Lay Bay Beach Vacation Deals: Lay Bay Beach, Pelican Key Holidays

Lay Bay Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.

Simpson Bay Resort, Marina & Spa

Pelican Key

CA $1,917

per person

Mar 16 - Mar 23

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

The Villas at Simpson Bay Resort

CA $2,311

per person

Feb 25 - Mar 4

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Philipsburg (SXM)

Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.

Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

CA $3,160

per person

Feb 25 - Mar 4

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Philipsburg (SXM)

Book a stay at this family-friendly hotel in Oyster Pond. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.

Oyster Bay Beach Resort

Oyster Pond

CA $3,920

per person

Feb 25 - Mar 4

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Philipsburg (SXM)

Book a stay at this beach resort in Oyster Pond. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.

Holland House Beach Hotel

Downtown Philipsburg

CA $2,521

per person

Mar 16 - Mar 23

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Philipsburg (SXM)

Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Orient Bay Beach and Maho Beach are located nearby.

Oceans at Divi Little Bay

CA $3,084

per person

Feb 25 - Mar 4

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Philipsburg (SXM)

Stay at this hotel in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.

Frequently asked questions

How much are vacation packages to Lay Bay Beach?

Let Travelocity take the trouble out of organizing your next big trip to Lay Bay Beach. Have a look at our convenient CA $1,917 package deal and save both money and time. With your hotel and flights locked in, you can focus on the fun parts of your getaway — like ticking off those famous attractions!

Where can I get the best vacation package deals for Lay Bay Beach?

It's hard to beat Travelocity when it comes to finding your Lay Bay Beach package deal. There are at least 400 airlines and 665,000 worldwide properties to choose from. Lock in your trip now and get ready to cross another amazing place off your list.

Why should I book my Lay Bay Beach vacation bundle with Travelocity?

We've got 24/7 customer support, excellent service and a Price Match Guarantee. Life's a great big journey — and we have amazing destinations for you to journey to all across the globe. Travel with us and make your hip pocket happy.

Can I go on vacation to Lay Bay Beach at this time?

Get all the info you should know about travel restrictions and quarantine policies before you head for Lay Bay Beach. Our Covid-19 Travel Advisor is full of useful advice to help make your trip as hassle-free as possible.

Top Lay Bay Beach hotel deals

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay

CA $296

CA $356 total

Jan 25 - Jan 26, 2026

includes taxes & fees

Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

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

CA $409

CA $465 total

Jan 5 - Jan 6, 2026

includes taxes & fees

Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

Pool

Parking included

The Villas at Simpson Bay Resort

Billy Folly Road No. 37A Simpson Bay

CA $434

CA $521 total

Jan 25 - Jan 26, 2026

includes taxes & fees

Book a stay at this beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.

Pool

Parking included

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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.

Flights to Simpson Bay

Simpson Bay Vacations