Situated within the breathtaking 5,000-acre expanse of Val d’Orcia, a UNESCO World Heritage Site, the oldest and best-preserved estates in Tuscany, lies the renowned Rosewood Castiglion del Bosco. Infused with breathtaking natural beauty, and Italian heritage, in the realm of luxury accommodations, Rosewood Castiglion del Bosco reigns supreme among the best luxury hotels in Tuscany.

What was once a quaint village (Borgo) has now been transformed into a haven with 42 suites that exude a rich sense of authenticity, with heritage features, antique furnishings, local textiles and artisanal accessories. In addition, 11 luxury Tuscan villas dot the landscape, each created from restored 17th and 18th century Tuscan farmhouses. These villas feature heated pools, terraces, pergolas, and garden, all framed by the unmatched natural beauty of the Tuscan countryside.

Located within the Borgo, the estate’s main pool look out to the hilltop town of Montalcino. During the summer, a colourful field of lavender graces the pool’s panoramic edge. Rosewood Castiglion del Bosco offers the perfect immersion into the world of Tuscan wine with vineyards located within the estate and along the coast. The on-site winery hosts an array of wine-tasting seminars, the hotel is also recognized as a culinary gem, boasts two exceptional restaurants, an organic kitchen garden, and a cooking school.

Among the luxury hotels in Tuscany, Toscana Resort Castelfalfi truly shines. Nestled within the ancient stone-walled Borgo (village) located just a stone’s throw from San Gimignano, with roots tracing back to Etruscan times, Toscana Resort Castelfalfi is a medieval gem that epitomizes slow living. The Estate of Castelfalfi is located in a natural paradise of 1,100 hectares: 25 hectares of vineyards, 10,000 olive trees and woods dotted with small lakes, in perfect harmony with the surrounding landscape.

Featuring rooms and suites in 2 distinct buildings, the modern building and a historic tobacco warehouse, offering a perfect stay between tradition and innovation. Built in the early 1900s, the historic building now houses traditional rooms, perfect for lovers of Tuscan style, here the history of Castelfalfi can still be felt to this day. The majestic Tuscan hills surrounding the resort provide a truly unique setting that boast an eternal beauty that’s ever-changing with the passing of the seasons.

For those seeking a touch more seclusion or planning a family holiday, a collection of charming farmhouses slightly further afield can be rented. When it comes to activities, Castelfalfi offers an unparalleled array: the estate is home to a fully operational olive oil mill, winery, and apiary, golf club, the organic agricultural estate.

Situated in the world-famous Chianti wine region, COMO Castello Del Nero is nestled in the rolling hills of Tuscany, occupying a historic 740-acre estate. A converted 12th century castle with Renaissance frescoes and new interiors by Milanese designer, Paola Navone, stands out among the most luxurious hotels in Tuscany.

Featuring 50 rooms and suites with pared-back, cool-toned interiors by Paola Navone. These understated touches are juxtaposed with Renaissance wall frescoes and soft terracotta floors, high ceilings, soft furnishings and sunlight spilling through windows creating rooms that reflect their history alongside the earthen beauty of the surrounding hills. The secluded Villa San Luigi embodies Tuscan luxury, a modern farmhouse located 25 minutes walks from the resort boast its own private check-in experience, infinity pool, panoramic views and five bedrooms.

There are three dining venues at COMO Castello Del Nero: Michelin-starred La Torre, casual La Taverna, and the ‘al fresco’ Pavilion. Explore the nearby vineyards, olive groves, and truffle-rich forests, the resort’s exceptional location ensures a wealth of outdoor adventures. In addition, COMO Shambhala Retreat is an elegant, cocooning sanctuary of wellness with views of the surrounding Tuscan hillsides with an 25-metre heated outdoor pool.

Situated in the heart of Tuscany, Relais Borgo Santo Pietro was once a healing stopover for medieval pilgrims. Today it continues to be one of the best luxury hotels in Tuscany. The 800-year-old luxury farmhouse hotel has a feel of home, the guided philosophy here revolves around complete relaxation, with worn leather armchairs around open fires, fresh flower arrangements from the gardens, and a brick wine cellar with boutique labels.

Surrounded by 300-acres of organic farm, vineyards and 13-acre beautifully manicured gardens. Housing 22 rooms and suites that are individually styled, inspired by the villa’s rich history, feature bespoke details executed by local craftsmen and in-house artisans using traditional techniques. Rooms offer intimacy and seclusion with light-filled, airy interiors opening onto Mediterranean courtyards or leafy private terraces with outdoor fireplaces, private pools, lounge areas, and gardens.

 Each day the farmers collect milk from Borgo’s sheep which is then transformed into artisan cheese and yogurt at the on-site dairy. The farm includes free-range chickens, honey bees, alpacas and extensive vineyards and supplies both the inspiration and ingredients for its Michelin-starred Restaurant, as well as Trattoria Sull’Albero. Borgo Santo Pietro also have a wealth of activities to choose from, including bicycle rentals, horseback riding, on-site table tennis, and a 7-a-side football pitch, all set against the backdrop of the breathtaking countryside.

Carlo and Aurora Baccheschi Berti began the journey of restoring a 900-year-old castle surrounded by 40 hectares (400,000 square meters) of organic vineyards, olive groves, and farmland 25 years ago. Today, Castello di Vicarello is amongst one of the best luxury hotels in Tuscany surrounded by award-winning, homeopathically fertilized vineyards.

The entire property has remained organic since the beginning, offering a tranquil sanctuary where time slows down. Featuring 9 suites which are sensitively restored and elegantly decorated. Each suite is brimming with its own unique charm and personality, they also feature original stone and brick walls, a tasteful mélange of antique and modern furniture, and an oriental touch stemming from the Baccheschi Berti family’s years spent in Indonesia.

Immerse in the natural rhythms of Tuscan life as experiences are tailored to the seasons with an emphasis on nature, food, wine, and wellbeing. With rows of olive trees, six hectares of vineyards, producing the hotel’s signature wine and olive oil, two inviting infinity pools, and a small spa complete with an outdoor deck and hot tub, wine tasting, culinary masterclass with the talented Aurora there is no shortage of indulgence.

Nestled among the picturesque hills of Siena, Fonteverde in San Casciano Dei is a palace born from a Renaissance-era portico, right on a mineral spring. Constructed in the 17th century as a one of the Medici villas, it was commissioned by Grand Duke Ferdinando I de’ Medici and lies in the heart of the Val d’Orcia, amid rolling hills, cypress woods and small churches.

Experience unparalleled luxury at Fonteverde, one the best hotels in Tuscany. Arrive in style as Fonteverde boasts its own helipad and offers 63 rooms with 11 junior suites and 4 master suites. The rooms have been completely renovated while maintaining the refined Renaissance taste.

Best known for its thermal spas, with waters rich in fluorine, magnesium, and sulfur, enjoy the theraputic properties of the water in the stunning infinity pool with panoramic garden views, a fully-equipped wellness center, three outdoor pools, and an indoor pool for the cooler seasons. The Bioaquam pool, in particular, takes you from inside the room, with its glass window, to the outside overlooking the panoramic landscape of the Val d’Orcia.

Nestled in the picturesque town of San Giuliano Terme, Bagni Di Pisa is surrounded by the breathtaking Pisan Mountains and cradled within the valley carved out by the Arno and Serchio rivers. This region is renowned for its thermal springs and boasts a millennia-old history. The origins of this hotel can be traced back to 1743 when it was chosen by the Grand Duke of Tuscany as his seasonal residence, specifically to relish the soothing spa waters.

For an indulgent experience, Bagni Di Pisa is amongst the best hotels in Tuscany. The highlight undoubtedly lies in its spa, which harnesses the restorative power of naturally warm mineral-rich water. The spa’s amenities are thoughtfully divided between two distinct areas, encompassing an outdoor pool available year-round, a tranquil floating pool, the cave – where a tub carved into the rock fills with water from the thermal spring that falls from a small waterfall, along with a range of other amenities.

The ancient Lorraine palace houses 61 rooms, including 11 junior suites and 9 suites, where classic 18th century architecture combines with the most modern comforts. The rooms range from Comfort, simple but welcoming, to elegant Suites with original 18th century vaults frescoed in pastel colours, with parquet mezzanines, marble, grit and Tuscan terracotta floors, while the windows overlook the Tuscan panorama, up to the Leaning Tower.

One of the most iconic Italian destinations for more than 50 years and regarded as one of the world’s most photogenic hotels, Hotel Il Pellicano holds a distinguished position among the crème de la crème of hotels in Tuscany. Nestled in a pristine cove on lush, unspoiled Monte Argentario, Kissed by the Tuscan sun and surrounded by the pristine blue Tyrrhenian Sea, Hotel Il Pellicano is a timeless Mediterranean hideaway that embodies the essence of the Italian dolce vita.

Originally acquired by a British ex-pilot and an American socialite in the 1960s, who sought to fashion it into their private romantic sanctuary, this property later underwent a remarkable transformation into a hotel. Designer Marie Louise Scio has revamped the rooms while preserving the timeless sense of its surroundings.

To this day, Hotel Il Pellicano maintains an aura of intimacy, featuring a modest 50 rooms and suites, many of which boast private terraces with offering breathtaking views of the sea, for an extra touch of luxury opt for the Argentario Suite which features its own private pool. What sets Hotel Il Pellicano apart is its exceptional culinary experience. The property proudly hosts a Michelin-starred restaurant, featuring dishes from land and sea, the menu is innovative, ever-evolving.

Borgo Pignano is the ideal countryside retreat in Tuscany, surrounded by 750 acres of organic farmland, including olive groves, vineyards, fields, and woodlands. The estate’s grounds are nothing short of splendid, with a central 18th-century villa serving as the crowning jewel. The estate’s 14 rooms and suites are surrounded by gardens overlooking pristine landscapes of Tuscany that Renaissance artists such as Filippo Brunelleschi and Piero della Francesca, would still recognize. Perched on a hilltop, the villa’s rooms offer gorgeous views and ravishing sunsets.

The Maisonettes have been fashioned from the buildings near the main villa, while the six villas feature their own heated swimming pool and comes with an electric buggy to get around the property, all meticulously managed to create an ambiance where you’ll feel as though you practically own the entire estate.

La Canonica, the Priest’s house, nestles alongside the church of San Bartolomeo, this house dates from the 13th century and is an architecturally significant building a few steps across the courtyard from the villa. Almost every room and wall in Borgo Pignano holds a painting or drawing made by artists with a connection to Tuscany or Borgo Pignano itself. The highlight however is Borgo Pignano’s heated infinity pool which is nestled on the slope of a hill beneath the villa, carved from the shell of an ancient limestone quarry, with views over the Tuscan countryside. There is plenty to book you.

Located within the Reschio Estate, Castello Di Reschio is a 1000-year-old Italian castle has been renovated into a luxury hotel surrounded by 1500 acres of hectares of wild nature. For a taste of luxury, Castello Di Reschio is among the best hotels in Tuscany and truly embodies the essence of a picturesque Umbria.

Featuring 36 rooms located inside the castle, the rooms, and suites contained within these ancient castle walls are imbued with personality and panache, thanks to our organic approach to contemporary design coupled with a discerning nod to the intriguing characters who once called this home. 7 magnificent houses are scattered around the wild expanse of Reschio once in ruins but now carefully and meticulously restored. Each house is truly unique, sitting amongst the charming hills with undisturbed views of the pristine estate.  The 2-bed Tower Suite is a particular highlight, the most ancient part of the castle, built in 900AD, spreads over five floors with a spectacular terrace.

Within the expansive estate, you’ll discover Reschio is home to some of the world’s most skilled dressage horses. Castello Di Reschio culinary offering is sustainable, with the hotel championing a fully farm-to-fork ethos. The castle’s ancient wine cellar has been converted into a bathhouse with a roman-styled bath, sauna, and treatment room. Located just outside the castle walls is the outdoor swimming pool. Read more here. 

Nestled in the heart of the Tuscan Maremma, La Pescaia is a sprawling 370-acre farm estate loacted at the base of the hills that mark the horizon between Roccastrada and Castiglione della Pescaia. This 19th-century Villa-Farm is a paradise protected by over six thousand ancient olive trees, pristine forests.

 Anchored at its heart is a grand villa-farmhouse that sisters of Milanese origin – Beatrice and Margherita Ramella, together with their husbands Gonzalo and Mariano have brought back to life, through a conservative restoration. With only 14 rooms and 2 apartments, with elegant “family” interiors, a spectacular swimming pool created from the ancient “pescaia” pools and its well-kept gardens on which the centuries-old cedar stands out in the middle of the farmyard courtyard.

La Pescaia is a standout choice among the top hotels in Tuscany. Thanks to its inviting ‘home away from home’ ambience, suspended in time and farthest from daily pressure. Televisions have been deliberately omitted, encouraging guests to embrace the serene tranquility of this pastoral haven. A “home” restaurant offers local recipes and dishes prepared with organic vegetables from the garden and products of the highest quality, served “al fresco” under the pergola of the large terrace or in the halls of the villa.