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Montalcino Holiday Rentals

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    Travellers to Montalcino are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 26
    5 of 5 bubbles (30) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 67
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 18
    5 of 5 bubbles (3) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    1 / 21
    5 of 5 bubbles (4) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    About this property
    One of three unique and charming apartments in a XVI century villa situated in the wonderful Siena countryside a few kms from Montalcino, in the natural park of the Val d'Orcia, a precious architectural and natural context.<BR><BR>Here you will feel embraced by the fascinating old architecture of... View all property information
    Location Information
    53024, Montalcino, Province of Siena
    5 of 5 bubbles Reviewed 30 August 2015
    Simona and Michele were perfect hosts for our family week in Toscany. The Villa is magnificent offering a beautiful setting for a relaxing stay. It is ideally located for...
    5 of 5 bubbles Reviewed 4 September 2013
    We have just returned from a truly memorable stay in Siena. The villa is perfect! Beautifully decorated, light and airy and a huge living space - perfect for families or large...
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    1 / 20
    5 of 5 bubbles (13) Excellent
    Sant'Angelo in Colle
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • DVD Player
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    Location Information
    53024, Sant'Angelo in Colle, Montalcino
    5 of 5 bubbles Reviewed 10 August 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...
    5 of 5 bubbles Reviewed 21 June 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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    1 / 24
    5 of 5 bubbles (7) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    • ?
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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.<BR>Here you will feel embraced by the fascinating old architecture of... View all property information
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    53024, Montalcino, Province of Siena
    5 of 5 bubbles Reviewed 21 July 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...
    5 of 5 bubbles Reviewed 20 July 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 when...
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    1 / 18
    Castelnuovo dell'Abate
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
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    53024, Castelnuovo dell'Abate, Montalcino
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    53024, Montalcino, Province of Siena
    1 / 33
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • x
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    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... View all property information
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    58033, Montalcino, Province of Siena
    1 / 6
    5 of 5 bubbles (1) Excellent
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    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... View all property information
    Location Information
    53024, Montalcino, Province of Siena
    5 of 5 bubbles Reviewed 21 August 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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    1 / 16
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
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    53024, Montalcino, Province of Siena
    1 / 45
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
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    Location Information
    53024, Montalcino, Province of Siena
    5 of 5 bubbles 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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    1 / 17
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Secure Parking
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    • Pet-friendly
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    • x
    About this property
    Located inside the medieval walls of Montalcino, this apartment offers ultimate convenience. You are able to walk to the bakery, the grocery store or one of Montalcino's wonderful restaurants to enjoy a delicious meal with some great wine. Private parking is a 2 minute walk for easy access. The... View all property information
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    53024, Montalcino, Province of Siena
    1 / 16
    Private Room, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Palazzina Cesira is a beautiful 13th Century residence with a refined and tranquil ambience. An elegant home, located in the historic center of Montalcino. It is a place where you will experience the style and atmosphere of times gone by. Palazzina Cesira offers an inviting and relaxed environment.... View all property information
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    53024, Montalcino, Province of Siena
    1 / 42
    Poggio alle Mura
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    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... View all property information
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    53024, Poggio alle Mura, Montalcino
    1 / 20
    22 Bedrooms, 25 Bathrooms, Sleeps 44 | Quick View
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    • x
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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... View all property information
    Location Information
    53024, Montalcino, Province of Siena
    1 / 24
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • x
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    About this property
    The Villa is settled in plain Orcia valley. Near the famous "Potentino" castle of year 1000, and the Montecucco wine route. Beautiful views from everywhere and peace all around are the main characteristics of this private property. The owner of this villa has an agriculture going business : he... View all property information
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    53024, Montalcino, Province of Siena
    1 / 71
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • x
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    Location Information
    53024, Montalcino, Province of Siena
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
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    Location Information
    53024, Montalcino, Province of Siena
    1 / 31
    Private Room, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Garden
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    • Mountain Views
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    • Pet-friendly
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    Location Information
    53024, Montalcino, Province of Siena
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    1 / 50
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
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    • Pet-friendly
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    • x
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    • x
    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... View all property information
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    53024, Montalcino, Province of Siena
    1 / 15
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Pozzo is an elegant and bright apartment of about 80m2 that can accommodate 4 persons. There are 2 bedrooms, a large bathroom with a shower cabinet and a nice living room with a fully equipped kitchen. The apartment is situated on the ground floor and suitable for handicapped people. Both bedrooms... View all property information
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    53024, Montalcino, Province of Siena
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers from the town of Montalcino away. This house, offering beautiful views over the surrounding landscape, has been completely restored with the original architectural features... View all property information
    Location Information
    53024, Montalcino, Province of Siena
    1 / 21
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    53024, Montalcino, Province of Siena
    1 / 39
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Beautiful and characteristic villa with a swimming pool located on the slopes of the well-known town of Montalcino. The hills where the rental is situated are home to the vines that produce the famous wine “Brunello di Montalcino”. The fantastic panoramic views from the villa stretch across... View all property information
    Location Information
    53024, Montalcino, Province of Siena
    1 / 12
    Castelnuovo dell'Abate
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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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,... View all property information
    Location Information
    53024, Castelnuovo dell'Abate, Montalcino
    5 of 5 bubbles Reviewed 6 days ago
    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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    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Private Garden
    • Wi-Fi
    • Shared Garden
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    53024, Montalcino, Province of Siena
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers from the town of Montalcino away. This house, offering beautiful views over the surrounding landscape, has been completely restored with the original architectural features... View all property information
    Location Information
    53024, Montalcino, Province of Siena
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Smoking allowed
    • ?
    About this property
    The apartment in Montalcino has 2 bedrooms and has capacity for 6 people. The apartment has 100 m². The accommodation is equipped with the following things: garden furniture, terrace, internet (wifi), hair dryer, single boiler on gas, air conditioning, communal swimming pool, open-air car parking... View all property information
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    53024, Montalcino, Province of Siena
    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Private Garden
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    • Balcony
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    53024, Montalcino, Province of Siena
    1 / 40
    5 of 5 bubbles (2) Excellent
    Poggio alle Mura
    6 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • ?
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    • ?
    About this property
    [L A Y O U T] MAIN HOUSE - 10 PEOPLE Ground Floor: Entrance hall; large dining room with fireplace and french windows opening onto the garden; spacious sitting room with french windows opening onto the garden; kitchen also opening onto the garden; double bedroom with four posted bed and en-suite... View all property information
    Location Information
    53024, Poggio alle Mura, Montalcino
    5 of 5 bubbles 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...
    5 of 5 bubbles Reviewed 19 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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    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • ?
    About this property
    4-room apartment 100 m2, on the upper ground floor. Spacious, renovated, beautiful and tasteful furnishings: living room with 1 double sofabed and satellite TV. Dining room. 2 double bedrooms, each room with shower/bidet/WC. Kitchenette (oven, dishwasher, 4 ceramic glass hob hotplates).... View all property information
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    53024, Montalcino, Province of Siena
    1 / 22
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    53024, Montalcino, Province of Siena
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Parking
    • Porch
    • Wi-Fi
    • Outdoor Dining Area
    • Private Garden
    • Mountain Views
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    About this property
    Montosoli is a sixteenth-century villa built on a design by famous Sienese architect Baldassare Peruzzi and is located near the town of Montalcino, in the countryside, among olive groves and vineyards. The place is steeped in history and art, architecture and even already present owners are... View all property information
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    53024, Montalcino, Province of Siena
    1 / 27
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • x
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    About this property
    Nice farmhouse comprising 3 apartments situated in panoramic location in the Orcia Valley area, only a few kilometers from the town of Montalcino away. This house, offering beautiful views over the surrounding landscape, has been completely restored with the original architectural features... View all property information
    Location Information
    53024, Montalcino, Province of Siena
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
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    • ?
    About this property
    2-room apartment 60 m2, on the upper ground floor, spacious, renovated, beautiful and tasteful furnishings: living/dining room with satellite TV. 1 double bedroom. Kitchenette (oven, X ceramic glass hob hotplates). Shower/bidet/WC. Air-conditioning (extra). Small terrace. Terrace furniture.... View all property information
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    53024, Montalcino, Province of Siena
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • ?
    • Smoking allowed
    • ?
    About this property
    2-room apartment 60 m2, on the upper ground floor, spacious, renovated, beautiful and tasteful furnishings: living/dining room with satellite TV. 1 double bedroom. Kitchenette (oven, X ceramic glass hob hotplates). Shower/bidet/WC. Air-conditioning (extra). Small terrace. Terrace furniture.... View all property information
    Location Information
    53024, Montalcino, Province of Siena
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
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    About this property
    2-room apartment 70 m2, on the ground floor. Spacious, renovated, beautiful and tasteful furnishings: living/dining room with 1 double sofabed and satellite TV. 1 double bedroom. Kitchenette (oven, X ceramic glass hob hotplates). Shower/bidet/WC. Air-conditioning (extra). Facilities: Internet... View all property information
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    53024, Montalcino, Province of Siena
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    Poggio alle Mura
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    [L A Y O U T] Ground Floor: Large living/dining room with fireplace; kitchen; small kitchen; dining room; sitting room; all the above rooms open onto courtyard; double bedroom bathroom. First Floor: Living room; two sitting rooms; four double bedrooms with en-suite bathroom (one of which with... View all property information
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    53024, Poggio alle Mura, Montalcino
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Satellite TV
    • Air Conditioning
    • Grill
    • Wi-Fi
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    • Balcony
    • Children's Pool
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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, Turkish bath, gazebo,... View all property information
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    53024, Montalcino, Province of Siena
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    4 Bedrooms, 6 Bathrooms, Sleeps 9 | Quick View
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    • Grill
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    • Central Heating
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    • Private Garden
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    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.<BR>Here you will feel embraced by the fascinating old architecture of... View all property information
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    53024, Montalcino, Province of Siena
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    2 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Balcony
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    • Air Conditioning
    • Wi-Fi
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    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
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    53024, Montalcino, Province of Siena
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    53024, Montalcino, Province of Siena
    1 / 34
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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 the world for its excellent “Brunello"... View all property information
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    53024, Montalcino, Province of Siena
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    Private Room, Sleeps 3 | Quick View
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    53027, Montalcino, Province of Siena
    1 / 41
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • x
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    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... View all property information
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    53024, Montalcino, Province of Siena
    1 / 15
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    53027, Montalcino, Province of Siena
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    53027, Montalcino, Province of Siena
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    Private Room, 4 Bathrooms, Sleeps 8 | Quick View
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    53024, Montalcino, Province of Siena
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    Location Information
    53027, Montalcino, Province of Siena