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

Apartments in Simpson Bay for Rent

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

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
$159 nightly
The price is $159
Sep 17 - Sep 18
Total with taxes and fees
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
$189 nightly
The price is $189
Sep 17 - Sep 18
Total with taxes and fees
Beach Front 1 Bedroom Flat D3
A pool area with a dolphin statue, blue lounge chairs, and a stone wall with greenery.

3. 5 minutes walking from the beach 1-4B

5 minutes walking from the beach 1-4B
Simpson Bay
$211 nightly
The price is $217
Sep 17 - Sep 18
Total with taxes and fees
5 minutes walking from the beach 1-4B

4. 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.
$416 nightly
The price is $416
Sep 17 - Sep 18
Total with taxes and fees
Turquoise paradise, directly ON beach, gated w underground parking!
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
$217 nightly
The price is $223
Sep 17 - Sep 18
Total with taxes and fees
Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)
A pool area with a stone wall, palm trees, and lounge chairs.

6. 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.
$211 nightly
The price is $217
Oct 5 - Oct 6
Total with taxes and fees
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.

7. 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.
$422 nightly
The price is $422
Sep 17 - Sep 18
Total with taxes and fees
Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!
A modern hotel room with a dining area, a large window with a city view, and a painting of a beach scene.

8. D416 – Relaxing apartment with Balcony

D416 – Relaxing apartment with Balcony
Sint Maarten
$340 nightly
The price is $356
Oct 3 - Oct 4
Total with taxes and fees
D416 – Relaxing apartment with Balcony
A beach with clear turquoise water, a sandy shore, and a row of multi-story hotels in the background.

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

The Luxe 1 bedroom apartment with pool - GENERATOR (2-2A)
Simpson Bay
$217 nightly
The price is $223
Sep 17 - Sep 18
Total with taxes and fees
The Luxe 1 bedroom apartment with pool - GENERATOR (2-2A)
A modern living room with a large window offering a scenic view of hills and water.

10. C347 – Stylish 2 Bedroom

C347 – Stylish 2 Bedroom
Sint Maarten
$393 nightly
The price is $414
Sep 20 - Sep 21
Total with taxes and fees
C347 – Stylish 2 Bedroom
A modern living room with a dining area, a kitchen, and a balcony with a mountain view.

11. D407 – Charming Apartment with Terrace

D407 – Charming Apartment with Terrace
Sint Maarten
$340 nightly
The price is $356
Sep 17 - Sep 18
Total with taxes and fees
D407 – Charming Apartment with Terrace
A modern living room with a large sliding glass door leading to a balcony with a city view.

12. D434 - Amazing Apartment with Balcony

D434 - Amazing Apartment with Balcony
Sint Maarten
$340 nightly
The price is $356
Sep 17 - Sep 18
Total with taxes and fees
D434 - Amazing Apartment with Balcony
A coastal town with a marina, clear blue water, and mountains in the background.

13. C322 - Beautiful 1-Bedroom Unit with Balcony

C322 - Beautiful 1-Bedroom Unit with Balcony
Sint Maarten
C322 - Beautiful 1-Bedroom Unit with Balcony
A rooftop infinity pool with wooden decking, surrounded by lounge chairs and potted plants.

14. D406 - Incredible Apartment With Terrace

D406 - Incredible Apartment With Terrace
Cole Bay
$340 nightly
The price is $356
Sep 17 - Sep 18
Total with taxes and fees
D406 - Incredible Apartment With Terrace
A swimming pool with a view of a beach and a hotel in the background.

15. 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
$506 nightly
The price is $506
Sep 17 - Sep 18
Total with taxes and fees
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.

16. A124 - Wonderfull 3 bedrooms with amazing view

A124 - Wonderfull 3 bedrooms with amazing view
Sint Maarten
$500 nightly
The price is $527
Oct 7 - Oct 8
Total with taxes and fees
A124 - Wonderfull 3 bedrooms with amazing view
A poolside area with a view of the sea, a dining table, and chairs.

17. 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.
$970 nightly
The price is $970
Sep 17 - Sep 18
Total with taxes and fees
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.

18. 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)
$970 nightly
The price is $970
Sep 17 - Sep 18
Total with taxes and fees
Beach Front 4 Bed Condon D2.1 with Sea View and Private Pool !!
A compact kitchen with white cabinets, a stainless steel stove, a refrigerator, and a potted plant.

19. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
$130 nightly
The price is $140
Sep 17 - Sep 18
Total with taxes and fees
The Castle ᴷ
A white SUV parked in a covered area with a view of the ocean.

20. Beautiful spacious Studio with spectacular view

Beautiful spacious Studio with spectacular view
Pelican Key
8.6 out of 10, Excellent, (4 reviews)
"The property is quaint with a beautiful view! "
United States
Linda H.
$195 nightly
The price is $195
Sep 17 - Sep 18
Total with taxes and fees
Beautiful spacious Studio with spectacular view
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

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

8/10 Good
"Excellent and friendly staff. Clean room and property"
Cheryl 7-night trip
Posted 3 hours ago
The Villas at Simpson Bay Resort

Find out more about Simpson Bay

Simpson Bay Apartments information

Number of reviews
49
Accommodation
184 Apartments
Lowest Price
$140
Highest Price
$970

Frequently asked questions

What's it like to stay at an apartment in Simpson Bay?
You can search through 169 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. Renovated Apartment with pool and ocean view#4: Located in Simpson Bay, 0.8 mi/1.2 km away. Includes a private pool, free WiFi, and Smart TVs. Onsite laundry facilities and an outdoor pool 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 169 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.

Explore a world of travel with Expedia