Name: Oceanfront Condo with breathtaking views and private beach access.
Address: Philipsburg

Plan a trip to see Front Street District

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

Simpson Bay Resort, Marina & Spa

Pelican Key

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per person

Sep 20 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9/10 Wonderful! (1,192 reviews)

It’s our favorite place to go. We’re thinking about retiring there. We just love it.

Reviewed on Jul. 18, 2025

The Villas at Simpson Bay Resort

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per person

Oct 5 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

9.2/10 Wonderful! (1,192 reviews)

This was our second visit there. We had an issue with the original room I didn’t care for it the manager did take care of it right away and we had a fabulous time. The views are amazing. We do stay at the villas. Restaurants are walkable and Minerva the beach bartender makes the best pina coladas. We are looking forward to returning next year.

Reviewed on Jul. 16, 2025

Oyster Bay Beach Resort

Oyster Pond

Save 100% on your flight

per person

Sep 20 - Sep 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

8.6/10 Excellent! (891 reviews)

Over all will stay again

Reviewed on Jul. 15, 2025

Tours & day trips

See all 50 activities

Ultimate Prickly Pear and Anguilla Experience

Free cancellation available

Water activities

See all 13 activities

Divi Little Bay Beach Day Package

Free cancellation available

History & culture

See all 9 activities

Sky Explorer and Flying Dutchman

Free cancellation available

Private & custom tours

See all 8 activities

Best Of St Maarten Private Nightlife Tour

Free cancellation available

Popular places to visit

Yoda Guy Movie Exhibit

You can spend an afternoon exploring the galleries in Yoda Guy Movie Exhibit during your trip to Philipsburg. Amble around this romantic area's beautiful beaches and enjoy its top-notch restaurants.

Philipsburg Boardwalk

Philipsburg Boardwalk is just one of the places to see in Philipsburg, so why not enjoy the other things to explore during your travels? Stroll along the area's beaches or simply enjoy its restaurants.

Philipsburg Courthouse

4/5(20 reviews)

Philipsburg Courthouse is just one of the places to see in Philipsburg, so why not enjoy the other things to explore during your travels? Stroll along the beautiful beaches or visit the shops in this romantic area.

Museum of Sint Maarten

Discover where the native population originally came from and learn about major events in the island’s colonial, social and natural past.

Great Bay Beach

4/5(20 reviews)

If a restful vacation is part of your travel plans, Great Bay Beach might be the perfect place to seek out during your trip to Philipsburg. Check out the shops and top-notch restaurants in this romantic area.