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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 bed, 1 private bathroom
21–26 Aug
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4.95 out of 5 average rating, 109 reviews
Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 single bed, 1 bathroom
7–12 Sept
4.87 out of 5 average rating, 268 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
Individual host
5–10 Sept
4.89 out of 5 average rating, 245 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaShores Beach Front 1 Brm Apt With Generator SXM
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.95 out of 5 average rating, 57 reviews
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds, 2 bathrooms
12–17 Sept
4.94 out of 5 average rating, 70 reviews
Home in Koolbaai, Sint Maarten
Waterfront paradise facing the ocean SXM
Individual host
1–6 Sept
New place to stay
Top guest favourite
Apartment in Maho, Sint Maarten
Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
1 bedroom, 1 queen bed, 1 bathroom
21–26 Aug
4.91 out of 5 average rating, 255 reviews
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and swimming pool access
Individual host
14–19 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Townhouse in Simpson Bay, Sint Maarten
Utopia A3 | Beachside Stay @ The Drake Residences
2 bedrooms, 3 beds, 2.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Unit 1 - Apartment by the sea
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.94 out of 5 average rating, 31 reviews
Superhost
Apartment in Simpson Bay, Sint Maarten
Maho Beach Oceanfront Getaway
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.68 out of 5 average rating, 225 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaBliss 3BR Palm Beach Condo Simpson Bay
3 bedrooms, 3 beds, 3 bathrooms
10–15 Sept
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Apartment in Marigot, St Martin
"SeaBird" studio, feet in the water on the beach
1 bedroom, 2 beds, 1 bathroom
18–23 Sept
4.96 out of 5 average rating, 153 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Unit 3 - Luxury apartment by the sea
1 bedroom, 2 beds, 1 bathroom
27 Aug – 1 Sept
4.85 out of 5 average rating, 54 reviews
Guest favourite
Flat in Lowlands, Sint Maarten
Luxury Studio| Walk to Maho Beach, Casino, Dinning
1 bedroom, 1 queen bed, 1 bathroom
2–7 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Indigo Bay, Sint Maarten
Modern Indigo Bay Studio 3 Min Walk To Beach
1 bedroom, 2 beds, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 49 reviews
Guest favourite
Apartment in Marigot, St Martin
Cozy studio, beach/pool access, terrace with sea view
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds, 2.5 bathrooms
19–24 Sept
4.97 out of 5 average rating, 38 reviews
Guest favourite
Apartment in Lowlands, Sint Maarten
Beachfront Studio in Cupecoy, SXM
1 bedroom, 1 king bed, 1 bathroom
6–11 Sept
4.8 out of 5 average rating, 106 reviews