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Search results; Over 1,000 homes in Simpson Bay

Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 single bed
27 Aug – 1 Sept
4.87 out of 5 average rating, 266 reviews
Superhost
Flat in Saint Martin, St Martin
Experience a luxurious break by the sea
1 bedroom, 1 king bed
6–11 Sept
New place to stay
Guest favourite
Flat in Maho Beach, Sint Maarten
Turtle Den YOUR Maho Escape!
1 bedroom, 1 bed
15–20 Aug
4.88 out of 5 average rating, 137 reviews
Guest favourite
Room in Upper Prince's Quarter, Sint Maarten
Spacious Deluxe 1BR | Panoramic Ocean View
2 beds
18–23 Aug
4.89 out of 5 average rating, 9 reviews
Room in Marigot, St Martin
Chambre petit budget
1 double bed
26 Sept – 1 Oct
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
18–23 Sept
4.96 out of 5 average rating, 152 reviews
Top guest favourite
Flat in Grand-Case, St Martin
NEW: Unmatched Oceanfront Living in Grand Case
2 bedrooms, 2 beds
26–31 Aug
4.96 out of 5 average rating, 25 reviews
Guest favourite
Flat in Lowlands, Sint Maarten
Luxury Studio| Walk to Maho Beach, Casino, Dinning
1 bedroom, 1 queen bed
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Apartment in Collectivity of Saint Martin, Guadeloupe
Waterfront, beautiful ELBA! 2 to 4 people
1 bedroom, 2 beds
13–18 Aug
5.0 out of 5 average rating, 46 reviews
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds
31 Aug – 5 Sept
4.99 out of 5 average rating, 100 reviews
Townhouse in Simpson Bay, Sint Maarten
Tranquility A2 | Beachside @ The Drake Residences
2 bedrooms, 3 beds
18–23 Aug
New place to stay
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Pineapple Suite
2 bedrooms, 2 queen beds
14–19 Sept
4.96 out of 5 average rating, 46 reviews
Guest favourite
Townhouse in Sint Maarten, Sint Maarten
Indigo Bay Villa Poolside - Ocean 14
2 bedrooms, 2 king beds
21–26 Aug
4.96 out of 5 average rating, 110 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Paradise with Pool & Stunning Sunsets
2 bedrooms, 3 beds
9–14 Sept
4.9 out of 5 average rating, 70 reviews
Guest favourite
Flat in Little Bay, Sint Maarten
Stunning 2 BD Ocean View - Terraces Lt Bay
2 bedrooms, 3 beds
8–13 Sept
4.99 out of 5 average rating, 186 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaShores Beach Front 1 Brm Apt With Generator SXM
1 bedroom, 2 beds
26–31 Aug
4.95 out of 5 average rating, 57 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
C354 - Top view with balcony
1 bedroom, 1 king bed
11–16 Sept
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Budget-Friendly Studio!
1 bedroom, 1 queen bed
10–15 Aug
4.95 out of 5 average rating, 21 reviews