Pelican Key Vacations from $809
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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.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was $1,505, price is now $809 per person
$809
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (966 reviews)
Keep up your awesome work Team Princess Heghts!
Your friends Anvar & Svetlana
Reviewed on Sep 25, 2025
The Villas at Simpson Bay Resort
Price was $2,747, price is now $1,230 per person
$1,230
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,268 reviews)
I've been staying here for over 15 years and it is the only place I'll stay. Rooms are always clean staff is always friendly and helpful. Good restaurants onsite and some within walking distance. The little grocery store is convenient as well.
Reviewed on Nov 1, 2025
Simpson Bay Resort, Marina & Spa
Pelican Key
Save 100% on your flight
Price was $1,486, price is now $866 per person
$866
per person
Jan 12 - Jan 16
found 2 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
9/10 Wonderful! (1,398 reviews)
Everything was great!
Reviewed on Nov 1, 2025
Oceans at Divi Little Bay
Price was $2,248, price is now $1,408 per person
$1,408
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.4/10 Very Good! (262 reviews)
The balcony had a ocean view that was very relaxing. The room was clean and the staff was professional and accommodating.
Reviewed on Oct 23, 2025
Divi Little Bay Beach Resort
Price was $2,134, price is now $1,345 per person
$1,345
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
8.4/10 Very Good! (1,001 reviews)
The facility and the rooms were great and very well kept up with. However, the food was terrible.
Reviewed on Oct 31, 2025
Pelican Key Hotel Deals
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $125 total per night from Nov 23 to Nov 24
$125 total
Nov 23 - Nov 24
Total with taxes and fees
8.8/10 Excellent! (1,425 reviews)
Yesb
Reviewed on Oct 25, 2025
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
$114 nightly
The price is $119 total per night from Nov 25 to Nov 26
$119 total
Nov 25 - Nov 26
Total with taxes and fees
9/10 Wonderful! (1,313 reviews)
.
Reviewed on Oct 28, 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
Edge Ferry Tickets to St. Barts
$100
per adult
84% of travellers recommend
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- 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.