Pelican Key
Simpson Bay
Visit Pelican Key
Popular places to visit
Hollywood Casino
4/5(9 reviews)
Bingo, a handful of gambling tables, buffets and piano bars entertain the public at this almost intimate gambling hall.
Kim Sha Beach
4/5(49 reviews)
Why not spend a carefree afternoon at Kim Sha Beach during your travels in Simpson Bay? Check out the shops and lively bars in this romantic area.
Lay Bay Beach
Why not spend a lazy afternoon at Lay Bay Beach during your trip to Simpson Bay?
Simpson Bay Beach
4.5/5(15 reviews)
Why not spend a lazy afternoon at Simpson Bay Beach during your trip to Simpson Bay? Check out the shops and lively bars in this romantic area.
Flamingo Beach
Why not spend a lazy afternoon at Flamingo Beach during your trip to Simpson Bay? Stroll along the beautiful beaches or visit the shops in this romantic area.
Dunes Casino
Why not roll the dice with a visit to Dunes Casino during your travels in Beacon Hill? Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.
Things to do
Tango Sunset Cruise with Caribbean Dinner & Open Bar
$85
per adult
94% of travellers recommend
Mambo Catamaran Cruise to Rendezvous Bay Anguilla with Lunch
$135
per adult
86% of travellers recommend
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
$159
per adult
90% of travellers recommend
Sightseeing Tour of the French and Dutch Sides of Island
$56
per adult
90% of travellers recommend
Pelican Key Hotel Deals
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$239 nightly
The price is $250 total per night from May 14 to May 15
$250 total
May 14 - May 15
Total with taxes and 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! (1,703 reviews)
Our condo was ready even though we were early arrivals. The bellman transported us and our gear to the condo, he verified that all keys worked properly before leaving. The housekeeping manager was just finishing her inspection when we arrived. The unit was clean, supplies plentiful, and everything ...
Reviewed on May 7, 2026
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
$131 nightly
The price is $138 total per night from May 18 to May 19
$138 total
May 18 - May 19
Total with taxes and fees
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,552 reviews)
all of the above
Reviewed on May 7, 2026
The Villas at Simpson Bay Resort
Billy Folly Road No. 37A Simpson Bay
$290 nightly
The price is $304 total per night from May 17 to May 18
$304 total
May 17 - May 18
Total with taxes and 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! (1,386 reviews)
Paul provided some of the worst customer service I’ve experienced. He was neither welcoming nor pleasant during check-in, which made for a poor first impression. The room itself was spacious and mostly clean, but the tub had dried soap residue and clearly needs to be replaced because the paint was ...
Reviewed on May 6, 2026
La Vista Hotel
Billy Folly Road Simpson Bay Sint Maarten
$197 nightly
The price is $208 total per night from May 19 to May 20
$208 total
May 19 - May 20
Total with taxes and fees
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Maho Beach and Mullet Bay Beach are located ...
9.6/10 Exceptional! (77 reviews)
Excellent staff
Reviewed on May 5, 2026
One Hundred Million Dollar Yacht On Land 5 star Beachhoiuse on the Ocean
St Maarten
Book a stay at this beach villa in Simpson Bay. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Maho Beach and Mullet Bay Beach are located ...
9.8/10 Exceptional! (81 reviews)
We had an amazing stay at this beachfront VRBO in St Maarten! The location couldn’t have been better-steps from the ocean with an incredible infinity pool that we used constantly, both to cool off during the day and for unforgettable sunset photo ops (a huge hit with my teenage daughters).The home ...
Reviewed on Apr 13, 2026
Flamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!
Philipsburg Sint Maarten
Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, a beach locale, and balconies. Popular attractions Maho Beach and Mullet Bay Beach are located ...
9.4/10 Exceptional! (55 reviews)
We had a near perfect experience at this property and our room. The amenities are all nice and in perfect working order, clean, serviceable, and well maintained. Pool, hottubs, beaches, were all wonderful. We didnt have a beach view from our room, but we disnt get a room that had a beach view. That ...
Reviewed on Apr 15, 2026
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.
