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Search results; Over 1,000 homes in Simpson Bay

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
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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, 1 bathroom
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, 1 bathroom
6–11 Sept
New place to stay
Guest favourite
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
1 queen bed, 1 bathroom
7–12 Sept
4.9 out of 5 average rating, 20 reviews
Flat in Little Bay, Sint Maarten
Vibra Lux Cozy Island Escape
1 bedroom, 1 queen bed, 1 bathroom
6–11 Aug
New place to stay
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Pineapple Suite
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Aug
4.96 out of 5 average rating, 46 reviews
Superhost
Apartment in Upper Prince's Quarter, Sint Maarten
Serenity Seascape | 2BR Retreat, 270° Oceanviews
2 bedrooms, 2 king beds, 2.5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 3 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
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
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, 79 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, 24 reviews
Guest favourite
Flat in Sandy Ground, St Martin
Condo Tropical'Izé with pool
1 bedroom, 1 bed, 1 bathroom
2–7 Sept
4.91 out of 5 average rating, 11 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
2 bedrooms, 2 beds, 2.5 bathrooms
11–16 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms, 3 queen beds, 3 bathrooms
7–12 Sept
4.91 out of 5 average rating, 55 reviews
Guest favourite
Flat in Lowlands, Sint Maarten
Luxury Studio| Walk to Maho Beach, Casino, Dinning
1 bedroom, 1 queen bed, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
3 bedrooms, 5 beds, 3.5 bathrooms
3–8 Oct
5.0 out of 5 average rating, 45 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
Guest favourite
Apartment in Saint Martin, St Martin
Ocean Breeze, Fully Renovated Beachfront 2 bdr
2 bedrooms, 2 king beds, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 5 reviews