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

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Simpson Bay apartments

A beachfront property with multiple buildings, a beach, and a red arrow pointing to a specific building.

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
The price is CA $139
CA $209 total
includes taxes & fees
Sep 25 - Sep 26
Beach Front Studio C3
A beachfront property with multiple buildings, a beach, and a red arrow pointing to a specific building.

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
The price is CA $176
CA $261 total
includes taxes & fees
Sep 28 - Sep 29
Beach Front 1 Bedroom Flat D3
A swimming pool with lounge chairs and a stone wall.

3. 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
The price is CA $161
CA $308 total
includes taxes & fees
Sep 28 - Sep 29
Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)
A pool area with a dolphin statue, blue lounge chairs, and a stone wall with greenery.

4. 5 minutes walking from the beach 1-4B

5 minutes walking from the beach 1-4B
Simpson Bay
The price is CA $153
CA $299 total
includes taxes & fees
Sep 29 - Sep 30
5 minutes walking from the beach 1-4B

5. Turquoise paradise, directly ON beach, gated w underground parking!

Turquoise paradise, directly ON beach, gated w underground parking!
Simpson Bay
9.8 out of 10, Exceptional, (22 reviews)
"This is the perfect place to stay location wise and with the beach views! Also there is a/c in each room which is super nice! "
United States
Rachel S.
The price is CA $420
CA $547 total
includes taxes & fees
Sep 25 - Sep 26
Turquoise paradise, directly ON beach, gated w underground parking!

6. C354 - Top view with balcony

C354 - Top view with balcony
Simpson Bay
The price is CA $257
CA $493 total
includes taxes & fees
Oct 4 - Oct 5
C354 - 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.
The price is CA $153
CA $299 total
includes taxes & fees
Oct 16 - Oct 17
1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)
A poolside area with outdoor seating and a view of a hotel building and the sea.

8. 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)
"Great place to stay with a lot of privacy and walkable to stores and restaurants. Amazing views! Lisa is so friendly and keeps the place amazing!"
United States
Alaciel S.
The price is CA $413
CA $556 total
includes taxes & fees
Sep 25 - Sep 26
Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!
A modern living room with a dining area, a kitchen, and a balcony with a mountain view.

9. D407 – Charming Apartment with Terrace

D407 – Charming Apartment with Terrace
Sint Maarten
The price is CA $257
CA $497 total
includes taxes & fees
Sep 29 - Sep 30
D407 – Charming Apartment with Terrace
A beach with clear turquoise water, a sandy shore, and a row of multi-story hotels in the background.

10. The Luxe 1 bedroom apartment with pool - GENERATOR (2-2A)

The Luxe 1 bedroom apartment with pool - GENERATOR (2-2A)
Simpson Bay
The price is CA $161
CA $294 total
includes taxes & fees
Sep 25 - Sep 26
The Luxe 1 bedroom apartment with pool - GENERATOR (2-2A)
A wooden deck with a staircase leading to a beach view, surrounded by potted plants and colorful beach toys.

11. 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
The price is CA $219
CA $304 total
includes taxes & fees
Sep 24 - Sep 25
Maho Beach House Ocean Front Garden Studio
A rectangular pool with clear blue water, surrounded by a wooden deck and white lounge chairs. In the background, there is a view of a coastal town with buildings and boats.

12. B231 - Serene Chic 2 Bedroom

B231 - Serene Chic 2 Bedroom
Sint Maarten
The price is CA $331
CA $607 total
includes taxes & fees
Oct 3 - Oct 4
B231 - Serene Chic 2 Bedroom
A modern living room with a large sliding glass door leading to a balcony with a city view.

13. D434 - Amazing Apartment with Balcony

D434 - Amazing Apartment with Balcony
Sint Maarten
The price is CA $257
CA $497 total
includes taxes & fees
Sep 29 - Sep 30
D434 - Amazing Apartment with Balcony
A modern hotel room with a dining area, a large window with a city view, and a painting of a beach scene.

14. D416 – Relaxing apartment with Balcony

D416 – Relaxing apartment with Balcony
Sint Maarten
The price is CA $257
CA $492 total
includes taxes & fees
Oct 3 - Oct 4
D416 – Relaxing apartment with Balcony
A rooftop infinity pool with wooden decking, surrounded by lounge chairs and potted plants.

15. D406 - Incredible Apartment With Terrace

D406 - Incredible Apartment With Terrace
Cole Bay
The price is CA $257
CA $497 total
includes taxes & fees
Sep 27 - Sep 28
D406 - Incredible Apartment With Terrace
A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

16. B256 - Amazing Top Floor Apartment With Balcony

B256 - Amazing Top Floor Apartment With Balcony
Sint Maarten
The price is CA $257
CA $493 total
includes taxes & fees
Oct 7 - Oct 8
B256 - Amazing Top Floor Apartment With Balcony
A swimming pool with a view of a beach and a hotel in the background.

17. Beach Front 2 Bed Condon D1.1 with Sea View and Private Pool !!

Beach Front 2 Bed Condon D1.1 with Sea View and Private Pool !!
Simpson Bay
10.0 out of 10, Exceptional, (1 review)
"Incredible property. Views for days, great location. Had a wonderful stay and Lisa was great also. Very secure condo and clean. Loved the pool and so many dining options close by. "
United States
Camelo
The price is CA $516
CA $667 total
includes taxes & fees
Sep 25 - Sep 26
Beach Front 2 Bed Condon D1.1 with Sea View and Private Pool !!
An airplane with the American Airlines logo flying over a beach with clear turquoise water and a hotel in the background.

18. A124 - Wonderfull 3 bedrooms with amazing view

A124 - Wonderfull 3 bedrooms with amazing view
Sint Maarten
The price is CA $415
CA $739 total
includes taxes & fees
Oct 7 - Oct 8
A124 - Wonderfull 3 bedrooms with amazing view
A poolside area with a view of the sea, a dining table, and chairs.

19. Beach Front 4 Bed Condon C2.1 with Sea View and Private Pool !!

Beach Front 4 Bed Condon C2.1 with Sea View and Private Pool !!
Simpson Bay
10.0 out of 10, Exceptional, (4 reviews)
"Location worked out well close to airport. We were able to walk to beach and restaurants "
United States
Dominick C.
The price is CA $981
CA $1,343 total
includes taxes & fees
Sep 28 - Sep 29
Beach Front 4 Bed Condon C2.1 with Sea View and Private Pool !!
A clear blue pool with a view of a marina and buildings in the background.

20. Beach Front 4 Bed Condon D2.1 with Sea View and Private Pool !!

Beach Front 4 Bed Condon D2.1 with Sea View and Private Pool !!
Simpson Bay
2.0 out of 10, (1 review)
The price is CA $981
CA $1,276 total
includes taxes & fees
Sep 24 - Sep 25
Beach Front 4 Bed Condon D2.1 with Sea View and Private Pool !!
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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Top Simpson Bay Hotel Reviews

Azure Hotel and Art Studio

Azure Hotel and Art Studio

10/10 Excellent
"Amazing experiences and highly recommend the ocean view rooms!"
Rumico 1-night trip
Posted 2 hours ago
Azure Hotel and Art Studio

Find out more about Simpson Bay

Simpson Bay Apartments information

Number of reviews
48
Accommodation
188 Apartments
Lowest Price
CA $209
Highest Price
CA $1,343

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?
Below are some of the favorite apartments in the area: Nice and cozy ocean front studio with private terrace. Short walk to beaches.: Located in Simpson Bay, 1.5 mi/2.4 km from the heart of Simpson Bay. Includes free WiFi, private patios, and Smart TVs. Access to onsite laundry facilities is available on site. Top of Pelican Key! Spectacular sea views, near beaches, Wifi, parking, private: Located 0.7 mi/1.2 km away in Simpson Bay. Private patios and Smart TVs are included. Access to onsite laundry facilities is available on site. Turquoise paradise, directly ON beach, gated w underground parking!: Located in Simpson Bay, 0.1 mi/0.1 km away. Includes free WiFi, private balconies, and separate dining areas. Onsite laundry facilities and a terrace are on site. Mullet Bay Suites: Your Luxury Stay Awaits: Located 2.2 mi/3.6 km away in Lowlands. Laundry facilities, free WiFi, and comfortable bedding are included. A restaurant and free breakfast are on site. FIDEMAM: Located in Anse Marcel, 7.1 mi/11.4 km from Simpson Bay. Includes free WiFi, sofa beds, and comfortable bedding. Access to free parking is available 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. Simpson Bay Beach and Hollywood Casino 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.