Villa Sant’Anna at Rosewood Castiglion del Bosco, Tuscany

Siena

Italy

Overview

Nestled in the enchanting hills of Val d'Orcia, a UNESCO World Heritage site in Tuscany, Villa Sant'Anna at Rosewood Castiglion del Bosco is the epitome of Italian luxury and charm. Set within one of Tuscany’s most prestigious resorts, this villa offers guests an unparalleled experience of privacy, sophistication, and Tuscan beauty. Whether for a family getaway or a romantic retreat, Villa Sant’Anna provides the perfect blend of rustic elegance and modern comforts, surrounded by breathtaking landscapes and world-class amenities.

Rosewood Castiglion del Bosco is a 5,000-acre estate founded by the Ferragamo family, rich in history and immersed in the timeless beauty of Tuscany. The estate features luxury accommodations, a winery, a private golf course, and the renowned Rosewood Spa, making it one of Italy’s most exclusive retreats. Villa Sant'Anna, one of the estate’s many private villas, is a beautifully restored farmhouse that retains its historic character while offering modern luxuries for today’s discerning traveler.

Villa Sant’Anna embodies the spirit of Tuscany with its traditional stone façade, terracotta roof tiles, and charming interiors. The design is a seamless blend of classic Tuscan architecture and contemporary luxury, creating a warm and inviting atmosphere. Inside, guests are greeted with spacious living areas featuring high wood-beamed ceilings, antique furnishings, and carefully selected pieces of local art and décor that reflect the region's heritage.

The villa’s five luxurious bedrooms are individually designed, each offering stunning views of the surrounding countryside. Elegant and serene, the bedrooms are equipped with plush bedding, en-suite bathrooms, and refined details that ensure both comfort and style. Large windows allow natural light to pour in, creating a bright and airy feel that harmonizes with the tranquil outdoor environment.

One of Villa Sant'Anna's standout features is its private heated infinity pool, which overlooks the rolling hills and vineyards of Val d'Orcia. Guests can bask in the beauty of the Tuscan countryside while enjoying a swim or lounging by the poolside. The pool area is surrounded by beautifully landscaped gardens, filled with fragrant lavender, rosemary, and olive trees, providing the perfect setting for outdoor relaxation and dining.

A spacious terrace with a pergola offers an idyllic spot for alfresco meals, with a fully equipped outdoor kitchen and dining area where guests can enjoy traditional Tuscan dishes prepared by the villa’s private chef. Whether sipping a glass of wine at sunset or enjoying a leisurely breakfast in the morning sun, the outdoor spaces at Villa Sant'Anna are designed to immerse guests in the beauty of Tuscany.

Staying at Villa Sant'Anna comes with the privilege of world-class services and amenities that ensure a truly luxurious experience. From the moment guests arrive, they are greeted with the warmth and hospitality that Rosewood Castiglion del Bosco is renowned for. The villa offers 24-hour concierge service, daily housekeeping, and a dedicated private chef, allowing guests to focus solely on relaxation and enjoyment.

For those seeking a tailored experience, the concierge can arrange a variety of activities and excursions, including wine tastings at the estate's winery, private cooking classes, or truffle hunting in the nearby forests. Guests also have access to the estate’s golf course, tennis courts, and Rosewood Spa, ensuring that there are ample opportunities for both leisure and indulgence.

One of the highlights of staying at Villa Sant'Anna is the opportunity to indulge in authentic Tuscan cuisine, with ingredients sourced directly from the estate's organic farm and local producers. The villa's private chef can prepare meals that celebrate the flavors of the region, from handmade pasta and fresh truffles to local cheeses and premium wines from Castiglion del Bosco’s renowned winery.

For guests who wish to explore Tuscany’s rich culinary traditions, private cooking classes can be arranged, offering hands-on experiences in creating traditional Tuscan dishes. These intimate classes are a wonderful way to learn the secrets of Italian cuisine and bring a taste of Tuscany back home.

While Villa Sant'Anna is a private haven of relaxation, it is also a gateway to some of the best that Tuscany has to offer. Guests can venture out to explore nearby villages, such as Montalcino, famed for its Brunello wine, or visit the historic city of Siena, known for its medieval architecture and vibrant piazzas. The estate can arrange bespoke excursions, such as hot air balloon rides over the Tuscan countryside, wine tours, or bike rides through the scenic Val d'Orcia.

For a more tranquil experience, guests can take leisurely walks through the estate’s vineyards, olive groves, and woodlands, or simply unwind at the Rosewood Spa, where a range of treatments inspired by the natural beauty of Tuscany are available. The spa features holistic therapies, an indoor heated pool, and relaxation areas, making it the perfect retreat after a day of exploring.

Villa Sant'Anna at Rosewood Castiglion del Bosco is more than just a place to stay—it's an immersive experience that captures the essence of Tuscany’s timeless beauty and rich cultural heritage. With its luxurious accommodations, breathtaking views, and exceptional services, Villa Sant'Anna offers guests the opportunity to live like Italian nobility in one of the world’s most beautiful regions. Whether you are seeking a romantic escape, a family vacation, or a private retreat, Villa Sant'Anna promises an unforgettable Tuscan experience where luxury and serenity meet.








Learn More Social Media


Curated by the World Travel Awards