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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite

Guest house in Simpson Bay, Sint Maarten

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

1 bedroom, 1 bed, 1 private bathroom

4–9 Aug

$1,104 SGD for 5 nights

,

4.95 out of 5 average rating, 108 reviews

Villa in Orient Bay, St Martin

Villa Turquoze - An amazing view on Orient Beach

4 bedrooms, 4 king beds

14–19 Aug

New place to stay

Townhouse in Simpson Bay, Sint Maarten

The Drake's "Suite Serenity" @ White Sands Villas

3 bedrooms, 6 beds

2–7 Aug

New place to stay

Superhost

Home in Les Terres Basses, St Martin

Tiki Lodge 5mn away from the beach

3 bedrooms, 3 beds

1–6 Aug

Free cancellation

Top guest favourite

Apartment in Simpson Bay, Sint Maarten

Ocean Breeze at Las Arenas

3 bedrooms, 3 king beds

1–6 Aug

$3,683 SGD for 5 nights

4.97 out of 5 average rating, 33 reviews

Townhouse in Simpson Bay, Sint Maarten

Nirvana @ The Drake | Beach Just Steps Away

2 bedrooms, 3 beds

4–9 Aug

$1,890 SGD for 5 nights

New place to stay

Guest favourite

Apartment in Simpson Bay, Sint Maarten

On the Sea - Beachfront 3 bedroom on Simpson Bay

3 bedrooms, 3 king beds

9–14 Aug

$3,919 SGD for 5 nights

Free cancellation

4.92 out of 5 average rating, 25 reviews

Home in Marigot, St Martin

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

3 bedrooms, 3 beds

11–16 Aug

$2,771 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 5 reviews

Guest favourite

Flat in Simpson Bay, Sint Maarten

SeaPearl 3Brm Beachfront Penthouse with Generator

3 bedrooms, 3 queen beds

2–7 Aug

$3,188 SGD for 5 nights

4.91 out of 5 average rating, 53 reviews

Superhost

Flat in Simpson Bay, Sint Maarten

Luxury Beachfront Condo

2 bedrooms, 2 beds

1–6 Aug

$3,325 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Top guest favourite

Home in Upper Prince's Quarter, Sint Maarten

Breathtaking views of St Barth - 8 people

4 bedrooms, 4 beds

1–6 Aug

4.96 out of 5 average rating, 24 reviews

Guest favourite

Flat in Cole Bay, Sint Maarten

C354 - Top view with balcony

1 bedroom, 1 king bed

12–17 Aug

$1,413 SGD for 5 nights

4.93 out of 5 average rating, 14 reviews

Top guest favourite

Apartment in Simpson Bay, Sint Maarten

Beachfront Caribbean Breeze in Paradise, SXM

2 bedrooms, 2 king beds

1–6 Aug

$2,182 SGD for 5 nights

5.0 out of 5 average rating, 40 reviews

Top guest favourite

Flat in Simpson Bay, Sint Maarten

Villa Harmony Haven

3 bedrooms, 3 king beds

5–10 Aug

$5,365 SGD for 5 nights

5.0 out of 5 average rating, 67 reviews

Guest favourite

Apartment in Simpson Bay, Sint Maarten

Beachfront Paradise with Pool & Stunning Sunsets

2 bedrooms, 3 beds

1–6 Sept

$1,870 SGD for 5 nights

4.9 out of 5 average rating, 68 reviews

Guest favourite

Flat in Simpson Bay, Sint Maarten

Dolphin - cosy 2BR apt, 50m Simpson Bay beach

2 bedrooms, 3 beds

1–8 Aug

$2,871 SGD for 7 nights

5.0 out of 5 average rating, 7 reviews

Guest favourite

Flat in Simpson Bay, Sint Maarten

Royal Palm Hilton Penthouse

3 bedrooms, 3 king beds

1–8 Aug

$5,604 SGD for 7 nights

5.0 out of 5 average rating, 8 reviews

Top guest favourite

Villa in Indigo Bay , Sint Maarten

AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.

4 bedrooms, 4 king beds

7–12 Sept

$5,129 SGD for 5 nights

5.0 out of 5 average rating, 14 reviews

Top guest favourite

Room in Simpson Bay, Sint Maarten

Book your solo stay close to beaches & hotspots

1 double bed

15–20 Aug

$619 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 8 reviews