
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.


The Villas at Simpson Bay Resort
per person
Oct 18 - Oct 23
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,220 reviews)
The property is within walking distance to restaurants, bars and lounges. There are several restaurants on site as well.
Reviewed on Aug. 17, 2025

Holland House Beach Hotel
Downtown Philipsburg
per person
Oct 18 - Oct 23
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
I loved the morning front desk staff (I wish I remembered her name). She was knowledgeable and a pleasure to talk to.
The food at the restaurant was delish and the atmosphere was a combination of vacation and corporate. Its like the ideal place for a business lunch even though I was not there on business 😀.
Highly recommend.
Reviewed on Aug. 12, 2025


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View all trips3 Night Adventure holidays in Sint Maarten
Price found within the past 48 hours. Click for updated prices.


The Villas at Simpson Bay Resort
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9.2/10 Wonderful! (1,220 reviews)
The property is within walking distance to restaurants, bars and lounges. There are several restaurants on site as well.
Reviewed on Aug. 17, 2025

Hilton Vacation Club Royal Palm St. Maarten
per person
Nov 8 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
9/10 Wonderful! (1,070 reviews)
Fantastic 2 bedroom suites here with full kitchen including all utensils, appliances, cookware, flatware, various glassware. Everything you need for a week (or more if you’re stuck in a hurricane) of cooking with Carefour market about 5 minutes away. Super courteous staff, clean, nice pool and beach area. 5 Stars in every category. Thanks.
Reviewed on Aug. 16, 2025
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.


The Villas at Simpson Bay Resort
per person
Oct 19 - Oct 23
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,220 reviews)
The property is within walking distance to restaurants, bars and lounges. There are several restaurants on site as well.
Reviewed on Aug. 17, 2025

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
per person
Oct 19 - Oct 23
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (949 reviews)
This property was very nice and astonishing. The area was quiet and lovely place to have a vacation at. The beds were so comfortable after a day of activities and excursions. The place is very peaceful and beautiful. The staff were amazing as well. The views were amazing. I would definitely recommend.
Reviewed on Aug. 15, 2025
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View all tripsAdventure Hotels in Sint Maarten

Divi Little Bay Beach Resort
Little Bay Road, Philipsburg
The price is CA $282 per night from Sep 1 to Sep 2
CA $282
CA $364 total
Sep 1 - Sep 2
includes taxes & fees
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 ...
8.2/10 Very Good! (1,000 reviews)
"Amazing place to stay, resort was beautiful and the staff very helpful, I would definitely recommend."
Reviewed on Aug. 13, 2025

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly, Simpson Bay
The price is CA $166 per night from Aug 23 to Aug 24
CA $166
CA $210 total
Aug 23 - Aug 24
includes taxes & fees
Stay at this 4-star 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. ...
9/10 Wonderful! (1,150 reviews)
"It was nothing that i had an issue with everything went so smoothly from check in to check out i will be back if i can get this same price"
Reviewed on Aug. 15, 2025

Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road, Simpson Bay
The price is CA $278 per night from Aug 26 to Aug 27
CA $278
CA $328 total
Aug 26 - Aug 27
includes taxes & fees
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 ...
9/10 Wonderful! (1,081 reviews)
"Fantastic 2 bedroom suites here with full kitchen including all utensils, appliances, cookware, flatware, various glassware. Everything you need for a week (or more if you’re stuck in a hurricane) of cooking with Carefour market about 5 minutes away. Super courteous staff, clean, nice pool and beach ..."
Reviewed on Aug. 16, 2025
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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