Matanzas
With a front door large enough to ride a stagecoach through, this handsome blue house dating from the 1890s has original tiled floors, an antique wooden…
Matanzas
With a front door large enough to ride a stagecoach through, this handsome blue house dating from the 1890s has original tiled floors, an antique wooden…
Dominica
This sophisticated boutique hotel could easily grace the pages of Architectural Digest. The six luxe cabañas and suites mix industrial stylings with dark…
Kingston, Blue Mountains & the Southeast Coast
This surf club with accommodation and a chilled vibe is a great place to catch the swell. There are plenty of boards to rent, decent basic rooms with…
Camagüey
Named for a notable 19th-century Cuban woman writer, this ground-floor hotel emanates class. The colonial has a large interior patio lined with columns,…
Santiago de Cuba
Sleek on the inside, a blue-mirrored monster on the outside, the 1990s-designed Meliá is Santiago's only 'international' hotel with a laundry list of…
Grenada Island
Maca Bana has gorgeous villas spreading down a hillside, with fabulous views down the coast to St George’s and every possible detail attended to, from…
Ponce
Just off the southwest corner of Plaza Las Delicias, this traveler-favorite has a creaking colonial-era ambience, with 15ft ceilings, parquet floors and…
Vieques
Perched on a breezy hilltop, this rustic-luxe retreat is an antidote to city living. Choose from spacious suites, a cool casa, tree houses on stilts and…
Trinidad
The first hotel in the village, and still the best. So close to the sea that the waves will soothe you to sleep, the rooms open onto the beach or a wide…
El Yunque
In a gated community on the borders of El Yunque, three villas come with stunning forest views and romantic touches such as a hanging bed or twin tubs…
Dominica
Carol Ann's delightful guesthouse offers you the choice of two superb-value apartments (each with its own small kitchen and large terrace) and her 110…
Barbados
Rebranded with a holistic slant, the former Sea-U Guesthouse remains a wonderful option with charming wooden buildings and a very appealing porch looking…
Santiago de Cuba
The return of a Santiago landmark, the eclectic-style 1915 Hotel Imperial has been refurbished to sparkling condition with some welcome concessions to…
Fort-de-France
This impressive hotel next to Pointe Simon cruise-ship terminal opened in 2016 and overnight raised the bar in the Fort-de-France hotel market. The…
Las Terrenas
Perfectly coiffed and manicured, much like the warm and stylish French couple behind this small collection of whitewashed bungalows surrounding a small…
Varadero
Why would you want to blow hundreds of dollars on an all-inclusive when you can pay CUC$45 a night to stay at Beny's house? It's within spitting distance…
Kingston
Close to Half Way Tree, this consistently great hostel has a relaxed, friendly vibe. Dorms are simple, with fans, while private rooms (one with its own…
Cuba
Possibly the most whimsical house in the whole province, the impossible-to-miss Larabi – painted turquoise, purple and pink (it works) – jumps out at you…
Trinidad
Away from the hustle of the center and handily located for excursions by the Trinidad–Cienfuegos road, this spacious lodging feels more like an inn, with…
Montserrat
Created by David and Clover Lea, American hippie transplants and devoted Montserrat champions, this charismatic hilltop refuge consists of four…
Grenada Island
The hillside cottages at this tranquil little guesthouse are simple and bright with netted beds, kitchenette and hammocks on the balcony. But what really…
Vieques
Everything a great guesthouse should be: welcoming, comfortable, well located and well priced. Nine mid-century-meets-Caribbean rooms come with air-con,…
Negril
One of Jamaica's finest hotels comprises 18 wonderfully appealing, handcrafted stone cottages, nestled amid lush vegetation and overlooking the cliffside…
Montego Bay & Northwest Coast
Just below the great house is the 1780s former coach house, which has been transformed into a luxurious seven-room villa. Cooled by mountain breezes, the…
Grande-Terre
About 2km west of central Ste-Anne, La Toubana is pure magic. Poised on a quiet coastal cliff, it has stunning views of the sea, Marie-Galante and Les…
St Croix
The hotel sits offshore on its own little island called Protestant Cay, accessible via a five-minute ferry ride (free for guests). It’s good value for the…
Camagüey
Among the best of Camagüey's boutique hotels, it occupies an attractive city-center building that was once an office for the Cuban ferrocarril (railway),…
Grenada Island
One of the best resorts in the Windward Islands. There’s a simple elegance to the 16 Balinese-inspired cottages, with private plunge pools and open-air…
Punta Cana & the Southeast
This place borders on boutique with its five shotgun-style rooms that empty out onto a sea-facing grassy lawn. Some feature a sofa area while other rooms…
Kingston
Popular hillside hostel with two well-sized dorms sleeping six and eight, plus a handful of simple doubles, some of which have air-con. Music is the big…
Martinique
Completely bucking the trend in northern Martinique, this atmospheric boutique hotel is housed in a dreamy former plantation house, surrounded by acres of…
Las Galeras
A warm and friendly Swiss couple (and their adorable dogs) runs these four earthy, natural-hued and spacious bungalows, set around a perfectly manicured…
Negril
One of the West End’s most beautiful and well-run hotels, with luxury thatched rondavels (African huts) built of pine and stone, plus studio apartments…
Turks & Caicos
Formerly Blue Horizon Resort, this beautiful property at Mudjin Harbor boasts its own 670m stretch of private beach and a wonderful setting. The five…
Holguín Province
The resort alternative, this casa has a top-floor apartment that's bigger and better than your average hotel room. It works for small families, with a…
Holguín Province
Tucked away behind this high-walled patio are Gibara's coziest digs: a lovely, partially covered, plant-strewn patio leading to airy renovated rooms, one…
Montego Bay
If you have to choose one resort in Montego Bay, go for the one that leaves you Breathless. This luxurious place sits on a semi-private peninsula, with…
Bermuda
Part-owned by actor Michael Douglas, who is half-Bermudian, this uber-luxurious colony of suites and private cottages is due to finally reopen in 2017…
Montego Bay
The best B&B in Montego Bay? No question. Hanging above the Hip Strip, Polkerris, run by a British expat and his Jamaican wife, is sublime in every detail…
Ocho Rios
This ever-popular hostel is perfectly located in the center of Ocho Rios. There's a good mix of simple, private rooms with air-con (and some with mini…
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