Deals on vacations and trips to Pelican Key

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Pelican Key flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was $1,447, price is now $842 per person
$842
per person
Nov 27 - Dec 3
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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was $2,433, price is now $1,085 per person
$1,085
per person
Nov 24 - Nov 30
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.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Price was $2,572, price is now $1,217 per person
$1,217
per person
Nov 27 - Dec 3
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.
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $2,354, price is now $1,399 per person
$1,399
per person
Nov 27 - Dec 3
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.
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Point Blanche
Price was $1,773, price is now $1,098 per person
$1,098
per person
Nov 27 - Dec 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a garden, and a virtual front desk are also on offer.

Top Pelican Key hotels deals

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$183 nightly
The price is $191 total per night
$191 total
Sep 23 - Sep 24
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

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$206 nightly
The price is $215 total per night
$215 total
Oct 4 - Oct 5
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
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
Free Cancellation
Reserve now, pay when you stay
$147 nightly
The price is $155 total per night
$155 total
Sep 27 - Sep 28
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

La Vista Hotel

3 out of 5
Billy Folly Road Simpson Bay Sint Maarten
Get rates
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
One Hundred Million Dollar Yacht On Land 5 star Beachhoiuse on the Ocean

One Hundred Million Dollar Yacht On Land 5 star Beachhoiuse on the Ocean

St Maarten
Get rates
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

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road Simpson Bay
Free Cancellation
Reserve now, pay when you stay
$449 nightly
The price is $471 total per night
$471 total
Oct 20 - Oct 21
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
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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.

Stay near popular Pelican Key attractions

Hollywood Casino

8.2/10 (583 reviews)
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.
See properties

Frequently asked questions

How much are vacation packages to Pelican Key?
Travelocity has package deals to Pelican Key, as well as flights and hotels, starting from an impressive $842. With the cash you save, you could book some popular tours or possibly add on a couple of extra nights to your exciting adventure.
Where can I get the best vacation package deals for Pelican Key?
Book your dream vacation with Travelocity. With access to 400 airlines and a massive 1,000,000 hotels around the world, finding the best Pelican Key package deal couldn't be easier.
Why should I book my Pelican Key vacation bundle with Travelocity?
By booking your hotel, flights, car rental and activities all in the one place, you'll save big bucks as well as precious time. All our bookings come with an expert team of customer service specialists available 24/7, and you'll know that you'll always be getting the best deal possible with our Price Match Guarantee. So, what are you waiting for? Book the vacation of your dreams today and start packing!
Can I save on my Pelican Key car rental if I book it with my hotel or flight?
You bet — and booking one of our Pelican Key vacation packages is the ideal way to do this. Bundle any combination of a hotel, flight, car and tour and score great discounts. The more you book, the more you save. There are loads of big-name sights in Pelican Key to put on your itinerary, including Dickenson Bay Beach (100 mi from Pelican Key). Nothing tops exploring places like this with the freedom of your own wheels.
What is there to do in Pelican Key?
Grab your itinerary and add in Hollywood Casino and Lay Bay Beach. They're two of the most well-known attractions in Pelican Key.

Photos of local treasures

Browse Pelican Key vacation photos for more inspiration

A beach with thatched umbrellas, a pier, and boats in the background.
A marina with several sailboats docked near a rocky shoreline and a beach in the background.
A beach with clear turquoise water, palm trees, and beach umbrellas. There are buildings with blue and white exteriors in the background.
A sunset over a harbor with several boats and a large cloud formation.
A marina with a dock, a small white building, and a sailboat in the water.