Deals on vacations and trips to Pelican Key
Pelican Key flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort
Price was $1,010, price is now $636 per person
$636
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
A marina, 3 restaurants, and 6 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a waterslide, and barbecue grills are available on site.
Holland House Beach Hotel
Downtown Philipsburg
Save 100% on your flight
Price was $1,342, price is now $853 per person
$853
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
A restaurant and a bar/lounge are featured at this hotel. Dine at the beachfront restaurant and relax with beach umbrellas. WiFi in public areas is free.
La Playa Orient Bay
Save 100% on your flight
Price was $1,274, price is now $863 per person
$863
per person
Oct 20 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Relax with a drink at the beach bar and enjoy free perks like English breakfast and free self parking.
Divi Little Bay Beach Resort
Price was $956, price is now $699 per person
$699
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this resort. Relax with free beach cabanas, sun loungers, and beach umbrellas. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
Oceans at Divi Little Bay
Price was $920, price is now $677 per person
$677
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
This hotel's 4 restaurants and 3 outdoor pools are some of the featured amenities. Guests will appreciate free perks like free self parking and WiFi in public areas. Dry cleaning, luggage storage, and concierge services are also on offer.
Top Pelican Key hotels deals
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $99 total per night
$99 total
Sep 9 - Sep 10
Total with taxes and fees
This smoke-free resort features a private beach, a full-service spa, and a marina. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site.
On private beach
Pool
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $136 total per night
$136 total
Sep 7 - Sep 8
Total with taxes and fees
This resort features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the gym and perks like free self parking and free WiFi. A 24-hour business center, a snack bar/deli, and laundry facilities are also on offer.
Pool
Parking included
La Vista Hotel
Billy Folly Road, Simpson Bay, Sint Maarten
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage, laundry facilities, and concierge services are also on offer.
Pool
Spa
Flamingo Beach by Hilton: Oceanfront Resort, Pools & Spacious Studios To Relax!
A hot tub is featured at this resort, along with barbecue grills.
Pool
Hot Tub
One Hundred Million Dollar Yacht On Land 5 star Villa on the ocean
An outdoor pool is featured at this villa, along with a garden and laundry facilities. Concierge services and barbecue grills are also provided.
Pool
Kitchen
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road, Maho Bay, Lowlands
$241 nightly
The price is $252 total per night
$252 total
Sep 8 - Sep 9
Total with taxes and fees
This all-inclusive property features free water park access, a casino, and a full-service spa. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a free kid's club and a children's pool, and free supervised childcare is an added bonus.
Pool
All inclusive
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.
Popular places to visit
Hollywood Casino
Why not roll the dice with a visit to Hollywood Casino during your visit to Simpson Bay? Stroll along the seaside in this romantic area, or check out its top-notch restaurants.
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?
Frequently asked questions
Photos of local treasures
Browse Pelican Key vacation photos for more inspiration
