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

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Simpson Bay apartments

Property grounds

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 $561
CA $744 total
includes taxes & fees
Jul 7 - Jul 8
Turquoise paradise, directly ON beach, gated w underground parking!
Pool

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, (6 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 $419
CA $596 total
includes taxes & fees
Jun 27 - Jun 28
Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!
Property grounds

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 $222
CA $325 total
includes taxes & fees
Jun 27 - Jun 28
Maho Beach House Ocean Front Garden Studio
Beach

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 $178
CA $266 total
includes taxes & fees
Jun 27 - Jun 28
Beach Front 1 Bedroom Flat D3
TV

D416 – Relaxing apartment with Balcony

D416 – Relaxing apartment with Balcony
Sint Maarten
The price is CA $260
CA $503 total
includes taxes & fees
Jun 28 - Jun 29
D416 – Relaxing apartment with Balcony
Pool

B201 - Wonderfull Apartment with terrasse

B201 - Wonderfull Apartment with terrasse
Sint Maarten
B201 - Wonderfull Apartment with terrasse
Pool

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 $163
CA $312 total
includes taxes & fees
Jul 7 - Jul 8
Blue Sky Apt in the middle of Simpson Bay-GENERATOR(1-3A)
Beach

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 $140
CA $226 total
includes taxes & fees
Jun 27 - Jun 28
Beach Front Studio C3
Pool

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 $155
CA $302 total
includes taxes & fees
Jul 7 - Jul 8
1 bedroom with pool in Simpson Bay - GENERATOR (1-3B)
Pool

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 $522
CA $711 total
includes taxes & fees
Jun 27 - Jun 28
Beach Front 2 Bed Condon D1.1 with Sea View and Private Pool !!
TV

B225 - Incredible Lagoon View

B225 - Incredible Lagoon View
Sint Maarten
The price is CA $260
CA $503 total
includes taxes & fees
Jul 1 - Jul 2
B225 - Incredible Lagoon View
Pool

D406 - Incredible Apartment With Terrace

D406 - Incredible Apartment With Terrace
Cole Bay
The price is CA $260
CA $503 total
includes taxes & fees
Jun 29 - Jun 30
D406 - Incredible Apartment With Terrace
Interior

D407 – Charming Apartment with Terrace

D407 – Charming Apartment with Terrace
Sint Maarten
The price is CA $260
CA $503 total
includes taxes & fees
Jun 28 - Jun 29
D407 – Charming Apartment with Terrace
TV

D434 - Amazing Apartment with Balcony

D434 - Amazing Apartment with Balcony
Sint Maarten
The price is CA $260
CA $503 total
includes taxes & fees
Jun 29 - Jun 30
D434 - Amazing Apartment with Balcony
Pool

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 $807
CA $1,167 total
includes taxes & fees
Jun 28 - Jun 29
Beach Front 4 Bed Condon C2.1 with Sea View and Private Pool !!
Pool

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 $915
CA $1,289 total
includes taxes & fees
Jun 29 - Jun 30
Beach Front 4 Bed Condon D2.1 with Sea View and Private Pool !!
Pool

Appartement 1 Chambre face a l'ile de Pinel

Appartement 1 Chambre face a l'ile de Pinel
Cul-de-Sac
10.0 out of 10, Exceptional, (1 review)
"Responsive host. Apartment was very clean and modern and had everything we needed. Enjoyed the little patio outside too. Kids loved the big pool on the property as well. Would definitely recommend and stay again in the future."
United States
Philippe G.
The price is CA $93
CA $219 total
includes taxes & fees
Jul 12 - Jul 13
Appartement 1 Chambre face a l'ile de Pinel
1 bedroom, iron/ironing board, WiFi, bed sheets

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 CA $170
CA $212 total
includes taxes & fees
Jun 27 - Jun 28
The Castle ᴶ
Interior

The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $170
CA $212 total
includes taxes & fees
Jun 27 - Jun 28
The Castle ᴷ
Interior

The Castle f

The Castle f
Downtown Philipsburg
8.0 out of 10, Very good, (1 review)
"After a bit of confusion about checking in, we arrived and after that everything was great. It was a surprise to find the window was onto a corridor, but the air con was good so no need to open a window, and also helped to make the room quiet."
United Kingdom
Pat R.
The price is CA $170
CA $212 total
includes taxes & fees
Jun 27 - Jun 28
The Castle f
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
"The room was very clean but the beach was amazing. Soft sand and beautiful views. We sat on the beach chairs under the umbrellas for hours. Great value for the price. Highly recommend!"
sonya 2-night trip
Posted 2 hours ago
Azure Hotel and Art Studio

Find out more about Simpson Bay

Simpson Bay Apartments information

Number of reviews
49
Accommodation
186 Apartments
Lowest Price
CA $212
Highest Price
CA $1,289

Frequently asked questions

What's it like to stay at an apartment in Simpson Bay?
You can search through 174 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 are some of the more popular apartments in the area: The Horny Toad Guesthouse: Includes free WiFi, outdoor space, and separate dining areas. Free parking and a fitness center are on site. Beach Front 2 Bed Condon C1.1 with Sea View and Private Pool !!: Located 0.5 mi/0.8 km away in Simpson Bay. Amenities include free WiFi. Access to onsite laundry facilities is available on site. Nice and cozy ocean front studio with private terrace. Short walk to beaches.: Located in Simpson Bay, 1.5 mi/2.4 km away. Includes free WiFi, private patios, and Smart TVs. Access to onsite laundry facilities is available on site. Beach Front 1 Bedroom Flat D3: Located 0.5 mi/0.8 km away in Simpson Bay. A private pool, private patios, and Smart TVs are included. Onsite laundry facilities and an outdoor pool are on site. 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 174 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.