Reschio – Lush Living in a Private Estate
Hidden on the border of Umbria and Tuscany, Hotel Castello di Reschio feels like a secret you’ll want to keep to yourself. This ancient castle—over a thousand years old—has been transformed into a gorgeous boutique hotel, with just a small number of rooms and private villas. Step outside and you’re smack in the middle of 3,700 acres of rolling olive groves, forests, and vineyards. It’s the kind of place where you can actually hear yourself think. The infinity pool sits right on the hillside, looking out over untouched countryside. Honestly, it’s almost too perfect—like something you’d save as your laptop wallpaper. Highlights? Horseback rides along private trails, spa treatments in what used to be a wine cellar, and a vibe that feels straight out of a film.
Borgo Pignano – Sustainable Elegance
Not far from Volterra and San Gimignano, Borgo Pignano is an 18th-century villa set on a sprawling 750-acre organic estate. What makes it special is how it balances eco-friendly living with old-world charm. Imagine wandering through lavender fields, exploring biodynamic gardens, or dropping by the art studio just for fun. It’s a peaceful slice of Tuscany that feels both refined and refreshingly down to earth. The limestone infinity pool, carved right into the hillside, is the kind of spot you’ll never want to leave.
Castello di Vicarello – A Romantic Hideaway
Halfway between Siena and the Maremma coast, Castello di Vicarello is a real-life fairytale castle turned intimate retreat. The family runs the place themselves, and you feel it in every detail—just a handful of suites, each one filled with antiques and handpicked art. All around, you’ll find olive groves and vineyards rolling over the hills, so it’s pretty much tailor-made for honeymoons or just unplugging for a while. Think open-air bathtubs, candlelit dinners, and two dreamy pools tucked among roses and lavender.
Villa Lena – Creative Countryside Living
If you love art—or just want to feel a little more creative—Villa Lena might be your place. It’s set in the hills between Pisa and Florence, mixing agriturismo with an artist residency. You’ll find workshops, open studios, and big community dinners under the stars. The vibe is rustic but not rough—just the right blend of comfort and adventure. It’s a chance to see Tuscany with fresh eyes and meet people who love it as much as you do. Don’t skip the farm-to-table meals or the hands-on workshops, from pottery to pasta-making.
La Bandita Townhouse – Sophisticated Simplicity in Pienza
Right inside Pienza’s Renaissance walls, La Bandita Townhouse is a boutique hotel with a cool backstory—a former music exec created it. There are just 12 rooms, each with stone walls, modern touches, and a welcoming, lived-in feel. It’s perfect if you want a small-town Tuscan vibe but don’t want to give up city comforts. Step outside and you’re strolling cobblestone streets, with pecorino shops and wine bars at every corner.
Relais Borgo Santo Pietro – Opulence Meets Nature
Drive about an hour from Florence and you’ll land at Borgo Santo Pietro, a five-star sanctuary on 300 acres of gardens and meadows. Here, luxury isn’t just a word—it’s everywhere, from Michelin-starred meals to the organic farm and a spa that feels like another world. Every suite has its own story, with handcrafted details and a touch of the dramatic. Private gardens, sparkling fountains, and a wellness experience you’ll remember long after you leave—this place really goes all out.
Locanda in Tuscany – Boutique Charm in Val d’Orcia
Tucked into the UNESCO-protected Val d’Orcia, Locanda in Tuscany is an adults-only spot that nails the rustic-luxury thing. There aren’t many rooms, and the views seem to go on forever. The mood is quiet, chic, and seriously romantic. Sometimes, doing nothing here feels like the best part of your day. Dinners outside—candlelit, overlooking those classic cypress roads and golden fields—are unforgettable.
Monteverdi Tuscany – Culture, Comfort & Creative Flow
Set in the medieval hamlet of Castiglioncello del Trinoro, Monteverdi is more than just a hotel—it’s a whole cultural scene. Think art galleries, a music academy, and stunning suites and villas that combine classic style with the latest comforts. Even the spa, carved into ancient stone, feels special. Here, you get the best of both worlds: rich cultural experiences and plenty of pampering, all surrounded by those sweeping Tuscan landscapes.
Follonico – Slow Living at Its Best
Between Montepulciano and Pienza, Follonico is all about honest agriturismo with real heart. Each suite feels different, mixing old family pieces with rustic details. The pace is slow, on purpose—long breakfasts, gentle walks, and space to actually connect with the land. Homemade cakes, fresh flowers from the season, and a genuine sense of home make this place stand out.
Castello di Gargonza – Sleep in a Medieval Village
