Thirty-three rooms in Saint-Jean, close to St. Jean Beach, with one pool for laps and another for lounging.Plunge poolsSea viewsSpaBook NowGustavia, Saint-BarthélemyEden Rock St BarthsPrice on request
A seventeen-hectare estate above Toiny Bay, where every suite has its own pool and surfers ride the swell.Notable chefIslandFarm-to-tableBook NowSaint Barthelemy - All Locations, Saint-BarthélemyLe ToinyPrice on request
On the curve of Baie des Flamands in St Barth, thirty-nine rooms with a tennis court and an outdoor pool.Plunge poolsBeachfrontOutdoor poolBook NowSt. Barthelemy, Saint-BarthélemyCheval Blanc Saint BarthFrom $0
On Meads Bay, with rooms that look out to sea from a private balcony or terrace.Plunge poolsSea viewsOutdoor poolBook NowMeads Bay, AnguillaMalliouhana, An Auberge ResortFrom $731
A resort on Maundays Bay with 97 rooms, an outdoor pool complex and free bicycles.Plunge poolsBeachfrontGardenBook NowMaundays Bay, AnguillaCap JulucaFrom $1,406
Twelve rooms in West End Village, Anguilla, for guests over twelve, with a free ride to the beach.GardenSea viewsSpaBook NowWest End Village, AnguillaQuintessence Hotel AnguillaFrom $518
A fifty-room hotel in a white sand cove near Holetown, with a hammam and a daily tennis clinic.GardenBeachfrontSpaBook NowHoletown, BarbadosThe SandpiperPrice on request
Cottage suites in gardens on Barbados' west coast, where the O'Hara family hosts a weekly cocktail party.Plunge poolsBeachfrontGardenBook NowSaint James, BarbadosCoral Reef ClubFrom $684
A pink coral stone Great House at Speightstown, framed in steel from Barbados's old island railway.Notable chefSea viewsPlunge poolsBook NowSpeightstown, St. Peter, BarbadosCobblers CoveFrom $535
Freestanding suites on 140 acres of Antigua's west coast, with a residency from Nice's La Petite Maison.Farm-to-tableSea viewsPlunge poolsBook NowJennings, Bolans (near Valley Church and St. John's), Saint Mary, Antigua, Antigua and BarbudaHermitage BayFrom $2,045
On the sand at English Harbour on Antigua's south coast, with its own dive operation and a tennis court.LibraryBeachfrontGardenBook NowEnglish Harbour, Antigua and BarbudaCurtain Bluff ResortFrom $1,626
Villas of up to six bedrooms outside Providenciales, with free Hobie Cats and kayaks at the Beach Club.LibrarySpaOutdoor poolBook NowProvidenciales, Turks and Caicos IslandsAmanyaraPrice on request
Thirty British Colonial suites on Grace Bay, with dinner under gazebos in the garden at Grace's Cottage.Wine cellarBeachfrontGardenBook NowProvidenciales, Turks and Caicos IslandsPoint Grace ResortPrice on request
A car-free private island of thirteen rooms, where guests ride bicycles and the sea sometimes glows at night.SpaBeachfrontOutdoor poolBook NowPine Cay, Turks and Caicos IslandsPine Cay, Turks and CaicosPrice on request
24 casitas along Playa Grande Golf Course, with more oceanside holes than any other in the Western Hemisphere.SpaBook NowRio San Juan, Dominican RepublicAmaneraFrom $0
Beachfront villas inside Puntacana Resort & Club, with interiors by Oscar de la Renta and a private beach.Farm-to-tableBeachfrontPlunge poolsBook NowPunta Cana (near Higuey), La Altagracia, Dominican RepublicTortuga Bay Hotel Puntacana Resort & ClubFrom $1,165
Standalone villas in gated Cap Cana, each with a private pool, and a golf cart ride to the beach club.Plunge poolsSea viewsOutdoor poolBook NowCap Cana, Dominican RepublicEden Roc at Cap CanaFrom $1,080
