Title: Cole Bay Vacation Packages 2026 from $805 | Expedia.com [Cole Bay Travel Guide](https://expedia.com/Cole-Bay.dx602866)[Hotels in Cole Bay](https://expedia.com/Cole-Bay-Hotels.d602866.Travel-Guide-Hotels)[Vacation Rentals in Cole Bay](https://expedia.com/Cole-Bay-Vacation-Rentals.d602866.Travel-Guide-VacationRentals)[Flights to Cole Bay](https://expedia.com/Cheap-Flights-To-Cole-Bay.d602866.Travel-Guide-Flights)[Things to do in Cole Bay](https://expedia.com/Things-To-Do-In-Cole-Bay.d602866.Travel-Guide-Activities)[Car Rentals in Cole Bay](https://expedia.com/Car-Rentals-In-Cole-Bay.d602866.Car-Rental-Guide) ![](https://images.trvl-media.com/place/602866/c2217b14-b825-4e1a-81c0-40645b3cf7c0.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Cole Bay Vacations from $805 ## Book a Hotel + Flight or Car together to unlock savings ## Your Cole Bay Vacation The lively atmosphere and beaches are just the start of the things Cole Bay has going for it. Experience the best of this city the way you want with a personalized Cole Bay vacation package. Fill your free time with visits to [Maho Beach](https://www.expedia.com/Maho-Beach-Lowlands.d6079649.Vacation-Attraction), [Marigot Market](https://www.expedia.com/Marigot-Market-Marigot.d6073145.Vacation-Attraction) and [Fort St. Louis](https://www.expedia.com/Fort-St-Louis-Marigot.d502880.Vacation-Attraction), some of the attractions you should see during your trip to Cole Bay. Check out Expedia's extensive range of travel options and start organizing your ideal vacation to Cole Bay now. ## The Latest Cole Bay vacation packages Price found within the past 48 hours. Click for updated prices. ![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/2af67816_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond Save 100% on your flight $805 per person May 14 - May 21 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Philipsburg (SXM) 9.2/10 Wonderful! (1,003 reviews) Exceptional stay from start to finish. The room was spotless, comfortable, and beautifully maintained. The staff was professional, welcoming, and attentive to every detail. Truly a seamless and relaxing experience. I would gladly return and highly recommend this hotel. Reviewed on Mar 1, 2026 ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort Pelican Key $931 per person May 14 - May 21 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Philipsburg (SXM) 9.2/10 Wonderful! (1,382 reviews) \*Modern clean rooms. \*Having a few dishes, microwave, mini-fridge turned out to be handy. \*Staff was very friendly. \*Breakfast buffet was excellent. \*Onsite restaurants and many nearby was nice. \*Broad selection at the Replay Restaurant & Bar. It was the only one we ate at twice. Reviewed on Feb 21, 2026 ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Simpson Bay Resort, Marina & Spa Pelican Key $969 per person Apr 14 - Apr 19 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Philipsburg (SXM) 8.8/10 Excellent! (1,614 reviews) Everyone was friendly, everything you need with in walking distance. Room was very clean and very comfortable Reviewed on Mar 6, 2026 ![La Playa Orient Bay](https://images.trvl-media.com/lodging/1000000/910000/908100/908054/42567e6f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### La Playa Orient Bay Save 100% on your flight $1,104 per person May 14 - May 21 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Philipsburg (SXM) 9.4/10 Exceptional! (604 reviews) Clean rokm. Great beach breakfast! Reviewed on Mar 5, 2026 ![Panorama Residences at Monte Vista](https://images.trvl-media.com/lodging/121000000/120450000/120440200/120440175/27f0cc56_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Panorama Residences at Monte Vista Point Blanche Save 100% on your flight $1,162 per person May 14 - May 21 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Philipsburg (SXM) 9.6/10 Exceptional! (26 reviews) Everything in the room was brand new. We could see 3 islands from our balcony. Pool was beautiful but very windy. Reviewed on Mar 6, 2026 Don't see what you're looking for? See all available trips from Columbus to Cole Bay [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-06/2026-04-13/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](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=PKG_SPRING_PROMO_602866) ### Discover the most popular places to visit in Cole Bay #### Indigo Beach Why not spend a lazy afternoon at Indigo Beach during your trip to Cole Bay? [](https://expedia.com/Indigo-Beach-Indigo-Bay.d553248635977104871.Vacation-Attraction) #### Seaside Nature Park Explore the lovely green spaces of Seaside Nature Park and enjoy the boating in Cole Bay. Stroll along the beautiful beaches or discover the beautiful sunsets in this family-friendly area. [](https://expedia.com/Seaside-Nature-Park-Cole-Bay.d553248621532873753.Vacation-Attraction) ### What to do in Cole Bay ![Panoramic view of vibrant St. Martin ](https://mediaim.expedia.com/localexpert/413439/1889a377-cdfa-4a6e-bdf7-cb7a36cef979.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Edge Ferry Tickets to St. Barts $100 per adult **84%** of travellers recommend [](https://expedia.com/things-to-do/edge-ferry-tickets-to-st-barts.a413439.activity-details) ![Sand Dollar Snorkeling Adventure](https://mediaim.expedia.com/localexpert/253868/cee07738-52cd-498c-b693-2512d348c7bb.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Half Day Snorkeling Adventure $65 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/half-day-snorkeling-adventure.a253868.activity-details) ![Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line](https://mediaim.expedia.com/localexpert/466226/f1e62739-a072-49a6-976a-ce1a3facd837.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line $159 per adult **90%** of travellers recommend [](https://expedia.com/things-to-do/sky-explorer-flying-dutchman-schooner-sentry-hill-line.a466226.activity-details) [See all activities in Cole Bay](https://expedia.com/things-to-do/search?rid=602866) ## Cole Bay Hotel Deals ![Port de Plaisance Resort, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/34000000/33420000/33411200/33411163/11c502bb_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Port de Plaisance Resort, Trademark Collection by Wyndham 155 Union Rd Cole Bay Sint Maarten Fully refundableReserve now, pay when you stay $264 nightly $277 total Apr 1 - Apr 2 Total with taxes and fees 7.6/10 Good! (718 reviews) Nice hotel would stay again Reviewed on Mar 4, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F1%2F2026&endDate=4%2F2%2F2026&selected=33411163&PinnedHotelID=33411163&HadPinnedHotel=true®ionId=602866) ![Carls Unique Inn](https://images.trvl-media.com/lodging/2000000/1690000/1680400/1680374/e9fe4d21_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Carls Unique Inn 18 Orange Grove Rd Cole Bay Fully refundableReserve now, pay when you stay $133 nightly $139 total Mar 15 - Mar 16 Total with taxes and fees 8.6/10 Excellent! (392 reviews) Fantastic Reviewed on Mar 4, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F15%2F2026&endDate=3%2F16%2F2026&selected=1680374&PinnedHotelID=1680374&HadPinnedHotel=true®ionId=602866) ![The Morgan Resort Spa Village](https://images.trvl-media.com/lodging/18000000/17530000/17525000/17524915/d40e64ea_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Morgan Resort Spa Village 2 Beacon Hill Road Simpson Bay Fully refundableReserve now, pay when you stay $496 nightly $517 total Apr 1 - Apr 2 Total with taxes and fees 9/10 Wonderful! (2,024 reviews) Room was delayed for daily cleaning, consistently had to asked for clean towels ( room cleaned but not enough bath towels left for number of guests. Bathroom does not have a door so it soak the floor when you shower. Entertainment ( actual person singing / music noise level right above the rooms ... Reviewed on Mar 5, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F1%2F2026&endDate=4%2F2%2F2026&selected=17524915&PinnedHotelID=17524915&HadPinnedHotel=true®ionId=602866) [See all 3,610 properties in Cole Bay](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F7%2F2026&endDate=3%2F8%2F2026®ionId=602866) 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. ## Find the Best Cole Bay Vacation Packages ## Cole Bay Essential Information | Language | Dutch | | --------------- | -------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Currency | Netherlands Antillean guilders | | Local Welcome | Hallo | | Local Goodbye | Dag | | Closest Airport | Princess Juliana Intl. Airport (SXM) | | Max Temp Winter | 80ºF | | Max Temp Summer | 80ºF | | Top Sights | [Maho Beach](https://www.expedia.com/Maho-Beach-Lowlands.d6079649.Vacation-Attraction), [Mullet Bay Beach](https://www.expedia.com/Mullet-Bay-Beach-Maho.d506439.Vacation-Attraction) and [Cupecoy Beach](https://www.expedia.com/Cupecoy-Beach-Lowlands.d6079639.Vacation-Attraction) | ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ Friendly Vacations [](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adventure Vacations [](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click) ![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Honeymoon Vacations [](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does a Cole Bay vacation package cost? ### What are the cheapest months to go to Cole Bay? ### How many days is enough for Cole Bay? ### How to find the best Cole Bay package deals? ### Is it cheaper to book a Cole Bay vacation as a package? ### When to book a vacation package to Cole Bay? ### How to plan a trip to Cole Bay? > 1. Choose the right time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to travel to Cole Bay. > 2. Budget wisely: Besides the price of your hotel, you'll need to factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected costs that may arise during your trip to Cole Bay. > 3. Use our [trip planning tool](https://www.expedia.com/why/trip-planning) to discover Cole Bay: Research every part of your trip to Cole Bay with this comprehensive planner. Invite friends or family to collaborate on a group trip, search for hotels or things to do and make bookings. > 4. Work out your trip length: Think about how long you want to spend discovering Cole Bay. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing. > 5. Bundle your airfare and accommodations: After you've nailed down your travel dates and duration, book the ideal Cole Bay vacation package for you. > 6. Add on experiences and excursions: Take a look at our dedicated travel guide to find some incredible [things to do in Cole Bay](https://www.expedia.com/Things-To-Do-In-Cole-Bay.d602866.Travel-Guide-Activities). Book tickets or make reservations in advance to save time and avoid the stress of searching for activities once you arrive. ### Does Expedia offer Book Now, Pay Later Cole Bay vacation packages? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - More ways to book - [Hotels near Almond Grove ](https://www.expedia.com/Almond-Grove-Cole-Bay-Hotels.0-n553248635976400158-0.Travel-Guide-Filter-Hotels) - [Hotels near Kim Sha Beach ](https://www.expedia.com/Kim-Sha-Beach-Hotels.0-l6079645-0.Travel-Guide-Filter-Hotels) - [Simpson Bay Hotels ](https://www.expedia.com/Simpson-Bay-Hotels.d8941.Travel-Guide-Hotels) - [Condo Rentals in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Condos.d8941-aaCondos.Travel-Guide-Accommodation) - [Resorts in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Resorts.d8941-aaResorts.Travel-Guide-Accommodation) - [Hotels with Free Breakfast in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Hotels-With-Complimentary-Breakfast.0-0-d8941-tHotelswithComplimentaryBreakfast.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Cheap-Hotels.0-0-d8941-tCheapHotels.Travel-Guide-Filter-Hotels) - [Villas in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Villas.d8941-aaVillas.Travel-Guide-Accommodation) - [Casino Hotels in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Casino-Hotel.0-0-d8941-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Beach Hotels in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Beach-Hotel.0-0-d8941-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d8941-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Apartments in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Apartments.d8941-aaApartments.Travel-Guide-Accommodation) - [Boutique Hotels in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Boutique-Hotel.0-0-d8941-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Family Hotels in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Family-Hotel.0-0-d8941-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Resorts & Hotels with Spas in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Spa-Hotel.0-0-d8941-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Wedding-Hotels.0-0-d8941-tWeddingHotels.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Simpson Bay ](https://www.expedia.com/5Star-Simpson-Bay-Hotels.s50-0-d8941.Travel-Guide-Filter-Hotels) - [Hotels with Bars in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Bar-Hotel.0-0-d8941-tBarHotel.Travel-Guide-Filter-Hotels) - [Gay friendly Hotels in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-LGBT-Welcoming-Hotel.0-0-d8941-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels) - [Guest Houses in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Guest-Houses.d8941-aaGuestHouses.Travel-Guide-Accommodation) - [Oceanfront Hotels in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Oceanfront-Hotels.0-0-d8941-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Vacation Homes in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Private-Vacation-Homes.d8941-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Hotels with Laundry Facilities in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Hotels-With-Laundry-Facilities.0-0-d8941-tHotelswithLaundryFacilities.Travel-Guide-Filter-Hotels) - [Hotels with Connecting Rooms in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Hotels-With-Adjoining-Rooms.0-0-d8941-tHotelswithAdjoiningRooms.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Hotel-With-Pool.0-0-d8941-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Luxury-Hotel.0-0-d8941-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Pet-Friendly-Hotel.0-0-d8941-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Gym in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Hotels-With-Fitness-Center.0-0-d8941-tHotelswithFitnessCenter.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Simpson Bay ](https://www.expedia.com/Simpson-Bay-Hotels-Hotels-With-Free-Parking.0-0-d8941-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels near Pelican Key ](https://www.expedia.com/Pelican-Key-Simpson-Bay-Hotels.0-n553248635976196664-0.Travel-Guide-Filter-Hotels) - [Hotels near Hollywood Casino ](https://www.expedia.com/Hollywood-Casino-Hotels.0-l6079643-0.Travel-Guide-Filter-Hotels) - [Hotels near Flamingo Beach ](https://www.expedia.com/Flamingo-Beach-Hotels.0-l553248635977104872-0.Travel-Guide-Filter-Hotels) - [Hotels near Lay Bay Beach ](https://www.expedia.com/Lay-Bay-Beach-Hotels.0-l553248635977104874-0.Travel-Guide-Filter-Hotels) - [Hotels near Indigo Beach ](https://www.expedia.com/Indigo-Beach-Hotels.0-l553248635977104871-0.Travel-Guide-Filter-Hotels) - [Hotels near Indigo Bay ](https://www.expedia.com/Indigo-Bay-Philipsburg-Hotels.0-n553248635976399393-0.Travel-Guide-Filter-Hotels) - [Hotels near Saunders ](https://www.expedia.com/Saunders-Cul-De-Sac-Hotels.0-n553248635976397522-0.Travel-Guide-Filter-Hotels) - [B&B in Cul de Sac ](https://www.expedia.com/Cul-De-Sac-Bed-And-Breakfast.d11649-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cul de Sac Hotels ](https://www.expedia.com/Cul-De-Sac-Hotels.d11649.Travel-Guide-Hotels) - [4 Star Hotels in Cul de Sac ](https://www.expedia.com/4Star-Cul-De-Sac-Hotels.s40-0-d11649.Travel-Guide-Filter-Hotels) - [Condo Rentals in Cul de Sac ](https://www.expedia.com/Cul-De-Sac-Condos.d11649-aaCondos.Travel-Guide-Accommodation) - [Hotels near Belair ](https://www.expedia.com/Belair-Philipsburg-Hotels.0-n553248635976397229-0.Travel-Guide-Filter-Hotels) - [All-Inclusive Resorts in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-All-Inclusive-Hotel.0-0-d6143274-tAllinclusiveHotel.Hotel-Filter-Destinations) - [Sint Maarten Hotels ](https://www.expedia.com/Destinations-In-Sint-Maarten.d6143274.Hotel-Destinations) - [Adults Only Resorts & in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-Adults-Only-Resorts.0-0-d6143274-tAdultsOnlyResorts.Hotel-Filter-Destinations) - [Cheap Hotels in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-Cheap-Hotels.0-0-d6143274-tCheapHotels.Hotel-Filter-Destinations) - [Luxury Hotels in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-Luxury-Hotel.0-0-d6143274-tLuxuryHotel.Hotel-Filter-Destinations) - [Casino Hotels in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-Casino-Hotel.0-0-d6143274-tCasinoHotel.Hotel-Filter-Destinations) - [Golf Hotels in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-Golf-Hotel.0-0-d6143274-tGolfHotel.Hotel-Filter-Destinations) - [Villas in Sint Maarten ](https://www.expedia.com/Sint-Maarten-Villas.d6143274-aaVillas.Travel-Guide-Accommodation) - [Condo Rentals in Sint Maarten ](https://www.expedia.com/Sint-Maarten-Condos.d6143274-aaCondos.Travel-Guide-Accommodation) - [Guest Houses in Sint Maarten ](https://www.expedia.com/Sint-Maarten-Guest-Houses.d6143274-aaGuestHouses.Travel-Guide-Accommodation) - [Hotels with Suites in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-Hotel-Suites.0-0-d6143274-tHotelSuites.Hotel-Filter-Destinations) - [Hotels with Free Airport Shuttle in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-Hotels-With-Free-Airport-Shuttle.0-0-d6143274-tHotelswithFreeAirportShuttle.Hotel-Filter-Destinations) - [Hotels with a Swim-up Bar in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-Hotels-With-Swimup-Bar.0-0-d6143274-tHotelswithSwimupBar.Hotel-Filter-Destinations) - [Hotels with Waterslides in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-Hotels-With-Waterslides.0-0-d6143274-tHotelswithWaterslides.Hotel-Filter-Destinations) - [Houseboats in Sint Maarten ](https://www.expedia.com/Sint-Maarten-Houseboats.d6143274-aaHouseboats.Travel-Guide-Accommodation) - [Resorts & Hotels with Spas in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-Spa-Hotel.0-0-d6143274-tSpaHotel.Hotel-Filter-Destinations) - [Historic Hotels in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-Historic-Hotel.0-0-d6143274-tHistoricHotel.Hotel-Filter-Destinations) - [Hotels with a Lazy River in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-Hotels-With-A-Lazy-River.0-0-d6143274-tHotelswithaLazyRiver.Hotel-Filter-Destinations) - [Hostels in Sint Maarten ](https://www.expedia.com/Sint-Maarten-Hostels.d6143274-aaHostels.Travel-Guide-Accommodation) - [Hotels with Free Breakfast in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-Hotels-With-Complimentary-Breakfast.0-0-d6143274-tHotelswithComplimentaryBreakfast.Hotel-Filter-Destinations) - [Hotel Wedding Venues Hotels in Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten-Wedding-Hotels.0-0-d6143274-tWeddingHotels.Hotel-Filter-Destinations) - [Flights to Simpson Bay ](https://www.expedia.com/Cheap-Flights-To-Simpson-Bay.d8941.Travel-Guide-Flights) - [Flights from Simpson Bay ](https://www.expedia.com/lp/flights/8941/flights-from-simpson-bay) - [Flights from Cay Bay Hill ](https://www.expedia.com/lp/flights/553248635976196227/flights-from-cay-bay-hill) - [Flights to Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten.d6143274.Flight-Destinations) - [Paradise Plaza ](https://www.expedia.com/Paradise-Plaza-Sint-Maarten.d6079651.Vacation-Attraction) - [Kim Sha Beach ](https://www.expedia.com/Kim-Sha-Beach-Simpson-Bay.d6079645.Vacation-Attraction) - [Simpson Bay Vacations ](https://www.expedia.com/Simpson-Bay.d8941.Destination-Travel-Guides) - [Visit Simpson Bay ](https://www.expedia.com/Simpson-Bay.dx8941) - [Hollywood Casino ](https://www.expedia.com/Hollywood-Casino-Pelican-Key.d6079643.Vacation-Attraction) - [Lay Bay Beach ](https://www.expedia.com/Lay-Bay-Beach-Pelican-Key.d553248635977104874.Vacation-Attraction) - [Seaside Nature Park ](https://www.expedia.com/Seaside-Nature-Park-Cole-Bay.d553248621532873753.Vacation-Attraction) - [Visit Indigo Bay ](https://www.expedia.com/Philipsburg-Indigo-Bay.dx553248635976399393) - [Visit Cul de Sac ](https://www.expedia.com/Cul-De-Sac.dx11649) - [Sint Maarten Vacations ](https://www.expedia.com/Sint-Maarten.d6143274.Destination-Travel-Guides) - [All inclusive Vacation Packages Sint Maarten ](https://www.expedia.com/lp/theme-vacations/all-inclusive-vacations/6143274/Sint-Maarten) - [Visit Sint Maarten ](https://www.expedia.com/Sint-Maarten.dx6143274) - [Car rentals near Paradise Plaza ](https://www.expedia.com/Car-Rentals-In-Paradise-Plaza.d6079651.Car-Rental-Guide) - [Car rentals near Simpson Bay ](https://www.expedia.com/Car-Rentals-In-Simpson-Bay.d8941.Car-Rental-Guide) - [Ace Rental Cars in Simpson Bay ](https://www.expedia.com/Ace-Car-Rentals-In-Simpson-Bay.d8941-c2.Car-Rental-Guide-Suppliers) - [Payless Rental Cars in Simpson Bay ](https://www.expedia.com/Payless-Car-Rentals-In-Simpson-Bay.d8941-c38.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Simpson Bay ](https://www.expedia.com/Sixt-Car-Rentals-In-Simpson-Bay.d8941-c35.Car-Rental-Guide-Suppliers) - [Fox Rental Cars Rental Cars in Simpson Bay ](https://www.expedia.com/Fox-Rental-Cars-Car-Rentals-In-Simpson-Bay.d8941-c19.Car-Rental-Guide-Suppliers) - [Routes Rental Cars in Simpson Bay ](https://www.expedia.com/Routes-Car-Rentals-In-Simpson-Bay.d8941-c1101.Car-Rental-Guide-Suppliers) - [Hertz Rental Cars in Simpson Bay ](https://www.expedia.com/Hertz-Car-Rentals-In-Simpson-Bay.d8941-c40.Car-Rental-Guide-Suppliers) - [Car rentals near Cul de Sac ](https://www.expedia.com/Car-Rentals-In-Cul-De-Sac.d11649.Car-Rental-Guide) - [Car rentals near Sint Maarten ](https://www.expedia.com/Destinations-In-Sint-Maarten.d6143274.Car-Rental-Destinations) - [Hertz Rental Cars in Sint Maarten ](https://www.expedia.com/Hertz-Destinations-In-Sint-Maarten.d6143274-c40.Car-Rental-Destination-Suppliers) - [Enterprise Rental Cars in Sint Maarten ](https://www.expedia.com/Enterprise-Destinations-In-Sint-Maarten.d6143274-c15.Car-Rental-Destination-Suppliers) - [Nextcar Rental Cars in Sint Maarten ](https://www.expedia.com/Nextcar-Destinations-In-Sint-Maarten.d6143274-c1061.Car-Rental-Destination-Suppliers) - [Van Car Rentals in Sint Maarten ](https://www.expedia.com/Van-Car-Rentals-In-Sint-Maarten.d6143274-tVan.Car-Rental-Destination-Class) - [Budget Rental Cars in Sint Maarten ](https://www.expedia.com/Budget-Destinations-In-Sint-Maarten.d6143274-c39.Car-Rental-Destination-Suppliers) - [Convertible Car Rentals in Sint Maarten ](https://www.expedia.com/Convertible-Car-Rentals-In-Sint-Maarten.d6143274-tConvertible.Car-Rental-Destination-Class) - [Simpson Bay Vacation Rentals ](https://www.expedia.com/Simpson-Bay-Vacation-Rentals.d8941.Travel-Guide-VacationRentals) - [Cul de Sac Vacation Rentals ](https://www.expedia.com/Cul-De-Sac-Vacation-Rentals.d11649.Travel-Guide-VacationRentals) - [Sint Maarten Vacation Rentals ](https://www.expedia.com/Destinations-In-Sint-Maarten.d6143274.Vacation-Rental-Destinations) - [Things to do in Simpson Bay ](https://www.expedia.com/Things-To-Do-In-Simpson-Bay.d8941.Travel-Guide-Activities) - [Things to do in Cul de Sac ](https://www.expedia.com/Things-To-Do-In-Cul-De-Sac.d11649.Travel-Guide-Activities) - [Things to do in Sint Maarten ](https://www.expedia.com/Things-To-Do-In-Sint-Maarten.d6143274.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.