Title: Book the Best Lesser Antilles CASINO Hotels & Resorts in 2025 | Expedia.ca [Lesser Antilles Travel Guide](https://expedia.ca/Lesser-Antilles.dx3000655870)[Hotels in Lesser Antilles](https://expedia.ca/Lesser-Antilles-Hotels.d3000655870.Travel-Guide-Hotels)[Vacation Rentals in Lesser Antilles](https://expedia.ca/Lesser-Antilles-Vacation-Rentals.d3000655870.Travel-Guide-VacationRentals)[Flights to Lesser Antilles](https://expedia.ca/Cheap-Flights-To-Lesser-Antilles.d3000655870.Travel-Guide-Flights)[Lesser Antilles Car Rentals](https://expedia.ca/Car-Rentals-In-Lesser-Antilles.d3000655870.Car-Rental-Guide)[Lesser Antilles Vacation Packages](https://expedia.ca/Lesser-Antilles.d3000655870.Destination-Travel-Guides) ![Anguilla featuring rocky coastline, a beach and tropical scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/25000/25736-Anguilla.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Casino Hotels in Lesser Antilles from CA $139 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](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 Casino Hotels Tonight [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-01&endDate=2025-10-02&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 2 - Oct 3](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-02&endDate=2025-10-03&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=3000655870&startDate=2025-10-10&endDate=2025-10-12&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Lesser Antilles Casino Hotels ![Casino](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/546c92d0.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/1000000/570000/565700/565666/45414036.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/w3840h2557x0y3-53955507.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/w3840h2556x0y4-8ba71e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa Lowlands 8.0/10 Very good (2634) "Great stay " CA $266 CA $321 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Casino](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/54f45166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/5d6279b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, white sand, beach cabanas, beach umbrellas](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/8b1a8cb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/84639663.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Bay Beach Resort, Casino & Spa Philipsburg 7.4/10 Good (486) "Food was great! A majority of the staff was great! Tried the rooms with Bali beds out front and that was a waste of money. No view and filled with ants. Get a higher room with an ocean view. The beach was useless as it is steep and ground seashells for sand. That said, you cannot beat the view of Simpson Bay. Great island and will be back when they rebuild. I would just stay at a sister property near the airport next time." [](https://www.expedia.ca/Philipsburg-Hotels-Great-Bay-Beach-Resort.h527117.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/2000000/1260000/1256900/1256868/61d06472.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/2000000/1260000/1256900/1256868/5ecb34d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast, lunch, dinner served; barbecue](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/9e796f89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simpson Bay Resort, Marina & Spa Pelican Key 9.0/10 Wonderful (1368) "Great place to stay with family. " CA $144 CA $172 total includes taxes & fees Oct 22 - Oct 23 [](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/900000/895200/895163/4d50fa94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Non Smoking, Ocean View](https://images.trvl-media.com/lodging/1000000/900000/895200/895163/b08ac072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/1000000/900000/895200/895163/d1c83877.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/900000/895200/895163/912aff7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St Kitts Marriott Beach Resort, Casino & Spa Basseterre 8.4/10 Very good (1009) "Clean rooms, beautiful scenery and surroundings, impeccable services,Games nights ,Dining and dancing ,pools and beaches " CA $337 CA $420 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Basseterre-Hotels-St-Kitts-Marriott-Resort-The-Royal-Beach-Casino.h895163.Hotel-Information) ![Property amenity](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3837h2560x3y0-3dc5419e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bars/lounges, rooftop bar, lobby lounge](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3837h2557x3y3-8ba48b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Ocean View (Roof Top Butler Suite)](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/24722772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3840h2557x0y3-4d27245d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Ocean Point All Inclusive, Adults Only Resort Lowlands 8.6/10 Excellent (1021) "I had great stay " CA $526 CA $636 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Lowlands-Hotels-Sonesta-Ocean-Point-All-Inclusive.h8822353.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) ![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) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/3712236a.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/5000000/4560000/4553800/4553784/937793bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Villas at Simpson Bay Resort Simpson Bay 9.2/10 Wonderful (1262) "Always the best spot to stay for location " CA $180 CA $216 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![Casino](https://images.trvl-media.com/lodging/1000000/430000/423400/423335/996e87f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/430000/423400/423335/2dcc502f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beachfront Double](https://images.trvl-media.com/lodging/1000000/430000/423400/423335/5c640191.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/1000000/430000/423400/423335/22c01ff7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Carina Bay Boutique All Inclusive Resort & Casino Christiansted 7.8/10 Good (511) "Everything was nice the stay the staff and all" [](https://www.expedia.ca/Christiansted-Hotels-All-Inclusive-Divi-Carina-Bay-Beach-Resort-Casino.h423335.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/1000000/540000/531100/531044/8b12bf7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/540000/531100/531044/efc34fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/540000/531100/531044/bc60bd95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/540000/531100/531044/72d89fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windward Passage Hotel St. Thomas 7.0/10 Good (1377) "Very convenient area to stay." CA $232 CA $284 total includes taxes & fees Oct 3 - Oct 4 [](https://www.expedia.ca/St-Thomas-Hotels-Windward-Passage-Hotel.h531044.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/580000/574400/574356/ef33a605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/580000/574400/574356/aad94460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Queen Beds, Ocean View](https://images.trvl-media.com/lodging/1000000/580000/574400/574356/784e590f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/1000000/580000/574400/574356/4624b1f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Caravelle St. Croix Christiansted Historic District 8.2/10 Very good (702) "The staff is very friendly" [](https://www.expedia.ca/Christiansted-Hotels-Caravelle-Hotel-Casino.h574356.Hotel-Information) ![On the beach, white sand, beach towels](https://images.trvl-media.com/lodging/1000000/870000/861000/860944/46903e22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/870000/861000/860944/3daa9824.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Junior Suite, 2 Bedrooms, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/1000000/870000/861000/860944/5dcdc077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Villa, 2 Bedrooms, Ocean View | View from room](https://images.trvl-media.com/lodging/1000000/870000/861000/860944/71e28643.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sapphire Beach Club Resort Maho 7.0/10 Good (679) "My Stay At The Hotel Was Pleasurable And The Staff Was Very Helpful." CA $116 CA $139 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Lowlands-Hotels-Sapphire-Beach-Club-Resort.h860944.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.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17®ionId=3000655870&adults=2&amenities=CASINO&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 "Met every need we had." [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](//images.trvl-media.com/lodging/1000000/570000/565700/565666/9a0f47b8_y.jpg) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 10/10 Excellent "Great stay " [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.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 "Staff wasn’t pleasant at all. Every time I tried to order room service so I didn’t have to encounter them it was a excuse every time " [](https://expedia.ca/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 "The beach was beautiful clean calm lots of beach chairs and shelters close to beach bars and food options staff was always pleasant and helpful Accommodation was clean and comfortable Food was a mix of local and international cuisine Grounds was large and well maintained with tropical plants and coconut palms " [](https://expedia.ca/Jolly-Harbour-Hotels-Jolly-Beach-Antigua-All-Inclusive.h23522.Hotel-Information) ![Divi Little Bay Beach Resort](//images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg) ### Divi Little Bay Beach Resort 10/10 Excellent "We have stayed here before. Beautiful ocean view and well cared for property. Excellent beach. Great parking available and the entire staff was friendly." [](https://expedia.ca/Philipsburg-Hotels-Divi-Little-Bay-Beach-Resort.h470827.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 "Loved our stay and the infinity pool. Will definitely be back" [](https://expedia.ca/Valley-Church-Hotels-Cocobay-Resort-All-Inclusive-Adults-Only.h892086.Hotel-Information) ![The Villas at Simpson Bay Resort](//images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg) ### The Villas at Simpson Bay Resort 10/10 Excellent "Loved this place! Clean room quiet& great location " [](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![Windward Passage Hotel](//images.trvl-media.com/lodging/1000000/540000/531100/531044/58ca54ba_y.jpg) ### Windward Passage Hotel 10/10 Excellent "Excelent" [](https://expedia.ca/St-Thomas-Hotels-Windward-Passage-Hotel.h531044.Hotel-Information) ![The Morgan Resort Spa Village](//images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/bf19cc27_y.jpg) ### The Morgan Resort Spa Village 10/10 Excellent "Close to everything " [](https://expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information)