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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 beds, 3 private bathrooms
9–14 Aug
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4.92 out of 5 average rating, 24 reviews
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Middle Floor - Unit 2
5.0 out of 5 average rating, 30 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Jul
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
2–7 Jul
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
5.0 out of 5 average rating, 20 reviews, 4 bedrooms, 5 beds, 4 bathrooms
9–14 Aug
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Ultra Luxury Modern Condo / Beach Views
4.95 out of 5 average rating, 19 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
18–23 Aug
Guest favourite
Flat in Upper Prince's Quarter, Sint Maarten
Aman_Aria
4.97 out of 5 average rating, 35 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Flat in St Martin, St Martin
07 yellow cliff
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 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
Flat in Simpson Bay, Sint Maarten
Apartment in Simpson bay
New place to stay, 1 bedroom, 2 beds, 1 bathroom
6–11 Jul
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
4.97 out of 5 average rating, 35 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
5.0 out of 5 average rating, 42 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
11–16 Jul
Top guest favourite
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 4 beds, 4 bathrooms
6–11 Jul
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
17–22 Aug
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
4.95 out of 5 average rating, 63 reviews, 2 bedrooms, 2 beds, 2 bathrooms
13–18 Sept
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
New place to stay, 1 bedroom, 1 bed, 1.5 bathrooms
5–10 Jul
Guest favourite
Flat in Cole Bay, Sint Maarten
B224 - Amazing Lagoon-View Apartment with Balcony
4.86 out of 5 average rating, 7 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Jul
Guest favourite
Townhouse in Koolbaai, Sint Maarten
Quiet Family 3BR Villa, Private Pool · Pelican Key
4.85 out of 5 average rating, 55 reviews, 3 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
Flat in Simpson Bay, Sint Maarten
Condo Josephine Maho Beacon Hill
4.77 out of 5 average rating, 13 reviews, 2 bedrooms, 2 beds, 1 bathroom
6–11 Jul