Holiday houses in Simpson Bay
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Top-rated holiday rentals in Simpson Bay
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Simpson Bay holiday rentals
Other great holiday rentals in Simpson Bay
Guest favourite
Apartment in Lowlands
4.83 out of 5 average rating, 18 reviewsThe Emerald at Maho
21–28 Aug
$166 NZD per night
Guest favourite
Apartment in Simpson Bay
5.0 out of 5 average rating, 44 reviewsHARMONY HAVEN on Simpson Bay Beach Beacon Hill
14–21 Oct
$1,351 NZD 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
27 Aug – 3 Sep
$263 NZD per night
Guest favourite
Apartment in Simpson Bay
4.89 out of 5 average rating, 45 reviewsSimpson Bay apartment-free parking, great location
31 May – 7 Jun
$247 NZD per night
Guest favourite
Home in Simpson Bay
5.0 out of 5 average rating, 68 reviewsVilla Blue View .. stunning views of endless sea!
24 Jun – 1 Jul
$1,357 NZD per night
Guest favourite
Guesthouse in Simpson Bay
4.96 out of 5 average rating, 96 reviewsSimpson Bay Beach Apartment. Topdeck. Ocean View
2–9 Sep
$269 NZD per night
Superhost
Apartment in Lowlands
5.0 out of 5 average rating, 8 reviewsEmerald Apt at Maho Beach
14–21 Oct
$184 NZD per night
Guest favourite
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 27 reviewsOCEAN FRONT Steps From BEACH!
16–23 Jul
$588 NZD per night
Quick stats about holiday 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
$51 NZD before taxes and fees
Destinations to explore
- Orient Bay Holiday rentals
- Grand Case Holiday rentals
- Gustavia Holiday rentals
- Philipsburg Holiday rentals
- Bakers Bay Holiday rentals
- Baie Nettlé Holiday rentals
- Maho Beach Holiday rentals
- Marigot Holiday rentals
- Cul-de-Sac Holiday rentals
- Anse Marcel Holiday rentals
- Mont Vernon Holiday rentals
- San Juan Holiday rentals
- Monthly Rentals Simpson Bay
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