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Vacation Rentals and Holiday Rentals in Siena, Italy

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    1 / 36
    5 of 5 stars (2) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    1 / 24
    5 of 5 stars (6) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    Location Information
    53100, Siena, Province of Siena
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    The Tenuta di Monaciano is a vast working estate located 7km away from the center of Siena, surrounded by hills, ancient olive groves and vineyards. Accommodations at Monaciano are located in 5 ancient farmhouses around the Tenuta, which have been beautifully restored and equipped with every... View all property information
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    53019, Siena, Province of Siena
    1 / 15
    Taverne d'Arbia
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    Just ten minutes from Siena, this fine residence has been carefully restored by a mindful and sensitive owner. It is situated on the edge of a small hamlet dominated by a medieval tower. There is a large garden with a solarium and terracotta paved tiling.The villa is extremely well furnished with... View all property information
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    Taverne d'Arbia, Siena
    1 / 63
    8 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    RECEPTIVE STRUCTURE. A typical Tuscan farmhouse that has always been welcoming and hospitable: in the 19th century Podere Bellaria was, in fact, a post station, an inn catering to travelers on horseback. Later belonging to noble families, it was finally acquired by the current owner who has... View all property information
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    53100, Siena, Province of Siena
    1 / 17
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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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... View all property information
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    53018, Siena, Province of Siena
    1 / 20
    Isola d'Arbia
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    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... View all property information
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    Isola d'Arbia, Siena
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Location Information
    53100, Siena, Province of Siena
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    1 / 25
    4 of 5 stars (1) Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Set on a hilltop on a wine-producing estate near Siena, villa Le Porciglia offers stunning vistas inside and out. The lush grounds feature an infinity-edge pool, herb garden and dining and lounging areas, while the magazine-worthy, fully restored interiors mix modern and antique pieces to striking... View all property information
    Location Information
    Siena, Province of Siena
    4 of 5 stars Reviewed November 2, 2011
    The house was beautifully decorated, the location fantastic, the whether wonderful. Simply awesome for some family time. The welcome day was hectic and air-conditioners do not...
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    APARTMENTS AND HOLIDAY HOUSES IN SIENA IN TUSCANY Villa Agostoli is a residential complex of apartments for holidays in Siena in Tuscany. The holiday houses of Villa Agostoli are located in the countryside right outside Siena and they are so close to the city that they can be considered as if they... View all property information
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    53100, Siena, Province of Siena
    1 / 15
    5 of 5 stars (4) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Yard
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    Location Information
    53041, Siena, Province of Siena
    6 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • Hot Tub
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    About this property
    SPECIAL DEAL - APRIL-MAY 2016 - 25% DISCOUNT Prices shown in the price list for the periods: Mar 19 - May 6, 2016 and May 7 - Jun 3, 2016 are already discounted prices. JUST RELAX....YOUR VACATION IN TUSCANY BEGINS NOW!!! Our Villa will be YOUR HOME in Tuscany........... A HOLIDAY WITHOUT... View all property information
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    53018, Siena, Province of Siena
    1 / 23
    9 Bedrooms, 7 Bathrooms, Sleeps 18 | Quick View
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    • Private Outdoor...
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    About this property
    This estate offers a main villa with space to accommodate up to 14 people, and an annex with space to sleep other 4 people This estate offers a main villa with space to accommodate up to 14 people, and an annex with space to sleep other 4 people Additional amenities include: heating. View all property information
    Location Information
    53014, Siena, Province of Siena
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • Wi-Fi
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    • x
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    Location Information
    53100, Siena, Province of Siena
    1 / 36
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    PRIVATE STRUCTURE. Le Contessine is a fantastic residence located near Monte Cetona and immersed in the beautiful unspoilt countryside, a few kilometres from beautiful medieval villages with all necessary services. This house is a precious gem shining among the tree-lined mountain roads with all... View all property information
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    53100, Siena, Province of Siena
    Isola d'Arbia
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    Location Information
    53041, Isola d'Arbia, Siena
    1 / 19
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Appartamento bello ed elegante appena ristrutturato ed arredato di nuovo. Nella zona notte soffitti con travi a vista, nella tipica tradizione toscana. Composto da ampia cucina/soggiorno, camera matrimoniale, camera di passaggio con due letti singoli. Possibilità di parcheggio sotto casa, ideale... View all property information
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    53100, Siena, Province of Siena
    1 / 20
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Washer
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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... View all property information
    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed October 21, 2015
    Amazing apartment in a wonderful location, Antonio and Alexandra and Fabio ( our driver) were incredible !!!! Do not miss this marvelous apartment in the heart of ancient Siena...
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Terrace
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    • Shared Yard
    • Central Heating
    • Balcony
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    • Satellite TV
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    About this property
    The Ulives owes its name to the large terraced Olive groves on which it overlooks. Guest's privacy will be guaranteed thanks to the independent entrance and private balcony. View all property information
    Location Information
    53018, Siena, Province of Siena
    1 / 7
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    About this property
    This lovely cottage is located on the same estate of Caselletto, 300 metres away from it. Casina has an independent entrance and its own private garden with swimming pool with system to swim against the current. The pool can be heated on request. The property is surrounded by a beautiful field of... View all property information
    Location Information
    Siena, Province of Siena
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
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    • Pet-friendly
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    • x
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    • x
    Location Information
    XX, Siena, Province of Siena
    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    This suite in Tuscany accommodates up to 4 people and it affords two bedrooms (one double and one twin), two private and fully equipped bathrooms and a spacious living room. It also features air conditioning and heating, telephone, LCD television, among many other amenities.It preserves the Tuscan... View all property information
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    52022, Siena, Province of Siena
    1 / 49
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    53100, Siena, Province of Siena
    1 / 24
    5 of 5 stars (27) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Patio
    • Children's Pool
    • Grill
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    • Central Heating
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    • Pet-friendly
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    • x
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    About this property
    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 VERBENA : house (studio-house, Sleeps 2/4, 40 m2) is... View all property information
    Location Information
    53018, Siena, Province of Siena
    5 of 5 stars Reviewed November 3, 2015
    We only stayed in this apartment for one night but it was a very nice and spacious place away from the city. Unfortunately we didn't arrive until very late that evening because...
    4 of 5 stars Reviewed July 12, 2015
    we stayed in sortoriano for ~4 days. it was very nice and relaxing. away from the crazy cities and traffic. francesca was very nice and helped us find our way to the property when...
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    1 / 40
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • x
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    • x
    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... View all property information
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    53100, Siena, Province of Siena
    1 / 14
    2 Bedrooms, Sleeps 4 | Quick View
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    About this property
    This terraced holiday house has been carefully renovated and is located within the medieval village of Gaiole In Chianti. Main attractions of this village, bar its history, are the wineries in its surroundings as well as its beautiful castles and churches. It's truly a lovely place to walk round as... View all property information
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    Siena, Province of Siena
    1 / 61
    6 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Private Outdoor...
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    • Mountain Views
    • Satellite TV
    • Hot Tub
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    • Pet-friendly
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    • x
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    • x
    • x
    About this property
    RECEPTIVE STRUCTURE. Breathtakingly beautiful natural scenery surrounds the Villa del Dottore, a country house set on the top of a hill and just a short walk from the borgo of Celle sul Rigo and from San Casciano dei Bagni and which is part of a large estate producing olive oil, honey and saffron.... View all property information
    Location Information
    53100, Siena, Province of Siena
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    53022, Siena, Province of Siena
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    For a secluded group of Liberty houses at the end of a quiet lane, the medieval city of Siena lies on the skyline just beyond a wooded valley. Modern vehicles can have present residents within the city limits in 5 minutes, but some years ago, life moved at a slower pace and there was no dashing out... View all property information
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    53100, Siena, Province of Siena
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Location Information
    53100, Siena, Province of Siena
    1 / 11
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    A long country lane lined with majestic cypress trees leads you to this lovely 17th century farmhouse. From its superb position overlooking the surrounding green and rolling valleys and hills of the Crete Senesi the views are truly magnificent in every direction. Recently restored, this elegant... View all property information
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    Siena, Province of Siena
    1 / 32
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    About this property
    PRIVATE STRUCTURE. Casale Alcova is situated in Sarteano, a little town in Siena district collocated on the plateau between Val D’Orcia and Valdichiana. The house takes its name from the antique caves located near the property, which in the past have been used as shelter of young lovers. About 500... View all property information
    Location Information
    53047, Siena, Province of Siena
    1 / 14
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    Red apartment consists of a living room with sofa bed for two guests, a fully equipped kitchenette, bedroom with a double bed, a single bed, bathroom with shower, toilet, hairdryer, washing machine/tumble dryer. WI FI sat TV in each room, heating/air conditioning, bed linen/towels, baby cot,... View all property information
    Location Information
    53100, Siena, Province of Siena
    4 of 5 stars Reviewed May 28, 2014
    Spacious bedroom and living room. Adequate bathroom. Bed not as comfortable as we would have liked but was ok. Air con not working until June- we were only told this upon arrival...
    5 of 5 stars Reviewed January 30, 2014
    A really lovely apartment, centrally located. The owner was very helpful and all-in-all we loved our time in Siena.
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Private Yard
    • DVD Player
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    • Mountain Views
    • Central Heating
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • x
    About this property
    In the heart of Tuscany, in the silence of nature among woods and vineyards of the Chianti region, in a dominant position and sunny, sunsets and beautiful landscapes, possibility 'of trekking on foot and horseback tours. The rooms are equipped with a double bed or two singles private bathroom... View all property information
    Location Information
    53035, Siena, Province of Siena
    1 / 55
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Appartamento Raniero B is a bright and sunny two-story apartment situated a few miles from the historic center of Siena. It sleeps five people. From Appartamento Raniero B you will enjoy a broad view of the Chianti hills. Appartamento Raniero B is 100 square meters (1076 square feet). It features a... View all property information
    Location Information
    Siena, Province of Siena
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • Secure Parking
    • DVD Player
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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... View all property information
    Location Information
    53100, Siena, Province of Siena
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Parking
    • Shared Outdoor Pool...
    • Terrace
    • Grill
    • Patio
    • Balcony
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The Tenuta di Monaciano is a vast working estate located 7km away from the center of Siena, surrounded by hills, ancient olive groves and vineyards. Accommodations at Monaciano are located in 5 ancient farmhouses around the Tenuta, which have been beautifully restored and equipped with every... View all property information
    Location Information
    53019, Siena, Province of Siena
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Internet Access
    • Grill
    • Balcony
    • Satellite TV
    • Washer
    • Terrace
    • Central Heating
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
    Location Information
    53100, Siena, Province of Siena
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Balcony
    • Satellite TV
    • Private Outdoor...
    • Secure Parking
    • Private Yard
    • Outdoor Dining Area
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This sweet independent house was originally a barn. Made of bricks and completely restored the house is set in an enviable position on top of a hill with fabulous views towards Siena. The house has been divided into two apartments, each with private entrance. Both apartments are charming with a... View all property information
    Location Information
    52020, Siena, Province of Siena
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    These two comfortable apartments can accommodate up to 4 people each. One of them affords a double bed and two single beds, and the second one has two double beds. They both boast their own living area and kitchenette and a private and fully equipped bathroom.They are both located on the first... View all property information
    Location Information
    52022, Siena, Province of Siena
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Parking
    • Grill
    • Shared Outdoor Pool...
    • Shared Yard
    • Satellite TV
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Montebello is located at an altitude of 400 metres above sea level. It stands on its own and benefits of complete privacy. The house is reached by a 4 km country gravel road. This beautiful valley is a nature preserve located in the southernmost part of Tuscany with magnificent views 360 degrees... View all property information
    Location Information
    Siena, Province of Siena
    1 / 48
    5 of 5 stars (2) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 11 | Quick View
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    • DVD Player
    • Grill
    • Private Outdoor...
    • Washer
    • Mountain Views
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    RECEPTIVE STRUCTURE. Casina dei Pini is a country house dating back to 1860. It has been recently completely renovated and, in respect of the classical Tuscan tradition, ceilings with open-face beams and bricks have been retained whilst the floors and stairs have been lined with Tuscan travertine.... View all property information
    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed July 9, 2014
    We did a lot of research before picking this villa and we are happy to say that we really enjoyed our stay at Casina dei Pini. The views were absolutely spectacular and the villa...
    5 of 5 stars Reviewed September 25, 2013
    Located on a hillside of its own olive groves, this is a beautiful villa with plenty of room for a family holiday. Everything about it is perfect. A friendly and welcoming owner...
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • Washer
    • Outdoor Dining Area
    • Private Yard
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Historical, completely restored very central (10 meters from Piazza del Campo, 15 from Piazza del Duomo), ground-floor apartment, consisting of: 1 quadruple room with crib opening into private garden 1 double room 1 triple room 2 bathrooms 1 of which ensuite with the triple room 2 kitchens... View all property information
    Location Information
    53100, Siena, Province of Siena
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Satellite TV
    • Air Conditioning
    • Washer
    • Patio
    • Internet Access
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • ?
    • x
    About this property
    RECEPTIVE STRUCTURE. Venciana is located on an isolated hill, in an area to the south of the Chianti territory, between Arezzo and Siena (both less than half an hour away by car), in a typical landscape covered by jumbled woods and rows of olive trees. It was originally a farmhouse and still... View all property information
    Location Information
    53100, Siena, Province of Siena
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    other traveler has booked this property
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    • Parking
    • Washer
    • Outdoor Dining Area
    • Balcony
    • Wi-Fi
    • Shared Outdoor Pool...
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    APARTMENTS AND HOLIDAY HOUSES IN SIENA IN TUSCANY Villa Agostoli is a residential complex of apartments for holidays in Siena in Tuscany. The holiday houses of Villa Agostoli are located in the countryside right outside Siena and they are so close to the city that they can be considered as if they... View all property information
    Location Information
    53100, Siena, Province of Siena
    1 / 9
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Porch
    • Shared Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    Location Information
    53022, Siena, Province of Siena
    5 of 5 stars Reviewed June 30, 2015
    Our family of 4 loved this restored farmhouse. 1) The location is amazing, looking out over pastures and wheat fields to Montalcino rising in the distance. 2) Kids loved the...
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    1 / 27
    4.5 of 5 stars (6) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    La Primavera is a really cozy house - a comfortable spot where guests will immediately feel at home. We have visited it on both sunny and dull days - it remains just as inviting whatever the time of year. We found it to be a lovely place for a family! La Primavera sits in Rocca d'Orcia, a small... View all property information
    Location Information
    Siena, Province of Siena
    5 of 5 stars Reviewed August 16, 2015
    This is an excellent location and very pleasant house, walking distance to cafe, restaurants and a small supermarket but whilst maintaining very peaceful isolation from the rat...
    5 of 5 stars Reviewed July 15, 2011
    I visited La Primavera with my mom and kids, ages 9 and 13, this June. Upon arrival we were greeted by the homeowner who immediately made us feel like we were family and she was...
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    1 / 20
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other traveler has booked this property
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    • Shared Outdoor Pool...
    • Outdoor Dining Area
    • Central Heating
    • Grill
    • Internet Access
    • Washer
    • Mountain Views
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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... View all property information
    Location Information
    53100, Siena, Province of Siena
    5 of 5 stars Reviewed October 31, 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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