
Exclusive Orient Bay Beach Vacation Deals

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

The Villas at Simpson Bay Resort
Price was $1,370, price is now $730 per person
$730
per person
Dec 20 - Dec 22
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.

Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $2,267, price is now $881 per person
$881
per person
Jan 7 - Jan 12
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.

Holland House Beach Hotel
Downtown Philipsburg
Save 100% on your flight
Price was $1,397, price is now $957 per person
$957
per person
Jan 19 - Jan 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
A restaurant and a bar/lounge are featured at this hotel. Dine at the beachfront restaurant and relax with beach umbrellas. WiFi in public areas is free.

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was $1,044, price is now $759 per person
$759
per person
Dec 20 - Dec 22
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.

La Vista Hotel
Pelican Key
Save 100% on your flight
Price was $1,075, price is now $785 per person
$785
per person
Feb 2 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
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.

Hotel La Plantation
Save 100% on your flight
Price was $1,449, price is now $1,127 per person
$1,127
per person
Jan 27 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
This hotel's 3 restaurants, 3 bars/lounges, and outdoor pool are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport pick-up service. Relax with a drink at the poolside bar and enjoy free perks like self-serve breakfast and free self parking.
Frequently asked questions
Top Orient Bay Beach hotel deals

Esmeralda Resort
B.P. 5141, Baie Orientale Orient Bay
Free Cancellation
Reserve now, pay when you stay
$261 nightly
The price is $271 total per night
$271 total
Nov 20 - Nov 21
Total with taxes and fees
This hotel features 15 outdoor pools, a restaurant, and a bar/lounge. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Families will appreciate the playground and onsite laundry facilities.
Pool
Breakfast included

La Playa Orient Bay
116 Parc de la Baie Orientale Orient Bay
Free Cancellation
Reserve now, pay when you stay
$385 nightly
The price is $400 total per night
$400 total
Nov 26 - Nov 27
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Relax with a drink at the beach bar and enjoy free perks like English breakfast and free self parking.
Pool
Breakfast included

Hotel La Plantation
C5 Orient Bay Orient Bay
$195 nightly
The price is $202 total per night
$202 total
Nov 25 - Nov 26
Total with taxes and fees
This hotel's 3 restaurants, 3 bars/lounges, and outdoor pool are some of the featured amenities. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport pick-up service. Relax with a drink at the poolside bar and enjoy free perks like self-serve breakfast and free self parking.
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.
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