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Search results; Over 1,000 homes in Simpson Bay

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Superhost
Apartment in Simpson Bay
Oceanfront w Pool | Maho Beach area
1 bedroom, 2 beds, 1.5 private bathrooms
11–17 Oct
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4.8 out of 5 average rating, 192 reviews
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Top guest favourite
Apartment in Simpson Bay
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms, 5 beds
1–6 Oct
4.97 out of 5 average rating, 29 reviews
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Guest favourite
Flat in Simpson Bay
Villa Harmony Haven
3 bedrooms, 3 king beds
1–6 Oct
5.0 out of 5 average rating, 69 reviews
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Guest favourite
Flat in Simpson Bay
The Loft at Simpson Bay Yacht Club
2 beds
1–6 Oct
5.0 out of 5 average rating, 86 reviews
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Guest favourite
Hotel room in Simpson Bay
Azure Hotel Bay Suite
1 bedroom, 1 single bed
31 Oct – 5 Nov
4.87 out of 5 average rating, 276 reviews
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Guest favourite
Flat in Simpson Bay
SeaHarmony 3BR Palm Beach Condo in Simpson Bay
3 bedrooms, 3 king beds
1–6 Oct
4.95 out of 5 average rating, 21 reviews
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Guest favourite
Villa in Simpson Bay
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms, 5 beds
10–15 Oct
5.0 out of 5 average rating, 29 reviews
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Top guest favourite
Villa in Simpson Bay
Surfsong Villa- Luxury Water Front Villa for 12
6 bedrooms, 6 king beds
25–30 Oct
4.98 out of 5 average rating, 95 reviews
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Guest favourite
Serviced apartment in Simpson Bay
Unit 1 - Apartment by the sea
2 bedrooms, 3 beds
1–6 Oct
4.94 out of 5 average rating, 32 reviews
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Guest favourite
Apartment in Simpson Bay
Hamaka condo, a beachfront retreat on Simpson Bay
1 bedroom, 2 beds
1–6 Oct
4.95 out of 5 average rating, 106 reviews
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Top guest favourite
Home in Cole Bay
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds
1–6 Oct
5.0 out of 5 average rating, 61 reviews
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Guest favourite
Serviced apartment in Simpson Bay
Unit 3 - Luxury apartment by the sea
1 bedroom, 2 beds
5–10 Oct
4.85 out of 5 average rating, 55 reviews
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Top guest favourite
Apartment in Simpson Bay
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 king beds
1–6 Oct
4.92 out of 5 average rating, 26 reviews
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Guest favourite
Flat in Lowlands
Luxury Maho Studio|Walk to Beach|5 mins to Airport
1 bedroom, 1 queen bed
7–12 Oct
4.92 out of 5 average rating, 12 reviews
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Top guest favourite
Villa in Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds
8–13 Dec
5.0 out of 5 average rating, 45 reviews
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Top guest favourite
Apartment in Simpson Bay
The Penthouse at LaSiesta - 3 BD - Luxury Awaits!
3 bedrooms, 3 king beds
1–6 Oct
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Villa in Lowlands
SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
3 bedrooms, 3 king beds
7–12 Oct
4.77 out of 5 average rating, 154 reviews
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Top guest favourite
Apartment in Maho
Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
1 bedroom, 1 queen bed
1–6 Oct
4.91 out of 5 average rating, 259 reviews
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Guest favourite
Flat in Simpson Bay
Top of the art penthouse
3 bedrooms, 4 beds
1–6 Oct
4.95 out of 5 average rating, 113 reviews