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Price found within the past 48 hours. Click for updated prices.

Simpson Bay Resort, Marina & Spa
Pelican Key
Price was $1,623, price is now $725 per person
$725
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9/10 Wonderful! (1,981 reviews)
The property was very clean and the staff very friendly as well as helpful. We had an ocean view suite which included an entire kitchen. A small grocery store is located across the street so we prepared our own breakfast daily. The resort is conveniently located close to many attractions that are within walking distance. I highly recommend this stay!
Reviewed on Sep 9, 2026

The Villas at Simpson Bay Resort
Pelican Key
Price was $2,942, price is now $1,225 per person
$1,225
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,519 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

Princess Heights Luxury Boutique Condo Hotel
Oyster Pond
Price was $1,659, price is now $1,017 per person
$1,017
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Philipsburg (SXM)
9.2/10 Wonderful! (1,000 reviews)
This was my 3rd or 4th time staying here so clearly enjoy the location, however this last trip was a slightly different experience. This was my first time staying in one of the smaller rooms and on the first level. Being the first level I would experience the debris and overflow of the washing of the rooms above that landed on my terrace table and chairs. Seeing this made me not use the lounge chairs and tables due not knowing when washing would happen and dirtiness of the tables and chairs. I also woke up to a power outage in the middle of the night which can be common on the island but property lights and all the equipment in the security booth were on, so seemed like it may be a property issue as I was told they have backup generators. I was disappointed as a frequent guest that I wasn’t offered any compensation only apologies. I would stay here again and confirm I have the larger room and request not to be on the first level. The staff is great, breakfast brought to my room each morning with some of the best chocolate croissants I’ve ever had, and you can’t beat the view.
Reviewed on Sep 8, 2026
Browse tours and tickets to explore Lay Bay Beach
Tours & day trips
See all 234 activities
Anguilla Getaway Cruise
Activity duration is 7 hours
9.8 out of 10 with 372 reviews
Free cancellation available
Adventure & outdoor
See all 65 activities
High-Speed Ferry to St. Barths
Activity duration is 1 day
7.8 out of 10 with 83 reviews
Water activities
See all 61 activities
Anguilla Getaway Cruise
Activity duration is 7 hours
9.8 out of 10 with 372 reviews
Free cancellation available
Private & custom tours
See all 57 activities
Two Islands, Twice the Fun
Activity duration is 6 hours
9.6 out of 10 with 210 reviews
Free cancellation available
Food, drink & nightlife
See all 20 activities
Tango Sunset Cruise with Caribbean Dinner & Open Bar
Activity duration is 3 hours
9.4 out of 10 with 101 reviews
Free cancellation available
Stay near popular Lay Bay Beach attractions
Best Lodging Options Near Lay Bay Beach
Check availability on hotels close to Lay Bay Beach

Simpson Bay Resort, Marina & Spa
Billy Folly Road 37 Simpson Bay

Hilton Vacation Club Flamingo Beach St. Maarten
Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay

The Villas at Simpson Bay Resort
Billy Folly Road No. 37A Simpson Bay

The Atrium Beach Resort and Spa, an Ascend Collection Resort
6 Billy Folly Road Simpson Bay

La Vista Hotel
Billy Folly Road Simpson Bay Sint Maarten

Hilton Vacation Club Royal Palm St. Maarten
115 Welfare Road Simpson Bay

Baker's Suites
Spinel Road #2 Simpson Bay

Stunning Beach Front Villa With Infinity Pool
Pelican Key, Simpson Bay Sint Maarten

One Hundred Million Dollar Yacht On Land 5 star Beachhoiuse on the Ocean
St Maarten
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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