Sint Maarten Luxury Vacations
Book a Luxury Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to ￥45,448 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Luxury vacation packages in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key
per person
Sep 15 - Sep 18
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9/10 Wonderful! (1,137 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
The Villas at Simpson Bay Resort
per person
Sep 15 - Sep 18
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,220 reviews)
This was my 3rd stay there. It was as marvelous as my 1st and 2nd. The beach was wonderful and breakfast was great.
Reviewed on Aug 13, 2025
Holland House Beach Hotel
Downtown Philipsburg
per person
Sep 15 - Sep 18
found 11 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
Don't see what you're looking for?
See all available trips from Toronto to Sint Maarten
View all trips5* Luxury vacations in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Sonesta Ocean Point All Inclusive, Adults Only Resort
per person
Sep 15 - Sep 18
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
8.6/10 Excellent! (1,005 reviews)
Our stay at Sonesta Ocean Point was excellent. The staff was friendly and helpful, the room was spotless and confortable. The food was great but specially al Blue restaurant where in particular we want to thank some special people who work there and they are Jenneal, Schneider and Sidia they made us feel welcome and happy. If there is something we need to said is the hotel does not has a doctor nor nurse service, I had a cut in one foot and my wife has to run to the city to buy supplies to to cure it.
Reviewed on Aug 14, 2025
Don't see what you're looking for?
See all available trips from Toronto to Sint Maarten
View all trips3 Night Luxury vacations in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort
per person
Sep 15 - Sep 18
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Philipsburg (SXM)
9.2/10 Wonderful! (1,220 reviews)
This was my 3rd stay there. It was as marvelous as my 1st and 2nd. The beach was wonderful and breakfast was great.
Reviewed on Aug 13, 2025
Holland House Beach Hotel
Downtown Philipsburg
per person
Sep 15 - Sep 18
found 11 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
Don't see what you're looking for?
See all available trips from Toronto to Sint Maarten
View all tripsTop Luxury Sint Maarten Hotels
Sonesta Ocean Point All Inclusive, Adults Only Resort
1A Rhine Rd., Maho Bay, Lowlands
The price is ￥70,368 per night from Aug 19 to Aug 20
￥70,368
￥85,145 total
Aug 19 - Aug 20
includes taxes & fees
Sonesta Ocean Point All Inclusive, Adults Only Resort is a Lowlands luxury 5-star all-inclusive property where you can pamper yourself with Champagne service, ...
8.4/10 Very Good! (1,001 reviews)
"Our stay at Sonesta Ocean Point was excellent. The staff was friendly and helpful, the room was spotless and confortable. The food was great but specially al Blue restaurant where in particular we want to thank some special people who work there and they are Jenneal, Schneider and Sidia they made ..."
Reviewed on Aug 14, 2025
Princess Heights Luxury Boutique Condo Hotel
Oyster Pond Road No 156, Dawn Beach, Oyster Pond
Enjoy a posh stay at Princess Heights Luxury Boutique Condo Hotel, where you'll find jetted bathtubs and premium bedding. The outdoor pool, 24-hour fitness center, ...
9.2/10 Wonderful! (954 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 ..."
Reviewed on Aug 15, 2025
Great Bay Beach Resort, Casino & Spa
Little Bay Rd 19, Philipsburg
Treat yourself to some luxurious accommodations at Great Bay Beach Resort, Casino & Spa, where you can enjoy amenities like pillowtop beds, rainfall showers, ...
Hotel is nice for a smaller hotel.
"Food was great! A majority of the staff was great! Tried the rooms with Bali beds out front and that was a waste of money. No view and filled with ants. Get a higher room with an ocean view. The beach was useless as it is steep and ground seashells for sand. That said, you cannot beat the view of ..."
Reviewed on Jan 24, 2018
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.