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Search results; Over 1,000 homes in Simpson Bay

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Top guest favourite
Guest suite in Simpson Bay, Sint Maarten
Fig Paradis Penthouse
1 bedroom, 2 beds, 1 private bathroom
12–17 Oct
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4.98 out of 5 average rating, 82 reviews
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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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Top guest favourite
Flat in Simpson Bay, Sint Maarten
TropiCasa - Watch sunsets surf the waves, 1BR
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Room in Simpson Bay, Sint Maarten
Sanctuary near Maho: Tropical beach vacation stay!
1 double bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 9 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
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
The Beach Condo
2 bedrooms, 2 king beds, 2.5 bathrooms
17–22 Sept
4.99 out of 5 average rating, 83 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 Little Bay, Sint Maarten
Maazoon -Luxury modern 3BR Apt for 6 – Central SXM
3 bedrooms, 5 beds, 2 bathrooms
17–22 Sept
4.95 out of 5 average rating, 20 reviews
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Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
1 bedroom, 1 queen bed, 1 bathroom
2–7 Oct
4.89 out of 5 average rating, 247 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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Top guest favourite
Apartment in Simpson Bay, Sint Maarten
The Penthouse at LaSiesta - 3 BD - Luxury Awaits!
3 bedrooms, 3 king beds, 3 bathrooms
18–23 Sept
5.0 out of 5 average rating, 14 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
18–23 Sept
5.0 out of 5 average rating, 10 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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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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Guest favourite
Serviced apartment in Simpson Bay, Sint Maarten
Unit 1 - Apartment by the sea
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.94 out of 5 average rating, 32 reviews
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Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms, 3 queen beds, 3 bathrooms
23–28 Sept
4.91 out of 5 average rating, 58 reviews
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Top guest favourite
Hotel in Upper Prince's Quarter, Sint Maarten
1BR Luxury Apartment | Ocean View
1 bedroom, 1 king bed, 1.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 24 reviews
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Guest favourite
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
1 queen bed, 1 bathroom
16–21 Nov
4.93 out of 5 average rating, 27 reviews