From medieval farmhouses to converted 15th-century fortresses, we enjoyed putting together our list of idyllic Tuscan experiences in one of Italy’s most beautiful, historic, and with its wine and fabled cuisine, of Italy’s tastiest regions. Tuscany is known for its beautiful landscapes, its history and artistic legacy, as well as its influence on high culture — it is considered the birthplace of the Italian Renaissance. Dotted with historic castles and 5-star villa hotels, romantic villages and exquisite vineyards, it is perfect for a romantic honeymoon, a boutique holiday, or a gastro-tour. Be prepared to be delighted with our selection of one-off experiences and boutique adventures.
Due to the current Covid-19 pandemic, please check local regulations before booking.
“A superbly run Belmond property with impeccable rooms and stunning views at the top of a hill.”
A boutique hotel in Tuscany, once built as a castle in the 10th century on 4,200 acres of hilly grounds, the Castello di Casole offers breathtaking views from each of its rooms over avenues of cypress trees and the expanse of the beautiful Tuscan countryside. Some rooms are in separate stone farmhouses with original paintings and wood-beamed ceilings. The infinity pool, a spa in the former wine cellar, and the restaurant Tosca, which serves hearty Tuscan classics as well as regional wines – highly intrigued us.Check availability
“Splendid hotel, which is above and beyond any expectations and invites you to go trekking through the magnificent Tuscan hills.”
Once owned by the all-powerful Medici family, the Toscana Resort Castelfalfi is located in the heart of Tuscany on a 2,700-acre estate. With a series of individual stone farmhouses available for rent, the five-star resort with rooms overlooking the valley, a 27-hole golf course (the largest in Tuscany), an excellent restaurant, and an 11,000-square-meter spa with its own organic sauna, hammam, and salt and ice cave, the Toscana Resort Castelfalfi leaves none of our needs unanswered.Check availability
Located on a hilltop overlooking the entire Val d'Orcia, this place invites you to stare into a heaven of olive trees and vineyards, which produce the famous wine Brunello of Montalcino.
Once a military fortress, the original watchtower and the main loggia today house the rooms of the boutique Castello di Velona. Transformed into a home in the 15th century by a noble family, today unique frescoes, priceless art and original furniture occupy rooms of vaulted oak-beamed ceilings, terra-cotta tile floors and decorative fireplaces. All rooms offer views of the Val d'Orcia. The spa’s two pools are fed by mineral water, while their Turkish bath and sauna’s treatments use local grapes and olive oil. Be sure to sample the wine from Castello di Velona’s own winery.Check availability
“A dream come true: Stunning beachfront and breathtaking sunsets guarantee a calm and peaceful stay in a luxurious ambient.”
The Hotel Il Pellicano has hosted such notables as Jackie Kennedy Onassis in its cliffside hideaway overlooking the Mediterranean, and it still exudes old-world charm. Guest rooms overlook the hotel's saltwater pool and private beach, which are located between the main house and detached villas. With terra-cotta floors and beamed ceilings, the Hotel Il Pellicano is distinctively rustic and rural. After exploring the nearby Spanish fortress, a stop at the Michelin-starred restaurant is a must. High-priced? Yes. Recommended? Highly.Check availability
“Immaculate and spacious suites with every imaginable amenity make every guest feel like they are in a small village all to themselves.”
This Tuscan estate is owned by the Ferragamo fashion family, and the Rosewood hoteliers have transformed it into one of Tuscany's most beautiful establishments. Opulent rooms and villas boast four-poster beds and antiques, while the wider Castiglion del Bosco’s grounds host an infinity pool, a cooking school that teaches the real Cucina Italiana using ingredients from its own vegetable garden, a Gothic chapel, an 18-hole golf course, and even Etruscan ruins that date back to 600 B.C. Of course, this is pure luxury.Check availability
“A dream place to unplug from the outside world, where you can spend wonderful days in the Chianti plains.”
In a 12th-century Tuscan Castello in the heart of Chianti wine country, COMO's first hotel in Italy has opened. Quiet and elegant rooms and a COMO Shambhala Retreat pamper guests. However, this is Tuscany, one of the greatest regions in the world for food, and the Castello Del Nero doesn’t disappoint. Three restaurants are located on the ground including the Michelin-starred La Torre, which draws its ingredients from its own vegetable garden, vineyard, olive groves and beehives. The location changes, too, alternating between the former stables and the garden terrace depending on the season.Check availability
“A place beyond words – perfect for a break away from hectic city life. Due to its exceptional surroundings, its a great setting to relax and go soul searching.”
Indulgence was practically invented in this all-inclusive wellness retreat. Tantalizing menus of excellent food and the best wines are served in the beautiful scenery while the comprehensive spa offers Ayurvedic treatments, thermal water rituals and couples massages. We also enjoyed the indoor and outdoor thermal pools and the steam room. Meanwhile, the surrounding area ensnares its guests with relaxing and interesting day trips to nearby wineries in Chianti or Montepulciano. You can’t help but enjoy yourself.Check availability
“This truly beautiful and well-maintained property, surrounded by nature, has the ability to enhance any stay.”
On a hill with distant views of the Tuscan countryside and nestled in 750 hectares of grounds lies Borgo Pignano — a centuries-old villa converted into a boho-style country house hotel. In addition to the mesmerizing saltwater infinity pool, guests are offered the stables and gardens to linger, explore, and find adventure: practice yoga, play bocce, or horseback ride. The Borgo Pignano’s rooms offer us an intimate feeling that shines with Italian period furniture and original frescoes.Check availability
“The establishment, placed in a great location for visiting other beautiful towns and sights in the area, offers their guests fantastic highlights during the stay, such as cooking classes at their townhouse.”
This idyllic hilltop Tuscan village was rebuilt into a utopian Renaissance town by Pope Pius II in the 15th century and provided the backdrop for the film The English Patient. The adjoining former monastery is now a stylish boutique hotel with exposed stone walls, archways, and barrel vaults that provide space for leather club chairs, orange desks, and custom platform beds. There's an extensive library, a bar, and a vintage vinyl collection that will turn any guest, like us, into a DJ, as well as a terrace restaurant serving excellent seasonal dishes.Check availability
“Situated near Siena, the resort with a holistic spa, cooking school, Michelin-starred restaurant, organic farm, vineyards, and beautifully manicured gardens make any stay an unforgettable memory.”
Detox and deceleration await guests at this charming resort nestled in a 13th-century stone villa in the hills of Tuscany. The Casa dell'Unicorno, a luxurious private villa with thick velvet curtains and dripping chandeliers, glows in neutral tones from beige to pale blue. A soak in one of the standing claw-foot bathtubs; getting cosy by the blazing fireplace in the winter months; summer walks through the fragrant Mediterranean gardens with sparkling wine in hand—whatever you choose, the guiding principle at the Casa dell’Unicorno is pure relaxation.Check availability