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Montalcino Vacation Rentals

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    Travelers to Montalcino are booking January dates now. Secure your vacation rental today, and have the perfect trip.
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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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    Casa Lorenzo: Charming Tuscan house,pool, AC,WiFi1 / 39
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    MONTALCINO, Borghetto Casa di Alice1 / 18
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    I MELOGRANI I:5 BDR Tuscan villa,view,pool ,WiFi1 / 66
    (12)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Porch
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 25, 2016
    Perfect for our family of 10 - 3 generations. Lovely stone villa set in the gorgeous rolling hillside of Tuscany, Large spacious rooms with every amenity and comfort. All...
    Reviewed August 17, 2016
    5 stars for this wonderful home, our hosts Federica and Lorenzo, and our chef Grazia. Everything about this place is wonderful. Majestic views of the Tuscan countryside from...
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    About this property
    You could not ask for a more special place in which to celebrate an important anniversary or simply spend a vacation with your family and friends ! I Melograni is a beautiful antique,indipendent, 'casale' with a large fenced swimming pool (5x12 mt), 1km away (walking distance!) from the village...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Cozy Collection of Villas in Tuscany1 / 30
    (51)Excellent
    14 Bedrooms, 14 Bathrooms, Sleeps 26 Quick View
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    • Balcony
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 26, 2017
    We loved our villa, the property, our host and the region. The property was amazing. Wine, olives, lavender and lots of property. Located about 10-15 kilometers from...
    Reviewed March 29, 2017
    Matteo was a great host. Our stay was very enjoyable. The setting is as beautiful as all the pics! The cellar was terrific to see and the wine - even better!!
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    About this property
    PLEASE NOTE: THE PROPERTY IS DIVIDED INTO EIGHT SELF CONTAINED APARTMENTS, EACH SLEEPING 2-4 PEOPLE. THIS LISTING IS FOR A SINGLE APARTMENT. IF YOU CANNOT FIND YOUR DESIRED AVAILABILITY, PLEASE CONTACT US AND WE WILL TRY TO FIND A SUITABLE ARRANGEMENT. RATES VARY ACCORDING TO APARTMENT SIZE AND...
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    53024, Montalcino, Province of Siena
    Rental Home - 14 Bedrooms, 14 Bathrooms, Sleeps 26
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    Fonte Aulente Montalcino1 / 26
    (31)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Central Heating
    • Outdoor Dining Area
    • Shared Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 14, 2017
    This is a really gorgeous place to stay. The views could not be better, the garden is eclectic and the pool is warm and inviting. We were slightly unsure whether to book based...
    Reviewed November 9, 2016
    Our family thoroughly enjoyed this stay in Tuscany. My husband and I have been to Italy many times, but this is the first time we brought the kids with us. (Ages 3 and 6...
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    About this property
    Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored and surrounded by beautiful garden-park, 2 km from the center of Montalcino, in a panoramic position with amazing views over the Tuscan hills. The apartment is a part of the old farmhouse, with its own entrance. The...
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    53024, Montalcino, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Podere Ferranino Townhouses- Alberti1 / 49
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • 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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    Podere Ferranino Townhouses-Fra Angelico1 / 31
    (12)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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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    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Podere Ferranino Townhouses -Brunelleschi1 / 37
    (10)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • 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 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!
    Reviewed August 18, 2015
    We had such a wonderful experience staying here. Patricia, the host, was very welcoming and so helpful, she even sent back to us things we forgot at the townhouse. The location...
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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 - 4 Bedrooms, 4 Bathrooms, Sleeps 7
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    Glorious historic 8BDR Tuscan villa , pool,WIFI,AC1 / 82
    (11)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • 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
    A beautiful 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, in the Siennese countryside: the comfort to be in a village and the privacy of a place hidden at the sight. Becoming somewhat familiar...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    I MELOGRANI II: 3BDR Tuscan villa,view,pool,WiFi1 / 41
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Yard
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    I MELOGRANI II is a section of a villa settled in the heart of Siena countryside :I MELOGRANI I. WHEN THIS PART OF THE HOUSE IS RENTED THE OTHER PART REMAINS CLOSED AND VACANT. REVIEWS : if you like to read some reviews about this property please go to ID 285259 on this same website This beautiful...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    La Palazzetta di Luca e Flavio Fanti1 / 12
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 21, 2017
    We don't know where to start. This was a wonderful location, a small and very quiet town, very accessible (we are traveling by car). This family will welcome you and treat you...
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    About this property
    On the hill with view on the S.Antimo Church, 100 meters from the medieval village of Castelnuovo dell'Abate, is the country house La Palazzetta with 3 separate apartments; everyone has room, kitchen and bathroom. Outside the property have large open spaces: a garden with barbecue area and gazebo,...
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    53024, Castelnuovo dell'Abate, Montalcino
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay in our beautifully restored townhouse in the historic heart of this prestigious hill town famous for Brunello wine, 30 mins south of Siena. Travertine worktops, marble bathrooms, terracotta floors and chestnut beams. Our property is a three-storey townhouse recently restored using the best...
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    53024, Montalcino, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    Rondini - stunning Tuscany landscape views1 / 31
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Grill
    • Washer
    • Balcony
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 19, 2016
    Wonderful charming house, atmosphere, you feel at home. We were a family of 6.The house was perfect, nothing was missing. Very nice accommodation, very clean, Unforgettable...
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    About this property
    Finding your place in the world is the result of the efforts and dreams of a lifetime. Today such a place exists; it is found halfway between Siena and Montalcino and is called Rondini. Take the dirt road that from the small town of Torrenieri winds through the gentle hills of Val d'Orcia. After a...
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    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    EXTENSIVE VILLA WITH PANORAMIC VIEWS1 / 47
    (7)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    • Private Yard
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 13, 2017
    Montelandi is just the most magical tuscan retreat. We stayed here for our honeymoon back in 2000 and have returned many times since so suffice to stays Montelandi holds a...
    Reviewed August 8, 2017
    Our stay at Montelandi was incredible in every way! I so miss the pace of life we experienced in Tuscany, from waking to the sound of the bells as the sheep crossed the fields...
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    About this property
    The living room of Montelandi is large; it has a marble floor, a beamed ceiling and a hooded Tuscan fireplace. The room is comfortably furnished with English upholstery and antiques. Doors from the living room lead onto a covered loggia with arches framing the view across the valley. For...
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    53022, Montalcino, Province of Siena
    Rental Home - 9 Bedrooms, 9 Bathrooms, Sleeps 16
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Private Yard
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Finding your place in the world is the result of the efforts and dreams of a lifetime. Today such a place exists, it is found halfway between Siena and Montalcino and is called Farfalle. Take the dirt road that from the small town of Torrenieri winds through the gentle hills of Val d'Orcia. After a...
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    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Yard
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The barn is part of a 19th century farm complex. It has been sympathetically renovated to its original beauty by focusing on the conservation of its impressive stone walls, Tuscan-style roofline, and rustic ceiling with beams. The main part of the barn is an open-space loft. The two bedrooms have...
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    58033, Montalcino, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Fornello di Sopra, luxury villa with private pool1 / 57
    (3)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set within its own olive grove and surrounded by Brunello vineyards, our villa enjoys one of the best locations in Montalcino, with stunning views of the Val d'Orcia valley (UNESCO World Heritage Site) and within walking distance of the village. Fornello di Sopra is a an ancient stonehouse...
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    53024, Montalcino, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    Suite d'Artista: Basile1 / 18
    (3)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Parking
    • Shared Yard
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 10, 2015
    The studio is exactly as pictured with all the amenities listed by the other reviewers. It is a very well thought out and well designed space in a beautiful, peaceful location...
    Reviewed June 9, 2014
    We loved our stay! The apartment is great, nice, clean and ventilated! There were many amenities in our room and there was even a Nespresso machine! The location is also very...
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    About this property
    Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming pool, Jacuzzi, steam bath, gazebo, barbeque,...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Podere Ferranino Townhouses- Cimabue1 / 37
    (5)Very good
    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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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Yard
    • Wi-Fi
    • Shared Yard
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming pool, Jacuzzi, steam bath, gazebo, barbeque,...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    wonderful hamlet apartments -Clementina1 / 23
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
    • Parking
    • Shared Yard
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    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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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Minnie's Cottage in Tuscany1 / 67
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Yard
    • Outdoor Dining Area
    • Terrace
    • Balcony
    • Mountain Views
    • Wi-Fi
    • Secure Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 28, 2016
    We had a lovely weeks stay in Minnie's Cottage.The cottacge had everything we needed, very homely with the addition of a very friendly, well behaved cat, (Sophia), who stayed...
    Reviewed August 12, 2016
    Delicious hosting, fantastic Place, Nice Village vith two delicious Restaurant walking distant. Strategic location colse to The main attraction of The area
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    About this property
    We are in Sant'Angelo in Colle, a suburb of Montalcino, surrounded by the most beautiful Brunello vineyards. We offer a cosy 2-floor terrace house in typical Tuscan style, with wooden beam ceilings and a colourful, warm ambiance, offering every comfort for up to five guests. Minnie's Cottage was...
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    53024, Montalcino, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Poggio Rubino, la casa di Idolina1 / 21
    (1)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
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    53024, Montalcino, Province of Siena
    Private Room - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    22 Bedrooms, 25 Bathrooms, Sleeps 44 Quick View
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    Pet friendly
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    About this property
    Here every detail has been thought of, with impeccable service that puts all at ease. Whether a family gathering or a corporate retreat, our staff of 19 professionals, including general manager, ensure the success of your trip, providing support every step of the way. Services included in your stay...
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    53024, Montalcino, Province of Siena
    Rental Home - 22 Bedrooms, 25 Bathrooms, Sleeps 44
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    Villa Brunello1 / 47
    (1)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Balcony
    • Washer
    • Grill
    • Central Heating
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 16, 2017
    Rented this villa in 2004. Off the beaten track, located in a vineyard it was a truly idyllic setting. The villla itself was roomy and comfortable. There were only 2 of us but...
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    About this property
    This comfortable, cosy villa nestles on a sheltered incline among gently rolling hills. These are covered in Brunello wine-producing vineyards, which border the lower pool-terrace. The San Giuseppe winery, from which the house takes its name, is situated nearby. Wonderful countryside views can be...
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    53024, Castelnuovo dell'Abate, Montalcino
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Grill
    • Washer
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Bandini is located only 300 meters from the hamlet of Lucignano d’Asso on top of a hill on the border between the Val d’Orcia and the Sienese clay hills. Lucignano d’Asso is a medieval ancient hamlet which, since the XV century, has belonged to the Piccolomini family, one of the most...
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    Location Information
    53020, Montalcino, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Farmhouse Rental in Tuscany, Montalcino - Villa Montalcino1 / 46
    (34)Very good
    Studio, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 18, 2014
    Outstanding location and home. It was great having a pool (even though it was above ground, fabric, four feet deep and had a manual cover you had to put back every time you...
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    About this property
    This beautiful villa for rent in Tuscany is in a great location - within walking distance of the town of Montalcino and is an ideal starting point for excursions around southern Tuscany. You'll love exploring Siena and the other surrounding towns, but you'll also want to spend plenty of time at...
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    53024, Montalcino, Province of Siena
    Rental Home - 3 Bathrooms, Sleeps 7
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    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description: Overlooking the spectacular Tuscan countryside Villa San Giovanni is a splendid home inside the charming Tuscan hilltown of San Giovanni d'Asso. Located near a medieval castle, the villa was built in the 16th century. The property has been carefully renovated, and with eight bedrooms...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    La Giocosa1 / 39
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A cheerful house La Giocosa is located in the most desirable region south of Siena, in the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. This beautiful country house is located just 10 km from the historical centre of...
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    Location Information
    53024, Montalcino, Province of Siena
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Central Heating
    • Cable/satellite TV
    • DVD Player
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The farm-house is finely fitted-out, floors are in baked-clay Sienese cotto and ceilings are of traditional tile-and-beam. The layout consists of: a kitchen; a sitting-room with couches; 3 bedrooms - a triple and 2 doubles - with wrought-iron beds; and 4 bathrooms, each with a shower. Recent...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Patio
    • Parking
    • Balcony
    • Mountain Views
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Finding your place in the world is the result of the efforts and dreams of a lifetime. Today such a place exists; it is found halfway between Siena and Montalcino and is called Monsole. Take the dirt road that from the small town of Torrenieri winds through the gentle hills of Val d'Orcia. After a...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Villa San Giovanni1 / 71
    (2)Excellent
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Terrace
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 21, 2016
    We visited with three adult children, their spouses and seven grandchildren. I cannot imagine a more perfect setting. Big bedrooms, plenty of bathrooms, beautiful outdoor...
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    About this property
    Overlooking the spectacular Tuscan countryside Villa San Giovanni is a splendid home inside the charming Tuscan hilltown of San Giovanni d'Asso. Located near a medieval castle, the villa was built in the 16th century. The property has been carefully renovated, and with eight bedrooms and seven...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    Country house,Montalcino, Tuscany, TENUTA CANINA1 / 45
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Central Heating
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 27, 2016
    A lovely comfortable well cared for villa set in a glorious location with a great pool. We went as a family (all adults) and really enjoyed the place. Stunning views of the area...
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    Location Information
    53024, Montalcino, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Minnie's Cottage in Tuscany, casa tua a Montalcino1 / 20
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Parking
    • Wi-Fi
    • Terrace
    • Outdoor Dining Area
    • Washer
    • Balcony
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2015
    I bumped into this lovely cottage few months ago while I was searching for a relaxing comfy place right in the heart of Montalcino to spend few days away from everything but...
    Reviewed June 21, 2015
    A charming cottage straight out of a Frederico Fellini movie, in an idyllic setting. It was like having our own Tuscan summer house, complete with the rustic kitchen table, the...
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    Location Information
    53024, Sant'Angelo in Colle, Montalcino
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Grill
    • Central Heating
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    • Mountain Views
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy winelovers' paradise in Montalcino from the beautifully renovated and spacious apartment - Casa Brunello di Montalcino - in the 17th century building with some nice original pieces, combining the traditional Tuscan countryside look with modern high-quality furniture and design. From the 30...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful property can host up to 16 people with 8 bedrooms and it has an incredible covered/outdoor pool and an enormous garden. This beautiful property can host up to 16 people with 8 bedrooms and it has an incredible covered/outdoor pool and an enormous garden. Additional amenities...
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    Location Information
    53026, Montalcino, Province of Siena
    Rental Home - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    CASALE TOSCANO VICINO A MONTALCINO PER FAMIGLIE1 / 13
    (2)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Shared Yard
    • Outdoor Dining Area
    • Central Heating
    • Grill
    • Parking
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 31, 2016
    We rented Casa di Maria for four nights and it was perfect for our family of 5 (three teenagers 14,16, and 19). We wished we could have stayed longer. We met Angela - along...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Central Heating
    • Grill
    • Balcony
    • Washer
    • Porch
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Tenuta Il Patriarca - Val d'Orcia - Montalcino1 / 21
    (2)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Central Heating
    • Balcony
    • Terrace
    • Patio
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 25, 2017
    A wonderful villa immersed in nature!Lovely place where serenity and tranquility accompany your stay.Unforgettable holiday,not only for breathtaking sunsets but also living...
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    53024, Montalcino, Province of Siena
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Balcony
    • Terrace
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    Villa with 3 double bedrooms and private pool1 / 17
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 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
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Balcony
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Archi is a splendid independent apartment of about 130m2 which can host 4+2 persons. It's composed of 2 bedrooms (1 double + 1 twin), 2 bathrooms (1 with bathtub and shower + 1 with shower) and a huge open plan that serves as living room with 2 large couches (1 of the which can be turned into a...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    B&B in centro storico Montalcino Val D'Orcia1 / 6
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • Central Heating
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 21, 2016
    The room is so clean with self service breakfast that Gigliola and her husband provided. They r so kind,recommended the best restaurant and places to visit.
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    Per chi ama trascorrere il proprio tempo libero o le vacanze a Montalcino e godersi lo stupendo paesaggio della Val D'orcia, il Bed and Breakfat Il Sogno del Musicista è il luogo ideale dove fermarsi. Il b&b ha tre ampie camere,con bagno privato, tv e connessione wi fi gratuita. Si trova nel...
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    Location Information
    53024, Montalcino, Province of Siena
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Yard
    • Washer
    • Air Conditioning
    • Terrace
    • Mountain Views
    • Housekeeping Included
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53024, Montalcino, Province of Siena
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    14 Bedrooms, 14 Bathrooms, Sleeps 30 Quick View
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect for weddings, business meetings or a quiet getaway, Villa Tolomei is on top of a hill with a spectacular view of the verdant Tuscan landscape. Exercise as well as relax while being transported to forgotten places of exquisite taste. Perfect for weddings, business meetings or a quiet...
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    Location Information
    53015, Montalcino, Province of Siena
    Rental Home - 14 Bedrooms, 14 Bathrooms, Sleeps 30
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Terrace
    • Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming pool, Jacuzzi, steam bath, gazebo, barbeque,...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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