    53100, Siena, Province of Siena
    4 of 5 stars Reviewed September 20, 2014
    Located in historic building of holiday apartments about a mile outside of one of Siena's gates. Run by helpful, hospitable family. Great apartment for family to spread out in...
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    5 of 5 stars (8) Excellent
    Monticchiello
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
    • Fireplace
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Villa PoliFlora is a modern residence in Monticchiello in Val d'Orcia, a Unesco world heritage site. The owners and creators invite you for a relaxing stay, in the triangle among Montalcino, Pienza and Montepulciano. A few kilometers away from Siena and Chianti Classico, best destinations in... View all property information
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    Location Information
    53026, Monticchiello, Pienza
    5 of 5 stars Reviewed May 18, 2015
    Just spent an unbelievable week at the Villa PoliFlora. Our hosts were wonderful, answered all our questions as best they could with our mix of English and Spanish and their...
    5 of 5 stars Reviewed January 12, 2015
    We are so happy that we stopped here on our way to Rome. What a lovely village. We had a very enjoyable stay at Villa Polifora. The property is well furnished and comfortable...
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    Chiusi
    7 Bedrooms / 8 Bathrooms / Sleeps 14
    Overview Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This is a beautiful villa recently restored with an absolutely fascinating panoramic position. Sitting on a flat area of the hill, it is dominated by the beauty of the area surrounding it. The wish of the owner to realize a Tuscan house for holidays has been a great success! By convincing her to... View all property information
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    53011, Chiusi, Province of Siena
    From
    $71
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    5 of 5 stars (1) Excellent
    San Gimignano
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    • Balcony
    • Dryer
    • Fireplace
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    About this property
    Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere. Whether you are lazing by... View all property information
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    Location Information
    50050, San Gimignano, Province of Siena
    5 of 5 stars Reviewed July 22, 2014
    This was a lovely apartment set in beautiful Tuscan countryside. It is situated in the small village of Iano with a well stocked mini-market and two restaurants just across the...
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    $87
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    5 of 5 stars (10) Excellent
    Monteroni d'Arbia
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    Amenities & Details
    • Balcony
    • Fireplace
    • Grill
    • Pool Table
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Casanova di Lucignano has three apartments - Rosmarino, Lavanda and Maggiorana – all containing a bedroom, bathroom and a living room with an attached kitchen. All apartments also have a fireplace and a color TV; free Wi-fi Internet access is available for guests. The vibrant colours of the hills... View all property information
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    Location Information
    53014, Monteroni d'Arbia, Province of Siena
    5 of 5 stars Reviewed August 29, 2014
    This property is made up of only three apartments and so very often we had the whole place to ourselves, brilliant around the pool! Elena emailed a few days before our arrival...
    5 of 5 stars Reviewed August 5, 2014
    We had a super break. Elana couldn't have been more helpful. She has devised three suggested routes around the area, we did all three and they were all excellent, we visited...
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    $65
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    5 of 5 stars (1) Excellent
    Monticiano
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This apartment is in the historical center of a beautiful town near Siena. Its name is Monticiano. It's composed by 2 bedrooms (for 4 gests), 1 bathroom (with a shower box), 1 indipendent kitchen and a great dining room. The apartment is 75 mq. In the centre of this village you can find the Post... View all property information
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    Location Information
    53015, Monticiano, Province of Siena
    5 of 5 stars Reviewed October 21, 2014
    our host and hostess where lovely, the apartment in a wonderful Tuscan town, with a local market and square. Mr Bani provided a local map of Tuscany and helped us make choices...
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    $163
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    5 of 5 stars (44) Excellent
    Castellina In Chianti
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveler have booked this property
    Overview Reviews (44) Make Inquiry
    Amenities & Details
    • Balcony
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Safe
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    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... View all property information
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    5 of 5 stars Reviewed November 10, 2014
    We spent 5 nights at Podere Patrignone after travelling for 3 weeks. It was the perfect place to stop, rest and base ourselves for our Tuscan adventure. Our teenage children...
    5 of 5 stars Reviewed October 8, 2014
    We had a wonderful week staying at Podere Patrigone. We arrived to a beautiful self contained apartment, spotlessly clean and with a surprise supply of fresh baked bread, local...
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    $860
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    5 of 5 stars (3) Excellent
    Cetona
    10 Bedrooms / 9 Bathrooms / Sleeps 20
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Housekeeping...
    • Mountain Views
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Villa Chieteno, a splendid property of about 500 square metres built on two levels with a tower comprising the third, is located near the attractive medieval village of Cetona, just an hour's drive from important centres such as Florence, Arezzo, Perugia, Assisi and Roma. The property is surrounded... View all property information
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    Location Information
    53040, Cetona, Province of Siena
    5 of 5 stars Reviewed October 14, 2014
    We spent a week here in September 2014. It was part of a month-long holiday in Italy and this was by far the best part of that month! The villas are 250-year-old buildings...
    5 of 5 stars Reviewed August 16, 2013
    My husband and I rented this villa for 2 weeks in July 2013; we rented the full property, for up to 20 guests (we had between 11 and 16 each of the two weeks). I had stayed in 6...
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