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Check prices for these dates

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

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

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"This was my 3rd stay there. It was as marvelous as my 1st and 2nd. The beach was wonderful and breakfast was great."
Tyrone 6-night trip
Posted 19 hours ago
The Villas at Simpson Bay Resort

Frequently asked questions

What's it like to stay at an apartment in Simpson Bay?
There are 140 apartments to choose from in Simpson Bay for your trip. Why not enjoy the array of shops and popular beaches in this romantic area? Discover the region's favourite sights such as Orient Bay Beach.
Are you considering an apartment instead of a traditional hotel?
Offering a kitchen for convenient meals, an apartment is usually more spacious than a traditional hotel room. Apartments are a good option for solo travellers 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 favourite apartment to consider: The Horny Toad Guesthouse: Includes free WiFi, a balcony and a dining area . Free parking and a fitness centre 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 when I travel to Simpson Bay?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Simpson Bay. The hottest months are usually September and August, with an average temperature of 28°C, while the coldest months are February and March, with an average of 26°C. Average annual precipitation for Simpson Bay is 931 mm.
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 save you time when you get to your destination. Fly into Philipsburg (SXM-Princess Juliana Intl.), which is located 1.1 mi (1.8 km) away from the city centre. You can also search for flights into 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 explore more sights.