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Holiday Homes in Province of Siena

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    All 4 848 Rentals in Province of Siena
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    Agriturismo Podere San Giusto1 / 10
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Chianti Cashmere Vacation Rentals, Rural Tuscany1 / 40
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    La Casa di Alice - Montalcino1 / 36
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Casa Gelsomino, ground floor, 2 bedrooms, private garden and shared pool1 / 32
    (35)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Central Heating
    • Parking
    • Private Garden
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 October 2017
    Situated in the heart of Tuscany, this property has exceeded our expectations. Lovely hosts, beautiful house surrounded by astonishing views. A property with a nice history...
    Reviewed 23 September 2016
    We loved our stay at castle San Gimiginano. A great place to relax and also travel around parts of Tuscany . Very clean and comfortable accommodation with great views. We would...
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    About this property
    The apartment is located in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive groves and the surrounding...
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    53030, Castel San Gimignano, San Gimignano
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Elegant Tuscan Villa with Spa1 / 35
    (8)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    • Central Heating
    • Private Indoor Pool
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 February 2018
    It was a prefect stay for the holidays. An absolutely charming and comfortable Villa close to everything we wanted to see, Thank you to Paul our wonderful host. We truly enjoyed...
    Reviewed 6 April 2017
    For those looking for that perfect, tiny, authentic village in Tuscany, Belfort is your place. If you are looking for a spectacular, unique and luxuriously appointed Italian...
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    About this property
    Set in the heart of Tuscany this spacious, detached, hilltop villa has 180° views from a grand terrace and is close to Siena, the beach and all the other important sights. Enjoy fantastic indoor and outdoor spaces. Every room has a view of Tuscany as it unfolds beneath you. Finely decorated with...
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    53030, Radicondoli, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    Tegline Chianti Tuscan accomodation with pond1 / 70
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Terrace
    • Private Garden
    • Secure Parking
    • Washer
    • Grill
    • Balcony
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 April 2018
    We came in a group of 3 and stayed at Tegline for 10 nights in late sepetember 2017. And we had no regrets! our experience was absolutely a satisfactory and memorable one! At...
    Reviewed 2 March 2018
    We were looking for an idyllic and above all a quiet place in Tuscany. And that was what we found!It was really great.Giovanni and Simonetta, our hosts were SO...
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    About this property
    Farmholiday Agriturismo Podere Tegline is of 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...
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    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedroom Stone Cottage Rental in Chianti Countryside1 / 19
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Washer
    • Hot Tub
    • Central Heating
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 November 2017
    What a lovely place to spend a week, the house has everything that you could need. It was clean. To look around day after day was so very pleasant. It is central, with easy day...
    Reviewed 12 July 2017
    Casanuova di Pietrafitta lovely cottage worked very well for us as a base to explore the beautiful Tuscany region. Day after day of exploring nearby villages when we came back...
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    About this property
    Farmhouse in the heart of Chiantishire at 3 kms minutes distance from the historical township of Castellina in Chianti. 23 kms from Siena and 37 kms from Florence. The villa is set at an altitude of 600 meters. We are surrounded by vineyards and oak woods a perfect place to run away from busy city...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Guesthouse is a renowned former residence of an aristocratic Senese family. a short walk from t the Piazza del Campo and next to the main bus.station (Piazza Gramsci) Our Apartments aim to offer a valid alternative to anyone who wants to live their Senese experience with total independence. We...
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    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Traditional Tuscan-style country house with beautiful pool area, lush gardens and great views, sleeps 41 / 17
    (19)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Central Heating
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 2017
    Beautiful Casa, stunning scenery, perfect quiet location but within easy reach of two amazing hilltop towns SAN Gimangino and Volterra. Our first time in Italy and fell in love...
    Reviewed 21 August 2017
    This holiday house and its setting far exceeded our already high expectations. The buildings are down a mile-long track, in the most stunning position imaginable. The gorgeous...
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    About this property
    Casa Florio' is a 2 bedroom apartment (upstairs apartment) incorporated into an ancient farm comprising 12 beautifully renovated stone buildings . Designed in traditional Tuscan country style with chestnut beamed ceilings and terraccota tiled floors. It is light and spacious with doors leading...
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    FIRENZE, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Independent villa with private pool in Tuscany - 3 bedrooms1 / 46
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Washer
    • Balcony
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2017
    A superb, newly renovated farm house belonging to the owner's family since the 17th century. Whilst preserving its charming character , the house is an extremely comfortable...
    Reviewed 30 June 2017
    This is a gorgeous farmhouse converted lovingly to a residence. Grazia has decorated it in the beautiful simplicity of the Tuscan style. It is located about 30 min from Siena...
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    About this property
    Nice farmhouse and outbuilding dating back to 17th century which have been tastefully restored preserving the ancient charm, beauty and the original architectural features like the beamed ceilings and the terracotta-tiled floors. Located between the Val d'Orcia and the hills of the Sienese Chianti,...
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    53048, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Attico con altana: incanto e relax tra le bellezze di Siena1 / 22
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    As part of our trip to Tuscany, a group of 4 (2 couples) stayed at Attico con altana in mid June 2018. I chose Attico con altana on the basis of its location right in the heart...
    Reviewed 24 September 2017
    This was a perfect place to stay in Seina. Everything was as described or better. The owner met us at street level upon arrival, so we knew we at the correct address. She...
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    53100, Siena, Province of Siena
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Torre Farmholiday  Tuscan Chianti with pond1 / 79
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    Amenities & Details
    • Washer
    • Porch
    • Patio
    • Grill
    • Wi-Fi
    • Central Heating
    • Secure Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 February 2018
    We loved our stay on Podere Tegline, a wonderful farm from Roman times in the middle of the Chianti area and taken good care of by the family for many centuries. Our apartment...
    Reviewed 5 February 2018
    Wow! This was an incredible place to stay - full of history and so much love! The house and the surrounding land was absolutely gorgeous!! The hosts, Simonetta and Giovanni...
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    About this property
    Farmholiday Agriturismo Podere Tegline is of 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...
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    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    Podere Val delle Corti1 / 24
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2015
    My wife and I have vacationed in the Radda area several times over the past decade or so. All of the rentals we had were nice but "The Barn" is far and away our...
    Reviewed 21 October 2014
    Just returned from a delightful one week stay with Lis and Roberto at Val delle Corti. "The Barn" (guest house) is large, well appointed (including a full kitchen), and...
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    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Elegant 2 bedroom apt. in historic Siena residence1 / 36
    (32)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Central Heating
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2018
    Andrea is a generous & thoughtful host, and was always available to answer any questions we had about the surrounding area (so patient!). His home was the perfect place for...
    Reviewed 15 April 2018
    Andrea was the perfect host, the apartment was immaculate and convenient to Siena sites. We could not have chosen a better place for our visit to Siena and Tuscany. When we...
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    About this property
    Historic Residence Palazzo Bichi Ruspoli is situated on the main street, in the heart of Siena. The entrance is from the ancient tower, one of the three buildings wich the palace is composed. The house is on the third floor with elevator and has a stunning view on the city, in particular on the...
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    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Restored stone built villa near San Gimignano1 / 19
    (18)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • Washer
    • Patio
    • Central Heating
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2018
    Just spent four days in this lovely old farmhouse, it is one of only a few privately owned villas, totally peaceful and relaxing, we only saw one other person there so had the...
    Reviewed 13 May 2018
    A comfortable home in a beautiful part of the world.Tuscany is really special. The images of hills covered in wheat, vineyards, olive groves, cypress trees and spring flowers...
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    About this property
    Podera collinella is ideally situated in a beautiful rural location with fabulous panoramic 360 degree views. The villa is a newly renovated 16th century converted farmhouse with a light & open feel. It has all 21st century amenities with well equipped bathrooms & kitchen and bespoke locally made...
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    50500, San Gimignano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    La Senesina , enchanting apartment near Siena1 / 54
    (8)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed 5 July 2017
    How should we even begin? We rented this glorious little two bedroom apartment in a converted 12 century convent for 7 weeks. It was perfect for us. This is somewhat hard to...
    Reviewed 5 June 2017
    As Americans traveling abroad, we have two main criteria when choosing a property:1. Helpfulness, attentiveness of the host2. Quality of the propertyAndrea and Barbara’s...
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    About this property
    “La Senesina” is an enchanting apartment immersed in the exquisitely beautiful Tuscan countryside, just 4 km from Siena, 8 km from Monteriggioni, and approximately 5 km from the raccordo autostradale Siena/Firenze (Siena/Florence highway.) Recently restored apartment situated in an historic 16th...
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    53011, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Holiday lodging near Pienza P51 / 28
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Wi-Fi
    • Parking
    • Balcony
    • Grill
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 December 2016
    We travelled to this accomodation after several days in Pisa and Florence, and as soon as we arrived, we realised we had made a great choice.The house is very pretty and...
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    About this property
    This lovely country house with pool in Tuscany is located at 1.5km from the beautiful medieval village of Torrita di Siena, in the heart of Val di Chiana, only 15 km from Pienza and Montepulciano, and 48 km from Siena. Situated on a knoll, the 18th-century farmhouse is surrounded by its vineyards...
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    53049, Torrita di Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Poggio Senese- Triano mq.2901 / 56
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2015
    We stayed at Poggio Senese, in the Triano apartment as our base to explore Tuscany and the surrounding area. The apartment is indeed unique, and has all of the comforts required...
    Reviewed 12 September 2014
    This apartment is located in a medieval village, Montefollonico, and the apartment definitely has lots of character! It's completely built of stone and masonry, and the layout...
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    53049, Montefollonico, Torrita di Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    VILLA Le Corolline1 / 90
    (15)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 May 2018
    Great, relaxing retreat! Wished we could have stayed longer than two nights. Roberto is a gracious host. Already planning to make it back here on our next trip to Tuscany.
    Reviewed 6 March 2018
    We will always remember our 3 week stay in Roberto's family farm house. We used it as a base to travel Tuscany and Umbria. Beautiful setting in the family's olive grove in a...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Podere Capanne Rigomagno1 / 26
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • DVD Player
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Part of an old farmhouse set on a hill overlooking the charming medieval village of Rigomagno and a large part of the Chiana Valley. In this area the hills are mostly covered with the silver-green foliage of olive trees, interspersed now and then with a small vineyard or lush oak woods. Old,...
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    52048, Rigomagno, Sinalunga
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    LA VALIANA Luxury Villa Rental (Montepulciano) - HEATED POOL Incl./ FREE WI-FI1 / 88
    (33)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Housekeeping Included
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 May 2018
    We arrived at La Valiana between visits to two beautiful Italian cities, Florence and Venice. It was our time in Tuscany and the plan was to visit area hill towns while staying...
    Reviewed 5 May 2018
    It starts before you actually get to La Valiana, when you communicate with the owner Cecilia with any questions about the area or the visit. The responses come quickly and are...
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    About this property
    LA VALIANA is glad to welcome you in the very heart of Tuscany, right midway among Montepulciano, Cortona and Trasimeno Lake. This elegant villa has been thought as ideal accommodation for independent travellers (max. Occupancy 8) desiring to experience the more authentic Tuscan lifestyle, for a...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Appartamento il Girasole1 / 12
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Mountain Views
    • Shared Garden
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53040, Radicofani, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casa Verbena, 3 bedrooms apartment, first floor, terrace1 / 129
    (28)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Garden
    • Terrace
    • Central Heating
    • Washer
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    As long as you are happy to drive, the lovely towns of San Gimignano, Siena and Volterra are within easy reach, all worth visiting. I booked this very simply through TripAdvisor...
    Reviewed 1 August 2017
    We were staying for 2 weeks (2 adults, 1 kid 7 yeas) at this place. It was an absolute pleasure.Great and clean apartments, great pool and lovely and very friendly hosts.A...
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    About this property
    The apartment is placed in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive groves and the surrounding...
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    53030, Castel San Gimignano, San Gimignano
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    I'l Granario - Lovingly restored stone-built Tuscan barn1 / 25
    (50)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Patio
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2017
    Firstly I must say how helpful Steve the owner was. From questions before the booking to questions about the Sky box when we were there.Can't fault the house and the amenities...
    Reviewed 7 August 2017
    Couldn't fault anything with regards to the booking process,communication with the owner Steve and the property. Very detailed driving directions and information regarding the...
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    About this property
    Podere Torricchi is a small collection of beautifully renovated 16th Century farm buildings converted into houses and apartments. Set on a hill the entire site has stunning views of the rolling Tuscan countryside. I'l Granario' is a house set on two floors, tastefully renovated to retain...
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    Location Information
    FI 50050, San Gimignano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    antico casale delle more1 / 27
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Parking
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53048, Bettolle, Sinalunga
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fonte Tuscany Holiday Apartment Chianti with pond1 / 72
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Outdoor Dining Area
    • Balcony
    • Secure Parking
    • Central Heating
    • Wi-Fi
    • Porch
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 February 2018
    We had a fantastic time during our stay in Tuscany. Simonetta and family were so friendly and helpful in suggesting places to see and things to do in the area. To top it all off...
    Reviewed 28 March 2017
    If you want to feel the real Tuscany, this is the perfect stay for you! My family and I stayed in this lovely house in September 2016 and enjoyed every second of it. The...
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    About this property
    This Apartment named Fonte, for two people, ( and 2 little children under 12 years old) is the most independent apartment of the farmhouse (64 square meters), with a large living room with direct access to private garden, a well equipped kitchen with fridge, stainless steel sink, microwave,...
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    Location Information
    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Charming Apartment in Historic Center of Montepulciano, Tuscany1 / 36
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Mountain Views
    • Washer
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 September 2017
    We loved Fernanda's apartment! She was very hospitable! It was just perfect for our two day stay. Great view from bedroom window. Good location close to the front Portal...
    Reviewed 3 June 2017
    The location within the walled city of Montepulciano is ideal, as was the owner's care in setting it up for us. She was always available by emails and texts, was very friendly...
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    About this property
    Beautiful charming flat, very romantic, old residence of the great-grandfather of the owner, notary in Montepulciano. Entirely, recently renovated, very quiet, in a magnificent position: in the centre of town, but facing the city walls, in a dominant position. Two nice bedrooms elegantly furnished,...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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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    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Patio
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2018
    We loved the villa and found it to be a picture perfect setting, very close to town, grocery and centrally located to many hill top towns in Tuscany and Umbria. The villa was...
    Reviewed 17 March 2018
    05th March to 14th March 2018 La Casina Toscana is everything you would wish for a stay in the beautiful countrysideof Montepulciano - The house is beautiful-,clean & cozy...
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    About this property
    Placed in the countryside of Montepulciano, near the most important historical towns such as Pienza, Montalcino and Bagno Vignoni, the Casina Toscana is a historical residence of the nineteenth century, which allows guests to enjoy the tranquility and relaxation that this place offers. The Casina...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    La Tinaia, Podere Patrignone - a Tuscan cottage with garden, views and pool1 / 31
    (46)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Patio
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 October 2017
    Super location centrally located in the Chianti region. Hosts were friendly and provided a custom booklet they filled with very useful information on restaurant recommendations...
    Reviewed 2 September 2015
    We stayed here in 2009 and hardly a day went by that we didn't think about our stay and Verity and Simon and the kids and of course Charlie and Lola and Meow. When we arrived...
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    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...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    very central large quiet flat 10+ Duomo1 / 26
    (4)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Central Heating
    • Balcony
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 2018
    First like: the apartment is located on the ground floor. As a family of 4 with 5 bags, this made moving in & out a breeze. As advertised, the apartment is indeed spacious...
    Reviewed 3 November 2017
    This large spacious ground floor flat is perfectly located in the centre of Siena. Beds linen towels etc of the highest quality. A fully equipped kitchen is available but you...
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    About this property
    This is my holiday home in Siena, my home town. I have tried to tell you everything you need to know in my description, but please do not hesitate to ask me questions before booking - I am fluent in English, French and Italian. The flat is on the ground floor, on the same level as the street so...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    La Piccola Loggia1 / 17
    (14)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Wi-Fi
    • Patio
    • Balcony
    • Central Heating
    • Private Garden
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2015
    If you are looking for the perfect getaway in the heart of Tuscany, then La Piccola Loggia in Torrita di Siena is the place to be. Surrounded by sunflower and corn fields, and...
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    53049, Torrita di Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Spacious Stone Villa in the Heart of Tuscany1 / 13
    (4)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 2017
    A clean, crisp, artistic and aromatic environment, powerful views of serene fields and woods, horses to rent and ride around amazing roads and trails. Coffee shops, markets and...
    Reviewed 22 October 2017
    I had a fantastic stay in Tuscany! The accommodations were spacious and luxuriant and had an authentic Tuscan flair. I was surrounded by beautiful artwork that I found out was...
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    About this property
    Magnificent stone villa in lovely hill town 20 minutes from Siena. Five spacious bedrooms furnished in country antiques. Wooded yard. Two fireplaces. Gas grill, large outdoor terrace. Outdoor dining area. Town has restaurant, three coffee bars, post office, general store and grocery store. Ample...
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    Location Information
    53016, Casciano, Province of Siena
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    Villa PoliFlora1 / 43
    (25)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Washer
    • Shared Garden
    • Outdoor Dining Area
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2018
    Poliflora is a comfortable apartment, very cozy and with everything you need. It is located in a good place to visit the entire Orcia Valley. And the best, the hosts. Poli and...
    Reviewed 17 September 2017
    This location is excellent for being in the heart of Tuscany. The accommodations were very nice everything was well kept and clean. We enjoyed using this as our home base...
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    About this property
    Villa PoliFlora is a modern residence in Monticchiello in Val d'Orcia, a Unesco world heritage site. The owners and creators invite you for a relaxing stay, in the triangle among Montalcino, Pienza and Montepulciano. A few kilometers away from Siena and Chianti Classico, best destinations in...
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    Location Information
    53026, Monticchiello, Pienza
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53017, Radda in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Rocca dei Monaci1 / 11
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Parking
    • Outdoor Dining Area
    • Internet Access
    • Cable/satellite TV
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53035, Monteriggioni, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Fonte Aulente Montalcino1 / 26
    (31)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Central Heating
    • Outdoor Dining Area
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2017
    This is a really gorgeous place to stay. The views could not be better, the garden is eclectic and the pool is warm and inviting. We were slightly unsure whether to book based...
    Reviewed 9 November 2016
    Our family thoroughly enjoyed this stay in Tuscany. My husband and I have been to Italy many times, but this is the first time we brought the kids with us. (Ages 3 and 6...
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    About this property
    Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored and surrounded by beautiful garden-park, 2 km from the center of Montalcino, in a panoramic position with amazing views over the Tuscan hills. The apartment is a part of the old farmhouse, with its own entrance. The...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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 12 August 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 6 July 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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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    I MELOGRANI II: 3BDR Tuscan villa,view,pool,WiFi1 / 41
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2017
    The small village location was a perfect for our visit to the Tuscany area. We were able to use this central location to visit many beautiful villages like Montepulciano, Siena...
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    About this property
    I MELOGRANI II is a section of a villa settled in the heart of Siena countryside :I MELOGRANI I. WHEN THIS PART OF THE HOUSE IS RENTED THE OTHER PART REMAINS CLOSED AND VACANT. This beautiful house is surrounded by a fenced olive grove with private pool (12x5), lawn, stunning view on rolling...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Amazing Tuscan holiday apartment in the historical Town centre of Colle di Val d'Elsa, sleeps 41 / 35
    (33)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Terrace
    • Central Heating
    • Washer
    • Private Garden
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2017
    In the old part of Colle this apartment could not be more convenient.Fabulous internal facilities, we were very at home.Would have been too tight for 4 adults, but a...
    Reviewed 8 October 2016
    We stayed at Dietra Le Mura for a week. The two bedrooms apartment, each with its own bathroom, was perfect for our needs. Antonella and her husband were wonderful hosts, and...
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    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....
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    Location Information
    53034, Colle di Val d'Elsa, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Raperonzolo1 / 20
    (9)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Grill
    • Housekeeping Included
    • Patio
    • Mountain Views
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53040, Cetona, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Bright, spacious villa with pool near Siena1 / 39
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2017
    Could not have been more perfect!Spacious, comfortable and location was ideal, as close to all main attractions, although still had a country feel.Pool area was wonderful...
    Reviewed 1 April 2016
    We have been there in October 2015 and it was a lovely journey. The house has 3 bedrooms and 2 bathrooms. The surrounding is really beautiful and it's about 5 min from the...
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    About this property
    Key points: large apartment (140 m2) in a farmhouse renovated with taste and attention to details. Terrace and independent entrance into the courtyard of the property, large pool with view and garden-park with olive grove. Fully equipped kitchen, comfortable living room, bedrooms with exposed...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    VILLA TALCIONA1 / 64
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Central Heating
    • Parking
    • Washer
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 October 2017
    This was our fourth stay and was as fantastic as the first! The views from the Villa are beautiful, the facilities excellent. Francesco and Elena are wonderful hosts, who can...
    Reviewed 5 October 2017
    Villa Talciona is surrounded by the beautiful Tuscan Hills. Surrounded by greenery and blue skies no better place to stay in Poggibonsi. The hosts, Francesco and Elena were...
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    53036, Poggibonsi, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 10
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    Torrita di Siena flats A1 / 40
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Garden
    • Terrace
    • Parking
    • Central Heating
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Alloro:This wonderful flat (50sqm) is on the ground floor and has a wonderful large covered terrace facing the garden. It consists of a living room with a single sofa bed, fireplace, kitchenette and dining area, a double bedroom with en-suite bathroom with shower. This beautiful holiday home is...
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    Location Information
    53049, Torrita di Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Guesthouse is a renowned former residence of an aristocratic Senese family. a short walk from t the Piazza del Campo and next to the main bus.station (Piazza Gramsci) Our Apartments aim to offer a valid alternative to anyone who wants to live their Senese experience with total independence. We...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Podere Ferranino Townhouses-Fra Angelico1 / 62
    (14)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2017
    We had a great time at this property. Clean and light and very good quality facilities in the townhouse. We would all had a relaxing stay and would love to go back some time.
    Reviewed 10 June 2017
    We have just returned from a lovely week at Villa Ferranino, staying in Fra Angelico. The townhouses are beautifully restored and furnished, each with its own peaceful terrace...
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    About this property
    5 Townhouses Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five duplex 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...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Casa Lorenzo: Charming Tuscan house,pool, AC,WiFi1 / 40
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2017
    A comfortable and well-equipped house in a beautiful setting. The village has several food shops and two restaurants and there are numerous places to visit in the area.
    Reviewed 22 October 2016
    From the time I first corresponded with Federica, I knew this place was special. She was so very helpful. Because we were not arriving until late, she arranged for a cook...
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    About this property
    Casa Lorenzo is a small indipendent antique house suitable for 5 +1. 'what a beautiful charming house you have;we expecially enjoyed the view from the pool ;unparalleded beauty! San Giovanni is a wonderful little town..although we enjoyed all of our day excursion to Montalcino,Montepulciano etc. we...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    Pornano1 / 16
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Garden
    • Wi-Fi
    • Central Heating
    • Grill
    • Washer
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 May 2018
    I went to Pornano as a refuge from the urban streets of London and to practise my basic knowledge of the language. The apartment provided privacy and a great sense of peace...
    Reviewed 19 December 2014
    Pornano is a very comfortable place to base a visit to Chianti. We loved our stay there. The apartment itself had everything, and the Grumbles, the couple who own it, were so...
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    About this property
    The accommodation comprises of one double bedded bedroom with en suite bathroom and very well equipped living room/kitchen area looking out onto a pleasant flowery courtyard. Ideal for a couple seeking peace and solitude and it is centrally located to visit Florence, Siena and the many small...
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    Location Information
    53017, Radda in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Tuscan Style House Casetta1 / 21
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Private Garden
    • Wi-Fi
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    La Casetta was even better than we had imagined. Our host Patrizia, welcomed us with a freshly baked fruit pie, a bottle of her own superb wine, home-made jam, and various other...
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    Location Information
    53040, Cetona, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Casa in Contrada1 / 17
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 September 2017
    Maria is one of the best hosts I've ever met from 10+ rental stays. From booking to check out, Maria took a proactive initiative to make sure we are well taken care of. Given...
    Reviewed 10 July 2017
    Casa in Contrada is very well located close to the piazza del campo in Siena, around 150m from the front door. Maria, the host couldn't have been more helpful or friendly...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms  Apartments (Camelia)1 / 19
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2017
    This comfortable, three level apartment, is very clean and located a short walk from the bus station and near a taxi stand. The air conditioning, wifi and water flow in the...
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    About this property
    Our Guesthouse is a renowned former residence of an aristocratic Senese family. a short walk from t the Piazza del Campo and next to the main bus.station (Piazza Gramsci) Our Apartments aim to offer a valid alternative to anyone who wants to live their Senese experience with total independence. We...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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