Vacation rentals in Simpson Bay
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Top-rated vacation rentals in Simpson Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Simpson Bay vacation rentals
Other great vacation rentals in Simpson Bay
Guest favourite
Apartment in Lowlands
4.83 out of 5 average rating, 18 reviewsThe Emerald at Maho
Aug. 21 – 28
$135 CAD per night
Guest favourite
Apartment in Simpson Bay
5.0 out of 5 average rating, 44 reviewsHARMONY HAVEN on Simpson Bay Beach Beacon Hill
Oct. 14 – 21
$1,100 CAD per night
Guest favourite
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 24 reviewsThe luxe 1 bedroom apt with pool
Aug. 27 – Sep. 3
$214 CAD per night
Guest favourite
Apartment in Simpson Bay
4.89 out of 5 average rating, 45 reviewsSimpson Bay apartment-free parking, great location
May 31 – Jun. 7
$202 CAD per night
Guest favourite
Home in Simpson Bay
5.0 out of 5 average rating, 68 reviewsVilla Blue View .. stunning views of endless sea!
Jun. 24 – Jul. 1
$1,105 CAD per night
Guest favourite
Guesthouse in Simpson Bay
4.96 out of 5 average rating, 96 reviewsSimpson Bay Beach Apartment. Topdeck. Ocean View
Sep. 2 – 9
$219 CAD per night
Superhost
Apartment in Lowlands
5.0 out of 5 average rating, 8 reviewsEmerald Apt at Maho Beach
Oct. 14 – 21
$150 CAD per night
Guest favourite
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 27 reviewsOCEAN FRONT Steps From BEACH!
Jul. 16 – 23
$478 CAD per night
Quick stats about vacation rentals in Simpson Bay
Total rentals
320 properties
Rentals with a pool
200 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
8.2K reviews
Nightly prices starting at
$41 CAD before taxes and fees
Destinations to explore
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- Monthly Rentals Simpson Bay
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