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Compare 110 Apartments in Simpson Bay with updated reviews, rates, and availability.

Nice and cozy ocean front studio with private terrace. Short walk to beaches.

8.8 out of 10, Excellent, (9)
"close to the beach and walkable in Maho area"
Nice and cozy ocean front studio with private terrace. Short walk to beaches.

Top of the art penthouse on the beach - 4000 sq. ft of luxury

10.0 out of 10, Exceptional, (68)
"This property was exactly how it was advertised. Very spacious. You almost only needed your toothbrush. The refrigerator was well stocked, there was coffee and tea and Nespresso and spices and alcohol and condiments. I would highly recommend this unit."
Top of the art penthouse on the beach - 4000 sq. ft of luxury

The Horny Toad Guesthouse

3.0 star property
9.4 out of 10, Exceptional, (51)
"Deb & Doug are accommodating and great to talk to to get ideas of things to do. Perfect place to stay!"
The Horny Toad Guesthouse

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

9.8 out of 10, Exceptional, (17)
"Very clean, true to pictures. "
The price is SAR 1,482
SAR 1,925 total
includes taxes & fees
18 Feb - 19 Feb
Turquoise paradise, directly ON beach, gated w underground parking!

Minimalistic 2 bedroom apartment near Maho beach

10.0 out of 10, Exceptional, (1)
Minimalistic 2 bedroom apartment near Maho beach

LimeTree Studio, Pelican Key

9.8 out of 10, Exceptional, (6)
"Janet was very informative about the area , places to go and things to do . Janet is a very knowledgeable and helpful person done way more than anyone could ask her to do great place outside and in could not ask for more !"
LimeTree Studio, Pelican Key

Spacious Simpsonbay Yachtclub apartment with pool

9.4 out of 10, Exceptional, (9)
"Nice property, good location"
Spacious Simpsonbay Yachtclub apartment with pool

Simpson Bay Beach Modern Apartment. Roof deck Ocean Views WIFI Satellite TV.

10.0 out of 10, Exceptional, (53)
"Perfect location in Simpson Bay, 2 steps from the beach. Lovely upper patio to watch sunsets. Owners very friendly and helpful!"
Simpson Bay Beach Modern Apartment. Roof deck Ocean Views WIFI Satellite TV.

OASIS Apartments Simpson Bay

4.0 star property
OASIS Apartments Simpson Bay

Charming 1-Bed Studio in Simpson Bay - Beacon Hill

Charming 1-Bed Studio in Simpson Bay - Beacon Hill

Oasis Simpson Bay 1 Bedroom -1.5 Bath apartment - GENERATOR

10.0 out of 10, Exceptional, (1)
"Wonderful property that is within walking distance of everything in Simpson Bay! Secure parking as well so that you can check out the rest of the island with your rental car and not worry where to park. Jolanda was awesome!"
Oasis Simpson Bay 1 Bedroom -1.5 Bath apartment - GENERATOR

Simpson Bay apartment-backup generator, nearby beaches, internet, great location

9.0 out of 10, Wonderful, (2)
"This is our second consecutive stay at this property. The location is perfect with easy access to beaches, restaurants and bars. The space is renovated and provides ample room and space for up to 3 people. Parking can be tricky during the day, but we did not have any issues this year finding a spot now that the construction of the marina building is complete. This is the perfect spot for a safe and fun vacation. The host has always been very responsive and accommodating. "
Simpson Bay apartment-backup generator, nearby beaches, internet, great location

Walking distance to everything on Simpson bay area Restaurants, Beach, Nite Life

10.0 out of 10, Exceptional, (2)
"Lovely property with all the amenities. The host is very responsive. Everything was easy!!"
Walking distance to everything on Simpson bay area Restaurants, Beach, Nite Life

SECOND HOME Beach Apartment

10.0 out of 10, Exceptional, (7)
"Simona's 1BR is a lovely place to stay near the beach. Simpson Bay Beach is not busy or crowded, but it has a long, wide stretch of smooth white sand and beautiful turquoise water. The apartment is less than 2 minutes walk away. Simona has included two beach chairs and an umbrella, so you have everything you need, and picking up supplies is easy with several small grocery stores within a 5-minute walk. The area felt safe, and the long balcony provided a wonderful place to spend the morning or...
SECOND HOME Beach Apartment

OASIS Penthouse with private garden & shared pool -GENERATOR

OASIS Penthouse with private garden & shared pool -GENERATOR

Beachfront condo with pool

Beachfront condo with pool

OASIS deluxe 1 bedroom apartment with Pool & Generator

10.0 out of 10, Exceptional, (1)
"The property truly is an oasis. The host is extremely helpful and available. The property is fully appointed, clean and quite cozy. This property is an easy walk to the markets, coffee shops, restaurants and bars and the beach. I highly recommend this property and host."
OASIS deluxe 1 bedroom apartment with Pool & Generator

Lagoonside Evasion

Lagoonside Evasion

Sint maarten 2 bedroom simpson yatch club

10.0 out of 10, Exceptional, (1)
"Property was as advertised. Location is excellent. The owner ( Delphine ) was waiting for us when we arrived as she stated. Communicating with her was easy & she was extremely personable & profeessional. We definitely will look to rent this property again."
Sint maarten 2 bedroom simpson yatch club

A131 - Exceptional Lagoon View

A131 - Exceptional Lagoon 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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Other property types in Simpson Bay

Simpson Bay Suites

3.5 star property
6.8 out of 10, (111)
"The location close to the airport "
The price is SAR 634
SAR 710 total
includes taxes & fees
20 Jan - 21 Jan
Simpson Bay Suites

Tradewinds at Simpson Bay

3.5 star property
9.2 out of 10, Wonderful, (18)
"Very nice host with incredibly fast responses to questions. I would stay there again. "
Tradewinds at Simpson Bay

The Horny Toad Guesthouse

3.0 star property
9.4 out of 10, Exceptional, (51)
"Deb & Doug are accommodating and great to talk to to get ideas of things to do. Perfect place to stay!"
The Horny Toad Guesthouse
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.

Frequently asked questions

What's it like to stay at an apartment in Simpson Bay?
You can search through 125 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 Orient Bay 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 favorite apartments in the area: Top of the art penthouse on the beach - 4000 sq. ft of luxury: Located 0.3 mi/0.5 km away in Simpson Bay. Laundry facilities, free WiFi, and private balconies are included. A fitness center and a rooftop terrace are on site. Mullet Bay Suites: Your Luxury Stay Awaits: Located in Lowlands, 2.2 mi/3.6 km away. Includes laundry facilities, free WiFi, and comfortable bedding. Free parking and an outdoor pool are on site. Condostmaarten by the sea -Adults Only-: Located 1.9 mi/3 km away in Cole Bay. Free WiFi, separate dining areas, and sofa beds are included. Free parking and onsite laundry facilities 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 125 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 Dunes 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.