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 19 - Feb 20](https://www.expedia.com/Hotel-Search?regionId=3000655870&startDate=2026-02-19&endDate=2026-02-20&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 20 - Feb 21](https://www.expedia.com/Hotel-Search?regionId=3000655870&startDate=2026-02-20&endDate=2026-02-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=3000655870&startDate=2026-02-20&endDate=2026-02-22&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) ## 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 | Private kitchen | Mini-fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/eb7aa6b0.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) ### 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 (87 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 1 - Mar 2 Total with taxes and fees [](https://www.expedia.com/Road-Town-Hotels-Nanny-Cay-Resort-And-Marina.h82772861.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 (1,008 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 21 - Feb 22 Total with taxes and fees [](https://www.expedia.com/Vieques-Hotels-Sea-Gate-Hotel.h4675477.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) ![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 8.4/10 Very Good (6 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 22 - Feb 23 Total with taxes and fees [](https://www.expedia.com/Road-Town-Hotels-The-Moorings-Yacht-Club-Hotel.h122938831.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) ![Free self parking](https://images.trvl-media.com/lodging/122000000/121960000/121952000/121951948/217840a6.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) ![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) ### 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 $243 nightly $270 total Feb 23 - Feb 24 Total with taxes and fees [](https://www.expedia.com/St-Thomas-Hotels-The-Green-Iguana-Hotel.h121951948.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) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1500000/1495600/1495595/e841aed4.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) ### 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 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Vieques-Hotels-Blue-Horizon-Boutique-Resort-Adults-Only.h1495595.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) ![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) ![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) ### 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 $171 nightly $190 total Feb 25 - Feb 26 Total with taxes and fees [](https://www.expedia.com/Frederiksted-Hotels-The-Fred.h22841019.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) ![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) ![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) ### Bluebeard's Castle Resort [](https://www.expedia.com/St-Thomas-Hotels-Bluebeards-Castle-Resort.h122147352.Hotel-Information) Charlotte Amalie 9.0/10 Wonderful (96 reviews) "Nice property, great views, great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren $180 nightly $200 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/St-Thomas-Hotels-Bluebeards-Castle-Resort.h122147352.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 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) ![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) ![Front of property](https://images.trvl-media.com/lodging/112000000/111500000/111493700/111493663/10b60159.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 (88 reviews) "Room spotless. Staff super friendly. Would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) alba $212 nightly $231 total Feb 21 - Feb 22 Total with taxes and fees [](https://www.expedia.com/Vieques-Hotels-Club-Vieques.h111493663.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) ![Sundeck](https://images.trvl-media.com/lodging/99000000/98510000/98501800/98501770/d346d04f.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) ### Old Crow Hotel and Suites [](https://www.expedia.com/Vieques-Hotels-Old-Crow-Hotel-And-Suites.h98501770.Hotel-Information) Vieques 8.8/10 Excellent (212 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) ![Room, Harbor View | View from room](https://images.trvl-media.com/lodging/15000000/14830000/14821600/14821562/2ce1ac5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Sea View | View from room](https://images.trvl-media.com/lodging/15000000/14830000/14821600/14821562/8e11f706.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Ocean View | Laptop workspace, free WiFi, bed sheets](https://images.trvl-media.com/lodging/15000000/14830000/14821600/14821562/1f23db54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/15000000/14830000/14821600/14821562/4a41fdba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Olga's Fancy [](https://www.expedia.com/St-Thomas-Hotels-Olgas-Fancy.h14821562.Hotel-Information) St. Thomas 9.6/10 Exceptional (1,002 reviews) "Just a quaint place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JoAnn $235 nightly $263 total Mar 8 - Mar 9 Total with taxes and fees [](https://www.expedia.com/St-Thomas-Hotels-Olgas-Fancy.h14821562.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=2026-03-05&endDate=2026-03-06®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) ![Junior Suite, Beachfront (King) | Bathroom | Separate tub and shower, deep soaking tub, rainfall showerhead](https://images.trvl-media.com/lodging/1000000/490000/481200/481147/fc2dc2de.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/490000/481200/481147/eed7abee.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) $2,305 nightly $2,577 total Feb 21 - Feb 22 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) ![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) ![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/47000000/46950000/46949900/46949848/479cc0b2.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 (195) $385 nightly $420 total Feb 23 - Feb 24 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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/bf10c361.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) ![Suite (Carlisle Suite A) | Frette Italian sheets, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/69143326.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 (299) $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) ![2 restaurants, breakfast, lunch, dinner served; French cuisine](https://images.trvl-media.com/lodging/15000000/14910000/14909600/14909517/374c62bc.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) $2,965 nightly $3,098 total Mar 4 - Mar 5 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) ![Aerial view](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/e03089ff.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) ### La Playa Orient Bay [](https://www.expedia.com/Orient-Bay-Hotels-La-Playa-Orient-Bay.h908054.Hotel-Information) Orient Bay 9.4/10 Exceptional (658) $759 nightly $789 total Mar 18 - Mar 19 Total with taxes and fees [](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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/440000/437900/437822/84f0964a.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) ![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) ### 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) ![4 restaurants, breakfast, lunch, dinner served; barbecue](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/015555a2.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) ![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 (1603) $398 nightly $417 total Mar 6 - Mar 7 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) ![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) ![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) ![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/d1fe9951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/460000/456600/456549/8d44f8b1.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) ### 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 (190) $1,668 nightly $1,861 total Feb 22 - Feb 23 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) ![Premium bedding, down comforters, minibar, in-room safe](https://images.trvl-media.com/lodging/3000000/2750000/2745500/2745402/06ffa0ec.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) ![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) ### 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=2026-03-01&endDate=2026-03-06®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) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/2000000/1590000/1583300/1583285/ea60c526.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) ![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) ### 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 1 - Mar 2 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) ![Aerial view](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/e03089ff.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) ### La Playa Orient Bay [](https://www.expedia.com/Orient-Bay-Hotels-La-Playa-Orient-Bay.h908054.Hotel-Information) Orient Bay 9.4/10 Exceptional (658) $759 nightly $789 total Mar 18 - Mar 19 Total with taxes and fees [](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) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/f2f19e90.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) ![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) ### 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 (1994) $511 nightly $532 total Feb 23 - Feb 24 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) ![4 restaurants, breakfast, lunch, dinner served; barbecue](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/015555a2.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) ![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 (1603) $398 nightly $417 total Mar 6 - Mar 7 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) ![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) ![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) ![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) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/e772cc3b.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) ### Grand Case Beach Club [](https://www.expedia.com/Grand-Case-Hotels-Grand-Case-Beach-Club.h886307.Hotel-Information) Grand Case 9.4/10 Exceptional (1002) $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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/1032ec1c.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 (1003) $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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/4a5ba391.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 (1443) $292 nightly $307 total Mar 22 - Mar 23 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) ![Restaurant](https://images.trvl-media.com/lodging/1000000/810000/800800/800769/fba660f9.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 (640) $363 nightly $396 total Feb 21 - Feb 22 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) ![Luxury Presidential Sunset Overwater Suite Diamond Club | Premium bedding, free minibar, in-room safe, individually decorated](https://images.trvl-media.com/lodging/96000000/95220000/95215600/95215599/a18f8fc2.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 (608) $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=2026-03-05&endDate=2026-03-06®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 (1008) $116 nightly $126 total Feb 21 - Feb 22 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 | Private kitchen | Mini-fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/eb7aa6b0.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) ### 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 (87) $214 nightly $234 total Mar 1 - Mar 2 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) ![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) ![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/47000000/46950000/46949900/46949848/479cc0b2.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 (195) $385 nightly $420 total Feb 23 - Feb 24 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) ![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) ![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) ![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) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/890000/886400/886307/e772cc3b.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) ### Grand Case Beach Club [](https://www.expedia.com/Grand-Case-Hotels-Grand-Case-Beach-Club.h886307.Hotel-Information) Grand Case 9.4/10 Exceptional (1002) $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) ![Aerial view](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/e03089ff.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) ### La Playa Orient Bay [](https://www.expedia.com/Orient-Bay-Hotels-La-Playa-Orient-Bay.h908054.Hotel-Information) Orient Bay 9.4/10 Exceptional (658) $759 nightly $789 total Mar 18 - Mar 19 Total with taxes and fees [](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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/bf10c361.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) ![Suite (Carlisle Suite A) | Frette Italian sheets, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/2000000/1010000/1001000/1000902/69143326.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 (299) $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) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/f2f19e90.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) ![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) ### 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 (1994) $511 nightly $532 total Feb 23 - Feb 24 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) ![Sundeck](https://images.trvl-media.com/lodging/99000000/98510000/98501800/98501770/d346d04f.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) ### Old Crow Hotel and Suites [](https://www.expedia.com/Vieques-Hotels-Old-Crow-Hotel-And-Suites.h98501770.Hotel-Information) Vieques 8.8/10 Excellent (212) $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) ![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) ![Exterior](https://images.trvl-media.com/lodging/123000000/122940000/122938900/122938831/eb43671b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/123000000/122940000/122938900/122938831/eedf63dd.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 8.4/10 Very Good (6) $293 nightly $320 total Feb 22 - Feb 23 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=2026-03-05&endDate=2026-03-06®ionId=3000655870&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=OCEAN_VIEW&openPlayBack=true) ## Top Lesser Antilles Hotel Reviews ![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) ![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 "Rooms were clean and spacious nice resort overall. " [](https://expedia.com/St-Thomas-Hotels-Margaritaville-Vacation-Club-By-Wyndham-St-Thomas.h11796106.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) ![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 "Rooms were very clean, staff super friendly, no sales pressure from Hotel vacation club nor from locals. Food, beach/pool as well as the other amenities were outstanding. Great location near many restaurants, casinos and bars" [](https://expedia.com/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.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) ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg) ### The Morgan Resort Spa Village 10/10 Excellent "Room was perfect, staff was very kind." [](https://expedia.com/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ![The Westin St. Thomas Beach Resort & Spa](https://images.trvl-media.com/lodging/1000000/170000/162200/162117/adea4f9b_y.jpg) ### The Westin St. Thomas Beach Resort & Spa 10/10 Excellent "Staff was great and the views from the hotel were amazing. Had a great time." [](https://expedia.com/St-Thomas-Hotels-Marriott-Frenchmans-Reef-And-Morning-Star-Beach-Resort.h162117.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 "The resort was clean and the staff were very helpful and always ready to help in anyway they can! We will definitely be going back!" [](https://expedia.com/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information)