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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Featured Apartments in Simpson Bay

The Horny Toad Guesthouse
View from room

The Horny Toad Guesthouse

3.0 star property
9.4 out of 10, Exceptional, (53)
"We like it being beachfront, wide verandas, spacious unit, host and staff were excellent!"
The Horny Toad Guesthouse
OASIS Apartments Simpson Bay
Restaurant

OASIS Apartments Simpson Bay

4.0 star property
OASIS Apartments Simpson Bay
Simpson Bay Sunshine Escape
Beach

Simpson Bay Sunshine Escape

3.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing spot. Like having your own private beach next to a condo. Not crowded at all yet easy access to spots to eat up the beach or a short walk/drive away. If we ever come back to SXM we absolutely will stay here. "
Simpson Bay Sunshine Escape
Charming 1-bed Studio in Simpson Bay - Beacon Hill
Beach

Charming 1-bed Studio in Simpson Bay - Beacon Hill

3.0 star property
8.8 out of 10, Excellent, (3)
"Just a wonderful experience James was absolutely wonderful the place had everything a small home would have this was so convenient for us thank you James "
Charming 1-bed Studio in Simpson Bay - Beacon Hill
Sint Maarten 2 Bedrooms Simpson Bay
Property grounds

Sint Maarten 2 Bedrooms Simpson Bay

3.5 star property
10.0 out of 10, Exceptional, (2)
"Great owner's condo on the Lagoon with boat slip for our dinghy. Owner even lent us some baby equipment!"
Sint Maarten 2 Bedrooms Simpson Bay
Acqua turquoise ocean views
2 outdoor pools

Acqua turquoise ocean views

4.0 star property
Acqua turquoise ocean views
Blue Sail
Outdoor pool

Blue Sail

3.0 star property
8.0 out of 10, Very Good, (4)
"For the price it was excellent, our host was very friendly and accommodating. We would stay there again"
Blue Sail
Blue Pelican Vacation Rental
Outdoor pool

Blue Pelican Vacation Rental

3.5 star property
8.8 out of 10, Excellent, (5)
"Great view from bedroom, clean, modern. Bed was not so comfortable. "
Blue Pelican Vacation Rental
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

Baker's Suites

Baker's Suites

10/10 Excellent
"The property is great. It's close to a number of restaurants and bars that are in walking distance. The staff is really nice. Latoya at the front desk has excellent customer service. She made us feel welcomed and her food recommendations were the best. Housekeeping (can't remember her name) was also great. We would stay at Baker Suites again. "
Reisa 3-night trip
Posted 2 days ago
Baker's Suites

Frequently asked questions

What's it like to stay at an apartment in Simpson Bay?
You can search through 140 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?
Below is a top apartment to consider: The Horny Toad Guesthouse: Includes free WiFi, outdoor space, and separate dining areas. Free parking and a fitness center are on site.
How many apartments can I expect to find in Simpson Bay?
Expedia has 140 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. Flamingo Beach and Simpson Bay Beach are a couple of lovely local spots to get outside and enjoy nature. Kim Sha 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.