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Search results; Over 1,000 homes in Simpson Bay

Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
1 bedroom, 1 bed, 1 private bathroom
28 Aug – 2 Sept
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4.89 out of 5 average rating, 244 reviews
Superhost
Apartment in Upper Prince's Quarter, Sint Maarten
Serenity Seascape | 2BR Retreat, 270° Oceanviews
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
8–13 Aug
Superhost
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
3–8 Aug
Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
4.95 out of 5 average rating, 108 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Poolside - Unit 1
4.98 out of 5 average rating, 42 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
3–8 Oct
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaShores Beach Front 1 Brm Apt With Generator SXM
4.95 out of 5 average rating, 56 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
4.92 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 3 bathrooms
9–14 Aug
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
5.0 out of 5 average rating, 45 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
27 Sept – 2 Oct
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Vista Blue-Newly Renovated
5.0 out of 5 average rating, 24 reviews, 3 bedrooms, 4 beds, 3.5 bathrooms
1–6 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
4.97 out of 5 average rating, 33 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Aug
Superhost
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
4.87 out of 5 average rating, 266 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Aug
Top guest favourite
Apartment in Marigot, St Martin
"SeaBird" studio, feet in the water on the beach
4.96 out of 5 average rating, 152 reviews, 1 bedroom, 2 beds, 1 bathroom
18–23 Sept
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Ann Marie's Escape
4.86 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 2 bathrooms
4–9 Sept
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Le Papillon -Modern, beachfront, 550sq. ft terrace
5.0 out of 5 average rating, 52 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Oct
Townhouse in Simpson Bay, Sint Maarten
The Drake's "Suite Serenity" @ White Sands Villas
New place to stay, 3 bedrooms, 6 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
SkyPort Condo
4.98 out of 5 average rating, 81 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
7–12 Jan
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Caribbean Breeze in Paradise, SXM
5.0 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Flat in Simpson Bay, Sint Maarten
Condo Josephine Maho Beacon Hill
4.81 out of 5 average rating, 16 reviews, 2 bedrooms, 2 beds, 1 bathroom
11–16 Aug