Title: Book the Best Simpson Bay CASINO Hotels & Resorts in 2025 | Expedia.ca [Simpson Bay Travel Guide](https://expedia.ca/Simpson-Bay.dx8941)[Hotels in Simpson Bay](https://expedia.ca/Simpson-Bay-Hotels.d8941.Travel-Guide-Hotels)[Vacation Rentals in Simpson Bay](https://expedia.ca/Simpson-Bay-Vacation-Rentals.d8941.Travel-Guide-VacationRentals)[Flights to Simpson Bay](https://expedia.ca/Cheap-Flights-To-Simpson-Bay.d8941.Travel-Guide-Flights)[Things to do in Simpson Bay](https://expedia.ca/Things-To-Do-In-Simpson-Bay.d8941.Travel-Guide-Activities)[Simpson Bay Car Rentals](https://expedia.ca/Car-Rentals-In-Simpson-Bay.d8941.Car-Rental-Guide)[Simpson Bay Vacation Packages](https://expedia.ca/Simpson-Bay.d8941.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/523000/523274-kim-sha-beach.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Casino Hotels in Simpson Bay from CA $140 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Simpson Bay Casino Hotels Tonight [Oct 27 - Oct 28](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2025-10-27&endDate=2025-10-28&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 28 - Oct 29](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2025-10-28&endDate=2025-10-29&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2025-10-31&endDate=2025-11-02&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=8941&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Simpson Bay Casino Hotels ![Smart TV, stereo, offices](https://images.trvl-media.com/lodging/106000000/105950000/105942900/105942898/3a114358.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105950000/105942900/105942898/94c252a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105950000/105942900/105942898/4dd7624e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105950000/105942900/105942898/04d0782b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marina Views in the Heart of Simpson Bay Simpson Bay 10/10 Exceptional (1) "We loved this place so much we bought it! The location is to die for. Right in the heart of Simpson Bay, there is soooo much to see and do right around you. The beach is literally a four minute walk and the water is calm and beautiful. We can’t wait to come back again and again! Also, Kayla, the manager is the best to work with. Sweet and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Trish S. CA $164 CA $406 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Simpson-Bay-Hotels-Marina-Views-In-The-Heart-Of-Simpson-Bay.h105942898.Hotel-Information) ![Beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/e9e59cb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/edee56dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/53104e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/4000000/4000000/3991200/3991146/b00cd486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simpson Bay Suites Simpson Bay 6.8/10 (124) "Highly recommended and friendly staff…" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ARMANDO CA $151 CA $169 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Suites.h3991146.Hotel-Information) ![1 bedroom, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939849/a974d16a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, towels](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939849/2508596b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939849/ada2b13b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939849/db2fbc85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Palm Tree Paradise – Studio in Pelican Key Pelican Key CA $119 CA $403 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Simpson-Bay-Hotels-Palm-Tree-Paradise-Studio-In-Pelican-Key.h119939849.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939847/ba7e411f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939847/4817c594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939847/521be235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119940000/119939900/119939847/3d2780e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview Escape in Sint Maarten Pelican Key CA $174 CA $640 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Simpson-Bay-Hotels-Oceanview-Escape-In-Sint-Maarten.h119939847.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/43000000/42280000/42270700/42270613/3dd4e043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/43000000/42280000/42270700/42270613/4fa14538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42280000/42270700/42270613/ee3b8c0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, music library](https://images.trvl-media.com/lodging/43000000/42280000/42270700/42270613/5dbb309e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maho Beach Escape; Sunset Ocean View Maho, Sint Maarten 10/10 Exceptional (4) "The property is in a great location. Within walking distance to alot of restaurants and shopping. We also walked to Maho Beach and Mullet Bay Beach, both breathtaking! Kaya shared fresh fruit and juice with us and was very welcoming. We enjoyed the sunset over the ocean from our back patio each night. We will definitely be back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heather B. CA $188 CA $286 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h42270613.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/115000000/114180000/114178000/114177922/1b19fc0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114180000/114178000/114177922/77bf992b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114180000/114178000/114177922/w1815h2420x0y0-d7ab5765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114180000/114178000/114177922/cc92cc12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny Days at Simpson Bay Yacht Club Simpson Bay 10/10 Exceptional (2) "This is a great location to come to: comfortable central location lots to do around restaurant everything you would need in a getaway I will definitely here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JEROME J. CA $321 CA $647 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Simpson-Bay-Hotels-Sunny-Days-At-Simpson-Bay-Yacht-Club.h114177922.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876519/8b88d0ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876519/159c0da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876519/f614e6cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112880000/112876600/112876519/0c5aa45b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beacon Hill Hideaway: Luxury Condo in Simpson Bay Simpson Bay CA $323 CA $682 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Simpson-Bay-Hotels-Beacon-Hill-Hideaway-Luxury-Condo-In-Simpson-Bay.h112876519.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42260000/42254400/42254359/634366e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/43000000/42260000/42254400/42254359/7c809382.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/43000000/42260000/42254400/42254359/13b1c9c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42260000/42254400/42254359/3bf818d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Maho Beach House: Sand Bar Suite, 2-Bedroom Maho, Sint Maarten CA $462 CA $644 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h42254359.Hotel-Information) ![On the beach, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/119000000/118060000/118051000/118050975/57bb5d5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/119000000/118060000/118051000/118050975/d621b7b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/119000000/118060000/118051000/118050975/253ab410.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/119000000/118060000/118051000/118050975/b1bc2143.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### St. Martin Beach Resort & Spa Anse Marcel CA $279 CA $290 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Anse-Marcel-Hotels-St-Martin-Beach-Resort-Spa.h118050975.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) ![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) ![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) ![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 (685) "Front desk staff very helpful on check in " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard CA $116 CA $140 total includes taxes & fees Oct 31 - Nov 1 [](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=2025-11-10&endDate=2025-11-11®ionId=8941&adults=2&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true) ## Top Simpson Bay Hotel Reviews ![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 "Rooms are beautiful and very clean." [](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.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 "We had an exceptional time at the Morgan! This was our second time here and could not be happier with our stay. The staff is very friendly and accommodating. We absolutely LOVE the pool area - a true beauty in itself! Our room was very clean and well-maintained. Cleaning staff took care of every detail. Our balcony views were phenomenal and we are already looking at booking again. Such a beautiful resort & a more welcoming staff! " [](https://expedia.ca/Simpson-Bay-Hotels-The-Morgan-Resort-Spa-Village.h17524915.Hotel-Information) ![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 "Always a great stay at Simpson Bay Resort" [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![The Atrium Beach Resort and Spa, an Ascend Collection Resort](//images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/0308f8df_y.jpg) ### The Atrium Beach Resort and Spa, an Ascend Collection Resort 10/10 Excellent "Just love it" [](https://expedia.ca/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten-A-Ramada-By-Wyndham.h1746391.Hotel-Information) ![Hilton Vacation Club Royal Palm St. Maarten](//images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394_y.jpg) ### Hilton Vacation Club Royal Palm St. Maarten 10/10 Excellent "Clean rooms" [](https://expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) ![Baker's Suites](//images.trvl-media.com/lodging/8000000/7750000/7741800/7741757/7b7d5aaa_y.jpg) ### Baker's Suites 10/10 Excellent "The staff was very pleasant and informative made you feel really welcomed. This was my first time staying here but it would not be my last. " [](https://expedia.ca/Simpson-Bay-Hotels-Bakers-Suites.h7741757.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 "Very happy with our stay here. The rooms were extremely comfortable, almost like being at home. The views were stunning from our room! Staff was professional and courteous. Nice food menu as well! " [](https://expedia.ca/Simpson-Bay-Hotels-Flamingo-Beach-Resort-By-Diamond-Resorts.h796441.Hotel-Information) ![Mary's Boon Beach Resort & Spa](//images.trvl-media.com/lodging/2000000/1810000/1802500/1802437/fc70b386_y.jpg) ### Mary's Boon Beach Resort & Spa 10/10 Excellent "The staff was excellent. Everyone had a great time. The hotel is right on the beach." [](https://expedia.ca/Simpson-Bay-Hotels-Marys-Boon-Beach-Resort-Spa.h1802437.Hotel-Information) ![Azure Hotel and Art Studio](//images.trvl-media.com/lodging/6000000/5230000/5225100/5225071/93d281c5_y.jpg) ### Azure Hotel and Art Studio 10/10 Excellent "Michael was really great. Place was spotless and we'll located. Highly recommend. " [](https://expedia.ca/Simpson-Bay-Hotels-Azure-Hotel-And-Art-Studio.h5225071.Hotel-Information) ## Frequently asked questions ### Searching for casino hotels in Simpson Bay? > If you're visiting Simpson Bay for some gaming, you can roll the dice at Hollywood Casino and Dunes Casino, though they aren't the only places to visit while you're in town. Tourists speak highly of the local cuisine, fantastic nightlife, and pristine beaches. You might want to visit popular sights in the larger area including Orient Bay Beach. ### How many hotels that are good for gaming can I expect to find in Simpson Bay? > You won't need a stroke of luck to find something that suits with one of Expedia's 456 lodging options close to the casinos in Simpson Bay. ### When should I take my casino trip to Simpson Bay? > You might spend a lot of your vacation inside, but if you want to see more of the area, looking at local weather trends is a good idea. The hottest months are usually September and August with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Simpson Bay is 37 inches. ### What is there to do in Simpson Bay? > If you've had a stroke of luck, you can head to Market Garden Supermarket, Marigot Market, or Front Street District to spend your winnings. Simpson Bay is known for its live music and entertainment venues, and you can check out cultural spots such as St-Martin Archaeological Museum, Museum of Sint Maarten, and Devonish Art Gallery. If you're looking to add to your itinerary, you can also visit Flamingo Beach and Simpson Bay Beach. ### What are my transportation options for my casino getaway to Simpson Bay? > Here are some transportation options in Simpson Bay: You can book a flight to the nearest airport, which is Princess Juliana Intl. Airport (SXM), 1.1 mi (1.8 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.