Sint Maarten Adventure Vacations
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Flight and Adventure hotel deals in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Oyster Pond
Price was CA $1,225, price is now CA $898 per person
CA $898
per person
May 31 - Jun 4
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.6/10 Excellent! (999 reviews)
Pool side and hot tub was great. Hot tub had a problem one day, but it was fixed and fine a few hours later
Reviewed on Apr 30, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $3,835, price is now CA $1,549 per person
CA $1,549
per person
Jun 1 - Jun 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.8/10 Excellent! (1,665 reviews)
Great location close to restaurants, stores and night life
Reviewed on May 1, 2026
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $3,096, price is now CA $1,322 per person
CA $1,322
per person
May 31 - Jun 4
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,386 reviews)
We really enjoyed our visit, the villa was very nice, very clean, although the bathroom was a little dated. The staff were very helpful and attentive, always with a smile. We would recommend staying there to anyone, the onsite food was excellent and plenty of pool/beach options. Lots of within walking distance options for dining and recreation.
Reviewed on May 1, 2026
Coral Beach Club Villas & Marina
Oyster Pond
Price was CA $3,811, price is now CA $2,813 per person
CA $2,813
per person
Jul 1 - Jul 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9.2/10 Wonderful! (113 reviews)
The Villa was incredible! With a hot tub with ocean view! The staff just perfect
Reviewed on Jan 1, 2026
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See all available trips from Columbus to Sint Maarten
View all trips3 Night Adventure holidays in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Oyster Pond
Price was CA $956, price is now CA $757 per person
CA $757
per person
Jun 2 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.6/10 Excellent! (999 reviews)
Pool side and hot tub was great. Hot tub had a problem one day, but it was fixed and fine a few hours later
Reviewed on Apr 30, 2026
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $1,948, price is now CA $896 per person
CA $896
per person
Jun 2 - Jun 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,386 reviews)
We really enjoyed our visit, the villa was very nice, very clean, although the bathroom was a little dated. The staff were very helpful and attentive, always with a smile. We would recommend staying there to anyone, the onsite food was excellent and plenty of pool/beach options. Lots of within walking distance options for dining and recreation.
Reviewed on May 1, 2026
Don't see what you're looking for?
See all available trips from Columbus to Sint Maarten
View all trips4 Night Adventure holidays in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was CA $1,432, price is now CA $958 per person
CA $958
per person
May 31 - Jun 4
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
Princess Heights is amazing!! I LOVE this property and its staff. The staff is super warm, friendly end responsive to any questions. The rooms are generously spacious and the view is the highlight. House keeping workers are efficient and so kind. They really make the stay for me. This is for those that are seeking privacy, peace and quiet and don’t mind driving to the action. I would love to purchase property here. Thank you for another amazing stay Princess Heights!!❤️
Reviewed on Apr 30, 2026
The Villas at Simpson Bay Resort
Pelican Key
Price was CA $3,096, price is now CA $1,322 per person
CA $1,322
per person
May 31 - Jun 4
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,386 reviews)
We really enjoyed our visit, the villa was very nice, very clean, although the bathroom was a little dated. The staff were very helpful and attentive, always with a smile. We would recommend staying there to anyone, the onsite food was excellent and plenty of pool/beach options. Lots of within walking distance options for dining and recreation.
Reviewed on May 1, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $2,392, price is now CA $1,319 per person
CA $1,319
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
8.8/10 Excellent! (1,665 reviews)
Great location close to restaurants, stores and night life
Reviewed on May 1, 2026
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See all available trips from Columbus to Sint Maarten
View all tripsAdventure Hotels in Sint Maarten
Divi Little Bay Beach Resort
Little Bay Road Philipsburg
The price is CA $286 per night from Jun 1 to Jun 2
CA $286
CA $369 total
Jun 1 - Jun 2
includes taxes & fees
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 ...
8.2/10 Very Good! (1,004 reviews)
The best clean rooms
Reviewed on Apr 30, 2026
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
The price is CA $144 per night from May 18 to May 19
CA $144
CA $187 total
May 18 - May 19
includes taxes & fees
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. ...
Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay
The price is CA $391 per night from May 31 to Jun 1
CA $391
CA $447 total
May 31 - Jun 1
includes taxes & fees
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 ...
9/10 Wonderful! (1,216 reviews)
A clean as advertised hotel and a positive experience overall. Only complainant is that the nightclub across the street was very very loud until 0230 or later.
Reviewed on Apr 25, 2026
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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