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Holiday Homes in Province of Siena

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    All 4,853 Rentals in Province of Siena
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    Agriturismo Podere San Giusto1 / 10
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Chianti Cashmere Vacation Rentals, Rural Tuscany1 / 40
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Casa Gelsomino, ground floor, 2 bedrooms, private garden and shared pool1 / 64
    (35)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Elegant 2 bedroom apt. in historic Siena residence1 / 18
    (32)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Central Heating
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 June 2018
    Andrea is a generous & thoughtful host, and was always available to answer any questions we had about the surrounding area (so patient!). His home was the perfect place for...
    Reviewed 16 April 2018
    Andrea was the perfect host, the apartment was immaculate and convenient to Siena sites. We could not have chosen a better place for our visit to Siena and Tuscany. When we...
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    About this property
    Historic Residence Palazzo Bichi Ruspoli is situated on the main street, in the heart of Siena. The entrance is from the ancient tower, one of the three buildings wich the palace is composed. The house is on the third floor with elevator and has a stunning view on the city, in particular on the...
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    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Villa La Casella1 / 36
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Wi-Fi
    • Washer
    • Patio
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    La Casella is a lovely, well-maintained villa with two separate, self-contained levels. As we were on our honeymoon, we had the whole villa to ourselves and we chose the upper...
    Reviewed 4 May 2016
    Gosh, I hate to give this secret out as I plan to return and want it to be available!Only a 2.5 hour drive from Vatican City, Roma and nestled only one mile from Cetona...
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    About this property
    Treat yourself to the ideal 2-bedroom home for your dream vacation in Tuscany! La Casella is a luxurious private villa in lush gardens with private pool, outside dining, views and close enough to walk into town. This well furnished villa is set on two levels, and perfectly suited for couples,...
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    53040, Cetona, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    I'l Granario - Lovingly restored stone-built Tuscan barn1 / 50
    (50)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Patio
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2017
    Firstly I must say how helpful Steve the owner was. From questions before the booking to questions about the Sky box when we were there.Can't fault the house and the amenities...
    Reviewed 8 August 2017
    Couldn't fault anything with regards to the booking process,communication with the owner Steve and the property. Very detailed driving directions and information regarding the...
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    About this property
    Podere Torricchi is a small collection of beautifully renovated 16th Century farm buildings converted into houses and apartments. Set on a hill the entire site has stunning views of the rolling Tuscan countryside. I'l Granario' is a house set on two floors, tastefully renovated to retain...
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    FI 50050, San Gimignano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Guesthouse is a renowned former residence of an aristocratic Senese family. a short walk from t the Piazza del Campo and next to the main bus.station (Piazza Gramsci) Our Apartments aim to offer a valid alternative to anyone who wants to live their Senese experience with total independence. We...
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    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    La Piccola Loggia1 / 17
    (14)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Wi-Fi
    • Patio
    • Balcony
    • Central Heating
    • Private Garden
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2015
    If you are looking for the perfect getaway in the heart of Tuscany, then La Piccola Loggia in Torrita di Siena is the place to be. Surrounded by sunflower and corn fields, and...
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    53049, Torrita di Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Attico con altana: incanto e relax tra le bellezze di Siena1 / 22
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    As part of our trip to Tuscany, a group of 4 (2 couples) stayed at Attico con altana in mid June 2018. I chose Attico con altana on the basis of its location right in the heart...
    Reviewed 25 September 2017
    This was a perfect place to stay in Seina. Everything was as described or better. The owner met us at street level upon arrival, so we knew we at the correct address. She...
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    53100, Siena, Province of Siena
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Torre Moreschini1 / 19
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Washer
    • Wi-Fi
    • Private Garden
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2018
    If you are looking to avoid tourists and feel the pace of a small medieval town, this is it! Anna and Andrea are super sweet hosts, willing to help with requests. They are very...
    Reviewed 25 June 2015
    My wife, 7 month old daughter and I stayed here for 3 nights. Andrea and Anna were wonderful hosts, making sure we had everything we needed even to the point of having a high...
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    53049, Torrita di Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Holiday lodging near Pienza P51 / 28
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Wi-Fi
    • Parking
    • Balcony
    • Grill
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 December 2016
    We travelled to this accomodation after several days in Pisa and Florence, and as soon as we arrived, we realised we had made a great choice.The house is very pretty and...
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    About this property
    This lovely country house with pool in Tuscany is located at 1.5km from the beautiful medieval village of Torrita di Siena, in the heart of Val di Chiana, only 15 km from Pienza and Montepulciano, and 48 km from Siena. Situated on a knoll, the 18th-century farmhouse is surrounded by its vineyards...
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    53049, Torrita di Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Restored stone built villa near San Gimignano1 / 19
    (18)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Balcony
    • Washer
    • Patio
    • Central Heating
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2018
    Just spent four days in this lovely old farmhouse, it is one of only a few privately owned villas, totally peaceful and relaxing, we only saw one other person there so had the...
    Reviewed 14 May 2018
    A comfortable home in a beautiful part of the world.Tuscany is really special. The images of hills covered in wheat, vineyards, olive groves, cypress trees and spring flowers...
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    About this property
    Podera collinella is ideally situated in a beautiful rural location with fabulous panoramic 360 degree views. The villa is a newly renovated 16th century converted farmhouse with a light & open feel. It has all 21st century amenities with well equipped bathrooms & kitchen and bespoke locally made...
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    50500, San Gimignano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedroom Stone Cottage Rental in Chianti Countryside1 / 19
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Washer
    • Hot Tub
    • Central Heating
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 November 2017
    What a lovely place to spend a week, the house has everything that you could need. It was clean. To look around day after day was so very pleasant. It is central, with easy day...
    Reviewed 12 July 2017
    Casanuova di Pietrafitta lovely cottage worked very well for us as a base to explore the beautiful Tuscany region. Day after day of exploring nearby villages when we came back...
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    About this property
    Farmhouse in the heart of Chiantishire at 3 kms minutes distance from the historical township of Castellina in Chianti. 23 kms from Siena and 37 kms from Florence. The villa is set at an altitude of 600 meters. We are surrounded by vineyards and oak woods a perfect place to run away from busy city...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Poggio Senese - Pianello mq1101 / 37
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 2015
    Our apartment was clean and very well stocked in the kitchen area, including having a dishwasher. The bedroom was large, airy and very comfortable with stunning views down the...
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    53049, Montefollonico, Torrita di Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    The Beautiful Sun Apartment1 / 24
    (24)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Parking
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2018
    The apartment is beautiful, and well-located. It was clean and nicely appointed for our party of four (two couples). Elias is a wonderful host, introducing us to the area...
    Reviewed 29 June 2017
    The location was easy to find with a supermarket close by. Apartment is large, in good shape and well cleaned. Free parking 150 meters from the house and 3 minutes from the old...
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    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...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa di Geggiano1 / 56
    (9)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Housekeeping Included
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 May 2018
    Great host and guided us through his historical family home. View was breathtaking. Modernized Villa.
    Reviewed 15 May 2017
    We were very lucky to spend 4 nights at Villa di Geggiano with friends. It truly is a special place. If your dream is to be situated in the rolling vineyards and olive groves of...
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    About this property
    One of the original, charming and elegant garden pavilions, situated within the garden of Villa di Geggiano, has recently been renovated into two luxury suites which have now been opened to guests for reservation. The Pavilion has a total capacity of 4 persons but it has been designed to be...
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    53019, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    Rocca dei Monaci1 / 22
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Parking
    • Outdoor Dining Area
    • Internet Access
    • Cable/satellite TV
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53035, Monteriggioni, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa Parva1 / 42
    (28)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2017
    We loved our stay at Casa Parva - authentically medieval, recently restored and decorated to a very high standard, in a quiet and remarkably well-preserved hilltop village...
    Reviewed 14 November 2016
    Although we are frequent visitors to Italy, our Casa Parva stay was our first time in Southern Tuscany. It is hard to anticipate what to expect from a one street town with...
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    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,...
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    53020, Montisi, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    La Casa di Alice - Montalcino1 / 18
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 October 2017
    This home is beautiful, very clean, modern amenities, quiet, spacious yet cozy .... I can go on and on about how wonderful it was. The view from our window was spectacular...
    Reviewed 23 September 2017
    Beautifully decorated home and amazing views of the Tuscan countryside. Castelnuovo dellAbate is about 30 min. drive from Montalcino. Very quiet and peaceful. We did day trips...
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    53024, Castelnuovo dell'Abate, Montalcino
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Independent villa with private pool in Tuscany - 3 bedrooms1 / 46
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Balcony
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2017
    A superb, newly renovated farm house belonging to the owner's family since the 17th century. Whilst preserving its charming character , the house is an extremely comfortable...
    Reviewed 30 June 2017
    This is a gorgeous farmhouse converted lovingly to a residence. Grazia has decorated it in the beautiful simplicity of the Tuscan style. It is located about 30 min from Siena...
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    About this property
    Nice farmhouse and outbuilding dating back to 17th century which have been tastefully restored preserving the ancient charm, beauty and the original architectural features like the beamed ceilings and the terracotta-tiled floors. Located between the Val d'Orcia and the hills of the Sienese Chianti,...
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    53048, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Holiday Apartments near Pienza1 / 22
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Wi-Fi
    • Central Heating
    • Shared Garden
    • Balcony
    • Parking
    • Terrace
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2016
    Travelling with a young family we found everyone incredibly welcoming. Loved the views and the pool. Great sized apartment and a 20 min walk into town despite feeling peaceful...
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    About this property
    This lovely country house with pool in Tuscany is located at 1.5km from the beautiful medieval village of Torrita di Siena, in the heart of Val di Chiana, only 15 km from Pienza and Montepulciano, and 48 km from Siena. Situated on a knoll, the 18th-century farmhouse is surrounded by its vineyards...
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    53049, Torrita di Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Traditional Tuscan-style country house with beautiful pool area, lush gardens and great views, sleeps 41 / 17
    (19)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Central Heating
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2017
    Beautiful Casa, stunning scenery, perfect quiet location but within easy reach of two amazing hilltop towns SAN Gimangino and Volterra. Our first time in Italy and fell in love...
    Reviewed 22 August 2017
    This holiday house and its setting far exceeded our already high expectations. The buildings are down a mile-long track, in the most stunning position imaginable. The gorgeous...
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    About this property
    Casa Florio' is a 2 bedroom apartment (upstairs apartment) incorporated into an ancient farm comprising 12 beautifully renovated stone buildings . Designed in traditional Tuscan country style with chestnut beamed ceilings and terraccota tiled floors. It is light and spacious with doors leading...
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    FIRENZE, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    La Senesina , enchanting apartment near Siena1 / 27
    (8)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 6 July 2017
    How should we even begin? We rented this glorious little two bedroom apartment in a converted 12 century convent for 7 weeks. It was perfect for us. This is somewhat hard to...
    Reviewed 6 June 2017
    As Americans traveling abroad, we have two main criteria when choosing a property:1. Helpfulness, attentiveness of the host2. Quality of the propertyAndrea and Barbara’s...
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    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...
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    53011, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Appartamento il Girasole1 / 12
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Mountain Views
    • Shared Garden
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53040, Radicofani, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Podere Ferranino Townhouses- Alberti1 / 98
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Cable/satellite TV
    • Mountain Views
    • Patio
    • Secure Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2016
    This house was of a very high standard with light rooms, beautiful views and an excellent swimming pool. It was situated within an easy drive of many beautiful towns and...
    Reviewed 30 August 2016
    Patricia made us most welcome and was extremely helpful both with our pre-holiday arrangements and while we were at the apartment.The property was spacious, comfortable and...
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    About this property
    5 Townhouses Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five comfortable townhouse apartments. The apartments vary in size from two bedrooms with one bath to four bedrooms with three baths. Each apartment has the original carriage house doorway enclosed...
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    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Elegant Tuscan Villa with Spa1 / 35
    (8)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    • Central Heating
    • Private Indoor Pool
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 February 2018
    It was a prefect stay for the holidays. An absolutely charming and comfortable Villa close to everything we wanted to see, Thank you to Paul our wonderful host. We truly enjoyed...
    Reviewed 6 April 2017
    For those looking for that perfect, tiny, authentic village in Tuscany, Belfort is your place. If you are looking for a spectacular, unique and luxuriously appointed Italian...
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    About this property
    Set in the heart of Tuscany this spacious, detached, hilltop villa has 180° views from a grand terrace and is close to Siena, the beach and all the other important sights. Enjoy fantastic indoor and outdoor spaces. Every room has a view of Tuscany as it unfolds beneath you. Finely decorated with...
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    Location Information
    53030, Radicondoli, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    Tegline Chianti Tuscan accomodation with pond1 / 70
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Private Garden
    • Secure Parking
    • Washer
    • Grill
    • Balcony
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2018
    We came in a group of 3 and stayed at Tegline for 10 nights in late sepetember 2017. And we had no regrets! our experience was absolutely a satisfactory and memorable one! At...
    Reviewed 3 March 2018
    We were looking for an idyllic and above all a quiet place in Tuscany. And that was what we found!It was really great.Giovanni and Simonetta, our hosts were SO...
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    About this property
    Farmholiday Agriturismo Podere Tegline is of 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...
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    Location Information
    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53017, Radda in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Torre Farmholiday  Tuscan Chianti with pond1 / 79
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Washer
    • Porch
    • Patio
    • Grill
    • Wi-Fi
    • Central Heating
    • Secure Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 February 2018
    We loved our stay on Podere Tegline, a wonderful farm from Roman times in the middle of the Chianti area and taken good care of by the family for many centuries. Our apartment...
    Reviewed 6 February 2018
    Wow! This was an incredible place to stay - full of history and so much love! The house and the surrounding land was absolutely gorgeous!! The hosts, Simonetta and Giovanni...
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    About this property
    Farmholiday Agriturismo Podere Tegline is of 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...
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    Location Information
    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    Poggio Senese- Triano mq.2901 / 56
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2015
    We stayed at Poggio Senese, in the Triano apartment as our base to explore Tuscany and the surrounding area. The apartment is indeed unique, and has all of the comforts required...
    Reviewed 13 September 2014
    This apartment is located in a medieval village, Montefollonico, and the apartment definitely has lots of character! It's completely built of stone and masonry, and the layout...
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    53049, Montefollonico, Torrita di Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 bedroom farmhouse in the picturesque Tuscan hills boasting private pool, terrace and garden, sleeps 61 / 25
    (15)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Balcony
    • Grill
    • Cable/satellite TV
    • Washer
    • Central Heating
    • Children's Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The view from the porch (or anywhere on the property was stunning. The grounds, grapevine arbor, rose garden, lawns, fish pond--everything--was so well cared for. There is a...
    Reviewed 5 November 2017
    Great location - in middle of village - one grocer, two restaurants and a church. So quiet and peaceful.What I liked - pool, veranda (come balcony), sculptures, location (walk...
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    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...
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    Location Information
    50050, San Gimignano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amazing Tuscan holiday apartment in the historical Town centre of Colle di Val d'Elsa, sleeps 41 / 35
    (33)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Terrace
    • Central Heating
    • Washer
    • Private Garden
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2017
    In the old part of Colle this apartment could not be more convenient.Fabulous internal facilities, we were very at home.Would have been too tight for 4 adults, but a...
    Reviewed 9 October 2016
    We stayed at Dietra Le Mura for a week. The two bedrooms apartment, each with its own bathroom, was perfect for our needs. Antonella and her husband were wonderful hosts, and...
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    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....
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    Location Information
    53034, Colle di Val d'Elsa, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Balz Tuscan farmholiday Chianti  with pond1 / 67
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Central Heating
    • Terrace
    • Washer
    • Private Garden
    • Secure Parking
    • Balcony
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 February 2018
    This is a unique, authentic country house in Chianti that is worth experiencing! Simonetta and Giovanni are interesting, warm, sweet and kind and eager to assist in everything...
    Reviewed 30 March 2017
    Tegline is a wonderful place in Tuscany, perfectly equipped and arranged in a charming traditional tuscan style. The casale is consisting of three apartments - they are all...
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    About this property
    Farmholiday Agriturismo Podere Tegline is of 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...
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    Location Information
    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Relax Palazzo Monaci1 / 48
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Balcony
    • Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 November 2016
    yes..It is like a dream coming true. Amazing view, amazing appartment... Really recommended for a gateaway in Tuscany! Really confortable for 6 guest and kitchen well equipped...
    Reviewed 10 September 2016
    We were treated like family and welcomed with a lovely dinner package in case we could not get to to the shops - so thoughtful. The facilities were great and the views to die...
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    Location Information
    53041, Asciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Podere Capannacce  Working Horse farm1 / 12
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Parking
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    L'appartamento nasce dalla ristrutturazione di un ovile al piano terra, ha spesse e antiche mura, cucina attrezzata e luminosa con porta a vetri sul giardino, una zona armadi antistante il bagno, molto curato, un ampio salone con camino e seconda porta sull'esterno e grande camera da letto con...
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    Location Information
    53040, Rapolano Terme, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    La Casina Toscana, central with parking and wi-fi1 / 21
    (56)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Patio
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2018
    We loved the villa and found it to be a picture perfect setting, very close to town, grocery and centrally located to many hill top towns in Tuscany and Umbria. The villa was...
    Reviewed 17 March 2018
    05th March to 14th March 2018 La Casina Toscana is everything you would wish for a stay in the beautiful countrysideof Montepulciano - The house is beautiful-,clean & cozy...
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    About this property
    Placed in the countryside of Montepulciano, near the most important historical towns such as Pienza, Montalcino and Bagno Vignoni, the Casina Toscana is a historical residence of the nineteenth century, which allows guests to enjoy the tranquility and relaxation that this place offers. The Casina...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    antico casale delle more1 / 27
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Parking
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53048, Bettolle, Sinalunga
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Agriturismo Sammonti1 / 34
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Parking
    • Terrace
    • Grill
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 2017
    Our warm and wonderful host was available for anything we needed, yet gave us total privacy. The place was adorable, spacious and comfortable inside. Our towels had been dried...
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    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...
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    Location Information
    53035, Monteriggioni, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Farmhouse near Siena, private pool, brilliant views1 / 50
    (18)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Central Heating
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2017
    We did a lot of research to find this ideal farmhouse and we were not disappointed. The location is peaceful, unspoilt and beautiful. The grounds and pool are well maintained...
    Reviewed 13 October 2015
    I truly enjoyed my stay. Fernando was most helpful and kind. The grounds are beautiful, freshly refilled, heated Jaccuzzi, and beautiful infinity pool with wonderful vies...
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    About this property
    Farmhouse 'I Moraioli' is in Montebenichi in the heart of the Chianti hills. A unique panorama, a breathtaking view over a valley among the most beautiful and unspoilt ones of Tuscany and ... the view goes as far as the south of Crete Senesi with a view of the whole Province of Siena to Monte...
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    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Minnie's Cottage: L'Olivo Gino1 / 52
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Outdoor Dining Area
    • Terrace
    • Balcony
    • Mountain Views
    • Wi-Fi
    • Secure Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 September 2016
    We had a lovely weeks stay in Minnie's Cottage.The cottacge had everything we needed, very homely with the addition of a very friendly, well behaved cat, (Sophia), who stayed...
    Reviewed 12 August 2016
    Delicious hosting, fantastic Place, Nice Village vith two delicious Restaurant walking distant. Strategic location colse to The main attraction of The area
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    About this property
    We are in Sant'Angelo in Colle, a suburb of Montalcino, surrounded by the most beautiful Brunello vineyards. We offer a cosy 2-floor terrace house in typical Tuscan style, with wooden beam ceilings and a colourful, warm ambiance, offering every comfort for up to five guests. Minnie's Cottage was...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Podere Val delle Corti1 / 24
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2015
    My wife and I have vacationed in the Radda area several times over the past decade or so. All of the rentals we had were nice but "The Barn" is far and away our...
    Reviewed 22 October 2014
    Just returned from a delightful one week stay with Lis and Roberto at Val delle Corti. "The Barn" (guest house) is large, well appointed (including a full kitchen), and...
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    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Podere Capanne Rigomagno1 / 26
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • DVD Player
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Part of an old farmhouse set on a hill overlooking the charming medieval village of Rigomagno and a large part of the Chiana Valley. In this area the hills are mostly covered with the silver-green foliage of olive trees, interspersed now and then with a small vineyard or lush oak woods. Old,...
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    Location Information
    52048, Rigomagno, Sinalunga
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Tenuta di Argiano in Montepulciano B&B rooms1 / 18
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the beautiful ancient Villa ( 1812 ) of the of ' Tenuta Argiano in Montepulciano ' estate , we rent some bedrooms in B&B treatment . our guest are treated like part of the family and if request they can join the dinner with the owners. this place is ideal also for guest who want to improve...
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    53045, Montepulciano, Province of Siena
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Apartment with spectacular views: Girasole1 / 28
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Mountain Views
    • Parking
    • Patio
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2014
    Such a lovely location. We loved the gardens, the countryside and the town of Certaldo. The old town is great. Very convenient to get to other places. We did Florence by train...
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    About this property
    Apartment Girasole: 538666 ( Details below ) Price for 2 guests Euro 125,00 per day Price for 4 guests 199,00 per day Girasole is on the first floor of the villa. The apartment comands spectacular views of what amny believe to be the most beautiful part of Tuscany. It has a very large sitting...
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    Location Information
    53037, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Agriturismo Sammonti1 / 31
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Central Heating
    • Private Garden
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2014
    A compact, but suitable villa for two or three. Absolutely stunning scenery, with a fantastic view over the Tuscan countryside towards the sunset. And the property is well...
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    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...
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    Location Information
    50035, Monteriggioni, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    LA VALIANA Luxury Villa Rental (Montepulciano) - HEATED POOL Incl./ FREE WI-FI1 / 88
    (33)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Housekeeping Included
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 May 2018
    We arrived at La Valiana between visits to two beautiful Italian cities, Florence and Venice. It was our time in Tuscany and the plan was to visit area hill towns while staying...
    Reviewed 6 May 2018
    It starts before you actually get to La Valiana, when you communicate with the owner Cecilia with any questions about the area or the visit. The responses come quickly and are...
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    About this property
    LA VALIANA is glad to welcome you in the very heart of Tuscany, right midway among Montepulciano, Cortona and Trasimeno Lake. This elegant villa has been thought as ideal accommodation for independent travellers (max. Occupancy 8) desiring to experience the more authentic Tuscan lifestyle, for a...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Apartment 4071 / 18
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The villa was clean, rustic and as it appeared in the photo's.When we were at the property, the villa next to it was being renovated with work beginning at 9am. This would not...
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    About this property
    Consists of entrance hall, living room, kitchen, 2 double rooms with a double bed, 2 bathroom. For 4 people. Heating. First floor. The apartment is characterized by the typical ceilings made of wooden beams. About 20 years ago our family decided to renovate an old farmhouse, pursuing a dream that...
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    Location Information
    53037, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Minnie's Cottage in Tuscany, casa tua a Montalcino1 / 20
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Parking
    • Wi-Fi
    • Terrace
    • Outdoor Dining Area
    • Washer
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2015
    I bumped into this lovely cottage few months ago while I was searching for a relaxing comfy place right in the heart of Montalcino to spend few days away from everything but...
    Reviewed 22 June 2015
    A charming cottage straight out of a Frederico Fellini movie, in an idyllic setting. It was like having our own Tuscan summer house, complete with the rustic kitchen table, the...
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    Location Information
    53024, Sant'Angelo in Colle, Montalcino
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Poderino, Camporsevoli1 / 24
    (3)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Private Garden
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 December 2017
    A group of friends booked the entire hamlet of Camporsevoli for a women's yoga retreat. All I can say is WOW! This place is magical. My group stayed in il Poderino, which was a...
    Reviewed 7 November 2017
    All that you have read about Tuscany is true! Il Poderino was the perfect base to explore the region. The house, with its fabulous sweeping views, was large and pristine, easily...
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    About this property
    Of about 300 sq/mt (3200 sq/ft), it is the estate’s most recent restoration, where we tried to condense all of the experiences, lessons and tips we have accumulated over the years. It is a scenically located, with breathtaking views all around. It is an independent eight person house, about 1 km...
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    Location Information
    53040, Le Piazze, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    VILLA Le Corolline1 / 60
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Washer
    • Grill
    • Air Conditioning
    • Outdoor Dining Area
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2018
    Great, relaxing retreat! Wished we could have stayed longer than two nights. Roberto is a gracious host. Already planning to make it back here on our next trip to Tuscany.
    Reviewed 7 March 2018
    We will always remember our 3 week stay in Roberto's family farm house. We used it as a base to travel Tuscany and Umbria. Beautiful setting in the family's olive grove in a...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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