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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 bed, 1.5 private bathrooms
24–29 Sept
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5.0 out of 5 average rating, 251 reviews
Townhouse in Simpson Bay, Sint Maarten
Tranquility A2 | Beachside @ The Drake Residences
2 bedrooms, 3 beds, 2.5 bathrooms
1–6 Sept
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds, 2 bathrooms
12–17 Sept
4.94 out of 5 average rating, 70 reviews
Home in Koolbaai, Sint Maarten
A waterfront paradise facing the ocean on Saint Martin
4 bedrooms, 6 beds, 3 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds, 2.5 bathrooms
19–24 Sept
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Middle Floor - Unit 2
3 bedrooms, 3 beds, 3.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Stunning Boho-Chic Beach Condo with Rooftop
2 bedrooms, 2 beds, 2 bathrooms
1–8 Sept
5.0 out of 5 average rating, 16 reviews
Townhouse in Simpson Bay, Sint Maarten
The Drake's "Suite Serenity" @ White Sands Villas
3 bedrooms, 6 beds, 3 bathrooms
1–6 Sept
Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
1 bedroom, 1 queen bed, 1 bathroom
5–10 Sept
4.89 out of 5 average rating, 245 reviews
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds, 3 bathrooms
1–6 Sept
4.99 out of 5 average rating, 333 reviews
Guest favourite
Flat in Grand-Case, St Martin
NEW: Unmatched Oceanfront Living in Grand Case
2 bedrooms, 2 beds, 2 bathrooms
30 Nov – 5 Dec
4.88 out of 5 average rating, 26 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
3 bedrooms, 5 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 47 reviews
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
4.99 out of 5 average rating, 103 reviews
Guest favourite
Villa in Indigo Bay, Sint Maarten
Villa Ocean - Indulge Yourself in Paradise
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 80 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 81 reviews
Superhost
Flat in Marigot, St Martin
Palm Beach House, magnifique 2 ch sur la plage
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaViews 2Brm Ocean Front Condo SXM
2 bedrooms, 2 beds, 2 bathrooms
2–7 Sept
4.91 out of 5 average rating, 34 reviews