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Montisi Rentals with Pools

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    Travelers to Montisi are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    86 Matching Rentals in the Montisi AreaView all 153 rentals
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    VILLINO1 / 18
    (4)Excellent
    Montisi
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Montisi
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Casa Valerio1 / 21
    (6)Excellent
    Montisi
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Montisi
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three bed stone built home with all the traditional and style of an old tuscan home yet all the modern comforts. Air Conditioning is a must in Tuscany. This property has air conditioning in all rooms and is remotly controlled in each room. Two large bathrooms one with a bath and the other with a...
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    53020, Montisi, Province of Siena
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Ampella1 / 20
    (3)Excellent
    Montisi
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Wi-Fi
    • Grill
    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 27, 2018
    This home gave us a lovely home base where we could relax between days of exploring and sight seeing. We enjoyed our morning coffee on the terrace, while admiring the...
    Reviewed October 27, 2015
    Villa compound nestled outside of Montisi. Stayed in Villa Montisi, although booked into Casa Gisella. Wonderful villa with its own private pool, although too cool for...
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    About this property
    We offer a relaxed sel catering holiday of a very high standard.The House has a very large garden with private access to a communal swimming pool. Over two floors with two double bedrooms upstairs and a large bathroom and a large fully fitted kitchen downstairs with a seperate livingroom for taking...
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    53020, Montisi, Province of Siena
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Quintessential three bedroom Tuscan Villa with large private garden1 / 16
    (1)Very good
    Montisi
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • Balcony
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We offer a relaxed holiday, You can lounge by the pool soaking up the sun or visit the many cities of intrest Siena, Florence and Rome are all very close. And of course the local places of Intrest. The spa, Pienze home of the English Patient and within view of your home part of the Gladiator movie...
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    53020, Montisi, Province of Siena
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    Villino Montisi1 / 25
    (2)Excellent
    Montisi
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • Central Heating
    • Cable/satellite TV
    • Balcony
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 7, 2016
    This is a darling little house in a perfect setting. It is in the coutryside with lots of privacy but it is still an easy walk into town where you can get everything you might...
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    About this property
    Villino Montisi is a splendid two-story ancient farmhouse surrounded by meadows with breathtaking views over the sweet hills of Tuscany. Recently restored following the architectural Tuscan style with the pale Tuscan stone of the façade, the wooden beamed ceilings and the brickwork fireplace. The...
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    53020, Montisi, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    The following rentals are within 5 miles of Montisi.
    Villa Leone - Pienza (Val d'Orcia area)1 / 24
    (1)Excellent
    Castelmuzio
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 23, 2018
    Villa Leone is quite large and lovely, surrounded by olive groves and gardens with five comfortable bedrooms and recently renovated attached baths located on two separate floors...
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    About this property
    EXTERNAL DESCRIPTION Villa Leone is a beautiful villa located inside the village of Castelmuzio, near Pienza, in the province of Siena. In Castelmuzio you can find some restaurants, bar, grocery stores and other shops that can be easily reached on foot. Immersed in a typical Tuscan hilltop village,...
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    53020, Castelmuzio, Province of Siena
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Podere Ferranino Townhouses -Brunelleschi1 / 37
    (11)Excellent
    San Giovanni d'Asso
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 21, 2018
    We stayed in the Duccio townhouse, which Patricia was very transparent in explaining was the smallest but most economical of the townhouses-it was amazing! We are a family of...
    Reviewed July 17, 2017
    We had a wonderful stay. Patricia was so helpful and gracious, and their villas are beautiful, and off the beaten path. It is a very special spot - we hope to come again soon!
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    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...
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    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 7
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    8BDR Historic villa in the  Crete Senesi walking to a village : view,pool,garden1 / 40
    (11)Excellent
    San Giovanni d'Asso
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 19, 2017
    For our annual family meeting, I chose villa " La Consuma" . It has been a great success. Villa La Consuma is beautiful, convivial, located in a superb spot. It is...
    Reviewed November 5, 2015
    I recently stayed here with 11 of my friends for our 50th birthdays. When we walked into the home all I could say was, "Wow!" The location was amazing among the hills...
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    About this property
    An old historic family house with a large hanging garden and fenced swimming pool (6x12) nestled in the middle of a tiny village, San Giovanni d'Asso (Community of Montalcino), in the Siennese countryside: the comfort to be in a village and the privacy of a place hidden at the sight. The extensive...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    Podere Ferranino Townhouses-Fra Angelico1 / 31
    (14)Excellent
    San Giovanni d'Asso
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 1, 2017
    We had a great time at this property. Clean and light and very good quality facilities in the townhouse. We would all had a relaxing stay and would love to go back some time.
    Reviewed June 10, 2017
    We have just returned from a lovely week at Villa Ferranino, staying in Fra Angelico. The townhouses are beautifully restored and furnished, each with its own peaceful terrace...
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    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...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Romantic farm for 2/4 persons with pool near Siena1 / 9
    (4)Excellent
    Trequanda
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • DVD Player
    • Central Heating
    • Patio
    • Washer
    • Grill
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 4, 2015
    Which is large enough for 4 people. Private garden is well fenced including a seperate gate to the communal garden/pool area (good if you need to keep children away from pool...
    Reviewed June 15, 2015
    A quaint little cottage for two nestled in the Tuscan countryside, this was just what we were looking for. The pool provided a welcome break from the glorious weather, and the...
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    About this property
    Romantic farm recently refitted 50 m2 for 2/4 people with pool near Siena. Rooms: Bathroom, Bedroom, Kitchen, Living room. Double bed and sofa bed. Heating, fireplace, BBQ, charcoal grill, Private Garden. Pets Welcome The small farm Poggiolino has become a charming and romantic apartment ideal...
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    Location Information
    53020, Trequanda, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    San Giovanni d'Asso
    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casale d’Asso is an ancient 18th-century holiday house, recently restored, on the edge of small Medieval hamlet which has been the property of the Piccolomini family for six hundred years, an ancient family whose name is strongly tied to the Italian Renaissance. Situated in the whereabouts of San...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 7
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    Podere Ferranino Townhouses- Alberti1 / 49
    (6)Excellent
    San Giovanni d'Asso
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Cable/satellite TV
    • Mountain Views
    • Patio
    • Secure Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 6, 2016
    This house was of a very high standard with light rooms, beautiful views and an excellent swimming pool. It was situated within an easy drive of many beautiful towns and...
    Reviewed August 30, 2016
    Patricia made us most welcome and was extremely helpful both with our pre-holiday arrangements and while we were at the apartment.The property was spacious, comfortable and...
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    About this property
    5 Townhouses Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five comfortable townhouse apartments. The apartments vary in size from two bedrooms with one bath to four bedrooms with three baths. Each apartment has the original carriage house doorway enclosed...
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    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    3BDR Casale Il Tribbio Il ,view on the Crete ,close to a village1 / 37
    (3)Excellent
    San Giovanni d'Asso
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Yard
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 4, 2018
    Our welcome from Federica was a lovely beginning to our Tuscany stay, we were shown the grounds and villa and everything about the property was explained to us. The villa was...
    Reviewed August 18, 2017
    The small village location was a perfect for our visit to the Tuscany area. We were able to use this central location to visit many beautiful villages like Montepulciano, Siena...
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    About this property
    Il Tribbio II is a section of a farmhouse (in Italian :Casale) set within the beautiful Tuscan landscape, in walking distance to the little hilltown of San Giovanni d'Asso (1 km).The landscape in this region of Tuscany is spectacular: the Crete Senesi are the eroded clay hills in the Orcia valley....
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Podere Ferranino Townhouses- Cimabue1 / 37
    (5)Very good
    San Giovanni d'Asso
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 7, 2016
    We rented one of the renovated houses. First off i have to say that the renovation has been done close to perfection. They managed to incorporate all modern equipment without...
    Reviewed June 19, 2016
    Recently stayed one week in this fabulously restaured Villa. Everything from the outside patio, the pool, the quality of the beds, the linnen and kitchen supplies was excellent...
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    About this property
    5 Townhouses Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five 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 glass...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3BDR cozy, hidden house overlooking the Crete Siennesi ,walking to a village1 / 37
    (12)Excellent
    San Giovanni d'Asso
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 24, 2017
    A comfortable and well-equipped house in a beautiful setting. The village has several food shops and two restaurants and there are numerous places to visit in the area.
    Reviewed October 22, 2016
    From the time I first corresponded with Federica, I knew this place was special. She was so very helpful. Because we were not arriving until late, she arranged for a cook...
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    About this property
    La Capanna is situated in a very nice small town with all the conveniences, yet the back of the house looks out over the beautiful country landscape of an area known as Le Crete, with beautiful grounds and unbelievable views of the Siena countryside. It is a small indipendent antique house...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    San Giovanni d'Asso
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Poggetto is a typical stone farmhouse, 200 sq. m., for up to 8 persons with 4 double bedrooms, 2 bathrooms, air conditioning and internet. There is a large, private garden circling the house complete with barbecue, private swimming pool and parking. Outdoors and Swimming Pool The farmhouse...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Castelmuzio
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Balcony
    • DVD Player
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    EXTERNAL DESCRIPTION Casa Leone is a wonderful villa located inside the village of Castelmuzio, near Pienza, in the province of Siena. In Castelmuzio you can find some restaurants, bar, grocery stores and other shops that can be easily reached on foot. Set in the midst of an old olive grove, it...
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    Location Information
    53020, Castelmuzio, Province of Siena
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Trequanda
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    • Washer
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Colomba has excellent access to major road networks for those who wish to travel to Florence, Siena, Orvieto, Assisi and possibly Rome, along with the many fascinating towns and villages of southern Tuscany and the Chianti. Classico area. The house stands in private grounds amid olive groves...
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    Location Information
    53041, Trequanda, Province of Siena
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    Montefollonico
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Yard
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Biancospino is set on the first floor. It has two double bedrooms, a bathroom, and a living room with a fireplace and kitchenette. The swimming pool (14m x 7m, da 1.2m a 2.4m) is open from mid April until mid October and is shared with other guests of the Estate. From here guests can relax and...
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    53040, Montefollonico, Torrita di Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    San Sigismondo, Italy
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Parking
    • Private Yard
    • Housekeeping Included
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This villa, located in Osteria delle Noci, is ideal for 6 vacationers. It offers 3 bedrooms, a private pool and an enclosed garden. The lounge is perfect for unwinding after a day of exploration. Curl up on the comfortable sofa and enjoy a good book in front of the fireplace or take advantage of...
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    53049, San Sigismondo, Province of South Tyrol
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Castelmuzio
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Wi-Fi
    • Grill
    • Secure Parking
    • Balcony
    • Patio
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This little, two-storey, converted Tuscany farmhouse has been meticulously restored in a simple, rustic style, employing high-quality traditional materials. Set on a gentle elevation in a remote spot, it is entirely surrounded by the clay hills called “Crete Senesi”, the agricultural landscape...
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    Location Information
    53020, Castelmuzio, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Meravigliosa villa di campagna vicino Siena1 / 23
    (1)Excellent
    Trequanda
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Private Yard
    • Wi-Fi
    • Washer
    • Parking
    • Private Outdoor Pool (Unheated)
    • Grill
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 4, 2018
    Our stay was absolutely wonderful, the villa and pool was on a secluded hill. We stayed in a small Villa on the grounds where the host also lived with her two dogs (they were in...
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    53020, Trequanda, Province of Siena
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Trequanda
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Showcasing a seasonal outdoor pool and terrace, Abbadia Sicille is located in Trequanda in the region of Tuscany. The resort has a sun terrace and views of the garden, and guests can enjoy a drink at the bar. Free WiFi is available throughout the property and free private parking is available on...
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    53020, Trequanda, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    San Giovanni d'Asso
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE STRUCTURE. Alborata is an old Tuscan farmhouse entirely built in stone, dating to the beginning of the last century and situated not far from the village of San Giovanni d’Asso, in the unmistakable and characteristic countryside of the Crete Senesi. During the recent, careful renovation...
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    Location Information
    53100, San Giovanni d'Asso, Montalcino
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Villa with 2 bedroom , private garden and share pool1 / 15
    (2)Very good
    San Giovanni d'Asso
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa Oliveto1 / 20
    (1)Excellent
    Castelmuzio
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Internet Access
    • Mountain Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 5, 2013
    The property was very good. In a beautiful location. The village is fantastic and easily walkable with a good restaurant and small shop. You do need a car to get around as the...
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    About this property
    This large villa, in a typically Tuscan hilltop village, was built in Sienese brick over a hundred years ago. The upper-two of its 3 floors have been transformed into an independent & luxurious apartment. A marble external staircase leads up to the first floor & an entrance hall to the first &...
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    Location Information
    53020, Castelmuzio, Province of Siena
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    5BDR Casale ,view on the Crete Senesi,walking to a village,private pool,WiFi1 / 46
    (14)Excellent
    San Giovanni d'Asso
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Porch
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 14, 2018
    Well we always wanted to have a week in a Tuscan Villa in Tuscany and we can finally say we can tick this one off the bucket list. We had a group of 10, 5 couples visit the...
    Reviewed August 2, 2018
    We were a group of 10 adults looking to experience Tuscany. This beautiful villa provided us just that. Located close to the gorgeous little village of San Giovanni d'Asso, the...
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    About this property
    Set among olive groves and spacious lawns surrounded by pomegranate trees and bay laurels, this antique,comfortable 'casale' ensures privacy yet within walking distance to a charming village with small shops, banks .Il Tribbio is a generously-sized villa with private pool, offering glorious...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Trequanda
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This magnificent villa, located in the heart of the beautiful Val d’Orcia, is perfect for familes and friends wanting to spend their holidays in the wonderful land of Tuscany, a land where so much history and beauty can be found.
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    Location Information
    53020, Trequanda, Province of Siena
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Podere Pascianella - Casa con giardino privato1 / 25
    (3)Very good
    Trequanda
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Parking
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53020, Trequanda, Province of Siena
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Trequanda
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Secure Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE STRUCTURE. Immersed in the luxuriant Tuscan countryside, San Giacinto is a charming property near Asciano. Carefully restored, the villa is composed of a central building and two annexes, one with a fireplace/barbecue and sink which in summer, thanks to sliding glass doors, becomes a...
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    Location Information
    53041, Trequanda, Province of Siena
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Trequanda
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
    • Parking
    • Outdoor Dining Area
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property is located on the top of a hill. The apartment is equipped with heating, air conditioning and cooking, it has a separate entrance and overlooks the courtyard of the villa and the hills on the back. It is near the pool. It is located on the ground floor and consists of two double...
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    Location Information
    53020, Trequanda, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Abbadia Sicille, Suite with Jacuzzi1 / 18
    (1)Very good
    Trequanda
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Private Yard
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Abbadia Sicille is a countryside property located in the province of Siena, exactly in Trequanda, a few kilometers from Sinalunga. The structure is suitable for those wishing to spend their holiday relaxing in contact with nature and well-being, to enjoy local food and make beautiful excursions in...
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    Location Information
    53020, Trequanda, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Castelmuzio
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • DVD Player
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Oliveto is situated in an old olive grove within the medieval village of Castelmuzio. The location is such that guests enjoy the best of both worlds - privacy & spectacular Tuscan scenery, but only a two minute walk to the village center for the restaurant & grocery store. A large infinity...
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    Location Information
    53020, Castelmuzio, Province of Siena
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Trequanda
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Shared Yard
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Showcasing a seasonal outdoor pool and terrace, Abbadia Sicille is located in Trequanda in the region of Tuscany. The resort has a sun terrace and views of the garden, and guests can enjoy a drink at the bar. Free WiFi is available throughout the property and free private parking is available on...
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    Location Information
    53020, Trequanda, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    San Giovanni d'Asso
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Private Yard
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Trequanda
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Private Yard
    • Wi-Fi
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apartment Olivo can accommodate up to 6 people. Its generous size offers guests spacious living and is perfect for families, groups of friends and those inviting extra guests for a few days. Located on the ground floor it boasts an elegant lounge with 2 sets of double doors opening on to the...
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    Location Information
    53020, Trequanda, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Trequanda
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Private Yard
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villas Aquila can accommodate up to 6 people and are ideally suited to families, friends and groups travelling together. Spread over 2 floors, their generous size and open plan layout means there is plenty of space for everyone to spend time together as well as enjoy their own activities. The...
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    Location Information
    53020, Trequanda, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    San Giovanni d'Asso
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Internet Access
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Amorosa
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Yard
    • Grill
    • Parking
    • Internet Access
    • Mountain Views
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53048, Amorosa, Sinalunga
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Trequanda
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Secure Parking
    • Private Yard
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Azzurro can accommodate up to 4 people and offers fresh and spacious living. It has a gorgeous kitchen with quality appliances and beautifully decorated bedrooms. All of the accessories that will be experienced in the villa have been carefully chosen to create a villa with an authentic Tuscan...
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    53020, Trequanda, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Giardinello, your dream villa in Tuscany1 / 59
    (2)Excellent
    San Giovanni d'Asso
    6 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Il Giardinello offers simplicity, wellness and every comfort from a pleasant holiday retreat in the heart of Val d’Orcia, UNESCO world heritage. A typical Italian Cypress tree-lined dirt road welcomes you to the villa, set in the municipality of Montalcino. Whether you are a wine connoisseur...
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    Location Information
    53024, San Giovanni d'Asso, Montalcino
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 11
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    Castelmuzio
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Balcony
    • Patio
    • Washer
    • Wi-Fi
    • Grill
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This little, two-storey, converted Tuscany farmhouse has been meticulously restored in a simple, rustic style, employing high-quality traditional materials. Set on a gentle elevation in a remote spot, it is entirely surrounded by the clay hills called “Crete Senesi”, the agricultural landscape...
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    Location Information
    53020, Castelmuzio, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    San Giovanni d'Asso
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Terrace
    • Balcony
    • Patio
    • Air Conditioning
    • Parking
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    San Giovanni d'Asso is a small village located in the heart of the Crete Senesi , the unique landscape and spectacular in the south of Siena. Villa Asso offers visitors the perfect blend of classic Tuscan style , fabulous views and contact with nature and the Italian luxury. Located in the heart of...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    Trequanda
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Yard
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Limone can accommodate up to 6 people and is ideally suited to families, friends and groups travelling together. Spread over 2 floors its generous size and open plan layout means there is plenty of space for everyone to spend time together as well as enjoy their own activities. On the ground...
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    Location Information
    53020, Trequanda, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Trequanda
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apartment Pino can sleep up to 4 people and is perfect for guests looking to relax and get away from it all. Beautifully styled, this apartment offers a spacious lounge with fully equipped kitchen plus a large storeroom so that guests can ensure the living space is just for relaxing. With 2...
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    Location Information
    53020, Trequanda, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Trequanda
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Yard
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Salvia can accommodate up to 6 people and offers spacious and stylish accommodation. Built over 2 storeys, there are 2 bedrooms on the ground floor as well as a master bedroom with luxurious en-suite bathroom on the 1st floor. The downstairs area is where everyone can enjoy socialising...
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    Location Information
    53020, Trequanda, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Trequanda
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Private Yard
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apartment Quercia can sleep up to 4 people and is located on the first floor where the elevated views of the surrounding countryside are magnificent. Couples travelling together and families will enjoy the bright open space and comfortable lounge area of this apartment. The fully equipped kitchen...
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    Location Information
    53020, Trequanda, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Trequanda
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Basilico can accommodate up to 4 people and offers a bright and airy living space, a wonderful kitchen with quality appliances and cosy, comfortable bedrooms. Furniture, paintings and soft furnishings have all been carefully chosen to create a villa with authentic Tuscan charm. The open plan...
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    Location Information
    53020, Trequanda, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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