Sint Maarten Beach Vacations
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Top Beach vacation packages in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
Oyster Pond
$492
per person
Nov 9 - Nov 12
found 8 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
8.8/10 Excellent! (1,010 reviews)
Everything about this resort is amazing the staff is amazing the shuttle is great definitely not my last trip to this awesome resort thank guys
Reviewed on Sep 7, 2026
The Villas at Simpson Bay Resort
Pelican Key
$561
per person
Nov 9 - Nov 12
found 8 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
9.2/10 Wonderful! (1,525 reviews)
Thank you guys for such an amazing stay. The staff were super professional and helpful. It’s such a big property and in walking distance to the strip. Everything was great! Thank you guys for exceptional service. The villas was dope. I plan to stay again. Thank you so much!
Reviewed on Sep 8, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
$520
per person
Nov 9 - Nov 12
found 8 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
9/10 Wonderful! (1,987 reviews)
Well maintained property, near airport, restaurants and nightlife. Room was nice and clean, staff very helpful & friendly
Reviewed on Sep 8, 2026
The Morgan Resort Spa Village
$788
per person
Nov 9 - Nov 12
found 8 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
9/10 Wonderful! (2,390 reviews)
Room was dirty. Someone tried to break in our 1st floor room. she climbed over the balcony at 4:30 in the morning and try to enter our room.
On the second night, there was a crab crawling in our room. I had to call the front desk to remove it.
They also turn off the AC in the night so we are very hot and had to call the front desk so they could turn it back on
Reviewed on Sep 9, 2026
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See all available trips from Pretty Prairie to Sint Maarten
View all trips5* Beach vacations in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
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See all available trips from Pretty Prairie to Sint Maarten
View all trips3 Night Beach vacations in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
Pelican Key
$520
per person
Nov 9 - Nov 12
found 8 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
9/10 Wonderful! (1,987 reviews)
Well maintained property, near airport, restaurants and nightlife. Room was nice and clean, staff very helpful & friendly
Reviewed on Sep 8, 2026
The Villas at Simpson Bay Resort
Pelican Key
$561
per person
Nov 9 - Nov 12
found 8 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
9.2/10 Wonderful! (1,525 reviews)
Thank you guys for such an amazing stay. The staff were super professional and helpful. It’s such a big property and in walking distance to the strip. Everything was great! Thank you guys for exceptional service. The villas was dope. I plan to stay again. Thank you so much!
Reviewed on Sep 8, 2026
The Morgan Resort Spa Village
$788
per person
Nov 9 - Nov 12
found 8 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
9/10 Wonderful! (2,390 reviews)
Room was dirty. Someone tried to break in our 1st floor room. she climbed over the balcony at 4:30 in the morning and try to enter our room.
On the second night, there was a crab crawling in our room. I had to call the front desk to remove it.
They also turn off the AC in the night so we are very hot and had to call the front desk so they could turn it back on
Reviewed on Sep 9, 2026
Don't see what you're looking for?
See all available trips from Pretty Prairie to Sint Maarten
View all trips4 Night Beach vacations in Sint Maarten
Price found within the past 48 hours. Click for updated prices.
The Villas at Simpson Bay Resort
Pelican Key
$672
per person
Nov 9 - Nov 13
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
9.2/10 Wonderful! (1,525 reviews)
Thank you guys for such an amazing stay. The staff were super professional and helpful. It’s such a big property and in walking distance to the strip. Everything was great! Thank you guys for exceptional service. The villas was dope. I plan to stay again. Thank you so much!
Reviewed on Sep 8, 2026
Simpson Bay Resort, Marina & Spa
Pelican Key
$837
per person
Nov 9 - Nov 13
found 13 hours ago
Roundtrip flight included
Port of Spain (POS) to Philipsburg (SXM)
9/10 Wonderful! (1,987 reviews)
Well maintained property, near airport, restaurants and nightlife. Room was nice and clean, staff very helpful & friendly
Reviewed on Sep 8, 2026
Don't see what you're looking for?
See all available trips from Pretty Prairie to Sint Maarten
View all tripsFind your perfect Sint Maarten beach vacation
How do I book the best Sint Maarten beach vacation packages?
Life’s a beach when you dive into our brilliant Sint Maarten beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.
How can I find cheap beach vacations in Sint Maarten?
A rental steps from the shore creates an amazingly affordable Sint Maarten beach vacation. Seaside sojourns during low season start from $492. Prices and availability are subject to change. Additional terms may apply.
How can I book the best family beach vacations in Sint Maarten?
With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.
How do I find a Sint Maarten beachfront vacation?
Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.
Can I book a package including a Sint Maarten vacation beach house rental?
Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.
Can I find Sint Maarten beach vacation deals?
Sort your search results by deals to delight in amazing Sint Maarten beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.
Can I book a Sint Maarten beach trip with free cancellation and/or flexible dates?
Just like the Sint Maarten tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.
Why should I book my Sint Maarten beach vacation with Expedia?
Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Sint Maarten. (OK, maybe not that last part.)
Top Beach Sint Maarten Hotels
Sonesta Maho Beach All Inclusive Resort Casino & Spa
1 Rhine Road Lowlands
- 4 min walk from Maho Beach
$425 nightly
$443 total
Sep 21 - Sep 22
Total with taxes and fees
At this spa all-inclusive property, get ready to stroll along the shore in Lowlands, as you'll be a short walk from Maho Beach. Amenities at Sonesta Maho Beach ...
The Morgan Resort Spa Village
2 Beacon Hill Road Simpson Bay
- 3 min walk from Maho Beach
$348 nightly
$365 total
Oct 8 - Oct 9
Total with taxes and fees
At this spa resort, get ready to lounge by the shoreline in Simpson Bay, as you'll be near Maho Beach. Amenities at The Morgan Resort Spa Village include a full-service ...
9/10 Wonderful! (2,388 reviews)
"Room was dirty. Someone tried to break in our 1st floor room. she climbed over the balcony at 4:30 in the morning and try to enter our room. On the second night, there was a crab crawling in our room. I had to call the front desk to remove it. They also turn off the AC in the night so we are very ..."
Reviewed on Sep 9, 2026
Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay
- 26 min walk from Maho Beach
$182 nightly
$190 total
Sep 13 - Sep 14
Total with taxes and fees
This spa resort is a great choice for catching some rays on Flamingo Beach if you're searching for a Simpson Bay vacation. Amenities at Simpson Bay Resort, Marina ...
9/10 Wonderful! (2,004 reviews)
Travelers like: on the beach, sun loungers, beach bars, beach umbrellas
Travelers say...
"Well maintained property, near airport, restaurants and nightlife. Room was nice and clean, staff very helpful & friendly"
Reviewed on Sep 8, 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.
Things to do
Tango Sunset Cruise with Caribbean Dinner & Open Bar
$77
per adult
94% of travellers recommend
Sky Explorer + Flying Dutchman + Schooner + Sentry Hill Line
$159
per adult
90% of travellers recommend
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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.
