A coastal town with a marina, mountains in the background, and a clear sky.

Hotels with a Pool in Simpson Bay

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Hotels with a Pool in Simpson Bay

A resort pool area with a view of the sea and sunset.

A beach with thatched umbrellas and lounge chairs, a palm tree, and a building in the background.

A restaurant with tables set for dining, large windows offering a view of the sunset over the ocean, and a ceiling fan.

An aerial view of a resort with multiple red-roofed buildings, a beach, and a clear blue sea.

1. Simpson Bay Resort, Marina & Spa

Pelican Key

6 outdoor pools
2 poolside bars
Pool loungers
On private beach
Hot tub

$159

$191 total

includes taxes & fees

Oct 12 - Oct 13

A swimming pool with clear blue water, a building with balconies, and palm trees.

A beachfront hotel with a sandy beach, clear turquoise waters, and a rocky shoreline.

A resort with multiple-story buildings, a well-maintained lawn, and a view of the ocean.

A pool with a view of the beach and ocean.

2. Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

Outdoor pool
Poolside bar
Pool loungers
On the beach

$122

$155 total

includes taxes & fees

Oct 4 - Oct 5

A swimming pool with tiled edges, surrounded by tropical vegetation and a building labeled "Departure Lounge".

A beach view from a covered area with palm trees and a clear blue sea.

A beachfront hotel with a sandy beach, palm trees, and a pool area.

A balcony with wicker chairs and a table overlooking a beach with lounge chairs and palm trees.

3. Mary's Boon Beach Resort & Spa

Simpson Bay

Outdoor pool
Pool loungers
On the beach
Full-service spa

$113

$135 total

includes taxes & fees

Oct 9 - Oct 10

A swimming pool with lounge chairs and umbrellas, a high-rise building in the background, and a clear sky.

A spa interior with a reception desk, a blue chair, and a wall with a sign reading "Aquarius Spa".

A coastal hotel with multiple floors, a prominent hill in the background, and a body of water in the foreground.

A beach with rows of blue and white sun loungers under large blue umbrellas, a hotel building in the background, and a clear blue sky.

4. The Atrium Beach Resort and Spa, an Ascend Collection Resort

Simpson Bay

Outdoor pool
Pool loungers
On the beach
Full-service spa

$109

$140 total

includes taxes & fees

Oct 4 - Oct 5

A rooftop pool with a view of the ocean and buildings.

A hot tub with a control panel, surrounded by outdoor furniture and plants, with a modern building in the background.

A hotel room with a bed, two chairs, a small table, and a large window with curtains.

A modern bathroom with a white vanity, a large mirror, and a shower area with grey tiles.

5. Commodore Suites, SureStay Collection by Best Western

Simpson Bay

Outdoor pool
Pool loungers
Direct access to the beach
2 hot tubs

$124

$149 total

includes taxes & fees

Sep 27 - Sep 28

A clear blue pool with lounge chairs and palm trees, overlooking the ocean.

A modern hotel with a glass infinity pool overlooking the ocean, lounge chairs, and a clear view of the sea.

A balcony with white lounge chairs, a glass railing, and a view of the ocean and beach.

A beachside resort with clear turquoise waters, white sand, and lounge chairs under umbrellas.

6. The Morgan Resort Spa Village

Simpson Bay

Outdoor pool
Poolside bar
Pool loungers
Full-service spa

$443

$542 total

includes taxes & fees

Sep 27 - Sep 28

A swimming pool with a view of a marina and a hillside town.

A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

A modern living room with a sofa, coffee table, and chairs, overlooking a scenic harbor and mountains.

A modern room with a large window, a flat-screen TV, a wooden table, and a dining area with chairs.

7. The Hills Residence

Simpson Bay

4 outdoor pools

$169

$285 total

includes taxes & fees

Oct 4 - Oct 5

A hotel pool area with lounge chairs, a covered seating area, and a sign for 'Calama'.

A modern living room with a flat-screen TV, a ceiling fan, and a large window offering a view of the sea.

A modern outdoor bar area with a pool, bar stools, and a view of the pool.

A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

8. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Outdoor pool
Poolside bar
Pool loungers
On the beach
Full-service spa

$144

$177 total

includes taxes & fees

Oct 4 - Oct 5

A balcony with two chairs overlooking a swimming pool and a marina with boats.

A resort with multiple hotel buildings, a marina, and a clear blue ocean.

A coastal hotel with a marina, clear turquoise water, and a backdrop of lush mountains.

A buffet setup with various food items and a view of the marina through large windows.

9. The Villas at Simpson Bay Resort

Pelican Key

6 outdoor pools
Poolside bar
Pool loungers
On the beach

$176

$211 total

includes taxes & fees

Oct 4 - Oct 5

A modern hotel room with a bed, sofa, TV, and balcony with a view.

A table set for dining with a view of a marina and boats.

A beachside view with a yacht docked at a pier, lounge chairs, and a palm tree.

10. Port de Plaisance Resort, Trademark Collection by Wyndham

Cole Bay

2 outdoor pools
Poolside bar
Pool loungers
Near the beach
Full-service spa

$140

$147 total

includes taxes & fees

Sep 27 - Sep 28

A balcony with a view of a beach and pool area, including lounge chairs and umbrellas.

A spacious room with a large glass door leading to a balcony with a view of the beach and ocean.

A balcony with a view of the ocean and a beach.

11. Royal Islander Resort La Plage

Lowlands

Outdoor pool
Poolside bar
Pool loungers
On the beach
Hot tub

$164

$198 total

includes taxes & fees

Sep 30 - Oct 1

A balcony with a view of a pool and beach, a table with a vase of flowers, and a chair.

A wooden table with chairs on a balcony overlooking a beach and ocean.

A modern living room with a sofa, a coffee table, a TV, and a large window with a view of a resort.

A poolside bar with wooden chairs and a tiled floor, overlooking a swimming pool.

12. Royal Islander Resort La Terrasse

Lowlands

Outdoor pool
Poolside bar
Pool loungers
Near the beach
Hot tub

$152

$184 total

includes taxes & fees

Oct 3 - Oct 4

A resort pool area with a curved design, lounge chairs, umbrellas, and a building with a light-colored facade.

A dining table set for six with a bottle of wine, surrounded by wicker chairs, overlooking a body of water and a mountainous landscape.

A coastal hotel with multiple buildings, a dock, and a mountainous backdrop.

A beach with clear turquoise water, a sandy shore, and white buildings on a hillside.

13. Oyster Bay Beach Resort

Oyster Pond

Outdoor pool
Pool loungers
Near the beach
Hot tub

$176

$211 total

includes taxes & fees

Sep 27 - Sep 28

A hotel with multiple floors, a swimming pool, and outdoor seating areas.

Two people relaxing in wicker swing chairs under palm trees on a sandy beach.

A beach setting with palm trees, a swing chair, and beach chairs.

A modern living room with a staircase, a dining area with a view, and a balcony with tropical plants.

14. Hommage Hotel & Residences

Nettle Bay

2 outdoor pools
Pool loungers
Near the beach
Full-service spa

$159

$165 total

includes taxes & fees

Sep 27 - Sep 28

A pool with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.

A balcony with a white balustrade, a round table with a bowl of fruit, and a view of the ocean and buildings.

A person in a pink dress standing on a balcony with a view of the sea and distant land.

A hotel room with a large bed, a balcony with a view of the sea, and a small table with a bowl of fruit and flowers.

15. Princess Heights Luxury Boutique Condo Hotel

Oyster Pond

Outdoor pool
Pool loungers
Near the beach

$173

$208 total

includes taxes & fees

Sep 27 - Sep 28

A pool area with lounge chairs, palm trees, and a view of the ocean.

A resort with beachfront villas, a pier, and clear turquoise waters.

A hotel room with a bed, desk, chair, and a view of the ocean.

A rooftop bar with outdoor seating, overlooking a coastal area.

16. Oceans at Divi Little Bay

Philipsburg

3 outdoor pools

$206

$265 total

includes taxes & fees

Oct 10 - Oct 11

A resort with a large pool, palm trees, and a view of the ocean.

A white outdoor seating area with a view of the ocean.

A modern hotel room with a balcony, a dining area with blue chairs, a wooden table, and a kitchen area with a refrigerator.

A family dining at a table with wine glasses, chopsticks, and a teapot.

17. Sonesta Maho Beach All Inclusive Resort Casino & Spa

Lowlands

2 outdoor pools
Poolside bar
Pool loungers
On the beach
Full-service spa

$346

$398 total

includes taxes & fees

Oct 26 - Oct 27

A swimming pool with clear blue water, steps leading into the pool, and a few lounge chairs by the poolside.

A hotel room with a bed, a wooden table with a fruit basket, and a window with curtains.

A green building with a sign reading "Welcome to The Paradise Inn Your Home away from Home."

A Mini Mart with a green facade, outdoor seating area with black chairs and tables, and potted plants.

18. The Paradise Inn

Philipsburg

Outdoor pool

$104

$109 total

includes taxes & fees

Sep 27 - Sep 28

A resort with a swimming pool, lounge chairs, and a view of the ocean.

A beach with white lounge chairs and umbrellas, a palm tree, and a clear blue sky.

A wooden table with a variety of snacks and a fruit bowl, set on a balcony with a view of a beach and ocean.

A covered outdoor area with a table and chairs, a view of the ocean, and a white railing.

19. Hotel La Plantation

Orient Bay

Outdoor pool
Poolside bar
Pool loungers
Direct access to the beach

$179

$186 total

includes taxes & fees

Oct 17 - Oct 18

A clear swimming pool with blue lounge chairs and a white railing.

A lobby with a checkered floor, a reception desk, and seating areas.

A hotel lobby with a dining area featuring a wooden table and chairs, a blue sofa, and a patterned floor.

20. Fantastic Hotel

Marigot

Outdoor pool
Near the beach

$97

$101 total

includes taxes & fees

Oct 2 - Oct 3

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Discover your perfect hotel with a pool in Simpson Bay

Breakfast included

4 stars

Hot tub

5 stars

Spa

Hotels with pools and free breakfast in Simpson Bay

Simpson Bay Resort, Marina & Spa

Pelican Key

$159

$191 total

includes taxes & fees

Oct 12 - Oct 13

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

$122

$155 total

includes taxes & fees

Oct 4 - Oct 5

A modern bedroom with a large bed, a wooden ceiling, and a painting on the wall.

A hotel room with a large bed, a bench, a TV, and a view of the city through the sliding doors.

The Atrium Beach Resort and Spa, an Ascend Collection Resort

Simpson Bay

$109

$140 total

includes taxes & fees

Oct 4 - Oct 5

A modern hotel room with a flat-screen TV mounted on a purple wall, a small table, a sofa, and a kitchenette area.

A modern hotel interior with a staircase, a reception desk, and a wall-mounted plant display.

A compact kitchen with modern appliances, a dining area with a white table and chairs, and a mirror on the wall.

Commodore Suites, SureStay Collection by Best Western

Simpson Bay

$124

$149 total

includes taxes & fees

Sep 27 - Sep 28

The Villas at Simpson Bay Resort

Pelican Key

$176

$211 total

includes taxes & fees

Oct 4 - Oct 5

Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

$144

$177 total

includes taxes & fees

Oct 4 - Oct 5

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4-star hotels with pools in Simpson Bay

Simpson Bay Resort, Marina & Spa

Pelican Key

$159

$191 total

includes taxes & fees

Oct 12 - Oct 13

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

$122

$155 total

includes taxes & fees

Oct 4 - Oct 5

A modern hotel lobby with a black limousine, a polished floor, and a blue and wooden ceiling.

The Morgan Resort Spa Village

Simpson Bay

$443

$542 total

includes taxes & fees

Sep 27 - Sep 28

The Villas at Simpson Bay Resort

Pelican Key

$176

$211 total

includes taxes & fees

Oct 4 - Oct 5

Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

$144

$177 total

includes taxes & fees

Oct 4 - Oct 5

View all properties

Top neighborhoods in Simpson Bay

Pelican Key

A beach with thatched umbrellas, a pier, and boats in the background.

A beach with clear turquoise water, palm trees, and beach umbrellas. There are buildings with blue and white exteriors in the background.

A sunset over a harbor with several boats and a large cloud formation.

A marina with a dock, a small white building, and a sailboat in the water.

A marina with several sailboats docked near a rocky shoreline and a beach in the background.

Pelican Key

The Pelican Key neighborhood offers attractions such as Flamingo Beach and Lay Bay Beach.

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Top landmarks in Simpson Bay

A wooden pier extending into calm waters with sailboats anchored nearby.

Kim Sha Beach

8.8/10 (591 reviews)

If being by the water is a major draw, Kim Sha Beach is a spot you might want to check out, located 0.3 mi (0.5 km) from central Simpson Bay. If you want to continue walking by the waves, head to Flamingo Beach and Lay Bay Beach, both within a short walk.

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A casino interior with slot machines, blackjack tables, and colorful lighting.

Hollywood Casino

8.2/10 (583 reviews)

Looking to hit the casinos? Why not spend the evening at Hollywood Casino in Pelican Key to find out if luck is your lady. Hotels.com travelers also say the area is great for couples and has lots of nice beaches.

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Simpson Bay Beach

9.2/10 (1,834 reviews)

When the beach is calling your name, you might want to head down to Simpson Bay Beach, located 1 mi (1.6 km) from central Simpson Bay. If you want to continue walking by the waves, head to Maho Beach located nearby.

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Flamingo Beach

9.0/10 (768 reviews)

If want to top up your tan, you might want to head out to Flamingo Beach, located 0.5 mi (0.8 km) from central Simpson Bay. If you want to continue walking by the waves, head to Kim Sha Beach and Lay Bay Beach, both within a short walk.

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Lay Bay Beach

8.4/10 (212 reviews)

Whether you want to hunt for sand dollars or smell the fresh air, Lay Bay Beach is a spot you might want to check out, located 0.7 mi (1.1 km) from central Simpson Bay. Enjoy the sunset by the shore at Flamingo Beach, Kim Sha Beach, and Burgeaux Bay Beach, all 3 within a short walk.

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Dunes Casino

8.0/10 (249 reviews)

Hoping to do some gaming? Try your luck at Dunes Casino when visiting the center of Beacon Hill. Hotels.com travelers also say the area is family-friendly and has lots of nice beaches. It's also full of great shops and restaurants, so you can spend the afternoon having a wander.

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Market Garden Supermarket

9.4/10 (8 reviews)

If you like shopping, take time out to go to Market Garden Supermarket when in Simpson Bay.

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About the destination

Simpson Bay is a romantic destination known for its restaurants and bars. Hunt for sand dollars at Kim Sha Beach and Flamingo Beach. Popular sights in the surrounding area include Maho Beach.