By Camilla Sarra. Cover images courtesy Lupaia
Need a break from nonstop scrolling and buzzing phones? Sometimes all you need is a weekend in a place where time hits pause and your vibe gets a full reset. Tuscany is basically made for this. Imagine rolling hills glowing in golden light, endless vineyards, and that calm silence only centuries-old places can bring. It’s not just about pretty views — it’s about finding spots that make you feel like you can finally breathe again. Here are eight dreamy Tuscan hideouts where slow living is the vibe, every detail is Insta-worthy, and your only agenda is chilling hard.
1. Borgo Scopeto Relais: Chianti Magic Near Siena
This ancient village glow-up is pure Chianti dream. Think stone villas, olive groves, and sunsets that paint the sky peach and gold. Whether you’re sipping local wine poolside or wandering cypress-lined paths, it’s like starring in your own low-key Italian romance — with seriously good wine.
2. Villa Petriolo: Renaissance Vibes Between Vinci & San Miniato
This spot is all about slow mornings with fresh bread and birdsong, rustic elegance, and eco-friendly feels. Surrounded by wildflowers and vineyards, the vibe is chill but classy — perfect for escaping city chaos and soaking in some old-school Italian charm.
3. Belmond Castello di Casole: Castle Goals Near Volterra
Ever wanted to live in a castle? Here’s your chance. Ivy-covered towers, spa sessions in ancient wine cellars, and candlelit dinners under the stars make this place total luxury meets fairytale. Wander the gardens, get lost in history, and relax like royalty without the fuss.
4. Lupaia: A Storybook Escape in Val d’Orcia
Winding roads, sunflower fields, and that postcard-perfect hilltop feeling—Lupaia is basically a lavender-scented dream come true. Each room has its own vibe, the food comes straight from the garden, and every corner whispers slow life done right. Just a stone’s throw from Montepulciano, the ultimate wine-lover’s hotspot, this rural estate-turned-luxury boutique hotel is a total dream.
What really sets Lupaia apart? It’s Christopher and Heidi. Every smile, every detail, every thoughtful touch feels personal. Sure, the place has all the sleek, five-star comforts you’d expect—but the real magic is in their passion and heart. That’s what turns a simple getaway into a full-on experience you won’t forget. Think Insta-worthy views, cozy vibes, and a kind of hospitality that hits different.
5. Tenuta di Artimino: Renaissance Meets Chill Near Florence
Close to Florence, this estate has serious Medici history and a modern twist. Think vineyards, olive groves, and Villa La Ferdinanda watching over it all. Wine tastings, wellness experiences, and laid-back luxury make it the perfect Tuscan combo of old and new.
6. Villa Gamberaia: Garden Magic in the Hills of Florence
Perched above Florence in the quiet hills of Settignano, Villa Gamberaia is a total hidden gem. Once a 14th-century monastery, now a perfectly preserved villa with one of Italy’s most iconic gardens. Think terraced lawns, cypress-lined paths, and elegant water features with views so stunning you’ll stop mid-snap. No wonder Edith Wharton called it “a garden of great effect on a small scale.” Whether you’re here for the epic garden design or just pure peaceful vibes, expect a full heart and a camera roll packed with shots.
7. Dimora Ghirlandaio: Renaissance Retreat Minutes from Florence
Just outside Florence, this elegant estate blends old-school Renaissance heritage with modern luxury. Once home to the famous artist family, it now offers unique villas and suites scattered across olive groves and gardens. Think private patios, full kitchens, and five-star service including a heated infinity pool, a hidden spa, and fresh dining by Chef Tommaso Ricci in a chic barn-turned-restaurant. Whether you want a quiet weekend or a creative escape, this spot delivers soulful, serene Tuscan vibes.
8. Collegio alla Querce: The Ultimate Florence Hideout
Right inside Florence but feels like a world away. Collegio alla Querce mixes Renaissance charm with fresh, modern style. Secret gardens, jaw-dropping views of the Duomo and Tuscan hills, an old theater, two top-notch restaurants, and a bar that was once the principal’s office—this place is all about effortless cool and epic vibes. Perfect for design lovers, foodies, and anyone craving Tuscany’s timeless magic with a twist.
9. Castello di Casole: Where Timeless Tuscany Comes to Life
Perched on a sun-drenched hilltop in the heart of Tuscany, Castello di Casole, A Belmond Hotel, is where medieval charm meets timeless luxury. Surrounded by rolling vineyards and olive groves, this 10th-century castle-turned-hideaway offers an escape into pure Italian enchantment. Think al fresco dinners under the stars, panoramic infinity pools, and rooms steeped in rustic elegance. Whether you’re sipping Chianti at sunset or exploring hidden trails, Castello di Casole is your passport to la dolce vita—Tuscan style.
10. Il Borro: A Medieval Village Reborn
Just a stone’s throw from Arezzo lies Il Borro, an enchanting medieval village that feels lifted from a fairytale. Once the private estate of the Ferragamo family, it’s now a fully restored hamlet where centuries-old stone cottages and vineyards blend into a luxurious retreat. Here, you can meander through cobblestone alleys, taste award-winning wines, or rejuvenate in a spa carved into ancient walls. With farm-to-table dining, horseback riding, and breathtaking views at every turn, Il Borro is Tuscany unplugged—authentic, immersive, and utterly unforgettable.
