Holiday rentals 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.
Holiday rentals for every style
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Popular amenities for Simpson Bay holiday rentals
Other great holiday rentals in Simpson Bay
Apartment in Simpson Bay
5.0 out of 5 average rating, 56 reviewsBeach front luxury! Huge 2BR that has it all! ππ€©π
19β26 Feb
Guest house in Simpson Bay
4.96 out of 5 average rating, 96 reviewsSimpson Bay Beach Apartment. Topdeck. Ocean View
2β9 Aug
Home in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 68 reviewsVilla Blue View .. stunning views of endless sea!
10β17 Sep
Flat in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 45 reviewsHARMONY HAVEN on Simpson Bay Beach Beacon Hill
12β19 May
Apartment in Simpson Bay
4.96 out of 5 average rating, 72 reviewsFive Star Luxury Beachfront Condo Private Hot Tub
17β24 Aug
Villa in Simpson Bay
4.98 out of 5 average rating, 41 reviewsWaterfront "BONJOUR" Beacon Hill St Maarten
14β21 Oct
Flat in Cupecoy
5.0 out of 5 average rating, 6 reviewsBright Studio by Mullet Beach
14β21 Jul
Flat in Simpson Bay
5.0 out of 5 average rating, 3 reviewsThe Loft at Simpson Bay Yacht Club
28 Jun β 5 Jul
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
8.2T reviews
Nightly prices starting at
βΉ2,500 before taxes and fees
Destinations to explore
- Orient BayΒ Holiday rentals
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- Rentals with poolsΒ Simpson Bay
- Family-friendly rentalsΒ Simpson Bay
- Family-friendly rentalsΒ Simpson Bay
- Monthly RentalsΒ Simpson Bay
- Rentals with outdoor seatingΒ Simpson Bay
- Rentals with beach accessΒ Simpson Bay
- Flat rentalsΒ Simpson Bay
- Apartment rentalsΒ Simpson Bay
- Pet-friendly rentalsΒ Simpson Bay
- Rentals with a washing machine and dryerΒ Simpson Bay
- Waterfront rentalsΒ Simpson Bay
- Villa rentalsΒ Simpson Bay
- House rentalsΒ Simpson Bay
- Fitness-friendly rentalsΒ Simpson Bay
- Rentals with a hot tubΒ Simpson Bay
- Smoking-friendly rentalsΒ Simpson Bay
- Beach apartment rentalsΒ Simpson Bay
- Rentals with a patioΒ Simpson Bay
- Serviced apartment rentalsΒ Simpson Bay
- Beachfront rentalsΒ Simpson Bay
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