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

Search Apartments in Simpson Bay

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Simpson Bay apartments

A compact living space with a kitchenette, a dining area, and a sofa.

1. Beach Front Studio C3

Beach Front Studio C3
Simpson Bay
8.8 out of 10, Excellent, (5 reviews)
"Really cool place and the location was prime. The cleaning lady was the nicest person there could be as well. "
Canada
Benjamin
Beach Front Studio C3
A modern bathroom with wooden cabinetry, a glass shower enclosure, and a black floor lamp.

2. Beach Front 1 Bedroom Flat D3

Beach Front 1 Bedroom Flat D3
Simpson Bay
10.0 out of 10, Exceptional, (3 reviews)
"Great location near Simpson Bay restaurants and nightlife. Accommodations were exactly as pictured with modern furnishings. Car rental is recommended to fully enjoy the island. "
United States
Christopher
Beach Front 1 Bedroom Flat D3
A wooden deck with a staircase leading to a beach view, surrounded by potted plants and colorful beach toys.

3. Maho Beach House Ocean Front Garden Studio

Maho Beach House Ocean Front Garden Studio
Maho, Sint Maarten
9.4 out of 10, Exceptional, (3 reviews)
"Perfect location for us! We wanted easy access to see the planes coming in and it could not have been more perfect. Close to taxis and buses. Hosts were excellent at communicating. Friendly staff, would recommend!! "
United States
Laura
Maho Beach House Ocean Front Garden Studio
A pool area with a dolphin statue, blue lounge chairs, and a stone wall with greenery.

4. Centrally located Simpson bay 1bdr apt (1-2)

Centrally located Simpson bay 1bdr apt (1-2)
Simpson Bay
Centrally located Simpson bay 1bdr apt (1-2)
A swimming pool with lounge chairs and a stone wall.

5. Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)

Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)
Simpson Bay
Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)
A swimming pool with wooden deck, surrounded by greenery, overlooking a coastal town and mountains.

6. C352 - Top view with balcony

C352 - Top view with balcony
Simpson Bay
C352 - Top view with balcony
A pool area with a stone wall, palm trees, and lounge chairs.

7. 1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)

1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)
Simpson Bay
10.0 out of 10, Exceptional, (2 reviews)
"perfect!!"
United States
jason l.
1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)
A coastal town with a marina, clear blue water, and mountains in the background.

8. C321 - Spectacular Apartment with Lagoon Views

C321 - Spectacular Apartment with Lagoon Views
Sint Maarten
C321 - Spectacular Apartment with Lagoon Views
A rooftop infinity pool with wooden decking and lounge chairs, overlooking a coastal cityscape.

9. B246 - Breathtaking Lagoon View with Balcony

B246 - Breathtaking Lagoon View with Balcony
Sint Maarten
The price is AED 628
AED 1,192 total
includes taxes & fees
24 Nov - 25 Nov
B246 - Breathtaking Lagoon View with Balcony
A poolside area with outdoor seating and a view of a hotel building and the sea.

10. Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!

Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!
Simpson Bay
8.8 out of 10, Excellent, (8 reviews)
"The on site host was very helpful and kind. The location is very convenient to the airport and several restaurants and stores. The dedicated parking space was also a plus."
United States
Douglas T.
Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!
A modern room with a large window, a sofa, a chair, and a coffee table.

11. A135 - Beautiful one bedroom apartment

A135 - Beautiful one bedroom apartment
Cole Bay
A135 - Beautiful one bedroom apartment
A rooftop pool with wooden decking and plants, overlooking a coastal area with hills and a clear sky.

12. A102 - Cozy Apartment with Garden

A102 - Cozy Apartment with Garden
Sint Maarten
A102 - Cozy Apartment with Garden
A rooftop swimming pool with wooden decking, surrounded by potted plants, overlooking a coastal town and hills.

13. A116 - Immersive Simpson Bay Lagoon View

A116 - Immersive Simpson Bay Lagoon View
Sint Maarten
The price is AED 628
AED 1,192 total
includes taxes & fees
7 Nov - 8 Nov
A116 - Immersive Simpson Bay Lagoon View
A rooftop pool with clear blue water, surrounded by wooden decking and potted plants.

14. A134 - Panoramic View of the Lagoon

A134 - Panoramic View of the Lagoon
Sint Maarten
A134 - Panoramic View of the Lagoon
A modern living room with a large sliding glass door leading to a balcony with a scenic mountain view.

15. D408 - Chic & Stylish 2 Bedroom with Terrace

D408 - Chic & Stylish 2 Bedroom with Terrace
Sint Maarten
D408 - Chic & Stylish 2 Bedroom with Terrace
A modern living room with a large window, a sofa, a coffee table, and a wicker chair.

16. B221 - Beautiful Cosy 2 Bedroom

B221 - Beautiful Cosy 2 Bedroom
Sint Maarten
B221 - Beautiful Cosy 2 Bedroom
A modern living room with a large window offering a view of a city and mountains.

17. B243 - Deluxe 1 Bedroom

B243 - Deluxe 1 Bedroom
Sint Maarten
B243 - Deluxe 1 Bedroom
A rooftop infinity pool with a view of a marina and hills.

18. B253 - Incredible Top Floor Lagoon Views

B253 - Incredible Top Floor Lagoon Views
Sint Maarten
B253 - Incredible Top Floor Lagoon Views
A swimming pool with a view of a marina and mountains in the background.

19. B213 - Deluxe 1 Bedroom Apartment

B213 - Deluxe 1 Bedroom Apartment
Sint Maarten
The price is AED 563
AED 1,070 total
includes taxes & fees
13 Nov - 14 Nov
B213 - Deluxe 1 Bedroom Apartment
A modern living room with a large window offering a scenic view of a bay and mountains.

20. C351 - Elegance with Stunning Lagoon Views

C351 - Elegance with Stunning Lagoon Views
Sint Maarten
C351 - Elegance with Stunning Lagoon Views
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Simpson Bay Hotel Reviews

Azure Hotel and Art Studio

Azure Hotel and Art Studio

10/10 Excellent
"Wonderful"
Adam 1-night trip
Posted 3 hours ago
Azure Hotel and Art Studio

Frequently asked questions

What's it like to stay at an apartment in Simpson Bay?
You can search through 173 apartments in Simpson Bay for your vacation. Why not enjoy the array of shops and popular beaches in this romantic area? Make time to visit the region's top sights such as Maho Beach.
Are you thinking about apartments over traditional hotel rooms?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for couples who want to live like locals, but also for families wanting the conveniences of home.
What's the best apartment for my stay in Simpson Bay?
Here is a top apartment in the area to consider: Mullet Bay Suites: Your Luxury Stay Awaits: Located in Lowlands, 2.2 mi/3.6 km from Simpson Bay. Includes laundry facilities, free WiFi, and comfortable bedding. A restaurant and free breakfast are on site.
How many apartments can I expect to find in Simpson Bay?
Expedia has 173 apartments to book in Simpson Bay.
What can I expect from the weather during my trip to Simpson Bay?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Simpson Bay. The hottest months are usually September and August with an average temp of 83°F, while the coldest months are February and March with an average of 78°F. Average annual precipitation for Simpson Bay is 37 inches.
What are the must-see places to visit in Simpson Bay?
Simpson Bay is well regarded for its beaches and shops. Kim Sha Beach and Flamingo Beach are a couple of lovely local spots to get outside and enjoy nature. Hollywood Casino and Simpson Bay Beach are other places to visit while you're in town.
What's the best way to get to and around Simpson Bay?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Princess Juliana Intl. Airport (SXM), which is located 1.1 mi (1.8 km) from the heart of the city. Otherwise, you can search for flights to Grand Case (SFG-L'Esperance), which is 5.5 mi (8.8 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.