Title: Romantic Vacations in Sint Maarten 2026 | Expedia.ca ![](https://images.trvl-media.com/place/602829/904d6c1a-f901-4bb5-a277-ae4c807f73b8.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Sint Maarten Romantic Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 ## Flight and Romantic hotel deals 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 CA $872 per person May 11 - May 15 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Philipsburg (SXM) 8.6/10 Excellent! (1,009 reviews) property is a little far from everything. We had ants in our room. The bar and restaurants were nice. They had different theme nights and the staff was friendly especially the bartenders. the water was rougher on the this side of the island compared to simpson bay. overall not a bad place to stay for the money. Reviewed on Mar 11, 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 CA $1,479 per person Apr 10 - Apr 13 found 1 day ago Roundtrip flight included Toronto (YYZ) to Philipsburg (SXM) 8.8/10 Excellent! (1,614 reviews) Staff were friendly but not exceedingly helpful. Someone could have taken 2 minutes to show us to our room. Instead we struggled to find the place in the rain. Also, when we entered the room we noticed a message that they would fumigate room next day and we climbed to have that done. The property should do that when place is vacant. Does not make for a great impression when one first arrives. The room is designed nicely but a little tired and needs to become modernized. I had assumed that the gym would be included but not so. One has to pay extra for that. Lastly… room cleaning seems very erratic. We ran out of towels and had to ask for cleaning. Would not rate this anywhere near a 9 but more like a 6.5. Reviewed on Mar 8, 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 CA $1,548 per person Apr 10 - Apr 13 found 1 day ago Roundtrip flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,384 reviews) The property was excellent. Our room was clean and spacious .The Ocean view was gorgeous The staff were friendly and professional , There are several restaurants at this location The beach and pool was great I did not get a chance to visit the spa( but next) love the property Reviewed on Mar 9, 2026 ![Coral Beach Club Villas & Marina](https://images.trvl-media.com/lodging/3000000/2310000/2307500/2307470/c60744c8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Coral Beach Club Villas & Marina Oyster Pond CA $1,684 per person Apr 10 - Apr 15 found 18 hours ago Roundtrip flight included Toronto (YTO) to Philipsburg (SXM) 9.2/10 Wonderful! (113 reviews) The Villa was incredible! With a hot tub with ocean view! The staff just perfect Reviewed on Jan 1, 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 CA $1,517 per person Apr 10 - Apr 13 found 1 day ago Roundtrip flight included Toronto (YYZ) 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 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-11/2026-04-18/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Romantic holidays 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 CA $2,543 per person May 12 - May 15 found 10 hours ago Roundtrip flight included Plattsburgh (PBG) 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.ca/go/package/search/FlightHotel/2026-04-11/2026-04-18/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Romantic holidays 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 CA $1,187 per person Apr 10 - Apr 13 found 1 day ago Roundtrip flight included Toronto (YYZ) to Philipsburg (SXM) 8.6/10 Excellent! (1,009 reviews) property is a little far from everything. We had ants in our room. The bar and restaurants were nice. They had different theme nights and the staff was friendly especially the bartenders. the water was rougher on the this side of the island compared to simpson bay. overall not a bad place to stay for the money. Reviewed on Mar 11, 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 CA $1,479 per person Apr 10 - Apr 13 found 1 day ago Roundtrip flight included Toronto (YYZ) to Philipsburg (SXM) 8.8/10 Excellent! (1,614 reviews) Staff were friendly but not exceedingly helpful. Someone could have taken 2 minutes to show us to our room. Instead we struggled to find the place in the rain. Also, when we entered the room we noticed a message that they would fumigate room next day and we climbed to have that done. The property should do that when place is vacant. Does not make for a great impression when one first arrives. The room is designed nicely but a little tired and needs to become modernized. I had assumed that the gym would be included but not so. One has to pay extra for that. Lastly… room cleaning seems very erratic. We ran out of towels and had to ask for cleaning. Would not rate this anywhere near a 9 but more like a 6.5. Reviewed on Mar 8, 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 CA $1,548 per person Apr 10 - Apr 13 found 1 day ago Roundtrip flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,384 reviews) The property was excellent. Our room was clean and spacious .The Ocean view was gorgeous The staff were friendly and professional , There are several restaurants at this location The beach and pool was great I did not get a chance to visit the spa( but next) love the property Reviewed on Mar 9, 2026 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-11/2026-04-18/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Romantic holidays 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 CA $1,440 per person Apr 10 - Apr 14 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,003 reviews) Beautiful view, clean property, and friendly staffs. Reviewed on Mar 10, 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 CA $1,809 per person Apr 10 - Apr 14 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 8.8/10 Excellent! (1,614 reviews) Staff were friendly but not exceedingly helpful. Someone could have taken 2 minutes to show us to our room. Instead we struggled to find the place in the rain. Also, when we entered the room we noticed a message that they would fumigate room next day and we climbed to have that done. The property should do that when place is vacant. Does not make for a great impression when one first arrives. The room is designed nicely but a little tired and needs to become modernized. I had assumed that the gym would be included but not so. One has to pay extra for that. Lastly… room cleaning seems very erratic. We ran out of towels and had to ask for cleaning. Would not rate this anywhere near a 9 but more like a 6.5. Reviewed on Mar 8, 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 CA $1,607 per person Apr 10 - Apr 14 found 1 day ago Roundtrip non-stop flight included Montreal (YMQ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,384 reviews) The property was excellent. Our room was clean and spacious .The Ocean view was gorgeous The staff were friendly and professional , There are several restaurants at this location The beach and pool was great I did not get a chance to visit the spa( but next) love the property Reviewed on Mar 9, 2026 Don't see what you're looking for? See all available trips from Columbus to Sint Maarten [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-11/2026-04-18/?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.ca/deals?rfrr=THVAD_SPRING_PROMO_6143274) ## Plan unforgettable romantic Sint Maarten vacations #### What are some of the benefits of booking a romantic Sint Maarten vacation? When booking a romantic Sint Maarten vacation, you'll find quite a few options to make the experience with your partner absolutely unforgettable. Luxury amenities like hot tubs and spa facilities are prominent, but a lot of romantic vacation getaways also make it easy to explore some of the best spots in Caribbean. #### How can I find the best vacation packages for couples? If you're looking for a romantic vacation getaway, all you have to do is implement the romantic search filter. That will automatically remove any property that isn't suitable for couples. Just put in your travel dates and the Sint Maarten destination, and you'll be met with an array of options for you and your partner to enjoy. #### Can I find cheap romantic vacations for 2 in Sint Maarten? Yes, there are several options for booking cheap romantic vacations that don't break the bank. You'll find prices as low as CA $872 and can enjoy savings of up to 30 when you book your hotel and flight together. Budget and luxury options are both available along with everything in between. Sorting your results by price will allow you to view the cheapest options first. #### What do I need to consider when booking a romantic getaway in Sint Maarten? Romantic vacation getaways succeed based on catering to what you and your partner specifically want to do. Think about what your partner enjoys and what you want to do as a couple, then opt for something that is especially geared toward fulfilling your ideal romantic vacation getaway experience. Search filters for amenities and proximity to certain attractions throughout Sint Maarten certainly come in handy here. #### What amenities should I look for in a luxury romantic vacation? If you and your partner are interested in luxury, you won't have to look far for a romantic vacation getaway that fits. In luxury accommodations, you can enjoy amenities like room service and a hot tub. Some accommodations may even have their own spa facilities complete with massage services that will add an extra touch of romance to your excursion to Sint Maarten. #### Can I book a romantic Sint Maarten vacation with a hot tub? Yes, and it's easy when you take advantage of available search filters. All you have to do is implement the hot tub filter from the amenities section into your search. This will automatically remove any stays from your search results that do not have hot tubs in them. #### How can I find romantic vacation getaways that are all-inclusive? An all-inclusive trip allows you to plan out your romantic vacation getaway in advance, letting you get a solid number on cost and a full itinerary before you set out. To start this kind of planning, simply apply the filter for all-inclusive trips in your Sint Maarten search. #### Can I book a romantic trip to Sint Maarten that is fully refundable? Several romantic Sint Maarten vacations come with fully refundable reservations. You can filter for this specifically, but every accommodation will list its policy for cancellation in their policy section, which is visible after clicking on a search result. Always make sure to check their policy to determine the requirements. #### Why should I book a romantic vacation with Expedia? Booking your trip with Expedia makes the entire planning process that much easier, as we're your convenient, all-in-one stop for all your travel needs. You can book your stay and your flight, with special discounts potentially available for booking together. Additionally, you can enjoy more discounts by becoming an Expedia Rewards member and getting points to put toward your next booking. Becoming a member is free, so don't hesitate to take advantage. ## Romantic Hotels in Sint Maarten ![Sonesta Ocean Point All Inclusive, Adults Only Resort](https://images.trvl-media.com/lodging/9000000/8830000/8822400/8822353/w3837h2556x3y4-c2a46bdf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta Ocean Point All Inclusive, Adults Only Resort 1A Rhine Rd. Lowlands - 4 min walk from Maho Beach CA $818 per night Apr 1 - Apr 2 Book a stay at this luxury property in Lowlands. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ... 8.6/10 Excellent! (1,006 reviews) Clean room and the view looks out to the beach and the pool. staff are nice. Reviewed on Mar 10, 2026 [](https://expedia.ca/Lowlands-Hotels-Sonesta-Ocean-Point-All-Inclusive.h8822353.Hotel-Information) ![Sonesta Maho Beach All Inclusive Resort Casino & Spa](https://images.trvl-media.com/lodging/1000000/570000/565700/565666/d24a309e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sonesta Maho Beach All Inclusive Resort Casino & Spa 1 Rhine Road Lowlands - 4 min walk from Maho Beach CA $659 per night Apr 1 - Apr 2 Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms ... 8/10 Very Good! (2,898 reviews) Most of the staff not very pleasant - with exception of Italian restaurant. Resort under construction even on sundays. Kerik and Charlie made the trip - bartenders other than resort is ok , beaches are beautiful and close to airport which is nice and can see the planes take off and land Reviewed on Mar 9, 2026 [](https://expedia.ca/Lowlands-Hotels-Sonesta-Maho-Beach-All-Inclusive-Resort-Casino-Spa.h565666.Hotel-Information) ![Great Bay Beach Resort, Casino & Spa](https://images.trvl-media.com/lodging/1000000/530000/527200/527117/be955587_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Great Bay Beach Resort, Casino & Spa Little Bay Rd 19 Philipsburg - 8 min drive from Maho Beach Book a stay at this luxury property in Philipsburg. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maho Beach and Mullet Bay Beach are ... 7.4/10 Good! (486 reviews) Hotel is nice for a smaller hotel. 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 ... Reviewed on Jan 24, 2018 [Get rates](https://expedia.ca/Philipsburg-Hotels-Great-Bay-Beach-Resort.h527117.Hotel-Information) [](https://expedia.ca/Philipsburg-Hotels-Great-Bay-Beach-Resort.h527117.Hotel-Information) [See all 1,653 properties in Sint Maarten](https://expedia.ca/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.ca/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.ca/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) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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.ca/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.ca/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.ca/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.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Top Romantic Vacation Destinations > - [Romantic vacations in Toronto ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178314/Toronto) > - [Romantic vacations in Nova Scotia ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11173/Nova-Scotia) > - [Romantic vacations in Montreal ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178288/Montreal) > - [Romantic vacations in Vancouver ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178315/Vancouver) > - [Romantic vacations in Quebec ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180017/Quebec) > - [Romantic vacations in the Niagara Falls ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/602721/Niagara-Falls) > - [Romantic vacations in Alberta ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11111/Alberta) > - [Romantic vacations in Victoria ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/1418/Victoria) > - [Romantic vacations in Jasper ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/8028/Jasper) > - [Romantic vacations in Banff ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/4332/Banff) > - [Romantic vacations in Ottawa ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178296/Ottawa) > - [Romantic vacations in Mont Tremblant ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/55374/Mont-Tremblant) > - [Romantic vacations in Kingston ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/180034/Kingston) > - [Romantic vacations in Whistler ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/4115/Whistler) > - [Romantic vacations in Winnipeg ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6141041/Winnipeg) > - [Romantic vacations in Muskoka ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/6343146/Muskoka-District) > - [Romantic vacations in Collingwood ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/11938/Collingwood) > - [Romantic vacations in Calgary ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/178245/Calgary) > - [Romantic vacations in Canada ](https://www.expedia.ca/lp/theme-vacations/romantic-vacations/31/Canada) ## More Vacations Ideas [Sint Maarten Flights ](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Flight-Destinations)[ Sint Maarten Hotels ](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Hotel-Destinations)[ Sint Maarten Vacation Rentals ](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Vacation-Rental-Destinations)[ Sint Maarten Car Rentals ](https://expedia.ca/Destinations-In-Sint-Maarten.d6143274.Car-Rental-Destinations)[ Sint Maarten Vacations ](https://expedia.ca/Sint-Maarten.d6143274.Destination-Travel-Guides)[ Things to do in Sint Maarten ](https://expedia.ca/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 on select hotels and earn double points 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