Virgin Gorda
This eight-unit guesthouse up the road from the Gun Creek ferry dock has spacious rooms with distant sea views, full kitchens and even grills on the…
Must-see hotels in Caribbean
Carriacou
Half a mile up the road from Hillsborough, this is a quiet and beautiful place to stay. The simple rooms have mosquito-netted beds, and some have fab sea…
Santiago de Cuba
Not to be confused with the namesake rumba district of Matanzas, or the resplendent home of Louis XIV, this modest hotel is on the outskirts of town off…
Dulce Hostal – Dulce María González
Havana
This house is all about the lovely hostess, Dulce, who has been renting out just one room in her neocolonial house for well over a decade. Nothing has…
Havana
On the border of Vedado and Centro Habana, just a baseball-bat swing from the Hotel Nacional and Malecón, this 1st-floor apartment offers two large rooms…
St-Martin & Sint Maarten
Behind a facade embellished with Moroccan tiles, the 10 rooms of this boutique jewel come with sea-facing balconies, Balinese furniture, Frette linen and…
Port Antonio
This chilled out Italian hostel in a well-located and quiet residential area is close to the bay and has dorms with four and six beds, as well as one…
Negril
A cliffhanger with a dozen rooms plus two suites, all with private balconies and fans. The rooms are, naturally, done up in anonymous tropical pastels. It…
St-Martin & Sint Maarten
You'll sleep sweetly at this value-priced small hotel with studios and apartments equipped with microwave, fridge and coffee machine and set around a well…
Bayamo
Gabriel and Rosa let out two spacious apartments on the upper floor of their pastel-shaded house. Guests have a private entrance, kitchen, sitting area,…
Negril
So nice they named it twice, this color-crazy charmer has that mellow Negril vibe down cold. The green-shaded wooden cottages all have gingerbread trim…
Santiago de Cuba
Located on a convenient corner near Meliá Santiago de Cuba hotel, this cute suburban home has just a couple of rooms and a shady back patio. The host Sra…
Ocho Rios
This large guesthouse on the hill up to Shaw Park Gardens, run by effusive hosts, is great value for money. The spick-and-span, fan-cooled rooms with dark…
Montego Bay & Northwest Coast
Built atop the remains of a small fort, this self-contained world of luxury includes a hilltop great house and a cluster of villas and is by far one of…
Havana
Located in the midst of Centro, this place with wonderful hosts has three en suite rooms and set-you-up-for-the-day breakfasts. If you like good old…
Cienfuegos
It really is a vista al mar (sea view) – in fact, this highly professional place has even got its own private scoop of beach out back with plunge pool and…
Grande-Terre
This 103-room establishment incorporates an 18th-century windmill in the lobby and has a stunning location with its own beach. Some rooms sport '90s decor…
Negril & West Coast
Hidden from the beach behind some greenery, these seven simple, snug, colorful wooden cabins (one wheelchair accessible) with bamboo furniture come with…
Turks & Caicos
This lovely boutique hotel and restaurant occupies a sublime waterfront niche with terrace pool. Nicely furnished rooms range from spacious beachfront…
Trinidad
These upstairs rooms above El Criollo restaurant (guests get discounts) are a pleasant, breezy surprise, with attractive, immaculate spaces and hair…
Kingston, Blue Mountains & the Southeast Coast
This is a comfortable villa-style hotel facing the beach in Retreat, 5km east of Morant Bay. It has spacious, airy rooms tricked out with tropical decor…
Ponce
While it doesn't have much personality, the Caribe is abundant in pristine chain-hotel comforts including chirpy wi-fi, an exercise room, a games room and…
Montego Bay & Northwest Coast
The rooms at this comfortable resort are spacious and livened up with splashes of tropical art. This place is good for kids on account of its huge…
Bayamo
With a balcony gazing out on the plaza, these three 2nd-floor rooms couldn't be more central. Olga is a welcoming host who prepares substantial breakfasts…
Port of Spain
Nicely located in Newtown and very efficiently run, this vibrantly decorated house has five cheerful rooms and a friendly, intimate atmosphere. Enjoy the…
Bermuda
This clutch of airy one-bedroom apartments and studios, decked out in creams and beiges, overlooks Warwick Long Bay from its lofty hillside location…
Varadero
Red-roofed villas, a palm-fringed walkway leading down to the beach, numerous bars, restaurants, beauty salons and kids clubs, and a rather plush wood…
Jamaica
With deeply satisfying views over Mandeville’s surrounding undulating hillsides, this gleaming small hotel offers 12 clean, fan-cooled rooms (a fan is all…
Bermuda
Helpful owner Sudan rents out a comfortable, fully equipped studio apartment, attached to her house, tucked away down a quiet lane. You can have a…
St Vincent & the Grenadines
A clean and functional two-story hotel at the south end of Clifton, set around a pool with a sea view. The 17 rooms are basic but clean and the hotel is…
Varadero
Handy little homestay right next to the Víazul bus station with one independent apartment (with bunk beds and ideal for families) and another normal…
Vieques
Pitch your tent on one of the prettiest beaches on Vieques. Sun Bay campsites have individual grills and 24-hour access to bathrooms. Nighttime security…
Port Antonio
Fantastic views across the whole of Port Antonio from breezy verandas are the hallmarks of this spot on historic Titchfield Hill. Rooms themselves are…
Kingston
This small retreat of a hotel down a quiet road has a dozen very comfortable and well-finished rooms. It's all quite understated, but the service is great…
Viñales
Modest little place with two rooms – one of which has an independent entrance – that prefers to stay under the radar. Nonetheless, the food is good,…
Negril
Across the street from Rick's Cafe, this simple, homey guesthouse is all about the location. The rooms are snug, simple and fan-cooled, our favorite being…
Port of Spain
Smart 12-bedroom inn, popular with business travelers, with bright, well-appointed rooms in vibrant colors and a super-professional staff. It’s walking…
Ocho Rios, Port Antonio & the North Coast
Cheap and cheerful Italian-run hostel, recently moved from near Winnifred Beach (hence its name) to Boston Bay. There are a couple of dorms with fan,…
Trinidad
The best guesthouse in the area, with comfortable, endearing self-contained studios and cottages, decorated with local art and overlooking a rocky yet…
Grenada
Cheap and cheerful, Melodies has neat and simple rooms, some with balconies facing the impossibly blue ocean; it is worth the couple of extra dollars for…
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