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Holiday Rentals in Siena

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    All 423 Rentals in Siena
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    Attico con altana: incanto e relax tra le bellezze di Siena1 / 22
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Villa di Geggiano1 / 56
    (9)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Housekeeping Included
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Great host and guided us through his historical family home. View was breathtaking. Modernized Villa.
    Reviewed 15 May 2017
    We were very lucky to spend 4 nights at Villa di Geggiano with friends. It truly is a special place. If your dream is to be situated in the rolling vineyards and olive groves of...
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    About this property
    One of the original, charming and elegant garden pavilions, situated within the garden of Villa di Geggiano, has recently been renovated into two luxury suites which have now been opened to guests for reservation. The Pavilion has a total capacity of 4 persons but it has been designed to be...
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    53019, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    La Senesina , enchanting apartment near Siena1 / 54
    (7)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 6 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 6 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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    TuscanFlat1 / 72
    (15)Very good
    1 Bedroom, 1 Bathroom, 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 1 week ago
    Siena and Tuscan Flat was our third stop of four in the country. The view was, as stated before practically aerial and almost magical. Hearing the cathedral bells chime and the...
    Reviewed 3 weeks ago
    Having just come back from 5 days in Siena followed by 5 days in Florence, Siena ticked all the boxes. The city is just beautiful and made even better by the almost aerial view...
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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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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Stunning Tuscan views from traditional farmhouse 10mins to downtown Siena1 / 62
    (8)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Balcony
    • Central Heating
    • Mountain Views
    • Porch
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2017
    Short distance from downtown Siena and all the sites and history it has to offer. Charming farmhouse villa nestled on a hill overlooking incredible countryside. Each window...
    Reviewed 6 July 2017
    We stayed here for 4 days while visiting nearby sites. The rooms were well furnished with beautiful furniture, some of which looked like antiques. The beds were comfortable...
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    About this property
    This beautifully renovated rustic villa is only 10 minutes' drive from the heart of Siena. Built in the 1500's, Belvedere (beautiful view) is situated on a remote hilltop with breathtaking views of the Tuscan countryside with vineyards and olive trees in the immediate vicinity. It's near enough for...
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    53100, Costalpino, Siena
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Villa Caprera. Casa Borgianni1 / 24
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Secure Parking
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2017
    This house is really beautiful, the bathrooms very contemporary, the kitchen very well-appointed with everything we could hope for (including dishwasher and refrigerator/freezer...
    Reviewed 10 June 2017
    We are a group of 5 friends traveling to celebrate a special birthday.Villa Caprera has lived up to all our expectations plus more. The villa is in a beautiful location...
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    About this property
    A stylish apartment close to Siena ancient city walls, still surrounded by olive groves and fields; ideal for visitors looking for a quite lodge. The farmhouse is part of a unique Liberty village built by Garibaldi's doctor in 1880. Local shops are at walking distance. In the surrounding area you...
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    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Elegant 2 bedroom apt. in historic Siena residence1 / 18
    (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 weeks ago
    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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    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 2 weeks ago
    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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    Luxurious Vacation Rental at Palazzo Cinotti in Si1 / 20
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2017
    The apartment is exactly as pictured and described. No photoshop; no hyperbole. The location is perfect, on Siena's main street (dual-pane windows eliminate noise). Kitchen and...
    Reviewed 5 September 2017
    We spent a month in Siena and stayed in two different suites offered by Antonio and Alexandra, the gracious and unobtrusive hosts. The apartments have high ceilings and are...
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    About this property
    The Palazzo Cinotti, historical residence, is located in Siena Tuscany along the exclusive via di Citta', between the square il Campo and the cathedral. The apartment is 135 sq ft, with three bedrooms and two bathrooms, suitable for families with children, young couples, and sophisticated...
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    53100, Siena, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Luxury renovated Tuscan holiday apartment rental i1 / 24
    (1)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Washer
    • Parking
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The antique spaces have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terra cotta, wrought iron, wood. There are six complete and elegant, well-appointed apartments, complete with stylish fitted bathrooms and kitchens. A...
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    53018, Siena, Province of Siena
    Condo/Apartment - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    Apartment in the historic city center of Siena1 / 14
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • DVD Player
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    Spent 2 weeks here brought our tandem bicycle. Was a very convenient location within the city walls but away from the very center. Was easy to get the bike in and out of the...
    Reviewed 12 June 2017
    This beautiful apartment is a great choice for a couple or small group (3 or 4). It has all the amenities and a wonderful location for walking to all the sites that Siena has to...
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    About this property
    This bright and modern apartment totally renovated by just one year, is situated in the charming historic centre of Siena.The apartment is part of a palace complex with other apartments and is located on the ground floor and consists of two floors. The apartment is so composed: there is one bedroom...
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    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Palazzo Cinotti  Suite Giulio1 / 16
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This is a beautiful appartment in the heart of Siena with lots of light. Everything is on your doorstep. You can walk to the main attractions in a few minutes. Antonio, the...
    Reviewed 14 October 2016
    Palazzo Cinotti was the perfect place. The apartment is perfectly located within Siena; only a 5 minute walk to Piazza del Campo and the Duomo. The apartment is exactly as it...
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    About this property
    The Suite Giulio is a very charming apartment situated in the Palazzo Cinotti, our unique, refined, historical residence located in the centre of Siena downtown, between the Duomo and Piazza Il Campo.The apartment is ideal for those couple or business man who want to live an authentic Sienese...
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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    CASA ANGELICA1 / 28
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 November 2016
    It's beautiful and we loved it. The apartment looks the same as in the pictures. We were greeted by Simone who was very kind and helpful. He helped us about finding a parking...
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    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Private, elegant zen cottage, 10 min. from Siena1 / 50
    (21)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Patio
    • Parking
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2018
    This cottage was absolutely incredible location cleanliness state of the art. And the owner cristina couldn’t do enough for my wife and myself. Dating back to January with...
    Reviewed 21 February 2018
    I'm tardy in writing this review. We loved Zen Cottage, as it was a perfect romantic getaway in Tuscany. Quiet and peaceful, with everything you need. You will need a car to...
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    About this property
    Totally renewed country house with air conditioning and radiant panel heating system. The villa is located in a natural reserve however it is just 2 km from the closest village with all facilities: supermarket, banks, gas stations, pharmacy. Siena is 15 minutes driving. The cottage is surrounded...
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    53010, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    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 22 October 2017
    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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    53018, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    La Stalla di San Lazzero, adorable house in Siena1 / 17
    (12)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Parking
    • Grill
    • Washer
    • Shared Garden
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 September 2015
    extremely sympathic, nearly idyllic ambience - aesthetically refurbished old building without exagerated hotel-hullabaloo - wonderful garden - beautiful views - bus stop in...
    Reviewed 29 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...
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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...
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    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    Casa in Contrada1 / 17
    (8)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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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Castello di Montalto - 3 Bedroom Villa in Chianti1 / 19
    (2)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 17 May 2018
    This is a special place with stunning views, more than a thousand years old, in the country but near Siena, in the Chianti wine region. The staff and the owner were most...
    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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    Villa Caprera, Siena Farmhouse. Suite Il Tinaio1 / 44
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Internet Access
    • Grill
    • Mountain Views
    • Washer
    • Parking
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 November 2017
    Stayed for a week while taking a language course near the Duomo in Siena. It was perfect for me since I drove up from Rome, wanted to stay just outside Siena in order to take...
    Reviewed 24 September 2017
    We loved our stay at apartment Il Tinaio. Very beautifully done inside, with quality furnishings. It's situated on a hill overlooking Siena and the views from the garden are...
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    About this property
    Villa Caprera is a beautiful XIX Century Liberty villa close to the Medioeval city of Siena surrounded by olive groves, vineyards and cypress trees. At walking distance there are local shops and Siena is just 3 kms from the Villa. There is horse riding close by and country tracks for cycling and...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    • Sauna
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 July 2017
    The house absolutely exceeded our expectations. Extremely charming and clean home in a great location. We were an extended family of 8 ages ranging from 10 to 80 and everybody...
    Reviewed 25 May 2017
    If you are looking for peace and beauty, and the feel of home, this is your spot! You could not find a warmer more helpful host than Marco. He is delightful. The home is so...
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    About this property
    This beautiful villa in Siena with private Spa-Wellness Center room is situated on the hills with a breathtaking view over the vineyards up to Siena. An ideal accommodation for all those seeking peace and quiet but also a perfect point of departure for visiting the beautiful attractions of the...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE STRUCTURE. Alborata is an old Tuscan farmhouse entirely built in stone, dating to the beginning of the last century and situated not far from the village of San Giovanni d’Asso, in the unmistakable and characteristic countryside of the Crete Senesi. During the recent, careful renovation...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Villa Amedeo - Giotto1 / 22
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
    • Grill
    • Washer
    • Parking
    • Patio
    • Cable/satellite TV
    • Shared Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2018
    We fell in love with this place. Agostino was very friendly and helpful, we enjoyed the stay in his appartments with full equipped kitchen, nice bathroom and nice seat with a...
    Reviewed 28 February 2015
    This rental is in a really small town called Brenna about 20 minutes south of Siena. The house itself is pretty much at the end of the main road when you drive into the town...
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    About this property
    The antique spaces of the apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood. Giotto is one of six complete and elegant, well-appointed apartments, complete with stylish fitted bathrooms...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    IL TOLOMEI central in the middle of main street1 / 24
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2016
    Spent four days at Tolomei in June. Roomy well furnished apartment with a superior location close to everything. In addition an elevator which is unheard of in central Siena...
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    About this property
    The apartment is located in a historic building in the center just few passes from Piazza del Campo. Recently refurbished, it is situated on the third floor, accessible by elevator; It offers a unique glimpse of the picturesque streets of the old town. It consists of a large living room with...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    ★Couple’s Getaway Tuscany★ Cozy Rooms/House 2BD | Patio, garden&private parking1 / 30
    (7)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Balcony
    • Patio
    • Central Heating
    • Terrace
    • Grill
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 2017
    I rented this cozy Tuscan villa with the thought of doing little or nothing. No early morning tours crowded with people rushing to be somewhere in an hour after being someplace...
    Reviewed 21 November 2016
    Lene is an amazing host. The place is super tidy and works perfectly to be just outside of the city but still experiencing the Tuscan feel. Sleeping arrangements were great and...
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    About this property
    ★My Cozy Country House is part of a hamlet about 20km from Siena and central to Chianti, San Gimignano, Florence, Montalcino&Montepulciano. It's located in a forest on top of a hill in the heart of Tuscany. Peaceful and quiet area. Patio&Garden. Perfect for hiking&biking, and also for a working...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    Independent villa with private pool in Tuscany - 3 bedrooms1 / 46
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • 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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    Location Information
    53048, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Monterzi 41 / 184
    (6)Excellent
    2 Bedrooms, 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 - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
    • Parking
    • Central Heating
    • Internet Access
    • Outdoor Dining Area
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Montalto is a true medioeval 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 three 1-bedroom villas for rent, each suitable for 1 or 2 people: 'San Martino' is...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Authentic large 4BR farmhouse with  community pool between siena + florence1 / 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
    'Casa Pineta' is part of the 76 ha large property of Poderi Val Verde and lies inbedded in 2 ha of parklike welcared gardens - The farmhouse offers the rare flair of an authentic Tuscan country home of more then 400 years , combined with modern comfort. More then 200 sqm offer plenty of space...
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    Location Information
    ITALY, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    Live Siena from the very top1 / 30
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 November 2015
    My husband and I stayed at Monica and Fulvio's apartment from October 4 to November 4, and loved every minute of our time there. The apartment was lovely, just as the pictures...
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    About this property
    Treat yourself with a special holiday. Admire a spectacular, unique panorama from a flat that was built not just at the heart of Siena but also on its highest spot. You will be able to see the whole of Siena and all of its surroundings up to Mount Amiata or Chianti's hills. The Gothic Cathedral...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Podere Santa Cecilia1 / 51
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Grill
    • Washer
    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    • Secure Parking
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 April 2015
    We where looking for a quiet country experience for the first part of our trip to Italy. This apartment meet that requirement. This house is located in a rural farming area...
    Reviewed 15 July 2014
    We went to Tuscany for a wedding and are glad we chose this place to stay. It offered a great starting point to explore the many attractions in the area. The house itself is...
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    About this property
    On the ground floor of an old Tuscan stone house built in 1911, in the area of Montagnola, we offer a large apartment of 2260ft², with traditional furniture and fittings, with 3 bedrooms, 8 beds, 2 bathrooms, a large living room with fireplace and a large kitchen. On two sides of the house there is...
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    Location Information
    53031, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Appartamento Siena centro storico Mimosa1 / 18
    (10)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 June 2017
    The apartment is in an ideal setting for central Siena. Not ground floor, but not that many steps up to a 4 room space with high ceilings and airy windows. Amazing views...
    Reviewed 13 September 2016
    Apartment was clean and well furnished,and was situated in an excellent location. Silvia was very helpful
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Exclusive Tuscan Villa with pool,hot tub,A/C,5 bd, free wi-fi,15 km from Siena1 / 108
    (49)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We were a group of 12 - 4 couples and 4 kids (ages 7,11,2 and 7) who stayed in Villa Le Caggia for 3 nights from May 29 to 31. Everyone had a wonderful time!Villa La Caggia...
    Reviewed 6 October 2017
    The warmth and welcoming nature of Le Caggia was evident from the moment we arrived!the kitchen was fragrant with the smells of our welcoming dinner and ever gracious Jacopo...
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    About this property
    OUR LAST MINUTE SPECIAL OFFER : - BEST RATES ON MAY! - OVER 30% DISCOUNT ON WEEKLY RATES ALL YEAR!! - OUR RATES ARE PROUNDLY ALL INCLUDED....no extra expenses,no final cleanings, no damage deposit, city tax included, the rate you see it's what you will pay! ALL PROPERTY IS FOR YOUR EXCLUSIVE USE...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    The Perfect Base For Your Tuscan Adventure1 / 27
    (19)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Secure Parking
    • Central Heating
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    • Washer
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 June 2017
    Perfectly located for easy visits to Siena and the surrounding towns of Tuscany. The residence includes a nice living area with a functional kitchen. There are two very nice...
    Reviewed 24 May 2017
    Central to all Tuscan attractions with a bus stop to Siena just outside the property. It has a well appointed kitchen with a dishwasher and washing machine. The beds are...
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    About this property
    Located in the quiet countryside 5 km south of the beautiful medieval city of Siena, the Sant'Andrea apartment is part of a fully restored 15th century monastery.Only 5 minutes from the superstrada linking Siena to Florence and the Grosseto beaches, this residence is an ideal base for exploring...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    agriturismo La torre di monsindoli1 / 28
    (13)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • 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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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Villa Caprera, Siena Farmhouse. Casa Borgianni.1 / 38
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Grill
    • Washer
    • Cable/satellite TV
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2018
    Villa Caprera is a lovely villa near Siena. It has been beautifully renovated and is extremely comfortable.
    Reviewed 5 November 2017
    Our stay at Villa Caprera just outside of Siena, Italy more than met our expectations. The villa was very well appointed from the furnishings to the spectacular view of Siena...
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    About this property
    Villa Caprera is a beautiful XIX Century Liberty villa close to the Medioeval city of Siena surrounded by olive groves, vineyards and cypress trees. At walking distance there are local shops and Siena is just 3 kms from the Villa. There is horse riding close by and country tracks for cycling 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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    MODERNO SAN FRANCESCO1 / 26
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Grill
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This cute two-bedroom, three-bathroom apartment was very nice for our four-night stay in Siena. Location: The apartment is located in "old town" below Basilica of San...
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    About this property
    The apartment is located in a modern complex situated in the center of Siena, a short walk from the Basilica of San Francesco. Located on the third floor, with elevator, it is on two floors. The first floor has a large living room, kitchen properly equipped, a large master bedroom; second floor...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE STRUCTURE. Villa Podere Madonna di Mezzo is a typical country style house, built in stone and brick and recently restored respecting it’s original design. Situated on a sweet rolling Tuscan hillside with a splendid views of the medieval hamlet of Cetona, and the enchanting landscape of the...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Gated Luxury Estate “LaChiusa” Prime Chianti Classico! Exquisite Privacy & Views1 / 42
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • DVD Player
    • Housekeeping Included
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 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, 3 Bathrooms, Sleeps 6
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    Casa Costaberci - Chianti -Siena1 / 34
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Terrace
    • Wi-Fi
    • Balcony
    • Washer
    • Secure Parking
    • Air Conditioning
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 January 2018
    The location is set in the most stunning Tuscan region and Marcus our host could not have been more helpful, he welcomed us and provided us with some lovely red wine and olive...
    Reviewed 14 August 2017
    We stayed just two nights in Marcos House, but it was great. When we arrived he gave us some selfmade wine and his wife baked a cake for us. It was very nice and we will...
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    53019, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Private Villa,Pool, Hot tub,A/C,WiFi,5BR,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 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...
    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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    About this property
    OUR LAST MINUTE SPECIAL OFFERS : - BEST RATES ON MAY! - OVER 30% DISCOUNT ON WEEKLY RATES ALL YEAR!! - OUR RATES ARE PROUNDLY ALL INCLUDED....No extra expenses, No final cleanings, No damage deposit, city tax included, the rate you see it's what you will pay! YOUR DREAM VACATION IN TUSCANY BEGINS...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    SCUDERIA1 / 12
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2014
    Hello,Me and my family stayed in Scuderia.the apartment has 2 double bed rooms + single small room.Great kitchen! with all the accessories - we did great breakfasts there...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Sferracavalli 41 / 32
    (2)Excellent
    2 Bedrooms, 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 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siena Romantic Escape1 / 20
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 May 2017
    The location was perfect, located on a quiet street with a grocery store down the block. The apartment was just like the photos. Clean and most importantly - a comfortable queen...
    Reviewed 23 September 2016
    A beautifully furnished apartment, well equipped, comfortable, and spacious. Great location. The entire city is comfortably walkable from here. The managing agency is very...
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    About this property
    Siena Romantic Escape is a boutique retreat right in the center of Siena, 400 mts from the Square il Campo in a Medieval palazzo,close to the major attractions. The apartment was restored in 2014 by the owner with antiques and offers all major comforts. It is suitable for 3 peoplewith one double...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    La Senesina1 / 25
    (9)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Washer
    • Parking
    • Cable/satellite TV
    • Central Heating
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We stayed at this apartment in May 2018 and could not have been happier. We were met with a warm welcome from Andrea who very helpful, talked us through the apartment and...
    Reviewed 27 September 2017
    We were greeted by Andrea who took us though all the elements of the apartments. It was beautiful, clean and very well equipped. There was nothing negative about it at all and...
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    Location Information
    53011, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Live Siena from the very top1 / 24
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Balcony
    • Terrace
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 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...
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    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. Easy to reach and right in the centre of the...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other traveller has booked this property
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Parking
    • Private Garden
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53100, Isola d'Arbia, Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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