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Vacation Rentals in Montepulciano, Italy

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    Travellers to Montepulciano are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 7
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Private Room, 5 Bathrooms, Sleeps 9 | Quick View
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    1 / 64
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    RECEPTIVE STRUCTURE. A farmhouse immersed in vineyards at the foot of Montepulciano: this is the stunning setting that enfolds Le Terre di Nunzio, a completely renovated stone house with a rustic air, ready to welcome its guests who, despite being just a minutes from the famous borgo, known as "the... View all property information
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    53045, Montepulciano, Province of Siena
    1 / 16
    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    nice and comfortable apartment in the old town of Montepulciano Placed in the Historical Centre, just a few steps to the most beautiful and oldest wine cellar in Montepulciano (Cantina del Redi dè Ricci) an amazing sixteenth-century structure, great-looking with its huge wine barrels. The... View all property information
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    53045, Montepulciano, Province of Siena
    1 / 14
    5 of 5 stars (1) Excellent
    Private Room, 3 Bathrooms, Sleeps 4 | Quick View
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    • Wi-Fi
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    About this property
    Ostro is located just outside of montepulciano, the beautiful tuscan countryside. The green, the rest, the trees are from boundary to a beautiful view on the city '. We and our simple things reflect this way of life, our house has the floor and wood flooring in the furniture and 'in tuscan style... View all property information
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    53045, Montepulciano, Province of Siena
    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    I Tigli is a splendid apartment with two bedrooms and two bathrooms which is part of a property with a total of 6 apartments sharing a pool. <BR><BR>Located in the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its history, art, architecture and the... View all property information
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    53045, Montepulciano, Province of Siena
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Great villa in South Toscany. 360 round view on hill top. View on Cortina and Montepulciano. Luxury terras With swimming pool. Florence 1 hour drive by car Rome two hours , <BR><BR>Between Perugia and Siena , perfect to see all main sights fron Toscany.<BR><BR>Montepulciano has wonderfull wines... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    Acquaviva di Montepulciano
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Balcony
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    • Outdoor Dining Area
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    About this property
    L'AIA it's a homy apartment of 60 sq mt. Climbing few doorsteps you enter the living-dining room embellished by brick walls,wooden beamed ceilings and local terracotta tiled floors. In the living-dining room there is a dining table, a sofa, some rustic Tuscan furniture, satelliteTV, telephone. A... View all property information
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    53045, Acquaviva di Montepulciano, Montepulciano
    1 / 62
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    ExteriorsOriginally built in the 17th century rural Tuscany, the Villa has been restored without altering its original architecture. Siena's typical ocher colors dominate the villa's stone walls and diffuse a welcoming glow on the light blue of the infinity pool. All around the lush garden... View all property information
    Location Information
    53040, Montepulciano, Province of Siena
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Villa Ludovica è una villa storica situata a soli 2 Km dal centro di Montepulciano che può ospitare fino a 6 persone. In epoca medievale era una torre di avvistamento grazie alla sua posizione strategica che domina la Val di Chiana da una parte e la collina di Montepulciano dall’altra. Villa... View all property information
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    53045, Montepulciano, Province of Siena
    1 / 11
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    La dimora, ospitata al primo piano di un palazzo Rinascimentale, è situata nel cuore del centro storico di Montepulciano, a 20 metri da Piazza Grande. Gode di una doppia esposizione da cui si possono ammirare vedute panoramiche della piazza principale e della Val d'Orcia. Si compone di due... View all property information
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    53045, Montepulciano, Province of Siena
    1 / 17
    4 Bedrooms, 5 Bathrooms, Sleeps 7 | Quick View
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    Immerse yourself in Tuscan country life at Maramai. Once a farm with a farmhouse, tobacco-drying building and pigsty, this five-bedroom property near Montepulciano has been transformed into a charming country home and guest house with spacious rooms, modern amenities and inviting outdoor areas.... View all property information
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    53045, Montepulciano, Province of Siena
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    The Poggio Golo holiday villa has been restored to its original splendour after long and careful renovation, giving you the possibility to savor the atmosphere of a holiday from past times in an old 17th century villa with original furniture and accessories. The well-travelled owners have made the... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    Valiano
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Managed directly by the owners. Our family welcomes you with the typical Tuscan availability. We produce oil, wine and vegetables that will be at your disposal. Relaz, peace and the best countryside in Tuscany. Near Montepulciano and Cortona. In this area it's possible tasting the best tuscan wine... View all property information
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    53045, Valiano, Montepulciano
    3 Bedrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    About this property
    Accommodation Independent farmhouse 6 sleeps. On the ground floor there are a double room with fireplace, kitchen with oven, microwave and dishwasher, a double bedroom with jacuzzi, a bathroom close to the room. On the first floor there are a double bedroom with shower and sink, a bathroom close to... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    About this property
    Borgo 7 Tigli #2 is a splendid apartment with three bedrooms and two bathrooms which is part of a property with a total of 6 apartments sharing a pool. Located in the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its history, art, architecture and... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
    About this property
    These beautiful holiday accommodations are located in a quiet area just 7km from Montepulciano, a splendid medieval town of the Val di Chiana. Next village, Acquaviva is ca. 1.5km away, where one can find shops, a supermarket and restaurants. The property consists of 2 self catering farmhouses,... View all property information
    Location Information
    53040, Montepulciano, Province of Siena
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • ?
    About this property
    Holiday house for 6 people with shared pool. Holliday house with 4 apartments and 2 annexes for a total of 20 people. There is a large communal swimming pool, barbecue, vegetable garden, orchard. Sat TV, internet and parking on the plot. There are a total of 4 apartments and two independent houses,... View all property information
    Location Information
    Montepulciano, Province of Siena
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Borgo 7 Tigli #5 is a splendid apartment with two bedrooms and one bathroom which is part of a property with a total of 6 apartments sharing a pool. Located in the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its history, art, architecture and the... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Central Heating
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    • Pet-friendly
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    • Smoking allowed
    About this property
    Borgo 7 Tigli #1 is a splendid apartment with two bedrooms and two bathrooms which is part of a property with a total of 6 apartments sharing a pool. Located in the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its history, art, architecture and the... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    3 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Secure Parking
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    • Private Garden
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    • x
    About this property
    This house is perfect for families or Group of friend. Located just outside Montepulciano, a delicious ancient Village well known for it's wine "Nobile di Montepulciano, you will enjoy the quiet and relax of this corner of paradise. Plenty of free parking on our 10 acres. A wonderful swimming pool... View all property information
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    53045, Montepulciano, Province of Siena
    1 / 100
    7 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • Satellite TV
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    • Washer
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    • Hot Tub
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    • Pet-friendly
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    • ?
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    • ?
    About this property
    The watermill “Il Molinaccio”, near the renaissance town of Montepulciano, was already present in the old maps of the Granduchy of Tuscany . The original building, duly and let me say passionately restored, now reopens as a luxury country house where the guests may spend their time, in absolute... View all property information
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    53045, Montepulciano, Province of Siena
    1 / 13
    5 of 5 stars (1) Excellent
    7 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    The ancient Farmhouse is located near the stream called "The Salarco", is easily accessible from the A1 motorway and is approximately 10 Km from Valdichiana Exit for those coming from the North and about 15 Miles from Chiusi-Chianciano Terme exit for those coming from the South. The Farmhouse,... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Location Information
    53045, Montepulciano, Province of Siena
    7 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    • Pet-friendly
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    Location Information
    53045, Montepulciano, Province of Siena
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Garden
    • Hot Tub
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Apartment for 4 people with a shared pool. There is a large communal swimming pool, barbecue, vegetable garden, orchard. Sat TV, internet and parking on the plot. There are a total of 4 apartments and two independent houses, and all 6 homes have a private outdoor area. In total there can be 20... View all property information
    Location Information
    Montepulciano, Province of Siena
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Borgo 7 Tigli #3 is a splendid apartment with two bedrooms and two bathrooms which is part of a property with a total of 6 apartments sharing a pool. Located in the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its history, art, architecture and the... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Garden
    • Hot Tub
    • Parking
    • Washer
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Apartment for 4 people with a shared pool. There is a large communal swimming pool, barbecue, vegetable garden, orchard. Sat TV, internet and parking on the plot. There are a total of 4 apartments and two independent houses, and all 6 homes have a private outdoor area. In total there can be 20... View all property information
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    Montepulciano, Province of Siena
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    53045, Montepulciano, Province of Siena
    5 Bedrooms, 9 Bathrooms, Sleeps 9 | Quick View
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    • Sauna
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    • Pet-friendly
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    • x
    • x
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    • x
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    53045, Montepulciano, Province of Siena
    Valiano
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Apartment in Farm holidays with pool in Tuscany. <BR><BR>The apartment situated on the first floor, a 70 square meters apartment consists of two bedrooms (a double and a single one), a bathroom with shower, kitchen with living room with sofa and satellite tv. <BR>The kitchen has an electric oven,... View all property information
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    53045, Valiano, Montepulciano
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Smoking allowed
    • x
    About this property
    “La Casa delle Querce” is an 18th century country house set amidst the verdant hills of the route of the Nobile Montepulciano wine. Surrounded by a park with swimming pool, “La Casa delle Querce” sits on a hillock in the midst of olive groves and vineyards in the sublime simplicity of the Tuscan... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    About this property
    Borgo 7 Tigli #7 is a splendid apartment with one bedroom and one bathroom which is part of a property with a total of 6 apartments sharing a pool. Located in the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its history, art, architecture and the... View all property information
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    53045, Montepulciano, Province of Siena
    1 / 21
    2 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • ?
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    About this property
    Poggio Casa is an 18th century farmhouse that was completely restructured and renovated two years ago. Today it is a comfortable country house. The house is surrounded by a well-kept lawn, rich with ornamental plants, flowers and various types of roses. At the back of the house is a gazebo with a... View all property information
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    Montepulciano, Province of Siena
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
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    Borgo 7 Tigli #6 is a splendid apartment with one bedroom and one bathroom which is part of a property with a total of 6 apartments sharing a pool. Located in the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its history, art, architecture and the... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Apartment for 2 people with a shared pool. There is a large communal swimming pool, barbecue, vegetable garden, orchard. Sat TV, internet and parking on the plot. There are a total of 4 apartments and two independent houses, and all 6 homes have a private outdoor area. In total there can be 20... View all property information
    Location Information
    Montepulciano, Province of Siena
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Central Heating
    • Parking
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    “La Casa delle Querce” is an 18th century country house set amidst the verdant hills of the route of the Nobile Montepulciano wine. Surrounded by a park with swimming pool, “La Casa delle Querce” sits on a hillock in the midst of olive groves and vineyards in the sublime simplicity of the Tuscan... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    • Shared Garden
    • Terrace
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    • Pet-friendly
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    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    The prices are weekly (from Saturday to Saturday). They include the consumption of water, electricity, linen for bedroom and bathroom (the change of linen is weekly). The heating/air conditioned are not included and has to be paid according to the amount consumed on departure. On arrival guest are... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Smoking allowed
    • x
    About this property
    Beautiful charming flat, very romantic, old residence of the great-grandfather of the owner, notary in Montepulciano. Entirely, recently renovated, very quiet, in a magnificent position: in the centre of town, but facing the city walls, in a dominant position. Two nice bedrooms elegantly furnished,... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Hot Tub
    • Shared Garden
    • Shared Outdoor Pool...
    • Washer
    • Parking
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Apartment for 2 people with a shared pool. There is a large communal swimming pool, barbecue, vegetable garden, orchard. Sat TV, internet and parking on the plot. There are a total of 4 apartments and two independent houses, and all 6 homes have a private outdoor area. In total there can be 20... View all property information
    Location Information
    Montepulciano, Province of Siena
    1 / 20
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Pulce is a recently restored farmhouse which offers breathtaking views over the valley where Vino Nobile of Montepulciano is produced. The villa is situated in one of the most beautiful and panoramic hill around the town of Montepulciano and it is ideal for a comfortable and relaxing holiday.... View all property information
    Location Information
    Montepulciano, Province of Siena
    1 / 15
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Vignola is a 16th century farmhouse nestled between woods and olive groves. It has been turned into a residence of refined charm that retains its atmosphere of informal welcome. The farmhouse has been meticulously restored and furnished with every comfort. There are 2 floors of living quarters and... View all property information
    Location Information
    Montepulciano, Province of Siena
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Central Heating
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53045, Montepulciano, Province of Siena
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Washer
    • Parking
    • Shared Outdoor Pool...
    • Internet Access
    • Shared Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Apartment for 2 people with a shared pool. There is a large communal swimming pool, barbecue, vegetable garden, orchard. Sat TV, internet and parking on the plot. There are a total of 4 apartments and two independent houses, and all 6 homes have a private outdoor area. In total there can be 20... View all property information
    Location Information
    Montepulciano, Province of Siena
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Patio
    • Parking
    • Washer
    • Terrace
    • Balcony
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    Apartment located in the Italian region of Tuscany in Montepulciano Via Iris Origo n 100 with panoramic views over the Chiana Valley just 5 minutes from the historic center, within walking distance of all amenities and the typical Tuscan restaurants. Montepulciano is the ideal place for tourists... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Casa Ciliano is an holiday house in Montepulciano, 60 Km far from Siena, it is inside the medieval wall, nearby Porta al Prato, that is the main gate to the historical centre with its Renaissance monuments.<BR><BR>A nice holiday apartment accurately restored in 2011, on a ground floor building with... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Farmhouse Podere Fucile is a characteristic rural home in a panoramic position. the apartment SORGENTE 2 is in the farmhouse (four apartments) recently renewed in the respect of the Tuscany typical rural architecture. The apartment SORGENTE 2 is at first floor and it is provided with a... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool...
    • Satellite TV
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Romantic apartment ideal for couple. Located just outside Montepulciano, a delicious ancient Village well known for it's wine "Nobile di Montepulciano, you will enjoy the quiet and relax of this corner of paradise. Plenty of free parking on our 10 acres. A wonderful swimming pool to relax after a... View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Central Heating
    • Grill
    • Washer
    • Parking
    • Private Garden
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Casale del 1800 immerso nel verde, tra le colline della Strada del Vino Nobile di Montepulciano. Circondata da un parco con piscina, “La Casa delle Querce” si adagia su di un poggio tra ulivi e vigneti, nella sublime semplicità del paesaggio toscano. Il casale, in tipici mattoncini di argilla... View all property information
    Location Information
    53045, Montepulciano, Province of Siena