Cul de Sac Vacations
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Cul de Sac Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Oyster Pond
$879
per person
Sep 25 - Sep 30
found 3 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Philipsburg (SXM)
Book a stay at this spa 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 and Great Bay Beach are located nearby.
Room was clean bathroom old and murky
Staff was helpful but had a low threshold I needed a handicapped room for my mom and they accommodated but would not change my room to be near her although there was availability
Attitude average. Concierge were moderately helpful
Reviewed on Aug 14, 2026
The Villas at Simpson Bay Resort
Pelican Key
$888
per person
Sep 26 - Sep 30
found 3 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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 St. Martin Beaches are located nearby.
Second time staying there, staff is always great, location is perfect and plenty of food options in walking distance. The market on the property is super helpful for any needs! Love it here will be back!
Reviewed on Aug 14, 2026
Sonesta Ocean Point All Inclusive, Adults Only Resort
$1,799
per person
Sep 25 - Sep 30
found 3 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Philipsburg (SXM)
Book a stay at this luxury property in Lowlands. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Best trip every clean hotel great staff and location was amazing definitely recommend this hotel to anybody
Reviewed on Aug 13, 2026
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
$927
per person
Sep 25 - Sep 30
found 3 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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 Great Bay Beach and Orient Bay are located nearby.
The property was beautiful, clean and the staff was impeccable! They put a bottle of wine in my room on my birthday. The front desk was amazing and also the housekeepers.
Reviewed on Aug 13, 2026
The Forest
$1,140
per person
Sep 25 - Sep 30
found 3 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Philipsburg (SXM)
Book a stay at this family-friendly aparthotel in Anse Marcel. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Grand Case Beach and Orient Bay are located nearby.
What a wonderful stay!! The staff was exceptional and accommodating the entire trip. The rooms were clean and very beautiful, not to mention the landscaping and the ease of getting to and from. I will most certainly be back!! Thank you!!!
Reviewed on May 11, 2026
Divi Little Bay Beach Resort
$1,007
per person
Sep 25 - Sep 30
found 3 hours ago
Roundtrip non-stop flight included
Orlando (MCO) 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 Mullet Bay Beach are located nearby.
Top Hotel Deals
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
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. ...
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
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 ...
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
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 ...
Oyster Bay Beach Resort
10 Emerald Merit Rd Oyster Pond
Book a stay at this spa 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 ...
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
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. ...
JW Marriott St. Maarten Beach Resort & Spa
144 Oyster Pond Resort Oyster Pond Sint Maarten
Book a stay at this luxury hotel in Oyster Pond. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Divi Little Bay Beach Resort
Little Bay Road Philipsburg
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 ...
Sonesta Ocean Point All Inclusive, Adults Only Resort
1A Rhine Rd. Lowlands
Book a stay at this luxury property in Lowlands. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Fourteen at Mullet Bay
2 University Drive, Cupecoy Lowlands
Book a stay at this beach aparthotel in Lowlands. Enjoy free WiFi, free parking, and private pools. Our guests praise the helpful staff in our reviews. Popular ...
Royal Islander Resort La Plage
1B Rhine Road Lowlands
Book a stay at this beach resort in Lowlands. Enjoy free WiFi, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
The Atrium Beach Resort and Spa, an Ascend Collection Resort
6 Billy Folly Road Simpson Bay
Book a stay at this beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
Book a stay at this beach aparthotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property ...
Seaview Beach Hotel
#85C Front Street Philipsburg
Book a stay at this beach hotel in Philipsburg. Enjoy free WiFi, 2 restaurants, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
Holland House Beach Hotel
Front Street 45 Philipsburg
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 ...
Hommage Hotel & Residences
Route des Terres Basses BP 172 Nettle Bay
Book a stay at this luxury hotel in Nettle Bay. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, Oct 19 - Thu, Oct 29
LGA
LaGuardia
SXM
Princess Juliana Intl.
$311
Roundtrip
found 1 day ago
Sun, Sep 6 - Thu, Sep 10
FLL
Fort Lauderdale - Hollywood Intl.
SXM
Princess Juliana Intl.
$364
Roundtrip
found 3 days ago
Mon, Nov 9 - Thu, Nov 19
BOS
Logan Intl.
SXM
Princess Juliana Intl.
$373
Roundtrip
found 5 days ago
Fri, Oct 30 - Wed, Nov 4
PHL
Philadelphia Intl.
SXM
Princess Juliana Intl.
$375
Roundtrip
found 6 days ago
Mon, Feb 8 - Tue, Feb 9
JFK
John F. Kennedy Intl.
SXM
Princess Juliana Intl.
$386
Roundtrip
found 2 days ago
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