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Montalcino Luxury Rentals

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    Travelers to Montalcino are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    21 Matching Rentals in MontalcinoView all 145 rentals
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    14 Bedrooms, 14 Bathrooms, Sleeps 30 Quick View
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    FONTANELLE1 / 26
    (2)Average
    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Villa Brunello1 / 47
    (1)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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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    Villa San Giuseppe1 / 47
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Central Heating
    • Grill
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 15, 2017
    We stayed a week in this gorgeous Villa. This Villa is surrounded by its own vineyard. It meant lovely walking after dinner.It was beautifully appointed, cosy & luxurious...
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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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    Location Information
    53024, Castelnuovo dell'Abate, Montalcino
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Located in a place that almost seems unchanged and untouched by time, villa oozed Montalcino charm, having been built on a travertine stone in Sienese style and given its first lease of life as a farm owned by Rossini Martelli that’s still standing and has been for over 70...
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    53024, Castelnuovo dell'Abate, Montalcino
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
    • Air Conditioning
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Description: Overlooking the spectacular Tuscan countryside Villathis property is a splendid home inside the charming Tuscan hilltown ofthis property d'Asso. Located near a medieval castle, the villa was built in the 16th century. The property has been carefully renovated,...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Description: A cheerful house this property 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...
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    53024, Montalcino, Province of Siena
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Villathis property-Val D'Orcia Located in the beautiful area of Val D'Orcia, Villathis property is a private renovated house with swimming pool for 8 people set on a 15 hectare wine estate. From the villa you will have a panoramic view of the Val D'Orcia, historical Montalcino...
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    53024, Castelnuovo dell'Abate, Montalcino
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Washer
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Central Heating
    • Internet Access
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Holiday home this property 10 is a beautiful property that includes WiFi internet and private pool. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms. this property 10 is located 9 km (6 mi) from Montalcino, Italy and...
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    53024, Poggio alle Mura, Montalcino
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    La Giocosa1 / 48
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ground floor: Entrance hall Large open-plan living room with original Tuscan terracotta tiled floors, oak beams, ceramic stove, splendid views; an arch leads to a second living area Dining area with a table for 10 Fully equipped kitchen The laundry room with washing machine Study room with Internet...
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    53024, Montalcino, Province of Siena
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Description: Country living in the rolling Sienese hills this property is a large farmhouse located in the beautiful countryside of the Val d'Orcia, in walking distance to the little hilltown of San Giovanni d'Asso (1 km). The Val d'Orcia is an enchanting and miraculously...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Villa San Giovanni1 / 72
    (2)Excellent
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Terrace
    • Wi-Fi
    • 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
    1 entrance hall, 2 sitting rooms, 2 dining rooms, 1 fully equipped kitchen, 4 double bedrooms, 4 twin bedrooms, 5 spacious bathrooms plus 2 en suite bathrooms (six with shower, one with small tub): Ground floor: * The ground floor comprises a large cobblestones entrance hall, from which you enter...
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    53020, San Giovanni d'Asso, Montalcino
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    Le Vigne1 / 12
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Housekeeping Included
    • 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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    53024, Montalcino, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Holiday rental this property 12 is a nice property that includes private pool, WiFi internet and air conditioning. The property can sleep up to 12 people comfortably in six bedrooms with five bathrooms. this property 12 is located 8 km (5 mi) from...
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    58045, Poggio alle Mura, Montalcino
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Conveniently located 10 km (6 mi) from Montalcino, Italy in the tourist area 'Grosseto - Maremma' and only 11 km (7 mi) from Montalcino. Villathis property is a lovely property with WiFi internet, private pool and air conditioning. The property can sleep up...
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    53024, Poggio alle Mura, Montalcino
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • 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, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Villa with private swimming pool in the town of Montalcino, just opposite the famous fortress dating back to the year 1300, in the heart of Orcia Valley. The property is located just a few steps away from the traditional shops of the village, known all over...
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    Location Information
    53024, Montalcino, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Lorian is a grand property located amidst mature cypresses, rolling hills and the vineyards of Montalcino from which Brunello di Montalcino wine, renowned as one of the best ones in the world, is produced. Built in the 1700s as one of the manors of the neighbouring Argiano Castle, the...
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    Location Information
    53024, Poggio alle Mura, Montalcino
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Lavacchio 12 - Lavacchio1 / 41
    (2)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 8, 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 August 19, 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...
    View all property information
    Location Information
    53024, Poggio alle Mura, Montalcino
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    • Exchange rate: 1 Euros = 1.16 U.S. Dollars
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