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Vacation Rentals in Province of Siena, Italy

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    1 / 15
    5 of 5 stars (3) Excellent
    San Giovanni d'Asso
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    $246
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    1 / 19
    5 of 5 stars (3) Excellent
    San Giovanni d'Asso
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    $240
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    1 / 8
    5 of 5 stars (5) Excellent
    San Giovanni d'Asso
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    $218
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    1 / 9
    4.5 of 5 stars (2) Very good
    San Giovanni d'Asso
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
    • x
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    • ?
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    About this property
    5 Townhouses Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five townhouse apartments. The apartments vary in size from two bedrooms with one bath to four bedrooms with three baths. Each apartment has the original carriage house doorway enclosed with a glass... View all property information
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    53020, San Giovanni d'Asso, Province of Siena
    4 of 5 stars Reviewed August 7, 2014
    Very charmful property located in a beautiful landscape and with wine and olive oil districts nearby. The landlady is very helpful and serviceminded.
    5 of 5 stars Reviewed June 19, 2012
    Just a few 100 meters south of San Giovanni d'Asso, you find Villa Ferrano.This beautiful old property consists of the main villa, the former carriage house Ferranino, the old...
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    1 / 80
    5 of 5 stars (5) Excellent
    San Giovanni d'Asso
    8 Bedrooms / 7 Bathrooms / Sleeps 16
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    • Air Conditioning
    • Balcony
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    • Grill
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    • Pets allowed
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    • Suitable for children
    • ?
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    • x
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    About this property
    A beautiful old family house with a large hanging garden and swimming pool (6x12) nestled in the middle of a tiny village, San Giovanni d'Asso, in the Siennese countryside: the comfort to be in a village and the privacy of a place hidden at the sight. Becoming somewhat familiar with the way of life... View all property information
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    53020, San Giovanni d'Asso, Province of Siena
    4 of 5 stars Reviewed April 20, 2015
    La Consuma is a very big villa with 8 bedrooms which is perfectly located at the heart of the most beautiful area of Tuscany, right a the border of the famous Val d' Orcia. The...
    5 of 5 stars Reviewed December 24, 2014
    La Consuma is more than asimple hystorical house for me, it's my home in Tuscany. In the middle of San Giovanni d'Asso, it is in front or the medieval fortress and the church...
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    1 / 24
    Siena
    4 Bedrooms / 3 Bathrooms / Sleeps 9
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The villa Torre, originally a watchtower from the XIV century, recently transformed into a unique and exclusive villa. On top of a hill just on the outskirts of the enchanting city of Siena with the most magic view you can really enjoy life! “The purpose of life is to live it, to taste experience... View all property information
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    53100, Siena, Province of Siena
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    1 / 20
    4.5 of 5 stars (3) Very good
    Monticiano
    2 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Balcony
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    • ?
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    About this property
    Casa Gigliola, holiday villa near Siena, can accommodate up to 7 people and is perfect for a large family or a group of friends, has private parking space, a large balcony and easy access to the village swimming pool. The house is located in Monticiano, a medieval village in the heart of Southern... View all property information
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    53015, Monticiano, Province of Siena
    4 of 5 stars Reviewed May 3, 2015
    We spent three weeks in this apartment with our three teenage children. The landlady is sweet and although we don't speak Italian and she does not speak English, we got on very...
    5 of 5 stars Reviewed September 2, 2014
    we highly recommend this fabulous apartment which is furnished beautifully and extremely comfortable. The rooms were spacious and cool and the beds were made with delicious...
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    $476
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    1 / 62
    5 of 5 stars (6) Excellent
    Siena
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    I Melograni is a beautiful antique 'casale' with large swimming pool (5x12 sqm),1km far away(walking distance!) from the tiny village of San Giovanni d'Asso in the heart of Siena countryside. 'spending days swimming in the sun,going for walks in the beautiful countryside and evenings with wine by... View all property information
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    53020, Siena, Province of Siena
    5 of 5 stars Reviewed October 8, 2014
    We had a group of 8 (4 couples) and it was perfect. The Villa was actually nicer than the photos - we were very pleasantly surprised. It had everything we needed plus more. The...
    5 of 5 stars Reviewed August 26, 2013
    Tribbio is located about 1km outside a small village (with a shop, bakers, chemist, restaurant, bar) so everything you need is within walking distance if required (take a torch as...
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    1 / 30
    Gaiole in Chianti
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Pool Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    Extensively renovated to showcase the comforts of the 21st Century with the charm of the 16th Century – A true Tuscan experience with authentic wood-burning pizza oven, farm fresh eggs, organic garden, and extra virgin olive oil from the estate olive grove. A stay in luminous Tuscany deserves... View all property information
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    53013, Gaiole in Chianti, Province of Siena
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    1 / 49
    5 of 5 stars (4) Excellent
    Montisi
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Balcony
    • Grill
    • Internet Access
    • Ping Pong Table
    • Shared Outdoor Pool...
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    La Grancia Country Resort is a romantic and charming 14th century fortress used as a 'Grancia', a granary for the storage of the produce grown on the property. Perched next to the delightful hilltop village of Montisi, it overlooks the surrounding Tuscany countryside on a hill near Pienza,... View all property information
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    53020, Montisi, Province of Siena
    5 of 5 stars Reviewed September 25, 2013
    we LOVED our time at La Grancia. Montisi is a gorgeous, well-preserved medieval village and Claudia and Augusto were superb hosts. We were luck enough to be the only people...
    5 of 5 stars Reviewed September 18, 2013
    Lovely traditional Tuscan apartment in historic building at top of village of Montisi. A fabulous pool overlooking Tuscan countryside is shared by the 3 apartments but I had it...
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    1 / 26
    5 of 5 stars (2) Excellent
    Radda in Chianti
    2 Bedrooms / 2 Bathrooms / Sleeps 3
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    • Balcony
    • Grill
    • Internet Access
    • Private Fishing...
    • Safe
    • Washer
    • Water Views
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    We are a family from the Chianti region for many centuries, and always produce Chianti Classico wine and extra virgin olive oil organic. We restored the farmhouse of the 15th century and Giovanni has personally followed all the works to preserve the history of the house. Tegline House is full of... View all property information
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    53017, Radda in Chianti, Province of Siena
    5 of 5 stars Reviewed October 23, 2014
    My husband and I spent 2 nights at Poder Tegline and absolutely loved it! Simonetta and Giovanni made us feel at home, and even taught us all about their olive oil and wine...
    5 of 5 stars Reviewed July 29, 2014
    Our stay at Tegline was perfect in every way...the accommodations were very comfortable, the vistas were magnificent and the area is of course lovely...but what made our stay the...
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    1 / 19
    5 of 5 stars (2) Excellent
    Radda in Chianti
    2 Bedrooms / 1 Bathroom / Sleeps 3
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    • Balcony
    • Grill
    • Safe
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    We are a family from the Chianti region for many centuries, and always produce Chianti Classico wine and extra virgin olive oil organic. We restored the farmhouse of the 15th century and Giovanni has personally followed all the works to preserve the history of the house. Tegline House is full of... View all property information
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    53017, Radda in Chianti, Province of Siena
    5 of 5 stars Reviewed December 25, 2014
    My wife and I stayed here from September 12th to the 19th and it provided us with an excellent base for a leisurely tour of the Tuscany countryside. There are not enough words to...
    5 of 5 stars Reviewed August 13, 2014
    This was just perfect. We love real holidays where we meet real people and stay at real places, away from the touristy stuff. This was it. The owners were just perfect and...
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    $131
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    1 / 22
    5 of 5 stars (1) Excellent
    Castiglione D'Orcia
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Mountain Views
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Il Podere Perelli is a unique place, situated on top of the hill, right in front of Rocca d'Orcia, with a breathtaking view overlooking the vast and poetic landscape of Siena. Old farmhouse, which recently underwent a restoration in which the purity of modern architectural lines blend with the old... View all property information
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    53023, Castiglione D'Orcia, Province of Siena
    5 of 5 stars Reviewed January 1, 2014
    This is the most breath taking villa, it is situated over the rolling hills of tuscany. Every view from the villa is beautiful., Its close to pienza and other local areas. The...
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    1 / 28
    5 of 5 stars (35) Excellent
    Castellina In Chianti
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Balcony
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of forest, olives and vines, with uninterrupted 360... View all property information
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    53011, Castellina In Chianti, Province of Siena
    5 of 5 stars Reviewed September 16, 2014
    We adored our stay in Le Stalle, a two-bedroom apartment in the main building. We travelled with three boys (14, 12 and 6) and all of us loved every minute of our stay. Our...
    5 of 5 stars Reviewed September 12, 2014
    If you are looking for a quiet and authentic place to stay in the Tuscan countryside, consider Podere Patrignone. Simon and Verity will welcome you with homemade bread, local...
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    1 / 23
    Asciano
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    Ancient village situated among the hills in the “Crete Senesi”, part of the municipal district of Asciano overlooking a marvelous landscape. The renovation, well looked after and accurate is part of the fulfillment of an extremely comfortable receptive structure. The complex is made up of the... View all property information
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    53041, Asciano, Province of Siena
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    $164
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    1 / 30
    5 of 5 stars (44) Excellent
    Castellina In Chianti
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Balcony
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    • Mountain Views
    • Safe
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of forest, olives and vines, with uninterrupted 360... View all property information
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    53011, Castellina In Chianti, Province of Siena
    5 of 5 stars Reviewed November 10, 2014
    We spent 5 nights at Podere Patrignone after travelling for 3 weeks. It was the perfect place to stop, rest and base ourselves for our Tuscan adventure. Our teenage children...
    5 of 5 stars Reviewed October 8, 2014
    We had a wonderful week staying at Podere Patrigone. We arrived to a beautiful self contained apartment, spotlessly clean and with a surprise supply of fresh baked bread, local...
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    1 / 45
    5 of 5 stars (5) Excellent
    Montepulciano
    3 Bedrooms / 2 Bathrooms / Sleeps 5
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    5 of 5 stars Reviewed April 15, 2015
    The villa was wonderful and so is the family renting it out. They met us at the gate and showed us around the villa and how to work everything. The mother gave us a home baked...
    4 of 5 stars Reviewed July 8, 2014
    Davvero un'esperienza da ripetere! Abbiamo viaggiato con i nostri tre bambini di 5 e 3 anni. Purtroppo abbiamo soggiornato solo pochi giorni, un weekend davvero intenso per...
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    1 / 93
    5 of 5 stars (1) Excellent
    Siena
    8 Bedrooms / 7 Bathrooms / Sleeps 16
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Housekeeping...
    • Internet Access
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    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    HISTORY OF THE HOUSE Our old family house has its origins back in the 14th century;at that time the village of San Giovanni d'Asso was just a built up area around the Castle .Later,inthe 16th century,a few buildings in front of it were combined to form an important house for a bishop of the noble... View all property information
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    53020, Siena, Province of Siena
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    1 / 49
    5 of 5 stars (1) Excellent
    Siena
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    5 of 5 stars Reviewed November 4, 2014
    Siamo stati in questo B&B due notti, e, ci siamo trovati benissimo... Prima di tutto vorremmo fare tanti complimenti a chi gestisce la struttura, persone gentili, e simpatiche...
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    5 of 5 stars (1) Excellent
    Castelnuovo Berardenga
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Ping Pong Table
    • Satellite TV
    • Sauna
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    About this property
    The Piaggione of Serravalle, at a first glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of Central Tuscany, and as a jewel it shines with its authentic flavors, ancient traditions and silent stillness. Shaded and enclosed by oak woods and shrouded by the greenness... View all property information
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    53019, Castelnuovo Berardenga, Province of Siena
    5 of 5 stars Reviewed August 18, 2013
    What a find! Genuine Old School Italian Hospitality. Set in Ancient rural area. Gorgeous sunrise/sunsets.Expansive views.Comfortable beds/accomadation. Ample room.Attentive and...
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    1 / 26
    5 of 5 stars (2) Excellent
    San Gimignano
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Balcony
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Apartment Girasole: 538666 ( Details below ) Price for 2 guests Euro 125,00 per day Price for 4 guests 199,00 per day Girasole is on the first floor of the villa. The apartment comands spectacular views of what amny believe to be the most beautiful part of Tuscany. It has a very large sitting... View all property information
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    53037, San Gimignano, Province of Siena
    5 of 5 stars Reviewed October 16, 2014
    Such a lovely location. We loved the gardens, the countryside and the town of Certaldo. The old town is great. Very convenient to get to other places. We did Florence by train and...
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    5 of 5 stars (2) Excellent
    Radda in Chianti
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Balcony
    • Grill
    • Safe
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    We are a family from the Chianti region for many centuries, and always produce Chianti Classico wine and extra virgin olive oil organic. We restored the farmhouse of the 15th century and Giovanni has personally followed all the works to preserve the history of the house. Tegline House is full of... View all property information
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    53017, Radda in Chianti, Province of Siena
    5 of 5 stars Reviewed August 28, 2014
    After an extensive search for places during our first ever holiday in Tuscanny, we "discovered" The Tegline website. Our initial apprehension of making a blind booking vanished...
    5 of 5 stars Reviewed August 3, 2014
    Even before we arrived in Italy, we already knew that our stay at the Podere Tegline was going to be something special, but we had no idea how perfectly matched the farm house was...
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    5 of 5 stars (1) Excellent
    Pienza
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Dishwasher
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    • Pets allowed
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    • Suitable for children
    • ?
    • Wheelchair access
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    About this property
    This property has been restored with every confort,full equiped kitchen, large bedrooms each with bathrooms. This apartment however mantain the antique charme,because the original structure is still visible. The accomodation is suitable for couple wit baby or kid . Pets are welcome The village can... View all property information
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    53026, Pienza, Province of Siena
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    4.5 of 5 stars (2) Very good
    Monticiano
    1 Bedroom / 1 Bathroom / Sleeps 5
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    • Air Conditioning
    • Balcony
    • Grill
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    The apartment (60m2 - approx. 600 sqf) is located on the top floor and is made up of 4 beautifully-decorated rooms with a light blue pastel colour motif. The holiday flat has one double bedroom, with ample storage space and in the living room there is a double sofabed. Mansarda has one bathroom... View all property information
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    53015, Monticiano, Province of Siena
    4 of 5 stars Reviewed April 9, 2015
    Pilar and Grazziele are amazing hosts. Pilar speaks english so it makes everything easier. You can go easily to Siena, Montepulciano or Firenze by car in less than an hour...
    5 of 5 stars Reviewed August 19, 2014
    Ho affittato per conto di amici che venivano a trovarmi una settimana questo appartamento. E' perfettamente arredato, attrezzato con tutto il necessario ed anche di più e...
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    3 of 5 stars (1) Average
    Buonconvento
    6 Bedrooms / 3 Bathrooms / Sleeps 13
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    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This is for the complete Villa - All amenities solely for the guests. A very nice well appointed farmhouse (sleeps thirteen people). Very picturesque with fields of sunflowers in a quiet, peaceful location which lies near Buonconvento & Monteroni d'Arbia, a few kms from Siena. Close Cities and... View all property information
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    Buonconvento, Province of Siena
    3 of 5 stars Reviewed May 10, 2015
    Appena tornati da un weekend prenotato con Emozione3 , immerso nella campagna senese, vicino al paese di Buonconvento è vicino anche a Siena. All'arrivo siamo stati accolti dal...
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    5 of 5 stars (2) Excellent
    Colle di Val d'Elsa
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    • Balcony
    • Dishwasher
    • Dryer
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Casa Arianna is in Montegabbro, a very little 12th century village in the hearth of Tuscany with Etruscan and Roman traces. It is organized and created in a old Benedectine Convent, whose architecture has remained untouched. All the rooms are arched ceiling and the forniture is old Tuscan style.... View all property information
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    53030, Colle di Val d'Elsa, Province of Siena
    5 of 5 stars Reviewed July 20, 2012
    This was our third visit to Casa Arianna---and it won't be our last. It is set in the midst of lush vegetation--sunflowers, grapevines, fruit trees--the perfect getaway for...
    5 of 5 stars Reviewed May 4, 2014
    Magnifico il posto totalmente immerso nella quiete e nella natura ma vicina ai luoghi più belli e suggestivi della toscana. Insieme alla mia famiglia non solo abbiamo visitato...
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    5 of 5 stars (17) Excellent
    Colle di Val d'Elsa
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Balcony
    • Dishwasher
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    About this property
    The Dietro Le Mura holiday home has been completely renovated and is located in the historical town centre of Colle di Val d'Elsa, a characteristically medieval town steeped in history. The apartment is on the first floor, has its own entrance and possible parking at just a few dozen metres away.... View all property information
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    53034, Colle di Val d'Elsa, Province of Siena
    5 of 5 stars Reviewed October 25, 2014
    We spent a week here while touring Italy. It is a very well equipped, modern, roomy, clean apartment located in a charming town well located for visiting Tuscany. There are...
    5 of 5 stars Reviewed August 19, 2014
    Antonella and George could not have been more welcoming to their wonderful two bedroomed apartment in Colle di Val d'Elsa. Perfectly positioned in the middle of the medievil...
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    5 of 5 stars (4) Excellent
    Gaiole in Chianti
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Fireplace
    • Grill
    • Housekeeping...
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    • x
    • x
    About this property
    ' IL BACCHINO IN CHIANTI ' è una antica casa colonica rustica nel cuore della Toscana. Questo caratteristico casale in pietra del 1500, accuratamente ristrutturato, affonda le sue radici intorno all'XI secolo d.c.: le fondamenta murarie e le cantine della struttura risalgono a tale periodo... View all property information
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    53013, Gaiole in Chianti, Province of Siena
    5 of 5 stars Reviewed October 10, 2014
    We had a wonderfull stay at Bacchino in Chianti. Anna and Andrea made us feel at home and were very kind and welcoming hosts. Poggio San Polo is a quiet location in the middle of...
    4 of 5 stars Reviewed July 6, 2014
    We received a warm welcome by the owners and shared stories over a complimentary local Chianti wine. The unit is situated in a 500 year old villa and although refurbished...
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    5 of 5 stars (1) Excellent
    Castellina In Chianti
    7 Bedrooms / 7 Bathrooms / Sleeps 14
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    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of forest, olives and vines, with uninterrupted 360... View all property information
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    53011 SI, Castellina In Chianti, Province of Siena
    5 of 5 stars Reviewed October 23, 2014
    Our hosts, Simon and Verity, were marvels of hosting. They made sure we were comfortable and knew the ins and outs. They were hospitable without being intrusive. A true skill...
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    5 of 5 stars (4) Excellent
    Gaiole in Chianti
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    4 of 5 stars Reviewed May 1, 2015
    A really lovely house and fantastic location. If you are looking for peace and quiet whilst not being too far away from great places to eat, visit, cycle, shop then this is a...
    5 of 5 stars Reviewed April 23, 2014
    The villa is beautiful, the room we stayed in was spacious, comfortable, stylish, very clean and had everything we needed. The fantastic view over make a perfect surrounding for...
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    4.5 of 5 stars (3) Very good
    Castellina In Chianti
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    La Capanna delle Cozzole is located close to Castellina in Chianti, only a 30 minute drive from Siena, Florence and San Gimignano. It is set perfectly in the lush countryside between ancient woods, olive trees and enchanting hills. The house is a charming converted two floor Tuscan barn that... View all property information
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    53011, Castellina In Chianti, Province of Siena
    4 of 5 stars Reviewed June 21, 2014
    home all equipped, complete kitchen, dishwasher,living room with fireplace. inthe evening we returned to the house and soup by the fireplace to relax.the house has two bedrooms...
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    5 of 5 stars (24) Excellent
    Castellina In Chianti
    7 Bedrooms / 7 Bathrooms / Sleeps 14
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    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Mountain Views
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Podere Patrignone is a beautiful old 15th Century Tuscan estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of forest, olives and vines, with... View all property information
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    53011, Castellina In Chianti, Province of Siena
    5 of 5 stars Reviewed July 7, 2014
    We put together a trip for 7 couples who had met in Hong Kong over 20 years ago. We had enjoyed many trips in the past together accompanied by our children who are now mostly...
    5 of 5 stars Reviewed May 27, 2014
    Our third time in as many years with the experience getting better and better each time. Rustic yet elegant Tuscan villa. Easy-going, gracious hosts who happen to make world-class...
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    5 of 5 stars (35) Excellent
    Sinalunga
    12 Bedrooms / 8 Bathrooms / Sleeps 23
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    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Gym
    • Hot Tub
    • Internet Access
    • Ping Pong Table
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Villa Scopetello is the perfect holiday home for large groups and families who wish to spend their holidays together. (Between September and May it is also possible to rent just a portion of the Villa or even one bedroom) The 800 square meter large Villa with 12 bedrooms, 8 bathrooms, 2 kitchens,... View all property information
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    53048, Sinalunga, Province of Siena
    5 of 5 stars Reviewed May 8, 2015
    My family visited in late March-early April and had a wonderful time. Michael and Sonja were such hospitable hosts and took great care of us, right down to towing our van out of a...
    5 of 5 stars Reviewed April 28, 2015
    Perfect spot for large gathering of family. Villa is very close to Sinalunga where you can take a train or bus for day trips to the surrounding are, such as Florence and Siena . I...
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    5 of 5 stars (15) Excellent
    Montepulciano
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Balcony
    • Dishwasher
    • Grill
    • Housekeeping...
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    LA VALIANA is glad to welcome you in the very heart of Tuscany, right midway among Montepulciano, Cortona and Trasimeno Lake. An elegant holidy villa, perfect place to stay for independent travellers - for families or small groups (max. Occupancy 8) - desiring to experience authentic Tuscany... View all property information
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    53045, Montepulciano, Province of Siena
    5 of 5 stars Reviewed January 10, 2015
    My husband and I rented this beautiful villa for a two week vacation. It exceeded our expectations in every way (and our expectations were very high). Cecilia, Alma and Ivo, the...
    5 of 5 stars Reviewed October 20, 2014
    We knew that La Valiana would be beautiful & spacious based on the photos and exchanges had with Cecilia (the owner) - what we couldn't have known is what photos cannot capture...
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    Castelnuovo Berardenga
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Ping Pong Table
    • Private Indoor Pool
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    About this property
    The Piaggione of Serravalle, at a first glance, appears as a gem naturally cast on the highest ridges of the Chianti hills of Central Tuscany, and as a jewel it shines with its authentic flavors, ancient traditions and silent stillness. Shaded and enclosed by oak woods and shrouded by the greenness... View all property information
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    53019, Castelnuovo Berardenga, Province of Siena
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    4.5 of 5 stars (3) Very good
    Montepulciano
    2 Bedrooms / 3 Bathrooms / Sleeps 5
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    5 of 5 stars Reviewed September 11, 2014
    We rented this apartment on a long-term basis and found the experience thoroughly enjoyable. We looked at some other options, but preferred this one due to the new furniture and...
    5 of 5 stars Reviewed September 8, 2014
    Beautiful, clean, excellent taste in decoration, clean, super hot shower, clean, everything you need in an apartment, clean, nice view, clean again and again!!! We enjoyed this...
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    4.5 of 5 stars (15) Very good
    Montepulciano
    7 Bedrooms / 8 Bathrooms / Sleeps 16
    travelers have booked this property
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    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... View all property information
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    53045, Montepulciano, Province of Siena
    5 of 5 stars 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 one...
    5 of 5 stars 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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    5 of 5 stars (2) Excellent
    Montepulciano
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Dishwasher
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    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... View all property information
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    53045, Montepulciano, Province of Siena
    5 of 5 stars Reviewed April 19, 2015
    First, this newly renovated apartment within the walled-city of Montepluciano, with all needed commodities. We are enjoying a wonderful month-long stay, and we are loving it. The...
    5 of 5 stars Reviewed October 6, 2014
    We were recently the inaugural renters for this newly renovated apartment within the walled-city of Montepulciano. We enjoyed a terrific month-long stay, so that we came to know...
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    5 of 5 stars (5) Excellent
    Montepulciano
    1 Bedroom / 1 Bathroom / Sleeps 4
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    5 of 5 stars Reviewed January 2, 2015
    Mi sono trovato benissimo e consiglierei questo incantevole agriturismo a chiunque voglia visitare le cittá del vino. Montepulciano é a 10 minuti e si raggiungono in poco tempo...
    5 of 5 stars Reviewed September 12, 2014
    Estuvimos una semana y se hizo corta. El apartamento es precioso y está muy bien equipado. Roberta (la propietaria) nos hizo sentir como en casa con su atención y amabilidad...
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    5 of 5 stars (1) Excellent
    Sovicille
    7 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Dishwasher
    • Fireplace
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Villa Donati is a distinguished villa forming part of the extensive Montestigliano estate of 3.000 acres just south west of Siena. Situated in exceptionally picturesque countryside, Montestigliano has all the characteristics of the classic Tuscan Great Estate: avenues of cypresses, vineyards, olive... View all property information
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    Sovicille, Province of Siena
    5 of 5 stars Reviewed May 10, 2014
    We are members of a social dance group and 12 of us stayed here a few weeks ago. This is the second time we have stayed there and it is a wonderful place. Tuscany is beautiful and...
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    5 of 5 stars (1) Excellent
    Montepulciano
    2 Bedrooms / 1 Bathroom / Sleeps 6
    travelers have booked this property
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    • Internet Access
    • Sauna
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Small charming flat, old residence of householder's great-grandfather, Notary in Montepulciano. Recently wholly restructured, very quiet, in a very beautiful position: in the centre of town, but facing the walls of the city, in a dominant position. Two nice bedrooms, smartly furnished, both with... View all property information
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    53045, Montepulciano, Province of Siena
    5 of 5 stars Reviewed April 15, 2014
    We stayed at the "Notary's house" for a weekend with two small children (8 and 5). The apartment is conveniently located right in the centre of town. It has been renovated only a...
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    5 of 5 stars (20) Excellent
    Montepulciano
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travelers have booked this property
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    • Dishwasher
    • Dryer
    • Housekeeping...
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    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... View all property information
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    53045, Montepulciano, Province of Siena
    5 of 5 stars Reviewed March 8, 2015
    Luca is a very nice and helpful host. He gave us a lot of useful information about the area and he was always available if we needed anything. Montepulciano is a very quaint...
    5 of 5 stars Reviewed October 25, 2014
    Fabulous meet and greet service; the apartment was perfect! Modern amenities, quiet and great location! Luca's food and wine recommendations were spot on! Already have recommended...
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    5 of 5 stars (3) Excellent
    Montepulciano
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    5 of 5 stars Reviewed August 8, 2014
    My husband and I stayed at this beautifully renovated rental property for four nights in early May 2014. The rental's decor is lovely, and everything in it is immaculately clean...
    5 of 5 stars Reviewed July 15, 2014
    This our second visit to the apartment, last year we stayed in the smaller Olivio apartment next door to Cipressi. Both have been converted to comfortable living areas and have a...
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    5 of 5 stars (1) Excellent
    Montepulciano
    2 Bedrooms / 2 Bathrooms / Sleeps 8
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    5 of 5 stars Reviewed February 16, 2014
    I loved this place! beautiful landscapes. private little apartment with well stocked kitchen. Teresa was attentive to every detail and made us feel like fajmily. the location is...
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    4.5 of 5 stars (9) Very good
    San Gusme
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    5 of 5 stars Reviewed May 18, 2014
    We had a great time here in Rosenanno. Laura and Frederic were so helpful; they take great care of the property and they really cared about our experience being a good one. I...
    5 of 5 stars Reviewed May 8, 2014
    The place is wonderful, quiet and elegant. In the middle of the best Chianti Farms and Wineries. Frederic and Laura are wonderful guests, very friendly and ready to help us with...
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    $164
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    5 of 5 stars (1) Excellent
    Siena
    3 Bedrooms / 1 Bathroom / Sleeps 5
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    5 of 5 stars Reviewed July 7, 2014
    Hello, Me and my family stayed in Scuderia. the apartment has 2 double bed rooms + single small room. Great kitchen! with all the accessories - we did great breakfasts there...
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    4.5 of 5 stars (5) Very good
    Siena
    4 Bedrooms / 3 Bathrooms / Sleeps 7
    travelers have booked this property
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    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    About this property
    This enchanting holiday estate is located at only 1 km from Siena and 3.5 km walking distance from Piazza del Campo, where the Palio is hold; the estate is entirely surrounded by its beautiful hills. The property consists of 2 independent holiday villas, recently restored. One of the self-catering... View all property information
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    Location Information
    53100, Siena, Province of Siena
    4 of 5 stars Reviewed May 25, 2015
    A group of 7 stayed at the villa for 4 days. We had two young grandchildren with us. The villa was just perfect. Wonderful base to sight see around Tuscany and not far from the...
    5 of 5 stars Reviewed May 23, 2015
    A group of 5 stayed at the villa for 7 days it was just perfect. Wonderful base to sightsee around Tuscany and not far from the centre of Siena. The house was extremely...
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    5 of 5 stars (4) Excellent
    Siena
    3 Bedrooms / 3 Bathrooms / Sleeps 5
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Casa Lorenzo is a small indipendent antique house suitable for 5 +1. Patio with small pool (3x6) perfect for children.View on the Tuscan rolling hills while tasting exquisite Italian food and wine.Table and chairs for outside dining,sunbeds and deckchairs to relax in the sun. Located in the middle... View all property information
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    Location Information
    53020, Siena, Province of Siena
    5 of 5 stars Reviewed October 27, 2014
    This is an absolutely lovely home in the south of Tuscany. It is perfect for exploring the Montalcino and Montepulciano wine regions. It is about 1+ hr drive to the Chianti...
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    4.5 of 5 stars (3) Very good
    Siena
    2 Bedrooms / 1 Bathroom / Sleeps 5
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    4 of 5 stars Reviewed July 15, 2014
    Functional accommodation though the dishwasher did not work. Owners were friendly and helpful. Villa Certano is a working farm with beautiful vistas We were told to help...
    5 of 5 stars Reviewed July 4, 2014
    we took 3 apartments in vila certano: Roseto2, Granaino and Scuderia. Great location - just few minutes drive from Siena. With few minutes drive you have a big supermarket to...
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    Sinalunga
    2 Bedrooms / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    Siena Apartments ARCHI – 4+2 beds 2 rooms 130 sqm Swimming Pool and Tennis Court. Accessed from the private garden, this large ground floor apartment includes a living room with fireplace, a sofa bed and satellite television. Vaulted ceilings, brick arches and exposed beams are the original... View all property information
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    Location Information
    Sinalunga, Province of Siena