Title: The Best Hotels with a Pool in Lesser Antilles from $126 in 2026 | Expedia.com [Lesser Antilles Travel Guide](https://expedia.com/Lesser-Antilles.dx3000655870)[Hotels in Lesser Antilles](https://expedia.com/Lesser-Antilles-Hotels.d3000655870.Travel-Guide-Hotels)[Vacation Rentals in Lesser Antilles](https://expedia.com/Lesser-Antilles-Vacation-Rentals.d3000655870.Travel-Guide-VacationRentals)[Flights to Lesser Antilles](https://expedia.com/Cheap-Flights-To-Lesser-Antilles.d3000655870.Travel-Guide-Flights)[Car Rentals in Lesser Antilles](https://expedia.com/Car-Rentals-In-Lesser-Antilles.d3000655870.Car-Rental-Guide)[Lesser Antilles Vacation Packages](https://expedia.com/Lesser-Antilles.d3000655870.Destination-Travel-Guides) ![Yellow beach chairs and umbrellas on sand](https://images.trvl-media.com/place/3000655870/4e44b64c-f868-42db-a6b5-d230f6850ee4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000655870/4e44b64c-f868-42db-a6b5-d230f6850ee4.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Lesser Antilles Hotels with a Pool Tonight [Feb 22 - Feb 23](https://www.expedia.com/Hotel-Search?regionId=3000655870&startDate=2026-02-22&endDate=2026-02-23&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 23 - Feb 24](https://www.expedia.com/Hotel-Search?regionId=3000655870&startDate=2026-02-23&endDate=2026-02-24&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=3000655870&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=3000655870&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Lesser Antilles hotels with a pool ![Front of property](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/a2039b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/4c60079c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 2 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/6909df62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 3 Bedrooms | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/eaec545e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nanny Cay Resort and Marina [](https://www.expedia.com/Road-Town-Hotels-Nanny-Cay-Resort-And-Marina.h82772861.Hotel-Information) Road Town 9.4/10 Exceptional (93 reviews) "very comfortable and convenient location with nice pool and walkable restaurants. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) samuel $214 nightly $234 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Road-Town-Hotels-Nanny-Cay-Resort-And-Marina.h82772861.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122150000/122147400/122147352/cc7f77d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio with Balcony, Ocean View at Hilltop Villas III | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/123000000/122150000/122147400/122147352/f850c4c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/123000000/122150000/122147400/122147352/w1173h784x0y1-4df40712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/123000000/122150000/122147400/122147352/bfc4d948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bluebeard's Castle Resort [](https://www.expedia.com/St-Thomas-Hotels-Bluebeards-Castle-Resort.h122147352.Hotel-Information) Charlotte Amalie 9.0/10 Wonderful (103 reviews) "Nice property, great views, great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren $257 nightly $286 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/St-Thomas-Hotels-Bluebeards-Castle-Resort.h122147352.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/d9e16d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/cb0df333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/a769335b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed | View from room](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/74f1345f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Gate Hotel [](https://www.expedia.com/Vieques-Hotels-Sea-Gate-Hotel.h4675477.Hotel-Information) Isabel II 9.6/10 Exceptional (1,013 reviews) "great experience staying at the hotel and very helpful owners" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zicheng $116 nightly $126 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Vieques-Hotels-Sea-Gate-Hotel.h4675477.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/2000000/1500000/1495600/1495595/4d9b02d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/2000000/1500000/1495600/1495595/25862f61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception hall](https://images.trvl-media.com/lodging/2000000/1500000/1495600/1495595/f689f8cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/2000000/1500000/1495600/1495595/27100eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Horizon Boutique Resort - Adults Only [](https://www.expedia.com/Vieques-Hotels-Blue-Horizon-Boutique-Resort-Adults-Only.h1495595.Hotel-Information) Esperanza 8.8/10 Excellent (617 reviews) "Charming boutique hotel/cottages. Staff was wonderful" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne Marie $185 nightly $202 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Vieques-Hotels-Blue-Horizon-Boutique-Resort-Adults-Only.h1495595.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/123000000/122940000/122938900/122938831/eedf63dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/123000000/122940000/122938900/122938831/78a9e62b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122940000/122938900/122938831/eb43671b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Triple Room | In-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/123000000/122940000/122938900/122938831/c7b41e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Moorings Yacht Club Hotel [](https://www.expedia.com/Road-Town-Hotels-The-Moorings-Yacht-Club-Hotel.h122938831.Hotel-Information) Road Town 8.0/10 Very Good (8 reviews) "The Moorings is an excellent hotel, with attentive and helpful staff, top notch facilities and cleanliness." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kirk $293 nightly $320 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Road-Town-Hotels-The-Moorings-Yacht-Club-Hotel.h122938831.Hotel-Information) ![On the beach, scuba diving, snorkeling](https://images.trvl-media.com/lodging/23000000/22850000/22841100/22841019/72e3f5f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Room, 1 King Bed, Balcony, Sea View (Albert's Room) | Premium bedding, minibar, individually decorated, desk](https://images.trvl-media.com/lodging/23000000/22850000/22841100/22841019/8acd87e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Room, 1 King Bed, Balcony, Sea View (The Rachel) | Balcony](https://images.trvl-media.com/lodging/23000000/22850000/22841100/22841019/e1fb85dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Honeymoon Room, 1 King Bed, Balcony, Sea View (The Rachel) | View from room](https://images.trvl-media.com/lodging/23000000/22850000/22841100/22841019/d95d7613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Fred - Adults Only [](https://www.expedia.com/Frederiksted-Hotels-The-Fred.h22841019.Hotel-Information) Downtown Frederiksted 8.4/10 Very Good (339 reviews) "clean rooms great staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa $173 nightly $193 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Frederiksted-Hotels-The-Fred.h22841019.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/99000000/98510000/98501800/98501770/5b147cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/99000000/98510000/98501800/98501770/87d68afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Studio, 1 King Bed, Ocean View | In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/99000000/98510000/98501800/98501770/7f5be591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/99000000/98510000/98501800/98501770/19ab1d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Crow Hotel and Suites [](https://www.expedia.com/Vieques-Hotels-Old-Crow-Hotel-And-Suites.h98501770.Hotel-Information) Vieques 8.8/10 Excellent (214 reviews) "Room spotless, great staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juan $152 nightly $166 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Vieques-Hotels-Old-Crow-Hotel-And-Suites.h98501770.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/122000000/121960000/121952000/121951948/2cb3a691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio, 1 King Bed, Balcony, Harbor View | In-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121960000/121952000/121951948/44623929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/122000000/121960000/121952000/121951948/0176cb4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Balcony, Harbor View | In-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/122000000/121960000/121952000/121951948/9ca28012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Green Iguana Hotel [](https://www.expedia.com/St-Thomas-Hotels-The-Green-Iguana-Hotel.h121951948.Hotel-Information) Charlotte Amalie 10/10 Exceptional (6 reviews) "We both loved our stay at the Green Iguana. Service was impeccable, owners greeted us at the door, showed us around, and were all around very helpful with arranging taxis and offering recommendations for food and entertainment nearby. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Briana $245 nightly $273 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/St-Thomas-Hotels-The-Green-Iguana-Hotel.h121951948.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/112000000/111500000/111493700/111493663/b920ca13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Bed Valley View - Room 3 | Premium bedding, pillowtop beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111500000/111493700/111493663/391e2779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Bed Valley View - Room 3 | Premium bedding, pillowtop beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111500000/111493700/111493663/acbdc427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King Bed Scenic View - Room 2 | Terrace/patio](https://images.trvl-media.com/lodging/112000000/111500000/111493700/111493663/d56d7979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Vieques - Adults Only Resort - LGBT Friendly [](https://www.expedia.com/Vieques-Hotels-Club-Vieques.h111493663.Hotel-Information) Vieques 10/10 Exceptional (90 reviews) "Room spotless. Staff super friendly. Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) alba $211 nightly $230 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Vieques-Hotels-Club-Vieques.h111493663.Hotel-Information) ![Indoor spa tub](https://images.trvl-media.com/lodging/1000000/530000/526800/526796/e6bedaaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner served; Caribbean cuisine, alfresco dining ](https://images.trvl-media.com/lodging/1000000/530000/526800/526796/0fe77622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Triple Room | Rollaway beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/530000/526800/526796/5ec2218a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/530000/526800/526796/f81eb0d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bunker Hill Hotel [](https://www.expedia.com/St-Thomas-Hotels-Bunker-Hill-Hotel.h526796.Hotel-Information) St. Thomas 8.0/10 Very Good (1,067 reviews) "Comfortable bed, walkable arsa, nice small pool with views, great and very friendly breakfast " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meaghan $146 nightly $162 total Mar 24 - Mar 25 Total with taxes and fees [](https://www.expedia.com/St-Thomas-Hotels-Bunker-Hill-Hotel.h526796.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-08&endDate=2026-03-09®ionId=3000655870&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Lesser Antilles Breakfast included 4 stars Ocean view 5 stars Hot tub ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_3000655870) ## Hotels with pools and free breakfast in Lesser Antilles ![Couples treatment rooms, sauna, body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/490000/481200/481147/fd71d121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beachfront Plunge Pool One Bedroom Casita Suite | Frette Italian sheets, premium bedding, free minibar items, in-room safe](https://images.trvl-media.com/lodging/1000000/490000/481200/481147/6b351b8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/490000/481200/481147/eed7abee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/490000/481200/481147/1fdaf78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cap Juluca, A Belmond Hotel, Anguilla [](https://www.expedia.com/Maundays-Bay-Hotels-Cap-Juluca.h481147.Hotel-Information) Maunday's Bay 9.6/10 Exceptional (137) $2,393 nightly $2,675 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Maundays-Bay-Hotels-Cap-Juluca.h481147.Hotel-Information) ![Deluxe Penthouse, Balcony, Ocean View (Cool Water 1) | View from room](https://images.trvl-media.com/lodging/47000000/46950000/46949900/46949848/2566c510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Penthouse, Balcony, Ocean View (Cool Water 1) | Living area | 55-inch Smart TV with satellite channels, TV, iPod dock](https://images.trvl-media.com/lodging/47000000/46950000/46949900/46949848/e0cbe054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach bar](https://images.trvl-media.com/lodging/47000000/46950000/46949900/46949848/007f30b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Penthouse, Balcony, Ocean View (Cool Water 1) | Living area | 55-inch Smart TV with satellite channels, TV, iPod dock](https://images.trvl-media.com/lodging/47000000/46950000/46949900/46949848/482c94dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cane Garden Bay Beach Hotel [](https://www.expedia.com/Cane-Garden-Bay-Hotels-Quitos-Luxury-Inn.h46949848.Hotel-Information) Cane Garden Bay 9.8/10 Exceptional (197) $392 nightly $427 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Cane-Garden-Bay-Hotels-Quitos-Luxury-Inn.h46949848.Hotel-Information) ![Food and drink](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/62584d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Terrace (Beach) | Living area | TV, DVD player](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/4d28879e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/992631dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/bf10c361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carlisle Bay [](https://www.expedia.com/Carlisle-Bay-Hotels-Carlisle-Bay.h1000902.Hotel-Information) Carlisle Bay 9.2/10 Wonderful (300) $1,353 nightly $1,586 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Carlisle-Bay-Hotels-Carlisle-Bay.h1000902.Hotel-Information) ![Outdoor pool, open 8:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/15000000/14910000/14909600/14909517/b890f3c5_edited_0e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 9:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/15000000/14910000/14909600/14909517/10a3d285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, minibar, in-room safe, individually furnished](https://images.trvl-media.com/lodging/15000000/14910000/14909600/14909517/w6720h4473x0y0-5ff41ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (La Suite Plage) | Terrace/patio](https://images.trvl-media.com/lodging/15000000/14910000/14909600/14909517/w1920h1278x0y0-37550dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Le Barthélemy Hotel & Spa [](https://www.expedia.com/St-Barthelemy-Hotels-Le-Barthelemy-Hotel-Spa.h14909517.Hotel-Information) St. Barthelemy 9.8/10 Exceptional (83) $2,964 nightly $3,097 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/St-Barthelemy-Hotels-Le-Barthelemy-Hotel-Spa.h14909517.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/1f35d541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed, Ocean View | 1 bedroom, premium bedding, Select Comfort beds, in-room safe](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/a5bb0cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/c3e9baf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/e03089ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Playa Orient Bay [](https://www.expedia.com/Orient-Bay-Hotels-La-Playa-Orient-Bay.h908054.Hotel-Information) Orient Bay 9.4/10 Exceptional (660) [](https://www.expedia.com/Orient-Bay-Hotels-La-Playa-Orient-Bay.h908054.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/1000000/440000/437900/437822/0fbe07f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/440000/437900/437822/34036e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/440000/437900/437822/e423cce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private pool](https://images.trvl-media.com/lodging/1000000/440000/437900/437822/e843286f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jumby Bay Island - Oetker Collection [](https://www.expedia.com/Long-Island-Hotels-Jumby-Bay-Island-Oetker-Collection.h437822.Hotel-Information) Long Island 10/10 Exceptional (26) $3,693 nightly $4,289 total Mar 11 - Mar 12 Total with taxes and fees [](https://www.expedia.com/Long-Island-Hotels-Jumby-Bay-Island-Oetker-Collection.h437822.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/d20974d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/1cd581cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 outdoor pools, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/dd5147c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simpson Bay Resort, Marina & Spa [](https://www.expedia.com/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) Pelican Key 9.0/10 Wonderful (1612) $397 nightly $416 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Beach bar](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/f8085620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/b0fc67d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Caribbean cuisine](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/b303427b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Ficus) | Egyptian cotton sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/1777842c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Buccaneer Beach & Golf Resort [](https://www.expedia.com/Christiansted-Hotels-The-Buccaneer.h787219.Hotel-Information) Christiansted 9.2/10 Wonderful (1005) $601 nightly $666 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Christiansted-Hotels-The-Buccaneer.h787219.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/1000000/460000/456600/456549/43d05c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast, lunch, dinner served; Caribbean cuisine](https://images.trvl-media.com/lodging/1000000/460000/456600/456549/ce61e2cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean View Double Deluxe Room at Merrywing Tower | View from room](https://images.trvl-media.com/lodging/1000000/460000/456600/456549/73aafc1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 restaurants, breakfast, lunch, dinner served; Caribbean cuisine](https://images.trvl-media.com/lodging/1000000/460000/456600/456549/d1fe9951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aurora Anguilla Resort & Golf Club [](https://www.expedia.com/Rendezvous-Bay-Hotels-Aurora-Anguilla-Resort-Golf-Club.h456549.Hotel-Information) Rendezvous Bay 9.6/10 Exceptional (191) $1,668 nightly $1,861 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Rendezvous-Bay-Hotels-Aurora-Anguilla-Resort-Golf-Club.h456549.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745402/2af9a826.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745402/e964b2b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745402/a19d3495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, hot tub, steam room, body treatments](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745402/7d7dac6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Resort and Residences Anguilla [](https://www.expedia.com/West-End-Village-Hotels-Four-Seasons-Resort-And-Residence-Anguilla.h2745402.Hotel-Information) West End Village 9.6/10 Exceptional (247) $1,822 nightly $2,030 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/West-End-Village-Hotels-Four-Seasons-Resort-And-Residence-Anguilla.h2745402.Hotel-Information) [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-08&endDate=2026-03-09®ionId=3000655870&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true) ## 4-star hotels with pools in Lesser Antilles ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1590000/1583300/1583285/d80ebf4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, Beachfront | Premium bedding, memory foam beds, free minibar items, in-room safe](https://images.trvl-media.com/lodging/2000000/1590000/1583300/1583285/f1d8825c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1590000/1583300/1583285/d3b1da8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1590000/1583300/1583285/d6306b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hermitage Bay - All Inclusive [](https://www.expedia.com/Jennings-Hotels-Hermitage-Bay-All-Inclusive.h1583285.Hotel-Information) Jennings 10/10 Exceptional (32) $4,369 nightly $5,059 total Mar 4 - Mar 5 Total with taxes and fees [](https://www.expedia.com/Jennings-Hotels-Hermitage-Bay-All-Inclusive.h1583285.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/1f35d541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed, Ocean View | 1 bedroom, premium bedding, Select Comfort beds, in-room safe](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/a5bb0cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/c3e9baf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/e03089ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Playa Orient Bay [](https://www.expedia.com/Orient-Bay-Hotels-La-Playa-Orient-Bay.h908054.Hotel-Information) Orient Bay 9.4/10 Exceptional (660) [](https://www.expedia.com/Orient-Bay-Hotels-La-Playa-Orient-Bay.h908054.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/d40e64ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Oceanfront Suite | Terrace/patio](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/e7ccc882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/557ad7c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Oceanfront Suite | Minibar, in-room safe, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/e488a2b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Morgan Resort Spa Village [](https://www.expedia.com/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) Simpson Bay 9.0/10 Wonderful (2004) $511 nightly $532 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/d20974d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/1cd581cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 outdoor pools, open 7:00 AM to 10:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/dd5147c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simpson Bay Resort, Marina & Spa [](https://www.expedia.com/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) Pelican Key 9.0/10 Wonderful (1612) $397 nightly $416 total Mar 25 - Mar 26 Total with taxes and fees [](https://www.expedia.com/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Beach bar](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/f8085620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/b0fc67d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Caribbean cuisine](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/b303427b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Ficus) | Egyptian cotton sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/1777842c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Buccaneer Beach & Golf Resort [](https://www.expedia.com/Christiansted-Hotels-The-Buccaneer.h787219.Hotel-Information) Christiansted 9.2/10 Wonderful (1005) $601 nightly $666 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Christiansted-Hotels-The-Buccaneer.h787219.Hotel-Information) ![Surfing/boogie boarding](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/ae480e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/0e8b793f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/2d27368a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Oceanfront, 1 Bedroom with Loft | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/496f1f6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Case Beach Club [](https://www.expedia.com/Grand-Case-Hotels-Grand-Case-Beach-Club.h886307.Hotel-Information) Grand Case 9.4/10 Exceptional (1003) $498 nightly $516 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/Grand-Case-Hotels-Grand-Case-Beach-Club.h886307.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/19c532b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lighthouse 3 Bedroom Condo with Private Pool 1A | Terrace/patio](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/d74c3fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/aac4e9fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![40-inch flat-screen TV with satellite channels, TV](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/7fe32732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oyster Bay Beach Resort [](https://www.expedia.com/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information) Oyster Pond 8.6/10 Excellent (1009) $300 nightly $313 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/8b76561e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio King Plus with Pool View | In-room safe, blackout drapes, iron/ironing board, cribs/infant beds](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/4d5e314e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/79dad3d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/a25e1bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Flamingo Beach St. Maarten [](https://www.expedia.com/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) Pelican Key 9.0/10 Wonderful (1450) $378 nightly $397 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/810000/800800/800769/0104f1e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/1000000/810000/800800/800769/d6110603.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/1000000/810000/800800/800769/35f373b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard 1 King Garden Superior - non smoking | In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/1000000/810000/800800/800769/6775d1ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wyndham Tortola BVI Lambert Beach Resort [](https://www.expedia.com/East-End-Hotels-Wyndham-Tortola-BVI-Lambert-Beach-Resort.h800769.Hotel-Information) East End 8.8/10 Excellent (642) $363 nightly $396 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/East-End-Hotels-Wyndham-Tortola-BVI-Lambert-Beach-Resort.h800769.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/96000000/95220000/95215600/95215599/f19c7946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, free minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/96000000/95220000/95215600/95215599/c73bce4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, free minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/96000000/95220000/95215600/95215599/c3e29db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, free minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/96000000/95220000/95215600/95215599/3724393d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Royalton CHIC Antigua, An Autograph Collection All-Inclusive Resort – Adults Only [](https://www.expedia.com/St-Johns-Hotels-Royalton-Chic-Antigua.h95215599.Hotel-Information) Dickenson Bay 7.6/10 Good (612) $661 nightly $661 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/St-Johns-Hotels-Royalton-Chic-Antigua.h95215599.Hotel-Information) [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-08&endDate=2026-03-09®ionId=3000655870&adults=2&amenities=POOL&sort=RECOMMENDED&star=40&openPlayBack=true) ## Hotels with pools and ocean views in Lesser Antilles ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/a769335b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/9f09ebef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed | View from room](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/74f1345f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/cb0df333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Gate Hotel [](https://www.expedia.com/Vieques-Hotels-Sea-Gate-Hotel.h4675477.Hotel-Information) Isabel II 9.6/10 Exceptional (1013) $116 nightly $126 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Vieques-Hotels-Sea-Gate-Hotel.h4675477.Hotel-Information) ![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/0330fe1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/4c60079c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 2 Bedrooms | Terrace/patio](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/6909df62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Townhome, 3 Bedrooms | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/eaec545e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nanny Cay Resort and Marina [](https://www.expedia.com/Road-Town-Hotels-Nanny-Cay-Resort-And-Marina.h82772861.Hotel-Information) Road Town 9.4/10 Exceptional (93) $214 nightly $234 total Mar 9 - Mar 10 Total with taxes and fees [](https://www.expedia.com/Road-Town-Hotels-Nanny-Cay-Resort-And-Marina.h82772861.Hotel-Information) ![Deluxe Penthouse, Balcony, Ocean View (Cool Water 1) | View from room](https://images.trvl-media.com/lodging/47000000/46950000/46949900/46949848/2566c510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Penthouse, Balcony, Ocean View (Cool Water 1) | Living area | 55-inch Smart TV with satellite channels, TV, iPod dock](https://images.trvl-media.com/lodging/47000000/46950000/46949900/46949848/e0cbe054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach bar](https://images.trvl-media.com/lodging/47000000/46950000/46949900/46949848/007f30b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Penthouse, Balcony, Ocean View (Cool Water 1) | Living area | 55-inch Smart TV with satellite channels, TV, iPod dock](https://images.trvl-media.com/lodging/47000000/46950000/46949900/46949848/482c94dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cane Garden Bay Beach Hotel [](https://www.expedia.com/Cane-Garden-Bay-Hotels-Quitos-Luxury-Inn.h46949848.Hotel-Information) Cane Garden Bay 9.8/10 Exceptional (197) $392 nightly $427 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Cane-Garden-Bay-Hotels-Quitos-Luxury-Inn.h46949848.Hotel-Information) ![Beach bar](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/f8085620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, sun loungers](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/b0fc67d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Caribbean cuisine](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/b303427b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Ficus) | Egyptian cotton sheets, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/790000/787300/787219/1777842c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Buccaneer Beach & Golf Resort [](https://www.expedia.com/Christiansted-Hotels-The-Buccaneer.h787219.Hotel-Information) Christiansted 9.2/10 Wonderful (1005) $601 nightly $666 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/Christiansted-Hotels-The-Buccaneer.h787219.Hotel-Information) ![Surfing/boogie boarding](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/ae480e2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/0e8b793f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/2d27368a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Oceanfront, 1 Bedroom with Loft | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/496f1f6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grand Case Beach Club [](https://www.expedia.com/Grand-Case-Hotels-Grand-Case-Beach-Club.h886307.Hotel-Information) Grand Case 9.4/10 Exceptional (1003) $498 nightly $516 total Mar 6 - Mar 7 Total with taxes and fees [](https://www.expedia.com/Grand-Case-Hotels-Grand-Case-Beach-Club.h886307.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/1f35d541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed, Ocean View | 1 bedroom, premium bedding, Select Comfort beds, in-room safe](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/a5bb0cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 9:00 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/c3e9baf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/e03089ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Playa Orient Bay [](https://www.expedia.com/Orient-Bay-Hotels-La-Playa-Orient-Bay.h908054.Hotel-Information) Orient Bay 9.4/10 Exceptional (660) [](https://www.expedia.com/Orient-Bay-Hotels-La-Playa-Orient-Bay.h908054.Hotel-Information) ![Food and drink](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/62584d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Terrace (Beach) | Living area | TV, DVD player](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/4d28879e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/992631dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/bf10c361.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carlisle Bay [](https://www.expedia.com/Carlisle-Bay-Hotels-Carlisle-Bay.h1000902.Hotel-Information) Carlisle Bay 9.2/10 Wonderful (300) $1,353 nightly $1,586 total Mar 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Carlisle-Bay-Hotels-Carlisle-Bay.h1000902.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/d40e64ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Oceanfront Suite | Terrace/patio](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/e7ccc882.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/557ad7c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Oceanfront Suite | Minibar, in-room safe, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/e488a2b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Morgan Resort Spa Village [](https://www.expedia.com/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) Simpson Bay 9.0/10 Wonderful (2004) $511 nightly $532 total Feb 24 - Feb 25 Total with taxes and fees [](https://www.expedia.com/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/99000000/98510000/98501800/98501770/19ab1d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/99000000/98510000/98501800/98501770/87d68afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Studio, 1 King Bed, Ocean View | In-room safe, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/99000000/98510000/98501800/98501770/7f5be591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/99000000/98510000/98501800/98501770/5b147cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Crow Hotel and Suites [](https://www.expedia.com/Vieques-Hotels-Old-Crow-Hotel-And-Suites.h98501770.Hotel-Information) Vieques 8.8/10 Excellent (214) $152 nightly $166 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Vieques-Hotels-Old-Crow-Hotel-And-Suites.h98501770.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/123000000/122940000/122938900/122938831/78a9e62b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Triple Room | In-room safe, desk, free WiFi](https://images.trvl-media.com/lodging/123000000/122940000/122938900/122938831/c7b41e3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/123000000/122940000/122938900/122938831/eb43671b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/123000000/122940000/122938900/122938831/336639aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Moorings Yacht Club Hotel [](https://www.expedia.com/Road-Town-Hotels-The-Moorings-Yacht-Club-Hotel.h122938831.Hotel-Information) Road Town 8.0/10 Very Good (8) $293 nightly $320 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/Road-Town-Hotels-The-Moorings-Yacht-Club-Hotel.h122938831.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-08&endDate=2026-03-09®ionId=3000655870&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=OCEAN_VIEW&openPlayBack=true) ## Top Lesser Antilles Hotel Reviews ![Margaritaville Vacation Club - St. Thomas](https://images.trvl-media.com/lodging/12000000/11800000/11796200/11796106/29cf8be8_y.jpg) ### Margaritaville Vacation Club - St. Thomas 10/10 Excellent "El hotel muy lindo. Cuarto espacioso y limpio. " [](https://expedia.com/St-Thomas-Hotels-Margaritaville-Vacation-Club-By-Wyndham-St-Thomas.h11796106.Hotel-Information) ![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg) ### Hilton Vacation Club Flamingo Beach St. Maarten 10/10 Excellent "Very clean, beautiful and great location! Staff were excellent, pool was great, many activities and great food at restaurant. " [](https://expedia.com/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Jolly Beach Antigua - All-inclusive](https://images.trvl-media.com/lodging/1000000/30000/23600/23522/5e7e9cb3_y.jpg) ### Jolly Beach Antigua - All-inclusive 10/10 Excellent "The rooms are very small but you are there to be outside anyways. 🏖️🏝️🏝️🏖️" [](https://expedia.com/Jolly-Harbour-Hotels-Jolly-Beach-Antigua-All-Inclusive.h23522.Hotel-Information) ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg) ### Oyster Bay Beach Resort 10/10 Excellent "We were a group of 6 who stayed at the resort and all enjoyed our stay. The staff were all friendly. The rooms were clean and comfortable. We liked that the hotel was in a quieter spot on the island. The pool is gorgeous and we enjoyed the beach too (even with some sargassum). " [](https://expedia.com/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg) ### Simpson Bay Resort, Marina & Spa 10/10 Excellent "Staff and ambiance. They were very accommodating and kind. Pleasant stay. " [](https://expedia.com/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Windward Passage Hotel](https://images.trvl-media.com/lodging/1000000/540000/531100/531044/58ca54ba_y.jpg) ### Windward Passage Hotel 10/10 Excellent "Exceeded my expectations. Leah at the front desk was exceptional, she gave recommendations for restaurants and beaches in the area. Will definitely be returning!!" [](https://expedia.com/St-Thomas-Hotels-Windward-Passage-Hotel.h531044.Hotel-Information) ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/45414036_y.jpg) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 10/10 Excellent "Food was decent, rooms were comfortable. Great restaurants around the resort as well." [](https://expedia.com/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Carina Bay Boutique All Inclusive Resort & Casino](https://images.trvl-media.com/lodging/1000000/430000/423400/423335/2dcc502f_y.jpg) ### Carina Bay Boutique All Inclusive Resort & Casino 10/10 Excellent "Rooms were spacious, very clean, and had all the amenities we needed." [](https://expedia.com/Christiansted-Hotels-All-Inclusive-Divi-Carina-Bay-Beach-Resort-Casino.h423335.Hotel-Information) ![Emerald Beach Resort](https://images.trvl-media.com/lodging/1000000/190000/185300/185218/4a925ac5_y.jpg) ### Emerald Beach Resort 10/10 Excellent "Clean room and service was great. Access to the beach and a full ocean view at great prices. Will visit again. " [](https://expedia.com/St-Thomas-Hotels-Emerald-Beach-Resort.h185218.Hotel-Information)