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

Apartments in Simpson Bay for Rent

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Simpson Bay apartments

Beach

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 ￥15,849
￥25,454 total
includes taxes & fees
Sep 19 - Sep 20
Beach Front Studio C3
Beach

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 ￥20,027
￥30,273 total
includes taxes & fees
Aug 31 - Sep 1
Beach Front 1 Bedroom Flat D3
Pool

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 ￥18,410
￥35,500 total
includes taxes & fees
Sep 4 - Sep 5
Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)
Pool

4. 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 ￥17,490
￥34,693 total
includes taxes & fees
Sep 3 - Sep 4
1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)
Interior

5. D407 – Charming Apartment with Terrace

D407 – Charming Apartment with Terrace
Sint Maarten
D407 – Charming Apartment with Terrace
Living area

6. B243 - Deluxe 1 Bedroom

B243 - Deluxe 1 Bedroom
Sint Maarten
The price is ￥29,280
￥56,888 total
includes taxes & fees
Aug 31 - Sep 1
B243 - Deluxe 1 Bedroom
Property grounds

7. 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 ￥63,236
￥83,087 total
includes taxes & fees
Sep 26 - Sep 27
Turquoise paradise, directly ON beach, gated w underground parking!
Pool

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 ￥58,913
￥81,005 total
includes taxes & fees
Sep 30 - Oct 1
Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!
Beach

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

The Luxe 1 bedroom apartment with pool - GENERATOR (2-2A)
Simpson Bay
The Luxe 1 bedroom apartment with pool - GENERATOR (2-2A)
Living area

10. B225 - Incredible Lagoon View

B225 - Incredible Lagoon View
Sint Maarten
B225 - Incredible Lagoon View
Living area

11. D434 - Amazing Apartment with Balcony

D434 - Amazing Apartment with Balcony
Sint Maarten
D434 - Amazing Apartment with Balcony
Living area

12. D416 – Relaxing apartment with Balcony

D416 – Relaxing apartment with Balcony
Sint Maarten
The price is ￥29,280
￥56,888 total
includes taxes & fees
Sep 5 - Sep 6
D416 – Relaxing apartment with Balcony
Pool

13. C322 - Beautiful 1-Bedroom Unit with Balcony

C322 - Beautiful 1-Bedroom Unit with Balcony
Sint Maarten
C322 - Beautiful 1-Bedroom Unit with Balcony
Pool

14. D406 - Incredible Apartment With Terrace

D406 - Incredible Apartment With Terrace
Cole Bay
D406 - Incredible Apartment With Terrace
Pool

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
The price is ￥58,913
￥81,005 total
includes taxes & fees
Sep 2 - Sep 3
Beach Front 2 Bed Condon D1.1 with Sea View and Private Pool !!
Pool

16. 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.
Beach Front 4 Bed Condon C2.1 with Sea View and Private Pool !!
Pool

17. 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 ￥106,620
￥148,564 total
includes taxes & fees
Aug 31 - Sep 1
Beach Front 4 Bed Condon D2.1 with Sea View and Private Pool !!
Interior

18. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is ￥19,211
￥23,950 total
includes taxes & fees
Aug 31 - Sep 1
The Castle ᴷ
Room

19. The Castle ᴶ

The Castle ᴶ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
"Host was welcoming and the apartment was very clean and inviting. We will Definitely stay here again when we come back. "
United States
Neil C.
The price is ￥19,211
￥23,950 total
includes taxes & fees
Aug 31 - Sep 1
The Castle ᴶ
Property grounds

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.
The price is ￥22,413
￥31,218 total
includes taxes & fees
Sep 1 - Sep 2
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.
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Top Simpson Bay Hotel Reviews

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent
"The Buffet was small and simple but good enough , We had a small issue with our room it was smelling mildew/ moldy so we contacted Front Desk and they immediately came look at the issue and had us move to an updated room I would definitely be staying there again as well as I will recommend to other people . 8.5/10"
Angelique 1-night trip
Posted 8 hours ago
Hilton Vacation Club Flamingo Beach St. Maarten

Find out more about Simpson Bay

Simpson Bay Apartments information

Number of reviews
50
Accommodation
188 Apartments
Lowest Price
￥23,950
Highest Price
￥148,564

Frequently asked questions

What's it like to stay at an apartment in Simpson Bay?
You can search through 170 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. Renovated Apartment with pool and ocean view#4: Located 0.8 mi/1.2 km away in Simpson Bay. A private pool, free WiFi, and Smart TVs are included. Onsite laundry facilities and an outdoor pool are 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. Residence Alamanda: Located in Orient Bay, 6.1 mi/9.8 km from Simpson Bay. Includes free WiFi. Free parking and an outdoor pool are on site.
How many apartments can I expect to find in Simpson Bay?
Expedia has 170 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.