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Search results; Over 1,000 homes in Simpson Bay

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Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
1 bedroom, 1 bed, 1 private bathroom
5–10 Sept, Individual host
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4.89 out of 5 average rating, 246 reviews
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Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Popular Beachfront Property Barefoot /Simpson bay
2 bedrooms, 2 king beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 27 reviews
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Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms, 5 beds, 5.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 29 reviews
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Top guest favourite
Flat in Simpson Bay, Sint Maarten
Royal Palm Hilton SXM
2 bedrooms, 3 beds, 2 bathrooms
3–10 Sept
4.92 out of 5 average rating, 66 reviews
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Guest favourite
Apartment in Simpson Bay, Sint Maarten
Five Star Luxury Beachfront Condo Private Hot Tub
2 bedrooms, 2 king beds, 2.5 bathrooms
1–6 Sept
4.94 out of 5 average rating, 87 reviews
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Home in Koolbaai, Sint Maarten
Waterfront paradise facing the ocean SXM
Individual host
1–6 Sept
New place to stay
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Top guest favourite
Home in Cole Bay, Sint Maarten
Puerta Al Mar - Ocean-Side Villa Tranquility
5 bedrooms, 5 beds, 5.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 52 reviews
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Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and swimming pool access
Individual host
14–19 Sept
5.0 out of 5 average rating, 7 reviews
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Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 81 reviews
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Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 king beds, 3 bathrooms
1–6 Oct
4.92 out of 5 average rating, 26 reviews
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Top guest favourite
Villa in Simpson Bay, Sint Maarten
Surfsong Villa- Luxury Water Front Villa for 12
Business host
20–25 Sept
4.98 out of 5 average rating, 94 reviews
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Top guest favourite
Flat in Simpson Bay, Sint Maarten
Vista Blue-Newly Renovated
3 bedrooms, 4 beds, 3.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 24 reviews
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Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms, 3 beds, 3 bathrooms
3–8 Oct
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Apartment in Simpson Bay, Sint Maarten
The Penthouse at LaSiesta - 3 BD - Luxury Awaits!
3 bedrooms, 3 king beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 king beds, 2.5 bathrooms
8–13 Jan
4.96 out of 5 average rating, 109 reviews
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Guest favourite
Villa in Koolbaai, Sint Maarten
Villa Livity 6 Bed Luxury Sea view boutique villa
Business host
5–10 Sept
4.91 out of 5 average rating, 46 reviews
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Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 single bed, 1 bathroom
24–29 Sept
4.87 out of 5 average rating, 270 reviews
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Top guest favourite
Flat in Simpson Bay, Sint Maarten
Simpson bay beach, spacious, beautiful views!
3 bedrooms, 3 king beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 156 reviews
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Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds, 2 bathrooms
4–9 Sept
4.94 out of 5 average rating, 70 reviews