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Apartment Rentals and Vacation Rentals in Montepulciano, Italy

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    Travelers to Montepulciano are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 14
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    1 / 33
    7 Bedrooms, 7 Bathrooms, Sleeps 15 | Quick View
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    1 / 6
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Farmhouse Podere Fucile is a characteristic rural home in a panoramic position. the apartment SORGENTE 3 is in the farmhouse (four apartments) recently renewed in the respect of the Tuscany typical rural architecture. The aprtment SORGENTE 3 is on the ground floor and it is provided with a... View all property information
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    Montepulciano, Province of Siena
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Balcony
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    • Central Heating
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    Montepulciano, Province of Siena
    1 / 15
    Valiano
    5 Bedrooms, 6 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Maramai, now a charming country house, used to be a small farm with 3 separate buildings. It is named after the Tuscan farmer's family who lived there until the early '70s. The ground floor of the main house was used for storage while cattle were tethered in the vaulted room. The family would live... View all property information
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    Valiano, Montepulciano
    1 / 32
    5 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    Beautiful farmhouse placed in a panoramic position on the green hills covered by vineyards, olive groves and woods, only a few kilometres from Torrita di Siena and Montepulciano. Podere San Bono makes the most of a particularly advantageous position which matches the possibility to spend peaceful... View all property information
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    Montepulciano, Province of Siena
    1 / 7
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
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    About this property
    Located in a panoramic position on a hill crest between the Val d'Orcia and Valdichiana near Montepulciano, Agriturismo Il Casalone offers a holiday unit tastefully furnished in Tuscan country style. One double bed room (king size), one bathroom and a living room with kitchenette and a very... View all property information
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    Montepulciano, Province of Siena
    1 / 18
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    About this property
    The splendid residence of Il Maniero sits majestically on top of a hill with commanding views over the typical Tuscan countryside, and Chiana Valley. Overlooking the historic town of Cetona, Il Maniero accommodates up to 14 people in great style and superlative comfort. Formerly a medieval... View all property information
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    Montepulciano, Province of Siena
    1 / 54
    4.5 of 5 stars (9) Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The moment you see even a glimpse of the first picture of this Tuscany villa, you'll be smiling from ear to ear because it's just that cute so imagine what you'll be doing once you arrive! This accommodation in Tuscany is in a secluded position on a hill overlooking the countryside, which is full... View all property information
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    Montepulciano, Province of Siena
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    1 / 100
    7 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    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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    Montepulciano, Province of Siena
    1 / 7
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • Mountain Views
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    Montepulciano, Province of Siena
    1 / 14
    Private Room, 5 Bathrooms, Sleeps 9 | Quick View
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    Montepulciano, Province of Siena
    1 / 30
    5 of 5 stars (24) Excellent
    13 Bedrooms, 13 Bathrooms, Sleeps 26 | Quick View
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    About this property
    Sant' Antonio : a magical ambiance created some 800 years ago by Franciscan monks was originally a 12th century monastery divided into 5 separate buildings. These extended over 80 hectares of farm and forest land of which 4 hectares are of lawn gardens on different levels. You will find over a... View all property information
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    Montepulciano, Province of Siena
    1 / 23
    7 Bedrooms, 7 Bathrooms, Sleeps 15 | Quick View
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    About this property
    Villa Le Favole is made up of two ancient, stone-built country houses, situated one next to the other, only 900 m from the old city centre of Montepulciano. This splendid town is also called "The Pearl of the 1500s", protected by its ancient Renaissance fortifications and famous for the beauty of... View all property information
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    Montepulciano, Province of Siena
    1 / 21
    Valiano
    8 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    • ?
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    About this property
    Villa located on top of a hill and dipped between wineyards.<BR>Due to its strategic position, in Valiano di Montepulciano, half way from Rome to Florence and on the border between Tuscany and Umbria region, it will be easy to visit the most artistic towns in the heart of Italy.<BR><BR>The villa... View all property information
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    Valiano, Montepulciano
    1 / 22
    4.5 of 5 stars (3) Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 15 | Quick View
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    • DVD Player
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    • Pet-friendly
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    • ?
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    About this property
    Wine lovers will find much to appreciate at Villa Montepulciano. Located on an estate that still produces boutique wines and olive oils, the villa offers guests the chance to taste wines grown just outside. Six bedrooms, divided between a main house and guest cottage, offer space for up to fifteen... View all property information
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    Montepulciano, Province of Siena
    1 / 11
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    La foresteria, ospitata al pian terreno di un elegante palazzo Rinascimentale, è situata nel cuore del centro storico di Montepulciano a pochi passi da Piazza Grande. Si compone di un'ampia camera matrimoniale, un salone, doppi servizi e soppalchi. Alti soffitti ed arredi d'epoca di gran pregio... View all property information
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    Montepulciano, Province of Siena
    1 / 17
    Sant'Albino
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    Macine (60 m2) for 4 people : Lovely downfloor apartment composed of Sitting/dining room with kitchen all furnished , double bedroom, twin bedroom, bathroom with bath. .A small swimming pool (5x10 m) has been installed in the garden , all over the trees. Around the Villa house and its annex... View all property information
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    Sant'Albino, Montepulciano
    1 / 6
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    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
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    Montepulciano, Province of Siena
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    1 / 19
    Abbadia di Montepulciano
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Very beautiful, rustic house 'San Pietro', renovated, surrounded by fields and vineyards. In the resort Abbadia di Montepulciano, 10 km from the centre of Montepulciano, in a sunny position. Private: large garden (fenced) with lawn, swimming pool (11 x 5 m, depth 120 - 180 cm, 15.05.-25.09.).... View all property information
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    Abbadia di Montepulciano, Montepulciano
    1 / 13
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • 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
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    Montepulciano, Province of Siena
    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Montepulciano, Province of Siena
    1 / 21
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Private Yard
    • Satellite TV
    • Wi-Fi
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    • Children's Pool
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    • Pet-friendly
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    • Smoking allowed
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    Montepulciano, Province of Siena
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Montepulciano, Province of Siena
    1 / 34
    Sant'Albino
    7 Bedrooms, 8 Bathrooms, Sleeps 21 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
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    • x
    About this property
    Podere Monti is a 16th century farmhouse built on Roman foundations, nestled between woods and olive groves. It has been turned into a residence of refined charm that retains an atmosphere of informal welcome. The landscape and environment of Montepulciano are among the greenest you can imagine... View all property information
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    Sant'Albino, Montepulciano
    1 / 34
    7 Bedrooms, 8 Bathrooms, Sleeps 19 | Quick View
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    • Parking
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Podere Monti 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 guest rooms are few but exquisitely furnished; each one has its own unique character and is named after one of... View all property information
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    Montepulciano, Province of Siena
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    A View From the Top is an apartment in the most enchanting, picturesque and peaceful part of Montepulciano. The house is in Via delle Coste, no. 18, 250 metres from the piazza and the main street, and has 2 double rooms, 2 bathrooms with shower and a large kitchen-living room with a small terrace... View all property information
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    Montepulciano, Province of Siena
    1 / 60
    5 of 5 stars (16) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • ?
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    • ?
    About this property
    Traveling in a larger group may get pretty hectic at times but the pros definitely outweigh the cons, especially if you choose to stay at this Tuscany farmhouse! Furnished with antiques and comprised of seven bedrooms, choose to cook for yourselves in your large kitchen or have someone prepare... View all property information
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    Montepulciano, Province of Siena
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
    • Mountain Views
    • Central Heating
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    • ?
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    • x
    Location Information
    Montepulciano, Province of Siena
    1 / 16
    Sant'Albino
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Villa for rent situated inside a farm just outside the town of Montepulciano, in the hills south of Siena, Tuscany. Located on a hillside, the villa has a breathtaking view of the vineyards that produce Vino Nobile di Montepulciano, one of the wines that makes the Italian viticulture famous. Thanks... View all property information
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    Sant'Albino, Montepulciano
    1 / 8
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Balcony
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    • Pet-friendly
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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
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    Montepulciano, Province of Siena
    1 / 9
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    Montepulciano, Province of Siena
    1 / 30
    5 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    • Pet-friendly
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    • ?
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    About this property
    Description: Comfortable country house in the lush Chiana valley The Tenuta Senese estate lies in the lush and ample Chiana valley which runs south of Florence from Arezzo to Orvieto. The valley is above all renowned for its wine, the Vino Nobile di Montepulciano, and the succulent T-bone steaks... View all property information
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    Montepulciano, Province of Siena
    1 / 5
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Ardene is located in Montepulciano and due to its unexpected, innovative and welcoming accommodation facilities it is one of the most exclusive farmhouse of this area. It is a country house in ancient stone and its origins date back to the medieval times. Ardene is the ideal location for reaching... View all property information
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    Montepulciano, Province of Siena
    1 / 28
    5 Bedrooms, 7 Bathrooms, Sleeps 11 | Quick View
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    • x
    • x
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    • ?
    About this property
    This house has been carefully restored to a very high standard with great visual flair and attention to detail; pretty contemporary fabrics and rugs; preserving a warm rustic feel with flag stone floors,exposed beams and colour GROUND LEVEL Comfortable living room with antique stone fireplace, two... View all property information
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    Montepulciano, Province of Siena
    1 / 40
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • x
    • ?
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    • ?
    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
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    Montepulciano, Province of Siena
    1 / 34
    5 of 5 stars (4) Excellent
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • 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
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    Montepulciano, Province of Siena
    1 / 30
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    About this property
    The Country House Ardene provides its guests with high level services in a magical, peaceful and unforgettable atmosphere. The 7 bedroom, 7 bath villa is located in Montepulciano and due to its unexpected, innovative and welcoming accommodation facilities it is one of the most exclusive farmhouses... View all property information
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    Montepulciano, Province of Siena
    1 / 30
    Acquaviva di Montepulciano
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Description: 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... View all property information
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    Acquaviva di Montepulciano, Montepulciano
    1 / 22
    Private Room, 1 Bathroom, Sleeps 3 | Quick View
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    Montepulciano, Province of Siena
    1 / 38
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Central Heating
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    • Private Yard
    • 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
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    Montepulciano, Province of Siena
    1 / 37
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
    • Private Yard
    • Grill
    • Wi-Fi
    • Parking
    Suitability
    • 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
    Montepulciano, Province of Siena
    1 / 17
    5 of 5 stars (1) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Grill
    • Shared Yard
    • Balcony
    • Hot Tub
    • Wi-Fi
    • Parking
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    On the border between Tuscany and Umbria arises our ancient farmhouse, remodelled in order to make you feel more at home and to make it more comfortable, without giving up the characteristics of the Tuscan country house.<BR><BR>The location is perfect for artistic and cultural itineraries. We are... View all property information
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    Montepulciano, Province of Siena
    1 / 28
    Sant'Albino
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • Balcony
    • Air Conditioning
    • Satellite TV
    • Secure Parking
    • Private Outdoor...
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano. The property is situated in the heart a working farm with breathtaking views over the valley where Vino Nobile di Montepulciano is produced. The villa has all modern amenities... View all property information
    Location Information
    Sant'Albino, Montepulciano
    1 / 12
    4 Bedrooms, 4 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    Montepulciano, Province of Siena
    1 / 12
    Abbadia di Montepulciano
    Private Room, 2 Bathrooms, Sleeps 7 | Quick View
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    • Private Yard
    • Parking
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    Location Information
    Abbadia di Montepulciano, Montepulciano
    1 / 26
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Private Yard
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    On the ground floor to welcome the guests and for their use is a lounge with an open fireplace and a well equipped kitchen which leads to an external gazebo for dining al fresco and to enjoy cool evenings out in the open. Situated on the same level of the lounge and open plan kitchen are three... View all property information
    Location Information
    Montepulciano, Province of Siena
    1 / 25
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Yard
    • Shared Outdoor Pool...
    • Satellite TV
    Suitability
    • 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
    Montepulciano, Province of Siena
    1 / 2
    13 Bedrooms, 28 Bathrooms, Sleeps 27 | Quick View
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    Amenities & Details
    • Shared Outdoor Pool...
    • Wi-Fi
    • Parking
    • Grill
    • Hot Tub
    • Terrace
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    Location Information
    Montepulciano, Province of Siena