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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
31 Oct – 5 Nov
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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
7–12 Sept
4.87 out of 5 average rating, 268 reviews
Guest favourite
Room in Upper Prince's Quarter, Sint Maarten
Spacious Deluxe 1BR | Panoramic Ocean View
2 beds
23–28 Aug
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Room in Simpson Bay, Sint Maarten
Sanctuary: Book now your solo sun& beach stay!
1 double bed
16–21 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Lowlands, Sint Maarten
Luxury Studio| Walk to Maho Beach, Casino, Dinning
1 bedroom, 1 queen bed
2–7 Sept
5.0 out of 5 average rating, 6 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, 101 reviews
Superhost
Apartment in Simpson Bay, Sint Maarten
Maho Beach Oceanfront Getaway
1 bedroom, 2 beds
7–12 Sept
4.68 out of 5 average rating, 225 reviews
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, 153 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
Guest favourite
Apartment in Lowlands, Sint Maarten
Beachfront Studio in Cupecoy, SXM
1 bedroom, 1 king bed
6–11 Sept
4.8 out of 5 average rating, 106 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Budget-Friendly Studio!
1 bedroom, 1 queen bed
16–21 Aug
4.95 out of 5 average rating, 21 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
Townhouse in Sint Maarten, Sint Maarten
Indigo Bay Villa Poolside - Ocean 14
2 bedrooms, 2 king beds
25–30 Aug
4.96 out of 5 average rating, 110 reviews
Room in Marigot, St Martin
Chambre petit budget
1 double bed
26 Sept – 1 Oct
New place to stay
Superhost
Home in Cul-de-Sac, St Martin
Villa ELIOS 2BR SeaView
2 bedrooms, 2 king beds
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Villa in Indigo Bay, Sint Maarten
Villa Ocean - Indulge Yourself in Paradise
3 bedrooms, 4 beds
7–12 Sept
4.95 out of 5 average rating, 80 reviews
Top guest favourite
Apartment in Collectivity of Saint Martin, Guadeloupe
Waterfront, beautiful ELBA! 2 to 4 people
1 bedroom, 2 beds
23–28 Aug
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms, 3 beds
3–8 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
1 queen bed
4–9 Sept
4.92 out of 5 average rating, 24 reviews