Title: Kid friendly 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 Kid friendly 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 Kid friendly hotel deals in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![Hilton Vacation Club Flamingo Beach St. Maarten](https://images.trvl-media.com/lodging/1000000/800000/796500/796441/67b50717_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Vacation Club Flamingo Beach St. Maarten Pelican Key CA $1,288 per person Jan 18 - Jan 21 found 7 hours ago Roundtrip flight included Toronto (YTO) to Philipsburg (SXM) 9/10 Wonderful! (1,371 reviews) AC worked well. Great property. Reviewed on Dec 17, 2025 ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort CA $1,333 per person Jan 18 - Jan 21 found 7 hours ago Roundtrip flight included Toronto (YTO) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) The room was very clean. The staff were all very friendly. The pool was very quiet.You could also get into the ocean very easily. The only thing negative about this resort is they only have one ice machine for the hotel that we were in. And are mini fridge didn’t work well. Reviewed on Dec 17, 2025 ![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 $1,502 per person Feb 28 - Mar 4 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) The room was spotless clean smelling good ,and beautiful. The staff were nice. I loke that they had room service. I will definitely come back. Reviewed on Dec 18, 2025 ![Holland House Beach Hotel](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/ef6e99b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holland House Beach Hotel Downtown Philipsburg CA $1,668 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,002 reviews) This Hotel is right on the beach. The staff was friendly and helpful. The room was like brand new , it was redone after the last hurricane. Thank you Holland House you made our stay fantastic! Reviewed on Dec 18, 2025 ![Divi Little Bay Beach Resort](https://images.trvl-media.com/lodging/1000000/480000/470900/470827/e8112429_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Divi Little Bay Beach Resort CA $1,640 per person Jan 18 - Jan 21 found 7 hours ago Roundtrip flight included Toronto (YTO) to Philipsburg (SXM) 8.4/10 Very Good! (1,004 reviews) I purchased this package specifically for the ocean view and full kitchen. We did not get an ocean view but a view of a road in front of us and some foliage and a building. Very disappointing. Had a patio to use but anyone going by on the road saw us, no privacy. No balcony as advertised, to see these amazing views. I asked the front desk and they said this is what you get. No view from inside the suite as windows small and had shutters. Kitchen was compact, but had everything to make a meal, but was very dark to see while making a meal. Only had a small under the counter light that got very hot while in use and did not illuminate very far plus the fridge blocked a portion if the window that would allow light in. More lighting in the kitchen is a must. Living room, bedroom and bathroom were good but again no views. The back of the suite had glass frosted blocks to allow some light but no view. The big major restaurant with cheaper meals called Seabreeze was closed for renovations. No shuttle into Philipsburg, either walk which we did or take a taxi. Also most restaurants in Philipsburg close by 5 pm. Reviewed on Dec 16, 2025 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Kid friendly holidays in Sint Maarten Price found within the past 48 hours. Click for updated prices. ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort CA $1,333 per person Jan 18 - Jan 21 found 7 hours ago Roundtrip flight included Toronto (YTO) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) The room was very clean. The staff were all very friendly. The pool was very quiet.You could also get into the ocean very easily. The only thing negative about this resort is they only have one ice machine for the hotel that we were in. And are mini fridge didn’t work well. Reviewed on Dec 17, 2025 ![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 $1,432 per person Jan 20 - Jan 23 found 1 day ago Roundtrip flight included Toronto (YTO) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) The room was spotless clean smelling good ,and beautiful. The staff were nice. I loke that they had room service. I will definitely come back. Reviewed on Dec 18, 2025 ![Holland House Beach Hotel](https://images.trvl-media.com/lodging/2000000/1170000/1160500/1160500/ef6e99b8_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holland House Beach Hotel Downtown Philipsburg CA $1,668 per person Feb 20 - Feb 23 found 1 day ago Roundtrip flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (1,002 reviews) This Hotel is right on the beach. The staff was friendly and helpful. The room was like brand new , it was redone after the last hurricane. Thank you Holland House you made our stay fantastic! Reviewed on Dec 18, 2025 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Kid friendly 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/1000000/570000/561400/561365/3eb207bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Princess Heights Luxury Boutique Condo Hotel Oyster Pond CA $1,314 per person Feb 19 - Feb 23 found 11 hours ago Roundtrip flight included Toronto (YYZ) to Philipsburg (SXM) 9.2/10 Wonderful! (985 reviews) I had an amazing stay. Peaceful Quite and beautiful the staff was amazing. Breakfast delivery every morning. If I had any questions or needed help they answered and helped me right away. I will definitely stay again. Reviewed on Dec 18, 2025 ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Villas at Simpson Bay Resort CA $1,502 per person Feb 22 - Feb 26 found 1 day ago Roundtrip flight included Toronto (YTO) to Philipsburg (SXM) 9.2/10 Wonderful! (1,309 reviews) The room was very clean. The staff were all very friendly. The pool was very quiet.You could also get into the ocean very easily. The only thing negative about this resort is they only have one ice machine for the hotel that we were in. And are mini fridge didn’t work well. Reviewed on Dec 17, 2025 ![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 $1,381 per person Jan 27 - Jan 31 found 14 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Philipsburg (SXM) 9/10 Wonderful! (1,463 reviews) The room was spotless clean smelling good ,and beautiful. The staff were nice. I loke that they had room service. I will definitely come back. Reviewed on Dec 18, 2025 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/2026-01-19/2026-01-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=SXM&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Plan the perfect family-friendly vacation in Sint Maarten with Expedia #### What are some benefits of booking a family-friendly vacation? Whether it's luxurious or cheap, family vacations in Sint Maarten are among the most memorable experiences you'll ever have with your family. It can be a great way to bond and explore new destinations with the people you love most. Plus, it's easy to keep an eye on your little ones without having to worry about how they are with a sitter back home. You may even meet some other families and establish long-lasting friendships. #### How can I find the best family-friendly vacations? Using search filters makes finding the perfect family-friendly vacation easy. You can implement the search filter for family-friendly accommodations specifically, but that's just the beginning. You'll also find search filters for price range along with the desired number of bedrooms, so you can ensure you have enough space for everyone you want to bring to Sint Maarten. #### Are there cheap family vacations to Sint Maarten? Price varies quite a bit, ranging from to . The price you'll be paying depends on a variety of factors, and you can filter for them all. You can implement a filter for your budget limitations and also remove any 4- and 5-star stays from your search. You can even filter by accommodation type, which can present you with cheap alternatives to what is typically considered standard. #### When should I book family-friendly vacation packages? The right time to book family-friendly vacation packages in Sint Maarten depends on what you're looking for. If you're looking to save, booking during least popular month tends to be cheaper compared to the rest of the year, though that's not always a guarantee. Keep in mind that the off-season and the busy season differ from place to place, with family-friendly vacations in Canada being very different compared to options in France and Spain, for example. #### Can I book an all-inclusive family vacation in Sint Maarten? Yes, you'll find plenty of all-inclusive family vacation packages for Sint Maarten. To see what's available, just select the all-inclusive filter on your search. #### How can I book the best family activity vacation? If you're looking to make the most out of the available activities in Sint Maarten, you'll need to consider what your family likes to do. Cater your itinerary to your family's interests, and you'll create memories that you and your kids will hold on to for the rest of your lives whether it's family ski vacations in Sint Maarten or something a bit more relaxed. #### Can I find luxury family vacations in Sint Maarten? If you're looking for a luxury family vacation to Sint Maarten, you can use search filters to find the best options available. Activate the filter for 5-star packages to only see the best of the best. Plus, you'll find a range of first-class flights available to make even the journey there top-of-the-line. #### How can I search for family vacation deals? Finding deals is easy when you take advantage of the array of available search filters. You can set budget limitations and remove 4- and 5-star options from your search. If you don't want to miss out on your favourite amenities, however, you can consider travelling during , which often have lower prices because of the off-season in Sint Maarten. #### Can I book a family vacation package that is fully refundable? If you're looking for a fully refundable reservation, you won't have to look far on Expedia. Quite a few properties in Sint Maarten are fully refundable. You can search for this feature, but always make sure to check the specific property's policies and requirements before booking. #### Why should I book my family trip with Expedia? When you book with Expedia, you can book your accommodation and your flight together, with some discounts available for doing both at once. Additionally, you may be able to enjoy special discounts with Expedia Rewards that will earn you points you can then put toward discounts for subsequent bookings. ## Kid friendly Hotels in Sint Maarten ![Hilton Vacation Club Royal Palm St. Maarten](https://images.trvl-media.com/lodging/1000000/810000/807900/807815/ddd10394_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Vacation Club Royal Palm St. Maarten 115 Welfare Road Simpson Bay - 25 min walk from Maho Beach CA $422 CA $479 total Jan 13 - Jan 14, 2026 includes taxes & fees Book a stay at this beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ... 9/10 Wonderful! (1,160 reviews) The room was new and clean as well as the rest of the resort. Staff was also friendly and professional. Reviewed on Dec 17, 2025 [](https://expedia.ca/Simpson-Bay-Hotels-Royal-Palm-Beach-Resort-By-Diamond-Resorts.h807815.Hotel-Information) ![Simpson Bay Resort, Marina & Spa](https://images.trvl-media.com/lodging/2000000/1260000/1256900/1256868/30f27be9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Simpson Bay Resort, Marina & Spa Billy Folly Road 37 Simpson Bay - 26 min walk from Maho Beach CA $395 CA $475 total Dec 20 - Dec 21 includes taxes & 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 ... 8.8/10 Excellent! (1,526 reviews) Parking, clean room Reviewed on Dec 14, 2025 [](https://expedia.ca/Simpson-Bay-Hotels-Simpson-Bay-Resort.h1256868.Hotel-Information) ![The Villas at Simpson Bay Resort](https://images.trvl-media.com/lodging/5000000/4560000/4553800/4553784/7e74429d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Villas at Simpson Bay Resort Billy Folly Road No. 37A Simpson Bay - 28 min walk from Maho Beach CA $431 CA $518 total Jan 6 - Jan 7, 2026 includes taxes & 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! (1,342 reviews) Perfect environment. Wonderful professional staff. Reviewed on Dec 15, 2025 [](https://expedia.ca/Simpson-Bay-Hotels-The-Villas-At-Simpson-Bay-Beach-Resort-And-Marina.h4553784.Hotel-Information) [See all 1,680 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 Kid friendly Vacation Destinations > - [Family vacations in the United Kingdom ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/190/United-Kingdom) > - [Family vacations in Bali ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/602651/Bali) > - [Family vacations in Ontario ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/2680/Ontario) > - [Family vacations in France ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/59/France) > - [Family vacations in Spain ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/166/Spain) > - [Family vacations in Paris ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/179898/Paris) > - [Family vacations in Switzerland ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/174/Switzerland) > - [Family vacations in Italy ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/86/Italy) > - [Family vacations in South Africa ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/165/South-Africa) > - [Family vacations in Victoria ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/1418/Victoria) > - [Family vacations in Scotland ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/11219/Scotland) > - [Family vacations in Alaska ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/203/Alaska) > - [Family vacations in Bournemouth ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/654/Bournemouth) > - [Family vacations in Philippines ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/145/Philippines) > - [Family vacations in Tenerife ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/6047194/Tenerife) > - [Family vacations in Australia ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/10/Australia) > - [Family vacations in Egypt ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/52/Egypt) > - [Family vacations in Tuscany ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/601686/Tuscany) > - [Family vacations in Panama ](https://www.expedia.ca/lp/theme-vacations/kid-friendly-vacations/142/Panama) ## 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