Discover Castelfalfi, a medieval Tuscan village reimagined

Tuscany has no shortage of beautiful places to stay, but few bring together history, landscape, and modern comfort quite like Castelfalfi. Set among rolling hills, vineyards, and olive groves between the cities of Florence, Pisa, Siena, this resort is built around a restored medieval village and its castle, with roots stretching back some 2,000 years.

What makes Castelfalfi so special is its sense of scale and privacy. Stone houses, a hilltop castle, and a quiet borgo sit alongside refined accommodation, an organic winery, and a wellness spa, creating an unforgettable escape at any time of year. If you want the freedom of a private estate with the service of a five-star hotel, this place should be at the top of your list.

 

A village steeped in history

Castelfalfi's appeal begins with its borgo. The village reveals a long, layered past, from Romanesque architecture to traces of the Medici family, all framed by classic Tuscan views. A guided borgo tour is a fine way to understand the place, walking through 2,000 years of history with someone who knows its stories well.

The castle anchors everything. Around it, you'll find boutiques showcasing Italian craftsmanship, quiet corners to pause, and wide horizons in every direction. For families, the sense of discovery works beautifully; for couples, the calm and the views make it easy to settle in and simply enjoy where you are.

Villas and a penthouse for every party

The accommodation here is genuinely varied, so the right choice depends on your group. There are rooms and suites to tempt you, but the big draw are the resorts villas and sumptuous penthouse. Casale I Bianchi is a true showstopper, with five master bedrooms, a private garden, and a heated pool, nestled amongst a forest of trees. It’s perfect for larger families seeking complete seclusion, while La Pergola and Casa Medici sit within the village itself, close to the hotel and ideal for smaller groups who like to be near the action.

Il Fienile, set in the greenery of the estate, is a refined two-storey villa part of the beautifully restored La Spina farmhouse complex and works well for those who value space and who don’t mind a shared pool. For couples after something truly exceptional, the Stefano Ricci La Rocca Penthouse sits within the medieval castle walls, dressed in fabrics crafted by Florentine artisans. Each villa includes butler service, a private chef for breakfast, access to the nearby beach club, complimentary transport to Pisa and Florence, and spa access.

Wellness, wine, and the estate

Castelfalfi is a working organic estate, and that shows in its food and wine. You can walk the vineyards, visit the cellar, and enjoy a guided tasting of organic wines paired with local flavours. The olive oil tour follows a similar path, taking you through the groves to the estate mill for a tasting of the estate's own oils. Autumn, and the harvest season in particular, is a very special time here: the vineyards come alive, truffle hunts come into their own, and the estate feels at its most characterful, so ask your Travel Counsellor about booking your stay between September and October.

With more than 40 experiences on offer, there's so much to enjoy here. The RAKxa Wellness Spa blends Eastern traditions with modern technology, while gentler pursuits like forest bathing and yoga in the wood suit those wanting to slow right down. Spring brings green hills and mild days, ideal for walking and cycling before the summer crowds, and e-bikes, included with the villas, make exploring the vineyards and scenic roads easy.

Beyond the estate

For a change of scene, a helicopter tour offers a different view of the Tuscan hills, and a day at Forte dei Marmi's Alpemare Beach Club brings the coast within reach. Created by Andrea Bocelli and named Italy's best beach club in recent years, Alpemare carries an unmistakable sense of elegance and warmth. You'll find a private beach tent among its 120 stations, attentive service, and relaxed day-to-night dining by the sea, set within one of Versilia's most exclusive stretches of coast.

The great Tuscan cities are within easy reach too, with complimentary transfers to or from both Florence and Pisa included. Florence is perfect for a full day, whether you're drawn to the Uffizi, the Duomo, or simply wandering its streets and crossing the Ponte Vecchio. Pisa, closer still, is worth the trip for its leaning tower and the elegant Piazza dei Miracoli, and pairs well with a relaxed lunch before heading back to the estate. The estate can organise private tours of the aforementioned icons, but there are also private guides available for the region’s lesser-visited art cities, such as Siena, Volterra, and San Gimignano.

Your handcrafted stay starts here

If the history, privacy, and quiet luxury of Castelfalfi feel right for your next escape, your Travel Counsellor can expertly shape the wider journey around it. We design bespoke itineraries tailored entirely to your preferences, whether that means choosing the residence that best suits your party, arranging private experiences across the estate, or extending your trip to take in Florence, Pisa, and the wider region.

Contact your Travel Counsellor today to get things started.

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