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    Travelers to Province of Siena are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    1,568 Matching Rentals in Province of SienaView all 3,916 rentals
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    Villa private pool, tennis, relaxing, luxury in Siena, Chianti, Tuscany, Italy1 / 46
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Monache 4 Farmhouse holiday rental with private pool and garden in San Gimignano1 / 21
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Independent villa with private pool in Siena countryside - 3 bedrooms1 / 57
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    3BDR Casale Il Tribbio Il ,view on the Crete ,close to a village1 / 34
    (5)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Yard
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 18, 2019
    The highlight of our stay in Tuscany was this beautiful villa with views over the Crete Senesi and large swimming pool. Each lovely and comfortable bedroom has its own bath...
    Reviewed September 25, 2019
    Everything about our four day stay was perfect. Lorenzo was a gracious host and the villa was spacious and luxurious. The setting and picturesque views were magnificent. The...
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    About this property
    Il Tribbio II is a section of a farmhouse (in Italian :Casale) set within the beautiful Tuscan landscape, in walking distance to the little hilltown of San Giovanni d'Asso (1 km).The landscape in this region of Tuscany is spectacular: the Crete Senesi are the eroded clay hills in the Orcia valley....
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Country chic 3BDR house with pool,view, WiFi, walking to a village1 / 41
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 24, 2017
    A comfortable and well-equipped house in a beautiful setting. The village has several food shops and two restaurants and there are numerous places to visit in the area.
    Reviewed October 22, 2016
    From the time I first corresponded with Federica, I knew this place was special. She was so very helpful. Because we were not arriving until late, she arranged for a cook...
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    About this property
    La Capanna is situated in a very nice small town with all the conveniences, yet the back of the house looks out over the beautiful country landscape of an area known as Le Crete, with beautiful grounds and unbelievable views of the Siena countryside. It is a small indipendent antique house with...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 5
    Borgo dei Fondi - Il Forno ground floor1 / 19
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Yard
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 15, 2019
    We have been to Borgo dei Fondi in July 2019 with our 2 kids (7 / 5 yrs). There we had the ground floor apartment which has a modern kitchen and bathroom, one separeted sleeping...
    Reviewed August 7, 2017
    Quiet, beautiful location, all the amenities you need, we were on a 4 week holiday so the washing machine was a life saver. Each part of the villa/apartment has a separate...
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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Delightful 2 bedroom farmhouse with beautiful private grounds and pool1 / 24
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Children's Pool
    • Cable/satellite TV
    • Air Conditioning
    • Terrace
    • Washer
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 2017
    Just spent a week at Sarteano with my wife and two kids aged 10 and 12. This was our first villa holiday and it was great. The welcome by Bruna and Susana was lovely.I am an...
    Reviewed April 26, 2016
    Our stay was very relaxing and the villa and surrounding countryside was beautiful. Our hosts were very welcoming and accommodating. I would highly recommend this vacation rental.
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    About this property
    The Agriturismo Sferracavalli is the best way to enjoy Italian genuine food, which can be gathered in the back garden, and to feel compleatly plunged in peace and relax among Tuscany nature. Medieval villages complete the perfect Tuscany atmosphere all around, so that who wants to learn about...
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    53047, Sarteano, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Bright, spacious villa with pool near Siena1 / 40
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 12, 2019
    A great spot with good facilities and location. We had a fabulous week and hope that it isn't another 16 years until we are back in Tuscany again. Thoroughly recommend this...
    Reviewed June 26, 2019
    We had a wonderful stay at your location. Not only well situated and beautiful surroundings, but a wonderful, helpful hostess. We are more than gracious for your warm welcome...
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    About this property
    Key points: large apartment (140 m2) in a farmhouse renovated with taste and attention to details. Terrace and independent entrance into the courtyard of the property, large pool with view and garden-park with olive grove. Fully equipped kitchen, comfortable living room, bedrooms with exposed...
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    Location Information
    53100, Siena, Province of Siena
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Terrace
    • Balcony
    • Washer
    • Private Outdoor Pool (Unheated)
    • Private Yard
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Montisi has been restored over the last few years with all the modern facilities within a traditional tuscan villa this makes for a truly unique holiday experience. Located in the scenic Val d'Orcia region which was declared a world heritage site by UNESCO. Three Double Bedrooms and two...
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    Location Information
    53020, Montisi, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    2 Bedrooms Apartment (Ambrosia)1 / 26
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 14, 2018
    Thank you Fabio. The Sienna apartment was superb. The arrival and entry process professional and easy. The location near all Sienna sites,bus & taxi was perfect. All...
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    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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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 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 November 12, 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 July 12, 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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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 Bedrooms Apartment (Belladonna)1 / 29
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 16, 2018
    Excellent location in a quiet neighborhood, but just a short walk to the center of town. Very clean and comfortable at a reasonable price. Instructions were very clear and it...
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    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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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Casanova dei Boschi1 / 29
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 29, 2019
    Impossible to fault this place. Amasing villa, isolated with all the convenience you could possibly want yet perfectly postioned.
    Reviewed August 20, 2019
    Casanova dei Boschi far exceeded our expectations and was the perfect place to serve as home base for our trip to Tuscany. The home is in great condition with plenty of...
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    About this property
    Casanova dei Boschi is located in the heart of Val D'Orcia, the landscape inscribed on Unesco's World Heritage List. The ancient 'Podere', a 1700's farmhouse, has a wonderful view over the hills of Monticchiello and Pienza. The unique Montepulciano is only 5km. Here time stops: the farmhouse is...
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    Location Information
    53011, Montepulciano, Province of Siena
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Elegant three bedroom Tuscan-style apartment to re1 / 24
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Central Heating
    • Grill
    • Parking
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 27, 2017
    Our stay at Villa Amadeo was just about perfect. We were greeted by Chiara, who was lovely and informative. We were lucky to be the only guests in the apartments during our...
    Reviewed July 15, 2015
    Located in the sleepy village of Brenna, initially the villa was difficult to find. A nice Italian lady was there waiting for us but she spoke little English and eventually...
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    About this property
    The antique apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood. A large fireplace in the living This elegant, well-appointed apartment is complete with stylish fitted bathroom and...
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    53018, Siena, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Luxury renovated Tuscan holiday apartment rental i1 / 24
    (1)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Washer
    • Parking
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The antique spaces have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terra cotta, wrought iron, wood. There are six complete and elegant, well-appointed apartments, complete with stylish fitted bathrooms and kitchens. A...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 6 Bedrooms, 3 Bathrooms, Sleeps 14
    Authentic 3 Bedroom Farmhouse1 / 30
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Shared Indoor Pool
    • Washer
    • Patio
    • Balcony
    • Sauna
    • Internet Access
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 20, 2015
    We very much enjoyed our stay at this scenic, conveniently located Tuscan farmhouse. The farm was only a 5 minute drive to Castellina in Chianti, yet felt so secluded and...
    Reviewed May 18, 2015
    Our family of 5 recently spent a week at this villa/farmhouse. We have 3 children in their 20's. We had a fabulous experience and were blown away by how beautiful and peaceful...
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    About this property
    'Casa Acacia' - is an authentic Chianti farm house with overn 300 years of history- Its rustic ambiente is one of '... once upon the time ... leading you back in time. an unusual and rare setting considering that most similar houses are often renovated in an sterile, non-typical way. 130 sqm -...
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    Location Information
    ITALY, Castellina In Chianti, Province of Siena
    Private Room - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Incredible, large Tuscan villa boasts jacuzzi, private outdoor pool, billiard room, tennis court, tripadvisor Certificate of Excellence1 / 57
    (79)Excellent
    12 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
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    • DVD Player
    • Central Heating
    • Mountain Views
    • Wi-Fi
    • Children's Pool
    • Hot Tub
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 28, 2019
    great people, great service, awesome food, beautiful place on so many levels and the families were just in love with the experience. My daughter basically announced, "i need...
    Reviewed November 4, 2018
    I’ve been waiting to write this review until we received our pictures back from our photographer so I can showcase the details of Sonja’s work. We chose Villa Scopotello to have...
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    About this property
    Villa Scopetello is the perfect holiday home for large groups and families who wish to spend their holidays together. (Between September and May it is also possible to rent just a portion of the Villa or even one bedroom) The 1000 square meter large Villa with 12 bedrooms, 8 bathrooms, 2 kitchens,...
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    Location Information
    53048, Sinalunga, Province of Siena
    Rental Home - 12 Bedrooms, 9 Bathrooms, Sleeps 26
    Villa PoliFlora1 / 43
    (27)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Washer
    • Shared Yard
    • Outdoor Dining Area
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 18, 2018
    Poliflora is a comfortable apartment, very cozy and with everything you need. It is located in a good place to visit the entire Orcia Valley. And the best, the hosts. Poli and...
    Reviewed September 17, 2017
    This location is excellent for being in the heart of Tuscany. The accommodations were very nice everything was well kept and clean. We enjoyed using this as our home base...
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    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...
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    Location Information
    53026, Monticchiello, Pienza
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    7 Bedrooms, 8 Bathrooms, Sleeps 13 Quick View
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    • Wi-Fi
    • Washer
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    EXTERNAL DESCRIPTION Villa al Tramonto is a superb villa located near the village of Buonconvento, in the Val d'Orcia area. The property is at the end of an initially surfaced and then dirt road, which stretches for 1.5 km into a 100-metre cypress-lined avenue, leading directly to the entrance....
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    53014, Buonconvento, Province of Siena
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 13
    Tuscan-style apartment in spectacular surroundings, shared outdoor pool, sleeps up to 61 / 25
    (8)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Wi-Fi
    • Parking
    • DVD Player
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 29, 2019
    This is a well-equiped house at an excellent location at one of the most beautiful regions in the heart of Tuscany. Hotspots like San Gimignano and Volterra are less than half...
    Reviewed August 6, 2014
    This place is for relaxing and enjoying the simple life.It has a pool with stunning views. The property is in pristine condition. It is a new construction with the flavor of the...
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    About this property
    Podere Torricchi is in a typical tuscan landscape characterised by hills with olive trees and mediterrenean bush. Podere Torricchi is a group of converted farm buildings. The apartment has been newly restored in a traditional Tuscan style. Gambassi Terme and San Gimignano are only few kilometers...
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    Location Information
    50050, San Gimignano, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Dimora d'epoca nel centro di Montepulciano1 / 12
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Private Yard
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    53045, Montepulciano, Province of Siena
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Molino della Tuoma appartamento 11 / 30
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Yard
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 16, 2019
    The authentic Tuscan experience. Like a fairy tail from our arrival until the departure the host Valeria and herFamily were impecable with every delicious detail that made our...
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    53024, San Quirico d'Orcia, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Hot Tub
    • DVD Player
    • Central Heating
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cottage is a characteristic and welcoming ancient Tuscan country house surrounded by vineyards and olive groves. It sleeps four people (max 5). From the cottage you will enjoy an enchanting view of the Chianti hills and San Gimignano in the distance. It is 97 square meters (1000 square feet)....
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Vrijstaande villa met pizzaoven.1 / 23
    (5)Very good
    5 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Central Heating
    • Grill
    • DVD Player
    • Mountain Views
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 2016
    This house is really something. Conveniently located between Siena, Florence and Pisa I don't think you would find a finer spot in Tuscany. And the place itself: fantastic. You...
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    53011, Castellina In Chianti, Province of Siena
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 4
    2BR /1BA apartment1 / 25
    (7)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Central Heating
    • Parking
    • Shared Indoor Pool
    • Sauna
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 17, 2014
    La Tana Had a wonderful 11 day stay at Poderi Val Verde, which is located just outside Castellina in Chianti, following a week in Florence. It’s an historical estate/farm that’s...
    Reviewed September 7, 2014
    We stayed 2 weeks with our two kids (5, 3) in La Tana and enjoyed every single day. The house was very clean and equipped with really everything a family needs. The big terrace...
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    About this property
    http://www.youtube.com/watch?v=gaLYNFaC4og 'La Tana' is located on the groundfloor of 'Casa Acacia', an authentic farmhouse with lots of charm and its own more then 350 years of history .It is actually the oldest house of all. 65 sqm offer plenty of space for 4 persons. Its original use...
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    Location Information
    ITALY, Castellina In Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Casa del Neri, Camporsevoli1 / 28
    (6)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Central Heating
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 7, 2018
    Welcoming, charming, comfortable location with a great history and friendly owners. I look forward to returning soon.
    Reviewed November 6, 2017
    Casa del Neri was wonderful. We stayed while attending a wedding at Camporsevoli. Between the house and the hamlet we really went away with a taste of Tuscany. The house had...
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    About this property
    Camporsevoli is unique in providing guests with the opportunity to live in a private medieval hamlet in the heart of the Tuscan countryside. It's strategic location, on the border of Umbria and Lazio, and just an hour and a half from both Florence and Rome provides for limitless travel...
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    Location Information
    53040, Cetona, Province of Siena
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 8
    Beautiful  tuscan Villa not far from Siena 14+2pax1 / 52
    (4)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Patio
    • Washer
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 5, 2018
    We booked the whole villa for 3 nights in mid-May. We were a family group of 17 and were very comfortable in the 9 bedrooms in the 3 wings. The villa (built in 1840), is a...
    Reviewed July 8, 2012
    Very comfortable house with the necessary gadgets(dishwasher,2 washing machines,tv,a bathroom for each bedroom,table tennis etc., )very clean.The owners were very gentle people...
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    About this property
    Description Podere incrociati Is a mid 19th century Leopoldian Villa a few KMS from Siena surrounded by gorgeous typical Tuscan countryside. The building has been recently renovated and we have been able to combine 200 years of architecture and the most modern facilities both indoors and aoutoors,...
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    Location Information
    53018, Siena, Province of Siena
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 16
    VILLA Le Corolline1 / 30
    (20)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 October 14, 2019
    Words cannot describe this wonderful villa and it’s hosts Roberto and Florinda. We stayed a week in a little piece of Tuscan heaven. A short walk to Montepulciano and perfect...
    Reviewed August 19, 2019
    We used the villa as our home base and explored the whole “heart of Tuscany” - Montepulciano, Montichiello, Pienza, Montalcino- and more! We tasted the pride of the wines in...
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    53045, Montepulciano, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    La Stalla di San Lazzero, adorable house in Siena1 / 17
    (16)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Grill
    • Washer
    • Shared Yard
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 22, 2018
    3 of us stayed here while visiting Siena and found it to be all that it said it was. It had a lovely fresh airy feel and was situated deep in the countryside but only a short...
    Reviewed September 30, 2018
    This Villa made our stay in Siena absolutely amazing. It had everything we could possibly ask for and is very modern while still having a traditional look to it. The bus stop is...
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    About this property
    The 'Stalla di San Lazzero', adorable country house a few steps from Siena center, is the perfect starting point to discover Tuscany! The house is spacious with high ceilings, large windows, a lovely garden and a beautiful view of the countryside. One large queen sized bedroom and a smaller...
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    Location Information
    53100, Siena, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 3
    Agriturismo Casanova di Lucignano (Lavanda)1 / 19
    (14)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Grill
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Secure Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    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...
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    Location Information
    53014, Monteroni d'Arbia, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Lovely detached cottage with view of San Gimignano1 / 26
    (25)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Secure Parking
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 10, 2018
    Great place, spacious, clean, and comfortable, with idyllic atmosphere and surroundings. And, above all, the great hospitality of the owner family!!!
    Reviewed October 1, 2017
    a real home from home nothing missing. good location good base to visit all of tuscany very family frendly.
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    About this property
    Surrounded by idyllic countryside, this pretty holiday home contains flat-screen TV, free Wi-Fi and a barbeque. Parking is available onsite as is gas central heating. Decorated in a typical country-style using rustic furniture and bright terracotta floors, the airy home contains 2...
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    Location Information
    53037, San Gimignano, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    OUR LAST MINUTE SPECIAL OFFER : - BEST RATES ON MAY! - OVER 30% DISCOUNT ON WEEKLY RATES ALL YEAR!! - OUR RATES ARE PROUNDLY ALL INCLUDED....no extra expenses,no final cleanings, no damage deposit, city tax included, the rate you see it's what you will pay! ALL PROPERTY IS FOR YOUR EXCLUSIVE USE...
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    Location Information
    53018, Siena, Province of Siena
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Tegline Chianti Tuscan accomodation with pond1 / 79
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Private Yard
    • Secure Parking
    • Washer
    • Grill
    • Balcony
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 26, 2018
    All is amazing - quiet and poetic location, attentive Tuscany farmhouse, very nice and friendly owners, delicious oil and wine and other local products. Happy to stay here.
    Reviewed April 1, 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...
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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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Villa Caprera, Siena Farmhouse. Suite Il Tinaio1 / 44
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Internet Access
    • Grill
    • Mountain Views
    • Washer
    • Parking
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 5, 2017
    Stayed for a week while taking a language course near the Duomo in Siena. It was perfect for me since I drove up from Rome, wanted to stay just outside Siena in order to take...
    Reviewed September 24, 2017
    We loved our stay at apartment Il Tinaio. Very beautifully done inside, with quality furnishings. It's situated on a hill overlooking Siena and the views from the garden are...
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    About this property
    Villa Caprera is a beautiful XIX Century Liberty villa close to the Medioeval city of Siena surrounded by olive groves, vineyards and cypress trees. At walking distance there are local shops and Siena is just 3 kms from the Villa. There is horse riding close by and country tracks for cycling and...
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    Location Information
    53100, Siena, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Casanova pool farmhouse (8 guest) in the Borgo Castelrotto (20 guest total)1 / 41
    (7)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Housekeeping Included
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 4, 2018
    We enjoyed the upscale rustic atmosphere of the farmhouse. It was well equipped and perfect for 3 couples. Some of us also participated in the wine harvest, a one of a kind...
    Reviewed September 29, 2017
    This is a wonderful place, very private in the Tuscan countryside with fantastic views. We spent three nights here while attending our daughter's wedding nearby, and we loved...
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    About this property
    Casanova is one of 2 farmhouse in the secret hamlet of Borgo Castelrotto (full rental opportunity as well) part of the Castelnuovo Tancredi Wine Estate. A large living room and kitchen at the ground floor offer guests moments of real peace and tranquility, almost 250 mq of space and special lights....
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    Location Information
    53022, Buonconvento, Province of Siena
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53100, Siena, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Apartment 'L'Aia' at La Casa delle Querce - Montepulciano1 / 38
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
    • Balcony
    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 15, 2018
    We thoroughly enjoyed our stay. The location of the property is breathtaking. It was also a great starting point from which to drive to many different lovely Tuscan towns. The...
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    About this property
    An 18th century country houseset amidst the verdent hills of the route of the Noble Montepulciano wine. Surrounded by a park with swimming pool, “La Casa delle Querce” sits on a hillock between olive groves and vineyards in the sublime simplicity of the Tuscan countryside. The holiday house in...
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    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Ancient villa in Chianti with pool and wonderview1 / 19
    (3)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Central Heating
    • DVD Player
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villa is a characteristic and welcoming ancient Tuscan country house surrounded by vineyards and olive groves. It sleeps six people. From the villa you will enjoy a charming view of the Chianti hills. It is 120 square meters (1290 square feet). It features a shared swimming pool, a private...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Lovely apartment-Podere Bellosguardo Le Grance1 / 11
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Grill
    • Washer
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 13, 2018
    The apartment, the surroundings, the views......everything about the spot is perfect. Set in the vineyards, with distant views of Siena.....pure delight! Thoughtfully appointed...
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    Location Information
    53019, Siena, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Tuscan/Siena Villa 22 pax  Fenced Pool, Hot tub, WiFi,A/C, Outdoorkitchen1 / 49
    (1)Excellent
    11 Bedrooms, 11 Bathrooms, Sleeps 22 Quick View
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    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 24, 2018
    I rented the villa for my daughter's wedding. The villa and grounds were beautiful. All of the guests had their own bedroom and bathroom. There was enough room for everyone...
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    About this property
    Podere incrociati Is a mid 19th century Leopoldian Villa a few KMS from Siena surrounded by gorgeous typical Tuscan countryside. The building has been recently renovated and we have been able to combine 200 years of architecture and the most modern facilities both indoors and aoutoors, where you...
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    Location Information
    53018, Siena, Province of Siena
    Rental Home - 11 Bedrooms, 11 Bathrooms, Sleeps 22
    Stunning Villa with Pool in Siena Countryside1 / 122
    (7)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Children's Pool
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 27, 2014
    What a special place run by two great hosts, Grazia and Oscar. Great location, beautiful characterful villa and also very well equipped. Loved every minute and was very sorry to...
    Reviewed July 16, 2014
    My husband, friends and I couldn't have enjoyed ourselves more while in beautiful Tuscany. Oscar and Grazia, our hosts, were so wonderful and accommodating. Also, the pictures...
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    About this property
    Nice villa 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, the...
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    Location Information
    53048, Sinalunga, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    3BR/3BA apartment on Tuscan Estate in the Chianti1 / 19
    (10)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Patio
    • Wi-Fi
    • Shared Indoor Pool
    • DVD Player
    • Washer
    • Sauna
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 13, 2017
    A lovely setting and very convenient to all major sites. Rustic in places and you need to like animals, great for kids to feed the animals. We enjoyed quiet time with the...
    Reviewed September 9, 2015
    You can be assured of a warm welcome at this high quality self catering apartment. The rooms are excellent, the equipment more than sufficient, and there is a commodious living...
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    About this property
    Enjoy a dream vacation in Tuscany's heart - the 'Chianti Classico' region - The very large 3BR/3BA apartment 'Il Giardino' accommodates up to 9 persons (1 double, 1 x 3 single, 1 x 2 doubles = 1 large, 1 x small) - living-room (with sat TV, stereo, dvd player) with authentic open fireplace....
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 9
    Tuscan Style House Casetta1 / 21
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Private Yard
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2017
    La Casetta was even better than we had imagined. Our host Patrizia, welcomed us with a freshly baked fruit pie, a bottle of her own superb wine, home-made jam, and various other...
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    53040, Cetona, Province of Siena
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Exclusive Tuscan Villa with pool,hot tub,A/C,5 bd, free wi-fi,15 km from Siena1 / 186
    (54)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    I LOVE LOVE LOVE this place, my wife and I invited a bunch of our friends to come stay with us at Le Caggia. We spent most days sight seeing, wine tasting, cheese tasting...
    Reviewed September 27, 2019
    From the first moment of booking to our final farewell, this villa provided the perfect setting for 4 couples to experience both the local culture and the peace and tranquillity...
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    About this property
    OUR LAST MINUTE SPECIAL OFFER : - BEST RATES ON MAY! - OVER 30% DISCOUNT ON WEEKLY RATES ALL YEAR!! - OUR RATES ARE PROUNDLY ALL INCLUDED....no extra expenses,no final cleanings, no damage deposit, city tax included, the rate you see it's what you will pay! ALL PROPERTY IS FOR YOUR EXCLUSIVE USE...
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    Location Information
    53018, Siena, Province of Siena
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 12
    Superb villa with pool 30 minutes from Siena and Montalcino1 / 27
    (5)Very good
    6 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 1, 2018
    We visited Tenuta Il Patriarca in a group of 12, over three families, and it's layout suited us perfectly. It has three distinct areas of accommodation so individuals can have...
    Reviewed July 30, 2018
    Tucked away in the southern region of Tuscany just a short drive South of Montalcino, this beautifully appointed Tuscan Villa was perfect for our party of 3 families of 4. The...
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    About this property
    Noble Villa of the seventeenth century, near the famous Abbey of San Galgano New Villa opened last May 19th 2019 Description: 350sqm of stone-built farmhouse dating back to the 1700s, renovated to perfection and fully furnished (with fine furnishings and paintings), alarm system, video...
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    Location Information
    53024, Montalcino, Province of Siena
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 10
    The VILLA of your dreams: FAMILY GROUPS, KIDS, FRIENDS and PETS - Siena: 12min1 / 40
    (11)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    • Patio
    • Air Conditioning
    • Children's Pool
    • Washer
    • DVD Player
    • Parking
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 29, 2019
    This is truly the Villa of our dreams ! The home is extremely spacious, with all comforts, perfectly clean, all bathrooms and showers work perfectly well, the kitchen is...
    Reviewed July 26, 2018
    We rented a beautiful house with a lot of space. We were a large family but it never felt crowded. All the meals from breakfast to dinner were spent on the nice patio that was...
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    About this property
    The English text is automatically translated by Google Translator in your language. This could cause some imprecisions. This modern 6BR/4BA villa is an enchanted paradise for friends & families with kids (barbeque, trampoline, basketball area, soccer & volleyball/beach tennis nets and table...
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    Location Information
    53035, Monteriggioni, Province of Siena
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 18
    2 Bedroom Cottage in Castellina in Chianti1 / 30
    (17)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Indoor Pool
    • Central Heating
    • Sauna
    • Patio
    • DVD Player
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 26, 2014
    A dear friend and I recently celebrated our 50th birthdays with a trip to Tuscany. Ulrike's lovely property was perfectly situated, comfortable, relaxing, and easy to travel...
    Reviewed September 7, 2014
    We stayed one week in this big house, which is located a bit apart from the other houses and thus even more private. The house was very clean, has a modern kitchen, two modern...
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    About this property
    http://www.youtube.com/watch?v=F8bUHzOUHaY 'Casa Capannina', a small semi-attached cottage , is set slightly aside with its back to the other 3 buildings , which guarantees much privacy. constructed by farmers its original use was as stable for cows . Prove of this gives the typical long...
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    Location Information
    ITALY, Castellina In Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Villa Amedeo - Giotto1 / 22
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
    • Grill
    • Washer
    • Parking
    • Patio
    • Cable/satellite TV
    • Shared Yard
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 24, 2018
    We fell in love with this place. Agostino was very friendly and helpful, we enjoyed the stay in his appartments with full equipped kitchen, nice bathroom and nice seat with a...
    Reviewed February 28, 2015
    This rental is in a really small town called Brenna about 20 minutes south of Siena. The house itself is pretty much at the end of the main road when you drive into the town...
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    About this property
    The antique spaces of the apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood. Giotto is one of six complete and elegant, well-appointed apartments, complete with stylish fitted bathrooms...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Appartamento Giovanna a 100 m dalle mura di San Gimignano1 / 33
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Central Heating
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53037, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Borgo dei Fondi -La Loggia-1 / 20
    (9)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 13, 2019
    I stayed in the upper apartment (La Loggia) of this three-apartment location and loved every minute! I booked for a week, but extended another week and a half. The furnishings...
    Reviewed November 14, 2017
    We stayed here four four nights during our trip to Tuscany. It was the perfect location to visit the nearby towns (including Siena) while enjoying the quiet setting of a...
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    About this property
    Very nice farmhouse of the end of 1700 (already surveyed in the first cadastre of the Granducato of Tuscany in 1812) consists of two apartments with independent entrance and well separated, “La Loggia” and “Il Forno”. Furthermore , the apartment 'Il Forno' is divided on two floors (first floor and...
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    Location Information
    53100, Siena, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    1
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    49° 36°
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    48° 35°
    January
    51° 35°
    February
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    • Local time: 12:10 PM (CET)
    • Exchange rate: 1 Euros = 1.12 U.S. Dollars
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