Boutiquehotels in der Toskana Castiglion del Bosco
© Rosewood Hotels & Resorts

Unique: these are the most beautiful boutique hotels in Tuscany

Rolling hills, cypresses, olive groves and lots of space: Tuscany is one of the most scenic regions in Italy. Wonderful boutique hotels give the last push to send it to the top of the bucket list.

9 August 2021

Tuscany is synonymous with a relaxed lifestyle, Italian dolce far niente, great food and enchanting cities such as Florence, Siena and Pisa. It's no wonder that the region on Italy's northeast coast is one of the most popular destinations in Europe. Numerous beautiful boutique hotels in Tuscany invite you to experience the cultural landscape with all your senses.

Rosewood Castiglion del Bosco

53024 Castiglion del Bosco Province of Siena, Italy
Tel.: +39 0577 191 3001

The unique estate was founded by Massimo and Chiara Ferragamo. It overlooks the UNESCO-protected Val d'Orcia Nature Park and the town of Montalcino, in the middle of the world-famous Brunello di Montalcino wine region. Just recently, 19 newly landscaped views joined the property. A heated infinity pool, exquisite furnishings with antique artwork and furniture, and the outstanding Osteria La Canonica restaurant complete the property. In the Osteria, which brings the charm of typical Tuscan trattorias to life, chef Mattero Temperini serves authentic local cuisine. The 2000-hectare estate includes castle ruins steeped in history, a historic village that is now the heart of the resort, and a medieval church.

Tuscan elegance meets the serene atmosphere of a village. © Rosewood Hotels & Resorts

Castello di Vicarello

Via Vicarello, 1, 58044 Poggi del Sasso GR, Italy
Tel.: +39 0564 990718

Although this beautiful boutique hotel in Tuscany first opened its doors around 15 years ago, it is still one of the region's insider tips. Beautiful gardens, fragrant roses and a view of the sea in the distance characterize the property. Situated between Rome and Florence, it is surrounded by 40 hectares of vineyards and olive groves. Nine suites, each with its own unique character, are available to travellers. The decor of the rooms is Balinese-inspired - a tribute to the Baccheschi family, who lived in Indonesia for many years and in the 1970s discovered the property where they eventually opened their hotel. An infinity pool, a pool in the olive grove, a varied activities programme with yoga and fitness sessions, a wellness offer and up to 900-year-old family recipes in the restaurant also speak for the Castello di Vicarello. 


The original estate and castle were built more than 900 years ago. © Castello di Vicarello

Borgo Santo Pietro

110, Loc, Località Palazzetto, 110, 53012 Palazzetto SI, Italy
Tel.: +39 0577 751222

Originally, the 13th century Tuscan villa was intended as a wedding gift. Claus Thottrup wanted to give the property, complete with a farm and a bakery, to his wife Jeanette. But then they transformed the Borgo Santo Pietro in Palazzetto into a dreamy hideaway. Vines cover archways; fish swim in the koi pond, while the sound of tennis balls being hit drifts from the courts. Fields stretch behind the main house, and the estate's vegetable garden provides the ingredients for the hotel and La Bottega del Buon Caffè, the owner's Michelin restaurant in Florence. Time seems to stand still here. Everyday life? Far away. Relaxing by the pool, breakfast on the terrace and live music at the Poolside Treehouse Bar are just some of the highlights at Borgo Santo Pietro.

Bocce, movie nights under the stars and a spa provide additional diversion. © Borgo Santo Pietro

Villa Cora

Viale Machiavelli, 18, 50125 Firenze FI, Italy
Tel.: +39 055 228790

Set in a centuries-old park with outstanding views of the Boboli Gardens, Villa Cora is located on a hill just outside Florence. The late 19th century aristocratic residence reflects the architectural style of the period. Eclectic décor with artistic touches, royal guests such as Princess Eugenia, wife of Napoleon III, Tchaikovsky and excellent service have earned Villa Cora a reputation as the cosmopolitan symbol of Florence. Beautiful gardens, a pool, spa and sumptuous suites are also offered by the Leading Hotels of the World .

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Hotel Lupaia

Località Lupaia, 74, 53049 Torrita di Siena SI, Italy
Tel.: +39 0577 191 7066

The historic estate that now houses Hotel Lupaia is located in the rolling hills of Tuscany, between Montepulciano and Pienza. Popular destinations such as Siena, Arezzo, Florence and Perugia are not far away, provided that one wants to leave the hotel at all. There is not much reason to. After all, the property, which was completely abandoned for over 40 years, offers wonderful rooms and suites. The restaurant with its open kitchen provides culinary highlights. Also here, fruits, vegetables and herbs come from the hotel's own garden. The pool invites you to relax with a beautiful view of the surrounding hills. You can also explore them on a bike tour, during a truffle hunt or on an excursion to the traditional wineries in the area.

12 rooms and suites offer guests stylish accommodation. © Hotel Lupaia


Via di Mezzo, 53047 Castiglioncello del Trinoro SI, Italy
Tel: +1 866-644-0787

Once upon a time there was an abandoned village called Castiglioncello del Trinoro. It dated back to the 12th century and had fallen into disrepair. But then the American lawyer Michael Cioffi came, fell in love with the place and turned it into one of the most beautiful boutique hotels in Tuscany. With great attention to detail and the help of interior designer Ilaria Miani, he awoke the village from its slumber. Today Monteverdi consists of a small hotel and three villas. Modern art can be found at every corner, while an infinity pool and a lavender garden invite you to relax. Only ten rooms are available. But these have it all. Stone walls, small windows and wooden beams ensure a typical Tuscan flair.


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Castello di Casole, A Belmond Hotel

Località Querceto, 53031 Casole d'Elsa SI, Italy
Tel.: +39 0577 961501

You can't tell that this beautiful castle is almost 1000 years old. No wonder the famous Italian filmmaker Luchino Visconti bought it in the 1960s. Then, Hollywood stars came and went. After an extensive renovation, the 1.600 hectare estate shines in new splendour. Three restaurants, 41 rooms and suites with the finest Carrara marble in the bathrooms, villas with their own pool and a wonderful spa are included. Excellent local wines and breathtaking views of the sunset in the valley are further reasons why the Castello di Casole should not be missing from the list of the most beautiful boutique hotels in Tuscany.

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Castel Monastero

Loc. Monastero d'Ombrone 19, 53019 Castelnuovo Berardenga, SI, Italy
Tel.: +39 0577 570570

The tranquillity that Castel Monastero exudes is no coincidence. After all, the venerable walls housed a monastery in the 11th century. Later it became a castle and a country residence for the nobility. Today, the property is a member of the prestigious Leading Hotels of the World. As such, it offers guests 74 rooms and suites and a detached villa. Many of the accommodations are still laid out around the central courtyard. Terracotta floors, muted colours and wooden beams define the interior. In addition to two excellent restaurants, the spa also shines with grandeur and excellence. Floating in the saltwater pool is particularly popular, adding to the Tuscan lightness of being.

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Borgo Pignano

Localita' Pignano, 6, 56048 Volterra PI, Italy
Tel.: +39 0588 35032

Over 300 hectares of the finest organic farmland surround Borgo Pignano. They are already an indication of what awaits you as a guest: bird songs, colorful butterflies, lavender fields and lush nature. The biodynamic hideaway only has 14 rooms, some smaller cottages and a farmhouse for 20 guests. As a result, you almost always feel like you're the only one on the entire property. Everything on the restaurant menu comes directly from Borgo Pignano. From the free-range pigs to the chickens, vegetables and fruit. There is even a bakery that grinds and uses flour from its own wheat cultivation. It is therefore not surprising that the boutique hotel of billionaire Luciano Lusardi - known from Borgo Egnazia and Verdura - is a founding member of Beyond Green. The association of hotels has set itself the goal of making hotel stays as sustainable as possible.

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Ottantotto Firenze

Via dei Serragli, 88, 50124 Firenze FI, Italy
Tel.: +39 055 068 3669

Located in the heart of the Oltrarno district, the Ottantotto is the quintessential boutique hotel in Tuscany. It is housed in a historic building at the end of a narrow street. The urban hideaway offers just seven rooms. A small garden with shady trees, a library and a self-service bar make the charming hotel even more magical. Formerly a bakery, owner and also architect Fabrizia Scassellati has breathed new life into the townhouse. Original details are still preserved everywhere. Antiques can be found here as well as colourful striped fabrics. The suite on the top floor has its own terrace.

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Casa Iris

Corso Italia, 3, 58015 Orbetello GR, Italy

It's not the luxury that draws guests to Casa Iris. Rather, it's the heart and story behind the small bed & breakfast in Orbetello. It has just three rooms, which Italian-American couple James Valeri and Matthew Adams, with the help of Maria Rosaria Basileo, have transformed into a chic hideaway. While Valeri is known as a fashion designer and Adams was formerly a restaurant chef, Basileo is no stranger to her field either. She and her team had previously worked on the restoration of the Sistine Chapel and the Villa Borghese. An 18th-century mural, a 17th-century washbasin, and many original details from the Valeri family estate make Casa Iris such a special place.

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