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Search results; Over 1,000 homes in Simpson Bay

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Apartment in Simpson Bay, Sint Maarten
Oceanfront w Pool | Maho Beach area
1 bedroom, 2 beds, 1.5 private bathrooms
27 Aug – 1 Sept
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4.81 out of 5 average rating, 190 reviews
Home in Koolbaai, Sint Maarten
A waterfront paradise facing the ocean on Saint Martin
4 bedrooms, 6 beds
19–24 Aug
New place to stay
Top guest favourite
Apartment in Upper Prince's Quarter, Sint Maarten
Serenity Seascape | 2BR Retreat, 270° Oceanviews
2 bedrooms, 2 king beds
24–29 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Upper Prince's Quarter, Sint Maarten
Aman_Luna
2 bedrooms, 3 beds
1–6 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaBliss 3BR Palm Beach Condo Simpson Bay
3 bedrooms, 3 beds
19–24 Aug
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Middle Floor - Unit 2
3 bedrooms, 3 beds
21–26 Aug
5.0 out of 5 average rating, 36 reviews
Guest favourite
Flat in Maho Beach, Sint Maarten
Turtle Den YOUR Maho Escape!
1 bedroom, 1 bed
28 Sept – 3 Oct
4.88 out of 5 average rating, 139 reviews
Townhouse in Simpson Bay, Sint Maarten
Utopia A3 | Beachside Stay @ The Drake Residences
2 bedrooms, 3 beds
18–23 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds
7–12 Sept
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Flat in Grand Cayes, St Martin
Modern Sea View Apartment from Pinel island
1 bedroom, 1 queen bed
26–31 Aug
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Cul-de-Sac, St Martin
Villa ELIOS 2BR SeaView
2 bedrooms, 2 king beds
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms, 3 beds
3–8 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Stunning Boho-Chic Beach Condo with Rooftop
2 bedrooms, 2 beds
20–27 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
3 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 47 reviews
Home in Koolbaai, Sint Maarten
Villa Where Dreams Meet the Sea
2 bedrooms, 2 king beds
26–31 Aug
New place to stay
Home in Collectivité de Saint-Martin, St Martin
OSun - SeaView Villa - SXM
4 bedrooms, 5 beds
19–24 Aug
4.83 out of 5 average rating, 18 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Paradise with Pool & Stunning Sunsets
2 bedrooms, 3 beds
9–14 Sept
4.9 out of 5 average rating, 70 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed
24–29 Sept
5.0 out of 5 average rating, 250 reviews
Top guest favourite
Flat in St Martin, St Martin
07 yellow cliff
2 bedrooms, 2 queen beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 24 reviews