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Montepulciano Holiday Rentals

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    Travellers to Montepulciano are booking May dates now. Secure your holiday rental today, and have the perfect trip.
    4 of 5 bubbles
    1 Review
    2 Bedrooms, Sleeps 8Quick View
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    4 of 5 bubbles
    9 Reviews
    1 Bedroom, Sleeps 2Quick View
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    5 of 5 bubbles
    30 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    5 of 5 bubbles
    49 Reviews
    3 Bedrooms, Sleeps 5Quick View
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    Amenities & Details
    • DVD Player
    • Balcony
    • Satellite TV
    • Grill
    • Air Conditioning
    • Patio
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 3 weeks ago
    This very well maintained and equipped house has a beautiful view, on one side, of the old town (just above and a short distance away), and on another side, of gorgeous Tuscan...
    Excellent of 5 bubbles
    Reviewed 9 January 2017
    Stayed 5 nights at this beautiful house in Montepulciano. The house was immaculate and warm mid winter. Our host Davide was welcoming and very helpful on our arrival. Short walk...
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    About this property
    Placed in the countryside of Montepulciano, near the most important historical towns such as Pienza, Montalcino and Bagno Vignoni, the Casina Toscana is a historical residence of the nineteenth century, which allows guests to enjoy the tranquility and relaxation that this place offers.<BR><BR>The...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 of 5 bubbles
    12 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Washer
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 4 August 2016
    A first class apartment for four people, situated in the upper part of Montepulciano, with magnificent view of the Tuscan countryside. A well appointed apartment with...
    Excellent of 5 bubbles
    Reviewed 15 July 2016
    Beautiful furnished appartment with magnificient views over surrounding landscape in great location and magnificient support of Luca were perfect!
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    About this property
    .The apartment, Into The Sunset, owes its name to the magnificent views of the hills of Val d'Orcia which you can enjoy from its windows. It is located in the center of Montepulciano, via Collazzi 10, only 200 meters from Piazza Grande, the heart of the city, where you can admire splendid...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    8 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Secure Parking
    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 1 October 2016
    We rented the apartment for nearly two weeks to use a base of operations for touring around Tuscany. It is nicely located as it is about an hour's drive to a wide range of...
    Excellent of 5 bubbles
    Reviewed 10 August 2016
    My husband, teenage daughter and I stayed in this lovely apartment for 5 nights in July. This apartment is in a beautiful setting. It was easy driving distance to Florence...
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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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    4.5 of 5 bubbles
    9 Reviews
    2 Bedrooms, Sleeps 6Quick 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
    Very good of 5 bubbles
    Reviewed 31 October 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...
    Excellent of 5 bubbles
    Reviewed 16 June 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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    Location Information
    SI, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    4.5 of 5 bubbles
    3 Reviews
    5 Bedrooms, Sleeps 10Quick 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
    Excellent of 5 bubbles
    Reviewed 2 October 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.<BR>“Pietra del Diavolo” is named after a stone composed of tufa layers particularly common in the local area.<BR>The property is situated in the heart of the “Croce di...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 of 5 bubbles
    6 Reviews
    4 Bedrooms, Sleeps 10Quick View
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    Amenities & Details
    • Central Heating
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 12 January 2017
    A group of 6 women, we stayed at the house for 5 nights. The house was immaculate, well situated and safe. The host was polite and readily available and offered valuable...
    Excellent of 5 bubbles
    Reviewed 24 April 2016
    I thought I had reviewed this over a year ago and am so disappointed in myself that I must not have submitted it because this was the BEST. Amazing place! The list: Beyond...
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    About this property
    Podere san Pietro is an ancient country house held in brick and stones with a living surface of 350 sqm. for a total of 3bathroom and 4 bedrooms, which accommodate up to 10 people , in addition to private swimming pool of 11X5 mt <BR>The house has been recently restored (2007) and brought to its...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 of 5 bubbles
    1 Review
    4 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Balcony
    • Satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 9 December 2015
    I cannot express how deeply satisfied we were with the villa and support received from Mr Franco. Our expectations were exceed at every turn; from the grounds to the...
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    53011, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 of 5 bubbles
    9 Reviews
    2 Bedrooms, Sleeps 5Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Mountain Views
    • Wi-Fi
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 16 November 2016
    We had a wonderful stay in 2 of the apartments in this amazing building.... beautiful modern amenities, with touches of antiques for character and interest! So cosy and...
    Excellent of 5 bubbles
    Reviewed 9 November 2016
    The apartment is wonderful. It is better than the pictures! I would definitely stay here again. The apartment blends the charm of the old buildings beautifully with all us...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    5 of 5 bubbles
    11 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Amenities & Details
    • Wi-Fi
    • Outdoor Dining Area
    • Grill
    • Balcony
    • Air Conditioning
    • Terrace
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 15 October 2016
    I usually do not write reviews, but I will for this property. And I am writing this early, so I do not forget. This place is nicer than the pictures. Love the grill in the...
    Excellent of 5 bubbles
    Reviewed 7 October 2016
    This decent size beautiful cottage is set amongst stunning views over the southern Tuscan countryside. It is peaceful and fully equipped with everything you need to make your...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, Sleeps 8Quick View
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    • Washer
    • Shared Garden
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This family run B/B is located in the wonderful countryside 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...
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    53045, Montepulciano, Province of Siena
    Private Room - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 5Quick View
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    Amenities & Details
    • Terrace
    • Washer
    • Private Garden
    • Parking
    • Grill
    • Balcony
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 of 5 bubbles
    2 Reviews
    2 Bedrooms, Sleeps 3Quick View
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    • Central Heating
    • Wi-Fi
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 8 May 2016
    The apartment is in a quiet road at a walking distance (a couple of ramp up & down) from a restaurant area. You can park your for free not far from the apartment. The views...
    Excellent of 5 bubbles
    Reviewed 13 October 2015
    From the moment we arrived at this charming apartment, our host Andrea was the epitome of the ideal 'Landlord', helpful, knowledgeable about the environs and available when...
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    About this property
    nice and comfortable apartment in the old town of Montepulciano Placed in the Historical Centre, just a few steps to the most beautiful and oldest wine cellar in Montepulciano (Cantina del Redi dè Ricci) an amazing sixteenth-century structure, great-looking with its huge wine barrels. The...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    5 of 5 bubbles
    2 Reviews
    2 Bedrooms, Sleeps 5Quick View
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    Amenities & Details
    • Grill
    • Satellite TV
    • Balcony
    • Parking
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 20 September 2016
    We really enjoyed our stay here although there were one or two minor issues. The good things were: fresh bread from the baker at the gate every morning a very nice pool quiet...
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    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. Nearestt 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 - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    4.5 of 5 bubbles
    6 Reviews
    3 Bedrooms, Sleeps 5Quick View
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    • Central Heating
    • Balcony
    • Parking
    • Wi-Fi
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 30 August 2015
    One week in the beautiful appartement Casa Bibi! Virginia and her mother Silvana were very hospitable! Cake, fruit and wine were given to us at our late arrival. There was...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 of 5 bubbles
    18 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Washer
    • Satellite TV
    • Wi-Fi
    • Parking
    • Terrace
    • Central Heating
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 1 June 2016
    I searched for so long looking for an apartment in Tuscany walking distance from a hillside town and restaurants. I found this one. We got such a surprise when we arrived . It...
    Excellent of 5 bubbles
    Reviewed 7 October 2015
    Located in a great location close to the old city with the ability to park a car close to the apartment. The apartment is modern and has everything that you need. It is spacious...
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    About this property
    This spacious and modern apartment (140sq.mt.) offers a pleasant, shining, fresh and convenient permanence in the core of Tuscany. It has two large bed rooms (25 sq.mt.), two large living rooms whose one with a new and fully equipped kitchen (dish washer machine included). The other living room...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 of 5 bubbles
    4 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Mountain Views
    • Washer
    • Wi-Fi
    • Satellite TV
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 31 October 2015
    The owner met us at the entrance to town and led us up to the apartment. We had a parking place right in front of the building. The apartment looks just like the photos...
    Excellent of 5 bubbles
    Reviewed 21 September 2015
    The flat, "Into the Sunset" isn't kidding with the name. We saw several amazing sunsets from the large windows and the view was amazing at all other times as well. The...
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    About this property
    The apartment, Into The Sunset, owes its name to the magnificent views of the hills of Val d'Orcia which you can enjoy from its windows. It is located in the center of Montepulciano, via Collazzi 10, only 200 meters from Piazza Grande, the heart of the city, where you can admire splendid...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    3 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Outdoor Dining Area
    • Parking
    • Central Heating
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 of 5 bubbles
    1 Review
    2 Bedrooms, Sleeps 6Quick View
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    • Mountain Views
    • Satellite TV
    • Balcony
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 6 October 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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    2 Bedrooms, Sleeps 5Quick View
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    • Washer
    • Wi-Fi
    • Balcony
    • Grill
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Mountain Views
    Suitability
    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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    Location Information
    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 of 5 bubbles
    2 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Parking
    • Satellite TV
    • Housekeeping Included
    • Grill
    • Washer
    • Balcony
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 13 January 2016
    Ciao, Teresa, How are you? I hope everything is well with you and your father! We are doing okay. My wife and I, we stayed at dei Diavoli in mid September 2015. We love it...
    Excellent of 5 bubbles
    Reviewed 16 February 2014
    I loved this place! beautiful landscapes. private little apartment with well stocked kitchen. Teresa was attentive to every detail and made us feel like fajmily. the location is...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    23 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Wi-Fi
    • Central Heating
    • Parking
    • DVD Player
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 21 October 2016
    We spent 5 nights in this comfortable, conveniently located flat. We drove to Montepulciano and Luca (the owner) met us outside the town walls to escort us to the flat. He...
    Excellent of 5 bubbles
    Reviewed 4 September 2016
    Very good friendly service, well set up with everything you need and a beautiful place to spend your holiday. Lots of good advice on where to eat, wine and how to get around. We...
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    About this property
    CasaMontepulciano is a flat of roughly 60 sq m (646 sq ft), located in via Cagnano 9. Restored in 2011 it is has high quality finishes and exposed beams. It consists of a large living room/kitchen, two bedrooms (one of which is a master bedroom,in the other room i can easily combine 2 sinlge...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    11 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Washer
    • Wi-Fi
    • Central Heating
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 24 April 2016
    My husband and our niece and nephew stayed at this apartment over the from Wednesday through the Monday after Easter. Luca was great . He made sure we had everything hat was...
    Excellent of 5 bubbles
    Reviewed 13 May 2015
    We are in the final days of our stay in Montepulciano & Tuscany. Our stay here has been nothing short of wonderful. Montepulciano has been a great location from which to take...
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    About this property
    CasaMontepulciano is a flat of roughly 60 sq m (646 sq ft), located in via Cagnano 9. Restored in 2011 it is has high quality finishes and exposed beams. It consists of a large living room/kitchen, two bedrooms (one of which is a master bedroom but in the other room i can easily combine 2 single...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, Sleeps 4Quick View
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    • Washer
    • Grill
    • Balcony
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Wi-Fi
    • Satellite TV
    Suitability
    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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    Location Information
    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4.5 of 5 bubbles
    4 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Washer
    • Wi-Fi
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Shared Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 22 July 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...
    Very good of 5 bubbles
    Reviewed 6 July 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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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4.5 of 5 bubbles
    7 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Shared Garden
    • Central Heating
    • Balcony
    • Parking
    • Washer
    • Hot Tub
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Average of 5 bubbles
    Reviewed 25 October 2016
    1st you need to know that this Villa is NOT in Montepulciano. it is about 12 km away in Acquaviva. This is very close to the Montepulciano train station but, again that is 12...
    Very good of 5 bubbles
    Reviewed 20 October 2015
    The apartment offered two bedrooms and two bathrooms which was comfortable. The kitchen was well furnished. There was no oven only a microwave and a gas stovetop. The refrig...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, Sleeps 2Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • 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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    4 of 5 bubbles
    2 Reviews
    1 Bedroom, Sleeps 4Quick View
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    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Shared Garden
    • Parking
    • 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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    Location Information
    53040, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 of 5 bubbles
    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    • DVD Player
    • Grill
    • Washer
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From the great kitchen you can enjoy the amazing view to the valley, and the lakes of Montepulciano and Trasimeno. The apartment can host maximum 4 or 5 people and offers two king size bedrooms, also single beds, in one the rooms, can be arranged if required. The flat is fully equipped, including...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 of 5 bubbles
    14 Reviews
    1 Bedroom, Sleeps 2Quick View
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    • Wi-Fi
    • Washer
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 1 week ago
    The Little Arch of Memory has great charm, a comfortable bed and is brilliantly located close to the Piazza Grande. Elias couldn't have been more helpful.
    Very good of 5 bubbles
    Reviewed 26 March 2016
    This small apartment is full of character and set within the city walls. Comfy bed, good shower and adequate kitchen facilities. Good heating - important because it was chilly...
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    About this property
    The Little Arch of Memory is a cute first floor apartment placed in the core of Montepulciano and at few steps from the main square, the old theater and the old main street, but yet in a parallel and quiet street. This 45 sq.mt. apartment is full of old history and my family's memories... Under...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 of 5 bubbles
    3 Reviews
    4 Bedrooms, Sleeps 10Quick View
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    • Housekeeping Included
    • Mountain Views
    • Wi-Fi
    • Balcony
    • Grill
    • Patio
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 21 February 2017
    We stayed at this beautiful stone house for a week and were amazed by the gorgeous views over the Tuscan countryside, it's even better than in the pictures! On top of it we did...
    Excellent of 5 bubbles
    Reviewed 13 August 2016
    After two weeks of traveling throughout southern France and Italy, we landed at this location in the beautiful Tuscan region of Italy. The home was the perfect place to...
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    About this property
    Incredible views of the Tuscan Vineyards and Olive Groves from your own private balconies and big Terraces and all of this just walking distance from main attractions in town. The Casina Pellegrino may seem small from the outside but boasts big VIEWS and has enough space for either a romantic...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    4.5 of 5 bubbles
    7 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Wi-Fi
    • Central Heating
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 11 December 2015
    Stayed in this wonderfull place for one night. Frederico was very friendly and gave us some great Dinner recomendations. The Appartment was very clean and cosy. Also to mention...
    Very good of 5 bubbles
    Reviewed 14 October 2015
    Il Palazzetto was a nice central location for our bike trips to the surrounding country side. Located in the old city and easy walking distance to everywhere we wanted to be...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 of 5 bubbles
    1 Review
    1 Bedroom, Sleeps 2Quick View
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    • Washer
    • Wi-Fi
    • Central Heating
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very good of 5 bubbles
    Reviewed 15 July 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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    Location Information
    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, Sleeps 4Quick View
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    • Private Garden
    • Wi-Fi
    • Patio
    • Children's Pool
    • Grill
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Location Information
    53045, Valiano, Montepulciano
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, Sleeps 2Quick View
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    • Wi-Fi
    • Shared Garden
    • 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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    Location Information
    53045, Acquaviva di Montepulciano, Montepulciano
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 of 5 bubbles
    1 Review
    4 Bedrooms, Sleeps 4Quick View
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    • Mountain Views
    • Wi-Fi
    • Central Heating
    • Washer
    • Housekeeping Included
    • Parking
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 16 August 2016
    We stayed here mainly as a result of the views that seemed to be available from the property. We were not at all disappointed, the views from the property were amazing. There...
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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...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, Sleeps 2Quick View
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    • Shared Garden
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • 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. <BR><BR>The Terrarossa agriturism complex is situated on one of the most beautiful and panoramic hills in the territory of...
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    Location Information
    53045, Valiano, Montepulciano
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4.5 of 5 bubbles
    3 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Satellite TV
    • Outdoor Dining Area
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 15 June 2015
    Our host Luca was wonderful. He was most courteous and welcomed us even though we arrived late on a Sunday evening. Since we were coming in after a long flight and a drive from...
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    About this property
    The POLICIANO Suite is the largest apartment of La Casa delle Querce with its 90 sq meters. It comprises of a very spacious living dining-room, an ample cooking area, two bedrooms and two bathrooms each with shower. In the bedrooms there is air conditioning. One bedroom faces the swimming-pool....
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    Location Information
    53045, Acquaviva di Montepulciano, Montepulciano
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4Quick View
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    • Satellite TV
    • Terrace
    • Parking
    • Wi-Fi
    • Balcony
    • Hot Tub
    • Private Garden
    • 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. <BR>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...
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    Location Information
    53045, Valiano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, Sleeps 4Quick View
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    • Washer
    • Grill
    • Wi-Fi
    • Central Heating
    • Satellite TV
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 of 5 bubbles
    18 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Washer
    • Central Heating
    • Grill
    • Internet Access
    • Terrace
    • Patio
    • Outdoor Dining Area
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 12 January 2017
    Wonderful location and wonderful apartment. John, the owner, was extremely attentive and helpful. We wished we had longer here.
    Excellent of 5 bubbles
    Reviewed 8 October 2016
    Montefollonico is a quaint town, close to Montalcino, Pienza & Montapulciano with everything you need for a Tuscan get away. It has a market on Tuesdays, a small grocery store...
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    About this property
    Torre Montefollonico is a magnificent two bedroom apartment in the tiny hilltop village of Montefollonico, a 10 minute drive from Montepulciano. The spacious apartment with two bedrooms, a library, a 12th century tower with rooftop patio, and two full private baths, can sleep four. The...
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    Location Information
    53040, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    1 Review
    2 Bedrooms, Sleeps 5Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    La dimora, ospitata al primo piano di un palazzo Rinascimentale, è situata nel cuore del centro storico di Montepulciano, a 20 metri da Piazza Grande. Gode di una doppia esposizione da cui si possono ammirare vedute panoramiche della piazza principale e della Val d'Orcia. Si compone di due...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    4.5 of 5 bubbles
    15 Reviews
    7 Bedrooms, Sleeps 16Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Central Heating
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 16 August 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...
    Excellent of 5 bubbles
    Reviewed 13 June 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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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 16
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    5 of 5 bubbles
    2 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Parking
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    5 of 5 bubbles
    1 Review
    2 Bedrooms, Sleeps 7Quick View
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    • Satellite TV
    • Grill
    • Washer
    • Private Garden
    • Central Heating
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    4 Bedrooms, Sleeps 8Quick View
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    • Terrace
    • Private Garden
    • Balcony
    • Mountain Views
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 7 Bathrooms, Sleeps 8
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    7 Bedrooms, Sleeps 14Quick View
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    • Balcony
    • Wi-Fi
    • Central Heating
    • Terrace
    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're looking for elegance to go along with that rustic charm, you can now stop searching because you've come across the perfect Italian vacation rental! With stone walls and wood-beamed ceilings, this authentic self-catering accommodation in Tuscany also features lovely furnishings to make you...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    5 of 5 bubbles
    2 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Wi-Fi
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 12 November 2016
    We stayed in the is fabulous apartment for 1 month and it was everything we had hoped for. Spacious, modern, comfortable, clean and convenient to everywhere. All is newly...
    Excellent of 5 bubbles
    Reviewed 31 August 2016
    Thus is a perfect location! In the city on the side of the hill, sunsets, beautiful valley views, and cool breezes plus a great little balcony. The parking was in front and the...
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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...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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