Pelican Key Vacations from $724
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Your Pelican Key Vacation
Whether you're coming for its coastal beaches or views, the neighborhood of Pelican Key has plenty to keep you entertained. Uncover all of this and more with ease by booking a Pelican Key vacation package. Start your trip to Pelican Key by heading to nearby attractions such as Simpson Bay Beach, Flamingo Beach and Hollywood Casino. No matter what your ideal Pelican Key vacation looks like, you can turn it into reality with Expedia.
The Latest Pelican Key Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $1,106, price is now $724 per person
$724
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9/10 Wonderful! (1,321 reviews)
Front desk staff was amazing. Housekeeper was great also.
Reviewed on Sep 16, 2025
The Villas at Simpson Bay Resort
Save 100% on your flight
Price was $1,399, price is now $844 per person
$844
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,244 reviews)
Lack of food options. Too far from hotel room.
Reviewed on Sep 16, 2025
Holland House Beach Hotel
Downtown Philipsburg
Price was $1,472, price is now $1,031 per person
$1,031
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Philipsburg (SXM)
9.2/10 Wonderful! (1,002 reviews)
Really clean and hotel staff and room was amazing
Reviewed on Sep 16, 2025
Pelican Key Hotel Deals
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $121 total per night from Oct 6 to Oct 7
$121 total
Oct 6 - Oct 7
Total with taxes and fees
8.8/10 Excellent! (1,343 reviews)
"Property, rooms and staff were great. Beaches were fantastic."
Reviewed on Sep 13, 2025
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $108 total per night from Sep 23 to Sep 24
$108 total
Sep 23 - Sep 24
Total with taxes and fees
9/10 Wonderful! (1,227 reviews)
"Such a great spot!"
Reviewed on Sep 15, 2025
La Vista Hotel
Billy Folly Road, Simpson Bay, Sint Maarten
9.8/10 Exceptional! (12 reviews)
"Great people, great time, there if you want and not if you want."
Reviewed on Aug 31, 2025
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.
Discover the most popular places to visit in Pelican Key
Hollywood Casino
Bingo, a handful of gambling tables, buffets and piano bars entertain the public at this almost intimate gambling hall.
Kim Sha Beach
Why not spend a carefree afternoon at Kim Sha Beach during your travels in Simpson Bay? Check out the shops and top-notch restaurants in this romantic area.
Lay Bay Beach
Why not spend a lazy afternoon at Lay Bay Beach during your trip to Simpson Bay?
Things to do
Tango Sunset Cruise with Caribbean Dinner & Open Bar
$85
per adult
94% of travellers recommend
Bubbly Sunset Cruise with Prosecco & Warm Snacks
$65
per adult
90% of travellers recommend
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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- Flights to Simpson Bay
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- Flights from New York (JFK) to Philipsburg (SXM)
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- Car rentals near Paradise Plaza
- Car rentals near Simpson Bay
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- Car rentals near Cole Bay
- Car rental Simpson Bay Airport (SXM)
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
