Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 590,000 properties worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Simpson Bay Casinos

See all 227 Hotels in Simpson Bay
Simpson Bay Beach Resort and Marina

Simpson Bay Beach Resort and Marina

Billy Folly Road 37, Simpson Bay
4.5 out of 5.0
3.9 out of 5 (1,253 reviews)
Very nice two bedroom with great viewThey accommodated a request to change rooms so that we could all be together. Easy check in and check out. I will be back again.
 Brenda Jun 15, 2014

$556

$556
The Villas at Simpson Bay Beach Resort and Marina

The Villas at Simpson Bay Beach Resort and Marina

Billy Folly Road No. 37A, Simpson Bay
4.5 out of 5.0
4.2 out of 5 (759 reviews)
Room was very nice and cleanHad a great time and looking forward to return soon.
 Tony  Aug 30, 2014

$284

$284
Flamingo Beach Resort by Diamond Resorts

Flamingo Beach Resort by Diamond Resorts

6 Billy Folly Rd, Simpson Bay
4.0 out of 5.0
4.0 out of 5 (1,578 reviews)
Added a niteStaff was very accomodating and got me a room so I didn't need to move
 tom Jun 16, 2015
Royal Palm Beach Resort by Diamond Resorts

Royal Palm Beach Resort by Diamond Resorts

115 Welfare Road, Simpson Bay
4.0 out of 5.0
4.3 out of 5 (658 reviews)
Great location, great staffOverall great experience. The location is definitely the best feature of this hotel for those looking for lots of conveniences within walking distance. Tons of restaurants, bars, shops, casinos, etc. within walking distance. Staff was very friendly and helpful. The hotel is well kept & clean. The ...
 Mfinto Feb 3, 2017
Atrium Resort & Spa

Atrium Resort & Spa

Billy Folly Road #6, Simpson Bay
3.5 out of 5.0
4.0 out of 5 (341 reviews)
Nice hotel close to restaurants, shops, casinosHonestly we stayed before in a studio and was not totally impressed. This trip we got a 1 bedroom and it was awesome. Very much improved and upgraded.
 Stephanir Dec 5, 2013

$189

$189
Baker's Suites

Baker's Suites

Spinel Road #2, Simpson Bay
4.0 out of 5.0
4.3 out of 5 (108 reviews)
Great location and friendly staffI would definitely stay there again, the room was clean and i had a king size bed that was very comfortable. The hotel was very close to the beach and lot of restaurants and clubs also casino's; also lots of hot water in shower.The staffs were always available and so friendly and nice. It was a pleasure ...
 Bibi Mar 30, 2017

$192

$192
Blue Pelican Vacation Rental

Blue Pelican Vacation Rental

Billy Folly Road, Pelican Key, Simpson Bay
4.0 out of 5.0
4.4 out of 5 (5 reviews)
Great experienceWe had a great time as a family at this property. I thought when I booked that the pool would be too small, but found it to be perfect for an after the beach dip. Natalie (the caretaker) was excellent and very friendly. Her daughter Charlie and my daughter became fast friends. The property was very ...
 Kent Apr 8, 2014
Simpson Bay Suites

Simpson Bay Suites

Elmanar Plaza 3D Billy Folly Road, Simpson Bay
4.0 out of 5.0
3.3 out of 5 (48 reviews)
Simpson Bay SuitesSpacious rooms but dated. I stopped over for business and was very comfortable.
  Jan 12, 2018

$169

$169
Villa Bianca

Villa Bianca

Ruby Drive, Pelican Key, Simpson Bay
5.0 out of 5.0
Liberty Inn

Liberty Inn

76 Welfare Road, Simpson Bay
3.5 out of 5.0
3.9 out of 5 (24 reviews)
Central in Simpson Bay.Good valueWe arrived early in the day & the staff went out of their way to prepare the room. The room was large with good facilities & handy to everything. I had lost something valuable to me so Susan & Dianne put aside everything to help. Thank you for a good stay. Ross
  Feb 16, 2015
Travel Inn Hotel

Travel Inn Hotel

Airport Road 15, Simpson Bay
2.0 out of 5.0
2.9 out of 5 (268 reviews)
OKWE live on St. Eustatius and must travel to St. Maarten several times a year for Dr. appts. and supplies not available on 'Statia.
  Feb 4, 2018

$119

$119
Turquoise Shell Inn

Turquoise Shell Inn

34 Simpson Bay Road, Simpson Bay
3.5 out of 5.0
4.2 out of 5 (66 reviews)
Great Hotel, great host and close to a lovely and quiet beach.
  Aug 12, 2015

$145

$145
Simpson Bay Penthouse

Simpson Bay Penthouse

Billy Folly Road, Pelican, Simpson Bay
4.5 out of 5.0
Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa

117 Simpson Bay Road, Simpson Bay
3.5 out of 5.0
3.9 out of 5 (186 reviews)
Wonderful hotel on the beach. We love Mary’s Boon. The owner and staff are friendly and helpful. The beach is incredible.
  Feb 13, 2018

$128

$128
Map

Recently booked Casinos in Simpson Bay

The Villas at Simpson Bay Beach Resort and Marina
4.5 out of 5.0
Last booking: 6 hours ago
Travel Inn Hotel
2.0 out of 5.0
Last booking: 12 hours ago
Atrium Resort & Spa
3.5 out of 5.0
Last booking: 16 hours ago
Baker's Suites
4.0 out of 5.0
Last booking: 18 hours ago
Mary's Boon Beach Resort & Spa
3.5 out of 5.0
Last booking: 39 hours ago

Are you feeling lucky? You should, because you're finally going on a well-deserved vacation. Bid farewell to the office, the coworkers, the nagging boss and leave all your worries behind. Take that lucky streak all the way to the gambling halls, video poker, roulette wheels, and betting books—and right to Simpson Bay casino hotels.

It doesn't matter what you're looking for in a holiday trip, Expedia has you covered. That's why Simpson Bay is climbing our popularity rankings fast. We have plenty of Simpson Bay casino hotels you can pick from.

Find Your Favorite Simpson Bay Casino Hotel

Are you wondering where the hottest tables are or what Simpson Bay hotel has the greatest all-you-can-eat buffet? (Winning heaps of money at the tables can really work up an appetite.) Simpson Bay saw a lot of action the year before, and you can find helpful tips in our review section.

That being said, casino hotels in Simpson Bay are a good choice: tons of visitors were highly impressed with the resort. That's why it's no surprise guests return again and again, and the locals will treat you like family. In Simpson Bay, you won't have an issue finding entertaining things to do during your downtime.

Make Reservations Today

What could be more relaxing than throwing black and white dice around a felt-lined table while cold drinks are delivered to you? Nothing, really. Expedia has the grandest offers on Simpson Bay casino hotels so you'll be able to save tons of money on your next holiday. Over the past year, Simpson Bay has seen a remarkable rise in interest, so stop wasting time and book your dream holiday trip now.