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.
Oyster Bay Beach Resort
Oyster Pond
Price was CA $1,321, price is now CA $995 per person
CA $995
per person
Jul 13 - Jul 17
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
8.8/10 Excellent! (1,003 reviews)
The FREE happy hour drinks on the patio with live music was unexpected and amazing!
Reviewed on Jun 11, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $2,198, price is now CA $1,239 per person
CA $1,239
per person
Jul 13 - Jul 17
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
9/10 Wonderful! (1,765 reviews)
Many different restaurants in sure the beach was lovely. Staff is so friendly and willing to help.
Reviewed on Jun 12, 2026
Divi Little Bay Beach Resort
Price was CA $1,796, price is now CA $1,369 per person
CA $1,369
per person
Aug 13 - Aug 17
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
8.2/10 Very Good! (1,006 reviews)
This is a very nice quite resort.
Food and drinks were very good 👍 swimming pools were great and ocean was very nice calming water I don't know what they use when they was the towels but they smell amazing
Reviewed on Jun 12, 2026
Sonesta Maho Beach All Inclusive Resort Casino & Spa
Price was CA $2,247, price is now CA $1,718 per person
CA $1,718
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
8/10 Very Good! (2,964 reviews)
My husband and I went for our honeymoon and we had a great time. The pool and the beach were amazing. The Italian and Mexican restaurant on site were delicious. Highly recommend.
Reviewed on Jun 12, 2026
Holland House Beach Hotel
Downtown Philipsburg
Price was CA $1,755, price is now CA $1,352 per person
CA $1,352
per person
Aug 13 - Aug 17
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,006 reviews)
This property location made it possible to enjoy the beach while being in the city center. It's a very nice place to stay and the staff is superb.
Reviewed on Jun 10, 2026
Don't see what you're looking for?
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.
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $1,726, price is now CA $1,008 per person
CA $1,008
per person
Aug 20 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
9/10 Wonderful! (1,765 reviews)
Many different restaurants in sure the beach was lovely. Staff is so friendly and willing to help.
Reviewed on Jun 12, 2026
Divi Little Bay Beach Resort
Price was CA $1,506, price is now CA $1,202 per person
CA $1,202
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
8.2/10 Very Good! (1,006 reviews)
This is a very nice quite resort.
Food and drinks were very good 👍 swimming pools were great and ocean was very nice calming water I don't know what they use when they was the towels but they smell amazing
Reviewed on Jun 12, 2026
Oyster Bay Beach Resort
Oyster Pond
Price was CA $1,312, price is now CA $1,059 per person
CA $1,059
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Philipsburg (SXM)
8.8/10 Excellent! (1,003 reviews)
The FREE happy hour drinks on the patio with live music was unexpected and amazing!
Reviewed on Jun 11, 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.
Oyster Bay Beach Resort
Oyster Pond
Price was CA $1,321, price is now CA $995 per person
CA $995
per person
Jul 13 - Jul 17
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
8.8/10 Excellent! (1,003 reviews)
The FREE happy hour drinks on the patio with live music was unexpected and amazing!
Reviewed on Jun 11, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $2,198, price is now CA $1,239 per person
CA $1,239
per person
Jul 13 - Jul 17
found 15 hours ago
Roundtrip flight included
Toronto (YTO) to Philipsburg (SXM)
9/10 Wonderful! (1,765 reviews)
Many different restaurants in sure the beach was lovely. Staff is so friendly and willing to help.
Reviewed on Jun 12, 2026
Divi Little Bay Beach Resort
Price was CA $1,796, price is now CA $1,369 per person
CA $1,369
per person
Aug 13 - Aug 17
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
8.2/10 Very Good! (1,006 reviews)
This is a very nice quite resort.
Food and drinks were very good 👍 swimming pools were great and ocean was very nice calming water I don't know what they use when they was the towels but they smell amazing
Reviewed on Jun 12, 2026
Don't see what you're looking for?
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
Stay at this hostel in Philipsburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Maho Beach and Pinel Island are located ...
8.4/10 Very Good! (34 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.
