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Search results; Over 1,000 homes in Simpson Bay

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Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 bed, 1 private 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
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms, 3 queen beds
23–28 Sept
4.91 out of 5 average rating, 58 reviews
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Guest favourite
Apartment in Simpson Bay, Sint Maarten
Hamaka condo, a beachfront retreat on Simpson Bay
Business host
25–30 Sept
4.95 out of 5 average rating, 106 reviews
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Top guest favourite
Room in Simpson Bay, Sint Maarten
Sanctuary near Maho: Tropical beach vacation stay!
Individual host
1–6 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms, 2 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 202 reviews
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Guest favourite
Villa in Lowlands, Sint Maarten
SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
3 bedrooms, 3 king beds
27 Sept – 2 Oct
4.77 out of 5 average rating, 153 reviews
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Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds
8–13 Dec
5.0 out of 5 average rating, 84 reviews
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Guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds
21–26 Sept
5.0 out of 5 average rating, 69 reviews
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Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
Individual host
20–25 Sept
4.97 out of 5 average rating, 29 reviews
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Top guest favourite
Villa in Simpson Bay, Sint Maarten
Surfsong Villa- Luxury Water Front Villa for 12
Business host
20–25 Sept
4.98 out of 5 average rating, 95 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
20–25 Sept
4.93 out of 5 average rating, 80 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
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Top guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 61 reviews
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Top guest favourite
Apartment in Simpson Bay, Sint Maarten
The Beach Condo
2 bedrooms, 2 king beds
20–25 Sept
4.99 out of 5 average rating, 83 reviews
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Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds
8–13 Jan
5.0 out of 5 average rating, 45 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
1–6 Oct
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 king beds
10–15 Mar
4.96 out of 5 average rating, 109 reviews
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Townhouse in Simpson Bay, Sint Maarten
"Suite Serenity" @ White Sands Villas
3 bedrooms, 6 beds
21–26 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Flat in Simpson Bay, Sint Maarten
Unit 3 - Luxury apartment by the sea
1 bedroom, 2 beds
20–25 Sept
4.85 out of 5 average rating, 55 reviews