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Vacation Rentals in Province of Siena, Italy

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    Travelers to Province of Siena are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 20
    5 of 5 stars (7) Excellent
    Siena
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 16
    5 of 5 stars (17) Excellent
    Siena
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    1 / 24
    5 of 5 stars (16) Excellent
    Montepulciano
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 31
    5 of 5 stars (9) Excellent
    San Giovanni d'Asso
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Outdoor Dining Area
    • Patio
    • Secure Parking
    • Satellite TV
    • Washer
    • Wi-Fi
    • Mountain Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    5 Townhouses Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five duplex 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 with a... View all property information
    Location Information
    53020, San Giovanni d'Asso, Province of Siena
    5 of 5 stars Reviewed July 28, 2015
    I was looking for a place near Montisi where I was scheduled to take some painting classes. But it needed to be near to towns my sister and husband would enjoy also. Patricia and...
    5 of 5 stars Reviewed July 18, 2015
    Our family of three (a married couple and 19-year-old daughter) stayed at the Villa Ferranino townhouses for five days in June during an extended visit to Italy. It was the...
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    1 / 37
    5 of 5 stars (7) Excellent
    San Giovanni d'Asso
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Patio
    • Satellite TV
    • Mountain Views
    • Wi-Fi
    • Washer
    • Secure Parking
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    5 Townhouses Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five duplex 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 with a... View all property information
    Location Information
    53020, San Giovanni d'Asso, Province of Siena
    5 of 5 stars Reviewed August 18, 2015
    We had such a wonderful experience staying here. Patricia, the host, was very welcoming and so helpful, she even sent back to us things we forgot at the townhouse. The location is...
    5 of 5 stars Reviewed August 5, 2015
    We arrived late but were welcomed happily by the owner. The apartment was wonderful, beautifully restored with quality furnishings and a well equipped kitchen. It became a a...
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    1 / 49
    5 of 5 stars (7) Excellent
    Siena
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • Patio
    • Washer
    • Satellite TV
    • Internet Access
    • DVD Player
    • Private Outdoor...
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    Casa Lorenzo is a small indipendent antique house suitable for 5 +1. Patio with small pool (3x6) perfect for children.View on the Tuscan rolling hills while tasting exquisite Italian food and wine.Table and chairs for outside dining,sunbeds and deckchairs to relax in the sun. Located in the middle... View all property information
    Location Information
    53020, Siena, Province of Siena
    5 of 5 stars Reviewed October 12, 2015
    We had a wonderful stay on the Villa. It was conviently located in Tuscany. The town is very tiny, on top of hill overlooking beautiful scenery.. but has a small store, butcher...
    5 of 5 stars Reviewed September 9, 2015
    The location is ideal in Tuscany for exploring the area and La Capanna includes great features including a beautiful setting overlooking the Tuscan hillside. Federica is...
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    1 / 22
    5 of 5 stars (25) Excellent
    Buonconvento
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Patio
    • Wi-Fi
    • Secure Parking
    • Central Heating
    • Washer
    • DVD Player
    • Grill
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Villa Galardini is a spacious 3 bedroom, 2-1/2 bath apartment in a 'casale' or restored farmhouse dating back to the 19th century in the heart of Tuscany. It overlooks fields, vineyards and forests of an unspoiled valley of the Ombrone river with farmhouses, a castle and Montalcino in front.... View all property information
    Location Information
    53022, Buonconvento, Province of Siena
    5 of 5 stars Reviewed November 29, 2015
    Property is peaceful, clean and ideally located for daytrips to the many nearby villages and Sienna. Grocery stores and restaurants conveniently located in nearby Buonconvento...
    5 of 5 stars Reviewed October 31, 2015
    My friends and I couldn't have asked for a better experience during our Tuscan stay than at Claudia's family villa/farmhouse which we rented for a week. Claudia and her mother...
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    1 / 25
    5 of 5 stars (26) Excellent
    Castel San Gimignano
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    • Central Heating
    • Parking
    • Private Yard
    • Shared Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The apartment is located in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive groves and the surrounding... View all property information
    Location Information
    53030, Castel San Gimignano, San Gimignano
    5 of 5 stars Reviewed November 17, 2015
    Carlo could not meet us when we called him but he made sure that his daughter, Victoria, met us (along with her grandmother) to make sure that we knew how to operate everything...
    5 of 5 stars Reviewed November 17, 2015
    Myself and my family stayed here in May and had a lovley time. Very clean with everything we needed. The pool and grounds are just gorgous. (Though the pool was a tad cool in...
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    1 / 26
    5 of 5 stars (27) Excellent
    Montalcino
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Private Outdoor...
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    • Parking
    • Central Heating
    • Outdoor Dining Area
    • Shared Yard
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored and surrounded by beautiful garden-park, 2 km from Montalcino, in a panoramic position with amazing views over the Tuscan hills. The apartment is a part of the old farmhouse, with its own entrance. The apartment can... View all property information
    Location Information
    53024, Montalcino, Province of Siena
    5 of 5 stars Reviewed November 14, 2015
    Everything about our stay at Fonte Aulente exceeded our expectations. Lovely apartment, very comfortable bedroom, and an amazing property. Relaxing on the patio, sipping a glass...
    3 of 5 stars Reviewed November 7, 2015
    Next time we book accommodations other than with a hotel, we will make sure to confirm our arrival time with the owner. We did not hear from Alexandra and assumed that because...
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    1 / 56
    5 of 5 stars (5) Excellent
    Siena
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    • Satellite TV
    • Grill
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Housekeeping...
    • DVD Player
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    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... View all property information
    Location Information
    53019, Siena, Province of Siena
    5 of 5 stars Reviewed July 26, 2015
    My friends and I drove from Lake Como to Tuscany to stay Villa Di Geggiano. We had organised to stay in the 2 bedroom guest house. We arrived late in the afternoon and we were...
    5 of 5 stars Reviewed June 13, 2015
    This villa is beautiful with great people and location. We stayed for our honeymoon and would go back
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    1 / 10
    5 of 5 stars (2) Excellent
    Sovicille
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Central Heating
    • Private Outdoor...
    • Wi-Fi
    • Balcony
    • Grill
    • Parking
    • Satellite TV
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    Location Information
    53018, Sovicille, Province of Siena
    5 of 5 stars Reviewed April 18, 2015
    The apartment is incredibly comfortable with a great combination of modern conveniences and rustic touches. The bedrooms/bathrooms are large and well-appointed while the...
    5 of 5 stars Reviewed June 30, 2014
    Fantastic, charming hosts - suggested day trip itineraries that were well worthwhile, off the tourist routes, provided a much appreciated meal upon our late arrival, even invited...
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    1 / 16
    5 of 5 stars (14) Excellent
    Buonconvento
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Mountain Views
    • Central Heating
    • DVD Player
    • Washer
    • Grill
    • Shared Outdoor Pool...
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Ours is an old farm house, dating from about 1850, which was converted in the early 1990s. It forms part of a Condominium of 8 properties which share mature gardens with an infinity pool and a tennis court. The house has four bedrooms and three bathrooms as well as an open plan arched and vaulted... View all property information
    Location Information
    53022, Buonconvento, Province of Siena
    5 of 5 stars Reviewed 2 weeks ago
    Our group cinsisted of 4 couples. We stayed for 2 weeks. We thoroughly enjoyed the beautiful views of the Tuscan countryside and the pool. The accomodation was very...
    5 of 5 stars Reviewed 3 weeks ago
    This is a gem. The house has been very attractively and comfortably furnished and although the kitchen is quite small there is bags of room in the house and we in fact bbqd and...
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    1 / 64
    5 of 5 stars (6) Excellent
    Pienza
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Patio
    • Satellite TV
    • DVD Player
    • Private Outdoor...
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Poggio ai Gelsi is located in the south of Tuscany between the hills of Val d'Orcia, Siena and halfway between Montepulciano and Pienza. The property enjoys a magnificent view over Montichiello and Pienza. The colours of the nature in this corner of Tuscany are beautiful and change day after day,... View all property information
    Location Information
    53026, Pienza, Province of Siena
    5 of 5 stars Reviewed August 14, 2015
    This is excellent accommodation with a fantastic swimming pool. We travelled as a family with teenage children so having separate accommodation units worked well. The outdoor...
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    1 / 102
    5 of 5 stars (8) Excellent
    Cetona
    10 Bedrooms, 7 Bathrooms, Sleeps 20 | Quick View
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    • Grill
    • Washer
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Central Heating
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Casale Palazzo Bello is located in a splendid panoramic position, in the middle of the country-side, but only 3 km away from the nice medieval centre of Cetona. Thanks to its geographic location, the property offer an enchanting immersion in nature and an extremely relaxing holiday, but it can also... View all property information
    Location Information
    53040, Cetona, Province of Siena
    5 of 5 stars Reviewed June 22, 2015
    We stayed as a large group (around 18 friends and family) and would highly recommend the villa. It is absolutely huge, with all the bedrooms a good size and additional covered...
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    1 / 91
    5 of 5 stars (13) Excellent
    Bettolle
    12 Bedrooms, 8 Bathrooms, Sleeps 34 | Quick View
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    • Patio
    • Air Conditioning
    • Satellite TV
    • Balcony
    • Wi-Fi
    • Grill
    • Hot Tub
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    Casale Cardini's location is just a few hundred metres from the medieval centre of Foiano della Chiana, a splendid village of Etruscan and Roman origins. It lies in the centre of Valdichiana, which is close to the main tourist centres in Tuscany, Umbria and Lazio (Cortona, Lago Trasimeno, Arezzo,... View all property information
    Location Information
    52045, Bettolle, Sinalunga
    4 of 5 stars Reviewed June 25, 2015
    We vacationed in Casale Cardini as a group of 22 family members, ages ranging between 0-75 yrs. We rented the entire villa. Booking and all our questions were answered immediately...
    5 of 5 stars Reviewed August 8, 2014
    A brand new building designed as a typical old fashioned Tuscan way located on a hill. Every detail of interior decor planned. Poolside and premises kept in perfect condition...
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    1 / 22
    5 of 5 stars (3) Excellent
    Siena
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    • Private Outdoor...
    • Private Yard
    • Parking
    • Grill
    • Satellite TV
    • DVD Player
    • Washer
    • Central Heating
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will enjoy a well-aired summer... View all property information
    Location Information
    53018, Siena, Province of Siena
    5 of 5 stars 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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    1 / 102
    5 of 5 stars (23) Excellent
    Montepulciano
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Satellite TV
    • Hot Tub
    • Waterfront
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    About this property
    LA VALIANA is glad to welcome you in the very heart of Tuscany, right midway among Montepulciano, Cortona and Trasimeno Lake. An elegant holidy villa, perfect place to stay for independent travellers - for families or small groups (max. Occupancy 8) - desiring to experience authentic Tuscany... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    5 of 5 stars Reviewed November 8, 2015
    The tranquil setting near the Tuscany / Umbria border is well worth the visit. Our host, Cecilia and her parents were most helpful and made us feel at home. They were responsive...
    4 of 5 stars Reviewed October 17, 2015
    We recently celebrate our 40th Wedding Anniversary in Italy. La Valiana was perfect! Our hosts could not have been more welcoming & helpful. It was our first time to the Tuscan...
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    1 / 41
    5 of 5 stars (7) Excellent
    Montepulciano
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Grill
    • Balcony
    • Terrace
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    • Washer
    • Central Heating
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The main arched entrance leads past a utility room and downstairs bathroom into the open plan kitchen and dining room with dining table for 6 guests. The lounge has two sofa's one of which is a comfortable double sofa bed There is a wood burning stove in the lounge for the winter, but central... View all property information
    Location Information
    SI, Montepulciano, Province of Siena
    4 of 5 stars Reviewed October 31, 2015
    We stayed at this lovely restored farm house for 10 days during the second half of October. It was perfect for two couples, with a spacious living room and kitchen, comfortable...
    5 of 5 stars Reviewed June 16, 2013
    We spent a very happy two weeks here last summer, with our two small children. We visited lots of beautiful Tuscan places, for which Poggio Saragio is well located. The house was...
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    Cetona
    3 Bedrooms, 5 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Three bedroom, 3 1/2 bathroom luxury townhouse Owned by a famous American artist, Via Roma is a magnificent 2500 square, four level villa in the centre of the famous town of Cetona in Siena Tuscany. Decorated in an urban, artsy mix, Via Roma is a unique property that provides visitors with a... View all property information
    Location Information
    53040, Cetona, Province of Siena
    1 / 48
    5 of 5 stars (17) Excellent
    Castel San Gimignano
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Shared Yard
    • Terrace
    • Central Heating
    • Washer
    • Balcony
    • Shared Outdoor Pool...
    • Wi-Fi
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The apartment is placed in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive groves and the surrounding... View all property information
    Location Information
    53030, Castel San Gimignano, San Gimignano
    5 of 5 stars Reviewed January 7, 2016
    Firstly Apologies to Carlo, Emanuela, Anna & Renzo for the terrible delay to the review of our stay at Castel San Gimignano. But since our return from holidays last year life has...
    5 of 5 stars Reviewed November 2, 2015
    The apartment and location were even better than expected. The apartment is very nicely decorated, comfortable and a good size for a family of four. The owners are wonderful...
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    San Giovanni d'Asso
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Washer
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    • Central Heating
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape... View all property information
    Location Information
    53020, San Giovanni d'Asso, Province of Siena
    1 / 43
    5 of 5 stars (14) Excellent
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Yard
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    • Pet-friendly
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    • Child-friendly
    • ?
    • Smoking allowed
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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... View all property information
    Location Information
    53026, Monticchiello, Pienza
    5 of 5 stars Reviewed July 18, 2015
    A beautifully appointed apartment. A short walk into Montichiello. We were joyfully greeted by Flora - who supplied breakfast fruit and pastries which we enjoyed in the garden...
    5 of 5 stars Reviewed June 22, 2015
    Villa poliflora is a perfect place to stay for a week in val d,orca.the apartment has two bedrooms each with en suite and a lovely small garden. It is beautifully frrnished.the...
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    1 / 22
    5 of 5 stars (6) Excellent
    Montepulciano
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Grill
    • Balcony
    • Air Conditioning
    • Terrace
    • Washer
    • Parking
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    Location Information
    53045, Montepulciano, Province of Siena
    5 of 5 stars Reviewed July 14, 2015
    This was a fantastic find! It is much more spacious, and modern than expected.... beautiful and peaceful too! We only stayed two nights but in hindsight we wish we would have...
    4 of 5 stars Reviewed July 11, 2015
    Lovely rural cottage close to the beautiful hilltop town of Montepulciano. Located at the end of track, total peace and quiet with views over olive groves and a lovely garden for...
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    1 / 55
    5 of 5 stars (2) Excellent
    Pienza
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • Satellite TV
    • Washer
    • DVD Player
    • Balcony
    • Grill
    • Central Heating
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Villa I CIPRESSINI è la casa più fotografata della zona, raffigurata da anni su cartoline e calendari proprio perchè rappresenta intatto il fascino della antica casa colonica Toscana. In piena campagna ma a soli 500 mt.dal paese offre grandi spazi esterni; la piscina aperta 15/6-15/9 offre relax... View all property information
    Location Information
    53026, Pienza, Province of Siena
    1 / 33
    5 of 5 stars (5) Excellent
    Monticiano
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
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    • Patio
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    • Pet-friendly
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    Location Information
    53015, Monticiano, Province of Siena
    5 of 5 stars Reviewed July 18, 2012
    I have been at the Podere Leccetro in June 2012 - was looking for a nice and quiet place to write. Must say that it was a good choice, the renovated flat is of an excellent...
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    1 / 17
    5 of 5 stars (2) Excellent
    San Gimignano
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Balcony
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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... View all property information
    Location Information
    50500, San Gimignano, Province of Siena
    5 of 5 stars Reviewed September 26, 2015
    The house had 360 degree views w/ever changing stunning scenes. Perfect location for visiting San Gimignano & Volterra. However, if you need Internet, the wifi rarely worked...
    5 of 5 stars Reviewed May 11, 2015
    The Villa is a lovely place to relax, it is how it is described. The surrounding views are amazing, we even saw the beautiful rolling mist - you do have to be up about 7 for...
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    1 / 56
    5 of 5 stars (9) Excellent
    San Casciano dei Bagni
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
    • Porch
    • Central Heating
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    • Mountain Views
    • Patio
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    • Pet-friendly
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    • x
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    About this property
    Welcome to La Ginestra, a newly renovated cottage nestled inside Tuscany's most romantic landscape, southern Siena Province. It's an exceptional independent house for two, offering privacy, a perfect location, and stellar views. The house is located near San Casciano dei Bagni on a ridge between... View all property information
    Location Information
    53040, San Casciano dei Bagni, Province of Siena
    5 of 5 stars Reviewed August 24, 2014
    My husband and I absolutely loved our stay at this charming home this summer. It is beautifully decorated, extremely comfortable and has magnificent views of the Tuscan...
    5 of 5 stars Reviewed April 27, 2014
    We've just returned from a week at La Ginestra and can't possibly say enough nice things about it. The house is well situated, around halfway between Rome and Florence, and just a...
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    1 / 24
    4.5 of 5 stars (5) Very good
    Siena
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Grill
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    • Pet-friendly
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    • Child-friendly
    • ?
    • x
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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... View all property information
    Location Information
    53018, Siena, Province of Siena
    4 of 5 stars 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...
    5 of 5 stars Reviewed December 11, 2014
    We recently had an extended family holiday in Tuscany. The Villa Amedeo - Leonardo/Tiziano was a wonderful base for us to make our daily trips to Florence, Siena and the wineries...
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    1 / 51
    4.5 of 5 stars (8) Very good
    Gaiole in Chianti
    7 Bedrooms, 7 Bathrooms, Sleeps 18 | Quick View
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    • Ocean Views
    • Sauna
    • Mountain Views
    • Air Conditioning
    • DVD Player
    • Private Indoor Pool
    • Satellite TV
    • Wi-Fi
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    • Pet-friendly
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    • ?
    • x
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    • x
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    About this property
    NEW MANAGEMENT from Summer 2015 Villa Albizi Tuscany life and more….for groups of friends or large families Villa Albizi is normally rented on a villa-only weekly basis and are ideal for those seeking independence and privacy. We have created a formula designed to offer privacy, flexibility and... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    5 of 5 stars Reviewed October 1, 2015
    We have only visited Villa Albizi for one day, did not stay over night in September 2015 because of our tight schedule. We met the owners Ilaria and Thomasso and their friend...
    4 of 5 stars Reviewed September 4, 2015
    We were part of large family group who came here for a 25th Wedding Anniversary, I did not actually stay in the villa but had an apartment within the small lovely hamlet. I did...
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    1 / 24
    5 of 5 stars (9) Excellent
    Montepulciano
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
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    • Mountain Views
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    • Pet-friendly
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    • x
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    About this property
    .The apartment, Into The Sunset, owes its name to the magnificent views of the hills of Val d'Orcia which you can enjoy from its windows. It is located in the center of Montepulciano, via Collazzi 10, only 200 meters from Piazza Grande, the heart of the city, where you can admire splendid... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    5 of 5 stars Reviewed September 7, 2015
    We stayed at into the sunset as our daughter was getting married at Terre di Nanno. It was the perfect choice, the apartment was spotlessly clean and a lot of thought had gone...
    5 of 5 stars Reviewed July 30, 2015
    Amazing property with everything you need - fully equiped kitchen, washing machine, hair dryer, fan etc., etc., - Stunning views from the living room. convenient to restaurants...
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    1 / 29
    5 of 5 stars (1) Excellent
    Montepulciano
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Balcony
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    • Pet-friendly
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    • Child-friendly
    • x
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    Location Information
    53011, Montepulciano, Province of Siena
    5 of 5 stars Reviewed December 9, 2015
    I cannot express how deeply satisfied we were with the villa and support received from Mr Franco. Our expectations were exceed at every turn; from the grounds to the expansive...
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    1 / 18
    5 of 5 stars (7) Excellent
    Poggibonsi
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
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    • Hot Tub
    • Private Outdoor...
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    • Pet-friendly
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    • x
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    • x
    Location Information
    53036, Poggibonsi, Province of Siena
    5 of 5 stars Reviewed November 11, 2015
    We visited Villa Talciona at the end of September probably the best time to enjoy the tuscan's colors.The welcome from Francesco's Family was extremely warm and friendly.They set...
    5 of 5 stars Reviewed August 18, 2015
    Villa Talciona is a very well equipped holiday villa with plenty of space and the added benefit of staying relatively cool. The outside facilities are second to none! A...
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    1 / 49
    5 of 5 stars (1) Excellent
    Siena
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
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    Location Information
    53100, Siena, Province of Siena
    1 / 27
    5 of 5 stars (14) Excellent
    Pancole
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
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    • x
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    Location Information
    53037, Pancole, San Gimignano
    5 of 5 stars Reviewed September 20, 2015
    How can you merely give stars to the most amazing family and comfortable stay my husband and I have ever had the pleasure of experiencing. The Pierantozzis have thought of...
    5 of 5 stars Reviewed April 28, 2015
    Just a wonderful farm and cordial family. Holiday in Villino Del Grillo gave me more than any previous. Apartment is so beautiful and clean, and there I found peace as muchs as I...
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    1 / 28
    5 of 5 stars (5) Excellent
    Siena
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Outdoor Dining Area
    • Central Heating
    • Patio
    • Secure Parking
    • Mountain Views
    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • x
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    • Elder access
    • x
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    About this property
    Private, elegant zen cottage (10 minutes from Siena) in the valley between the villages of Torri and Stigliano. The property is fully renewed and furnished and it includes 4000 square meters of garden and fruit trees. It is accessible from its own private road. Val di Merse is close by and offers... View all property information
    Location Information
    53010, Siena, Province of Siena
    5 of 5 stars Reviewed August 15, 2015
    Fabulous secluded location within easy access of many facilities & the gorgeous Tuscan towns & valleys. Incredibly hot whilst we were there air conditioning would be a great...
    5 of 5 stars Reviewed August 5, 2015
    This is a perfect place to stay if you are looking for space, peace, and privacy in a rural location just outside the small town of Rosia, and about a 15 minute drive from Siena...
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    1 / 34
    4.5 of 5 stars (6) Very good
    Radicondoli
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Wi-Fi
    • Central Heating
    • Grill
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    • Pet-friendly
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    About this property
    CHARMING VILLA IN TUSCANY: VILLA FIORENZANI is immersed in the heart of Tuscany's famous rolling hills close to Siena, Florence, Pisa and Grossetto. You'll find it just a few steps from the gorgeous medieval centre of Radicondoli. Villa Fiorenzani comprises the villa beautifully decorated and... View all property information
    Location Information
    53030, Radicondoli, Province of Siena
    5 of 5 stars Reviewed October 22, 2015
    Following a winding road to the top of a hill we arrived at the villa which is situated on the edge of the Medieval village of Radicondoli. The Villa is within a few minutes walk...
    4 of 5 stars Reviewed September 19, 2015
    The Villa is truly nice, even in September. Ilaria was ready to welcome you on arrival and to say goodbye on check out, and always eager to help us in every situation. The villa...
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    1 / 13
    4.5 of 5 stars (3) Very good
    Siena
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Terrace
    • Wi-Fi
    • Satellite TV
    • Washer
    • Balcony
    • Private Outdoor...
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed July 18, 2015
    Just stayed 3 nights here. Weather was very hot which actually was the only issue as there was no air conditioning in our house. Other than that the facilities were very good...
    5 of 5 stars Reviewed May 28, 2014
    What an AMAZING stay we had at Borgo dei Fondi, we stayed in the La Loggia apartment, and it was absolutely perfect. Quaint, rustic, comfortable and full of character. It was...
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    1 / 21
    5 of 5 stars (39) Excellent
    Montepulciano
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • DVD Player
    • Balcony
    • Satellite TV
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    • Pet-friendly
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    • Child-friendly
    • ?
    • x
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    • ?
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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... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    5 of 5 stars Reviewed January 3, 2016
    We had a very enjoyable stay at Davide's house. It is a truly charming place offering the privacy you need as a family and at the same time the convenience of being close enough...
    5 of 5 stars Reviewed November 19, 2015
    We thoroughly enjoyed our 10 day stay at LaCasinaToscana. The house is immaculately maintaned. The small house three bedroom house had everything we needed, including a nice...
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    1 / 23
    5 of 5 stars (3) Excellent
    Pienza
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Mountain Views
    • Satellite TV
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    • Air Conditioning
    • Hot Tub
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    About this property
    New lower price - one of the nicest flat in Tuscany 5 star standard !! The apartment has its own entrance and occupies the whole 1st and top floors of this classical building next to the ancient city wall. Private parking, large roof terrace (55m2) with great views over the valley and... View all property information
    Location Information
    53027, Pienza, Province of Siena
    5 of 5 stars Reviewed April 13, 2015
    Casa Travertino is a wonderful restoration project. It strikes the perfect balance of having a classic style on the outside, and containing all mod-cons on the inside. The flat...
    5 of 5 stars Reviewed October 21, 2013
    Excellent location in delightful hillside village. Comfortable, well-equipped apartment with lovely rooftop terrace - great for drinking prosecco in the afternoon. Brilliant...
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    1 / 36
    5 of 5 stars (1) Excellent
    Cetona
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
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    • Private Outdoor...
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    • Pet-friendly
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    • ?
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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,... View all property information
    Location Information
    53040, Cetona, Province of Siena
    5 of 5 stars Reviewed October 16, 2015
    My husband and I believe that a year without Italy is a wasted year. We lived in Rome for some time until 2002, and every year since we try to return to bella Toscana. Four...
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    1 / 24
    5 of 5 stars (3) Excellent
    Costalpino
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Balcony
    • Central Heating
    • Mountain Views
    • Porch
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    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    This beautifully renovated rustic villa is only 10 minutes' drive from the heart of Siena. Built in the 1500's, Belvedere (beautiful view) is situated on a remote hilltop with breathtaking views of the Tuscan countryside with vineyards and olive trees in the immediate vicinity. It's near enough for... View all property information
    Location Information
    53100, Costalpino, Siena
    5 of 5 stars Reviewed October 22, 2015
    When you're in Tuscany looking for an authentic experience, yet still wanting comfort and convenience, a restored farmhouse in the country close to a big town is ideal. That's...
    5 of 5 stars Reviewed May 12, 2014
    After a beautifully green, bus ride from Rome, I arrived at my designated stop a few kilometer’s before Siena and waited for my transfer to Belvedere, a magical home at the end of...
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    1 / 35
    5 of 5 stars (41) Excellent
    Siena
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • Hot Tub
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    • Central Heating
    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    UNMISSABLE!!! SPECIAL DEAL - APRIL-MAY 2016 - 25% DISCOUNT JUST RELAX...... YOUR VACATION IN TUSCANY BEGINS NOW!!!! What we want is to make this holiday as pleasant and relaxing as possible, so we want to make available to you our Villa, that for a time, long or short it might be, will be YOUR HOME... View all property information
    Location Information
    53018, Siena, Province of Siena
    5 of 5 stars Reviewed December 1, 2015
    The Best of Tuscany ★ ★ ★ ★ ★ We had a wonderful time at Villa Le Caggia. We were there a week and it was simply heavenly. The Villa itself is delightful. It proved to be a...
    5 of 5 stars Reviewed October 10, 2015
    Quiet, Very quiet, friendly, very friendly, clean, very clean, good food, very good food, but do not forget to taste the atmosphere, relax and enjoy from your tose till your nose...
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    1 / 100
    5 of 5 stars (4) Excellent
    Cetona
    10 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    • Grill
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    • Private Outdoor...
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    • Mountain Views
    • Satellite TV
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    • Pet-friendly
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    • Child-friendly
    • ?
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    • x
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    About this property
    Villa Chieteno, a splendid property of about 500 square metres built on two levels with a tower comprising the third, is located near the attractive medieval village of Cetona, just an hour's drive from important centres such as Florence, Arezzo, Perugia, Assisi and Roma. The property is surrounded... View all property information
    Location Information
    53040, Cetona, Province of Siena
    5 of 5 stars Reviewed June 30, 2015
    We were warmly greeted upon arrival by the property manager, a charming and most helpful young woman who immediately set the tone and made us feel very welcome with her contagious...
    5 of 5 stars Reviewed October 14, 2014
    We spent a week here in September 2014. It was part of a month-long holiday in Italy and this was by far the best part of that month! The villas are 250-year-old buildings...
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    1 / 24
    5 of 5 stars (1) Excellent
    Sinalunga
    5 Bedrooms, 10 Bathrooms, Sleeps 12 | Quick View
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    • Wi-Fi
    • Children's Pool
    • DVD Player
    • Hot Tub
    • Balcony
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    • Pet-friendly
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    • x
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    Location Information
    53048, Sinalunga, Province of Siena
    5 of 5 stars Reviewed August 10, 2014
    We're Italian but since we went here and knew that the most of guests come from foreign countries I would prefer to leave my comments in English as anyone could easily understand...
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    1 / 97
    4.5 of 5 stars (15) Very good
    Montepulciano
    7 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • Child-friendly
    • ?
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    About this property
    The watermill “Il Molinaccio”, near the renaissance town of Montepulciano, was already present in the old maps of the Granduchy of Tuscany . The original building, duly and let me say passionately restored, now reopens as a luxury country house where the guests may spend their time, in absolute... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    5 of 5 stars Reviewed August 16, 2014
    We arrived in three vehicles and were greeted warmly, shown through the house and then left alone to get settled in. We used the chef inspired kitchen each night - except for one...
    5 of 5 stars Reviewed June 13, 2014
    About 7 of us booked a four night stay at Il Molinaccio after reading the positive reviews, and we were not disappointed! Marco was very responsive whenever I had any questions...
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    1 / 24
    5 of 5 stars (2) Excellent
    Radicondoli
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Grill
    • DVD Player
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    • Private Outdoor...
    • Central Heating
    • Satellite TV
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    • Pet-friendly
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    • x
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    Location Information
    53030, Radicondoli, Province of Siena
    5 of 5 stars Reviewed September 30, 2015
    We are still here actually... enjoying wine and FREE Internet :-) Casa di Leo is a real gem in Tuscany. We have found it via Trip Advisor and fell in love in first second... We...
    5 of 5 stars Reviewed May 1, 2014
    What a wonderful tucked away place. Casa di Leo was comfortable and had all that we wanted. We were there when it was a bit cool, so we didn't get to enjoy the amazing pool and...
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    1 / 38
    5 of 5 stars (8) Excellent
    Radda in Chianti
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
    • Mountain Views
    • Outdoor Dining Area
    • Balcony
    • Grill
    • Terrace
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Only 3 km from Radda in Chianti, and midway between Florence and Siena, our 25-acre farm is nestled into the side of a hill at the end of its own 300 meter gated gravel road, and consists of the original 300 year old remodelled stone farmhouse available for year-round rental, a nearby stone hay... View all property information
    Location Information
    53017, Radda in Chianti, Province of Siena
    5 of 5 stars Reviewed 4 weeks ago
    We had such a nice time visiting Chianti Cashmere. We stayed in the big guesthouse with the pool. (It wasn't pool season, but that would be a big draw for another trip.) The goats...
    5 of 5 stars Reviewed 4 weeks ago
    Our visits to La Penisola have taken place each summer for at least 20 years. The house is a simple two story dwelling with 3 bedrooms and 2 full bathrooms. It is comfortable...
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    1 / 20
    5 of 5 stars (1) Excellent
    Montepulciano
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Washer
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    From the great kitchen you can enjoy the amazing view to the valley, and the lakes of Montepulciano and Trasimeno. The apartment can host maximum 4 or 5 people and offers two king size bedrooms, also single beds, in one the rooms, can be arranged if required. The flat is fully equipped, including... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    1 / 19
    5 of 5 stars (1) Excellent
    Siena
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Balcony
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The apartment overlooks the beautiful Piazza del Campo , with a light coming from the three main windows and invades the entire house is unique about every hour of the day . The apartment has just been renovated and furnished with designer pieces and equipped with every comfort . Public transport... View all property information
    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed November 9, 2015
    This is a beautiful (and large) apartment and fabulously furnished. Overlooking the piazza makes it convenient and picturesque. We were very happy indeed and the lady who runs it...
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    1 / 24
    5 of 5 stars (7) Excellent
    Montalcino
    4 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • DVD Player
    • Parking
    • Grill
    • Satellite TV
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    About this property
    One of three unique and charming apartments in a XVI century villa situated in the wonderful senese countryside a few km's from Montalcino, in the natural park of the Val d' Orcia, a precious architectural and natural context. Here you will feel embraced by the fascinating old architecture of the... View all property information
    Location Information
    53024, Montalcino, Province of Siena
    5 of 5 stars Reviewed July 21, 2015
    The villa was everything we imagined a villa in Tuscany would be like. It was charming and spacious; the grounds beautiful - cypresses, lavender and of course the inviting pool...
    5 of 5 stars Reviewed July 19, 2015
    We just got back from a week at Simona and Michael's fabulous villa and I'm already planning another trip! The house itself is absolutely beautiful, exactly what you imagine when...
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