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 $2,703, price is now CA $1,196 per person
CA $1,196
per person
May 28 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.8/10 Excellent! (1,653 reviews)
Very walkable location and grocery store within the resort is very convenient. Excursion available right from the resort docks. Restaurants on site were very good. Breakfast buffest was plentiful. Very family friendly.
Reviewed on Apr 27, 2026
Holland House Beach Hotel
Downtown Philipsburg
Price was CA $2,680, price is now CA $1,984 per person
CA $1,984
per person
Jun 27 - Jul 1
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,000 reviews)
Beautiful property right on the beach!
Reviewed on Apr 25, 2026
Oyster Bay Beach Resort
Oyster Pond
Price was CA $1,562, price is now CA $1,205 per person
CA $1,205
per person
Jun 27 - Jul 1
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.6/10 Excellent! (1,010 reviews)
Not much to say
A place to spend time?
Decent everything but would not be in a rush to go back
Reviewed on Apr 25, 2026
Divi Little Bay Beach Resort
Price was CA $1,875, price is now CA $1,464 per person
CA $1,464
per person
Jun 27 - Jul 1
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.2/10 Very Good! (1,007 reviews)
Staff was very unfriendly. NO service at all and waiters were pretending most of the time that they didn't hear you every time you were asking for smth.....like utensils that were not on the table most of the time. Very disorganized when it comes to the restaurants all over the resort.
Reviewed on Apr 26, 2026
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View all trips3 Night Cheap holidays in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
Price was CA $1,724, price is now CA $1,586 per person
CA $1,586
per person
Jul 18 - Jul 21
found 14 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Philipsburg (SXM)
9.2/10 Wonderful! (1,510 reviews)
Room was nice,front desk staff was great and very helpful only issue was the staff at pelicans beach bar on the property they are very rude an all seems as if they don’t want to be there 😴 other then that my stay was amazing I will be back .
Reviewed on Apr 27, 2026
Divi Little Bay Beach Resort
Price was CA $1,907, price is now CA $1,604 per person
CA $1,604
per person
Jul 18 - Jul 21
found 14 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Philipsburg (SXM)
8.2/10 Very Good! (1,007 reviews)
Staff was very unfriendly. NO service at all and waiters were pretending most of the time that they didn't hear you every time you were asking for smth.....like utensils that were not on the table most of the time. Very disorganized when it comes to the restaurants all over the resort.
Reviewed on Apr 26, 2026
Holland House Beach Hotel
Downtown Philipsburg
Price was CA $1,912, price is now CA $1,623 per person
CA $1,623
per person
Jul 18 - Jul 21
found 14 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Philipsburg (SXM)
9.2/10 Wonderful! (1,000 reviews)
Beautiful property right on the beach!
Reviewed on Apr 25, 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 $2,703, price is now CA $1,196 per person
CA $1,196
per person
May 28 - Jun 1
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Philipsburg (SXM)
8.8/10 Excellent! (1,653 reviews)
Very walkable location and grocery store within the resort is very convenient. Excursion available right from the resort docks. Restaurants on site were very good. Breakfast buffest was plentiful. Very family friendly.
Reviewed on Apr 27, 2026
Holland House Beach Hotel
Downtown Philipsburg
Price was CA $2,680, price is now CA $1,984 per person
CA $1,984
per person
Jun 27 - Jul 1
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,000 reviews)
Beautiful property right on the beach!
Reviewed on Apr 25, 2026
Oyster Bay Beach Resort
Oyster Pond
Price was CA $1,562, price is now CA $1,205 per person
CA $1,205
per person
Jun 27 - Jul 1
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.6/10 Excellent! (1,010 reviews)
Not much to say
A place to spend time?
Decent everything but would not be in a rush to go back
Reviewed on Apr 25, 2026
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See all available trips from Columbus to Sint Maarten
View all tripsCheap Hotels in Sint Maarten
Vicky's Keys - Hostel
The Keys Road 2-8, Lane 3 Philipsburg
The price is CA $80 per night from May 4 to May 5
CA $80
CA $161 total
May 4 - May 5
includes taxes & fees
Stay at this hostel in Philipsburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Maho Beach and Grand Case Beach are located ...
8.2/10 Very Good! (33 reviews)
Our stay was nice i enjoy the breakfast an i sleep very comfortable, mr cee was very nice to us
Reviewed on Apr 11, 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
