Booking through Total Management will entitle you to the following

  • Upgrade on arrival, subject to availability
  • Breakfast daily for guests in Room/Suite, available through restaurant only
  • For guests in Villa: breakfast delivered every morning
  • $100 USD equivalent Resort or Hotel credit, to be utilised during stay
  • For guests staying in Villa, one ready-to-eat dinner delivered in Villa on the arrival day
  • Early check-in/late check-out, subject to availability
  • Complimentary Wi-Fi
Enveloped by the picturesque Tuscan countryside, Rosewood Castiglion del Bosco promises an unforgettable retreat for those wishing to explore the splendour of Italy’s natural beauty and heritage.



VIBE Sophisticated

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At the Hotel

Set over 5,000 UNESCO-protected acres, this 800-year old Tuscan estate turned five-star luxury hotel is comprised of 23 spacious suites and 11 luxury villas. Marvel at the outstanding vistas and immerse yourself in Italian heritage with the estate’s notable facilities that include a medieval church, cooking school, golf course, and on-site dining and beverage destinations. Discover mental rejuvenation with exclusive access to the full-service spa and state-of-the-art fitness facilities, or try your hand at activities like painting classes and truffle-hunting for a truly Tuscan experience.

Food & Drink

The estate’s four hospitality destinations promise an unrivalled gastromic journey rooted in Italian flavours. Ristorante Campo Del Drago opens for dinner with sunset views and classical Italian fare while the more informal and rustic Osteria La Canonica boasts valley views and a menu of made to order pizzas and focaccia. For good wine and cocktails, head to CdBar or bask in the warm Tuscan sun at The Pool Bar’s relaxing all-day, outdoor setting.


Located within the main buildings, the suites are charming and inviting accomodations varying in size from 50 to 183 square metres. Finely appointment with luxurious bathrooms, spacious sitting areas and unique antiques, they are all similar in their sophisticated style and warm Tuscan-inspired colour palettes. The villas, eleven restored 17th and 18th century farmhouses are dotted around the estate and offer distinctive settings with modern home comforts like open-plan kitchens and welcoming living areas. Each villa features secluded pergolas and gardens, a heated pool, and private terrace.


Rosewood Castiglion del Bosco is set in the heart of Montalcino, Tuscany, within the striking UNESCO World Heritage site of Val d’Orcia. Located 90km from Florence and 45km from Siena, the hotel delivers five-star Tuscan luxury in a unique and wonderous natural setting.

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Località Castiglion del Bosco
Montalcino, 53024