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Search results; Over 1,000 homes in Simpson Bay

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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 beds, 3 private bathrooms
1–6 Oct
,
4.92 out of 5 average rating, 26 reviews
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Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 84 reviews
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Superhost
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool C2.1
Individual host
16–21 Sept
4.86 out of 5 average rating, 22 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
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds, 3.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 69 reviews
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Top guest favourite
Flat in Simpson Bay, Sint Maarten
Second Home Beach Apartment
Individual host
20–25 Sept
4.99 out of 5 average rating, 106 reviews
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Guest favourite
Flat in Simpson Bay, Sint Maarten
Unit 7 - Luxury apartment by the sea
1 bedroom, 1 king bed, 1 bathroom
16–21 Sept
4.93 out of 5 average rating, 80 reviews
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Top guest favourite
Flat in Simpson Bay, Sint Maarten
Simpson bay beach, spacious, beautiful views!
3 bedrooms, 3 king beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 157 reviews
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Townhouse in Simpson Bay, Sint Maarten
"Suite Serenity" @ White Sands Villas
3 bedrooms, 6 beds, 3 bathrooms
16–21 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Flat in Simpson Bay, Sint Maarten
2BR Escape - Walk to Maho and Simpson Bay Beach
2 bedrooms, 2 beds, 1 bathroom
18–23 Sept
4.9 out of 5 average rating, 31 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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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, 77 reviews
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Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and swimming pool access
Individual host
16–21 Sept
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Place to stay in Simpson Bay, Sint Maarten
Your floating B&B at SXM
Individual host
2–7 Dec
5.0 out of 5 average rating, 29 reviews
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Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms, 5 beds, 5.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 29 reviews
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Guest favourite
Flat in Lowlands, Sint Maarten
Luxury Maho Studio|Walk to Beach|5 mins to Airport
1 bedroom, 1 queen bed, 1 bathroom
23–28 Sept
4.91 out of 5 average rating, 11 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, 47 reviews
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Superhost
Flat in Simpson Bay, Sint Maarten
Beachcomb Escape
1 bedroom, 2 beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
Individual host
30 Sept – 5 Oct
4.86 out of 5 average rating, 208 reviews