
Exclusive Orient Bay Beach Vacation Deals

Orient Bay Beach vacation package deals
Price found within the past 48 hours. Click for updated prices.

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $2,345, price is now CA $1,262 per person
CA $1,262
per person
Feb 20 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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.

The Villas at Simpson Bay Resort
Price was CA $5,705, price is now CA $2,321 per person
CA $2,321
per person
Mar 8 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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
Pelican Key
Price was CA $4,728, price is now CA $1,988 per person
CA $1,988
per person
Jan 30 - Feb 5
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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.

Oyster Bay Beach Resort
Oyster Pond
Price was CA $3,973, price is now CA $2,422 per person
CA $2,422
per person
Mar 8 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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.

Oceans at Divi Little Bay
Price was CA $4,486, price is now CA $2,828 per person
CA $2,828
per person
Mar 8 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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.

Divi Little Bay Beach Resort
Price was CA $4,166, price is now CA $2,649 per person
CA $2,649
per person
Mar 8 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) 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.
Frequently asked questions
Top Orient Bay Beach hotel deals

SPECTACULAR BEACHFRONT 180° OCEANVIEW GARDEN - ORIENTBEACH POOL 4 STARS SERVICES
SAINT MARTIN Collectivité de Saint-Martin
Book a stay at this beach apartment in Orient Bay. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Pool
Kitchen

Luxurious 4bdr/4 1/2 bath Villa Rental in Orient Bay
Orient Bay
Stay at this villa in Orient Bay. Enjoy private pools, a beach locale, and a garden. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Pool
Kitchen

Esmeralda Resort
B.P. 5141, Baie Orientale Orient Bay
Free cancellation
Reserve now, pay when you stay
The price is CA $462 per night
CA $462
CA $480 total
Jan 5 - Jan 6, 2026
includes taxes & fees
Book a stay at this beach hotel in Orient Bay. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Orient Bay Beach and Grand Case Beach are located nearby.
Pool
Breakfast included
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View all propertiesLowest 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.