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Search results; Over 1,000 homes in Simpson Bay

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Superhost

Apartment in Simpson Bay

Ocean View Studio in Maho, Beach Access

1 bedroom, 1 bed, 1 private bathroom

1–6 Oct

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4.58 out of 5 average rating, 81 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

$4,830 SGD for 5 nights

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

$5,214 SGD for 5 nights

5.0 out of 5 average rating, 69 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

$646 SGD for 5 nights

4.87 out of 5 average rating, 276 reviews

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Guest favourite

Flat in Simpson Bay

The Loft at Simpson Bay Yacht Club

2 beds

1–6 Oct

$1,355 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 86 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

$8,953 SGD for 5 nights

5.0 out of 5 average rating, 29 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

$1,878 SGD for 5 nights

4.95 out of 5 average rating, 21 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

$1,167 SGD for 5 nights

Free cancellation

4.85 out of 5 average rating, 55 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

$1,268 SGD for 5 nights

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

$1,408 SGD for 5 nights

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

$1,962 SGD for 5 nights

5.0 out of 5 average rating, 61 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

$933 SGD for 5 nights

4.91 out of 5 average rating, 259 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

$3,552 SGD for 5 nights

4.92 out of 5 average rating, 26 reviews

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Top guest favourite

Room in Simpson Bay

Sanctuary near Maho: Tropical beach vacation stay!

1 double bed

1–6 Oct

$564 SGD for 5 nights

4.9 out of 5 average rating, 10 reviews

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Guest favourite

Apartment in Simpson Bay

1 Bedroom Seafront Flat D3

1 bedroom, 1 bed

1–6 Oct

$872 SGD for 5 nights

5.0 out of 5 average rating, 18 reviews

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Guest favourite

Flat in Maho Beach

Escapes at the Emerald – Airport & Beach Nearby

1 queen bed

20–25 Feb

$973 SGD for 5 nights

Free cancellation

4.93 out of 5 average rating, 28 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

$3,572 SGD for 5 nights

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

5–10 Oct

$2,395 SGD for 5 nights

4.77 out of 5 average rating, 154 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

$12,723 SGD for 5 nights

4.98 out of 5 average rating, 95 reviews