Puerto Rico
This hotel-and-casino combo is the plushest option in town. Located off Hwy 2 north of town, this 140-unit property, with tennis courts and a pool, stands…
Puerto Rico
This hotel-and-casino combo is the plushest option in town. Located off Hwy 2 north of town, this 140-unit property, with tennis courts and a pool, stands…
Camagüey
This time-warped, city center hotel classic dates from 1939. A haughty prerevolutionary atmosphere stalks the 72 clean rooms reached by a marble staircase…
St Croix
Pitch your own tent in the forest, or choose one of three bungalows (screened-in perma-tents on a wooden platform, each with electricity and a kitchen…
San Juan
A completely renovated 1930s Spanish revival home, Casa Isabel has six cozy but contemporary rooms, all with private bathroom. Guests share several common…
St-Barthélemy
As the snaking road starts to peter out at the far end of Flamands, the 16 apartments spread over eight semidetached bungalows with terraces overlooking…
British Virgin Islands
Foxy Callwood’s son Greg owns this property set on a steep hill back from the beach. The three one-bedroom suites each have a full kitchen and a private…
Port Antonio
This charming gingerbread-style home on Titchfield Hill is a great, quiet retreat. Rooms vary widely in size, from compact to positively spacious, but…
Varadero
Varadero’s erstwhile art deco hotel, the Continental was regrettably knocked down a couple of years ago to make way for this high-rise giant. Granted, it…
Matanzas
A house with mucha alma (a lot of soul), Mayra’s place has Seville-invoking azulejos (tiles), relaxing rocking chairs, and rainbow vitrales (stained-glass…
Grenada Island
At La Sagesse Nature Centre, Lord Brownlow's beachside former manor house, built in 1968, has been turned into a small inn. The stylish rooms in the new…
Sint Eustatius
Self-sufficient travelers will find it hard to beat this contemporary block of four light, bright one-bedroom apartments sleeping up to four people …
Habana Vieja
Slap-bang in the historic core, Valencia is decked out like a Spanish posada (inn), with hanging vines, doorways big enough to ride a horse through and a…
Montego Bay & Northwest Coast
Fronted by a beautiful 300m-long beach just west of Rose Hall and dominated by two high-rise buildings with classic rooms, this is a giant property…
Bonaire
This glistening new resort wins big for its chic modern apartments, its stunning beachfront locale and particularly its enormous magnesium pool, which…
Negril
A Sandals all-inclusive resort, this one is primarily aimed at families. It loosely resembles a castle, with thick limestone walls, wrought-iron furniture…
Nevis
Country comfort and Caribbean flair combine effortlessly at this cluster of candy-colored gingerbread stone cottages set amid beautiful gardens on a…
Santiago
The obvious choice for business travelers, the Gran Almirante also entices tourists looking for extra comfort: rooms are plush and comfortable, and there…
Rincón
Here it is – the cheapest accommodation in the west shy of camping or sleeping on the beach. This is a slightly dim, but perfectly clean, little place…
Bermuda
Sitting amid lush landscaped gardens, filled with banana and citrus trees and fragrant with blooming oleander and frangipani, the two 19th-century manor…
San Juan
Opened in 1949, this iconic resort – the birthplace of the piña colada – has played host to numerous celebrities. Today its updated rooms are loaded with…
Bávaro & Punta Cana
A young and friendly Russian couple, Valentina and Andrey, run this tiny hostel (and share its common areas with guests) set on a quiet residential street…
St Lucia
Located a convenient short walk away from both the beach and Rodney Bay shops, Harmony Suites offers spacious suites with and without kitchens, some with…
Tortola
In the middle of Road Town overlooking the bay’s yacht slips, Village Cay is a swell place to stay, especially if you want to schmooze with fellow boaters…
Nassau
Founded by Island Records supremo Chris Blackwell, this jumble of crayon-bright, 'Junkanoo-inspired' luxury huts is an automatic mood enhancer. They're on…
Antigua
Plane-spotters will cherish the runway views at this modern inn 2 miles from the airport terminal, but anyone can enjoy the spotless, spacious rooms where…
Holguín Province
Attracting Canadians and trans-Atlantic snowbirds, this 437-room resort is a package-tour paradise stirring memories of 1970s British holiday camps…
Negril
Boasting Mediterranean flair, the spacious, tastefully furnished suites and split-level junior suites (some with whirlpool) are spread through lush…
Habana Vieja
A 12-room colonial-style hotel refashioned by the Office of the City Historian, this tasteful place overlays old chunky foundations with new minimalist…
Aruba
A five-minute drive from kitesurfing haven Boca Grandi, this congenial little complex offers four simple apartments, all equipped with kitchenettes and…
Montego Bay
This is one of the great-granddaddies of all-inclusive resorts, with no less than five restaurants, four bars (including a swim-up, natch) and more…
Viñales
Jean-Pierre's recently renovated house is a smart, spotless and central option. There are four rooms, one smaller in size (CUC$25) and a large upper room…
Havana
This private rental option opposite the Hotel Copacabana in a conspicuously modern lily-white house looks as though it's just been towed in from the…
Cuba
Rancho Luna might not offer Varadero levels of comfort and a good refurb wouldn't go amiss, but it has a loyal following among budget-conscious travelers …
Barbados
Right on Brownes beach, this unpretentious old-school seaside hotel offers excellent value. It's far from stylish but the apartments are spacious with a…
Holguín Province
Crafted for the millennial crowd, this cool refurbished home maintains its plank wooden floors with sparse furnishings and trompe I'oeil murals showing…
Trinidad
The attractive, shaded porch beckons from the cobbled street, and it only gets better from there: terra-cotta floors, white stucco walls, wood-beamed…
Cayo Coco
The big kahuna of Cuba resorts (1176 rooms), this five-star place, which opened in 2014, constitutes a small town with golf carts to get around, maps to…
Habana Vieja
This lovely mint-green colonial house stands out amid the superficial scruffiness of Calle Lamparilla. The bright tone continues inside with a wonderful…
Memories Flamenco Beach Resort
Cayo Coco
Opened in 2011 and equipped with 624 decent-sized rooms (still looking fairly shiny) in 10 gabled three-floor villas arranged around two pools (one with a…
Grand Cayman
Overlooking a little lake in residential West Bay, this B&B (a rarity in Cayman) makes for a pleasant stay. Its eight rooms and one luxurious suite have…
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