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Province of Siena Vacation Rentals

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    All 3,733 Rentals in Province of Siena
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    La Proda - apartment La Corte1 / 35
    (12)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    New Casa Titta apt 3 bedrooms , amazing view1 / 14
    (8)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Agriturismo Podere San Giusto1 / 10
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Casa Gelsomino, ground floor, 2 bedrooms, private garden and shared pool1 / 32
    (35)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Central Heating
    • Parking
    • Private Yard
    • Shared Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 19, 2017
    Situated in the heart of Tuscany, this property has exceeded our expectations. Lovely hosts, beautiful house surrounded by astonishing views. A property with a nice history...
    Reviewed September 23, 2016
    We loved our stay at castle San Gimiginano. A great place to relax and also travel around parts of Tuscany . Very clean and comfortable accommodation with great views. We would...
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    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...
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    53030, Castel San Gimignano, San Gimignano
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    VILLA TALCIONA1 / 34
    (19)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Central Heating
    • Parking
    • Washer
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This was our fourth stay and was as fantastic as the first! The views from the Villa are beautiful, the facilities excellent. Francesco and Elena are wonderful hosts, who can...
    Reviewed October 5, 2017
    Villa Talciona is surrounded by the beautiful Tuscan Hills. Surrounded by greenery and blue skies no better place to stay in Poggibonsi. The hosts, Francesco and Elena were...
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    53036, Poggibonsi, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    La Torre di Carlo1 / 21
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 26, 2017
    A wonderful two night in this four story turret style accommodation in the charming village of Monticchiello.
    Reviewed July 4, 2017
    As shown in the photograph, the tower is of mediaeval vintage. It was converted some 20 years ago to provide accommodation over four floors: one (fairly small) room per floor...
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    53026, Monticchiello, Pienza
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
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    La Tinaia, Podere Patrignone - a Tuscan cottage with garden, views and pool1 / 31
    (46)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Patio
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 10, 2017
    Super location centrally located in the Chianti region. Hosts were friendly and provided a custom booklet they filled with very useful information on restaurant recommendations...
    Reviewed September 2, 2015
    We stayed here in 2009 and hardly a day went by that we didn't think about our stay and Verity and Simon and the kids and of course Charlie and Lola and Meow. When we arrived...
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    About this property
    Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of forest, olives and vines, with uninterrupted 360...
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    53011, Castellina In Chianti, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Casina Pieve in Piano ( Casina PiP)1 / 18
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Housekeeping Included
    • Grill
    • Washer
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 10, 2016
    We normally chose rental properties in the countryside but made a change this time and were so pleased we did. Colle Val D'Elsa is an amazing place and so is Casina P...
    Reviewed March 5, 2016
    I went there with my boyfriend, it's a lovely apartment in a really beautiful and magic town. We stayed there for a couple of days, it's really cosy and has all that you could...
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    About this property
    A quiet and bright flat with big terrace in a strategic location to reach easily the most famous Art Cities in Tuscany. Perfect place for travellers which are looking for the warmth of a real home. With lift. Free Wifi 24hours no limits. Notice: according to Italian law regulations you are...
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    53034, Colle di Val d'Elsa, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Casa del Giardino1 / 42
    (14)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    • Parking
    • Housekeeping Included
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 11, 2017
    As others have mentioned, this superb property is located very close to the central piazza in San Gimignano, but is nevertheless a haven of peace, quiet and tranquility with its...
    Reviewed June 18, 2017
    Perfect retreat, beautiful garden and very comfy accommodation. the air conditioning in the bedroom was much appreciated, it was very hot! the location was fab, just round the...
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    About this property
    'Garden house' ......a flowering oasis inside the medieval walls .. The owners Mario and Donella would like to offer you an unforgettable holiday in San Gimignano. The accommodation This unique and luxurious apartment is situated on the ground floor of a medieval building in the historic center...
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    53037, San Gimignano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Casa Verbena, 3 bedrooms apartment, first floor, terrace1 / 43
    (24)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Yard
    • Terrace
    • Central Heating
    • Washer
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 1, 2017
    We were staying for 2 weeks (2 adults, 1 kid 7 yeas) at this place. It was an absolute pleasure.Great and clean apartments, great pool and lovely and very friendly hosts.A...
    Reviewed June 28, 2017
    We couldn't have asked for a better vacation location. The breath-taking views were only matched by the hospitality of the owners and their parents. Our apartment was furnished...
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    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...
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    Location Information
    53030, Castel San Gimignano, San Gimignano
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Appartamento La Signoria 1212 in Monteriggioni1 / 19
    (22)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 10, 2016
    we decided to stay here to visit Sienne. What a great choice: the owner was marvelous. She was helpful, enthusiastic and her breakfast were really good! We had a huge bathroom...
    Reviewed July 8, 2016
    The B&B is very nice and well decorated. I had the back bedroom with the large bathroom. I used Booking and before arriving in Italy, sent an email confirming parking since it...
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    53035, Monteriggioni, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Lovely detached cottage with view of San Gimignano1 / 26
    (22)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Secure Parking
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 1, 2017
    a real home from home nothing missing. good location good base to visit all of tuscany very family frendly.
    Reviewed November 9, 2016
    It was verry lovely place and the family was great. We want to recomed this house for everyone who want to be on the country side quite near Rome.
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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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    53037, San Gimignano, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Luxury Tuscan Villa in Montepulciano - HEATED POOL / FREE WI-FI1 / 98
    (31)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Waterfront
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 27, 2017
    La Valiana is a gorgeous villa with magnificent views of the Tuscan skyline.One can visit many closeby beautiful towns like Pienza, Montepulciano, and othersBut make sure you...
    Reviewed October 14, 2016
    We just returned from our third visit to La Valiana and look forward to going back again. Before our first stay at La Valiana, I researched many villas in Tuscany. I was drawn...
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    About this property
    LA VALIANA is glad to welcome you in the very heart of Tuscany, right midway among Montepulciano, Cortona and Trasimeno Lake. An elegant holidy villa, perfect place to stay for independent travellers - for families or small groups (max. Occupancy 8) - desiring to experience authentic Tuscany...
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    53045, Montepulciano, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Rocca dei Monaci1 / 11
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Parking
    • Outdoor Dining Area
    • Internet Access
    • Cable/satellite TV
    • Private Yard
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53035, Monteriggioni, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Pure 5 star Luxury in Tuscany-Jacuzzi-AC-wifi-S1 / 23
    (7)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 2, 2017
    Fantastic base for a group of photographers. It was great to chill out on the terrace after early starts . Everyone had there own space and we never felt crowded
    Reviewed March 25, 2017
    This was a wonderful apartment. Very well appointed and comfortable. Beautiful terrace with stunning views of Southern Tuscany. Well equipped kitchen. Very walkable to town...
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    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...
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    53027, Pienza, Province of Siena
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    CASA DEL 300 IN BORGO MEDIOEVALE1 / 37
    (5)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Grill
    • Outdoor Dining Area
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
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    53040, Rigomagno, Sinalunga
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Appartamenti Tinacci - Casa Giovanna1 / 10
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Central Heating
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    Pet friendly
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    Smoking allowed
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    53037, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Beautiful villa in Chianti, pool & sunset views1 / 30
    (36)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Grill
    • Secure Parking
    • Internet Access
    • Mountain Views
    • Patio
    • Balcony
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2017
    We stayed in the Il Caminetto flat for 6 nights mid-July with our two boys ages 3 and 6. We specifically chose Podere Patrignone because we thought it would be very family...
    Reviewed September 16, 2014
    We adored our stay in Le Stalle, a two-bedroom apartment in the main building. We travelled with three boys (14, 12 and 6) and all of us loved every minute of our stay. Our...
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    About this property
    Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of forest, olives and vines, with uninterrupted 360...
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    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    LUXURY APARTMENT WITH PRIVATE GARDEN & VIEWS1 / 24
    (38)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • DVD Player
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 5, 2017
    Loved, loved this classy apartment. John and Tracy (the owners) keep it stocked with everything you could possibly need to really enjoy being at home away from home, including...
    Reviewed September 6, 2017
    We stayed at John and Tracy's for a week at the end of August/beginning of September, and had such a relaxing holiday. The apartment itself was immaculate and had everything you...
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    About this property
    Ideal for couples looking for a relaxing romantic holiday, we provide everything you need in our fully equipped and tastefully decorated apartment, see our reviews. FREE WI-FI Walking distance to local restaurants. The large private garden for your exclusive use overlooks the village of Gaiole in...
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    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Chianti Cashmere Vacation Rentals, Rural Tuscany1 / 40
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Mountain Views
    • Balcony
    • Grill
    • Patio
    • Outdoor Dining Area
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 18, 2017
    I stayed in the cute, cozy apt that ajoins the main house. Not the big house rental with the pool. It's lovely. The bedroom is a loft space. For those of us who are vertically...
    Reviewed October 2, 2016
    Stayed a week in September 2016. It was fantastic, everything abou it was as described in the description., we were able to bottle feed Jellybean, pet the very friendly guard...
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    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...
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    53017, Radda in Chianti, Province of Siena
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casa San Piero Rental in Chianti1 / 31
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Patio
    • Housekeeping Included
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 29, 2016
    We are very grateful to the owners.They advised us the best places in the Chiantishire.Great location at a reasonable price.Andrew WilliamAmsterdam
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    53019, Pianella, Castelnuovo Berardenga
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Casa Parva1 / 42
    (27)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • DVD Player
    • Wi-Fi
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 17, 2017
    We loved our stay at Casa Parva - authentically medieval, recently restored and decorated to a very high standard, in a quiet and remarkably well-preserved hilltop village...
    Reviewed November 13, 2016
    Although we are frequent visitors to Italy, our Casa Parva stay was our first time in Southern Tuscany. It is hard to anticipate what to expect from a one street town with...
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    About this property
    A one-bedroom romantic apartment in a charming Medieval village in Tuscany. The village is off the beaten track and yet very close to the world known countryside of Tuscany and its most important art cities and wine districts. Pienza and Montepulciano are only 20 minutes away; Cortona, Siena,...
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    53020, Montisi, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Attico con altana: incanto e relax tra le bellezze di Siena1 / 22
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 24, 2017
    This was a perfect place to stay in Seina. Everything was as described or better. The owner met us at street level upon arrival, so we knew we at the correct address. She...
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    53100, Siena, Province of Siena
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 bedroom farmhouse in the picturesque Tuscan hills boasting private pool, terrace and garden, sleeps 61 / 18
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Balcony
    • Grill
    • Cable/satellite TV
    • Washer
    • Central Heating
    • Children's Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Great location - in middle of village - one grocer, two restaurants and a church. So quiet and peaceful.What I liked - pool, veranda (come balcony), sculptures, location (walk...
    Reviewed October 17, 2017
    This villa in the small Tuscan hamlet of Iano, was perfectly located for our day trips to all the towns we wanted to see. Pisa, Lucca, San Gimignano,Siena, and others are all...
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    About this property
    Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere. Whether you are lazing by...
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    Location Information
    50050, San Gimignano, Province of Siena
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amazing Tuscan holiday apartment in the historical Town centre of Colle di Val d'Elsa, sleeps 41 / 20
    (33)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Terrace
    • Central Heating
    • Washer
    • Private Yard
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 24, 2017
    In the old part of Colle this apartment could not be more convenient.Fabulous internal facilities, we were very at home.Would have been too tight for 4 adults, but a...
    Reviewed October 8, 2016
    We stayed at Dietra Le Mura for a week. The two bedrooms apartment, each with its own bathroom, was perfect for our needs. Antonella and her husband were wonderful hosts, and...
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    About this property
    The Dietro Le Mura holiday home has been completely renovated and is located in the historical town centre of Colle di Val d'Elsa, a characteristically medieval town steeped in history. The apartment is on the first floor, has its own entrance and possible parking at just a few dozen metres away....
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    Location Information
    53034, Colle di Val d'Elsa, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa Lorenzo: Charming Tuscan house,pool, AC,WiFi1 / 39
    (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
    Casa Lorenzo is a small indipendent antique house suitable for 5 +1. 'what a beautiful charming house you have;we expecially enjoyed the view from the pool ;unparalleded beauty! San Giovanni is a wonderful little town..although we enjoyed all of our day excursion to Montalcino,Montepulciano etc. we...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    Charming Tuscan villa with pool, Montalcino, Siena1 / 24
    (7)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Parking
    • Grill
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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...
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    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...
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    Location Information
    53024, Montalcino, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    CASALE ROSANNA1 / 21
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Beautiful place in a lovely setting , just the right distance from San Gimignano for a good hike, or to veiw it's iconic towers from afar . Sadly they had closed the pool , as...
    Reviewed October 18, 2016
    Perfect location for visiting all of Southeast Tuscany. Lovely and welcoming hosts (no English spoken but you're in Italy so talk with your hands!). Stunning panoramic views of...
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    Location Information
    53037, San Gimignano, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Pretty self catering apartment / private terrace:1 / 18
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Shared Yard
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 27, 2013
    We stayed a week at this beautiful villa in the Tuscan countryside. La Fonte met all our expectations and was ideally located for day trips to Florence, Pisa, Lucca, Siena, the...
    Reviewed September 6, 2013
    We stayed for a week at La Fonte and it was everything we imagined it would be - dream location, away from it all, but near enough to amenities. All local sights are charming...
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    About this property
    Apartment Gelsomino / La Fonte 519595 ( Details below ) Gelsomino: This bright, two roomed apartment has a private terrace which runs the length of the apartment which also has beautiful, origianl brick vaulted ceilings. One end of the terrace overlooks the garden, the other overlooks the...
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    Location Information
    53037, San Gimignano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Stunning Villa in Siena with exclusive spa1 / 24
    (4)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Sauna
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 3, 2017
    The house absolutely exceeded our expectations. Extremely charming and clean home in a great location. We were an extended family of 8 ages ranging from 10 to 80 and everybody...
    Reviewed May 25, 2017
    If you are looking for peace and beauty, and the feel of home, this is your spot! You could not find a warmer more helpful host than Marco. He is delightful. The home is so...
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    About this property
    This beautiful villa in Siena with private Spa-Wellness Center room is situated on the hills with a breathtaking view over the vineyards up to Siena. An ideal accommodation for all those seeking peace and quiet but also a perfect point of departure for visiting the beautiful attractions of the...
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    Location Information
    53100, Siena, Province of Siena
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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    I'l Granario - Lovingly restored stone-built Tuscan barn1 / 25
    (50)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Patio
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 4, 2017
    Firstly I must say how helpful Steve the owner was. From questions before the booking to questions about the Sky box when we were there.Can't fault the house and the amenities...
    Reviewed August 7, 2017
    Couldn't fault anything with regards to the booking process,communication with the owner Steve and the property. Very detailed driving directions and information regarding the...
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    About this property
    Podere Torricchi is a small collection of beautifully renovated 16th Century farm buildings converted into houses and apartments. Set on a hill the entire site has stunning views of the rolling Tuscan countryside. I'l Granario' is a house set on two floors, tastefully renovated to retain...
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    Location Information
    FI 50050, San Gimignano, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    La Casina di Anna1 / 15
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Parking
    • Porch
    • Washer
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 2016
    Great place and residence surrounded by the beautiful nature! The owner - Elda, took care of every request we did have so we could enjoy the beauty of Toscana in the heart of it...
    Reviewed September 30, 2015
    Elda, the owner of this lovely quaint apartment certainly understands customer service. She cares very much for her property and the guests that use it. She has put such special...
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    Location Information
    53036, Poggibonsi, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Tegline Chianti Tuscan accomodation with pond1 / 37
    (4)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 March 27, 2017
    Location is wonderful: vineyards and olive trees at the midpoint between Siena and Firenze. A bit difficult drive from the main road towards the house (800 m of a country road...
    Reviewed June 17, 2015
    We have been traveling to the Chianti in Tuscany area for many years and were so very pleased with Podere Tegline! The apartment is wonderful. Beautifully equipped and...
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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
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    Incredible, large Tuscan villa boasts jacuzzi, private outdoor pool, billiard room, tennis court, tripadvisor Certificate of Excellence1 / 48
    (69)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 July 23, 2017
    Sonja and Michael are great hosts of this beautiful house in Tuscany. The views are spectacular, pool and tennis courts well kept, great outdoor dining location and nearby to...
    Reviewed June 22, 2017
    my son booked this villa for his wedding ,and everything was perfect ,the couple that run the villa catered to our every need . they were extremely nice and welcomed us with...
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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
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    Casa del Neri, Camporsevoli1 / 28
    (5)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 2 weeks ago
    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...
    Reviewed 2 weeks ago
    I loved my stay here. The hosts were wonderful and the country side was beautiful. I would recommend this spot to all.
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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
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    Private, elegant zen cottage, 10 min. from Siena1 / 25
    (18)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Patio
    • Parking
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We stayed 5 days at this beautiful cottage located 20 minutes from Siena. The cottage was very clean, well equipped and close to some wonderful family run Tuscan restaurants...
    Reviewed September 15, 2017
    We stayed for 5 nights in September. The property is well located for exploring Tuscany and the setting is private and secluded, yet just a few minutes drive from the closest...
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    About this property
    Totally renewed ancient tuscan house with air conditioning and radiant panel heating system. The cottage is located in a natural reserve however it is just 2 km from the closest village with all facilities: supermarket, banks, gas stations, pharmacy. Siena is 15 minutes driving. The property is...
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    Location Information
    53010, Siena, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Tuscan-style apartment in spectacular surroundings, shared outdoor pool, sleeps up to 61 / 22
    (7)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 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...
    Reviewed July 6, 2014
    My husband and I stayed here with our 2 children and mother. Villa fit our needs perfectly - three bedrooms and two bathrooms plus a kitchen area. The villa is clean, well...
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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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    Close to the historic Tuscan town of Radicondoli,1 / 31
    (8)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Balcony
    • Wi-Fi
    • Central Heating
    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 24, 2015
    The apartment is lovely and spacious, Jenny is a great hostess, always ready to help out.The view is fantastic, and this must be one of the quietest places on earth, except for...
    Reviewed July 18, 2014
    We've just returned home to Ireland from a fantastic holiday in this property - so sad to have had to leave and say goodbye to our wonderful hosts and to the area. It was a...
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    About this property
    Just 12 km from the historic town of Radicondoli, La Boscaglia is the perfect place to experience the beautiful Tuscan countryside hidden in the hills above Siena. La Boscaglia farmhouse is divided into 5 separate spacious self catering apartments with their very own kitchenettes, all with the use...
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    Location Information
    53030, Radicondoli, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    PODERE SAN PIETRO1 / 16
    (6)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 12, 2017
    A group of 6 women, we stayed at the house for 5 nights. The house was immaculate, well situated and safe. The host was polite and readily available and offered valuable...
    Reviewed April 24, 2016
    I thought I had reviewed this over a year ago and am so disappointed in myself that I must not have submitted it because this was the BEST.Amazing place!The list: Beyond...
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    About this property
    Podere san Pietro is an ancient country house held in brick and stones with a living surface of 350 sqm. for a total of 3bathroom and 4 bedrooms, which accommodate up to 10 people , in addition to private swimming pool of 11X5 mt The house has been recently restored (2007) and brought to its...
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    Location Information
    53045, Montepulciano, Province of Siena
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Holiday Apartment in historical palace.Marina1 / 46
    (11)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Central Heating
    • Washer
    • Mountain Views
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed yesterday
    We stayed in this beautiful apartment for 4 nights.Absolutely fantastic!!Both bedrooms are en-suite with showers.Beds are comfortable but very nice pillows.Kitchen with all...
    Reviewed May 15, 2017
    Spent two nights at the Historical Palace while on a family trip to Tuscany. The location was great, the sceneries from the apartment awesome and the flat comfortably...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Comfort and style in the Siena counrtyside,1 / 21
    (4)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Wi-Fi
    • Central Heating
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 30, 2015
    Simona and Michele were perfect hosts for our family week in Toscany. The Villa is magnificent offering a beautiful setting for a relaxing stay. It is ideally located for...
    Reviewed September 4, 2013
    We have just returned from a truly memorable stay in Siena. The villa is perfect! Beautifully decorated, light and airy and a huge living space - perfect for families or large...
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    About this property
    One of three unique and charming apartments in a XVI century villa situated in the wonderful Siena countryside a few kms 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...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    CasaMontepulciano Into the sunset1 / 24
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 4, 2016
    A first class apartment for four people, situated in the upper part of Montepulciano, with magnificent view of the Tuscan countryside. A well appointed apartment with...
    Reviewed July 14, 2016
    Beautiful furnished appartment with magnificient views over surrounding landscape in great location and magnificient support of Luca were perfect!
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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...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    PALAZZO GIORGI Appartamento Piazza del Campo Siena1 / 16
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 6, 2016
    This is without a doubt the best vacation rental I have ever experienced in 10 years of travelling. The apartment is immaculate, functional and very well appointed with every...
    Reviewed January 27, 2016
    We booked this apartment as we were only in Siena for a short break and wanted to enjoy every second of our time there. This apartment ensured that we did just that, indeed it...
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    Location Information
    53100, Siena, Province of Siena
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Medioeval apartment1 / 26
    (7)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Yard
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 10, 2017
    Barbara said Monticciello was the 'real Tuscany' and it's hard to disagree. It's a beautiful village and Maribel is a special old stone cottage in the village. The fact there is...
    Reviewed July 16, 2014
    By the time we arrived to the house and found Barbara waiting for us as we had planned,we where already fascinated by the surrounding landscape.Monticchiello is a little...
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    About this property
    The property is located in UNESCO's Heritage Valdorcia in Monticchiello one of most beatifull medioeval village in Tuscany. Between Siena and Rome is a perfect location to enjoy an unforgettable holiday. Wine tour , good food , art and history the village can offer you 3 restaurants distance by...
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    Location Information
    53026, Monticchiello, Pienza
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Rustic home Il Torrione, private garden and pool1 / 32
    (8)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Washer
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Hot Tub
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 15, 2017
    Il Torrione is in a beautiful location, perched on the edge of the village of Radicondoli, which is a typical Tuscan hilltop village. There is an excellent bakery, a couple of...
    Reviewed September 4, 2016
    Great self catering property in lovely quiet Tuscan village. Plenty of excellent restaurants. Beautiful surrounding countryside and views. We arrived to a lovely warm welcome...
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    About this property
    In our rustic house Il Torrione you will find all the peacefulness that only Tuscany can offer the visitor. Our customers will find this large apartment in Radicondoli, town in the green of Tuscany hills, composed by three bedrooms, bathrooms, a kitchen, a living room and a lounge dug from a...
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    Location Information
    53030, Radicondoli, Province of Siena
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Luxurious Vacation Rental at Palazzo Cinotti in Si1 / 20
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    The apartment is exactly as pictured and described. No photoshop; no hyperbole. The location is perfect, on Siena's main street (dual-pane windows eliminate noise). Kitchen and...
    Reviewed September 4, 2017
    We spent a month in Siena and stayed in two different suites offered by Antonio and Alexandra, the gracious and unobtrusive hosts. The apartments have high ceilings and are...
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    About this property
    The Palazzo Cinotti, historical residence, is located in Siena Tuscany along the exclusive via di Citta', between the square il Campo and the cathedral. The apartment is 135 sq ft, with three bedrooms and two bathrooms, suitable for families with children, young couples, and sophisticated...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    UNA VACANZA DA SOGNO1 / 14
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Wi-Fi
    • Private Yard
    • Parking
    • DVD Player
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Casa Anna : come a Casa tua ! un Palazzo del 18 secolo ,nel Borgo medievale ....1 / 24
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Balcony
    • Secure Parking
    • Washer
    • Patio
    • Central Heating
    • Wi-Fi
    • Grill
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 10, 2016
    Casa Anna in Colle Val Delsa was the perfectly located accommodation central to Florence and Siena and a stones throw from San Gimignano and a great base for exploring Tuiscany...
    Reviewed May 23, 2016
    This is a large apartment in a palazzo in a fantastic location. We were two couples with two cars and it was a joy having parking in a gated area behind the building and walking...
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    Location Information
    53034, Colle di Val d'Elsa, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Relax nel Borgo Monaci-Relax sulle crete senesi1 / 49
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Balcony
    • Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 16, 2016
    yes..It is like a dream coming true. Amazing view, amazing appartment... Really recommended for a gateaway in Tuscany! Really confortable for 6 guest and kitchen well equipped...
    Reviewed September 9, 2016
    We were treated like family and welcomed with a lovely dinner package in case we could not get to to the shops - so thoughtful. The facilities were great and the views to die...
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    Location Information
    53041, Asciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Poggio ai Gelsi, Lodge Gelso1 / 37
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Porch
    • Washer
    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Location Information
    53026, Pienza, Province of Siena
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    • Local time: 02:05 AM (CET)
    • Exchange rate: 1 Euros = 1.19 U.S. Dollars
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