Sint Maarten Cheap Vacations
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Flight and Cheap hotel deals in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $2,849, price is now CA $1,293 per person
CA $1,293
per person
Aug 29 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (1,899 reviews)
I love everything about the property.
Bed was clean and comfortable. Bathroom was clean. Sta
Reviewed on Jul 29, 2026
Oyster Bay Beach Resort
Oyster Pond
Price was CA $1,974, price is now CA $1,524 per person
CA $1,524
per person
Sep 29 - Oct 4
found 20 hours ago
Roundtrip flight included
Montreal (YUL) to Philipsburg (SXM)
8.8/10 Excellent! (999 reviews)
I loved this resort so much I would highly recommend!! Great service everyday they have diffent. Activities going on the day me and my friend arrive they had a live band performance and an open bar !! We are coming back next month ,only downside the beach was closed 💔 and it’s a bit far from all the clubs and other restaurants overall 10/10 experience !!
Reviewed on Jul 28, 2026
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Price was CA $3,213, price is now CA $2,588 per person
CA $2,588
per person
Sep 29 - Oct 4
found 20 hours ago
Roundtrip flight included
Montreal (YUL) to Philipsburg (SXM)
8/10 Very good! (3,064 reviews)
We always enjoy our stay at the Sonesta. This is our third year , and we'll be back next year. Shot out yo our favorite bartender Akim
Reviewed on Jul 29, 2026
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See all available trips from Columbus to Sint Maarten
View all trips3 Night Cheap holidays in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Oyster Pond
Price was CA $1,200, price is now CA $946 per person
CA $946
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
8.8/10 Excellent! (999 reviews)
I loved this resort so much I would highly recommend!! Great service everyday they have diffent. Activities going on the day me and my friend arrive they had a live band performance and an open bar !! We are coming back next month ,only downside the beach was closed 💔 and it’s a bit far from all the clubs and other restaurants overall 10/10 experience !!
Reviewed on Jul 28, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $1,918, price is now CA $959 per person
CA $959
per person
Oct 14 - Oct 17
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
9/10 Wonderful! (1,899 reviews)
I love everything about the property.
Bed was clean and comfortable. Bathroom was clean. Sta
Reviewed on Jul 29, 2026
Holland House Beach Hotel
Downtown Philipsburg
Price was CA $1,399, price is now CA $1,123 per person
CA $1,123
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,000 reviews)
Property was very nice and clean. Staff was amazing!Restaurant was great! Location was great! Highly recommended
Reviewed on Jul 28, 2026
Don't see what you're looking for?
See all available trips from Columbus to Sint Maarten
View all trips4 Night Cheap holidays in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $2,103, price is now CA $1,120 per person
CA $1,120
per person
Sep 3 - Sep 7
found 13 hours ago
Roundtrip flight included
New York (NYC) to Philipsburg (SXM)
9/10 Wonderful! (1,899 reviews)
I love everything about the property.
Bed was clean and comfortable. Bathroom was clean. Sta
Reviewed on Jul 29, 2026
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Price was CA $2,442, price is now CA $1,849 per person
CA $1,849
per person
Sep 2 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
8/10 Very good! (3,064 reviews)
We always enjoy our stay at the Sonesta. This is our third year , and we'll be back next year. Shot out yo our favorite bartender Akim
Reviewed on Jul 29, 2026
Oyster Bay Beach Resort
Oyster Pond
Price was CA $1,463, price is now CA $1,120 per person
CA $1,120
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
8.8/10 Excellent! (999 reviews)
I loved this resort so much I would highly recommend!! Great service everyday they have diffent. Activities going on the day me and my friend arrive they had a live band performance and an open bar !! We are coming back next month ,only downside the beach was closed 💔 and it’s a bit far from all the clubs and other restaurants overall 10/10 experience !!
Reviewed on Jul 28, 2026
Don't see what you're looking for?
See all available trips from Columbus to Sint Maarten
View all tripsThings to do
High-Speed Ferry to St. Barths
CA $115
per adult
80% of travellers recommend
St Maarten Beach hopping tour (Oreint beach and Maho beach combo)
CA $85
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
