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Search results; Over 1,000 homes in Simpson Bay

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Serviced apartment in Simpson Bay, Sint Maarten
Island Chic Elegance! Full Kitchen, Outdoor Pool!
1 bedroom, 1 bed, 1 private bathroom
26 Sept – 1 Oct
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Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms, 5 beds, 4 bathrooms
20–25 Sept
4.97 out of 5 average rating, 29 reviews
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Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaHarmony 3BR Palm Beach Condo in Simpson Bay
3 bedrooms, 3 king beds, 3.5 bathrooms
19–24 Sept
4.95 out of 5 average rating, 21 reviews
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Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 single bed, 1 bathroom
31 Oct – 5 Nov
4.87 out of 5 average rating, 275 reviews
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Guest favourite
Serviced apartment in Simpson Bay, Sint Maarten
Unit 1 - Apartment by the sea
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 32 reviews
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Top guest favourite
Villa in Simpson Bay, Sint Maarten
Surfsong Villa- Luxury Water Front Villa for 12
6 bedrooms, 6 king beds, 6 bathrooms
20–25 Sept
4.98 out of 5 average rating, 95 reviews
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Guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds, 3.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 69 reviews
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Guest favourite
Flat in Simpson Bay, Sint Maarten
Private Pool- 5 min DRIVE to Maho Beach & Airport
1 bedroom, 1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.96 out of 5 average rating, 78 reviews
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Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
3 bedrooms, 5 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 48 reviews
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Guest favourite
Apartment in Simpson Bay, Sint Maarten
Hamaka condo, a beachfront retreat on Simpson Bay
1 bedroom, 2 beds, 1 bathroom
25–30 Sept
4.95 out of 5 average rating, 106 reviews
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Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 king beds, 3 bathrooms
1–6 Oct
4.92 out of 5 average rating, 26 reviews
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Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 king beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Flat in Grand-Case, St Martin
Beachfront Luxury Suite with Sea View Grand Case
2 bedrooms, 2 king beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 36 reviews
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Guest favourite
Apartment in Little Bay, Sint Maarten
Maazoon -Luxury modern 3BR Apt for 6 – Central SXM
3 bedrooms, 5 beds, 2 bathrooms
22–27 Sept
4.95 out of 5 average rating, 20 reviews
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Guest favourite
Flat in Grand-Case, St Martin
Unmatched Oceanfront Living in Grand Case
2 bedrooms, 2 beds, 2 bathrooms
21–26 Sept
4.89 out of 5 average rating, 28 reviews
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Top guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds, 2.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 61 reviews
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Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaViews 2Brm Ocean Front Condo SXM
2 bedrooms, 2 beds, 2 bathrooms
28 Sept – 3 Oct
4.92 out of 5 average rating, 36 reviews
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Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Poolside - Unit 1
3 bedrooms, 3 beds, 3.5 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 48 reviews
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Guest favourite
Flat in Simpson Bay, Sint Maarten
Top of the art penthouse
3 bedrooms, 4 beds, 3.5 bathrooms
1–6 Oct
4.95 out of 5 average rating, 113 reviews