Time was when staying in rural Tuscany meant either renting a villa or enduring a “luxury” castle experience with plumbing straight out of the Middle Ages. Thankfully, the Tuscan hotel scene has since received a serious glow-up. Starting with a few tentative steps in the 1990s, the best hotels in Tuscany now offer everything from chic boutique stays to full-blown resort villages nestled among cypress-studded hills.
The charm of Tuscany has drawn in all sorts—wine producers, fashion moguls, and even some far-flung dreamers who fell head over heels for the place. The result? A dazzling array of options for the discerning traveler. Whether you’re craving a quiet escape in a hilltop town or a grand retreat in the countryside, the best hotels in Tuscany are now setting the bar high. So pack your bags and get ready to experience the best hotels in Tuscany—where rustic meets refined, and every stay captures the true essence of this enchanting region.
Table of Contents
Best Hotels in Tuscany: From Castles to Chic—The Evolution of Enchanting Stays
La Roqqa: Porto Ercole’s New Gem Among the Best Hotels in Tuscany
It’s been a millennium (or so it feels) since a new hotel arrived in Porto Ercole, the oh-so-chic village on Monte Argentario’s rugged coastline. Enter La Roqqa, the latest contender vying for a spot among the best hotels in Tuscany. With its coral-orange façade clinging to a cliff and panoramic views of the Tyrrhenian Sea, La Roqqa is the modern alternative to the iconic Hotel Il Pellicano. Its 55 rooms and suites, bathed in sunlight thanks to floor-to-ceiling windows, boast sage green and Terra di Siena orange walls that perfectly complement crisp white linens. Designed by Milanese maestros Palomba Serafini, the interiors mix midcentury flair with ultramodern touches—like the dazzling white spiral staircase that greets you upon arrival.
On the rooftop, where Ferragamo-clad locals sip Negronis, you can gaze at the 16th-century Forte Stella while planning your next move. Will it be lounging at the Isolotto Beach Club, indulging in seafood at Scirocco, or cruising the coast on a Vespa? At La Roqqa, one of the best hotels in Tuscany, la dolce vita gets a contemporary twist, making it the must-visit for the next generation of Tuscan travelers.
Hotel Il Pellicano: A Star Among the Best Hotels in Tuscany
Perched on the cliffs of Porto Ercole, halfway between Florence and Rome, Hotel Il Pellicano is a glittering legend among the best hotels in Tuscany. Since 1979, this coastal gem has welcomed Hollywood royalty like Sophia Loren, and it’s easy to see why. The rooms are a masterclass in understated luxury—think crisp, bright spaces with ocean views, balconies, or terraces, and Carrera marble floors that are cooler than a Vespa ride along the coast.
But it’s not just the stunning rooms that make Il Pellicano one of the best hotels in Tuscany. The beach club is one of Italy’s finest oceanfront retreats, where you can sip spritzes and pretend you’re in a Fellini film. And let’s not forget the dining! Pelligrill, the more relaxed of the two restaurants, is a yacht crowd favorite, offering stunning poolside and ocean views—sunset anyone? Meanwhile, the 2023 Michelin-starred Restaurant Il Pellicano serves up dishes that are as creative as they are delicious, featuring everything from lobster to pigeon. So, whether you’re here for the views, the cuisine, or simply to soak up some Tuscan glamour, Hotel Il Pellicano is undeniably one of the best hotels in Tuscany.
Casa Iris: A Boutique Gem Among the Best Hotels in Tuscany
Nestled in the charming coastal town of Orbetello, Casa Iris is a boutique B&B that’s redefining luxury among the best hotels in Tuscany. Housed in a peach-colored palazzo on the main street, this 15th-century gem offers just three meticulously restored rooms, each an artful blend of history and modern comfort. The owners, who double as your personal concierges, went the extra mile by hiring a Sistine Chapel restorer to breathe new life into the historic frescoes that adorn the walls.
Every morning, guests are treated to a cozy breakfast in the communal kitchen, complete with homemade apricot jam that’s as sweet as the service. The rooms? Pure masterpieces, where layers of historic paint have been lovingly scraped into intricate designs. Whether you’re here for the history, the art, or the impeccable service, Casa Iris stands out as one of the best hotels in Tuscany for a truly personal and luxurious experience.
Rosewood Castiglion del Bosco: A Lavish Escape Among the Best Hotels in Tuscany
Nestled in the heart of Montalcino, Rosewood Castiglion del Bosco is a sprawling 5,000-acre estate that epitomizes luxury among the best hotels in Tuscany. This estate is home to 42 suites and 11 opulent villas, each dripping in Tuscan charm and equipped with private heated pools.
Some even boast wood-burning pizza ovens, home theaters, and tennis courts—because why not live like Tuscan royalty? The on-site Brunello di Montalcino winery is a must-visit, as is the 18-hole golf course, but the real allure might be the truffle-hunting excursions, where gourmet dreams come true. For those with a passion for cuisine, cooking classes provide a delicious dive into local flavors. Cap it all off with a day at the spa or a dip in the infinity pool overlooking the rolling hills. Rosewood Castiglion del Bosco isn’t just one of the best hotels in Tuscany; it’s a slice of heaven on earth.
Renaissance Tuscany Il Ciocco Resort & Spa: A Tuscan Treasure Just Outside Lucca
Nestled outside the walled medieval city of Lucca, Renaissance Tuscany Il Ciocco Resort & Spa is a prime contender among the best hotels in Tuscany. Set amidst 1,500 acres of lush green hills, this 180-room luxury haven boasts marble bathrooms, a top-notch spa, and a shimmering pool. With its perfect location, exploring historic Lucca or the charming town of Barga is a breeze. For adventure seekers, the region’s vineyards offer delightful wine tastings, while biking, hiking, and horseback riding are all on the agenda.
Guests can also enjoy cooking classes that turn Tuscan cuisine into an art form. Whether it’s a dreamy destination wedding or a peaceful retreat, Renaissance Tuscany Il Ciocco Resort & Spa delivers a blend of elegance and excitement that earns it a rightful spot among the best hotels in Tuscany.
Fontelunga Hotel & Villas: Where Tuscany’s Charm Meets Chic Serenity
Nestled in the historic city of Arezzo, Fontelunga Hotel & Villas is a standout among the best hotels in Tuscany. Imagine a marmalade-colored building surrounded by 200 olive trees, with views of the Val di Chiana that could make even the most seasoned traveler swoon. This hilltop retreat in Cortona is not just a hotel; it’s a Tuscan escape that feels like a well-kept secret—ideal for honeymooners, Italian adventure-seekers, and anyone yearning for a taste of la dolce vita.
Guests are treated to complimentary breakfast and bicycles, perfect for exploring nearby Chianti vineyards or hunting for that famous 15th-century fresco of Mary Magdalene. The pool bar and honesty bar add a splash of fun, while chef-hosted dinner parties on Tuesdays and Thursdays bring local flavors to life. For a little extra, private cooking lessons let you recreate the magic at home. Fontelunga is not just one of the best hotels in Tuscany; it’s a slice of Tuscan paradise with charm and whimsy to spare.
Relais Sant’Elena: A Tuscan Fairytale with a Modern Twist
Tucked between beach and forest in the charming town of Bibbona, Relais Sant’Elena is an undisputed contender among the best hotels in Tuscany. This 16-room boutique hotel offers a dreamy Tuscan experience wrapped in ivy, rose gardens, and rustic stone walls that look straight out of an Italian storybook. Inside, antique-filled rooms feature rain showers and views that scream “romantic getaway.”
Breakfast here isn’t just complimentary—it’s Instagram-worthy, with a spread that could make food bloggers weep. The on-site farm tour and olive oil tasting are the cherry on top, showing off Tuscany’s finest flavors. For those who dream of cooking like a local, book a class to master Tuscan classics like ribollita and tiramisu. Dine poolside or in the whimsical garden where dinner feels like a fairy tale.
Honeymooners and couples will feel right at home in this romantic haven, making Relais Sant’Elena not just one of the best hotels in Tuscany, but the epitome of Tuscan charm with a side of whimsy.
Cala del Porto: A Tuscan Escape Where Sea Meets Luxury
Nestled harbor-side in the charming town of Punta Ala, Cala del Porto stands tall among the best hotels in Tuscany, offering a splash of luxury in the Tuscan sea breeze. This resort is not just another pretty face—though its stunning turquoise harbors might suggest otherwise. With five-star service, in-room balconies, and four gourmet restaurants, it’s a place where the only thing more dazzling than the view is the level of indulgence.
From hands-on winemaking to private yacht tours, Cala del Porto delivers the quintessential Tuscan experience with flair. Book a cycling tour through the Maremma, sip wine on the beach, or explore the archipelago’s islands—because why settle for less when you can have the best of Tuscany’s coast and countryside?
Hotel Adler Thermae: Soaking Up the Best of Tuscany’s Thermal Wonders
If soaking in hot springs is on the bucket list, Hotel Adler Thermae is undeniably among the best hotels in Tuscany to tick that box. Nestled in the thermal hotspot of Bagno Vignoni, this resort turns the art of relaxation into an Olympic sport. Imagine thermal swimming pools, steamy grottoes, and sauna sessions so indulgent they should come with a “handle with care” label.
But that’s not all—Hotel Adler Thermae also flaunts a glass-roofed restaurant where diners can savor exquisite Tuscan wines while gazing at the stars. With in-room terraces and a holistic spa that could make a yoga guru weep with joy, this place is basically Tuscany’s answer to paradise.
For those on the hunt for the best hotels in Tuscany, Hotel Adler Thermae offers a tantalizing blend of thermal luxury and Tuscan charm that’s hard to beat.
Castello di Casole: Tuscany’s Fairytale Castle You Didn’t Know You Needed
Belmond worked its magic again when it added Castello di Casole to its glamorous lineup of Italian hideaways. Perched on a hill west of Siena, this 4,200-acre estate—complete with a 10th-century castle—offers the kind of sunset views that’ll have you questioning if Tuscany is actually heaven. Picture yourself lounging by the infinity pool, watching cypress-studded hills stretch into the amber distance. It’s no wonder Castello di Casole is ranked among the Best Hotels in Tuscany.
Once a playground for the brother of legendary director Luchino Visconti, this historic estate got a glow-up, Belmond-style. The castle now flaunts 39 guest rooms, a cocktail bar, and a restaurant with an all-weather terrace—finally making the most of those jaw-dropping vistas. Of course, they kept what was already good, like Chef Daniele Sera at the helm of Tosca, crafting those Italian classics we all dream about (because who doesn’t love a good spaghetti al pomodoro?).
And if stargazing while lying down sounds like your style, the garden amphitheater’s got you covered. Or simply sip the finest cocktails at Bar Visconti—the chicest corner in one of the Best Hotels in Tuscany.
Castello Di Vicarello: Tuscany’s Best-Kept Castle Secret with a Modern Twist
When Castello di Vicarello opened in 2003, it set the standard for stylish getaways and quickly earned its spot among the Best Hotels in Tuscany. Imagine an ancient medieval castle perched atop a rocky hill, overlooking the serene Tuscan countryside, with the sea shimmering in the distance. Sounds like something out of a dream, right? Well, the surprise doesn’t stop there. Co-owner Aurora Baccheschi Berti, with her globe-trotting vibes, ditched the usual Tuscan antiques and gave the place a chic, Asian-inspired makeover.
Back in the day, staying at Vicarello was like crashing an aristocrat’s house party. Fun, yes, but maybe not for everyone. Fast forward to today, and with sons Neri and Brando running the show, the vibe is more inclusive, without losing an ounce of its charm. They’ve added two extra suites, including a quirky spa suite (hello, hammam and sauna), bringing the total to nine.
Now boasting a refined yet relaxed feel, Castello di Vicarello shines even brighter as one of the Best Hotels in Tuscany. From truffle hunting to wine tasting, the terroir-based menu, organic ingredients, and panoramic terrace will leave you craving more of this slice of Tuscan heaven.
Borgo San Felice: Tuscany’s Rustic Gem Gets a Chic Upgrade
When farmworker cottages turn into luxury Relais & Châteaux resorts, you know you’re in Tuscany. Borgo San Felice, nestled in the heart of the Chianti Classico region, has undergone a three-year transformation, and it’s primed to snag its spot among the Best Hotels in Tuscany. With 11 new rooms, a total of 60, and a decor makeover by ArchFlorence, this former estate village now marries medieval charm with a modern twist – and let’s just say, it’s a match made in heaven.
The real clincher? The spa, set in a former olive mill, might make you wonder if you’ve time-traveled into pure relaxation. On this still-working wine estate, you’ll find grapes being carted through the main piazza while Borgo’s eco-social mission connects young local farmers with retired pros. The on-site dining is no less impressive, featuring the Michelin-starred Poggio Rosso, where young chef Juan Quintero elevates Tuscan classics with dishes like risotto with wild boar.
Add to that one of Italy’s finest general managers, Danilo Guerrini, formerly of Il Pellicano, and you’ve got service levels worthy of the Best Hotels in Tuscany title. Consider it rustic luxury, reimagined.
Borgo San Vincenzo: Where Wine Flows and Good Vibes Grow
Who needs just a hotel when you can have an entire Tuscan wine village at your feet? Since its 2022 debut, Borgo San Vincenzo has been turning heads and filling glasses with a blend of vintage charm and modern luxury. Tucked into the winemaking wonderland of Montepulciano, this boutique gem is the perfect launchpad for vino lovers and Tuscan dreamers alike. With only 21 rooms – from cozy studios to sprawling suites in 18th-century villas – it’s intimate enough to feel like a VIP hideaway, but spacious enough for that epic family reunion (or wedding) you’ve been planning.
Want to chill? Sip craft cocktails at the Flying Monk Bar, dive into the pool, or gather ’round the fire pit as you gaze over vineyards straight out of a painting. Feeling adventurous? Borrow a bike and pedal your way through the picturesque hills, then reward yourself with a spot at the monthly Winemakers’ Dinner or weekly Tuscan BBQ. Because, let’s face it, nothing says “I’m living my best life” like Tuscan wine paired with a killer sunset.
With a staff that treats you like family and wine programs that elevate your grape game, Borgo San Vincenzo isn’t just a place to stay—it’s where you’ll want to stay forever.
