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Montepulciano Vacation Rentals

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    Travellers to Montepulciano are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 314 Rentals in Montepulciano
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    Villa Nobile, Luxury Tuscan Home, Walk to Town1 / 34
    (25)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    LA VALIANA Luxury Villa Rental (Montepulciano) - HEATED POOL Incl./ FREE WI-FI1 / 176
    (36)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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    VILLA Le Corolline1 / 30
    (16)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Washer
    • Grill
    • Air Conditioning
    • Outdoor Dining Area
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Roberto was a very gracious host. Already planning our next trip. Due the mandatory 100 characters on reviews, I am writing this to repeat;Roberto was a very gracious...
    Reviewed May 1, 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.
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Charming Apartment in Historic Center of Montepulciano, Tuscany1 / 36
    (7)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 3 weeks ago
    Last April, we stayed again at this beautiful location after a few years. The owners were again very friendly and charming. After booking with them, they even booked for us a...
    Reviewed September 23, 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...
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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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    Villa Iris - Perfect for families or group of friends1 / 23
    (1)Excellent
    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
    Reviewed August 27, 2018
    Marzia and Fiore are fantastic, warm hosts and their property and cottages are delightful, particularly for a family. They brought us a glass of wine when we arrived late, and a...
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    About this property
    Peaceful Tuscan Villa, country setting with hills and countryside views less than 6 miles from downtown Montepulciano and the world famous Nobile wine! The perfect location gives you easy access to all the wine and food and panorama attractions, from your home away from home you are in the perfect...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    Appartamento Il Buonumore1 / 31
    (13)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 August 20, 2018
    Words can not describe how wonderful our stay was in Montepulciano. From the moment we arrived in this gorgeous town perched on a hilltop, Sayed, Barbara, and their lovely...
    Reviewed August 10, 2018
    Absolutely LOVED our stay here.First, the apartment is perfectly restored, finely decorated, and was an absolute dream to stay in during our visit. We had a family of 8 and...
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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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    Lovely 2 bedroom holiday apartment in Tuscany near Termal Places 'THEIA' open1 / 35
    (11)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 11, 2017
    I spent a week here in July with my husband and 2 children ( 8 & 10 ).Olimpia and her family are the perfect hosts. So friendly, helpful and fun! The villa is stunning...
    Reviewed July 6, 2017
    Fantastic location, amazing views, big garden with lots of activities for kids, beautifully arranged pergola for each appartment and very nice pool at the back with sunbeds...
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    About this property
    The apartment Tino is 55 Square meters and accommodates up to 4 people. First floor is composed of sitting/dining room with cooking area (dishwasher) and fireplace, 2 bedrooms, 1 bathroom with shower. sofabed for one people in living room for a child. In the garden , gazebo with table and chairs,...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    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 December 24, 2017
    Wake up to the beautiful scenery of the Tuscany and enjoy the real Italian experience of Montepulciano!
    Reviewed February 21, 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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    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 June 12, 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 July 21, 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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful Tuscan Villa, country setting with hills and countryside views less than 6 miles from downtown Montepulciano and the world famous Nobile wine! The perfect location gives you easy access to all the wine and food and panorama attractions, from your home away from home you are in the perfect...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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 July 22, 2014
    Thank you to Olympia and her family for having us at their wonderful farm. My husband and I stayed for 1 week at Fattoria di Argiano with our 2 year old son, and we couldn't...
    Reviewed July 6, 2011
    We really enjoyed our stay at Fattoria di Argiano. It was the perfect location for visiting all the beautiful hill towns and it had stunning views to Montepulciano. At night...
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    About this property
    Tenuta di Argiano a Montepulciano Please ask always AVAILABILITY , we will find in one of our structures the ideal place for your holiday. CAR IS NECESSARY WE ARE IN THE MIDDLE OF COUNTRYSIDE, SURROUNDED BY NATURE. The beautiful apartment FIASCO (60square Mt) , FOR 4 PEOPLE : FIRST FLOOR of...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Parking
    • Grill
    • Cable/satellite TV
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beutiful old structure located in one of the most unspoiled place in Tuscany. Peace and relax. Private garden with swimming pool , wifi, and inside parking. Villa for 6 people + child. FIRST FLOOR: access via external staircase, large sitting/dining room with a big fireplace, kitchen. SECOND...
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    53042, Montepulciano, Province of Siena
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 6
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    Unique, charming farmhouse in Tuscany countryside with shared outdoor pool, sleeps up to 61 / 41
    (10)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 August 28, 2018
    Stayed at this lovely spacious house with our teenage children - both bedrooms had ensuite bathrooms. Location was really quiet with plenty of space within the house and the...
    Reviewed October 31, 2015
    We stayed at this lovely restored farm house for 10 days during the second half of October. It was perfect for two couples, with a spacious living room and kitchen, comfortable...
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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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    Tuscan Villa Argiano 1 room,Montepulciano, B&B1 / 23
    (1)Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Wi-Fi
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    in Villa Argiano in Montepulciano, we have several possibilities : B&B in Argiano's villa rooms ( three ) or self catering apartments ( two + one extra room ). In this beautiful Villa, were we live , at the second floor of the house we rent three bedrooms in b&b service . Breakfast is served...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 2
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    Tuscany Villa in  Argiano near Montepulciano B&B  1 Room,  swimming pool, wifi1 / 18
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 2 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, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick 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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    53045, Acquaviva di Montepulciano, Montepulciano
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    podere raffaello1 / 16
    (3)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Parking
    • Shared Garden
    • Central Heating
    • Wi-Fi
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53045, Montepulciano, Province of Siena
    Private Room - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    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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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    CasaMontepulciano  Into the sunset1 / 36
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Mountain Views
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 29, 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 October 31, 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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    Very nice home in the historical center1 / 17
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    This two-floor apartment, which has recently been carefully renovated, is found within the walls of The Valiano Castle - one of the villages surrounding Montepulciano, from the Thirteenth Century. The renovation has respected the original state of the property and conserved it using high quality...
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    53045, Valiano, Montepulciano
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful tuscan Apartment in villa, country setting with hills and countryside views less than 6 miles from downtown Montepulciano and the world famous Nobile wine! The perfect location gives you easy access to all the wine and food and panorama attractions, from your home away from home you are in...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful tuscan Apartment in villa, country setting with hills and countryside views less than 6 miles from downtown Montepulciano and the world famous Nobile wine! The perfect location gives you easy access to all the wine and food and panorama attractions, from your home away from home you are in...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful tuscan Apartment in villa, country setting with hills and countryside views less than 6 miles from downtown Montepulciano and the world famous Nobile wine! The perfect location gives you easy access to all the wine and food and panorama attractions, from your home away from home you are in...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Grill
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, cosy resort 'Valiano', renovated, surrounded by vineyards. 6 houses in the resort. 15 km from the centre of Montepulciano, 15 km from the centre of Castiglione Del Lago, in a quiet, sunny position on top of a hill, 10 km from the lake, in the countryside. For shared use: terraced garden...
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    Location Information
    53045, Valiano, Montepulciano
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful tuscan Apartment in villa, country setting with hills and countryside views less than 6 miles from downtown Montepulciano and the world famous Nobile wine! The perfect location gives you easy access to all the wine and food and panorama attractions, from your home away from home you are in...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Cable/satellite TV
    • Balcony
    • Grill
    • Wi-Fi
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, comfortable, cosy small apartment house 'Fuoco', renovated in 2005, surrounded by fields. House Equipment: wood firing, central heating system, 24h reception, washing machine (shared use). Access & Parking: parking by the house. All-season motor access to the house. Natural street....
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    53045, Valiano, Montepulciano
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Farmhouse 'Ginestra Terrarossa', from the 16th century, surrounded by trees and vineyards. 9 apartments in the residence. Outside the resort, in a quiet, sunny position. For shared use: property (fenced), park, garden (fenced), swimming pool (12 x 6 m, depth 80 - 180 cm, 15.05.-30.09.). Outdoor...
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    53045, Valiano, Montepulciano
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Peaceful tuscan Apartment in villa, country setting with hills and countryside views less than 6 miles from downtown Montepulciano and the world famous Nobile wine! The perfect location gives you easy access to all the wine and food and panorama attractions, from your home away from home you are in...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently renovated in full respect of Tuscan tradition, this old farmhouse situated in a panoramic position has managed to preserve its original rustic appearance. At guests' disposal are a fine 8x16 m swimming-pool, fully equipped with deckchairs, tables and gazebo, while each flat is provided...
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    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently renovated in full respect of Tuscan tradition, this old farmhouse situated in a panoramic position has managed to preserve its original rustic appearance. At guests' disposal are a fine 8x16 m swimming-pool, fully equipped with deckchairs, tables and gazebo, while each flat is provided...
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    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Recently renovated in full respect of Tuscan tradition, this old farmhouse situated in a panoramic position has managed to preserve its original rustic appearance. At guests' disposal are a fine 8x16 m swimming-pool, fully equipped with deckchairs, tables and gazebo, while each flat is provided...
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    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently renovated in full respect of Tuscan tradition, this old farmhouse situated in a panoramic position has managed to preserve its original rustic appearance. At guests' disposal are a fine 8x16 m swimming-pool, fully equipped with deckchairs, tables and gazebo, while each flat is provided...
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    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Very beautiful, cosy resort 'Valiano', renovated, surrounded by vineyards. 6 apartments in the property. 15 km from the centre of Montepulciano, 15 km from the centre of Castiglione del Lago, in a quiet, sunny position on top of a hill, 10 km from the lake, in the countryside. For shared use:...
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    53045, Valiano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Recently renovated in full respect of Tuscan tradition, this old farmhouse situated in a panoramic position has managed to preserve its original rustic appearance. At guests' disposal are a fine 8x16 m swimming-pool, fully equipped with deckchairs, tables and gazebo, while each flat is provided...
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    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, comfortable, cosy small apartment house 'Fuoco', renovated in 2005, surrounded by fields. House Equipment: wood firing, central heating system, 24h reception, washing machine (shared use). Access & Parking: parking by the house. All-season motor access to the house. Natural street....
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    53045, Valiano, Montepulciano
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, comfortable, cosy small apartment house 'Fuoco', renovated in 2005, surrounded by fields. House Equipment: wood firing, central heating system, 24h reception, washing machine (shared use). Access & Parking: parking by the house. All-season motor access to the house. Natural street....
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    53045, Valiano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Farmhouse 'Poggio Olivo'. In the resort, in a quiet position. For shared use: swimming pool (12 x 6 m, 15.05. and 15.09.). Linen change weekly. Parking. Shopping centre 2 km. Please note: car recommended.. 'Poggio Olivo', 3-room apartment 45 m2. Living/dining room with 1 sofabed, satellite TV and...
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    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Farmhouse 'Poggio Olivo'. In the resort, in a quiet position. For shared use: swimming pool (12 x 6 m, 15.05. and 15.09.). Linen change weekly. Parking. Shopping centre 2 km. Please note: car recommended.. 'Poggio Olivo', 2-room apartment 40 m2. Living/dining room with 1 double sofabed, satellite...
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    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    CasaMontepulciano, In the heart of Montepulciano1 / 38
    (24)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
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    • DVD Player
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 30, 2018
    You can not find a better location in Montepulciano! Out the front door and within 50 yards you are on the main street and in the heart of the village. Amazingly quiet after...
    Reviewed August 15, 2017
    Great spot in heart of town. Luca could not have been nicer. Even in a heat wave, we had a wonderful stay
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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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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE STRUCTURE. While immersed in the beautiful and exclusive panoramic pool, enveloped in the sweet embrace of a beautiful flowering garden, you can let your eyes wander over the immense plain that spreads out before you, dotted with ordered expanses of vineyards, white cypress-lined tracks,...
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    53045, Abbadia di Montepulciano, Montepulciano
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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 April 7, 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 August 4, 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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    Tuscan Tower - A unique castle apartment1 / 17
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Central Heating
    • Grill
    • Internet Access
    • Terrace
    • Patio
    • Outdoor Dining Area
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 11, 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 January 12, 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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    Location Information
    53040, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa Bibi 5 posti a Montepulciano1 / 72
    (8)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Central Heating
    • Balcony
    • Parking
    • Wi-Fi
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 16, 2017
    Great location for exploring Montepulciano. However, there's no AC and no fans! It was extremely hot. We had to leave the windows open all night and there are many dogs living...
    Reviewed August 30, 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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    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 July 7, 2017
    We absolutely loved staying in the I Palazzi bed and breakfast. Antonella and Massimo were wonderful hosts and were very gracious in sharing their beautiful home with us. It is...
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    About this property
    This family run B&B is located in the countryside right between Cortona and Montepulciano, strategically connected to the best touristic itineraries of Southern Tuscany and Umbria. The property was originally a watchtower and its oldest part comes from the Middle Age. It is known that Santa...
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    53045, Montepulciano, Province of Siena
    Private Room - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Dimora d'epoca nel centro di Montepulciano1 / 24
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Private Garden
    • Central Heating
    • Wi-Fi
    Suitability
    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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    Rustic Tuscan Farmhouse at Podere Pisinano1 / 55
    (2)Very good
    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 August 21, 2018
    A beautiful villa located in the hills of Montepulciano with a convenient central location with exceptional views and friendly owner. Some important points of disappointment...
    Reviewed May 31, 2017
    This is a very well kept villa very near a wonderful town of Montepulciano. Location is great, is very close to this renaissance town with beautiful architecture. We celebrated...
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    About this property
    PRIVATE STRUCTURE. Podere Pisinano is a rustic Tuscan farmhouse surrounded by the centuries-old olive trees of a prosperous farm estate which produces an excellent extra virgin olive oil, at the foot of Montepulciano, an old town of Etruscan origin which, with its precious artistic and landscape...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    charming cottage in peaceful country setting sleeps 2-61 / 36
    (19)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
    The cottage was in a rural setting surrounded by grape plantings with only a 10-minute drive Montepulciano. Apparently the cottage was originally a farm equipment shed...
    Reviewed July 1, 2018
    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...
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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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    53045, Gracciano, Montepulciano
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Beautiful Sun Apartment1 / 24
    (25)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 September 9, 2018
    What a beautiful spot Montepulciano is in Tuscany. The location of The Beautiful Sun apartment is just outside the old town of Montepulciano and easy walking distance to...
    Reviewed May 29, 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...
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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.) of which one more modern style and with aircon and the other fresher and with more classic style decor, two large living rooms...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    7 bedroom Tuscan farmhouse near rennaissance town of Montepulciano, features include jacuzzi, private garden and pool1 / 97
    (15)Very good
    7 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 16, 2014
    We arrived in three vehicles and were greeted warmly, shown through the house and then left alone to get settled in. We used the chef inspired kitchen each night - except for...
    Reviewed June 13, 2014
    About 7 of us booked a four night stay at Il Molinaccio after reading the positive reviews, and we were not disappointed! Marco was very responsive whenever I had any questions...
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    About this property
    The watermill “Il Molinaccio”, near the renaissance town of Montepulciano, was already present in the old maps of the Granduchy of Tuscany . The original building, duly and let me say passionately restored, now reopens as a luxury country house where the guests may spend their time, in absolute...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 16
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