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Just 10 minutes from downtown Orlando, in village-like Winter Park, the Alfond Inn has a unique legacy: The boutique lodging was created to provide income for scholarship funds at neighboring Rollins College, one of Florida’s oldest liberal arts schools. If helping students isn’t reason enough to book a stay, the hotel offers lots more incentive. A skylit domed atrium in the Spanish colonial–inspired main building draws your eye to a rotating collection of artwork curated by Cornell Fine Arts Museum, and pet-friendly guest rooms are simple and cheerful. While the hotel is not a full-fledged resort, it offers guests plenty of opportunities to linger. Fire pits and rocking chairs are dotted around the property, and shaded areas for loungers enhance the rooftop pool’s already undeniable appeal. Hamilton’s Kitchen restaurant serves modern Southern cuisine paired with wines selected by an award-winning sommelier. And shops, wine bars, and independent boutiques like Rifle Paper Co. line the town’s Park Avenue, a few blocks away. You can also take a pontoon boat tour for views of many of the Mediterranean-style mansions along the waterfront. Perhaps best of all, Disney and Universal theme parks are only a half-hour drive away.

The Faroe Islands’ newest boutique hotel, Hotel Havgrím sits on the shore just outside of Tórshavn. Formerly known as the Commodore’s House, the property has been lovingly restored to preserve its sense of history and connection to the sea—plaques with the names of all 21 commodores that have lived in the building since the 1950s hang in the lobby. The 14 airy rooms are equally inspired by the surrounding fjord, with a blue-green-and-white color scheme and sweeping ocean views. Some also have private terraces for taking in the scenery en plein air, as well as adjoining doors to create family suites. En-suite bathrooms include L’Occitane products and glass box showers that look out on the bedroom and the ocean beyond—just know that they don’t afford much privacy.

Every morning, guests should head down to the charming breakfast room, where they can enjoy freshly baked Danish rye bread, smoked salmon, Icelandic skyr yogurt, and more while watching sheep graze on the farmland next door. Be sure to ask for the ginger shots, fresh-squeezed orange juice, and French press coffee, all of which—along with your breakfast—are included in your stay.

It’s little wonder why the cerulean infinity pool at Perivolas has graced more than its fair share of magazine covers. Overlooking shimmering Aegean waters to the Santorini caldera beyond, it feels like heaven on earth. But in fact, the luxury hotel had humble beginnings: Onetime fishermens’ residences in the typical yposkafa style—with cave-like rooms excavated from native volcanic stone nearly three centuries ago—the property has been a family-run boutique lodging since 1983. All 20 rooms have a sea view with terraces to take in the Greek sunsets; some suites feature private infinity pools and Jacuzzis, while the Perivolas Suite is the ultimate indulgence, claiming not only a huge indoor hot tub, but also a steam room and swim-out pool that stretches from inside the cave to the terrace. Furnishings are minimal but sumptuous, with occasional pops of fuschia and purple to add contemporary flair and skylights that flood the whitewashed walls with light. If you can peel yourself away, Perivolas is an easy 15-minute walk from Oia. But with its own highly regarded Greek restaurant, that gorgeous pool, and a cliffside spa with sauna, steam room, and outdoor hot tub, is there really any reason to leave?

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.

In operation for almost 160 years, this renowned Belle Époque resort on the shores of Lake Geneva in Lausanne is steeped in important history and culture. The treaty that broke up the Ottoman Empire was signed here in 1923, and guests have included everyone from Charlie Chaplin and Gary Cooper to Rod Stewart and Nelson Mandela. From 2012 to 2014, the hotel received a nearly $30 million makeover, helmed by famed interior designer Pierre-Yves Rochon, which complemented the timeless elegance of all 168 rooms and suites with such luxuries as Murano glass chandeliers, expansive mirrors to bring the views indoors, and entertainment screens discreetly embedded in bathroom mirrors. There are four restaurants on the property, most notably the exquisite Anne-Sophie Pic, which has two Michelin stars. In the summer months, the hotel also serves dinner on its own turn-of-the-century, steam-powered paddleboat as it plies the waters of the lake. The state-of-the-art spa, offering a wide selection of restorative treatments, opens up onto the resort’s 10-acre park and includes separate saunas and hammans for men and women, a Jacuzzi, two heated pools (one indoor, one out), and two tennis courts.

On a hilltop perch overlooking 8,000 acres of grounds designed by famed landscape architect Frederick Law Olmsted, the Inn on Biltmore Estate’s 210 rooms and suites evoke traditional 19th-century manor houses, with dark mahogany beds and desks, billowing window treatments, and comfortable overstuffed chairs; book a room with a balcony to breathe fresh mountain air while appreciating views of rolling hills—or simply take in the vista from the hotel’s veranda. The formal dining room showcases seasonal specialties using estate-raised cattle and lamb, vegetables from the on-site garden, and wine from the property’s own winery, where you can participate in a free tasting, then ride back in a complimentary shuttle. If you’re looking for something more casual, the lobby lounge and library bar offer salads and sandwiches—and no dress code. But the main attraction is the 250-room Biltmore château, the Gilded Age mansion George Vanderbilt built here in the late 1800s, and its 16th-century tapestries, Renoir and Sargent originals, and 65 fireplaces.

Just a 45-minute floatplane ride from Anchorage along the banks of the Talachulitna River and Judd Lake, this multistructure resort combines a six-room flagship lodge, which was renovated in 2017, with a lakeside bar and dining room (and 500-bottle wine cellar); a private four-room lodge; and two smaller individual cabins, all with views of either the Alaska or Tordrillo ranges. But guests don’t come here to just ogle the mountains—they take them on. With Olympic gold medalist Tommy Moe and Alaska heli-ski pioneer Mike Overcast behind the resort, plus access to 1.2 million acres of untrammeled terrain with runs that top out at 7,500 feet, world-class heli-ski adventures are practically guaranteed. And an exclusive partnership with Winterlake, another notable resort nearby, allows guests to heli-ski even further north into the Tordrillo Range and Neacola Mountains.

From the moment you touch down on the grounds of the 135-acre working cocoa farm, a stay at the Fond Doux feels like a step back in time. It begins in your suite, one of 15 cottages that have been lovingly restored by owners Lyton and Eroline Lamontagne in the colonial style, with traditional gingerbread trim, four-poster beds, and pastel walls. Though some cottages have private plunge pools, you’ll want to make your way to the cascading main pool, which overlooks a verdant rain-forest glen. If all this sounds a little sleepy, don’t fret: A free shuttle is available to whisk guests to nearby Sugar Beach, and frequently rotating minibuses pass the hotel on their way to restaurants and shops 10 minutes away in Soufrière.

Only in Berlin could a hulking, aboveground World War II‒era concrete bunker, right in the center of the city, be turned into an art gallery. The structure—too bulky to be blown up after the war—was transformed in 2008 by collector-curator Christian Boros, who lives in a penthouse on top of the building. After extensive renovation, the lower floors house the Boros Collection, around 500 works of art spanning sculpture, installations, paintings, and photography. Works change every couple of years but always feature big international names such as Damien Hirst, Olafur Eliasson, Elizabeth Peyton, Wolfgang Tillmans, Manfred Pernice, Ai Weiwei, and Michel Majerus. You can view the collection only on weekends, as part of a guided tour; book an appointment via the website.

Only 10 minutes from downtown Abu Dhabi—but a world away in spirit from the city rush—St. Regis Saaydiyat Island looks like a Mediterranean palace but feels like pure Abu Dhabi. The impressive architecture blends luxe finishes like calacatta marble, chisel-edge stone, and petrified wood with a golden color palette that’s offset with views of the turquoise waves of the Arabian Gulf (look close enough and you might even catch a dolphin swimming in the distance). Indulge in a pampering session at the Iridium Spa, go for retail therapy in the property’s shops, or hit the greens at the Saadiyat Island Golf Club. If that sounds like too much exertion, you might prefer to simply lounge in a cabana near one of four pools while sipping an Arabian Snapper, a classic Bloody Mary made with zaatar spice.

The 2,000-acre preserve that surrounds this sprawling resort offers enough diversions to keep visitors occupied for weeks. Activity lovers can book a tee time at the Pete Dye-designed golf course, play a game on the hydro-cooled clay tennis courts, or tour the Spanish Water Bay by kayak or stand-up paddleboard. Miles of hiking and biking trails lead to expansive island views and hidden caves, and guides are available to point out local flora and help feed the island iguanas. The resort spa even offers weeklong holistic health and wellness retreats.

If you’re seeking a more low-key vacation, relax on the property’s 1,500-foot stretch of white-sand beach or enjoy a massage overlooking the sea. Restaurant options include open-air fine dining at Shore, Mediterranean dishes and themed buffets at Medi, and the poolside bar and grill Splash, all of which you can visit for daily meals with an all-inclusive package. The downside of the resort’s size is that its location can feel isolated, and guests need a vehicle to dine off-site or explore more of the island.

According to Islamic tradition, only God can create images of holy beings, including angels and prophets. Therefore, when the Ottomans converted Chora Church into a mosque in the 16th century, they covered the 14th-century Byzantine mosaics and frescoes depicting the life of Christ and Mother Mary. Hidden behind wooden shutters were some of the finest mosaics in the world, which were restored following World War II and can now be viewed in all their glory.

This 12-cottage luxury hotel, 3,100 feet up in the Blue Mountains, is Jamaica without the beaches. It is the Jamaica of misty mornings, cool, cuddle-worthy evenings, and a musical heritage recognized worldwide. First as a private estate belonging to music producer Chris Blackwell and then as part of his Island Outpost collection of hotels, Strawberry Hill has been a creative refuge for performers including Bob Marley, the Rolling Stones, and Willy Nelson. After Hurricane Gilbert destroyed the estate’s great house in 1988, Blackwell commissioned Jamaican architect Ann Hodges, who specializes in historic reconstructions, to build the cottages, a restaurant, and a pool, which were opened in 1994. Yet despite the rock and roll history, and the hanging with like-minded souls up in the mountain mists, what guests seem to remember most is the far-below views of Kingston, especially at night, when the lights glow and sparkle from what must certainly be another world.

This veteran hotel on Tibidabo’s Hill has a history that stretches back to 1924, with its heyday in the ‘50s as a hot spot for wealthy Catalan families and, later, for visiting stars like Ernest Hemingway, James Stewart, and Princess Fabiola. After closing in 1979, La Florida reopened in 2001 in a more postmodern incarnation that blends original features such as wrought iron and antique tapestries with bold stainless-steel and glass accents. Internationally acclaimed artists such as Dale Keller, Rebecca Horn, and Cristina Macaya designed the art nouveau-inspired guestrooms, and the hotel is dotted with contemporary art by a similarly impressive cast—sculptures by British artists Ben Jakober and Yannick Vu and paintings of flowers by Catalan artist Isabel Cruellas, for example.

All the rooms have oak floors, luxurious furniture and fittings, and generously sized marble bathrooms with in-floor heating and separate showers and bathtubs. Terrace rooms face the city and seaside, junior suites have separate living areas, and the presidential suite has an outdoor Jacuzzi and hammocks where you can take in views of the Mediterranean. The hotel features a wonderful restaurant, spa by L’Occitane, open-air swimming pool, and in-house café and bar with regular live music.

While the Liberty Hotel may have deep roots in Boston lore, it’s not for the reasons you think. For more than 100 years the hotel existed as the Charles Street Jail, an in-city penitentiary that housed (in)famous inmates like James Michael Curley, Malcolm X, and Sacco and Vanzetti. Its inspired transformation came in 2007, but the owners maintained some of the jail’s vestiges, from the exercise yard to several jail cells, while turning the building into a 298-room luxury hotel. Richly appointed rooms offer sweeping views of the city skyline and the Charles River.

The hotel houses five distinct restaurant and bar venues, all of which attract large swaths of locals, especially on the weekends. Located at the foot of Beacon Hill, the hotel is steps away from the boutique and antique stores along Charles Street and also sits next to the picturesque Charles River Esplanade.