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Search results; Over 1,000 homes in Simpson Bay

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

9–14 Aug

$3,924 SGD for 5 nights

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4.92 out of 5 average rating, 24 reviews

Top guest favourite

Home in Simpson Bay, Sint Maarten

Villa Blue View .. stunning views of endless sea!

4 bedrooms, 5 beds

19–24 Jul

$6,964 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 91 reviews

Home in Koolbaai, Sint Maarten

Bahia - Villa 1

3 bedrooms, 3 beds

9–14 Aug

$4,724 SGD for 5 nights

Free cancellation

Apartment in Philipsburg, Sint Maarten

Flamingo Beach by Hilton Grand Vacations- studio

1 king bed

6–11 Sept

$624 SGD for 5 nights

Guest favourite

Apartment in Cole Bay, Sint Maarten

PARADISE ONE TO LAS BRISAS

2 bedrooms, 2 beds

1–6 Jul

$2,667 SGD for 5 nights

4.98 out of 5 average rating, 60 reviews

Guest favourite

Apartment in Simpson Bay, Sint Maarten

Beachfront Paradise with Pool & Stunning Sunsets

2 bedrooms, 3 beds

22–27 Aug

$2,032 SGD for 5 nights

4.89 out of 5 average rating, 66 reviews

Flat in Simpson Bay, Sint Maarten

Luxury Beachfront Condo

2 bedrooms, 2 beds

2–7 Jul

$3,329 SGD for 5 nights

Free cancellation

Guest favourite

Flat in Simpson Bay, Sint Maarten

OASIS Penthouse with private garden and Generator

2 bedrooms, 2 king beds

13–18 Jul

$1,845 SGD for 5 nights

Free cancellation

4.92 out of 5 average rating, 51 reviews

Top guest favourite

Loft in Marigot, St Martin

Sea Loft, Breathtaking View – Private Pool

2 bedrooms, 2 beds

30 Aug – 4 Sept

$2,082 SGD for 5 nights

Free cancellation

4.99 out of 5 average rating, 193 reviews

Guest favourite

Villa in Simpson Bay, Sint Maarten

Beachfront 5BR Villa Impala w/ pool, Saint Maarten

5 bedrooms, 5 beds

17–22 Jul

$11,951 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 25 reviews

Top guest favourite

Flat in Simpson Bay, Sint Maarten

Le Papillon -Modern, beachfront, 550sq. ft terrace

2 bedrooms, 2 king beds

21–26 Aug

$2,850 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 49 reviews

Guest favourite

Villa in Simpson Bay, Sint Maarten

Waterfront "Bonjour" Beacon Hill St Maarten

4 bedrooms, 4 king beds

7–12 Jul

$6,324 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 86 reviews

Top guest favourite

Apartment in Simpson Bay, Sint Maarten

Beachside Escape

2 bedrooms, 3 beds

3–8 Jul

$2,857 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 27 reviews

Guest favourite

Villa in Simpson Bay, Sint Maarten

Villa Myles: Beachfront

3 bedrooms, 3 king beds

6–11 Jul

Free cancellation

4.79 out of 5 average rating, 19 reviews

Top guest favourite

Apartment in Simpson Bay, Sint Maarten

Ocean Breeze at Las Arenas

3 bedrooms, 3 king beds

4–9 Jul

$3,783 SGD for 5 nights

Free cancellation

4.97 out of 5 average rating, 32 reviews

Top guest favourite

Flat in Simpson Bay, Sint Maarten

The Beach House Apartment

1 bedroom, 1 king bed

1–6 Aug

$2,004 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 244 reviews

Home in Marigot, St Martin

House with sea view, 3 bedrooms, beach and pool access

3 bedrooms, 3 beds

11–16 Jul

$2,776 SGD for 5 nights

Free cancellation

New place to stay

Guest favourite

Flat in Simpson Bay, Sint Maarten

Apartment on the beach

1 bedroom, 1 queen bed

23–28 Jul

Free cancellation

4.88 out of 5 average rating, 242 reviews

Guest favourite

Flat in Simpson Bay, Sint Maarten

Vista Blue-Newly Renovated

3 bedrooms, 4 beds

27 Jul – 1 Aug

$2,896 SGD for 5 nights

5.0 out of 5 average rating, 22 reviews