Sint Maarten Kid friendly Vacations

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Flight and Kid friendly hotel deals in Sint Maarten

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Pelican Key
CA $1,044
per person
Oct 15 - Oct 19
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,922 reviews)
Superbe endroit, bien situé. Nous avons séjourné dans 2 appartements au cours du voyage , 1 côté plage et l’autre côté mer. Les deux étaient super lit confortable et bien équipé au niveau cuisine.

Reviewed on Aug 15, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Pelican Key
CA $1,197
per person
Oct 15 - Oct 19
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,484 reviews)
Beautiful property. Staff very pleasant. Check in was great.

Reviewed on Aug 14, 2026

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

CA $2,511
per person
Oct 15 - Oct 22
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
8/10 Very good! (3,112 reviews)
Pools close at 7pm even adult side which sucked. Food was ok not great, rooms nice clean wouldnt recommend for grown up vacation but for family with kids i would go for that

Reviewed on Aug 15, 2026

The Morgan Resort Spa Village

The Morgan Resort Spa Village

CA $1,740
per person
Oct 15 - Oct 19
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (2,341 reviews)
The Morgan was amazing! The pool is great and the staff as well. Very attentive to guest needs. The only thing was the rooms get extremely cold with the AC but everything is 10/10!

Reviewed on Aug 15, 2026

Holland House Beach Hotel

Holland House Beach Hotel

Downtown Philipsburg
CA $1,226
per person
Oct 15 - Oct 19
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,006 reviews)
Great stay. Good location. Beautiful beach. Breakfast was wonderful.

Reviewed on Aug 14, 2026

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3 Night Kid friendly holidays in Sint Maarten

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Pelican Key
CA $776
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,922 reviews)
Superbe endroit, bien situé. Nous avons séjourné dans 2 appartements au cours du voyage , 1 côté plage et l’autre côté mer. Les deux étaient super lit confortable et bien équipé au niveau cuisine.

Reviewed on Aug 15, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Pelican Key
CA $907
per person
Oct 22 - Oct 25
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,484 reviews)
Beautiful property. Staff very pleasant. Check in was great.

Reviewed on Aug 14, 2026

Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

CA $1,216
per person
Oct 28 - Oct 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
8.2/10 Very good! (1,017 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Sint Maarten
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4 Night Kid friendly holidays in Sint Maarten

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Pelican Key
CA $1,044
per person
Oct 15 - Oct 19
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9/10 Wonderful! (1,922 reviews)
Superbe endroit, bien situé. Nous avons séjourné dans 2 appartements au cours du voyage , 1 côté plage et l’autre côté mer. Les deux étaient super lit confortable et bien équipé au niveau cuisine.

Reviewed on Aug 15, 2026

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Pelican Key
CA $1,197
per person
Oct 15 - Oct 19
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,484 reviews)
Beautiful property. Staff very pleasant. Check in was great.

Reviewed on Aug 14, 2026

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond
CA $1,337
per person
Oct 15 - Oct 19
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,003 reviews)
The property was beautiful, clean and the staff was impeccable! They put a bottle of wine in my room on my birthday. The front desk was amazing and also the housekeepers.

Reviewed on Aug 13, 2026

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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

Hilton Vacation Club Royal Palm St. Maarten

115 Welfare Road Simpson Bay
  • 25 min walk from Maho Beach
CA $188
CA $233 total
Aug 25 - Aug 26
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! (1,268 reviews)
"Home away from home stay. Missed the daily cleaning. But for the rest I enjoyed my stay"

Reviewed on Aug 15, 2026

Hilton Vacation Club Royal Palm St. Maarten
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay
  • 26 min walk from Maho Beach
CA $217
CA $264 total
Sep 9 - Sep 10
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 ...
9/10 Wonderful! (1,954 reviews)
"Superbe endroit, bien situé. Nous avons séjourné dans 2 appartements au cours du voyage , 1 côté plage et l’autre côté mer. Les deux étaient super lit confortable et bien équipé au niveau cuisine."

Reviewed on Aug 15, 2026

Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

Billy Folly Road No. 37A Simpson Bay
  • 27 min walk from Maho Beach
CA $238
CA $290 total
Sep 13 - Sep 14
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! (1,505 reviews)
"Beautiful property. Staff very pleasant. Check in was great."

Reviewed on Aug 14, 2026

The Villas at Simpson Bay Resort
See all 1,667 properties in Sint Maarten
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.

Things to do

High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

CA $114
per adult
80% of travellers recommend
High-Speed Ferry to St. Barths
Colorful Species Of Birds

Colorful Species Of Birds

CA $69
per adult
94% of travellers recommend
Colorful Species Of Birds
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line

CA $190
per adult
90% of travellers recommend
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
See all activities in Sint Maarten

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.