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Search results; Over 1,000 homes in Simpson Bay

Superhost
Apartment in Simpson Bay, Sint Maarten
Maho Beach 1BR Getaway with Beach Access
1 bedroom, 1 bed, 1 private bathroom
15–20 Sept
,
4.62 out of 5 average rating, 131 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 84 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
Individual host
15–20 Sept
4.97 out of 5 average rating, 29 reviews
Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 single bed, 1 bathroom
31 Oct – 5 Nov
4.87 out of 5 average rating, 275 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 king beds, 3 bathrooms
1–6 Oct
4.92 out of 5 average rating, 26 reviews
Townhouse in Simpson Bay, Sint Maarten
"Suite Serenity" @ White Sands Villas
3 bedrooms, 6 beds, 3 bathrooms
16–21 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Unit 3 - Luxury apartment by the sea
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.85 out of 5 average rating, 55 reviews
Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms, 5 beds, 5.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 29 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Unit 7 - Luxury apartment by the sea
1 bedroom, 1 king bed, 1 bathroom
16–21 Sept
4.93 out of 5 average rating, 80 reviews
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and swimming pool access
Individual host
16–21 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 48 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
2BR Escape - Walk to Maho and Simpson Bay Beach
2 bedrooms, 2 beds, 1 bathroom
18–23 Sept
4.9 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Simpson Bay Beach 3 Bedroom with pool
3 bedrooms, 3 king beds, 2 bathrooms
16–21 Sept
4.92 out of 5 average rating, 13 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
TropiCasa - Watch sunsets surf the waves, 1BR
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Poolside - Unit 1
3 bedrooms, 3 beds, 3.5 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 47 reviews
Superhost
Apartment in Simpson Bay, Sint Maarten
Maho Beach Oceanfront Getaway
1 bedroom, 2 beds, 1 bathroom
28 Sept – 3 Oct
4.67 out of 5 average rating, 231 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Private Pool- 5 min DRIVE to Maho Beach & Airport
1 bedroom, 1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.96 out of 5 average rating, 77 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
The Penthouse at LaSiesta - 3 BD - Luxury Awaits!
3 bedrooms, 3 king beds, 3 bathrooms
16–21 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Hotel in Upper Prince's Quarter, Sint Maarten
1BR Luxury Apartment | Ocean View
1 bedroom, 1 king bed, 1.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 24 reviews