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.
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
Price was CA $1,039, price is now CA $856 per person
CA $856
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (1,137 reviews)
Loved it! Can’t wait to stay again
Reviewed on Aug. 18, 2025
Oyster Bay Beach Resort
Oyster Pond
Price was CA $1,399, price is now CA $940 per person
CA $940
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.6/10 Excellent! (909 reviews)
It was so relaxed and beautiful. The views from the lighthouse were spectacular
Reviewed on Aug. 12, 2025
Simpson Bay Resort, Marina & Spa
Pelican Key
Price was CA $2,335, price is now CA $1,661 per person
CA $1,661
per person
Oct 19 - Oct 26
found 14 hours ago
Roundtrip flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (1,270 reviews)
Very friendly staff! Clear beach, quiet and peaceful! It would have been great if they could provide shuttle services to the airport!
Reviewed on Aug. 18, 2025
Holland House Beach Hotel
Downtown Philipsburg
Price was CA $1,592, price is now CA $1,141 per person
CA $1,141
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
My husband and I spent our anniversary at Holland House and absolutely loved our stay. The hotel has a charming outdoor atmosphere, and our room was clean with a beautiful ocean view. The location is perfect—close to everything, yet peaceful. The staff were welcoming and incredibly pleasant, which made our stay even more special.
Although we didn’t have breakfast at the hotel, we did enjoy dinner one evening, which was delicious and made even better by the lovely live music. We truly had a wonderful experience and would love to stay here again.
Reviewed on Aug. 18, 2025
Divi Little Bay Beach Resort
Price was CA $1,820, price is now CA $1,335 per person
CA $1,335
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.4/10 Very Good! (1,005 reviews)
Amazing place to stay, resort was beautiful and the staff very helpful, I would definitely recommend.
Reviewed on Aug. 13, 2025
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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 $1,276, price is now CA $922 per person
CA $922
per person
Oct 25 - Oct 28
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.6/10 Excellent! (909 reviews)
It was so relaxed and beautiful. The views from the lighthouse were spectacular
Reviewed on Aug. 12, 2025
Holland House Beach Hotel
Downtown Philipsburg
Price was CA $1,569, price is now CA $1,143 per person
CA $1,143
per person
Oct 25 - Oct 28
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
My husband and I spent our anniversary at Holland House and absolutely loved our stay. The hotel has a charming outdoor atmosphere, and our room was clean with a beautiful ocean view. The location is perfect—close to everything, yet peaceful. The staff were welcoming and incredibly pleasant, which made our stay even more special.
Although we didn’t have breakfast at the hotel, we did enjoy dinner one evening, which was delicious and made even better by the lovely live music. We truly had a wonderful experience and would love to stay here again.
Reviewed on Aug. 18, 2025
Divi Little Bay Beach Resort
Price was CA $1,592, price is now CA $1,219 per person
CA $1,219
per person
Oct 25 - Oct 28
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.4/10 Very Good! (1,005 reviews)
Amazing place to stay, resort was beautiful and the staff very helpful, I would definitely recommend.
Reviewed on Aug. 13, 2025
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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 $1,399, price is now CA $940 per person
CA $940
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.6/10 Excellent! (909 reviews)
It was so relaxed and beautiful. The views from the lighthouse were spectacular
Reviewed on Aug. 12, 2025
Holland House Beach Hotel
Downtown Philipsburg
Price was CA $1,592, price is now CA $1,141 per person
CA $1,141
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,001 reviews)
My husband and I spent our anniversary at Holland House and absolutely loved our stay. The hotel has a charming outdoor atmosphere, and our room was clean with a beautiful ocean view. The location is perfect—close to everything, yet peaceful. The staff were welcoming and incredibly pleasant, which made our stay even more special.
Although we didn’t have breakfast at the hotel, we did enjoy dinner one evening, which was delicious and made even better by the lovely live music. We truly had a wonderful experience and would love to stay here again.
Reviewed on Aug. 18, 2025
Divi Little Bay Beach Resort
Price was CA $1,820, price is now CA $1,335 per person
CA $1,335
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.4/10 Very Good! (1,005 reviews)
Amazing place to stay, resort was beautiful and the staff very helpful, I would definitely recommend.
Reviewed on Aug. 13, 2025
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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, Sucker Garden, Upper Princess Qtr, Philipsburg
Stay at this hostel in Philipsburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Orient Bay Beach and Grand Case Beach are located ...
"need a little improvement on outside grass, toiletries, and the wide range of internet."
Reviewed on Jan. 5, 2023
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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