Exclusive Lay Bay Beach Vacation Deals

Lay Bay Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Price was CA $2,178, price is now CA $1,366 per person
CA $1,366
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip 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.
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was CA $5,556, price is now CA $2,252 per person
CA $2,252
per person
Feb 25 - Mar 4
found 1 day ago
Roundtrip 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.
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Price was CA $4,767, price is now CA $1,933 per person
CA $1,933
per person
Jan 29 - Feb 5
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.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was CA $3,140, price is now CA $1,714 per person
CA $1,714
per person
Jan 29 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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.
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was CA $5,012, price is now CA $3,069 per person
CA $3,069
per person
Jan 29 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
Book a stay at this beach resort in Philipsburg. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Price was CA $4,389, price is now CA $2,721 per person
CA $2,721
per person
Jan 29 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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 $1,366 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

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37 Simpson Bay
The price is CA $296 per night
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

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
The price is CA $409 per night
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

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A Simpson Bay
The price is CA $434 per night
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.

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