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Montepulciano Rentals with Pools

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    Travelers to Montepulciano are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    159 Matching Rentals in MontepulcianoView all 333 rentals
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    Holiday Resort in Montepulciano T1 / 17
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    PODERE SAN PIETRO1 / 16
    (6)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Tenuta di Argiano in Montepulciano B&B rooms1 / 18
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Tuscan Villa Argiano 3 rooms ,Montepulciano, B&B1 / 23
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    in Villa Argiano in Montepulciano, we have several possibilities : B&B in Argiano's villa rooms ( three ) or self catering apartments ( two + one extra room ). In this beautiful Villa, were we live , at the second floor of the house we rent three bedrooms in b&b service . Breakfast is served...
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    53045, Montepulciano, Province of Siena
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casolare toscano con piscina1 / 38
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Mountain Views
    • Wi-Fi
    • Private Yard
    • Washer
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 22, 2017
    Our stay at Villa Cozzano was absolutely delightful. The place itself is charming and well kept both inside and outside. Cristiano, who was in the middle of harvesting grapes...
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    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Casolare toscano con piscina1 / 33
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Mountain Views
    • Parking
    • Private Yard
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Apartment 'Belvedere' at La Casa delle Querce - Montepulciano1 / 32
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Balcony
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 8, 2017
    Amazing location to tour the hill tows of Tuscany. The facility was exquisite, neat and the pool superb. The owner was very attentive to our needs. Baker came by every morning...
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    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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    Villa Nobile, Luxury Tuscan Home, Walk to Town1 / 34
    (20)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Wi-Fi
    • Washer
    • Housekeeping Included
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 16, 2018
    Though I had been to Italy before over 20 years ago, I had never experienced the magnificence of staying in a medieval-age villa in the countryside of Tuscany. While the view at...
    Reviewed February 24, 2018
    Although our stay at Villa Nobile was short in length, it was nothing short of wonderful. As soon as you step foot on this property, you are left breathless in the sight of its...
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    About this property
    Charming and elegant, Villa Nobile is the rebirth of a 12th century farmhouse that has been expanded over 800 years with a heated infinity edge pool. An easy walk from the hilltop town of Montepulciano, the villa looks out over the Valdichiana and the blue waters of Lake Trasimeno from its...
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    53045, Montepulciano, Province of Siena
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 18
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    Lovely 2 bedroom holiday apartment in Tuscany near Termal Places 'THEIA' open1 / 35
    (11)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Shared Yard
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 11, 2017
    I spent a week here in July with my husband and 2 children ( 8 & 10 ).Olimpia and her family are the perfect hosts. So friendly, helpful and fun! The villa is stunning...
    Reviewed July 6, 2017
    Fantastic location, amazing views, big garden with lots of activities for kids, beautifully arranged pergola for each appartment and very nice pool at the back with sunbeds...
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    About this property
    The apartment Tino is 55 Square meters and accommodates up to 4 people. First floor is composed of sitting/dining room with cooking area (dishwasher) and fireplace, 2 bedrooms, 1 bathroom with shower. sofabed for one people in living room for a child. In the garden , gazebo with table and chairs,...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Mountain Views
    • Balcony
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Holiday Resort in Montepulciano M1 / 17
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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. Nearest village, Acquaviva, is ca. 1.5km away, where one can find shops, a supermarket and restaurants. The property consists of 2 self catering...
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    53040, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Bossoncina 8+11 / 56
    (5)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 11, 2017
    This villa was just down the hill from Montepulciano and close to many other hill towns. The property was beyond beautiful with the perfect pool, many olive trees, a wonderful...
    Reviewed June 9, 2016
    Villa Bossoncina was totally amazing. The amenities and property were very well maintained. All the bedrooms had their own bathrooms which were beautiful. The pool overlooks a...
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    About this property
    RECEPTIVE STRUCTURE. Less than two kilometres from Bossoncina is Montepulciano, a charming Renaissance borgo, one of the many which enliven the province of Siena, standing on the crest of a hill between the flourishing Valdichiana and the unique Val d'Orcia, with its art masterpieces and its...
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    53045, Montepulciano, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    Holiday Resort in Montepuciano B1 / 20
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Shared Yard
    • Parking
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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. Nearest village, Acquaviva, is ca. 1.5km away, where one can find shops, a supermarket and restaurants. The property consists of 2 self catering...
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    53040, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    podere raffaello1 / 16
    (3)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Parking
    • Shared Yard
    • Central Heating
    • Wi-Fi
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53045, Montepulciano, Province of Siena
    Private Room - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    Great place for a Tuscan family holiday, 2 bedroom countryside apartments with shared pool1 / 27
    (5)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Shared Yard
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 22, 2014
    Thank you to Olympia and her family for having us at their wonderful farm. My husband and I stayed for 1 week at Fattoria di Argiano with our 2 year old son, and we couldn't...
    Reviewed July 6, 2011
    We really enjoyed our stay at Fattoria di Argiano. It was the perfect location for visiting all the beautiful hill towns and it had stunning views to Montepulciano. At night...
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    About this property
    Tenuta di Argiano a Montepulciano Please ask always AVAILABILITY , we will find in one of our structures the ideal place for your holiday. CAR IS NECESSARY WE ARE IN THE MIDDLE OF COUNTRYSIDE, SURROUNDED BY NATURE. The beautiful apartment FIASCO (60square Mt) , FOR 4 PEOPLE : FIRST FLOOR of...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 bedrooms  in a  tower, home of a sculptor1 / 19
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Shared Yard
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Yard
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 7, 2017
    We absolutely loved staying in the I Palazzi bed and breakfast. Antonella and Massimo were wonderful hosts and were very gracious in sharing their beautiful home with us. It is...
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    About this property
    This family run B&B is located in the countryside right between Cortona and Montepulciano, strategically connected to the best touristic itineraries of Southern Tuscany and Umbria. The property was originally a watchtower and its oldest part comes from the Middle Age. It is known that Santa...
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    53045, Montepulciano, Province of Siena
    Private Room - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    LA VALIANA Luxury Villa Rental (Montepulciano) - HEATED POOL Incl./ FREE WI-FI1 / 88
    (33)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Housekeeping Included
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 7, 2018
    We arrived at La Valiana between visits to two beautiful Italian cities, Florence and Venice. It was our time in Tuscany and the plan was to visit area hill towns while staying...
    Reviewed May 5, 2018
    It starts before you actually get to La Valiana, when you communicate with the owner Cecilia with any questions about the area or the visit. The responses come quickly and are...
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    About this property
    LA VALIANA is glad to welcome you in the very heart of Tuscany, right midway among Montepulciano, Cortona and Trasimeno Lake. This elegant villa has been thought as ideal accommodation for independent travellers (max. Occupancy 8) desiring to experience the more authentic Tuscan lifestyle, for a...
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    53045, Montepulciano, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Rustic Tuscan Farmhouse at Podere Pisinano1 / 60
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 31, 2017
    This is a very well kept villa very near a wonderful town of Montepulciano. Location is great, is very close to this renaissance town with beautiful architecture. We celebrated...
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    About this property
    PRIVATE STRUCTURE. Podere Pisinano is a rustic Tuscan farmhouse surrounded by the centuries-old olive trees of a prosperous farm estate which produces an excellent extra virgin olive oil, at the foot of Montepulciano, an old town of Etruscan origin which, with its precious artistic and landscape...
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    53045, Montepulciano, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Pietra del Diavolo1 / 24
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 26, 2017
    The villa was great. Five large and beautifulle decorated bedrooms, with huge and very comfortable beds. It was very clean and the pool was lovely.
    Reviewed October 2, 2014
    We were a group of 4 brothers and wives who stayed at this villa. It really fulfilled all our requirements! We loved having 5 bedrooms and 5 baths. Each one was unique and...
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    About this property
    Villa Pietra del Diavolo, recently restored, is situated in one of the most beautiful and panoramic hill around Montepulciano. “Pietra del Diavolo” is named after a stone composed of tufa layers particularly common in the local area. The property is situated in the heart of the “Croce di Febo”...
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    53045, Montepulciano, Province of Siena
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Shared Yard
    • Secure Parking
    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tenuta di Argiano a Montepulciano, located near MONTEPULCIANO, is surrounded by vineyards growing grapes for the famous local wines, Vino Nobile di Montepulciano and Rosso di Montepulciano, and is peaceful and quite. swimming pool and wifi . bikes tour, spa nearby, Italian course at Montepulciano...
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    53045, Acquaviva di Montepulciano, Montepulciano
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Casa vacanze, Le Corolle 31 / 18
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Private Yard
    • Children's Pool
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53045, Montepulciano, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Unique, charming farmhouse in Tuscany countryside with shared outdoor pool, sleeps up to 61 / 41
    (9)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Balcony
    • Terrace
    • Parking
    • Washer
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 31, 2015
    We stayed at this lovely restored farm house for 10 days during the second half of October. It was perfect for two couples, with a spacious living room and kitchen, comfortable...
    Reviewed June 16, 2013
    We spent a very happy two weeks here last summer, with our two small children. We visited lots of beautiful Tuscan places, for which Poggio Saragio is well located. The house...
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    About this property
    The main arched entrance leads past a utility room and downstairs bathroom into the open plan kitchen and dining room with dining table for 6 guests. The lounge has two sofa's one of which is a comfortable double sofa bed There is a wood burning stove in the lounge for the winter, but central...
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    SI, Montepulciano, Province of Siena
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Patio
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Balcony
    • Grill
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    Suitability
    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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    Location Information
    53045, Montepulciano, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Yard
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The apartment 'Rosa' (2 persons), with furniture of epoch, is composed of a stay- kitchen with read couch, a double bedroom and a bathroom with shower. In bedroom: tv sat. The Terrarossa agriturism complex is situated on one of the most beautiful and panoramic hills in the territory of...
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    53045, Valiano, Montepulciano
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Patio
    • Central Heating
    • Internet Access
    • Cable/satellite TV
    • DVD Player
    Suitability
    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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    Location Information
    53045, Montepulciano, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    COSY NEST IN MONTEPULCIANO AREA1 / 13
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Cable/satellite TV
    • Secure Parking
    • Outdoor Dining Area
    • Shared Yard
    • 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. Beautiful farmhouse built with handmade 18th century bricks and surrounded by the peace and quiet of the hills around Siean, on the border of Umbria...
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    53045, Valiano, Montepulciano
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    'Policiano Suite' at La Casa delle Querce - Montepulciano1 / 42
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 6, 2015
    Firstly, the views from this property blew me away. Typical rural Tuscany.and stunning at sunset. The apartment itself is very old style Tuscany and reasonably well equipped...
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    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 - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Rustic Stone Brick Villa on Siena Countryside1 / 52
    (2)Excellent
    7 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • Grill
    • Mountain Views
    • Internet Access
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 9, 2014
    Alessandro was such a wonderful host. My family (including a very young child) had an amazing time. The location was perfectly nesstled in the middle of tuscany near to almost...
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    About this property
    THIS VILLA IS AN EXCLUSIVITY OF EMMAVILLAS.COM WITH EMMA VILLAS YOU HAVE THE INSURANCE POLICY TO COVER PENALTIES IN CASE OF CANCELLATION OF THE STAY INCLUDED IN THE FINAL PRICE OF THE RESERVATION! RECEPTIVE STRUCTURE: Il Molinaccio is the result of the accurate restoration of an old mill, dating...
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    53045, Montepulciano, Province of Siena
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE: Il Molinaccio is the result of the accurate restoration of an old mill, dating from the sixteenth century; 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...
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    53045, Acquaviva di Montepulciano, Montepulciano
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Studio 'Rustico' at La Casa delle Querce - Montepulciano1 / 37
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 15, 2016
    Luca made us very welcome and gave us information about the surrounding area. Unit was clean and bed was comfortable. The gardens were a lovely place just to 'be' and if we...
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    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 2
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    4 Bedrooms, 14 Bathrooms, Sleeps 12 Quick View
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    • Terrace
    • Wi-Fi
    • Private Yard
    • Air Conditioning
    • Mountain Views
    • Balcony
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53045, Montepulciano, Province of Siena
    Private Room - 4 Bedrooms, 14 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    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, Montepulciano, Province of Siena
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    7 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    • Private Yard
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on the border between Tuscany and Umbria, in the magnificent atmosphere of the hills surrounding the ancient towns of Montepulciano, famous for its history, art, architecture and the Nobile wine, lays this large country house built in old bricks. Villa Alessandra is a very affordable home...
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    Location Information
    53045, Montepulciano, Province of Siena
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 13
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    Apartment 'L'Aia' at La Casa delle Querce - Montepulciano1 / 38
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
    • Balcony
    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We thoroughly enjoyed our stay. The location of the property is breathtaking. It was also a great starting point from which to drive to many different lovely Tuscan towns. The...
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    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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    Location Information
    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Parking
    • Grill
    Suitability
    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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    53045, Montepulciano, Province of Siena
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Villa Bossona1 / 63
    (2)Excellent
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Balcony
    • Washer
    • Outdoor Dining Area
    • Central Heating
    • Grill
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 7, 2016
    The owners/agents were very accommodating of our special requests like late check-out (12:00 noon), the use of the sweet little chapel for our marriage blessing and the use of...
    Reviewed July 1, 2015
    Villa bossona was more than we expected.The pictures don't do it justice.there was every amenity one could ask for.We had 4 teenagers with us,and everyone loved every...
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    About this property
    Villa Bossona is an impressive villa which dates back to the eighteenth century. Ideal for quiet and relaxing holidays it is located in the sweet Montepulciano hills few minutes from the town. A small church with an enchanting bell tower is preserved in its original form and will welcome you upon...
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    Location Information
    53045, Montepulciano, Province of Siena
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Parking
    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Grill
    • Children's Pool
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Ardene is the restoration of two ancient farmhouses in stone, placed side by side and both on two floors, for a total 450 sq. m., and is capable of holding up to 14 people in 7 double bedrooms with 7 bathrooms. The villa overlooks the hills in a panoramic position and has a huge garden, a...
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    53045, Montepulciano, Province of Siena
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Air Conditioning
    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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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedroom Tuscan Farmhouse at Le Terre di Nunzio1 / 61
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    53045, Montepulciano, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Private Yard
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    53045, Montepulciano, Province of Siena
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description:This property is a cozy and welcoming apartment that is part of an ancient country house in the characteristic style of the Tuscan countryside. It sleeps two people. From this property you will enjoy a splendid view of the Chianti hills. this property is 45 square meters (485...
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    53034, Gracciano, Montepulciano
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Terrace
    • Parking
    • Wi-Fi
    • Balcony
    • Hot Tub
    • Private Yard
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Terrarossa farm holiday resort is deep in the stunning hills around Montepulciano. It is part of an ancient country estate counting 130 acrwes land, where with respect for the land and its natural balance wheat, sunflowers and, above all, the vines for Vino Nobile di Montepulciano are grown....
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    53045, Valiano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Outdoor Dining Area
    • Parking
    • Private Yard
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Il Poggiarone is a splendid farmhouse with typical Tuscan architectural features, set in an extremely panoramic position and the ideal destination for those who are looking for a holiday which is a mix of art, history and nature. The beautiful villa is near the owner's house and part of a farm...
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    Location Information
    53045, Montepulciano, Province of Siena
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    7 bedroom Tuscan farmhouse near rennaissance town of Montepulciano, features include jacuzzi, private garden and pool1 / 97
    (15)Very good
    7 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 16, 2014
    We arrived in three vehicles and were greeted warmly, shown through the house and then left alone to get settled in. We used the chef inspired kitchen each night - except for...
    Reviewed June 13, 2014
    About 7 of us booked a four night stay at Il Molinaccio after reading the positive reviews, and we were not disappointed! Marco was very responsive whenever I had any questions...
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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...
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    53045, Montepulciano, Province of Siena
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 16
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    Luxury 4 Bedroom Farmhouse near Montepulciano1 / 19
    (10)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Central Heating
    • Washer
    • Grill
    • Mountain Views
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 1, 2015
    This was a perfect meeting place which we all enjoyed - everyone had their own bathroom, very comfortable. The views over Montepulciano were stunning. Adrian was the perfect...
    Reviewed August 21, 2012
    The combination of the comfortable La Casina and the charming British owners proved a winning combination.A house proved to be a peaceful and spacious retreat for our two...
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    About this property
    This recently restored farmhouse is situated in the heart of the Tuscan wine growing region of Montepulciano. The property has spectacular views over the ancient towns Montepulciano and Montefollonico. All the bedrooms have ensuite marble bathrooms and fantastic views of both Montepulciano or...
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    53045, Montepulciano, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Borgo dei Sette Tigli #31 / 39
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Shared Yard
    • Wi-Fi
    • Washer
    • Secure Parking
    • Outdoor Dining Area
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 26, 2012
    We had a really nice stay in #3. The apartment had everything we needed and they had a crib for our 1-year-old. She also really enjoyed the slide and swing- a great place to...
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    About this property
    In the magnificent atmosphere of the hills surrounding the ancient town of Montepulciano, famous for its history, art, architecture and the Nobile wine, lays this small hamlet made of country houses built in bricks and local stones. Its origin dates back to the end of the XVIII century when it was...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Children's Pool
    • Wi-Fi
    • Private Yard
    • Cable/satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa San Biagio is situated close to the hilltop town of Montepulciano renowned for its historical importance and for its wine Nobile. This magnificent country house is one of the most exclusive and stunning farmhouses in the area. The restoration works carefully preserved all the original...
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    Location Information
    53045, Montepulciano, Province of Siena
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 16
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Terrace
    • Balcony
    • Washer
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DEAR TRAVELER, PLEASE KINDLY NOTE: The rental price includes: final cleaning; electricity; Wi-Fi Internet connection; linens, changed mid-week; towels, changed mid-week. Available for a fee, if desired:heating (when needed) EUR 30.00/day. Refundable security deposit paid cash upon arrival: EUR 500....
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    Location Information
    53045, Montepulciano, Province of Siena
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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