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Holiday Rentals with Pools in Siena

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    Travellers to Siena are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    171 Matching Rentals in SienaView all 438 rentals
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    Stunning Villa in Siena with exclusive spa1 / 24
    (4)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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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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    Private Villa, pool, hot tub,A/C, free wi-fi, 15 km from Siena1 / 39
    (48)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Beautiful  tuscan Villa not far from Siena 18 pax1 / 22
    (3)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Grill
    • Washer
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2012
    Very comfortable house with the necessary gadgets(dishwasher,2 washing machines,tv,a bathroom for each bedroom,table tennis etc., )very clean.The owners were very gentle people...
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    About this property
    Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will enjoy a well-aired summer...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    SIENA,villa,pool,tennis,relax,near Piazza IL CAMPO1 / 22
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2017
    We have stayed on this gated estate many times over the past forty years. Its location just outside the city walls with views over the Tuscan countryside, but within 15 minutes...
    Reviewed 22 July 2017
    We have just returned today from the beautiful Siena! The villa "Le Tortore" is beautiful, clean and perfect for our week away. We went with our two children who adored...
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    About this property
    La villa (5 posti letto ) è situata nella campagna di Siena a circa 15 minuti a piedi dalla famosa 'Piazza del Campo' di Siena. Si trova in cima ad una collina, corredata di piscina e campo da tennis, offre splendidi panorami sulla città e sulla campagna circostante. È immersa nel verde di una...
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    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Authentic 4BR farmhouse on 16th century estate1 / 37
    (13)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Shared Indoor Pool
    • DVD Player
    • Washer
    • Sauna
    • Patio
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2017
    The location was perfect. Only 1.3 miles from town ( Castellena ).Every restaurant was excellent. Easy access to all the Hill Towns of Tuscany.The owner was delightful and...
    Reviewed 7 July 2015
    We spent a lovely week in Casa Pineta, our home for a week of travels in Tuscany. Conveniently located for many day trips, the house is large, with a well equipped kitchen. The...
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    About this property
    once upon the time ...' - 'Casa Pineta' offers the rare flair of an authentic Tuscan country home of 300 years , combined with the comfort of today. It was built in various steps over a period of at least 2 centuries , repeatedly extended as needs for more space arose. The resulting various...
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    ITALY, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    Villa Capanna al lago1 / 31
    (11)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Housekeeping Included
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2017
    It is hard to know whether to start with the Villa or with Francesca, the owner, because both made our stay an incredible experience. So I will start with both, because...
    Reviewed 17 August 2017
    We made Villa Capanna our home for a week and it was perfect but much to short! Simply put - taste of Heaven! Upon arrival, our hostess, Francesca had food items we had asked...
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    53010, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    TuscanFlat1 / 16
    (11)Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    This apartment has one of the best views over Sienna with a private roof terrace which has table chairs and sun loungers it’s a place where you can drink a glass of Chianti and...
    Reviewed 23 July 2017
    The flat is located close to the centre of Siena and makes a perfect base for exploring the old city on foot. The outdoor terrace of the flat gives a panoramic view over the...
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    About this property
    This very stylish 430-square-foot apartment a few minutes walk from Piazza del Campo. You will not need anymore to walk up 66 steps to access this apartment,because now there is a new elevator to lift you on two amazing terraces and their spectacular views. The main living space here is a large,...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Borgo dei Fondi -La Loggia-1 / 16
    (8)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We stayed here four four nights during our trip to Tuscany. It was the perfect location to visit the nearby towns (including Siena) while enjoying the quiet setting of a...
    Reviewed 18 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...
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    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    (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 traditional terracotta tile floors. There are modern...
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    Location Information
    53100, Isola d'Arbia, Siena
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 4
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    agriturismo La torre di monsindoli1 / 28
    (12)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Shared Garden
    • Wi-Fi
    • Washer
    • Parking
    • Grill
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2016
    Our family of 4 had a lovely week staying in one of a small number of apartments in the Tuscan hills, only a few minutes drive from the outskirts of Siena. The setting was...
    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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    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Monterzi 41 / 40
    (6)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 2017
    I wanted to treat my wife to something special for our 25th Wedding anniversary so after weeks and weeks of research selected Monterzi 4 in Montisi. I was looking for romantic...
    Reviewed 9 September 2017
    We had a wonderful week at this lovely little villa for four people. It is very peaceful and totally private, full of character and has the most INCREDIBLE views across Tuscany...
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    About this property
    PRIVATE STRUCTURE. The recent renovation of an old ruin, once used as stables, gave rise to Monterzi, a pretty farmhouse perched on top of a hill, in a discreet position in a property surrounded by vineyards and olive trees yet not far from the lively medieval borgo of Montisi, just a short,...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    Private Villa,Pool, Hot tub,A/C, free WiFi,15km from Siena1 / 40
    (6)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Hot Tub
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 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...
    Reviewed 5 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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    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...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Vacation Rental at Abbadia di Siena in Tuscany1 / 31
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2016
    Delightful villa and fabulous swimming pool. Ideal for large family. Very close to Siena, so perfect base for exploring both the city and the countryside. Helpful, charming hosts.
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    About this property
    Abbadia di Siena is a large residence on two floors, capable of holding up to 7 persons with 3 double bedrooms and a single sofa bed in a study. It has 3 complete bathrooms, air conditioning in the living room and in the kitchen, Wi-Fi in the living room and on the terrace. Guests can also use the...
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    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Villa Luna1 / 32
    (16)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 September 2017
    Choosing Villa Luna to stay at while in Siena was the right choice! I booked it in November last year and just returned from our stayed there with my sister and her husband and...
    Reviewed 22 August 2017
    We appreciated the service. Location is good as the breakfast. Our first room for the first night was pretty bad. Only a very small window near ceiling as basement, quite...
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    53019, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    Castello di Montalto - 3 Bedroom Villa in Chianti1 / 19
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Central Heating
    • Grill
    • Internet Access
    • Washer
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 October 2013
    Firstly, I Have traveled all over the world and have only stayed at Chateau Relais or 5 star hotels.Staying at Montalto has been the most wonderful,romantic,amazing experience...
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    About this property
    Montalto is a true medieval castle located in the beautiful Chianti region of Tuscany, near Siena. The owners live here all year round and offer the houses of the little hamlet as vacation villa rentals. There are two 3-bedroom villas for rent, each suitable for 6 people:'Casa del Guardia' and...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    11 Bedrooms, 11 Bathrooms, Sleeps 22 Quick View
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    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Wi-Fi
    • DVD Player
    • Outdoor Dining Area
    • Secure Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will enjoy a well-aired summer...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 11 Bedrooms, 11 Bathrooms, Sleeps 22
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    Last minute ! SORTOIANO - CASA LA VERBENA Tuscany , house in Siena countryside1 / 16
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2017
    We struggled to find the property (we're not too good with modern technology!) as our satnav wasn't up to the task and Google maps was too small on our phones! Eventually, we...
    Reviewed 21 September 2017
    The cabin is located in the countryside, a few minute drive from Siena. We used it as our base to explore Tuscany. Most places to visit are just a short drive away. The cabin...
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    About this property
    OFFER IN SEPTEMBER and OCTOBER !! The property PODERE SORTOIANO dates back to the 14th century and for generations has been part of the property Santini, once farmers. The apartments, as well as the 'hut' were once stables for livestock. It has now been restored by the Santini family with much...
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    53018, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Siena San Fabiano  climatized villa with pool1 / 28
    (5)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2016
    San Fabiano is a great place to visit and have fun with your family. You've got everything you need for the young and old: sports facilities, specials sites to visit like Siena...
    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...
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    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...
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    53014, Siena, Province of Siena
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 20
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    SORTOIANO apartaments in historic Tuscan property1 / 32
    (40)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Patio
    • Children's Pool
    • Grill
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Central Heating
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2017
    La Salvia, our comfortable one bedroom appartment in located alongside family still caring for this rural smallholding was exactily the peaceful retreat off the toursist beaten...
    Reviewed 19 June 2017
    A fantastic alternative to a city apartment for guests who like to spend their nights in an absolute calm environment - only the Gallo Nero wakes you up in the morning!
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    About this property
    LAST MINUTE OFFER IN SEPTEMBER and OCTOBER 2017 ! 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 with much love and care. /// ● LA...
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    53018, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Borgo dei Fondi - Il Forno ground floor1 / 16
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2017
    Quiet, beautiful location, all the amenities you need, we were on a 4 week holiday so the washing machine was a life saver. Each part of the villa/apartment has a separate...
    Reviewed 21 July 2017
    The Borgo Dei Fondi is an ancient farmhouse located some 10 km from Siena, in the middle of the famous Tuscan countryside and surrounded by beautiful forests. The house has 3...
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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Studio, 4 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 4 Bathrooms, Sleeps 8
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    SORTOIANO - APPARTAMENTO LA MALVA apartment in historic Tuscan property1 / 16
    (2)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 Quick View
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    • Children's Pool
    • Washer
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Balcony
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    La Malva is one of our 3 apartment in PODERE SORTOIANO, an historic Tuscan country property that dates back in the 14th century. LA MALVA (65qm) is situated in a cosy one-floor-house. Couples in the search for a romantic and private place will love this paradise as well as friends or families...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 5
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    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    Apartment Camilla, countryside, not far from Siena1 / 17
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Parking
    • Outdoor Dining Area
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    What a wonderful place to stay. So very spacious for the four of us, great kitchen, bedrooms and baths. And, much to my personal pleasure, washers and dryers. So very quiet...
    Reviewed 20 September 2016
    We have just returned from our fantastic stay at Apartment Camilla, Podere Incrociati. Myself and partner along with my parents, absolutely loved this place. Great...
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    About this property
    Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will enjoy a well-aired summer...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Siena San Fabiano suite in farmhouse1 / 12
    (3)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 12 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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    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.
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    Location Information
    53014, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Casale dello Zoppo 8+21 / 33
    (2)Excellent
    Studio, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Washer
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 September 2014
    We had a group of 7 stay in this villa. It was very comfortable and could have a accommodated 3 or 4 more people. The owners were delightful and made focaccia bread for us one...
    Reviewed 24 March 2014
    Very nice place for a large family or several friends. the area is very calm and quiet, the view is really charming and the house very relaxing. the outside pool and the garden...
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    About this property
    PRIVATE STRUCTURE. Casale dello Zoppo, whose origins as a farmhouse date back to 1700, is today, thanks to careful restoration work, a cosy country residence exquisitely inspired by the classic taste of Tuscan tradition. Exposed stone on the outside, terracotta floors, ceilings with exposed beams...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villa lies in the hills of southern Tuscany (with a beautiful panorama) around 3 Kms from Radicofani. It forms an ideal starting point for enjoying the peace of the surrounding hills and on the other hand making trips by car (the highway A1 Florence-Rome is 25 Kms far away) to sparkling towns...
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    Location Information
    53040, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Gated Luxury Estate ~ Prime Chianti Classico! Exquisite Privacy & Views.1 / 42
    (5)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Mountain Views
    • Children's Pool
    • DVD Player
    • Housekeeping Included
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 October 2016
    The house was fantastic and the owner, Michael, was extremely helpful in the run up to the trip. His recommendations were spot on and the four of us had a lovely time staying...
    Reviewed 25 October 2016
    Such a beautiful location! The interior decoration was perfect as well. The back patio was very nice and there was lots of running around room for the kids! Different paths for...
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    About this property
    Appointed luxury in the Chianti Countryside! “LaChiusa” is the given name of this classic home. “LaChiusaChianti” near Siena and Florence. ~Set securely behind gates atop a private access road, enter a comfortable and superior-styled vacation home in the prime historic and most central area of...
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    Location Information
    53019, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
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    Family-Friendly Apartment Close to Siena - Terra di Siena 11 / 23
    (14)Very good
    Studio, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Central Heating
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience rural Tuscany while being close to the city of Siena, and only 10 minutes away from the Superstrada linking Siena to Florence. The estate is divided into 4 detached houses and 6 apartments (6 units which we list on our site). This is an ideal location for visiting Siena, as well as the...
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    Location Information
    Siena, Province of Siena
    Condo/Apartment - 2 Bathrooms, Sleeps 5
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    Family-Friendly Farmhouse Close to Siena - Terra di Siena 101 / 29
    (10)Very good
    Studio, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Central Heating
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience rural Tuscany while being close to the city of Siena, and only 10 minutes away from the Superstrada linking Siena to Florence. The estate is divided into 4 detached houses and 6 apartments (6 units which we list on our site). This is an ideal location for visiting Siena, as well as the...
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    Location Information
    Siena, Province of Siena
    Holiday Rental House - 2 Bathrooms, Sleeps 4
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    Studio, 6 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Sauna
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    (PRIVATE STRUCTURE). Villa Licia is a typical country house dating from the early 20th century, just a few kilometres from Chianciano, spa town par excellence but also with one of the most attractive historical town centres of Etruscan origin in the Val di Chiana. A valuable and discreet refuge for...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 6 Bathrooms, Sleeps 12
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    Tuscany Villa with pool - Villa le Capanne1 / 29
    (57)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Cable/satellite TV
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    As a retirement gift, we went to spend 3 weeks under the Tuscan sun and in its glorious hills. We found Villa le Capanne, adjacent to the charming, old world hilltop village of...
    Reviewed 3 weeks ago
    Villa Le Capanne was a fantastic find. Located in Montecastelli Pisano, which is a sleepy hilltop village about 20 minutes from the nearest shops in Castelnuovo and an hour from...
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    About this property
    Villa with private pool (exclusive use) located in Tuscany near Siena and Volterra. This villa has been renovated in rustic style. Villa le Capanne is particularly suitable for those who love nature, privacy and relax. From the villa you can enjoy beautiful sunsets! This type of holiday Villa is...
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    Location Information
    56041, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    18 Bedrooms, 9 Bathrooms, Sleeps 35 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Total Luxury - Italy special occasion villa with services - this magnificent 14th century estate is situated in the heart of rural Tuscany between San Gimignano and Siena. The villa's hilltop position offers wonderful 360 degree views of the surrounding countryside across mature grounds,...
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    Location Information
    53034, Siena, Province of Siena
    Holiday Rental House - 18 Bedrooms, 9 Bathrooms, Sleeps 35
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Grill
    • Outdoor Dining Area
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience rural Tuscany while being close to the city of Siena and only 10 minutes away from the Superstrada linking Siena to Florence. The estate is divided into 4 detached houses and 6 apartments (6 units which we list on our site). This is an ideal location for visiting Siena, as well as the...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Bellaria villetta con piscina e giardino1 / 44
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2017
    The location of this beautiful Tuscan villa is amazing. The road towards the villa is very nice, once you reach the house you will find a beautiful Tuscan villa surrounded by...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sferracavalli 41 / 32
    (2)Excellent
    Studio, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2016
    We thoroughly enjoyed our stay. The owners were incredibly kind and helpful. There were plenty of outdoor games for the kids. 2 minute drive from Sarteano where we discovered a...
    Reviewed 5 July 2015
    We have just returned from two weeks in this villa and it is absolutely lovely. We were met by Bruna and Suzanna who don't speak very much English and we speak very little...
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    About this property
    RECEPTIVE STRUCTURE. Sferracavalli is a delightful little villa just outside Sarteano, a picturesque medieval borgo full of architectural masterpieces, located on the slopes of Mount Cetona south of Siena, between the southern Val di Chiana and the harsh and wild Val d'Orcia and very close to the...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bathrooms, Sleeps 4
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    Battilana 141 / 60
    (1)Excellent
    Studio, 8 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Wi-Fi
    • Mountain Views
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2016
    I didn't think originally that the villa would be as good as it looked in the pictures but it was!! The villa was beautiful, very clean and tidy. The staff were exceptionally...
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    About this property
    PRIVATE STRUCTURE. Careful renovation has transformed a rural building, originally a wool manufactory dating back to the 18th century, into a refined country house in the local traditional style, characterized indoors by top quality fittings, elegant furniture and suffused with a warm family...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 8 Bathrooms, Sleeps 14
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    Studio, 6 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Sauna
    • DVD Player
    • Hot Tub
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    (PRIVATE STRUCTURE). Villa Licia is a typical country house dating from the early 20th century, just a few kilometres from Chianciano, spa town par excellence but also with one of the most attractive historical town centres of Etruscan origin in the Val di Chiana. A valuable and discreet refuge for...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 6 Bathrooms, Sleeps 8
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    Studio, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bathrooms, Sleeps 6
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    Podere Rota1 / 43
    (2)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
    • Cable/satellite TV
    • Parking
    • Washer
    • Central Heating
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 11
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    6 Bedrooms with Ensuite Baths, Pool, Wifi, Great Location1 / 63
    (10)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Patio
    • Parking
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 September 2015
    This summer a group of 11 of us went to Tuscany. We stayed for a week at Villa Vetrichina and it is beyond beautiful. The grounds are so well kept and the home itself is...
    Reviewed 21 July 2015
    Patrizia/Villa Vetricina were wonderful. House, grounds, pool, view, Patrizia and family and friends left my family with cherished memories. Ten adults (5 couples) and we all...
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    About this property
    Beautiful Casa Patrizia. 6 bedrooms with queen-sized beds, all with ensuite baths. Plus another bedroom with two single beds -- so sleeping up to 12 (+2 children). Heated swimming pool, deluxe furnishings, air conditioning throughout, great location, this property has it all. Perfect for...
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    Location Information
    53040, Siena, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Apartment in Historic Farmhouse with pool1 / 26
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Parking
    • Grill
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2017
    Everything about Le Muricce was wonderful. It is a beautiful villa in a perfect location. Easy to get to Siena, Volterra, San Gimignano, Greve and many other places in Tuscany...
    Reviewed 26 July 2016
    Beautiful views all around. Very convenient to Siena and the countryside. Host very flexible as we were there during off season. Kitchen was well stocked. Shower stall was...
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    About this property
    The apartment (80m2) is on two floors. The entrance is on the ground floor through a glassdoor. The main room include a living area with a double sofa bed, a fully equipped kitchen and dining table, all renewed on January 2014. The bathroom is equipped with shower cabin. Single bed situated at the...
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    Location Information
    53035, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Abbadia di Siena 12 is a large residence on two floors, capable of holding up to 12 persons with 5 double bedrooms, an extra bed and a single sofa bed in a study. It has 4 complete bathrooms, air conditioning in the living room and in the kitchen, Wi-Fi in the living room and on the terrace. Guests...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    1000 year old Villa in a Nature Reserve1 / 21
    (49)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Balcony
    • Patio
    • Grill
    • Mountain Views
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2016
    One of our best vacations ever! Stress free and tons of fun. Every day a different , wonderful adventure! Jens, the villa owner and our host is one of the most fascinating and...
    Reviewed 6 August 2016
    The villa was a lovely, relaxing with absolutely amazing views. The quaint property was perfect for relaxing poolside, taking wonderful walks through the gardens or gathering as...
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    About this property
    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...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 18
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    Studio, 10 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Villa Angelini is an old mansion in the historical centre of the medieval town of Vescovado di Murlo, situated on a hill 300 m above sea level. From the back of the villa, overlooking the Ombrone valley and the hill of Montalcino, you will enjoy a magnificent view. The house is...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 10 Bathrooms, Sleeps 14
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    Monticchia 101 / 35
    (1)Excellent
    Studio, 4 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2016
    A breathtaking and secluded property. Beautiful grounds of lavender and roses lead to a gorgeous swimming pool. Majestic Linden trees provide shady sitting nooks. The interior...
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    About this property
    RECEPTIVE STRUCTURE. Monticchia is a beautiful house set inside quiet, green woodland in the hilly area of Sarteano. This charming property with its romantic, characteristic scenery is appreciable in every season of the year. The stone structure fits in perfectly with the surrounding countryside,...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 4 Bathrooms, Sleeps 10
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