Exclusive Simpson Bay Beach Vacation Deals

Simpson Bay Beach vacation package deals

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
Price was CA $4,405, price is now CA $1,917 per person
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

The Villas at Simpson Bay Resort

4 out of 5
Price was CA $5,615, price is now CA $2,311 per person
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

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was CA $6,333, price is now CA $3,160 per person
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 Bay Beach Resort

4 out of 5
Oyster Pond
Price was CA $7,111, price is now CA $3,920 per person
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

Holland House Beach Hotel

4 out of 5
Downtown Philipsburg
Price was CA $3,934, price is now CA $2,521 per person
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

Oceans at Divi Little Bay

4 out of 5
Price was CA $4,513, price is now CA $3,084 per person
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 Simpson Bay Beach?
An excellent CA $1,917 package deal can be booked for your upcoming visit to Simpson Bay Beach. Why not let Travelocity take the hassle out of sorting out your travel plans? The great part about combining your hotel and flights is that it'll save you loads. You can't lose!
Where can I get the best vacation package deals for Simpson Bay Beach?
Check out Travelocity. With access to 400 airlines and a massive 665,000 hotels all over the world, creating the perfect Simpson Bay Beach package deal couldn't be easier.
Why should I book my Simpson Bay Beach vacation bundle via Travelocity?
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Can I go on vacation to Simpson Bay Beach at this time?
Get all the info that's important relating to travel restrictions and quarantine policies before you fly to Simpson Bay Beach. Our Covid-19 Travel Advisor is full of advice to help make your trip relaxed and stress-free.

Top Simpson Bay Beach hotel deals

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
The price is CA $482 per night
CA $482
CA $601 total
Jan 12 - Jan 13, 2026
includes taxes & fees
Book a stay at this spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Pool
Spa
Sonesta Maho Beach All Inclusive Resort Casino & Spa

Sonesta Maho Beach All Inclusive Resort Casino & Spa

4 out of 5
1 Rhine Road Lowlands
The price is CA $688 per night
CA $688
CA $832 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this beach property in Lowlands. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Cocovaa

Cocovaa

2.5 out of 5
34 white sands rd Simpson Bay
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Parking included
Free WiFi
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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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