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Holiday Rentals in Siena, Italy

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    Travellers to Siena are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 21
    4 of 5 stars (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    1 / 14
    4 of 5 stars (4) Very good
    1 Bedroom, 3 Bathrooms, Sleeps 4 | Quick View
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    1 / 28
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    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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    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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    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 / 24
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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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... 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 / 17
    5 of 5 stars (2) 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 / 24
    5 of 5 stars (2) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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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... View all property information
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    53100, Siena, Province of Siena
    1 / 27
    4.5 of 5 stars (15) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    • Wi-Fi
    • Patio
    • Balcony
    • Mountain Views
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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... View all property information
    Location Information
    53100, Siena, Province of Siena
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    1 / 20
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • Central Heating
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    • 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
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    53100, Siena, Province of Siena
    1 / 18
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    53100, Siena, Province of Siena
    1 / 12
    4.5 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    beautiful climatized villa offers self catering suites with jacuzzi tubs, swimming pool,WI-FI,TV,mountain bikes, only 7 miles south of Siena.English speaking hosts! The Il Pino suites has beautiful views! Kosher accomodation can be offered upon request. View all property information
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    53014, Siena, Province of Siena
    1 / 36
    11 Bedrooms, 11 Bathrooms, Sleeps 22 | Quick View
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    • Private Outdoor...
    • Central Heating
    • Grill
    • Wi-Fi
    • DVD Player
    • Outdoor Dining Area
    • Secure Parking
    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will enjoy a well-aired summer... View all property information
    Location Information
    53018, Siena, Province of Siena
    1 / 28
    5 of 5 stars (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • x
    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)<BR>Our Apartments aim to offer a valid alternative to anyone who wants to live their Senese experience with total independence.... View all property information
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    53100, Siena, Province of Siena
    1 / 28
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • 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
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    53100, Siena, Province of Siena
    1 / 23
    5 of 5 stars (2) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Wi-Fi
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    • x
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    • x
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    53100, Siena, Province of Siena
    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    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
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    53018, Siena, Province of Siena
    1 / 31
    3 Bedrooms, 6 Bathrooms, Sleeps 7 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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 / 30
    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Treat yourself with a special holiday. <BR><BR>Admire a spectacular, unique panorama from a flat that was built not just at the heart of Siena but also on its highest spot. <BR>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... View all property information
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    53100, Siena, Province of Siena
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    1 / 23
    4.5 of 5 stars (3) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Garden
    • Washer
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    • Central Heating
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    • Pet-friendly
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    • x
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    • x
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    53100, Siena, Province of Siena
    1 / 28
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Terrace
    • Grill
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    • Pet-friendly
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    53019, Siena, Province of Siena
    1 / 9
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
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    • 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 / 19
    4.5 of 5 stars (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Appartamento bello ed elegante appena ristrutturato ed arredato di nuovo, vicino al centro storico della città. 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 e giardino... View all property information
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    53100, Siena, Province of Siena
    1 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Central Heating
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    • Pet-friendly
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    • x
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    53100, Siena, Province of Siena
    1 / 21
    5 of 5 stars (50) Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    Montecastelli offers Villa accommodation for those seeking a hidden vacation rental. The Villa Montecastello has been restored with every attention to detail and history. Only an hour from the Florence airport and 20 minutes from Siena, Montecastelli nestles at the foot of the Montagnola nature... View all property information
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    53100, Siena, Province of Siena
    1 / 32
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    53018, Siena, Province of Siena
    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
    • Wi-Fi
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    • Pet-friendly
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    53100, Siena, Province of Siena
    1 / 27
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This cosy two bedroom apartment is located in the historic city center of Siena (inside the city walls) approximately 300 meters distant from „Piazza del Campo“. The apartment is on the third floor of a small typical, ancient Sienese town house built in the 16th century. The street of the... View all property information
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    53100, Siena, Province of Siena
    1 / 38
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
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    • Mountain Views
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    • x
    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... View all property information
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    53100, Siena, Province of Siena
    1 / 23
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    • x
    About this property
    La Coroncina is situated just 2 km from the historical center, 2.7 km from Piazza del Campo, 2.9 km from Piazza del Duomo and 2.6 km from National Picture Gallery Siena. The structure is in a peaceful but very central location in the south of Siena with bus stops at few meters. Within little... View all property information
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    53100, Siena, Province of Siena
    1 / 5
    4.5 of 5 stars (7) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick 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 need to walk up 66 steps to access this apartment, but the effort is amply rewarded by two amazing terraces and their spectacular views. The main living space here is a large, sunny living room with sofa,... View all property information
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    53100, Siena, Province of Siena
    1 / 16
    5 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    53100, Siena, Province of Siena
    1 / 10
    4 of 5 stars (1) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    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
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    53100, Siena, Province of Siena
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    53100, Siena, Province of Siena
    1 / 11
    5 of 5 stars (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Outdoor Dining Area
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    • Hot Tub
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    • x
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    • ?
    About this property
    The restoration of an old Tuscan farmhouse Le Manzinaie, built in 1878, has resulted to make 4 charming, self-catering apartments/suites for 2-4 people and 2 nice, independent villas with private garden. It's located in Tuscany - in the province of Siena, in Montepulciano - just halfway between... View all property information
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    53045, Siena, Province of Siena
    1 / 22
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Balcony
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    About this property
    Suite Le Camelie is a one bedroom apartment part of Villa Caprera which is a countryside elegant residence located five minutes away from Siena city centre. A cosy and romantic suite, ideal for couples, with gardens and patios for sunbathing and al fresco dining. From its amazing arc windows you... View all property information
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    53100, Siena, Province of Siena
    1 / 28
    5 of 5 stars (5) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    “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 / 25
    2 Bedrooms, 2 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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    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
    Location Information
    53100, Siena, Province of Siena
    1 / 19
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    An elegant flat meticulously and beautifully restored, set in the heart of one of the Italy's loveliest medieval cities, Siena. It can be reached only by feet or by public transports being situated inside the walls, to reach it you must pass through one of the cities doors, and walk along a street.... View all property information
    Location Information
    53100, Siena, Province of Siena
    1 / 55
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Grill
    • DVD Player
    • Washer
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    53100, Siena, Province of Siena
    1 / 12
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    Location Information
    53100, Siena, Province of Siena
    1 / 11
    4 of 5 stars (3) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
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    • Pet-friendly
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    About this property
    The apartment is ideal for holiday in Siena is located in the centre of Siena, one of the most beautiful towns in Italy.<BR>The position of the flat with a splendid view on the cathedral and San Domenico church and the position in the centre of the town create a nice estate. The apartment is... View all property information
    Location Information
    53100, 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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    • Satellite TV
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    Location Information
    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
    • Internet Access
    • Grill
    • Mountain Views
    • Washer
    • Parking
    • Central Heating
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
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    53100, Siena, Province of Siena
    1 / 42
    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Shared Garden
    • Parking
    • Central Heating
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53100, Siena, Province of Siena
    1 / 24
    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
    • Child-friendly
    • Smoking allowed
    • 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
    1 / 24
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Hot Tub
    • Patio
    • Shared Outdoor Pool...
    • Wi-Fi
    • Balcony
    • DVD Player
    • Central Heating
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    The villa Torre, originally a watchtower from the XIV century, recently transformed into a unique and exclusive villa. On top of a hill just on the outskirts of the enchanting city of Siena with the most magic view you can really enjoy life! The purpose of life is to live it, to taste experience... View all property information
    Location Information
    53100, Siena, Province of Siena
    1 / 7
    3 of 5 stars (1) Average
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Satellite TV
    • Washer
    • Shared Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    A luminous apartment (60sqm) located on the 1st floor of my historical palace (a splendid aristocratic Villa from the first part of the C17th - just 1.6 km from the pedestrian historical centre of Siena) that can accommodate up to 3 guests. It consists of a living area with incorporated fully... View all property information
    Location Information
    53100, Siena, Province of Siena