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  • 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.
  • Though from Guadalajara (he never let friends forget), Pritzker Prize–winning architect Luis Barragán lived much of his life in Mexico City, where he designed and constructed this, his last residence, completed in 1948. A UNESCO World Heritage site, the home is open to be toured by small groups—by appointment only; English-language guides are available upon request—who want a chance to tap into Barragán’s brand of minimalism, which involved bold monochromism and a masterful use of light; striking horizontality and framing applied to windows, gardens, and views; a highly sui generis Catholic spirituality; and, not least of all, the architect’s bizarre need for control, in everything from what staircases guests might use to what records got played in different rooms.
  • García Vigil #407, Centro
    Small and intimate, Hotel Casa Oaxaca feels quintessentially Oaxacan: It’s colonial in style, with whitewashed walls contrasting with vivid pops of carnelian red and fuchsia. It’s surrounded by local vegetation. And it’s filled with Oaxacan handicrafts and art. Common areas invite visitors to settle in and relax, like the on-site library, pool, and terrace with beautifully-made cotton hammocks. The hotel’s seven rooms are arranged around the central patio. Visitors consistently say the service is exceptional, with attention to detail and a “go the extra mile” attitude mentioned frequently as one of the main reasons to return. Another is the hotel’s central location, as it offers an easy walk to many of Oaxaca’s top sights.
  • 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.
  • Por la 54 y 56, Calle 47, #471, Centro, 97000 Mérida, Yuc., Mexico
    Steps away from Mérida’s prestigious mansion- and monument-lined Paseo de Montejo, this residence turned boutique hotel is a stylish retreat full of Instagrammable moments. Colonial-era details like wooden antiques, wrought-iron chandeliers, and exposed ceiling beams are sprinkled throughout the seven guest rooms, but modern comforts keep things current—think bathrooms with organic toiletries and rain showers illuminated by skylights. There’s plenty of tile flooring and colorful art on the walls, but the most scenic spots are the breezy colonnaded patios that overlook the hotel’s lush outdoor spaces. Head to the tranquil pool area to while away the time with a good read or an expertly crafted cocktail in one of the hammocks that swing beside the water. The next best seat in the house? You’ll find it on the breakfast patio, overlooking the palm-dotted garden. A seat at the granite-topped bar isn’t too shabby either, with personable bartenders serving up a wide variety of top-quality tequilas.
  • We live in the age of artisanal everything, from chocolate and coffee, to, you guessed it, water. At Mexico City‘s Casa del Agua, staff produce and bottle “local water” on-site. The bottles—designed artisanally, of course—are charming souvenirs that you can use over and over again (with your own, less expensive water) once you’re home. Be sure to go to the second level of the shop to see the filtration process, and to the terrace level to see where the water is captured.
  • 41 Boulevard Kukulkan
    Straddling Cancun’s sandy beach in the heart of the Hotel Zone, the CasaMagna Marriott Cancun Resort features 450 re-modeled rooms and suites with balconies with ocean views. The AAA Four Diamond-award winner houses a wide selection of restaurants and bars, offering Argentine, Japanese, Southwestern, Italian or Thai cuisine. La Isla-Pool Bar serves poolside snacks and drinks in a family setting, while Bahia dishes up fresh seafood on the beach. Las Ventanas Lobby Bar is the place to meet for drinks and appetizers and enjoy nightly entertainment, while Las Ventanas Gift and Coffee shop offers “grab and go” and late night snacks. A full-service fitness center, pool and onsite tennis and water sports complete the recreational package. The Marriott Kid’s Club offers entertainment for the younger guests. High speed Wi-Fi is available in rooms and public areas throughout the resort.
  • 510 S Coast Hwy, Laguna Beach, CA 92651, USA
    Why we love it: A historic property teeming with rich, Moorish style

    The Highlights:
    - Iconic architecture and bold interior design
    - A serene pool area surrounded by lush greenery
    - A focus on sustainability, with low-energy lighting and water-efficient landscaping

    The Review:
    Built by Frank Miller and Arthur Benton in the early 1900s, this regal stone building presides over Laguna Beach, echoing the area’s Spanish Mission roots with white stucco, red terra-cotta roof tiles, secret turrets, and spacious patios. Inside, renowned interior designer Martyn Lawrence Bullard enhanced the castle-like structure with hand-painted furniture, Moorish tiles and lanterns, and wainscoting worthy of a Marrakech palace, giving the hotel a bohemian vibe. He also added softer notes like oxblood-leather armchairs and cerulean velvet couches that echo the blue of the Pacific below. Despite being a registered historic structure, Casa Laguna became the area’s first hotel to receive the Green Eco-Leaf rating from iStayGreen.org. Its sustainable initiatives range from bulk amenities and soaps to low-energy lighting and water-efficient landscaping.

    The 23 suites all feature custom marble vanities, handcrafted natural fiber mattresses, and Martyn Lawrence Bullard fabrics and wallpapers. Expect beautiful attention to detail at every turn, from Dean & DeLuca snacks to Cowshed amenities made famous by the spa in Somerset, England. If you’re visiting for a special occasion, book the Bungalow, a freestanding, 600-square-foot sanctuary that offers ocean views from the living room and jetted clawfoot tub. It also has a large private balcony with a hammock for two. When not relaxing in their rooms, guests can enjoy a complimentary European-style breakfast as well as Mediterranean small plates throughout the day, all of which are available in the lobby, by the pool, or packed up for a picnic on the beach. There’s also an intimate spa with an outdoor area, where you can enjoy ocean views from the soaking tub before indulging in a hot stone massage.

  • Tulum, Quintana Roo, Mexico
    As is the case with many hotels in the Tulum section of Riviera Maya, Casa de las Olas shies away from the “luxe” label, preferring to promote itself as a simple, eco-friendly retreat where intimate spaces and five-star service are more important than linen thread counts and extra amenities. Bright white walls, mosquito nets, private balconies, and canopy beds are what guests can expect in their rooms. This doesn’t mean that Casa de las Olas is skimpy in any way. The staff are known for their thoughtful attention to guests, and the small size of the hotel—just five suites—ensures they are never overwhelmed by guests’ requests or needs. Plus, each room has views of the Caribbean Sea, and the hotel’s private beach is never more than a few steps away.
  • 1438 Northwest 23rd Avenue
    Ducking into the Matador in the alphabet district is a great way to tour the Mexican culture through its tequila and mezcal heritage. Touting over 100 tequilas in a variety of vintages, you’re likely to become a bit overwhelmed by the depth and complexity. This anxiety is generally relieved after a couple of shots. Staff are keen on giving solid recommendations based on your preferences. There are “flights” of tequila to introduce you to the subtle characteristics of this oft-misunderstood beverage. Be daring and undaunted by the task at hand, and try to sip, not shoot. Salt & lime optional. The space is anchored by a large fire pit that is cozy in the winter months. Huge windows open during summer to bring the outside, in. The menu is focused and leans toward the California interpretations of Mexican cuisine. The pork dishes are a bit more traditional, while the fish tacos have a NW flair. The carne asada is nicely done, and there are veggie and gluten-free options all over the menu. Happy hour is a big draw with lots of great dishes and featured drinks on the cheap. While being part of a small chain of restaurants might seem one-dimensional, Matador promotes local sourcing on ingredients and lets each store have its own personality. NW Portland is a great neighborhood for exploring, and a tequila flight at the Matador is an entertaining way to get the party started.
  • Calle Miguel Lerdo de Tejada 2308, Lafayette, 44160 Guadalajara, Jal., Mexico
    Housed across a 1940s mansion and modernist tower, Casa Fayette is a stylish boutique lodging inspired by Guadalajara hometown hero Luis Barragán. With the architect in mind, Milanese interiors firm Dimore Studio designed the hotel’s 37 rooms in a Mexican palette of artichoke, salmon, and burgundy, adding a mix of custom and European furnishings by the likes of Pierre Frey and Michael Thonet. Downstairs, public spaces take on a global-chic aesthetic informed by the surrounding Lafayette neighborhood. Graphic cement tiles line the pool and spa area, while a glam brass-and-wood bar complements tropical-palm-patterned seating in the restaurant.
  • Grace Bay Rd, Grace Bay TKCA 1ZZ, Turks and Caicos Islands
    If you’re looking for an evening out playing the odds at cards or other games on the Turks and Caicos Islands, Casablanca Casino is the only spot that offers live gaming, with six games —including baccarat, blackjack, and roulette—at a dozen tables. You can also try your luck at any of the 85 slot machines, or simply enjoy a cocktail from the bar. The casino is located near Grace Bay, with free shuttles running to and from many of the resorts.
  • Calle Gral. Antonio León 82, San Miguel Chapultepec I Secc, Miguel Hidalgo, 11850 Ciudad de México, CDMX, Mexico
    Mexico City is full of architectural masterpieces, but there is nothing like the experience of being inside a Barragán-designed home. Very few are still in good shape and open to the public, including Casa Luis Barragán (the architect’s former home and studio that’s the only private residency to be named a UNESCO World Heritage site). Once you’ve visited this more famous house, get in touch with the owners of Casa Gilardi and ask for a tour. The last project Barragán completed before he died, Casa Gilardi is known for the huge jacaranda tree decorating its interior courtyard, and for a striking hallway with vertical apertures that bounce sunlight against brightly painted yellow walls and out into an electric blue room with an indoor pool. The artist James Turrell spent a month living in the house, taking black and white photos to study Barragán’s use of light.
  • Largo do Chiado 25, 1200-359 Lisboa, Portugal
    If you are looking for tobacco, cigars, or smoking accessories, you should visit Casa Havaneza. You can find famous Cuban cigars like Cohiba and Montecristo, among others. However the shop has its own brand of cigarillos and pipe tobacco, the Havanezas. Founded by the Count of Burnay in 1864, this shop is located in the elegant neighborhood of Chiado. Even the royal family bought their cigars at Casa Havaneza.
  • Arcoiris No.6, 70947 Zipolite, Oaxaca, Mexico
    Casa Sol was newest and the best hotel we stayed in during our trip down to Mexico. Everything about it was wonderful. The owners, the staff, and the large beautiful rooms overlooking a private little cove. The simple breakfasts and the Honor Bar kept me happy while I lounged. (I love myself an honor bar). And I even loved the little walk through the woods to the busy end of the beach. The owners, Craig and Jorge also run the Red Tree House in Mexico City, where they have done an incredible job running a top notch guesthouse. Casa Sol is bound to do just as well. Go check it out!