Pelican Key Vacation Packages

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Top Holiday Package Deals in Pelican Key

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9/10 Wonderful! (1,192 reviews)
Beautiful location, rooms are spacious and food was AMAZING!

Reviewed on Jul. 31, 2025

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9.2/10 Wonderful! (1,192 reviews)
Food option need to be upgraded. But the restaurant the food was delious.

Reviewed on Jul. 30, 2025

Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9.2/10 Wonderful! (938 reviews)
Loved it! Highly recommend!

Reviewed on Jul. 30, 2025

Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
8.6/10 Excellent! (891 reviews)
The resort was very nice and the staff was awesome.

Reviewed on Aug. 1, 2025

Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten

4 out of 5
per person
Oct 19 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9/10 Wonderful! (1,048 reviews)
i liked the 24/7 security on the property ...i didnt like my room was always cold with the ac off but it was mannagable for my older folks. my unit needed some more pots for quick cooking.

Reviewed on Jul. 27, 2025

Pelican Key Hotel Deals

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $90 per night from Aug 18 to Aug 19
CA $90
CA $109 total
Aug 18 - Aug 19
includes taxes & fees
8.8/10 Excellent! (1,263 reviews)
"Beautiful location, rooms are spacious and food was AMAZING!"

Reviewed on Jul. 31, 2025

Simpson Bay Resort, Marina & Spa
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

4 out of 5
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Sep 2 to Sep 3
CA $155
CA $199 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (1,129 reviews)
"Beautiful resort even with a very good restaurant"

Reviewed on Aug. 2, 2025

Hilton Vacation Club Flamingo Beach St. Maarten
La Vista Hotel

La Vista Hotel

3 out of 5
Billy Folly Road, Simpson Bay, Sint Maarten
9.6/10 Exceptional! (4 reviews)
"My stay was nice. Beautiful property the only grap I have the property needs some type of room service being so close to clubs and bar for after hour snacks"

Reviewed on Jun. 6, 2025

Get rates
La Vista Hotel
See all 3,588 properties in Pelican Key
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.
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Frequently asked questions

How much does a Pelican Key vacation package cost?
Discover the best of Pelican Key from as low as CA $925. We offer a wonderful selection of flights, rental cars and hotels to suit your budget. Score even more discounts when you add a few tours or experiences to your vacation package.
How do I get a cheap travel package to Pelican Key?
Simply by bundling. Flights, hotels and rental cars — combine whatever you need into a Pelican Key vacation package and save. Score even more deals when you include extras such as tours or experiences to your booking. But that's not the only good part. You have the flexibility to tailor your vacation your way. We offer over 550 air carriers and 1,000,000 hotels across the globe, so that everyone has a chance to travel and live out those vacation dreams.
Where should I stay in Pelican Key?
With interesting attractions such as Simpson Bay Beach and Flamingo Beach in this area, look for a hotel situated near either of them. Hollywood Casino is another Pelican Key hot spot that people flock to.
What are the top hotels in Pelican Key?
Get your vacation off to a fantastic start by booking a room at Sol Y Mar 3 Bedroom Villa By Redawning. It's one of most popular properties in Pelican Key. Another option is Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea.
How far in advance should I book my Pelican Key vacation?
Smart travelers often reserve their seats as early as possible. You can usually compare international fares on Expedia up to a year before your flight. If you've left things to the last minute, don't worry. Cheap prices sometimes occur just weeks prior to departure.
What does an Expedia Pelican Key travel package include?
You can select from a combination of rental cars, hotels and flights. Once you've made your booking, you can add activities and experiences. Want to pick your airfare class? That's easy to do too. The choice is all yours when it comes to arranging your ideal Pelican Key escape.
What should I know before booking a Pelican Key travel package?
You'll save plenty with an Expedia travel package. Bundle your airfares, rental cars and hotels and enjoy exciting discounts. Hotels aren't your only choice, though. Book with us and choose from beach villas, rural cottages and even houseboats and castles!
Can I choose my airline with a Pelican Key Expedia vacation package?
You certainly can. Expedia has access to more than 550 partner airlines worldwide, so pick the carrier that suits your travel needs.
If I'm not able to travel, can I cancel my Pelican Key vacation package?
Yes, you can. We get that things don't always go to plan, so we're here to help if you have to make changes to your Pelican Key vacation package. You may be able to change or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Look up our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Pelican Key

Hollywood Casino which includes a casino and interior views

Hollywood Casino

Bingo, a handful of gambling tables, buffets and piano bars entertain the public at this almost intimate gambling hall.

Hollywood Casino
Kim Sha Beach

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.

Kim Sha Beach

Things to do

Lunch at Meads BAy

Ultimate Prickly Pear and Anguilla Experience

CA $204
per adult
82% of travellers recommend
Ultimate Prickly Pear and Anguilla Experience
High-Speed Ferry to St. Barths

High-Speed Ferry to St. Barths

CA $103
per adult
76% of travellers recommend
High-Speed Ferry to St. Barths
Coastal off-roading

For cruise passengers: Guided ATV Tour of Dutch & French St. Maarten

CA $141
per traveller
For cruise passengers: Guided ATV Tour of Dutch & French St. Maarten
See all activities in Simpson Bay
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.