When it comes to wine country getaways, Italy reigns supreme with its postcard-perfect landscapes, centuries-old winemaking tradition, and passionate hospitality. But what if you could do more than just sip the vintages? Across the country, from Tuscany’s golden hills to Sicily’s volcanic soils, you can actually sleep in the heart of the vineyards—waking up to vineyard views, rustic-chic rooms, and the slow rhythm of la dolce vita. Here are 10 spectacular Italian vineyard stays with views that rival the wine.
1. Castello di Vicarello – Tuscany
Nestled in the unspoiled Maremma region, Castello di Vicarello is a luxurious 12th-century castle surrounded by organic vineyards, olive groves, and rolling hills that feel straight out of a Renaissance painting. With just a handful of suites, each uniquely styled with antique pieces and Balinese touches, the estate offers a peaceful, intimate retreat. Guests can wander through the vines, take part in harvest season, or relax by infinity pools that seem to float above the countryside.
View to die for: Sunset over the Val d’Orcia, with cypress-lined ridges fading into golden dusk.
2. Monaci delle Terre Nere – Sicily
This eco-boutique estate sits on the slopes of Mount Etna, where volcanic soil nurtures rich Nerello Mascalese wines. The property blends heritage with contemporary luxury—converted farm buildings, lava stone walls, and design-forward interiors. The rooms and suites are scattered among 60 acres of vineyards and fruit orchards.
View to die for: Panoramic views of the Ionian Sea and smoldering Mount Etna from your terrace.
3. L’Albereta Relais & Châteaux – Franciacorta, Lombardy
In the heart of Italy’s sparkling wine country, L’Albereta is a 19th-century villa turned wellness and wine retreat. Known for its Michelin-starred restaurant and the in-house Bellavista wines, it’s a haven for lovers of bubbly and indulgence. Guests can book wine tastings, cooking classes, or spa treatments between vineyard strolls.
View to die for: Overlooking the vines down to Lake Iseo, with the Alps shimmering beyond.
4. Capofaro Locanda & Malvasia – Salina, Aeolian Islands
Capofaro is part of the Tasca d’Almerita family winery and set on the lush island of Salina, famous for its volcanic wines and dramatic cliffs. The estate is modern yet minimal, with whitewashed architecture and views that stretch across the Tyrrhenian Sea.
View to die for: Rows of Malvasia vines cascading toward the sea, with the cone-shaped Stromboli volcano visible in the distance.
5. Castello di Ama – Chianti, Tuscany
This working winery in Gaiole in Chianti is as much about contemporary art as it is about wine. With installations by the likes of Anish Kapoor and Jenny Holzer among the vines, Castello di Ama is a sensory delight. The estate also offers opulent suites for overnight stays in its historic hamlet.
View to die for: A canvas of vineyards, olive groves, and the rolling Chianti hills, best admired with a glass of their flagship Merlot.
6. Relais San Maurizio – Piedmont
A converted 17th-century monastery in the Langhe region, this vineyard stay is both spiritual and indulgent. Home to its own organic vineyards and a truffle-rich culinary scene, San Maurizio is an ideal base for Barolo tastings and gourmet discoveries.
View to die for: Foggy morning vistas over the vine-covered hills of Barbaresco and beyond—like a dream.
7. Venissa Wine Resort – Mazzorbo, Venice Lagoon
Venissa is a one-of-a-kind vineyard on the tiny island of Mazzorbo, where Dorona grapes—nearly extinct—have made a miraculous comeback. This vineyard is part of a slow-food project, and the minimalist rooms overlook canals, gardens, and vines all surrounded by water.
View to die for: A surreal mix of vineyard rows, ancient churches, and the Venice skyline shimmering across the lagoon.
8. Rocca delle Macìe – Castellina in Chianti, Tuscany
A family-owned estate that embodies the romance of Tuscany, Rocca delle Macìe offers charming agriturismo accommodations among cypress-lined lanes and sun-drenched vines. They produce Chianti Classico with heart and tradition—and offer tastings and cellar tours for guests.
View to die for: Vineyards framed by stone walls, with medieval hill towns dotting the distant skyline.
9. Planeta Estate – Menfi, Sicily
The Planeta family owns several vineyards across Sicily, but their Menfi location offers the most luxurious stay. The La Foresteria Wine Resort offers elegant rooms surrounded by wildflower meadows, olive trees, and vines producing their celebrated Nero d’Avola and Chardonnay.
View to die for: Grape rows sloping down to the Mediterranean, with golden light playing on the coastal hills.
10. Avignonesi – Montepulciano, Tuscany
An organic and biodynamic winery, Avignonesi is a leader in sustainable viticulture in Tuscany. Guests can sleep in a villa surrounded by vines, tour the historic cellars, and enjoy five-course lunches paired with iconic Vino Nobile wines.
View to die for: Sweeping vineyard scenes in every direction, with Montepulciano’s terracotta skyline just visible on the horizon.
More Than Just a Stay
These vineyard stays offer more than just accommodation—they’re immersive experiences that connect you with Italy’s land, heritage, and flavor. Whether you dream of watching the sun rise over misty Langhe hills or dining under a pergola in a Sicilian vineyard by the sea, these estates blend the best of wine, design, and nature.
So, next time you’re planning a wine escape, don’t just settle for a tasting—stay in the vineyard and let the view be as intoxicating as the wine itself.
