63 Best Hotels in Tuscany, Italy

This 11th-century monastery has been transformed into a luxurious hotel with, among other things, a large spa, indoor and outdoor pools, two restaurants (Cantina, serving traditional Tuscan food, and the more upscale Contrada), and expansive guest rooms featuring beamed ceilings and wallpaper showing local landscapes. There are also tennis courts and an open-air gym.

Pope Alexander VII of the famed Sienese Chigi family gave this palace to his niece as a wedding present in 1600, and, through the centuries, it has been a private home as well as a grand hotel—one that exudes elegance from its stately pillared entrance to its crisp-linen sheets. Some guest rooms take in panoramic views, whereas others have 18th-century frescoes and massive chandeliers. The excellent staff is reason enough to consider a stay here.

This centuries-old villa has old-fashioned guest rooms that are lovingly decorated with antique quilts and handmade wooden furnishings yet are also equipped with modern appliances. The owners are authorities on the surrounding area and happily draw maps and suggest wine-tasting and touring routes. Follow signs for San Marcellino Monti to get here.

Spread across five buildings, this elegant lodging used to be a small medieval town, but now it's given over to luxury, which is immediately apparent upon entering the reception area—white walls, high vaulted ceilings, and furniture covered in exquisite chintz prints mingle with tasteful etchings and watercolors. Rooms have tile floors, spacious bathrooms, and windows that open out onto peace and tranquillity. The Michelin-starred restaurant, Il Poggio Rosso, serves Latin-influenced Italian cuisine.

Enchantment reigns at this tiny 13th-century countryside hamlet, part of the fiefdom of the aristocratic Florentine Guicciardini family and reinvented by the modern Count Roberto Guicciardini. A castle, church, and cobbled streets set the stage. Guest rooms vary in style; high wood-beam ceilings, terra-cotta floors, and modern bathrooms are the rule throughout. Apartments sleep as many as eight people and have as many as two baths.

Consisting of a former convent (dating from the 1300s) and a Romanesque church, this rustic yet elegant lodging has rooms with canopy beds, chiseled-stone fireplaces, and massage-jet tubs (in suites). Windows look out on the hills, woods, and vineyards. Dine by candlelight in the courtyard on sophisticated classics—carrè di agnello in crosta di noce (walnut-coated rack of lamb), for example—at the first-class restaurant.

The pale yellow exterior only hints at the elegance inside this hotel created by joining two Liberty villas dating from 1899 and 1902. Refined furnishings include gem-color fabrics and dark wood. Many rooms have balconies that face the sea or the mountains, and all of them have comfortable beds with linen sheets and copious pillows. Though beach privileges come at an extra price, the pool is so pretty that going to the beach may seem irrelevant. Half- and full board are available, and a seven-night stay is mandatory.

After serving as a Franciscan convent and then the residence of the noble Strozzi family, the Collegiata has been converted into a fine hotel, with no expense spared in the process. Arched, multipane windows look out on the surrounding park. All the guest rooms (some with private balconies) are furnished with a mix of wood and upholstered antiques in warm browns and reds and precious tapestries. Bathrooms have large whirlpool baths. A summer restaurant occupies the deconsecrated church.

The location has been described as "heaven on earth," and a stay at this elegant Ferragamo estate—situated near a medieval village and with accommodations that include a 10-bedroom villa (rented out as a single unit) that was once a luxurious hunting lodge—is sure to bring similar descriptions to mind. Here, the houses have been converted into splendid suites and villas that sleep two to eight. No two are alike, and the shops and craftspeople who work in the village are all part of the hotel: the atmosphere is magical.

Options at this sumptuous lodging include rooms and suites in an 18th-century villa, or, for more seclusion, private suites and villas at the far end of the property. The hotel serves an almost exclusively international clientele. Cooking classes and guided wine tastings are available, a small shop sells estate-produced olive oil and wine, and the restaurant serves sumptuous fare.

A 14th-century monastery has been converted into this upscale country hotel, where rooms have the style and comfort of an aristocratic villa, with classic prints and bold colors such as daffodil yellow. Common areas are luxurious, with fine woods and leather upholstery. In warm weather, breakfast is served on the patio next to the garden ablaze with flowers.

At an altitude of more than 1,800 feet, this converted farmhouse is probably the loftiest luxury inn in Chianti. Its views are breathtaking, looking down on Volpaia and Radda, with Siena and the hills of southern Tuscany as a backdrop. The infinity pool, set on the hillside, takes full advantage of the magnificent panorama. Guest rooms are simple but tasteful, with high beamed ceilings, painted, as was once the tradition in these parts, in pale pastels. To get here, take the bumpy gravel road 2 km (1 mile) northwest from Volpaia.

This old farmhouse has been transformed into a marvelous hotel in the midst of vineyards. The three common rooms are cozy but elegant, filled with well-stuffed upholstered couches and chairs; the breakfast room looks out on a sweeping panorama of hills, and a well-stocked honor bar is available for the use of guests. The chirping of birds is about the only noise you'll hear on the grounds awash in flowers. Timbered ceilings hang above beds covered with floral comforters.

In this lovely 15th-century palace, spacious rooms have high ceilings, tile floors, and 18th-century furnishings, and many have views of the valley below. Bathrooms throughout are tiled in local stone. Common areas are elegant, with deep, plush couches that invite you to recline. There's an ample breakfast buffet and you can arrange for a light lunch in the warmer months. The multilingual staff goes out of its way to be helpful.

A refined and comfortable country house offers numerous sitting rooms with terra-cotta floors and attractive stonework, as well as wood-beamed guest rooms filled with simple wooden furnishings and handwoven rugs. The grounds, flanked by vineyards and olive trees, are equally inviting, with lawns, terraces, and a pool. The Ristorante Vignale serves excellent wines and local specialties like cinghiale in umido con vin cotto (wild boar stew flavored with wine). 

This estate, one of the largest still in private hands in Tuscany, was purchased at the beginning of this century and meticulously converted into a second-to-none resort that incorporates a medieval borgo (village) and surrounding farmhouses and has luxurious suites, as well as opulent three- to five-bedroom villas, each with its own pool. There are two on-site restaurants, one formal, the other casual, where cooking lessons are also offered. The highly acclaimed, 18-hole golf course, designed by Tom Weiskopf, is open only to members of the golf club and hotel guests.

Scotts David and Catherine Gardner transformed a ramshackle, 16th-century villa into a retreat where no two rooms are alike—all have stenciled walls; some have four-poster beds, others small mezzanines. Bathrooms are a riot of color, with tiles from Vietri. The second floor, with a cozy fireplace, is the perfect place for a cup of tea or a glass of wine. The hotel's restaurant and its talented chefs offer cooking lessons in the modern kitchen.

Renaissance gardens, beautiful rooms with high ceilings and elegant furnishings, a panoramic pool, and expert staff are just a few of the things that make a stay at this 16th-century villa memorable. A short walk outside the small town of San Casciano Val di Pesa—with bus service to Florence—Il Poggiale sits on a ridge with spectacular views of the Chianti hills. An excellent breakfast is served on an outdoor terrace in fine weather, and the hotel's restaurant provides a buffet of antipasti along with a menu of Tuscan dishes for guests in the evening. The numerous public sitting rooms are intimate and cozy, and a small spa, with a sauna, massage room, and whirlpool tub complete the picture.

Once the home of the Viviani della Robbia family, this 16th-century villa in a grove of ancient cypress trees retains many aspects of a private country dwelling, including homey guest quarters. The honor bar allows you to enjoy an aperitivo (Italian happy hour) on the terrace while admiring the views, of which there are many. Guest rooms have white-plaster walls, timber ceilings, and some tile floors. The restaurant uses fresh produce from the owner's farm in western Tuscany.

An open-hearth fireplace and hand-hewn stone porticoes hark back to the 13th century, when this was a fortress, and although it's now a small hotel with modern amenities, including a beautiful outdoor pool, the traditional tone is maintained by the wood-beamed ceilings and simple, country-style furniture. The scent of lavender and rosemary wafts from the gardens, and all rooms have soothing views of the surrounding vineyards and hills.

This charming hotel with a friendly staff is right off the main shopping drag, Via Fillungo. Terra-cotta floors and stenciled walls impart a cozy feeling, while the high brick and timbered ceilings create a sense of spaciousness. The sitting room, with its fireplace and bar, provides a lovely place to relax. Breakfast is served in a cheery room with sponged-painted walls.

Located just outside of Pisa, in San Giuliano Terme—a favorite playground for 18th-century European aristocrats—this elegant resort maintains a decadent old-world feel with beautiful grounds, spacious rooms and suites, and a luxurious spa.

Just outside Monteriggioni, this estate lined with lavender bushes and cypress trees has guest rooms featuring wood beam ceilings and terra-cotta floors in either the 17th-century villa or the adjacent workers' quarters (converted into 10 apartments. Festive striped fabrics in yellows, oranges, and reds cover iron canopies in some rooms. The facilities, such as the health club and the tennis courts, are those of a four-star establishment. A poolside restaurant is open in summer.

Stay in a fortified castle, which was built more than a millennium ago, was rebuilt during the Renaissance, and is now a charming inn and a prestigious wine estate where you can taste local vintages. Throughout the main building and two nearby farmhouses you'll find wonderful heavy wooden furniture.

Caryatids stud the grounds of this well-kept neoclassical villa (it's been a hotel since 1870), where a small garden invites reading, and guest rooms are functional, airy, and reasonably quiet. The location—minutes from the main sights but near the long-distance bus terminal and parking area—is a big plus here, as is the pleasant staff. Single rooms are not the usual monastic-cell size. Head downstairs to the restaurant for inexpensive meals.

The family that owns this farmhouse took special care not to change too much when they began accepting guests—faded family photos and bric-a-brac of all kinds decorate the common areas, and each room is simply furnished with antiques that are typical of the late-18th and early-19th centuries in Chianti, including heavy wooden wardrobes, marble-top chests, and woven straw–seat chairs. There's a large pool and splendid views of the valley to the south of Castellina from the garden.

For a complete change of pace, you can stay in the company of five Franciscan friars at this 13th-century convent, which is managed by a religious organization and has simple, quiet guest rooms with en suite baths. Four rooms accommodate three people, and one room has four beds. You are given keys, so there's no curfew, and you can participate in some spiritual activities or skip them altogether. The city center is a 10-minute walk away.

Amid rolling vineyards and olive trees, this fattoria (farmhouse) produces fine wine and olive oil and accommodates guests in apartments (sleeping up to 6) and a separate house (sleeping up to 14). The main stone house retains its enormous stone fireplace and a 16th-century family chapel next door. Lodgings have traditional wooden furniture—some antique—and full kitchens; some units have fireplaces. Half-board is available.

Rooms at this 1911 hotel—a short walk on tree-lined streets from the center of town and even closer to the thermal baths—are spacious, with high ceilings. Many also have deep bathtubs with water jets. You can enjoy an aperitivo in the majestic lobby or on the rooftop terrace.

Set in a four-story terracotta-color villa, within walking distance of a beach and Forte dei Marmi's center, Hotel 1908 reminds you of seaside hotels of yesteryear, but in a good way, thanks, in part, to its attentive, multilingual staff. The buffet breakfast served in a chandelier-adorned dining room more than makes up for the somewhat dated interiors found elsewhere.