Search Deals onCole Bay Vacation Packages
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Cole Bay Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Simpson Bay Resort, Marina & Spa
Save 100% on your flight
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Stay at this 4-star 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.

Hilton Vacation Club Royal Palm St. Maarten
Save 100% on your flight
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Stay at this 4-star beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Maho Beach and Orient Bay Beach are located nearby.

Holland House Beach Hotel
Save 100% on your flight
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Stay at this 4-star 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.

Sapphire Beach Club Resort
Save 100% on your flight
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Stay at this 3-star beach resort in Lowlands. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.

Divi Little Bay Beach Resort
Save 100% on your flight
per person
Sep 19 - Sep 27
found 8 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Stay at this 4-star 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
Save 100% on your flight
per person
Sep 19 - Sep 27
found 8 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Stay at this 4-star 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.

The Villas at Simpson Bay Resort
Save 100% on your flight
per person
Aug 24 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Stay at this 4-star 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
Save 100% on your flight
per person
Aug 9 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Philipsburg (SXM)
Stay at this 3.5-star 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.
Cole Bay Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Cole Bay Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, Aug 1 - Wed, Aug 6
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$271 Roundtrip, found 1 day ago
$271
Roundtrip
found 1 day ago

Fri, Sep 5 - Sat, Sep 13
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$321 Roundtrip, found 23 hours ago
$321
Roundtrip
found 23 hours ago

Wed, Sep 10 - Wed, Sep 17
LGA
LaGuardia
SXM
Princess Juliana Intl.
$335 Roundtrip, found 2 days ago
$335
Roundtrip
found 2 days ago

Mon, Aug 11 - Fri, Aug 22
EWR
Newark Liberty Intl. Airport
SXM
Princess Juliana Intl.
$340 Roundtrip, found 1 day ago
$340
Roundtrip
found 1 day ago
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Car Rentals in Cole Bay
- Car rentals in Simpson Bay
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