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Pet Friendly Holiday Rentals in Siena, Italy

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    1 / 35
    5 of 5 stars (42) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    1 / 28
    4.5 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    1 / 37
    5 of 5 stars (6) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    JUST RELAX...... YOUR VACATION IN TUSCANY BEGINS NOW!!!! What we want is to make this holiday as pleasant and relaxing as possible, so we want to make available to you our Villa, that for a time, long or short it might be, will be YOUR HOME in Tuscany. A HOLIDAY WITHOUT THOUGHTS! OUR SERVICES ARE... View all property information
    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed 4 December 2015
    I rented Le Caggia for a yoga retreat. The hosts, Jacopo & Fabio are simply amazing. They asked me to tell them what I wanted, offered suggestions, and then came up with an...
    5 of 5 stars Reviewed 6 August 2015
    From the beginning, when we decided to book this property everyone in our group felt in love with this home. Now I am so happy that we chose this Villa Our week there was...
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    1 / 22
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    53100, Siena, Province of Siena
    5 of 5 stars Reviewed 30 May 2016
    The apartment is large and airy with good views in a perfect quiet central location. Equipped with all that you could need. Beds were very comfy and the apt is spotless...
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    1 / 21
    5 of 5 stars (48) Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    Montecastelli offers Villa accommodation for those seeking a hidden vacation rental. The Villa Montecastello has been restored with every attention to detail and history. Only an hour from the Florence airport and 20 minutes from Siena, Montecastelli nestles at the foot of the Montagnola nature... View all property information
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    53100, Siena, Province of Siena
    5 of 5 stars Reviewed 16 October 2015
    We enjoyed every minute of our stay at Villa Montecastello. Jens is a wonderful host who made sure of our every need. Our room was very spacious and the bed very comfortable. The...
    5 of 5 stars Reviewed 7 August 2015
    We spent a week at Villa Montecastilli for the annual cooking school hosted by the villa and when Marco Canora, chef/owner of Hearth Restaurant in Manhattan teaches. It was an...
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    1 / 19
    4.5 of 5 stars (2) Very good
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    53100, Siena, Province of Siena
    4 of 5 stars Reviewed 11 April 2015
    We were very fortunate to have the large bedroom with the balcony. Although the balcony is small it allows you the pleasure of looking over the amazing Tuscan countryside. The...
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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
    1 / 25
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Splendid 18th century mansion with typical Sienese architecture. It is situated next to the historical village of Basciano. The house position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena. Siena offers many... View all property information
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    53035, Siena, Province of Siena
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Mountain Views
    • Washer
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    • Pet-friendly
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    • Smoking allowed
    About this property
    Independent 2 family cottage located in the outskirts of Siena in an olive tree grove at 1km from: newsstand, coffee shop, food market, hair dresser, pastry shop, butcher, pizza restaurant, discount market, gas station, free parking lot, bus stops to down town, train station, university-hospital... View all property information
    Location Information
    53100, Siena, Province of Siena
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    3 Bedrooms, 6 Bathrooms, Sleeps 7 | Quick View
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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.<BR>Located between the Val d'Orcia and the hills of the Sienese... View all property information
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    53048, Siena, Province of Siena
    1 / 28
    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed 29 October 2015
    Wow 13th century home minutes from Siena. Wonderful stay at a beautiful property. It was great to be away from people and just enjoy this beautiful part of Italy.the owner could...
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    1 / 39
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Air Conditioning
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    About this property
    The Villa is situated in a splendid 18th century mansion, with typical Sienese architecture. The property position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena (6 km away).<BR>The mansion is surrounded by a garden... View all property information
    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars 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 highway...
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    1 / 20
    Isola d'Arbia
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    10% discount for the weeks of July 2-16, 2016 (Minimum of one week rental required) Siena is just minutes away from this two hundred year old hamlet. Each building has been separated into several apartments and each has a remodeled interior with white walls, dark wood-beamed ceilings, and... View all property information
    Location Information
    Isola d'Arbia, Siena
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    "The Mezzanine" is a lovely apartment on the first floor of the sixteenth-century palace belonged to the Del Taja family, a cadet branch of the famous Piccolomini family. It is located in the city center a short walk from Piazza del Campo and the Siena main street. It consists of a large living... View all property information
    Location Information
    53100, Siena, Province of Siena
    1 / 15
    4.5 of 5 stars (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Secure Parking
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    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed 23 November 2015
    This apartment is a very good value for 67 euros night. It is on two levels and has marble stairs leading to the large upstairs bedroom and bathroom. The walk in closet is stocked...
    5 of 5 stars Reviewed 1 April 2015
    This apartment is a great base to explore Siena. It is right beside the San Francesco Basilica, at the foot of an escalator, so you don't have to walk up and down stairs. The area...
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    1 / 32
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • ?
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    • ?
    About this property
    Il Baroncino stands alone among the rolling hills, in 8 hectares of private land, with many age-old chestnut and oak trees. It is a large country house with several smaller adjacent buildings, such as the former chestnut barn, the wood store and a hay barn. All in all, there is around 800 m2 living... View all property information
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    Siena, Province of Siena
    1 / 28
    5 of 5 stars (4) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 20 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    the villa San Fabiano is located near Siena,in Tuscany. Beautifully restored, it has every amenity, including air conditioning. It can be rented entirely,sleeping up to 20 people, or separetly. It offers 4 self-catering suites, called Il Pino, il Forno, il Vino, il Pozzo, and an independent villa... View all property information
    Location Information
    53014, Siena, Province of Siena
    5 of 5 stars Reviewed 1 August 2012
    The converted farm house that was our apartment was fantastic. It was well appointed, spacious & felt like a home away from home. We had a fantastic time in Tuscany & the location...
    5 of 5 stars Reviewed 18 November 2011
    If you want to really see Tuscany and enjoy the local culture this is the place. We did not even rent a car. The villa itself is lovely and the hosts were absolutely terrific...
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    Location Information
    53100, Siena, Province of Siena
    1 / 52
    5 of 5 stars (6) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Washer
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    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed 8 July 2014
    We stayed for 3 nights in Apartment A here and it was fantastic! The apartment was spacious, clean, and well situated within walking distance of everything in Siena. We were here...
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    1 / 24
    5 of 5 stars (29) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Patio
    • Children's Pool
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    • Pet-friendly
    • Child-friendly
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    • x
    About this property
    (!!! FURTHER AVAILABILITY DESPITE THE BOOKING CALENDAR! PLEASE, LET'S CONTACT US!) The property dates back to the 14th century and for generations has been part of the property Santini, once farmers. The apartments were once stables for livestock. It has now been restored by the Santini family... View all property information
    Location Information
    53018, Siena, Province of Siena
    5 of 5 stars Reviewed 4 November 2015
    We only stayed in this apartment for one night but it was a very nice and spacious place away from the city. Unfortunately we didn't arrive until very late that evening because...
    4 of 5 stars Reviewed 13 July 2015
    we stayed in sortoriano for ~4 days. it was very nice and relaxing. away from the crazy cities and traffic. francesca was very nice and helped us find our way to the property when...
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    1 / 45
    5 of 5 stars (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
    • Smoking allowed
    • ?
    About this property
    PRIVATE STRUCTURE. Piandisette is a typical stone farmhouse dating back to the early 20th century which the current owners have revisited and modernized, while respecting tradition and the original structure. The rooms, characterized by terracotta floors, wooden ceiling beams and pastel-coloured... View all property information
    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed 27 August 2014
    What an amazing location and villa. All rooms a good size and the pool area felt really well taken care of. Gardens well looked after. Easy drive to Siena and we managed a trip...
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    1 / 36
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Smoking allowed
    • ?
    About this property
    Casa Argo A is an elegant and welcoming two-story apartment that is part of a villa situated a few miles from the historic center of Siena. It sleeps six people. From Casa Argo A you will enjoy a gorgeous view of the Senesi hills and of the greenery. Casa Argo A is 140 square meters (1500 square... View all property information
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    Siena, Province of Siena
    1 / 31
    5 of 5 stars (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    In a secluded group of Liberty houses, built by Garibaldi's doctor and named in honour of the island home of the Italian hero, Costafabbri is a beautifully appointed apartment in a stylish villa overlooking a wooded valley bordering Siena. The clean lines of the stucco and brick facade of the villa... View all property information
    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed 21 November 2010
    We had high expectations of Villa Caprera and our stay there even exceeded those high expectations. The house is a large comfortable villa in a pretty setting within easy drive...
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    1 / 42
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    About this property
    Calendar is not made public. Please inquire. More reviews for this exclusive property: V R B O 412266 Also see: TripAdvisor #2934939 for an alternate nearby home. Luxury in the Chianti Countryside. Set securely behind gates atop a private access road, enter a comfortable and superior-styled... View all property information
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    53019, Siena, Province of Siena
    5 of 5 stars Reviewed 30 October 2013
    We took several months to plan our first trip to Tuscany and a large percentage of the time was spent reviewing potential rentals. When we reviewed this listing it appeared to...
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    1 / 41
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    • ?
    About this property
    Il Baroncino stands alone among the rolling hills, in 8 hectares of private land, with many age-old chestnut and oak trees. It is a large country house with several smaller adjacent buildings, such as the former chestnut barn, the wood store and a hay barn. All in all, there is around 800 m2 living... View all property information
    Location Information
    Siena, Province of Siena
    1 / 24
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Enjoy a special holiday from this apartment located in the highest spot of the old city. You can admire all of Siena and almost touch the Cathedral's facade, but if you want to stroll in the city you're just five minutes away from Piazza del Campo.<BR><BR>Easy to reach and right in the centre of... View all property information
    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed 20 October 2015
    Hubby and I LOVED staying here while we were in Siena. The spacious apartment was more than we needed, but it felt more like home with the kitchen, dining room, living room, two...
    4 of 5 stars Reviewed 17 September 2015
    This was our first visit to Siena and we chose well staying a Monica's apartment. A few days before our arrival in Siena, Monica emailed us a travel guide with valuable...
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    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    Location Information
    53100, Siena, Province of Siena
    1 / 17
    5 of 5 stars (12) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • ?
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    About this property
    The "Stalla di San Lazzero", adorable country house a few steps from Siena center, is the perfect starting point to discover Tuscany! The house is spacious with high ceilings, large windows, a lovely garden and a beautiful view of the countryside. One large queen sized bedroom and a smaller... View all property information
    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed 23 September 2015
    extremely sympathic, nearly idyllic ambience - aesthetically refurbished old building without exagerated hotel-hullabaloo - wonderful garden - beautiful views - bus stop in three...
    5 of 5 stars Reviewed 30 October 2014
    On arrival at La Stalla di San Lazzero we were warmly greeted by host Leonardo and his father Carlo. The "stable" has been sensitively renovated to acknowledge its architecture...
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    1 / 36
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
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    About this property
    Casa Argo C is an elegant and welcoming two-story independent house situated a few miles from the historic center of Siena. It sleeps five people. From Casa Argo C you will enjoy a gorgeous view of the Senesi hills and of the greenery. Casa Argo C is 110 square meters (1200 square feet). It... View all property information
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    Siena, Province of Siena
    1 / 45
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    About this property
    PRIVATE STRUCTURE. Piandisette is a typical stone farmhouse dating back to the early 20th century which the current owners have revisited and modernized, while respecting tradition and the original structure. The rooms, characterized by terracotta floors, wooden ceiling beams and pastel-coloured... View all property information
    Location Information
    53100, Siena, Province of Siena
    1 / 29
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    PRIVATE STRUCTURE. Fortilizio, situated at the edge of the town of Rapolano Terme, on a hilltop overlooking the Val di Chiana and the plain of the Sentino, and surrounded by woods of oak and chestnut trees, is an old watchtower, part of the larger complex of the "Castellare di Sarri," a... View all property information
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    53100, Siena, Province of Siena
    1 / 24
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Villa Nuti is an elegant XVII century manor only 3 km from the center of Siena, the bus stop to the centre is 400 meters from the villa. From its unique terrace it enjoys privileged magnificent views of the town with its famous bell towers. The villa has been completely renovated with great care... View all property information
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    53100, Siena, Province of Siena
    1 / 12
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    beautiful climatized villa offers self catering suites with jacuzzi tubs, swimming pool,WI-FI,TV,mountain bikes, only 7 miles south of Siena.English speaking hosts! The Il Pino suites has beautiful views! Kosher accomodation can be offered upon request. View all property information
    Location Information
    53014, Siena, Province of Siena
    5 of 5 stars Reviewed 10 September 2012
    We stayed here with our 3 kids, 10,12 and 16. They all had a wonderful time. There were many activities that they all enjoyed. The use of bikes was a hit. The swimming pool...
    5 of 5 stars Reviewed 13 June 2012
    My husband and me recetly spent 6 wonderful nights in San Fabiano. We had a most wonderful stay. The place is great. The location is perfect. very close to Siena, near a village...
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    4 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
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    About this property
    JUST RELAX....YOUR VACATION IN TUSCANY BEGINS NOW!!! Our Villa will be YOUR HOME in Tuscany........... A HOLIDAY WITHOUT THOUGHTS!!! Charming old Villa with 500 years of history, only for your exclusive use, expertly restored offers all modern amenities and comfort enjoying a wonderful vacation... View all property information
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    53018, Siena, Province of Siena
    1 / 35
    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    53100, Siena, Province of Siena
    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    53100, Siena, Province of Siena
    1 / 24
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Grill
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    About this property
    Villa Nuti is an elegant XVII century manor only 3 km from the center of Siena, the bus stop to the centre is 400 meters from the villa. From its unique terrace it enjoys privileged magnificent views of the town with its famous bell towers. The villa has been completely renovated with great care... View all property information
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    53100, Siena, Province of Siena
    1 / 37
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Il Baroncino stands alone among the rolling hills, in 8 hectares of private land, with many age-old chestnut and oak trees. It is a large country house with several smaller adjacent buildings, such as the former chestnut barn, the wood store and a hay barn. All in all, there is around 800 m2 living... View all property information
    Location Information
    Siena, Province of Siena
    4 of 5 stars Reviewed 8 October 2015
    the place is perfect to relax and visit the tuscany as it is quite central (15 km from siena, approx 1 h from florence).
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Mountain Views
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    PRIVATE STRUCTURE. An old farmhouse dating back to the 19th century, La Pergola is today, thanks to careful restoration, an elegant country house, exquisitely inspired in its structure, with open-face stone and, indoors, the typical taste of Tuscan architectural tradition. Wood, terracotta, wrought... View all property information
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    53048, Siena, Province of Siena
    1 / 36
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Casa Argo B is an elegant and welcoming two-story apartment that is part of a villa situated a few miles from the historic center of Siena. It sleeps six people. From Casa Argo B you will enjoy a gorgeous view of the Senesi hills and of the greenery. Casa Argo B is 140 square meters (1500 square... View all property information
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    Siena, Province of Siena
    1 / 24
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Charming stone-built house located in a peaceful and panoramic position on the green, rolling hills near San Gimignano.<br><br>The villa is the result of a recent renovation which has transformed this ancient barn into a beautiful and comfortable detached villa, ideal for spending a relaxing... View all property information
    Location Information
    53037, Siena, Province of Siena
    1 / 56
    5 of 5 stars (1) Excellent
    7 Bedrooms, 9 Bathrooms, Sleeps 14 | Quick View
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    RECEPTIVE STRUCTURE. A typical Tuscan farmhouse that has always been welcoming and hospitable: in the 19th century Podere Bellaria was, in fact, a post station, an inn catering to travelers on horseback. Later belonging to noble families, it was finally acquired by the current owner who has... View all property information
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    53100, Siena, Province of Siena
    5 of 5 stars Reviewed 5 June 2015
    This was one of those 'once in a lifetime' experiences. The accommodations were perfect - allowing our extended family to have their own space/apartment while being able to enjoy...
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    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    53100, Siena, Province of Siena
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Terrace
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    About this property
    The barn has kept it's name and its identity unchanged in time; in fact. in the past, the harvest of the far - like weat and barley- were stored right here. The apartment, furnished with great care in the details, is located in the highest part of the farmhouse, so it enjoys a fantastic view over... View all property information
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    53018, Siena, Province of Siena
    1 / 14
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed 19 July 2015
    Just stayed 3 nights here. Weather was very hot which actually was the only issue as there was no air conditioning in our house. Other than that the facilities were very good...
    5 of 5 stars Reviewed 29 May 2014
    What an AMAZING stay we had at Borgo dei Fondi, we stayed in the La Loggia apartment, and it was absolutely perfect. Quaint, rustic, comfortable and full of character. It was...
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    About this property
    Made from a hut where they used to put away the hay during the winter, the apartment is very original, well finished, and completely independent from the rest of the structure. It is made up of a spacious living room with a cooking area, one elegant bedroom, one bathroom and an intermediate floor... View all property information
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    53018, Siena, Province of Siena
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    53100, Siena, Province of Siena
    1 / 15
    4 of 5 stars (1) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    In Siena - Completely renovated, large terrace (loggia) opening over the Sienese countryside. 3 minutes from the historic city center. Very light and quiet. Splendid Panorama of Tuscan hillsides. Garden and private parking space. Three large double bedrooms and two tiled bathroomsPrice is 600 to... View all property information
    Location Information
    53100, Siena, Province of Siena
    1 / 83
    4.5 of 5 stars (93) Very good
    8 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Private Outdoor...
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    About this property
    Located just five kilometers from Siena, this villa offers an ideal combination of elegant simplicity and historical charm and comes complete with its own chapel, all which create a unique experience. Along with the private swimming pool, this holiday accommodation is nestled within the Tuscan... View all property information
    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed 19 September 2014
    This villa was heavenly! The house, really a chapel and a little house converted into 8 bedrooms (they property lists 7 but there were actually 8!), was even better than I...
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