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Montalcino Luxury Holiday Homes

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    AU$1,803 Average
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    Travellers to Montalcino are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    24 Matching Rentals in MontalcinoView all 160 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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • 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,...
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    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    Pet friendly
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    Owner's description: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...
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    58045, Poggio alle Mura, Montalcino
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
    • Internet Access
    • Grill
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:Main Description : this property 10 is a beautiful vacation rental with private pool and WiFi internet. The property can sleep up to ten people comfortably in five bedrooms with five bathrooms. this property 10 is located 9 km (6 mi) from Montalcino, Italy and only 10 km (6 mi)...
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    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Studio, 8 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Chic interior design, a private guest house and covered al fresco dining with stunning views are sure to please any group of friends or a large family looking for a one-of-a-kind Tuscan villa experience. Located south of Siena near the coveted Brunello vineyards of Montalcino, this villa was...
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    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 8 Bathrooms, Sleeps 16
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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 16 September 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
    Holiday Rental House - 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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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Central Heating
    • Grill
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 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
    Holiday Rental House - 5 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 this 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, and with...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    12 Bedrooms, 11 Bathrooms, Sleeps 24 Quick View
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    • Central Heating
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:Villa is a beautiful, rustic Italian villa with a wide open lawn and spectacular interior furnishing. Dating back to the 16th century, the villa is located just a few kilometres from Montalcino in the Val d’Orcia. Originally the main house of a small farming village called...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 12 Bedrooms, 11 Bathrooms, Sleeps 24
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:Main Description : this property 12 is a nice holiday rental with air conditioning, WiFi internet and private pool. The property can sleep up to 12 guests comfortably in six bedrooms with five bathrooms. Conveniently located 8 km (5 mi) from Montalcino, Italy in the tourist area...
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    58045, Poggio alle Mura, Montalcino
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Studio, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Chic interior design, a private guest house and covered al fresco dining with stunning views are sure to please any group of friends or a large family looking for a one-of-a-kind Tuscan villa experience. Located south of Siena near the coveted Brunello vineyards of Montalcino, this villa was...
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    Location Information
    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:This property-Val D'Orcia Located in the beautiful area of Val D'Orcia, this 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 and the...
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    53024, Castelnuovo dell'Abate, Montalcino
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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 10 km...
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    53024, Montalcino, Province of Siena
    Condo/Apartment - 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...
    View all property information
    Location Information
    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:VILLAthis property - MONTALCINO AREA Set in the countryisde surrounded by 25 hectares of vineyards famous for its 'BRUNELLO' red wine produced since the early 14th Century. Montalcino is within 11 kms where you can visit the historical sites such as the fortress which dates back...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Studio, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This large villa, characterized by its elegant country décor, has airy and spacious rooms. A beautiful, private swimming pool and green, sprawling lawns are ideal for taking in valley views. With both a main house and guest house, this property offers privacy, beauty, and modern conveniences....
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    Location Information
    Montalcino, Province of Siena
    Holiday Rental House - 5 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amiata is a carefully and tastefully renovated country villa set in the most desirable location in the beautiful Val d’Orcia.  Guests are accommodated in four queen bedded rooms. There are four bathrooms.  The villa has been recently updated with every possible modern convenience.  Amiata is part...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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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    53024, Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:Nestled in an old olive grove, this villa in Tuscany overlooks picture-perfect rolling Italian countryside. Wander the secluded gardens, sip wine beneath the arbor, or catch your breath as you swim to the edge of your private infinity pool. This rustic 5 bedroom villa has space...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Internet Access
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:Description: A farmhouse with stunning views this property 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...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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 : Vacation rental this property is a lovely property that includes private pool, air conditioning and WiFi internet. The property can accommodate up to ten people comfortably in five bedrooms with five bathrooms. this property is located 10 km (6 mi) from...
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    Location Information
    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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