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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 beds, 2.5 private bathrooms
1–6 Oct
,
4.96 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
27 Aug – 1 Sept
4.87 out of 5 average rating, 266 reviews
Guest favourite
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
1 queen bed, 1 bathroom
4–9 Sept
4.91 out of 5 average rating, 22 reviews
Guest favourite
Room in Upper Prince's Quarter, Sint Maarten
Spacious Deluxe 1BR | Panoramic Ocean View
2 beds, 1.5 bathrooms
9–14 Aug
4.89 out of 5 average rating, 9 reviews
Guest favourite
Flat in Lowlands, Sint Maarten
Luxury Studio| Walk to Maho Beach, Casino, Dinning
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Room in Simpson Bay, Sint Maarten
Book now your best sun& beach sanctuary ever!
1 double bed, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds, 2 bathrooms
31 Aug – 5 Sept
4.99 out of 5 average rating, 100 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, 152 reviews
Superhost
Flat in Saint Martin, St Martin
Experience a luxurious break by the sea
1 bedroom, 1 king bed, 1 bathroom
6–11 Sept
New place to stay
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
24–29 Sept
5.0 out of 5 average rating, 250 reviews
Guest favourite
Apartment in Marigot, St Martin
Cozy studio, beach/pool access, terrace with sea view
1 bedroom, 1 double bed, 1 bathroom
29 Aug – 4 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Grand-Case, St Martin
NEW: Unmatched Oceanfront Living in Grand Case
2 bedrooms, 2 beds, 2 bathrooms
26–31 Aug
4.96 out of 5 average rating, 25 reviews
Guest favourite
Flat in Little Bay, Sint Maarten
Stunning 2 BD Ocean View - Terraces Lt Bay
2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
4.99 out of 5 average rating, 186 reviews
Guest favourite
Flat in Maho Beach, Sint Maarten
Turtle Den YOUR Maho Escape!
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
4.88 out of 5 average rating, 137 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaShores Beach Front 1 Brm Apt With Generator SXM
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
4.95 out of 5 average rating, 57 reviews
Guest favourite
Villa in Indigo Bay, Sint Maarten
Villa Ocean - Indulge Yourself in Paradise
3 bedrooms, 4 beds, 2 bathrooms
19–24 Aug
4.95 out of 5 average rating, 80 reviews
Guest favourite
Home in Lowlands, Sint Maarten
Casa Rish-2BR 2.5BH TownHouse with pool in Cupecoy
2 bedrooms, 3 beds, 2.5 bathrooms
15–20 Aug
4.88 out of 5 average rating, 25 reviews
Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 queen bed, 1 bathroom
14–19 Aug
4.95 out of 5 average rating, 108 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, 37 reviews