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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 bed, 1 private bathroom
4–9 Aug
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4.95 out of 5 average rating, 108 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
5.0 out of 5 average rating, 248 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Aug
Guest favourite
Serviced apartment in Simpson Bay, Sint Maarten
Unit 3 - Luxury apartment by the sea
4.85 out of 5 average rating, 53 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Jul
Flat in Simpson Bay, Sint Maarten
Ocean's Edge Blue Water Paradise (sea front)
1 bedroom, 2 beds, 1.5 bathrooms
21–26 Jul
Townhouse in Simpson Bay, Sint Maarten
Utopia | Beachside Stay @ The Drake
New place to stay, 2 bedrooms, 3 beds, 2.5 bathrooms
30 Jul – 4 Aug
Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
4.87 out of 5 average rating, 262 reviews, 1 bedroom, 1 bed, 1 bathroom
24–29 Aug
Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
4.88 out of 5 average rating, 243 reviews, 1 bedroom, 1 bed, 1 bathroom
29 Jul – 3 Aug
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
4.97 out of 5 average rating, 36 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Sept
Guest favourite
Apartment in Koolbaai, Sint Maarten
Blue Pelican Luxury Villa - Featured on HGTV!
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
5.0 out of 5 average rating, 78 reviews, 2 beds, 1.5 bathrooms
8–13 Aug
Guest favourite
Apartment in Simpson Bay, Sint Maarten
1 Bedroom Seafront Flat D3
5.0 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Jul – 2 Aug
Guest favourite
Flat in Simpson Bay, Sint Maarten
Seafront Studio C3
4.95 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Flat in Lowlands, Sint Maarten
Luxury Studio| Walk to Maho Beach, Casino, Dinning
5.0 out of 5 average rating, 4 reviews, 1 bedroom, 1 bed, 1 bathroom
5–10 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Second Home Beach Apartment
4.99 out of 5 average rating, 102 reviews, 1 bedroom, 1 bed, 1 bathroom
30 Jul – 4 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
SeaHarmony 3BR Palm Beach Condo in Simpson Bay
5.0 out of 5 average rating, 18 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
21–26 Jul
Top guest favourite
Apartment in Marigot, St Martin
Premium studio with Caribbean sea view & Marigot pool
5.0 out of 5 average rating, 68 reviews, 1 bed, 1 bathroom
12–17 Sept
Superhost
Room in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
5.0 out of 5 average rating, 4 reviews, 1 king bed, 1.5 bathrooms
27 Jul – 1 Aug
Guest favourite
Flat in Simpson Bay, Sint Maarten
Blue Sky 1 bedr apt in Simpson Bay- with Generator
4.97 out of 5 average rating, 38 reviews, 1 bedroom, 1 bed, 1 bathroom
23–28 Jul
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
28 Jul – 2 Aug