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Holiday Rentals in Montepulciano

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    All 369 Rentals in Montepulciano
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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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    La Casina Toscana, central with parking and wi-fi1 / 21
    (56)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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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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    VILLA Le Corolline1 / 30
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Parking
    • Washer
    • Grill
    • Air Conditioning
    • Outdoor Dining Area
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2018
    Great, relaxing retreat! Wished we could have stayed longer than two nights. Roberto is a gracious host. Already planning to make it back here on our next trip to Tuscany.
    Reviewed 6 March 2018
    We will always remember our 3 week stay in Roberto's family farm house. We used it as a base to travel Tuscany and Umbria. Beautiful setting in the family's olive grove in a...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Il Palazzetto Montepulciano1 / 19
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Central Heating
    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2018
    Great location, right in the center of Montepulciano. Comfortable, spacious flat. Very private also. Breakfast is offered at a historic cafe across the flat, with amazing...
    Reviewed 21 July 2017
    The location was simply perfect. Right in the middle of town. The place itself was spacious, new, and we really liked the washing machine! Very reasonable. Federico was...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Casanova dei Boschi1 / 29
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 2017
    Last stop to relax with friends for a couple nights, after 2 weeks of touring Rome & Florence, before heading home. It was perfect. Beautiful views from every window. Very...
    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 expansive...
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    53011, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Appartamento uso turistico IlGiardinoDellaFortezza1 / 12
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Parking
    • Central Heating
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Wow what a beautiful apartment. Very well finished and beautifully decorated. The garden is a real bonus to be able to sit outside on a morning. Parking was another bonus.The...
    Reviewed 3 January 2018
    My family and I stayed here for three nights during a trip through Tuscany. The owners, Davide and Raphaella couldn't have been nicer or more helpful. The partment was so...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casolare toscano con piscina1 / 34
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Parking
    • Private Garden
    • 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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    CasaMontepulciano  Into the sunset1 / 36
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Mountain Views
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 April 2018
    This apartment has what everyone in Tuscany comes for—the views of Val D’Orcia, an ancient hill town, and proximity to the rest of Tuscany. Parking right outside of the...
    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...
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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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    Villa Nobile, Luxury Tuscan Home, Walk to Town1 / 34
    (23)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 1 week ago
    Honestly, I don't know where to begin. Waking up every morning to a beautiful view of the green valleys and hillsides, fresh scent of the countryside with birds chirping in...
    Reviewed 1 week ago
    Gorgeous, elegant, immaculate villa with extraordinary views. Exceeded expectations. Gourmet kitchen stocked for a chef. Stunning pool, with beautiful landscaping. Private...
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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
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 18
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    Tuscan Tower - A unique castle apartment1 / 17
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Central Heating
    • Grill
    • Internet Access
    • Terrace
    • Patio
    • Outdoor Dining Area
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 October 2017
    Great place in a great location. Very helpful owner (John) who ensures that each guest has a great experience while in being in Tuscany. This town (Montefollonico) is ideally...
    Reviewed 13 January 2017
    Wonderful location and wonderful apartment. John, the owner, was extremely attentive and helpful. We wished we had longer here.
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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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    53040, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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 8 September 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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    A view from the top1 / 19
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 May 2018
    The apartment was exactly as advertised..it’s only a minute from the main square of Montepulciano and it has uninterrupted views over the valley to the west. There really...
    Reviewed 16 July 2017
    Thanks Luca for a wonderful week in a beautiful apartment in Montepulciano. You were the perfect host, always available and willing to give good advice. The apartment has 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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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Charming Apartment in Historic Center of Montepulciano, Tuscany1 / 36
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Mountain Views
    • Washer
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 2017
    We loved Fernanda's apartment! She was very hospitable! It was just perfect for our two day stay. Great view from bedroom window. Good location close to the front Portal...
    Reviewed 3 June 2017
    The location within the walled city of Montepulciano is ideal, as was the owner's care in setting it up for us. She was always available by emails and texts, was very friendly...
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    About this property
    Beautiful charming flat, very romantic, old residence of the great-grandfather of the owner, notary in Montepulciano. Entirely, recently renovated, very quiet, in a magnificent position: in the centre of town, but facing the city walls, in a dominant position. Two nice bedrooms elegantly furnished,...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Patio
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immerse yourself in Tuscan country life at Maramai. Once a farm with a farmhouse, tobacco-drying building and pigsty, this five-bedroom property near Montepulciano has been transformed into a charming country home and guest house with spacious rooms, modern amenities and inviting outdoor areas....
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 7
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    The Beautiful Sun Apartment1 / 24
    (24)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Parking
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 May 2018
    The apartment is beautiful, and well-located. It was clean and nicely appointed for our party of four (two couples). Elias is a wonderful host, introducing us to the area...
    Reviewed 29 June 2017
    The location was easy to find with a supermarket close by. Apartment is large, in good shape and well cleaned. Free parking 150 meters from the house and 3 minutes from the old...
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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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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Housekeeping Included
    • Balcony
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53045, Bivio di San Biagio, Montepulciano
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    CasaMontepulciano Into the sunset1 / 24
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 April 2018
    Luca was very helpful and accomodating, and recommended some great local restaurants. The view was unbeatable and the place was very clean. I loved watching the sunset every...
    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...
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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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    Unique, charming farmhouse in Tuscany countryside with shared outdoor pool, sleeps up to 61 / 82
    (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 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...
    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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    SI, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    Appartamento in casale toscano  a Montepulciano1 / 29
    (2)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
    • Washer
    • Private Garden
    • Parking
    • Grill
    • Balcony
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    An excellent location in the country but near Montepulciano. Roberta was very welcoming and we appreciated the drink and breakfast things she supplied. Beautiful views and lots...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Holiday Apartment in historical palace.Marina1 / 46
    (12)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Central Heating
    • Washer
    • Mountain Views
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We stayed at the Holiday Apartment for one month and found that the location of the apartment within Montepulciano and within all of Tuscany to be the perfect location for our...
    Reviewed 23 November 2017
    We stayed in this beautiful apartment for 4 nights.Absolutely fantastic!!Both bedrooms are en-suite with showers.Beds are comfortable but very nice pillows.Kitchen with all...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Bossoncina 8+11 / 56
    (5)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • 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 12 July 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 9 June 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
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    Colonica immersa nel verde con animali!1 / 41
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53045, Sant'Albino, Montepulciano
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Pietra del Diavolo1 / 24
    (5)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 5 days ago
    We spent 3 weeks at the villa with varying friends and relatives coming and going. It was a magical time! Silvia, the host, went overboard to ensure our happiness. The villa...
    Reviewed 26 August 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.
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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
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Holiday Resort in Montepulciano T1 / 17
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Cable/satellite TV
    • Balcony
    • Parking
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 morninga very nice poolquiet...
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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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    Pretty 2 bedroom holiday apartment in the heart of1 / 33
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    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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    Casolare toscano con piscina1 / 39
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Mountain Views
    • Wi-Fi
    • Private Garden
    • Washer
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 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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    PODERE SAN PIETRO1 / 16
    (7)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Our family of 4 have just spent 11 lovely nights at Podere San Pietro. It is an easy 2hr car journey from Pisa Airport with all but 15 mins on motorway/Autostrade. Montepulciano...
    Reviewed 13 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...
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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 The house has been recently restored (2007) and brought to its...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    DOWNTOWN WITH A VIEW!Entire Home w. huge Terraces1 / 38
    (4)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Mountain Views
    • Wi-Fi
    • Balcony
    • Grill
    • Patio
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 December 2017
    Wake up to the beautiful scenery of the Tuscany and enjoy the real Italian experience of Montepulciano!
    Reviewed 22 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...
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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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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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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 31 May 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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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Colombi Palace Montepulciano1 / 20
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Grill
    • Washer
    • Cable/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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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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 Garden
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 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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    Tenuta di Argiano in Montepulciano B&B rooms1 / 18
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the beautiful ancient Villa ( 1812 ) of the of ' Tenuta Argiano in Montepulciano ' estate , we rent some bedrooms in B&B treatment . our guest are treated like part of the family and if request they can join the dinner with the owners. this place is ideal also for guest who want to improve...
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    53045, Montepulciano, Province of Siena
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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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 2 June 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 21 August 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
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Appartamento Il Buonumore1 / 31
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 February 2018
    Perfect location in the city center of Montepulciano! Sayed and his wife Barbara have achieved 100% success with the restoration and decoration of their 600 year old apartments...
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    About this property
    Il Bunumore apartment mixes the history of an old buiding with the freshness of the recent restoration, attractive and light colors with the comfortable services and modern, unique furniture make it the right place to stay in the heart of the historic center. The apartment has every comforto, two...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 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 Garden
    • 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
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    The Little Arch of Memory1 / 25
    (20)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Washer
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2017
    We booked with Elias a few months ago based on the reviews through trip advisor and we were not disappointed. Like others we were so impressed with how kind and generous Elias...
    Reviewed 11 May 2017
    The host, Elias, was delightful and wonderfully accomodating. The apartment was charming, and Montepulciano itself was a great place to spend several days exploring, eating...
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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 stories and my family's memories... Under...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    Dimora d'epoca nel centro di Montepulciano1 / 12
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Private Garden
    • Central Heating
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful Tuscan Villa, country setting with hills and countryside views less than 6 miles from downtown Montepulciano and the world famous Nobile wine! The perfect location gives you easy access to all the wine and food and panorama attractions, from your home away from home you are in the perfect...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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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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    Elegante appartamento su Piazza Grande (Montepulciano)1 / 26
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    appartamento rustico in villa1 / 17
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Grill
    • Washer
    • Private Garden
    • Central Heating
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
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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 Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 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...
    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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    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 Garden
    • 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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    Location Information
    53040, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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 17 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...
    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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    charming cottage in peaceful country setting sleeps 2-61 / 36
    (18)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Air Conditioning
    • Shared Garden
    • Wi-Fi
    • DVD Player
    • Private Garden
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    An absolutely lovely unit with an outdoor patio under a trellis where we spent every evening. The histories of both Montepulciano and Cortona are interesting and we rate those...
    Reviewed 1 August 2017
    We booked the whole cottage for a week to tour Tuscany/Umbria along with a train journey to Rome, so it was nice and central to where we needed to be. I also wanted somewhere we...
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    About this property
    The cottage is opposite the owner's house and consists of two double bedrooms, two bathrooms and a large living room with cooking area. The living area opens onto a patio and pergola and the downstairs bedroom also opens onto a small patio. There is access for the disabled and the garden is...
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    Location Information
    53045, Gracciano, Montepulciano
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    VILLA BIANCA1 / 17
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Private Garden
    • Wi-Fi
    • Washer
    • Shared Garden
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The apartment has two bedrooms one big bathroom and a service bath. The private entrance leads into a spacious lounge furnished with a authentic Tuscan table and chairs, a comfortable sofa set and coffee table and an open plan fire place very spacious and charming. The large, bright kitchen is...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Maramai1 / 32
    (1)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Wi-Fi
    • Washer
    • Patio
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immerse yourself in Tuscan country life at Maramai. Once a farm with a farmhouse, tobacco-drying building and pigsty, this five-bedroom property near Montepulciano has been transformed into a charming country home and guest house with spacious rooms, modern amenities and inviting outdoor areas....
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    Location Information
    53045, Abbadia di Montepulciano, Montepulciano
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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