Beach Vacations in Sint Maarten 2026

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Flight and Beach hotel deals in Sint Maarten

Price found within the past 48 hours. Click for updated prices.

Oyster Bay Beach Resort

Oyster Pond

CA $908

per person

Nov 23 - Nov 27

found 6 hours ago

Roundtrip flight included

Toronto (YYZ) to Philipsburg (SXM)

8.8/10 Excellent! (1,010 reviews)

The Villas at Simpson Bay Resort

Pelican Key

CA $1,236

per person

Nov 23 - Nov 27

found 4 hours ago

Roundtrip flight included

Toronto (YYZ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,525 reviews)

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

CA $1,201

per person

Nov 23 - Nov 27

just found

Roundtrip flight included

Toronto (YYZ) to Philipsburg (SXM)

9/10 Wonderful! (1,987 reviews)

The beach and the views from our room was amazing! The beach has clear calm water. It was a fantastic time!

Reviewed on Sep 23, 2026

The Morgan Resort Spa Village

Save 100% on your flight

CA $1,562

per person

Nov 23 - Nov 27

found 4 hours ago

Roundtrip flight included

Toronto (YYZ) to Philipsburg (SXM)

9/10 Wonderful! (2,390 reviews)

Sonesta Ocean Point All Inclusive, Adults Only Resort

Save 100% on your flight

CA $2,416

per person

Nov 23 - Nov 27

found 6 hours ago

Roundtrip flight included

Toronto (YYZ) to Philipsburg (SXM)

8.8/10 Excellent! (1,005 reviews)

Staff is great. Resort was being remodeled so the best pool was closed. One of the restaurants was closed as well but Azul had good food every night especially the swordfish. Our 4th time to stay at this resort. It has declined a little over the years but with the remodel they are doing it should help with the look. Frank the front bar tender is awesome.

Reviewed on Sep 22, 2026

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5* Beach holidays in Sint Maarten

Price found within the past 48 hours. Click for updated prices.

Sonesta Ocean Point All Inclusive, Adults Only Resort

Save 100% on your flight

CA $2,416

per person

Nov 23 - Nov 27

found 6 hours ago

Roundtrip flight included

Toronto (YYZ) to Philipsburg (SXM)

8.8/10 Excellent! (1,005 reviews)

Reviewed on Sep 22, 2026

Don't see what you're looking for?

See all available trips from Columbus to Sint Maarten

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3 Night Beach holidays in Sint Maarten

Price found within the past 48 hours. Click for updated prices.

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

CA $1,053

per person

Nov 19 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Philipsburg (SXM)

9/10 Wonderful! (1,987 reviews)

The beach and the views from our room was amazing! The beach has clear calm water. It was a fantastic time!

Reviewed on Sep 23, 2026

The Morgan Resort Spa Village

CA $1,449

per person

Nov 26 - Nov 29

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Philipsburg (SXM)

9/10 Wonderful! (2,390 reviews)

The Villas at Simpson Bay Resort

Pelican Key

Save 100% on your flight

CA $1,399

per person

Nov 26 - Nov 29

found 6 hours ago

Roundtrip flight included

Winnipeg (YWG) to Philipsburg (SXM)

9.2/10 Wonderful! (1,525 reviews)

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4 Night Beach holidays in Sint Maarten

Price found within the past 48 hours. Click for updated prices.

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Save 100% on your flight

CA $1,016

per person

Nov 23 - Nov 27

found 6 hours ago

Roundtrip flight included

Toronto (YYZ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,000 reviews)

The staff is very friendly and accommodating. Beautiful views. The only thing I would ask is that water be restocked daily because it is easy to get dehydrated even if you buy your own water.

Reviewed on Sep 14, 2026

The Villas at Simpson Bay Resort

Pelican Key

CA $1,236

per person

Nov 23 - Nov 27

found 4 hours ago

Roundtrip flight included

Toronto (YYZ) to Philipsburg (SXM)

9.2/10 Wonderful! (1,525 reviews)

Simpson Bay Resort, Marina & Spa

Pelican Key

Save 100% on your flight

CA $1,201

per person

Nov 23 - Nov 27

just found

Roundtrip flight included

Toronto (YYZ) to Philipsburg (SXM)

9/10 Wonderful! (1,987 reviews)

The beach and the views from our room was amazing! The beach has clear calm water. It was a fantastic time!

Reviewed on Sep 23, 2026

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What are some benefits when booking beach vacations in Sint Maarten?

When you travel to the beach in Sint Maarten, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in Sint Maarten?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Sint Maarten trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Sint Maarten?

There are quite a few things you can do to get cheap beach vacations in Sint Maarten. Prices range from CA $908, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Sint Maarten. These package deals let you save by booking your accommodation and your flight together with savings of up to 28.

Why should I book family beach vacations?

When you're travelling with the family to Sint Maarten, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Sint Maarten?

It's easy to find a beachfront vacation accommodation in Sint Maarten using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Sint Maarten as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Sint Maarten is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout Caribbean. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.

Beach Hotels in Sint Maarten

Sonesta Maho Beach All Inclusive Resort Casino & Spa

1 Rhine Road Lowlands

4 min walk from Maho Beach

CA $505

CA $611 total

Oct 20 - Oct 21

includes taxes & fees

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! (3,224 reviews)

"Just an overall great experience. Absolutely no complaints. Book your next trip with them and you won’t be disappointed"

Reviewed on Sep 22, 2026

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay

3 min walk from Maho Beach

CA $524

CA $662 total

Oct 5 - Oct 6

includes taxes & fees

Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay

26 min walk from Maho Beach

CA $224

CA $268 total

Oct 12 - Oct 13

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! (2,056 reviews)

"The beach and the views from our room was amazing! The beach has clear calm water. It was a fantastic time!"

Reviewed on Sep 23, 2026

See all 1,650 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.