Title: Sint Maarten Mountain Vacations 2026/2027 | Expedia.com ![](https://images.trvl-media.com/place/602829/904d6c1a-f901-4bb5-a277-ae4c807f73b8.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Sint Maarten Mountain Vacations and Getaways ## Book a Mountain Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Mountain vacation packages in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/19c532b7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oyster Bay Beach Resort Oyster Pond $531 per person May 13 - May 16 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Philipsburg (SXM) 8.6/10 Excellent! (1,009 reviews) Very pretty resort on the Atlantic Ocean. Staff was helpful and kind in almost every way. We had Sasha as our waitress many times in the restaurant and she was pleasant and helpful. Our next trip to St. Marteen will include Oyster Bay Resort. Reviewed on Mar 12, 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 $669 per person May 13 - May 16 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Philipsburg (SXM) 9/10 Wonderful! (1,629 reviews) Had to request a room change. The picture on your site showed water view but was stuck in a non water room Reviewed on Mar 13, 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 $757 per person May 13 - May 16 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Philipsburg (SXM) 9.2/10 Wonderful! (1,384 reviews) Room was clean and large but needs updated. Bathroom has low tiolets and sinks we stayed in flamboyant building. Oceanfront room view was nice view. Front desk staff, maid services and beach towels staff were helpful. Beach bar and beach staff not friendly and a bit rude. I was told to get my own table and chair after waiting to get an answer as they look like they were sleeping Reviewed on Mar 12, 2026 ![Holland House Beach Hotel](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/96029209_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holland House Beach Hotel Downtown Philipsburg $679 per person May 13 - May 16 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Philipsburg (SXM) 9.2/10 Wonderful! (1,006 reviews) We had an ocean view room with a balcony. It was wonderful to be able to sit out and see the ocean! The room could use some up dates but was very functional with a fridge, kettle, coffee maker. Breakfast was more than enough with many choices. We brought some of the food back to habe for snacks or lunch!! All staff were friendly and accommodating! Very busy area with lots of shops and restaurants. Reviewed on Mar 10, 2026 ![Hilton Vacation Club Royal Palm St. Maarten](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/dfa126bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Vacation Club Royal Palm St. Maarten $811 per person May 13 - May 16 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Philipsburg (SXM) 9/10 Wonderful! (1,184 reviews) Clean room, nicely appointed. Great views of the pool area and ocean. Breakfast out in front of the bay was really an unexpected positive. Family loved that everyday. Great location close to lots of restaurants and activities. Only complaint is the karaoke bar across the street which didn’t bother me so much but the light sleepers were a little impacted. Reviewed on Mar 11, 2026 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain vacations in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![Sonesta Ocean Point All Inclusive, Adults Only Resort](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3837h2556x3y4-c2a46bdf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sonesta Ocean Point All Inclusive, Adults Only Resort $1,362 per person May 13 - May 16 found 15 hours ago Roundtrip flight included Port of Spain (POS) to Philipsburg (SXM) 8.6/10 Excellent! (1,002 reviews) Clean room and the view looks out to the beach and the pool. staff are nice. Reviewed on Mar 10, 2026 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain vacations in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![Oyster Bay Beach Resort](https://images.trvl-media.com/lodging/2000000/1100000/1095400/1095348/19c532b7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oyster Bay Beach Resort Oyster Pond $531 per person May 13 - May 16 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Philipsburg (SXM) 8.6/10 Excellent! (1,009 reviews) Very pretty resort on the Atlantic Ocean. Staff was helpful and kind in almost every way. We had Sasha as our waitress many times in the restaurant and she was pleasant and helpful. Our next trip to St. Marteen will include Oyster Bay Resort. Reviewed on Mar 12, 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 $669 per person May 13 - May 16 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Philipsburg (SXM) 9/10 Wonderful! (1,629 reviews) Had to request a room change. The picture on your site showed water view but was stuck in a non water room Reviewed on Mar 13, 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 $757 per person May 13 - May 16 found 1 day ago Roundtrip flight included Fort Lauderdale (FLL) to Philipsburg (SXM) 9.2/10 Wonderful! (1,384 reviews) Room was clean and large but needs updated. Bathroom has low tiolets and sinks we stayed in flamboyant building. Oceanfront room view was nice view. Front desk staff, maid services and beach towels staff were helpful. Beach bar and beach staff not friendly and a bit rude. I was told to get my own table and chair after waiting to get an answer as they look like they were sleeping Reviewed on Mar 12, 2026 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain vacations in Sint Maarten 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 $788 per person Apr 12 - Apr 16 found 16 hours ago Roundtrip non-stop flight included Chicago (CHI) to Philipsburg (SXM) 9.2/10 Wonderful! (1,003 reviews) Very accommodating staff, beautiful area. A little bit of a trek down to the water but the trade off was an amazing view from our balcony. Reviewed on Mar 13, 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 Save 100% on your flight $952 per person Apr 12 - Apr 16 found 16 hours ago Roundtrip non-stop flight included Chicago (CHI) to Philipsburg (SXM) 9/10 Wonderful! (1,629 reviews) Had to request a room change. The picture on your site showed water view but was stuck in a non water room Reviewed on Mar 13, 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 Save 100% on your flight $858 per person Apr 12 - Apr 16 found 16 hours ago Roundtrip non-stop flight included Chicago (CHI) to Philipsburg (SXM) 9.2/10 Wonderful! (1,384 reviews) Room was clean and large but needs updated. Bathroom has low tiolets and sinks we stayed in flamboyant building. Oceanfront room view was nice view. Front desk staff, maid services and beach towels staff were helpful. Beach bar and beach staff not friendly and a bit rude. I was told to get my own table and chair after waiting to get an answer as they look like they were sleeping Reviewed on Mar 12, 2026 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?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=THVAD_SPRING_PROMO_6143274) ## Find amazing mountains vacations in Sint Maarten #### How to plan for a mountain vacation in Sint Maarten? The first step to planning your mountain vacation to Sint Maarten is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near Sint Maarten, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in Sint Maarten, from famous chain hotels to charming cabins. The [vacation planning page](https://www.expedia.com/lp/b/vacations/planning) has more tips for organizing your Sint Maarten mountain vacation. #### What amenities should I look for when booking a mountain resort in Sint Maarten? When booking accommodation for your mountain vacation to Sint Maarten, check to see if where you're staying has heating. Sint Maarten's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your Sint Maarten vacation package. #### Why should I choose a package for my mountain vacation in Sint Maarten? Choosing a package for your Sint Maarten vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2026 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment. #### What does a Sint Maarten package typically include? Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Sint Maarten from $531\. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Sint Maarten vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Sint Maarten all-inclusive vacation packages as these include all meals. #### How can I book my Sint Maarten on Expedia? Comparing some of the best deals using the search wizard is one of the first steps to booking your Sint Maarten mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your Sint Maarten package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's [payment plans](https://www.expedia.com/lp/b/vacations/payment-plans). #### Why book your Sint Maarten mountain vacation with Expedia? With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your Sint Maarten vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts. #### Can I cancel my mountain vacation package booking? Yes, as most of Expedia's mountain vacation packages to Sint Maarten are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all Sint Maarten vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible Sint Maarten vacation packages. #### What types of mountain accommodations are available in Sint Maarten? 5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Sint Maarten. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation. ## Top Mountain Sint Maarten Hotels ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/00ffc84a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Villas at Simpson Bay Resort Billy Folly Road No. 37A Simpson Bay - 27 min walk from Maho Beach $310 nightly $326 total Apr 13 - Apr 14 Total with taxes and fees Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ... 9.2/10 Wonderful! (1,378 reviews) Room was clean and large but needs updated. Bathroom has low tiolets and sinks we stayed in flamboyant building. Oceanfront room view was nice view. Front desk staff, maid services and beach towels staff were helpful. Beach bar and beach staff not friendly and a bit rude. I was told to get my own ... Reviewed on Mar 12, 2026 [](https://expedia.com/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) ![Princess Heights Luxury Boutique Condo Hotel](https://images.trvl-media.com/lodging/1000000/570000/561400/561365/2af67816_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond Road No 156 Oyster Pond - 12 min drive from Maho Beach $247 nightly $258 total Apr 6 - Apr 7 Total with taxes and fees Book a stay at this family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ... 9.2/10 Wonderful! (1,003 reviews) Very accommodating staff, beautiful area. A little bit of a trek down to the water but the trade off was an amazing view from our balcony. Reviewed on Mar 13, 2026 [](https://expedia.com/Oyster-Pond-Hotels-Princess-Heights-Luxury-Boutique-Condo-Hotel.h561365.Hotel-Information) ![The Atrium Beach Resort and Spa, an Ascend Collection Resort](https://images.trvl-media.com/lodging/2000000/1750000/1746400/1746391/f7975166_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Atrium Beach Resort and Spa, an Ascend Collection Resort 6 Billy Folly Road Simpson Bay - 28 min walk from Maho Beach $243 nightly $253 total Apr 12 - Apr 13 Total with taxes and fees Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ... 8.6/10 Excellent! (1,002 reviews) Dirty room, broken furniture, lazy staff (had to beg for a sheet change - had only 1 in a week), unhelpful front desk staff - overall - worst place we ever stayed at. The cost of this hotel was ridiculous for what we got. So disappointed!! Reviewed on Mar 13, 2026 [](https://expedia.com/Simpson-Bay-Hotels-Atrium-Beach-Resort-And-Spa-St-Maarten.h1746391.Hotel-Information) [See all 1,653 properties in Sint Maarten](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6143274) 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. ## 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) 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](https://expedia.com/Destinations-In-Sint-Maarten.d6143274.Hotel-Destinations)[ Vacation Rentals in Sint Maarten ](https://expedia.com/Destinations-In-Sint-Maarten.d6143274.Vacation-Rental-Destinations)[ Car Rentals in Sint Maarten ](https://expedia.com/Destinations-In-Sint-Maarten.d6143274.Car-Rental-Destinations)[ Sint Maarten Vacations ](https://expedia.com/Sint-Maarten.d6143274.Destination-Travel-Guides)[ Things to do in Sint Maarten ](https://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. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app