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  • Via Alberto Cadlolo, 101, 00136 Roma RM, Italy
    The Rome Cavalieri, like the Hassler and St. Regis, is synonymous with five-star luxury in Rome. The hotel, opened in the 1960s, channels a Versailles-meets–Dolce Vita vibe, and given its unbridled opulence, it’s a top destination for honeymooners and jet-setters seeking the ultimate comforts. Its location atop Montemario, a hillside residential district north of the Vatican, offers spectacular views of the city from various terraced levels and many of the rooms. The very location, affording such panoramas, is also a drawback for travelers wishing to be in the thick of it all, so the Rome Cavalieri is best suited to those who relish spending significant time in the hotel rather than out on the town.

    There are plenty of appealing amenities for guests who choose to stick around the property. The outdoor pools, the finest in Rome, are set amid lush gardens. The pool area doubles as a sort of private club for local elite and is ripe for Italian athlete and celebrity sightings. Back inside, the lobby and rooms are sumptuously furnished and feature antiques and original works of art.
  • 543 Park Ave, Park City, UT 84060, USA
    Located just off Main Street, the Washington School House Hotel eschews Park City’s typical rustic style for a pared-down, flea-market–chic aesthetic. Before being reimagined as a design-oriented inn in 2011, the 1889 building served as a schoolhouse for miners’ children and a dancehall for the local outpost of Veterans of Foreign Wars. Today, the interior is anything but traditional, from the whitewashed living room with 16-foot ceilings to the antique mirror and the white, lacquered antler chandelier. Outside, a heated pool sits on the hillside surrounded by aspens and boulders. There’s also a fire pit, fashioned from a steel Olympic torch from the 2002 Winter Games.

    Each of the guestrooms and suites is unique, though all feature reclaimed wood floors, crystal chandeliers, and tall windows. An artful collection of European antiques and vintage paintings adds a bohemian vibe, while white marble bathrooms offer heated floors, walk-in showers, clawfoot tubs, and period fixtures. Guests can also look forward to plush hooded robes and top-notch toiletries from Molton Brown.
  • San Pedro de Atacama, Antofagasta Region, Chile
    A short drive outside the town of San Pedro de Atacama, Tierra Atacama has wonderful views of fields and Volvano Licancabur. The hotel is part of the Tierra hotel group owned by the Chilean-American Purcell family (who also own Tierra Patagonia, Tierra Chiloé, and Ski Portillo). The property originally served as a cattle corral, but Chilean landscape artist Teresa Moller has transformed the grounds, preserving the ancient algarrobo and chañar trees and restoring the adobe walls.

    The bedrooms are decorated in natural colors, with local touches like ceramics marching along the sills of the extra-large windows. Animal-skin rugs and alpaca throws provide a touch of warmth for the cool desert nights. You can see the incredible silhouette of Volcano Licancabur from all the rooms, but the Poniente rooms are slightly larger and have better views. There is a friendly communal vibe at the hotel, and upon arrival guests meet with the head guide in the main lounge to choose from the range of group activities on offer each day.
  • 6768, 252 Coming St, Charleston, SC 29403, USA
    Come to this neighborhood corner establishment for the seafood, but don’t overlook the beef tartare, complemented by radish, nori, and ranch (and don’t be ashamed to order two if you’re with a party of three or more). Pricing is akin to the Ordinary, without that big brother’s fancy full experience, but it’s worth a visit for treats like tempura blowfish tails—bone-in adult lollypops of crispy, savory flavor, with lemon and spicy mayo on the side. Unconventional entrees like the smoked fish curry (amberjack one week, mackerel the next) with pumpkin and peanuts and hints of citrus, make each bite a pleasant and surprising adventure of textures and tastes. The tiny dining room gets packed quickly on weekends, and the residential setting means they still haven’t acquired a liquor license a year in, but the flavor is worth any sacrifice. The small but excellent wine list includes creative sparkling varietals, and the restaurant is one of a few places in town to serve Life Raft Treats desserts—don’t leave without a waffle-flavored ice cream in the shape of a small chicken leg, coated in toasted corn flakes, wrapping a frozen cream-filled chocolate wafer.
  • 1500 Reynolds St, Key West, FL 33040, USA
    Key West doesn’t have many swimmable beaches, but this elegant 1920 oceanfront resort sits on the largest private one in town—an 1,100-square-foot strand punctuated with tall palms. While the shoreline itself is on a rocky shelf, a long dock extends out to the shallows for laps and snorkeling. Just off the beach, two large pools are set into green lawns and lush landscaping in front of the Spanish-style main building, which is on the National Register of Historic Places. The hotel’s wooden coffered ceilings, arched entryways, red-tile roofs, and other key architectural details recall the hotel’s glamorous heyday, while the clean, refreshed rooms are entirely modern, with sleek wood-framed beds, white linens and curtains, and ocean views. Children under 16 stay for free and babysitting is available for adults who want to take a break at the Spa al Mare, which has an open-air cabana right on the sand for al fresco massages and treatments.
  • 61، Rue Sidi el Yamani, Marrakech 44000, Morocco
    In the heart of the medina, not far from the entry to the souks and the main square, two French brothers have transformed a historic riad into an intimate, contemporary Moroccan hideaway. Opening onto two internal courtyards—one of which has a swimming pool—are seven rooms and suites, each named for a local spice (think saffron, nutmeg, and turmeric) and decorated in jewel tones like deep orange and royal purple. All have standard conveniences like hair dryers, toiletries, and air-conditioning as well as complimentary Wi-Fi.

    The hotel’s public spaces are separated into a garden section, featuring trickling fountains and lots of flowers, and an oasis section, which houses the pool and a traditional steam hammam. The riad also enjoys a higher position than its neighboring buildings, resulting in particularly great views from the rooftop terrace. Here, you can take in the Atlas Mountains from the plush lounge chairs (each topped with a straw hat for extra sun protection), the fireplace, or the romantic dining tables, where you can enjoy cocktails or a candlelit dinner. Adding to its private home feel, Riad l’Orangeraie provides guests with a local cell phone to use while in town. The hotel is also available to rent out in its entirety for the ultimate house party.
  • 308 Watkins Ln, St Michaels, MD 21663, USA
    The Inn at Perry Cabin, a Belmond property, offers understated elegance on the Chesapeake Bay. Located in the postcard-perfect town of Saint Michaels, MD, less than 2 hours from Washington DC the resort has long been a popular getaway for polticos escaping the frantic pace of the beltway. With the serenity of the Chesapeake Bay at it’s doorstep the recently renovated colonial manor is easily one of the most beautiful resorts on the east coast, even serving as a filming location for the movie Wedding Crashers. Eschewing a grand lobby in favor of intimate nooks and hideaways, thoughtful design marries the Chesapeake Bay’s nautical heritage with modern touches throughout the inn. The spacious rooms are casually luxurious in calming shades of white and blue; when combined with Belmond’s unparalleled service makes for a truly relaxing getaway. Spend the day on the water with the resort’s fleet of Alerion yachts before sinking into a waterfront Adirondack chair with a glass of wine in hand to watch the sunset over the bay.
  • Via della Scala, 18, 50123 Firenze FI, Italy
    Hundreds of years ago, at the height of Florence’s Renaissance heyday, visitors to this cultural capital wouldn’t have stayed in the kinds of luxury hotels that now line its picturesque streets. Rather, the well-heeled would have come at the behest of friends, lodging in private homes whose unassuming facades in the best neighborhoods belied their sumptuous interiors and private gardens, outfitted with art and artifacts collected from around the world.

    A guesthouse to its core, Casa Howard continues this Florentine tradition; there is neither lobby nor restaurant, and the owner Massimiliano Leonardi di Casalino lives in his own apartment here while in town (note, it can be rented when he’s away). Jennifer Howard Forneris, one of the design-conscious proprietors who has since passed away, was the daughter of renowned textile designer Luciano Forneris. She gave each room its own look, with finds from her and Leonardi di Casalino’s world travels. A media room is the sole common area, and a hammam steam room and an on-site concierge service are the only nods toward traditional hotel services. Insider recommendations are personalized according to guests’ preferences, and the honor bar feels more like a friend’s (well-stocked) fridge.
  • 129 S 2nd St, Philadelphia, PA 19106, USA
    Among the original guests to pop in at Dr. Thomas Bond’s 1769 Georgian home on South Second Street was none other than Benjamin Franklin. Together the duo chartered Pennsylvania Hospital, the first public hospital in America, and Bond was an influential figure in Philadelphia throughout the Revolutionary War into the first turbulent decades following the founding of the country. Today, the four-story red-brick home within Independence National Historical Park has been meticulously restored, offering history buffs a taste of Philadelphia at the dawn of America. Original architectural details restored to their full 18th-century splendor include the modillion cornice at the roofline, the parlor’s Rumford fireplace, and the grand staircase connecting the third and fourth floors that was subsequently copied in other prominent buildings around town, including the still-standing City Tavern.

    Each guestroom has been furnished with Federalist-style reproductions, with a few antiques sprinkled around. Ten rooms offer queen beds, with the two original bedrooms nearest the first floor adding small sitting areas with working fireplaces.
  • Bay Street, Dunmore Town, The Bahamas
    An intimate gem whose only shortcoming (in some eyes) is that it does not sit on Pink Sands Beach, the Rock House Hotel & Restaurant was a labor of love for the late Wallace Tutt, an interior designer to the stars who was best known for designing Gianni Versace’s Miami mansion. Ten individually decorated rooms in the 1940s private home turned boutique hotel echo that property’s grandeur with king size beds and seaside motifs, as well as sumptuous linens and stone lion heads mounted on the walls in the restaurant. But the real story here is the service: There is always a picnic basket on-hand in every room, a library of games and books is available for perusal on rainy days, and the concierge is happy to arrange in-room pampering treatments if the walk to the neighboring spa feels like too much trouble.
  • 4000 N Drinkwater Blvd, Scottsdale, AZ 85251, USA
    The Saguaro Scottsdale is among the handful of downtown Scottsdale hotels that embrace the urban Southwest vibe. Although it began life as a 1970s chain motel—evident in its blocky structure and the compactness of most rooms—this now-hip address has blossomed into the visual equivalent of desert wildflowers at the height of a wet spring. Especially striking against the desert tan that coats just about every other structure in Scottsdale, both outside and in, are a riot of colors that go beyond orange and purple and pink and yellow to such wildflower shades as California Poppy and Red Desert Globemallow. Just as vibrant is the Saguaro’s pool-party scene, aided, no doubt, by water temps chilled or heated as the season dictates. A complete redo of the Saguaro’s rooms in January 2017 gave them a modern Southwest vibe (think pastel-colored prints of cacti and desert-hued furnishings), but not so much that guests will be asking the concierge where to shop for cowboy boots (which would be Saba’s, just down the street, in Old Town).
  • No visit to Ambergris Caye is complete without an afternoon at the Palapa Bar. Situated at the end of a dock surrounded by turquoise waters and cool breezes, Palapa Bar attracts a mix of locals, travelers, and some of the coolest bartenders on the island. On a warm day, eschew the barstools and opt instead to float in inner tubes beside the dock; you can even have cold buckets of Belize’s Belikin beers lowered down to you. In addition to beer and standard cocktails, fun creations like Scotty’s Palapa Punch (three different types of rum, triple sec, mango, pineapple, and a squeeze of lime) offer some island-inspired refreshment. Up in the palapa, recommended items from the menu include sausage dip, pulled pork sandwiches, and the immense half-pound burger. Palapa Bar is 1.5 miles north of town and easily reached by golf cart, taxi, bicycle, or water taxi, which drops you right off at the dock.
  • 605 Lipoa Pkwy, Kihei, HI 96753, USA
    At Maui Brewing Co. in Kihei, visitors can take hour-long tours of the brewhouse, cellar, and packaging line, then adjourn to the tasting room with views of Haleakala and Molokini. There, they can sample beers, ciders, wines, and specialty cocktails while playing board games or simply taking in the vistas. Also on-site at the brewery is a restaurant with 36 craft and specialty beers on tap, plus a menu of burgers, fish tacos, and pizzas with MBC’s Bikini Blonde lager in the crust. Go for the live entertainment or the twice-daily happy hours, when you can enjoy steep discounts on house beers, classic cocktails, pizzas, and select appetizers.
  • Ul. Luje Adamovića 31, 52210, Rovinj, Croatia
    A contemporary take on a classic 1970s Adriatic resort, Hotel Lone is Croatia’s first and only member of the Design Hotels network. The gleaming-white, Y-shaped building may sit amid the forests of Zlatni Rt Park (a 10-minute seafront stroll from the Old Town of Rovinj), but its five-story lobby forgoes nature for flowing golden fabrics, rich murals, and a suspended steel sculpture. The Scandinavian-style accommodations are decidedly more minimalist, with lots of wood and natural light aplenty—plus plunge pools on park-facing terraces in the 16 Jazz rooms. Facilities include an 18,300-square-foot spa with an indoor pool, eight treatment rooms, and a unisex sauna complex, as well as the stellar ResoLution Signature Restaurant.
  • Samana Bay, Dominican Republic
    The Bridges of Samaná, also called the “Bridges to Nowhere,” are a string of bridges connecting the small islands that stretch across the outside of Samaná harbor. They are remnants from a project in the 1960s and ’70s by President Joaquín Balaguer to build a restaurant on one of the islands, connected to the mainland by a pedestrian bridge. The restaurant never opened, but the bridges and the shell of the building remain as curious relics of recent history.