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Search results; Over 1,000 homes in Simpson Bay

Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
1 bedroom, 1 bed, 1 private bathroom
28 Aug – 2 Sept
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4.89 out of 5 average rating, 244 reviews
Superhost
Apartment in Upper Prince's Quarter, Sint Maarten
Serenity Seascape | 2BR Retreat, 270° Oceanviews
2 bedrooms, 2 king beds
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Flat in Saint Martin, St Martin
Experience a luxurious break by the sea
1 bedroom, 1 king bed
6–11 Sept
New place to stay
Superhost
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
3 bedrooms, 3 beds
5–10 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Cole Bay, Sint Maarten
Sunset, Ocean Views Huge 3 Bedroom House
3 bedrooms, 4 beds
3–8 Aug
4.8 out of 5 average rating, 45 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Poolside - Unit 1
3 bedrooms, 3 beds
3–8 Oct
4.98 out of 5 average rating, 43 reviews
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms, 3 queen beds
7–12 Sept
4.91 out of 5 average rating, 53 reviews
Townhouse in Simpson Bay, Sint Maarten
Tranquility @ The Drake | Just Steps to the Sand
2 bedrooms, 3 beds
15–20 Aug
New place to stay
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds
31 Aug – 5 Sept
4.99 out of 5 average rating, 100 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms, 5 beds
3–8 Aug
4.96 out of 5 average rating, 24 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaShores Beach Front 1 Brm Apt With Generator SXM
1 bedroom, 2 beds
26–31 Aug
4.95 out of 5 average rating, 56 reviews
Guest favourite
Room in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR - Luxury Apartment
1 king bed
4–9 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds
8–13 Aug
5.0 out of 5 average rating, 79 reviews
Townhouse in Simpson Bay, Sint Maarten
The Drake's "Suite Serenity" @ White Sands Villas
3 bedrooms, 6 beds
4–9 Aug
New place to stay
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds
7–12 Sept
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Flat in Grand-Case, St Martin
NEW: Unmatched Oceanfront Living in Grand Case
2 bedrooms, 2 beds
26–31 Aug
4.96 out of 5 average rating, 25 reviews
Guest favourite
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
1 queen bed
7–12 Sept
4.9 out of 5 average rating, 20 reviews
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms, 2 beds
13–18 Sept
4.99 out of 5 average rating, 197 reviews