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Holiday Rentals in Montepulciano

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    Travellers to Montepulciano are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 281 Rentals in Montepulciano
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    2 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    7 Bedrooms, 8 Bathrooms, Sleeps 21 Quick View
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    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...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, Sleeps 2 Quick View
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    53045, Montepulciano, Province of Siena
    Private Room - 1 Bedroom, Sleeps 2
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    Maramai, Sleeps 101 / 38
    (1)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
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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....
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    Montepulciano, Province of Siena
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    VILLA BIANCA1 / 17
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    The apartment has two bedrooms one big bathroom and a service bath. The private entrance leads into a spacious lounge furnished with a authentic Tuscan table and chairs, a comfortable sofa set and coffee table and an open plan fire place very spacious and charming. The large, bright kitchen is...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    53045, Montepulciano, Province of Siena
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
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    Suite Home has two bedrooms one big bathroom and a service bath. The private entrance leads into a spacious lounge furnished with a authentic Tuscan table and chairs, a comfortable sofa set and coffee table and an open plan fire place very spacious and charming. The large, bright kitchen is fully...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Shared Outdoor Pool (Unheated)
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    3-room apartment 'Il Noce', for 4 people, 70 m2, on the ground floor, comfortable and rustic furnishings. Living/dining room with satellite TV, open fireplace and dining-table. Smoking allowed. Internet (Wireless LAN [WLAN]). Sleeping room with 1 double bed. Sleeping room with 2 single beds....
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Apartment Il Casale is located in Tuscany in Montepulciano. This is a typical countryside house immersed in the greenery. The building is divided in two parts; in one of them the owners live, while the other is for guests. The apartment can accommodate 4 people; it consists of 2 bright bedrooms...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Il Grifo Apartment1 / 20
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Parking
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    • Central Heating
    • Mountain Views
    • Terrace
    • Balcony
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    Pet friendly
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    Smoking allowed
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    About this property
    Peaceful Tuscan Villa, country setting with hills and countryside views less than 6 miles from downtown Montepulciano and the world famous Nobile wine! The perfect location gives you easy access to all the wine and food and panorama attractions, from your home away from home you are in the perfect...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    In the Heart of Tuscany VILLA WINE HOME is one of Croce di Febo propriety, is located in the Heart of Tuscany in what is locally known as the Tuscan Golden Triangle. These are the towns around Montepulciano, Montalcino and Siena. An apartment of 220 square meters with a private garden on two level...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    • Central Heating
    • Satellite TV
    • Mountain Views
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An 18th century country houseset amidst the verdent hills of the route of the Noble Montepulciano wine. Surrounded by a park with swimming pool, “La Casa delle Querce” sits on a hillock between olive groves and vineyards in the sublime simplicity of the Tuscan countryside. The holiday house in...
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    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, Sleeps 2 Quick View
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    53045, Montepulciano, Province of Siena
    Private Room - 1 Bedroom, Sleeps 2
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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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...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    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...
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    53045, Sant'Albino, Montepulciano
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Villa Poliziano is located on a hill, immersed in the countryside, among woods and olive groves. It is only 500 meters from the village of S.Albino in the south of Tuscany and 5 minutes drive from Montepulciano. The location is excellent for touring in central Italy; you can easily make daytrips by...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Housekeeping Included
    • Washer
    • Satellite TV
    • Hot Tub
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    • Mountain Views
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    1 Bedroom, Sleeps 2 Quick View
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    53045, Montepulciano, Province of Siena
    Private Room - 1 Bedroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
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    About this property
    This Charming house is located in the countryside surrounding Montepulciano close to the historical centre of the town. Agriturismo Raggio di Sole has been recently restructured and it offers the hospitality of a farmhouse that provides all the comforts of a modern home in the heart of the lush...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    3-room apartment 'Melograno', for 6 people, 85 m2, on the ground floor, comfortable and cosy furnishings. Living/dining room with satellite TV. Smoking not allowed. Internet (Wireless LAN [WLAN]). Sleeping room with 1 double bed. Sleeping room with 1 single bed and 1 double bed. Open kitchen with 4...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful tuscan Apartment in villa, country setting with hills and countryside views less than 6 miles from downtown Montepulciano and the world famous Nobile wine! The perfect location gives you easy access to all the wine and food and panorama attractions, from your home away from home you are in...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    3-room apartment 'Ulivi', for 6 people, 77 m2, on the upper floor, comfortable and rustic furnishings. Living/dining room with satellite TV and open fireplace. Smoking allowed. Internet (Wireless LAN [WLAN]). 1 double sofa bed. Sleeping room with 1 double bed. Sleeping room with 2 single beds....
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
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    • Hot Tub
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    Smoking allowed
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    3-room apartment 111 m2 on 1st floor. Spacious and bright, very beautiful and tasteful furnishings: living room with satellite TV. 1 double bedroom with bathroom, double hand-basin, whirlpool and satellite TV. 1 double bedroom with bath/shower/bidet/WC. Kitchenette (2 ceramic glass hob hotplates,...
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    53040, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful tuscan Apartment in villa, country setting with hills and countryside views less than 6 miles from downtown Montepulciano and the world famous Nobile wine! The perfect location gives you easy access to all the wine and food and panorama attractions, from your home away from home you are in...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    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...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    53045, Montepulciano, Province of Siena
    Private Room - 1 Bedroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Circondato da vigne e ulivi, fra le colline della Val di Chiana che disegnano il suggestivo paesaggio senese, l'agriturismo a conduzione familiare è un antico casolare del '700 al confine tra Toscana e Umbria, ideale per raggiungere importanti mete come Montepulciano, Pienza, Bagno Vignoni, la Val...
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    53045, Valiano, Montepulciano
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    5-room apartment 'Lecci', for 8 people, 96 m2, on the upper floor, comfortable and rustic furnishings. Living/dining room with satellite TV and open fireplace. Smoking allowed. Internet (Wireless LAN [WLAN]). 1 double sofa bed. Sleeping room with 1 double bed. Sleeping room with 2 single beds....
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    Fine country house located in Montepulciano in a quiet and panoramic position, overlooking the beautiful Val di Chiana, characterized by gentle undulating hills of vineyards, olive groves and woods. A place full of charm and history that, in a refined and elegant, it creates a magical dreamlike...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful stone-built villa rental that has been completely renovated and transformed into a comfortable, exclusive holiday residence, situated near Montepulciano in the beautiful Tuscan countryside. This area of the countryside is, for the most part, made up of the vineyards that produce Vino...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid 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...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3-room apartment 'Aiuola', for 6 people, 90 m2, on the upper floor, comfortable and rustic furnishings. Living/dining room with satellite TV, open fireplace and dining-table. Smoking allowed. Internet (Wireless LAN [WLAN]). 1 double sofa bed. Sleeping room with 1 double bed. Sleeping room with 2...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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. The two Tuscan towns destinations of great artistic, historical, architectural and gastronomic interest, are both worth...
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    53045, Abbadia di Montepulciano, Montepulciano
    Condo/Apartment - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53045, Montepulciano, Province of Siena
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Washer
    • Grill
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    3-room apartment 'Cipresso', for 6 people, 80 m2, on the upper floor, comfortable and rustic furnishings. Living/dining room with satellite TV and open fireplace. Smoking allowed. Internet (Wireless LAN [WLAN]). 1 double sofa bed. Sleeping room with 1 double bed. Sleeping room with 2 single beds....
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    COSY NEST IN MONTEPULCIANO AREA1 / 13
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Satellite TV
    • Secure Parking
    • Outdoor Dining Area
    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apartment with living-dining area, kitchen corner , 2 double bedroom , bathroom with shower. TV SAT, iron and iron board, freezer, oven, high chair.<BR><BR>Beautiful farmhouse built with handmade 18th century bricks and surrounded by the peace and quiet of the hills around Siean, on the border of...
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    53045, Valiano, Montepulciano
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Washer
    • Mountain Views
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful Tuscan Villa, country setting with hills and countryside views less than 6 miles from downtown Montepulciano and the world famous Nobile wine! The perfect location gives you easy access to all the wine and food and panorama attractions, from your home away from home you are in the perfect...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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