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Province of Siena Luxury Holiday Rentals

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    Travellers to Province of Siena are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    681 Matching Rentals in Province of SienaView all 4,536 rentals
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    22 Bedrooms, 22 Bathrooms, Sleeps 44 Quick View
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    22 Bedrooms, 22 Bathrooms, Sleeps 44 Quick View
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    18 Bedrooms, 18 Bathrooms, Sleeps 35 Quick View
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    18 Bedrooms, 18 Bathrooms, Sleeps 35 Quick View
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    • Hot Tub
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    Pet friendly
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    About this property
    Villa Il Castello in Siena-Chianti, Tuscany is a spectacular grand estate in the aristocratic tradition. The villa, dating back to 1400, was lovingly restored to include modern conveniences like air-conditioning and en-suite baths in all of the 18 bedrooms. Pass through the iron gate at the end of...
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    53035, Monteriggioni, Province of Siena
    Holiday Rental House - 18 Bedrooms, 18 Bathrooms, Sleeps 35
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    16 Bedrooms, 16 Bathrooms, Sleeps 31 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
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    • Sauna
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    Pet friendly
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    Smoking allowed
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    Villa Isabella is situated in the heart of the Tuscany countryside, between Siena and Florence, and is the ideal accommodation for anybody who loves nature. Encircled by luxury gardens, the villa stands on top of a hill and enjoys a breathtaking view over Siena. The main building, owned for...
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    53035, Strove, Province of Siena
    Holiday Rental House - 16 Bedrooms, 16 Bathrooms, Sleeps 31
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    13 Bedrooms, 13 Bathrooms, Sleeps 25 Quick View
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Isabella is situated in the heart of the Tuscany countryside, between Siena and Florence, and is the ideal accommodation for anybody who loves nature. Encircled by luxury gardens, the villa stands on top of a hill and enjoys a breathtaking view over Siena. The main building, owned for...
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    53035, Strove, Province of Siena
    Holiday Rental House - 13 Bedrooms, 13 Bathrooms, Sleeps 25
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    Villa Gaia1 / 44
    (3)Excellent
    18 Bedrooms, 22 Bathrooms, Sleeps 35 Quick View
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    • DVD Player
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Hold a family reunion, anniversary party, or wedding Tuscan-style at Villa Gaia. For centuries, Italian noble families celebrated at this eighteen-bedroom villa near Siena in the Chianti region; now, its grand interiors have been restored and offer a luxurious retreat. Not only is there plenty of...
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    53018, Colle di Val d'Elsa, Province of Siena
    Holiday Rental House - 18 Bedrooms, 22 Bathrooms, Sleeps 35
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
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    Pet friendly
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    Situated within the UNESCO-listed Val d’Orcia Natural Park, Villa Oddi is one of the 10 Villas of Rosewood Castiglion del Bosco. . It is a recently and lovingly renovated property that features all of the traditional elements of villa design - terra cotta floors, tile walls, and high ceilings...
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    Montalcino, Province of Siena
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    16 Bedrooms, 22 Bathrooms, Sleeps 31 Quick View
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    • Wi-Fi
    • Sauna
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    • DVD Player
    • Hot Tub
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    • Balcony
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hold a family reunion, anniversary party, or wedding Tuscan-style at Villa Gaia. For centuries, Italian noble families celebrated at this eighteen-bedroom villa near Siena in the Chianti region; now, its grand interiors have been restored and offer a luxurious retreat. Not only is there plenty of...
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    53034, Colle di Val d'Elsa, Province of Siena
    Holiday Rental House - 16 Bedrooms, 22 Bathrooms, Sleeps 31
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    11 Bedrooms, 12 Bathrooms, Sleeps 22 Quick View
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    • Grill
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    Pet friendly
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    About this property
    Owner's description: Pool will be open on: 31 May 2019 22:00:00 \r\nPool will be close on: 27 Sep 2019 22:00:00 \r\nFull time Concierge. Cleaning service with staff available from Sunday to Saturday; preparation of breakfast from 08:30am to 10:30am; supply of towels for the swimming pool. Gardener...
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    53022, Buonconvento, Province of Siena
    Holiday Rental House - 11 Bedrooms, 12 Bathrooms, Sleeps 22
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    13 Bedrooms, 22 Bathrooms, Sleeps 25 Quick View
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    • DVD Player
    • Balcony
    • Patio
    • Grill
    • Hot Tub
    • Wi-Fi
    • Sauna
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hold a family reunion, anniversary party, or wedding Tuscan-style at Villa Gaia. For centuries, Italian noble families celebrated at this eighteen-bedroom villa near Siena in the Chianti region; now, its grand interiors have been restored and offer a luxurious retreat. Not only is there plenty of...
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    53034, Colle di Val d'Elsa, Province of Siena
    Holiday Rental House - 13 Bedrooms, 22 Bathrooms, Sleeps 25
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    14 Bedrooms, 14 Bathrooms, Sleeps 28 Quick View
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    • Internet Access
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    About this property
    Owner's description: VILLAthis property - SIENA AREA Villathis property is a 13th Century farmhouse located amongst nature, offering both comfort and modern furnishings, in the South of the historical city Siena, at the top of a hill with 360 degree views over the rolling hills of Tuscany....
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    53015, San Lorenzo a Merse, Province of Siena
    Holiday Rental House - 14 Bedrooms, 14 Bathrooms, Sleeps 28
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    31 Bedrooms, 24 Bathrooms, Sleeps 50 Quick View
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    • Central Heating
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    Pet friendly
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    Owner's description: Burrowed in the heart of Chianti Classico, you’ll find the magnificent villa – which sits amongst the vines of an organic winery producing the finest wines and the silkiest of olive oils. The stone village estate beautifully encompasses Tuscan architecture through exposed...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 31 Bedrooms, 24 Bathrooms, Sleeps 50
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    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Parco del Principe is an ancient residence dating back to the latter part of the 18th Century. Over the centuries, it was the exclusive meeting place where several important personalities from Rome and Florence held their important rendezvous. Today, it represents the new essence and culture of...
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    53043, Macciano, Chiusi
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
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    14 Bedrooms, 13 Bathrooms, Sleeps 28 Quick View
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    • Internet Access
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    Pet friendly
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    About this property
    Owner's description: villa is a 13th century independent farmhouse located in an untouched area of land, offering both comfort, luxury and the best of modern conveniences. Perched on top of a hill in Southern Siena, villa has 360 degree views of the surrounding Tocchi and Basso Merse Reserves....
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    53015, San Lorenzo a Merse, Province of Siena
    Holiday Rental House - 14 Bedrooms, 13 Bathrooms, Sleeps 28
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    14 Bedrooms, 15 Bathrooms, Sleeps 27 Quick View
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    • Grill
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Beautiful and spacious villa with private pool peacefully situated on a hilltop offering amazing views of the “Basso Merse” Natural Preserve and Mount Amiata in the distance. This villa has been carefully restored and turned into a refined, splendid country...
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    53015, San Lorenzo a Merse, Province of Siena
    Holiday Rental House - 14 Bedrooms, 15 Bathrooms, Sleeps 27
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    13 Bedrooms, 19 Bathrooms, Sleeps 50 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    About this property
    This fantastic villa in the heart of the beautiful Chianti countryside, between Siena and Florence is surely one of the best places in the region to hold a large event. As well as lovely interiors it has beautiful grounds including a pool and chapel
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    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 13 Bedrooms, 19 Bathrooms, Sleeps 50
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    Large Estate with Historic Villa and Two Farmhouses for a Large Group - Monterig1 / 70
    (5)Excellent
    17 Bedrooms, 14 Bathrooms, Sleeps 34 Quick View
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    • Central Heating
    • Washer
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2011
    This review is highly overdue. My family stayed in the Volta Quattro last year and it surpassed every expectation. The location is just a quick drive from Monteriggioni or...
    Reviewed 16 June 2011
    Luisa and family, along with a smiling staff, created the perfect home for our daughter's wedding week. The beauty of the Villa is undeniable, but it is the warm accomodation...
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    About this property
    Classic formal Italian gardens, arched stone doorways and painted ceilings, a private swimming pool surrounded by statues, views of rolling hills and an ancient walled medieval village. If all of this sounds like the ideal Italian villa vacation, this Tuscany Chianti villa is the choice for you....
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    53035, Monteriggioni, Province of Siena
    Holiday Rental House - 17 Bedrooms, 14 Bathrooms, Sleeps 34
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
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    In the six-bedroom Villa Muri Antichi, no expense has been spared in the quest for authenticity and experience. As with our smaller villas, Muri Antichi’s stone dwellings have been meticulously restored, designed, and finished with local stone and wood. Within this stunning and sprawling villa, a...
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    53047, Castiglioncello del Trinoro, Province of Siena
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Heated)
    • Washer
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Patio
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    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designed by the well known Sienese architect Baldassare Tommaso Peruzzi, Il Santo extended over the centuries and recently renovated, became a unique and historical Tuscan private villa, providing spacious and luxuriously accomodation for 12 guests. The combination of a contemporary country estate...
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    53022, Buonconvento, Province of Siena
    Holiday Rental House - 6 Bedrooms, 9 Bathrooms, Sleeps 14
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    14 Bedrooms, 15 Bathrooms, Sleeps 27 Quick View
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    • DVD Player
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Beautiful and spacious villa with private pool peacefully situated on a hilltop offering amazing views of the “Basso Merse” Natural Preserve and Mount Amiata in the distance. This villa has been carefully restored and turned into a refined, splendid country...
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    53015, San Lorenzo a Merse, Province of Siena
    Holiday Rental House - 14 Bedrooms, 15 Bathrooms, Sleeps 27
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    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Pool will be open on: 31 May 2019 22:00:00 \r\nPool will be close on: 27 Sep 2019 22:00:00 \r\nFull time Concierge. Cleaning service with staff available from Sunday to Saturday; preparation of breakfast from 08:30am to 10:30am; supply of towels for the swimming pool. Gardener...
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    53022, Buonconvento, Province of Siena
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
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    14 Bedrooms, 14 Bathrooms, Sleeps 30 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Perfect for weddings, business meetings or a quiet getaway, Villa Tolomei is on top of a hill with a spectacular view of the verdant Tuscan landscape. Exercise as well as relax while being transported to forgotten places of exquisite taste.
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    53015, Montalcino, Province of Siena
    Holiday Rental House - 14 Bedrooms, 14 Bathrooms, Sleeps 30
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    Villa Ferraia1 / 51
    (4)Excellent
    14 Bedrooms, 15 Bathrooms, Sleeps 28 Quick View
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    • Housekeeping Included
    • Grill
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    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set on a hilltop in the countryside just south of Siena, Villa Ferraia offers luxury accommodations for groups of up to 27 people. There’s something for everyone to do, from cooking lessons and stargazing to gardening and spa experiences in the pools and sauna. A library, nearby trails and fourteen...
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    53015, San Lorenzo a Merse, Province of Siena
    Holiday Rental House - 14 Bedrooms, 15 Bathrooms, Sleeps 28
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    14 Bedrooms, 14 Bathrooms, Sleeps 27 Quick View
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    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Sauna
    • Hot Tub
    • Housekeeping Included
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This exclusive luxury villa nestled in the hills of the Tuscan countryside in the south of the province of Siena offers top-quality accommodation completed by first-class services and panoramic views in a natural biogenetic reserve in the Val di Merse. Villa Osservatorio is located well off the...
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    53015, Monticiano, Province of Siena
    Holiday Rental House - 14 Bedrooms, 14 Bathrooms, Sleeps 27
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    14 Bedrooms, 14 Bathrooms, Sleeps 28 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set on a private farm south of Siena, the Villa Giunia, Val D'Orcia, Tuscany, is a truly idyllic place for those who want to experience Tuscany in its most authentic forms. A large farmhouse that is adjacent to a forest reserve, this villa is large and spacious. Ideal for a family gathering or...
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    53015, San Lorenzo a Merse, Province of Siena
    Holiday Rental House - 14 Bedrooms, 14 Bathrooms, Sleeps 28
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    4 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tucked in the vineyards in the heart of Chianti Classico, the restored farmhouse is a magical and luxurious Tuscan experience. Stomp your own grapes, walk to a Medieval castle, wake up to farm fresh eggs. Why It’s Special: Designer elegance, restored 16th-Century architecture and breathtaking...
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    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 14
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    14 Bedrooms, 14 Bathrooms, Sleeps 27 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Hot Tub
    • Sauna
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Huge villa located 26 km from the city of Siena with 14 bedrooms (all with en suite bathroom) able to host up to 27 guests. The villa is equipped with swimming-pool, sauna, astronomical observatory and provides several activities to the guests. External Description: This is a country villa sitting...
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    53015, Ponte a Bozzone, Castelnuovo Berardenga
    Holiday Rental House - 14 Bedrooms, 14 Bathrooms, Sleeps 27
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    This magnificent villa, located in the heart of the beautiful Val d’Orcia, is perfect for familes and friends wanting to spend their holidays in the wonderful land of Tuscany, a land where so much history and beauty can be found.
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    53020, Trequanda, Province of Siena
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Villa Il Palazzo in Siena-Val d'Orcia, Tuscany is a traditional Tuscan villa set among the gentle hills, vineyards and olive groves typical of the region. Strategically located near the UNESCO World Heritage town of Pienza and close to the picturesque hill town of Montalcino of Brunello wine...
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    53040, Cetona, Province of Siena
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    9 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villa Poderosa, Val D’Orcia, Tuscany is a remarkable find in the southern Tuscan area. Part of the Val d'Orcia region, it is a popular spot for those in search of wellness facilities. The thermal waters of San Casciano dei Bagni are a short distance from the villa, but there is also a...
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    San Casciano dei Bagni, Province of Siena
    Holiday Rental House - 9 Bedrooms, 6 Bathrooms, Sleeps 18
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    7 Bedrooms, 7 Bathrooms, Sleeps 13 Quick View
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    • Cable/satellite TV
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    Smoking allowed
    About this property
    Dating from the 17th century, Villa Vistarenni suits those who want to spend some time in the countryside and yet be able to enjoy the beauty and comforts upon which the aristocratic Tuscan families modeled their houses. The original historical architecture has been preserved; add to that the...
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    53013, Radda in Chianti, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 13
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    About this property
    Set in the San Casciano dei Bagni area, exactly between Rome and Florence is the beautiful Villa Rita, Val D’Orcia, Tuscany. With a grand entrance and bold lines, it is a very private estate with seven bedrooms, a large garden, and a large array of indoor and outdoor living spaces. The...
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    San Casciano dei Bagni, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Studio, 14 Bathrooms, Sleeps 25 Quick View
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    • DVD Player
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore Tuscany from the idyllic location of Villa Senese, a luxury villa which provides the perfect setting for relaxing and reconnecting with a large group of family and friends. Guests can enjoy the sprawling grounds and gardens bounding with flowers and mature trees, including a wooded area...
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    53010, Ponte a Bozzone, Castelnuovo Berardenga
    Holiday Rental House - 14 Bathrooms, Sleeps 25
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    9 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    About this property
    Owner's description: VILLAthis property - Siena area Villathis property is a private property immersed in the Tuscan countryside. It is an excellent choice for a relaxing holiday enjoying privacy with the benefit of a private swimming pool and it is also an ideal location for visiting Siena and...
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    53014, Ville di Corsano, Province of Siena
    Holiday Rental House - 9 Bedrooms, 7 Bathrooms, Sleeps 18
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Terrace
    • Internet Access
    • Hot Tub
    • Parking
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tuscany Dream Compound is immersed in the Tuscan countryside among olive groves and wheat fields.  Torrita di Siena is an ideal place to stay in close contact with nature in complete relaxation and well being, among the scents of lavender and rosemary of the surrounding garden. Spend the...
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    53049, Torrita di Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Owner's description: VILLAthis property - SARTEANO AREA Set on a little hamlet and surrounded by the green Tuscan countryside, Villathis property is the ideal place for enjoying the tranquillity of the nature. The villa, with private pool (16x8 m.), can accommodate 12 guests and it develops on two...
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    53047, Sarteano, Province of Siena
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Studio, 7 Bathrooms, Sleeps 18 Quick View
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    • Grill
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Sauna
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you dream of visiting the beautiful Tuscan countryside, you’ll find the ideal vacation spot in this villa and cottage just outside of Siena. Lush trees, plants and flowers surround the historic property, which dates back to 1348 and was once home to a distinguished marquis. In addition, there is...
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    Monteroni d'Arbia, Province of Siena
    Holiday Rental House - 7 Bathrooms, Sleeps 18
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    6 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Central Heating
    • Wi-Fi
    • Grill
    • Balcony
    • Washer
    • Housekeeping Included
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This enchanting Tuscan villa enjoys a secluded setting near the town of Buonconvento, within easy reach of Montalcino and Siena. With lush gardens, olive groves, and panoramic views of the Sienese hills, the villa's estate invites you to savor the timeless pleasures of rustic Tuscany, while its...
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    N A, Murlo, Province of Siena
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 14
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    7 Bedrooms, 6 Bathrooms, Sleeps 15 Quick View
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    External Description: Villa Bagni 15 is located a few kilometers from San Casciano dei Bagni, a very charming medieval village in the province of Siena, where there is one of the most famous spas in Europe, the Fonteverde Natural Spa Resort. The property offers a stunning view of the surrounding...
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    53040, San Casciano dei Bagni, Province of Siena
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 15
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled in the vibrant hilltop village of Castiglioncello del Trinoro, Villa Amiata is an impeccably designed 3 bedroom villa in the very heart of Tuscany. Part of the award-winning Monteverdi Tuscany, the home has been faithfully restored to maintain its centuries-old heritage, while modernly...
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    53047, Castiglioncello del Trinoro, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Main Description : Spacious and beautiful farmhouse with outbuilding and private swimming-pool situated in peaceful location on a large estate enjoying extensive views over the “Crete Senesi” area and Siena in the distance. This villas has been tastefully restored and turned...
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    53018, Ville di Corsano, Province of Siena
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    10 Bedrooms, 14 Bathrooms, Sleeps 20 Quick View
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    • DVD Player
    • Parking
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Within a vineyard of 25 hectares large, this impressive country house called Travertino is built upon a hill, ideally facing south and offers a wide view of the surrounding green hills. Situated in Tuscany, yet close to the border of Umbria, an area recognized for the great outdoors, an ideal area...
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    53047, Sarteano, Province of Siena
    Holiday Rental House - 10 Bedrooms, 14 Bathrooms, Sleeps 20
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    8 Bedrooms, 15 Bathrooms, Sleeps 16 Quick View
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    • Sauna
    • Patio
    • Grill
    • Wi-Fi
    • Housekeeping Included
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set on a hilltop in the countryside just south of Siena, Villa Ferraia offers luxury accommodations for groups of up to 27 people. There’s something for everyone to do, from cooking lessons and stargazing to gardening and spa experiences in the pools and sauna. A library, nearby trails and fourteen...
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    53015, San Lorenzo a Merse, Province of Siena
    Holiday Rental House - 8 Bedrooms, 15 Bathrooms, Sleeps 16
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Wi-Fi
    • Sauna
    • Washer
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Huge villa located 26 km from the city of Siena with 8 bedrooms (all with en suite bathroom) able to host up to 16 guests. The villa is equipped with swimming-pool, sauna, astronomical observatory and provides several activities to the guests. External Description: This is a country villa sitting...
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    53015, Monticiano, Province of Siena
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Parking
    • Air Conditioning
    • Patio
    • Internet Access
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the heart of the Chianti area, at just 25 minutes from Siena and 50 minutes from Florence, this newly restored villa, called Olivia, offers the best of everything you could wish for in a holiday in Tuscany. Dating back to the 17th century, the villa is set in a large estate beyond a narrow road...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    9 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Sauna
    • Grill
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have you ever stayed in a building constructed in the 1200s? The impressive Villa Senese, Chianti, Tuscany dates back to that era and has been renovated and modernized in a way that retained all of its original details, features and appeal, but which also incorporated all of the most modern...
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    Ville di Corsano, Province of Siena
    Holiday Rental House - 9 Bedrooms, 7 Bathrooms, Sleeps 18
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Perched high on a hill, Villa Cardella is located in the heart of the enchanting Val d'Orcia, a UNESCO World Heritage listed site. The owners have retained the property’s rustic charm with exposed beams and terracotta tiles giving guests a real Tuscan farmhouse experience with...
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    53047, Castiglioncello del Trinoro, Province of Siena
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    8 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • DVD Player
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wonderful villa with medieval tower and swimming pool, located near Siena, amidst the vineyards and hills of Chianti area, with breathtaking views over the city of the Palio. Surrounded by a large garden with loggia and outdoor dining area, the villa can accommodate up to 14 people, has 8 bedrooms...
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    53019, Pievasciata, Castelnuovo Berardenga
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 14
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    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Parking
    • Patio
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The owner’s eye for detail and creative passion are seen in this completely renovated neo gothic structure, a luxury home originally built in late 1800‘s by an aristocratic Tuscan family. Her unique style of interior design and personal touches are felt throughout the two storey building. Avorio is...
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    53042, Sant'Albino, Montepulciano
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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