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Search results; Over 1,000 homes in Simpson Bay

Guest suite in Simpson Bay, Sint Maarten
Garden Cottage in Beacon Hill (close to beach)
1 bedroom, 1 bed, 1 private bathroom
10–15 Aug
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4.68 out of 5 average rating, 19 reviews
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
1–6 Aug
Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
4.95 out of 5 average rating, 108 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
SkyPort Condo
4.98 out of 5 average rating, 81 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
7–12 Jan
Townhouse in Simpson Bay, Sint Maarten
The Drake's "Suite Serenity" @ White Sands Villas
New place to stay, 3 bedrooms, 6 beds, 3 bathrooms
2–7 Aug
Guest favourite
Flat in Cole Bay, Sint Maarten
C354 - Top view with balcony
4.94 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Aug
Top guest favourite
Apartment in Marigot, St Martin
"SeaBird" studio, feet in the water on the beach
4.96 out of 5 average rating, 152 reviews, 1 bedroom, 2 beds, 1 bathroom
18–23 Sept
Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
4.89 out of 5 average rating, 244 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Aug
Townhouse in Simpson Bay, Sint Maarten
Nirvana @ The Drake | Beach Just Steps Away
New place to stay, 2 bedrooms, 3 beds, 2.5 bathrooms
4–9 Aug
Guest favourite
Home in Indigo Bay, Sint Maarten
Miracle on the Bay
4.92 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Sept
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
4.99 out of 5 average rating, 330 reviews, 3 bedrooms, 4 beds, 3 bathrooms
10–15 Apr
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
4.91 out of 5 average rating, 53 reviews, 3 bedrooms, 3 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Simpson bay beach, spacious, beautiful views!
5.0 out of 5 average rating, 153 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Caribbean Breeze in Paradise, SXM
5.0 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Aug
Superhost
Home in Les Terres Basses, St Martin
Tiki Lodge 5mn away from the beach
3 bedrooms, 3 beds, 3 bathrooms
1–6 Aug
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 3 beds, 3 bathrooms
23–28 Aug
Guest favourite
Home in Indigo Bay, Sint Maarten
Luxury Villa Ocean at Indigo Bay with Private Pool
4.86 out of 5 average rating, 7 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
18–23 Oct
Guest favourite
Villa in Pelican Key, Sint Maarten
Villa Sea Forever @ Pelican Key - Paradise Awaits!
5.0 out of 5 average rating, 32 reviews, 2 bedrooms, 4 beds, 2.5 bathrooms
1–6 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Le Papillon -Modern, beachfront, 550sq. ft terrace
5.0 out of 5 average rating, 52 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Oct