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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Apartment in Simpson Bay, Sint Maarten
The Beach Condo
2 bedrooms, 2 beds, 2.5 private bathrooms
15–20 Aug
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4.99 out of 5 average rating, 82 reviews
Superhost
Apartment in Upper Prince's Quarter, Sint Maarten
Serenity Seascape | 2BR Retreat, 270° Oceanviews
2 bedrooms, 2 king beds, 2.5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Flat in Saint Martin, St Martin
Vivez une parenthèse de luxe face à la mer
1 bedroom, 1 king bed, 1 bathroom
6–11 Sept
New place to stay
Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 queen bed, 1 bathroom
4–9 Aug
4.95 out of 5 average rating, 108 reviews
Superhost
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
3 bedrooms, 3 beds, 2.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Poolside - Unit 1
3 bedrooms, 3 beds, 3.5 bathrooms
3–8 Oct
4.98 out of 5 average rating, 43 reviews
Townhouse in Simpson Bay, Sint Maarten
Tranquility @ The Drake | Just Steps to the Sand
2 bedrooms, 3 beds, 2.5 bathrooms
15–20 Aug
New place to stay
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaShores Beach Front 1 Brm Apt With Generator SXM
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
4.95 out of 5 average rating, 56 reviews
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms, 2 beds, 2 bathrooms
13–18 Sept
4.99 out of 5 average rating, 197 reviews
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds, 2.5 bathrooms
7–12 Sept
4.97 out of 5 average rating, 36 reviews
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 beds, 3 bathrooms
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, 3 bathrooms
2–7 Aug
4.91 out of 5 average rating, 53 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 79 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms, 5 beds, 4 bathrooms
2–7 Aug
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Villa in Indigo Bay , Sint Maarten
AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.
4 bedrooms, 4 king beds, 4.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 15 reviews
Guest favourite
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
1 queen bed, 1 bathroom
7–12 Sept
4.9 out of 5 average rating, 20 reviews
Home in Lowlands, Sint Maarten
#1 Unique luxury villa, pool & stunning sea views
4 bedrooms, 5 beds, 4.5 bathrooms
8–13 Aug
New place to stay
Townhouse in Simpson Bay, Sint Maarten
The Drake's "Suite Serenity" @ White Sands Villas
3 bedrooms, 6 beds, 3 bathrooms
3–8 Aug
New place to stay
Top guest favourite
Apartment in Marigot, St Martin
"SeaBird" studio, feet in the water on the beach
1 bedroom, 2 beds, 1 bathroom
18–23 Sept
4.96 out of 5 average rating, 152 reviews