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Vacation Rentals and Holiday Rentals in Siena, Italy

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    Travelers to Siena are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    1 / 12
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 17
    4.5 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 24
    4 of 5 stars (1) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    1 / 14
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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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.<BR>The apartment is so composed: there is one... View all property information
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    53100, Siena, Province of Siena
    1 / 28
    4.5 of 5 stars (2) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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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... View all property information
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    53035, Siena, Province of Siena
    Private Room, 1 Bathroom, Sleeps 4 | Quick View
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    53100, Siena, Province of Siena
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    JUST RELAX....YOUR VACATION IN TUSCANY BEGINS NOW!!! Our Villa will be YOUR HOME in Tuscany........... A HOLIDAY WITHOUT THOUGHTS!!! Charming old Villa with 500 years of history, only for your exclusive use, expertly restored offers all modern amenities and comfort enjoying a wonderful vacation... View all property information
    Location Information
    53018, Siena, Province of Siena
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    The villa Torre, originally a watchtower from the XIV century, recently transformed into a unique and exclusive villa. On top of a hill just on the outskirts of the enchanting city of Siena with the most magic view you can really enjoy life!<BR><BR>“The purpose of life is to live it, to taste... View all property information
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    53100, Siena, Province of Siena
    1 / 44
    5 of 5 stars (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    • ?
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    • x
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    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... View all property information
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    53100, Siena, Province of Siena
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Warm and welcoming, ten kilometres away from Sienna this is an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect and designer who has chosen to preserve the very best of the Tuscan tradition where nature and culture have mingled for centuries.... View all property information
    Location Information
    53018, Siena, Province of Siena
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    1 / 28
    5 of 5 stars (5) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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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... View all property information
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    53011, Siena, Province of Siena
    1 / 24
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Enjoy a special holiday from this apartment located in the highest spot of the old city. You can admire all of Siena and almost touch the Cathedral's facade, but if you want to stroll in the city you're just five minutes away from Piazza del Campo.<BR><BR>Easy to reach and right in the centre of... View all property information
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    53100, Siena, Province of Siena
    1 / 27
    4.5 of 5 stars (14) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    • x
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    • x
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    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... View all property information
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    53100, Siena, Province of Siena
    1 / 22
    5 of 5 stars (2) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Central Heating
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    • ?
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    53100, Siena, Province of Siena
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • x
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    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
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    53100, Siena, Province of Siena
    1 / 20
    4.5 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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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
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    53100, Siena, Province of Siena
    1 / 21
    4 of 5 stars (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Location Information
    53019, Siena, Province of Siena
    3 Bedrooms, 6 Bathrooms, Sleeps 7 | Quick View
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    • DVD Player
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    • x
    About this property
    Nice farmhouse and outbuilding dating back to 17th century which have been tastefully restored preserving the ancient charm, beauty and the original architectural features like the beamed ceilings and the terracotta-tiled floors.<BR>Located between the Val d'Orcia and the hills of the Sienese... View all property information
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    53048, Siena, Province of Siena
    1 / 17
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • ?
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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 / 15
    4.5 of 5 stars (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Secure Parking
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    Location Information
    53100, Siena, Province of Siena
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Mountain Views
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    • Pet-friendly
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    • Smoking allowed
    About this property
    Independent 2 family cottage located in the outskirts of Siena in an olive tree grove at 1km from: newsstand, coffee shop, food market, hair dresser, pastry shop, butcher, pizza restaurant, discount market, gas station, free parking lot, bus stops to down town, train station, university-hospital... View all property information
    Location Information
    53100, Siena, Province of Siena
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
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    • Satellite TV
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    The Villa is situated in a splendid 18th century mansion, with typical Sienese architecture. The property position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena (6 km away).The mansion is surrounded by a garden with... View all property information
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    24, Siena, Province of Siena
    1 / 23
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
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    • Pet-friendly
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    • ?
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    • x
    Location Information
    53100, Siena, Province of Siena
    6 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    53100, Siena, Province of Siena
    1 / 31
    5 of 5 stars (6) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
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    • x
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    • x
    About this property
    In a secluded group of Liberty houses, built by Garibaldi's doctor and named in honour of the island home of the Italian hero, Costafabbri is a beautifully appointed apartment in a stylish villa overlooking a wooded valley bordering Siena. The clean lines of the stucco and brick facade of the villa... View all property information
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    53100, Siena, Province of Siena
    1 / 51
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Pet-friendly
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    • x
    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... View all property information
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    53031, Siena, Province of Siena
    1 / 14
    4 of 5 stars (3) Very good
    1 Bedroom, 3 Bathrooms, Sleeps 4 | Quick View
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    53100, Siena, Province of Siena
    1 / 15
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • x
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    About this property
    The apartment is part of a family cottage. Outside you can enjoy a large garden, a swimming pool, with the use of sun beds and sun umbrellas, outdoor table suitable for outdoor dining and barbecue. We offer additional services such as parking, washing machine, stove, refrigerator, linen (changed... View all property information
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    53100, Siena, Province of Siena
    1 / 24
    5 of 5 stars (29) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Patio
    • Children's Pool
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    • Pet-friendly
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    • x
    About this property
    (!!! FURTHER AVAILABILITY DESPITE THE BOOKING CALENDAR! PLEASE, LET'S CONTACT US!) The property dates back to the 14th century and for generations has been part of the property Santini, once farmers. The apartments were once stables for livestock. It has now been restored by the Santini family... View all property information
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    53018, Siena, Province of Siena
    1 / 25
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    About this property
    Splendid 18th century mansion with typical Sienese architecture. It is situated next to the historical village of Basciano. The house position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena. Siena offers many... View all property information
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    53035, Siena, Province of Siena
    1 / 31
    3.5 of 5 stars (2) Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Bright and cosy apartment for 2 /4 people, with WI-fi internet included, located in the historic centre of Siena, just besides S. Francesco Basilica, Via dei Rossi. 5 min walking distance to Piazza del Campo and the main street Banchi di Sopra so the ideal base to discover the medieval town of... View all property information
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    53100, Siena, Province of Siena
    1 / 41
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • x
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    • x
    About this property
    Beautiful residence situated on the outskirts of a small village and surrounded by the Tuscan countryside, just outside of Siena. The residence is an ideal location for those who want a relaxing and regenerating countryside holiday, as well as for those who want to explore the Chianti, the Crete... View all property information
    Location Information
    53100, Siena, Province of Siena
    1 / 19
    5 of 5 stars (4) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Villa Le Tolfe is so close to Siena you can almost touch it (only 3 kilometres away). With stunning views and beautiful antique gardens this villa is perfect for relaxed stress free holidays. The house is built on top of a hill covered with olive groves and vineyards. It has two floors connected... View all property information
    Location Information
    53100, Siena, Province of Siena
    11 Bedrooms, 11 Bathrooms, Sleeps 22 | Quick View
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    • ?
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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 / 12
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Location Information
    53100, Siena, Province of Siena
    1 / 12
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Villa Dan is located between the cities of Arezzo, Florence and Siena, at the quaint old town of Figline Valdarno with its ancient piazza and historical buildings. The Villa Dan has 5 bedrooms and 3bathrooms, situated in Figline Valdarno, with a magnicificient view. On entering you will find a... View all property information
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    Siena, Province of Siena
    1 / 23
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    This is a delightful 2 bedroom, ground floor apartment within a villa set in extensive gardens. The outside space at this property is simply wonderful, enjoying lovely views of nearby Siena and with numerous private spaces for you to relax, read or sunbathe. The icing on the cake is the bio pool at... View all property information
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    53018, Siena, Province of Siena
    1 / 30
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    About this property
    This large two-storey apartment can accommodate up to 7 people. It affords a living area and kitchenette, and a double room with en-suite bathroom on the ground floor; and two rooms with two bathrooms on the first floor.This large apartment is just perfect to accommodate large groups of people. The... View all property information
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    52022, Siena, Province of Siena
    1 / 30
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    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
    1 / 37
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    Il Baroncino stands alone among the rolling hills, in 8 hectares of private land, with many age-old chestnut and oak trees. It is a large country house with several smaller adjacent buildings, such as the former chestnut barn, the wood store and a hay barn. All in all, there is around 800 m2 living... View all property information
    Location Information
    Siena, Province of Siena
    1 / 44
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Secure Parking
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    • Washer
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • x
    About this property
    RECEPTIVE STRUCTURE. Podere Alafi is located 1 km outside the historical centre of Cetona, a characteristic medieval village, capable of hosting a great number of tourists during the summer time. It Is the perfect starting point for those who want to visit the most beautiful cities of Tuscany... View all property information
    Location Information
    53100, Siena, Province of Siena
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    "The Mezzanine" is a lovely apartment on the first floor of the sixteenth-century palace belonged to the Del Taja family, a cadet branch of the famous Piccolomini family. It is located in the city center a short walk from Piazza del Campo and the Siena main street. It consists of a large living... View all property information
    Location Information
    53100, Siena, Province of Siena
    1 / 24
    4.5 of 5 stars (2) Very good
    7 Bedrooms, 10 Bathrooms, Sleeps 21 | Quick View
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    • Satellite TV
    • Washer
    • DVD Player
    • Grill
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • x
    • 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... View all property information
    Location Information
    53100, Siena, Province of Siena
    1 / 64
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Exterior:Villa del Palio is a recently renovated Villa located near the historical walls of Siena. This elegant villa has a modern minimalistic approach making it perfect for a stylish retreat to Tuscany. The beautiful countryside typical of Tuscany surround the villa making for a serene and... View all property information
    Location Information
    53100, Siena, Province of Siena
    1 / 47
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Shared Outdoor Pool...
    • Balcony
    • Grill
    • Washer
    • Air Conditioning
    • Secure Parking
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Perfectly located just a short walk from the centre of Siena and easily accessible from the train station, this 5 bedroom villa has been beautifully furnished in a modern, contemporary, minimalist style. Surrounded by parkland, guests enjoy exclusive use of a salt water swimming pool. Recently... View all property information
    Location Information
    53100, Siena, Province of Siena
    1 / 27
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Private Indoor Pool
    • Satellite TV
    • Grill
    • Internet Access
    • Washer
    • Patio
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Val d'Orcia is neslted high with panoramic views on 500 acres property of fertile land, woods and vineyards. In the 18th century, when it was built, it was a sharecropping farmhouse; today it's at the core of wine valley. This villa is located high above the valley, with panoramic views of... View all property information
    Location Information
    53020, Siena, Province of Siena
    1 / 42
    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
    other travelers have booked this property
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    • Shared Yard
    • Parking
    • Central Heating
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53100, Siena, Province of Siena
    1 / 10
    4 of 5 stars (1) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travelers have booked this property
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    • Satellite TV
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    • Shared Yard
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    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The theme of this apartment (65sqm) is the incomparable main square of Siena, "Piazza del Campo". Situated on the 2nd floor of my historical Villa, a a splendid aristocratic building from the first part of the C17th - just 1.6 km from the pedestrian historical centre of Siena; the night area... View all property information
    Location Information
    53100, Siena, Province of Siena
    1 / 42
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Air Conditioning
    • Satellite TV
    • Mountain Views
    • DVD Player
    • Housekeeping...
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • ?
    About this property
    Calendar is not made public. Please inquire. More reviews for this exclusive property: V R B O 412266 Also see: TripAdvisor #2934939 for an alternate nearby home. Luxury in the Chianti Countryside. Set securely behind gates atop a private access road, enter a comfortable and superior-styled... View all property information
    Location Information
    53019, Siena, Province of Siena
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • DVD Player
    • Washer
    • Central Heating
    • Satellite TV
    • Parking
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    Location Information
    53100, Siena, Province of Siena