Title: TOP Hotels with Pools in Lesser Antilles for 2025 - Lesser Antilles Hotels with a Pool | Expedia.co.uk [Lesser Antilles Travel Guide](https://expedia.co.uk/Lesser-Antilles.dx3000655870)[Hotels in Lesser Antilles](https://expedia.co.uk/Lesser-Antilles-Hotels.d3000655870.Travel-Guide-Hotels)[Holiday Rentals in Lesser Antilles](https://expedia.co.uk/Lesser-Antilles-Holiday-Rentals.d3000655870.Travel-Guide-HolidayRentals)[Flights to Lesser Antilles](https://expedia.co.uk/Cheap-Flights-To-Lesser-Antilles.d3000655870.Travel-Guide-Flights)[Lesser Antilles Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Lesser-Antilles.d3000655870.Car-Hire-Guide)[Lesser Antilles Holidays](https://expedia.co.uk/Lesser-Antilles.d3000655870.Holidays-City-Breaks) ![Anguilla featuring a beach, tropical scenes and rocky coastline](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/25000/25736-Anguilla.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Pool in Lesser Antilles - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/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 Pool Tonight [3 Nov - 4 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000655870&startDate=2025-11-03&endDate=2025-11-04&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [4 Nov - 5 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000655870&startDate=2025-11-04&endDate=2025-11-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000655870&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000655870&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Lesser Antilles Hotels with Pool ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717.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/1000000/800000/796500/796441/4b190380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/79cdb485.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Vacation Club Flamingo Beach St. Maarten Pelican Key 9.0/10 Wonderful (1329) "It was a nice stay and beautiful beachfront " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dalia Lin £91 includes taxes & fees 25 Nov - 26 Nov [](https://www.expedia.co.uk/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.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) ![Horse riding](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/438a5d23.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) ![Exterior](https://images.trvl-media.com/lodging/5000000/4680000/4675500/4675477/9f09ebef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea Gate Hotel Isabel II 9.4/10 Exceptional (1002) "Great stay lovely views Vieques is amazing!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dwayne £105 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Vieques-Hotels-Sea-Gate-Hotel.h4675477.Hotel-Information) ![Private beach, sun-loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/651e7935.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; barbecue ](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/9e796f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 outdoor pools, open 7:00 AM to 10:00 PM, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/5ecb34d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; barbecue ](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/61d06472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simpson Bay Resort, Marina & Spa Pelican Key 9.0/10 Wonderful (1438) "The property oberall was great and yhe beach in this area was stunning" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kenia £91 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun-loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/fd58af72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/3712236a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Mexican cuisine ](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/fd994a2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Villas at Simpson Bay Resort Simpson Bay 9.2/10 Wonderful (1295) "Beautiful resort and very friendly and accommodating staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £123 includes taxes & fees 23 Nov - 24 Nov [](https://www.expedia.co.uk/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/15000000/14830000/14821600/14821562/1fb22dec.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) ![Deluxe Room, 1 King Bed, Ocean View | 1 bedroom, 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) ![View from property](https://images.trvl-media.com/lodging/15000000/14830000/14821600/14821562/be4701ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Olga's Fancy St. Thomas 9.6/10 Exceptional (1002) "Very cute and private retreat. The owners/managers were very accomodating! Ocean view room was stunning!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christy £119 includes taxes & fees 11 Nov - 12 Nov [](https://www.expedia.co.uk/St-Thomas-Hotels-Olgas-Fancy.h14821562.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/9000000/8300000/8292800/8292733/63ceda74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Penthouse, 1 Bedroom, Kitchen, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/9000000/8300000/8292800/8292733/98678705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Kitchenette, Resort View | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/9000000/8300000/8292800/8292733/fff91158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/9000000/8300000/8292800/8292733/681f8121.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Vue Boutique Inn Sandy Ground 8.8/10 Excellent (189) "This place is beautiful and the owner and staff are absolutely excellent in every way. Rooms were large and well kept. Again, staff was super friendly and food was very good. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cody £176 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/South-Hill-Hotels-La-Vue-Boutique-Inn.h8292733.Hotel-Information) ![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) ![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) ![Reception](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/4c60079c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds | Iron/ironing board, free cots/infant beds, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/83000000/82780000/82772900/82772861/99dffb8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nanny Cay Resort and Marina Road Town 9.2/10 Wonderful (18) "Clean facilities, nice restaurant and bar ocean front, easy and free parking" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline £188 includes taxes & fees 4 Nov - 5 Nov [](https://www.expedia.co.uk/Road-Town-Hotels-Nanny-Cay-Resort-And-Marina.h82772861.Hotel-Information) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool loungers](https://images.trvl-media.com/lodging/76000000/75330000/75327800/75327770/2972ded3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 8:00 AM to 8:00 PM, pool loungers](https://images.trvl-media.com/lodging/76000000/75330000/75327800/75327770/b9584194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/76000000/75330000/75327800/75327770/eebf1503.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75330000/75327800/75327770/bb9df96b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grapetree Bay Hotel & Villas Grapetree 8.8/10 Excellent (158) "This property is almost to the end of the island on the east end. It is absolutely beautiful and the staff could not be nicer. The food at the restaurant is great and reasonably priced, particularly for a hotel/resort restaurant. The rooms are beautiful, bright and airy. The view is spectacular. We will visit again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle [](https://www.expedia.co.uk/Christiansted-Hotels-Grapetree-Bay-Hotel-Villas.h75327770.Hotel-Information) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/2af67816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Suite, 2 Bedrooms, Kitchen, Ocean View | Living room | 42-inch Smart TV with satellite channels](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/ff15ff94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/7ecbe3ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, premium bedding, Select Comfort beds, in-room safe](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/a949420c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond 9.2/10 Wonderful (967) "The hotel was a great place to stay. The staff was great and the place is beautiful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lynn [](https://www.expedia.co.uk/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.Hotel-Information) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/2000000/1500000/1495600/1495595/205be626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gazebo](https://images.trvl-media.com/lodging/2000000/1500000/1495600/1495595/a2f77caf.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) ![Poolside bar](https://images.trvl-media.com/lodging/2000000/1500000/1495600/1495595/e278208b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Horizon Boutique Resort - Adults Only Esperanza 8.8/10 Excellent (590) "Beautiful place david was an awesome helpful staff member " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amber £112 includes taxes & fees 4 Nov - 5 Nov [](https://www.expedia.co.uk/Vieques-Hotels-Blue-Horizon-Boutique-Resort-Adults-Only.h1495595.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.co.uk/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18®ionId=3000655870&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Lesser Antilles Hotel Reviews ![Simpson Bay Resort, Marina & Spa](//images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg) ### Simpson Bay Resort, Marina & Spa 10/10 Excellent "Great location excellent Service " [](https://expedia.co.uk/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Cocobay Resort - All Inclusive - Adults Only](//images.trvl-media.com/lodging/1000000/900000/892100/892086/a378a9d4_y.jpg) ### Cocobay Resort - All Inclusive - Adults Only 10/10 Excellent "Everything was excellent - beautiful property and views - food was good at some meals - but generally average " [](https://expedia.co.uk/Valley-Church-Hotels-Cocobay-Resort-All-Inclusive-Adults-Only.h892086.Hotel-Information) ![Secret Harbour Beach Resort](//images.trvl-media.com/lodging/1000000/10000/900/866/95202a14_y.jpg) ### Secret Harbour Beach Resort 10/10 Excellent "Amazing beach! Calm warm water just foot steps from our condo! It exceeded my expectations. So glad we stayed here. " [](https://expedia.co.uk/St-Thomas-Hotels-Secret-Harbour-Beach-Resort.h866.Hotel-Information) ![Hilton Vacation Club Flamingo Beach St. Maarten](//images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg) ### Hilton Vacation Club Flamingo Beach St. Maarten 10/10 Excellent "." [](https://expedia.co.uk/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Jolly Beach Antigua - All-inclusive](//images.trvl-media.com/lodging/1000000/30000/23600/23522/5e7e9cb3_y.jpg) ### Jolly Beach Antigua - All-inclusive 10/10 Excellent "Jolly Beach Resort was great. The location is beautiful, the food was great, and the atmosphere was peaceful." [](https://expedia.co.uk/Jolly-Harbour-Hotels-Jolly-Beach-Antigua-All-Inclusive.h23522.Hotel-Information) ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](//images.trvl-media.com/lodging/1000000/570000/565700/565666/45414036_y.jpg) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 10/10 Excellent "Awesome staff." [](https://expedia.co.uk/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Margaritaville Vacation Club - St. Thomas](//images.trvl-media.com/lodging/12000000/11800000/11796200/11796106/29cf8be8_y.jpg) ### Margaritaville Vacation Club - St. Thomas 10/10 Excellent "BEAUTIFUL" [](https://expedia.co.uk/St-Thomas-Hotels-Margaritaville-Vacation-Club-By-Wyndham-St-Thomas.h11796106.Hotel-Information) ![The Westin St. Thomas Beach Resort & Spa](//images.trvl-media.com/lodging/1000000/170000/162200/162117/adea4f9b_y.jpg) ### The Westin St. Thomas Beach Resort & Spa 10/10 Excellent "Only issue we have was the fridge didn’t cool my items we had in there and we had to throw it away!!!" [](https://expedia.co.uk/St-Thomas-Hotels-Marriott-Frenchmans-Reef-And-Morning-Star-Beach-Resort.h162117.Hotel-Information) ![Oyster Bay Beach Resort](//images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/00eb22aa_y.jpg) ### Oyster Bay Beach Resort 10/10 Excellent "Great view. " [](https://expedia.co.uk/Oyster-Pond-Hotels-Oyster-Bay-Beach-Resort.h1095348.Hotel-Information)