BY: ARTFUL HOTELS
The air in Tuscany is sweet—perfumed with cypress, olive groves, and embodying the Italian saying la dolce vita. Long, unhurried days spent wandering stone-paved villages and tasting local wine give way to starlit evenings dining al fresco.
Here, you might retreat to a family-run villa or a centuries-old estate with a pool overlooking rolling vineyards. Many of Tuscany’s most memorable stays are former farmhouses or historic town buildings, reimagined as contemporary hideaways or lovingly restored to their old-world splendor.
These nine Artful-approved hotels offer a blend of rustic romance and refined design, each capturing a distinct expression of Tuscany’s timeless charm.
A Val d’Orcia daydream between Montepulciano and Pienza
Lupaia’s farmhouse rooms are layered with stone walls, hand-painted tiles, and weathered beams, while gardens spill into panoramic views of the Val d’Orcia. Meals are served family-style from the open kitchen, often with produce from the property’s own garden. Evenings end with wine on the terrace as the hills fade into dusk.
A thousand-year-old estate reborn as a sanctuary of art
On the Umbrian-Tuscan border, Reschio is a thousand-year-old estate transformed into a sprawling retreat of stone farmhouses, olive groves, and rolling meadows. Interiors by Count Benedikt Bolza blend centuries-old architecture with custom furniture and contemporary art. The estate includes a castle hotel, riding stables, and a wellness center tucked into the old wine cellars. It’s grand yet intimate, with every detail executed to perfection.
Seaside glamour with enduring mid-century soul
Overlooking the Tyrrhenian Sea on the Argentario coast, Il Pellicano has been an icon of Italian seaside glamour since the 1960s, once frequented by legendary photographer Slim Aarons. The interiors are breezy and refined, with terracotta floors, whitewashed walls, and rattan accents. Days are spent by the saltwater pool or swimming off the private jetty, while evenings bring Michelin-starred dining and unforgettable sunsets.
A minimalist retreat where history meets modern reverence
This 12th-century convent near Città della Pieve has been reimagined as a contemporary sanctuary. Original stonework and vaulted ceilings meet sleek modern furnishings, creating a space that feels both rooted and forward-looking. The walled garden, lavender paths, and serene courtyards make it a true escape.
Understated elegance amid olive groves and open skies
In the Maremma countryside, La Pescaia is a restored estate surrounded by centuries-old olive trees. The villa and outbuildings have been transformed into understated, elegant rooms with antique furniture, crisp linens, and views of the rolling hills. The property’s restaurant celebrates local produce and traditional recipes with a modern touch.
A haven celebrating slow living and craftsmanship
With views of San Gimignano, I Pini Toscana is a biodynamic vegan farm and boutique inn surrounded by vineyards and olive groves. Rooms are minimal yet warm, with natural textures and soft earth tones. Guests are invited to join in harvests, cooking classes, and long communal dinners under the stars.
A creative refuge in the heart of coastal Tuscany
In the art-filled town of Pietrasanta, this intimate hotel occupies a restored palazzo. Contemporary art and sculptural lighting animate the historic interiors, while the leafy courtyard provides a serene backdrop for breakfast or evening aperitivo. It’s a stay that reflects the town’s creative spirit.
A wine estate that captures the rhythm of rural Tuscany
This organic wine estate near Lucca offers just a handful of rooms in its restored 18th-century villa. Interiors are simple and authentic, with terracotta floors, wooden shutters, and antique furniture. Guests are invited to explore the vineyards, taste the estate’s wines, and enjoy the unhurried rhythm of rural Tuscany.
A monastic Masterpiece turned serene countryside retreat
A former 14th-century Carthusian monastery just outside Siena, Certosa di Maggiano blends monastic calm with refined hospitality. Cloistered courtyards, frescoed halls, and gardens shaded by cypress trees create an atmosphere of timeless elegance. The rooms combine historic character with contemporary comfort, making it a true Tuscan retreat.
