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Montalcino Holiday Homes

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    Travellers to Montalcino are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    All 169 Rentals in Montalcino
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    CASALE TOSCANO VICINO A MONTALCINO PER FAMIGLIE1 / 26
    (2)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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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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    Casa Lorenzo: Charming Tuscan house,pool, AC,WiFi1 / 39
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Central Heating
    • Wi-Fi
    • Mountain Views
    • Balcony
    • 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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    53024, Montalcino, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Glorious historic Tuscan villa , pool,WIFI,AC1 / 82
    (11)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 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 5 November 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
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    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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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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 3 weeks ago
    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
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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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)
    • Satellite TV
    • DVD Player
    • Central Heating
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 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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    53024, Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    EXTENSIVE VILLA WITH PANORAMIC VIEWS1 / 47
    (7)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    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 9 August 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
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 16
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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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    • Grill
    • Porch
    • Washer
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 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 17 August 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
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Grill
    • Satellite TV
    • Central Heating
    • Patio
    • Washer
    • Mountain Views
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    First floor apartment with private terrace, and 450 square metre garden with deck chairs. This charming secluded location with stunning views of the famous Tuscan landscape of Crete Senese.. The apartment has 3 bedrooms (6 people), kitchen and 2 bathrooms. Decorated in typical Tuscan style, with...
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    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Terrace
    • Balcony
    • Washer
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fontanelle is without doubt one of our loveliest Tuscan properties. It is located to the west of Montalcino, an area renowned for its beauty and for its wines, especially the famous Brunello di Montalcino. The property is in a spectacular position, surrounded by vineyards, olive trees, cypresses...
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    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    Il Giardino1 / 19
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Central Heating
    • Grill
    • Patio
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 September 2014
    We first visited in 2004 when our first grandchild was only 9 months old. Since then we have returned every year and our second grandchild was only 3 months old when she first...
    Reviewed 16 June 2014
    Looking for a house in Tuscany for a couple of weeks this the summer? Then I would happily recommend Il Giardino. It is a lovely country house situated in the prettiest part...
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    About this property
    +Dream house in idyllic setting beautifully restored by the Anglo-Irish artist/owner. Of a pleasing architecture of warm sienese bricks, in perfect conditions, the house offers an atmosphere of extreme comfort and relaxation. Pool decoratively immersed in herbs, roses, lavender, surrounded by...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Satellite TV
    • Parking
    • Air Conditioning
    • Internet Access
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful stone-built villa rental accommodation (230 m2) situated approx. 500 m from the historical centre of Montalcino, ideal starting point for excursions to the spa resorts at Bagno Vignoni, the Orcia valley, Monte Amiata, the Maremma, Siena and the nearby wine producing estates for the...
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    53024, Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Fornello di Sopra, luxury villa with private pool1 / 45
    (3)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Private Garden
    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
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    8 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Satellite TV
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tuscan period villa rental - Centred around a pretty garden, Casa Vittorio is a notable, historic residence set over several levels, elegantly furnished with antiques and typical Tuscan furnishings. The house itself enjoys a village location with other properties in close proximity, but still...
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    52020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 16
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    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    20% discount for groups of 8 people maximum (4 bedrooms - 4 bathrooms) (Minimum of one week rental required) Minimum rental one week rental Saturday to Saturday except for urban apartments. The Italian Villa is a lovely large villa in a small hilltown near Siena. Upon entering from the cobblestones...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • 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
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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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 Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 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 9 November 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for authenticity, style and a special atmosphere Lavacchio is the perfect choice. This gorgeous property belongs to a well-known Italian interior designer the owner of one of our most prestigious properties, Fontanelle who restored and furnished it to a very high standard. Both...
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    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    Villa San Giovanni1 / 71
    (2)Excellent
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Satellite TV
    • Terrace
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 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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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fontanelle is without doubt one of our loveliest Tuscan properties. It is located to the west of Montalcino, an area renowned for its beauty and for its wines, especially the famous Brunello di Montalcino. The property is in a spectacular position, surrounded by vineyards, olive trees, cypresses...
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    Location Information
    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    LAVACCHIO1 / 40
    (2)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2015
    Lavacchio is synonymous with paradise in the minds of my family. Extraordinarily beautiful, in the middle of a vineyard, perfectly located, each room stunningly designed and...
    Reviewed 20 August 2014
    The Villa is roomy and nicely furnished, and the swimming pool,accessed through the vineyard, was a great feature--especially for the grandkids.My only suggestion is that the...
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    About this property
    This exceptionally beautiful property is located in a very quiet and spectacular position, just a few kilometres away from the lovely village of Montalcino. The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of...
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    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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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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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Le Vigne, Sleeps 61 / 12
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you’re an oenophile who dreams of a Tuscan vacation, villa Le Vigne is for you. Located on a working wine estate near Montalcino, the renovated 18th-century stone farmhouse is surrounded by vineyards, and guests can arrange to tour the on-site wine cellar and have a private tasting. If you’re...
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    Location Information
    Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Farmhouse Rental in Tuscany, Montalcino - Villa Montalcino1 / 52
    (34)Very good
    Studio, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 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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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 3 Bathrooms, Sleeps 7
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    MONTALCINO, Borghetto Casa di Alice1 / 18
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Parking
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    This home is beautiful, very clean, modern amenities, quiet, spacious yet cozy .... I can go on and on about how wonderful it was. The view from our window was spectacular...
    Reviewed 4 weeks ago
    Beautifully decorated home and amazing views of the Tuscan countryside. Castelnuovo dellAbate is about 30 min. drive from Montalcino. Very quiet and peaceful. We did day trips...
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    53024, Castelnuovo dell'Abate, Montalcino
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa Brunello Villa Brunello1 / 20
    (4)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 October 2015
    My husband and I stayed with two other couples at this house for one week. It exceeded our expectations in every way! Beautiful home and landscape! Breathtaking views...
    Reviewed 30 June 2013
    Plenty of room and a beautiful view from every angle at this villa. Huge pool and many relaxing ways to spend your day. About 10 km from Montalcino, we found the locals...
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    About this property
    (Minimum of one week rental required) Minimum rental one week rental Saturday to Saturday except for urban apartments. Villa Brunello is as close to the universal dream of a perfect Tuscan country retreat as can be found! Set amongst a haven of natural tranquility and beauty, surrounded by twenty...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
    • Private Garden
    • Grill
    • Wi-Fi
    • 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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    Podere Ferranino Townhouses-Fra Angelico1 / 31
    (12)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 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 10 June 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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    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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    53015, Montalcino, Province of Siena
    Holiday Rental House - 14 Bedrooms, 14 Bathrooms, Sleeps 30
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Internet Access
    • Washer
    • Parking
    • Grill
    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 4
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    11 Bedrooms, 9 Bathrooms, Sleeps 21 Quick View
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    • Internet Access
    • Washer
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    (Minimum of one week rental required) Minimum rental one week rental Saturday to Saturday except for urban apartments. Additional amenities include: living room, car recommended, views, family room, gardener available, heating, crib, pool 40, dining room, walkable, cook available on request.
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 11 Bedrooms, 9 Bathrooms, Sleeps 21
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fontanelle is without doubt one of our loveliest Tuscan properties. It is located to the west of Montalcino, an area renowned for its beauty and for its wines, especially the famous Brunello di Montalcino. The property is in a spectacular position, surrounded by vineyards, olive trees, cypresses...
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    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Satellite TV
    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
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 7
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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 Garden
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 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 10 June 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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    Minnie's Cottage in Tuscany1 / 67
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Outdoor Dining Area
    • Terrace
    • Balcony
    • Mountain Views
    • Wi-Fi
    • Secure Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 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 12 August 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. <BR>Minnie's Cottage...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Casa Giovanni1 / 22
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2013
    My wife and I spent three weeks in the Cipresso apartment on the lovely farm of the Giovanni family. We used the apartment as our base of operations for our day trips to many of...
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    About this property
    Italian village rental - This charming historic residence is part of a larger building, located in the village of San Giovanni d'Asso, just beyond the original castle walls and a short walk to the centre.With origins dating back to the 15th century this property certainly has character, with...
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    52020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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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
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 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 19 June 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<BR>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...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Podere Ferranino Townhouses- Alberti1 / 49
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Certificate of Excellence
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    • Washer
    • Satellite TV
    • Mountain Views
    • Patio
    • Secure Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 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 30 August 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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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Central Heating
    • Internet Access
    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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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Grill
    • Satellite TV
    • Washer
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A farmhouse with stunning views Montebello is located at an altitude of 400 metres above sea level. It stands on its own and benefits of complete privacy. The house is reached by a 4 km country gravel road. This beautiful valley is a nature preserve located in the southernmost part of Tuscany with...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Studio, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Air Conditioning
    • Washer
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Le Macine is a farmhouse which the owners finished renovating with great skill in 2011. It dates to the beginning of the 20th century and its name derives from the fact that along the entrance drive are present two antique millstones of an old oil mill. The renovation was...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Washer
    • Parking
    • Grill
    • Central Heating
    • Satellite TV
    • Wi-Fi
    • Shared 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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This completely independent property with 4 bedrooms, 3 baths, and private pool is a classic stone farmhouse situated on the edge of the historic town of Montalcino, home of the famous Brunello wine. The house is in a splendid and peaceful spot with a beautiful view of Montalcino and the...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Podere Ferranino Townhouses -Brunelleschi1 / 37
    (10)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Satellite TV
    • Mountain Views
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 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 18 August 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<BR><BR>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...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Central Heating
    • Internet Access
    • Satellite TV
    • Outdoor Dining Area
    • Parking
    • Washer
    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, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Parking
    • Shared Garden
    • Satellite TV
    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 4
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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
    • 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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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
    • Parking
    • Satellite TV
    • Patio
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 October 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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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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