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.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Save 100% on your flight
Price was $1,057, price is now $638 per person
$638
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features an outdoor pool and a 24-hour gym. Families will appreciate the waterslide, onsite laundry facilities, and in-room childcare. Guests will appreciate free perks like free self parking and WiFi in public areas.
The Villas at Simpson Bay Resort
Pelican Key
Save 100% on your flight
Price was $1,419, price is now $733 per person
$733
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Simpson Bay Resort, Marina & Spa
Pelican Key
Save 100% on your flight
Price was $1,303, price is now $681 per person
$681
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
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.
La Playa Orient Bay
Price was $1,350, price is now $903 per person
$903
per person
May 7 - May 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Families will appreciate the onsite laundry facilities and in-room childcare.
The Morgan Resort Spa Village
Save 100% on your flight
Price was $1,377, price is now $934 per person
$934
per person
May 4 - May 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A full-service spa, an outdoor pool, and a restaurant are all featured at this resort. Enjoy the gym and perks like free valet parking and a free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.
Top Pelican Key hotels deals
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
$383 nightly
The price is $403 total per night
$403 total
Mar 18 - Mar 19
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
The Villas at Simpson Bay Resort
Billy Folly Road No. 37A Simpson Bay
$280 nightly
The price is $295 total per night
$295 total
Apr 14 - Apr 15
Total with taxes and fees
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.
Pool
Parking included
La Vista Hotel
Billy Folly Road Simpson Bay Sint Maarten
$241 nightly
The price is $255 total per night
$255 total
Mar 19 - Mar 20
Total with taxes and fees
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!
Philipsburg Sint Maarten
A hot tub is featured at this resort, along with barbecue grills.
Pool
Hot Tub
One Hundred Million Dollar Yacht On Land 5 star Villao Namaste on the Ocean
St Maarten
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
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$536 nightly
The price is $559 total per night
$559 total
Apr 3 - Apr 4
Total with taxes and fees
A full-service spa, an outdoor pool, and a restaurant are all featured at this resort. Enjoy the gym and perks like free valet parking and a free airport shuttle. There's a bar/lounge on site, and concierge services and free newspapers are also provided.
Pool
Spa
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
4/5(9 reviews)
Why not roll the dice with a visit to Hollywood Casino during your visit to Simpson Bay? Stroll along the beautiful beaches in this romantic area, or check out its top-notch restaurants.
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?
Frequently asked questions
Photos of local treasures
Browse Pelican Key vacation photos for more inspiration
