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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
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds, 3.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 68 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
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
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Middle Floor - Unit 2
3 bedrooms, 3 beds, 3.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 36 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 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
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
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
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
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
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
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Pineapple Suite
2 bedrooms, 2 queen beds, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 47 reviews
Guest favourite
Flat in Koolbaai, Sint Maarten
Cozy condo in Blue Pelican
1 bed, 1 bathroom
9–14 Sept
4.82 out of 5 average rating, 49 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 81 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