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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Flat in Simpson Bay, Sint Maarten
Simpson bay beach, spacious, beautiful views!
3 bedrooms, 3 beds, 2 private bathrooms
26–31 Jul
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5.0 out of 5 average rating, 152 reviews
Superhost
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
14–19 Jul
Guest favourite
Townhouse in Sint Maarten, Sint Maarten
Indigo Bay Villa Poolside - Ocean 14
4.96 out of 5 average rating, 106 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
2–7 Oct
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
5.0 out of 5 average rating, 65 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
20–25 Jul
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
4–9 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Le Papillon -Modern, beachfront, 550sq. ft terrace
5.0 out of 5 average rating, 51 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Oct
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Paradise with Pool & Stunning Sunsets
4.9 out of 5 average rating, 68 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
4.99 out of 5 average rating, 97 reviews, 2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
5.0 out of 5 average rating, 43 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
8–13 Sept
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
14–19 Jul
Top guest favourite
Villa in Beacon Hill, Sint Maarten
Infinity Ocean Edge - Luxury Oceanfront Penthouse
5.0 out of 5 average rating, 24 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
28 Jul – 2 Aug
Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5.0 out of 5 average rating, 26 reviews, 5 bedrooms, 5 beds, 5.5 bathrooms
17–22 Jul
Guest favourite
Villa in Simpson Bay, Sint Maarten
Waterfront "Bonjour" Beacon Hill St Maarten
4.97 out of 5 average rating, 86 reviews, 4 bedrooms, 4 beds, 4 bathrooms
9–14 Sept
Guest favourite
Flat in Grand-Case, St Martin
NEW: Unmatched Oceanfront Living in Grand Case
4.95 out of 5 average rating, 21 reviews, 2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
Superhost
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Home in Simpson Bay, Sint Maarten
Villa Blue View .. stunning views of endless sea!
5.0 out of 5 average rating, 92 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
19–24 Jul
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
4.99 out of 5 average rating, 328 reviews, 3 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
Guest favourite
Flat in Cole Bay, Sint Maarten
Beautiful, bright apartment with a lagoon view in Simpson Bay
5.0 out of 5 average rating, 14 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Aug
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 3 bathrooms
27 Jul – 1 Aug