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 Jul
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4.95 out of 5 average rating, 108 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Poolside - Unit 1
3 bedrooms, 3 beds
7–12 Sept
4.97 out of 5 average rating, 38 reviews
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 beds
11–16 Jul
New place to stay
Superhost
Home in Lowlands, Sint Maarten
Villa Calma – Lagoon view, swimming pool & tranquility
3 bedrooms, 4 beds
1–6 Jul
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds
2–7 Aug
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
3 bedrooms, 3 king beds
4–9 Jul
4.97 out of 5 average rating, 32 reviews
Guest favourite
Home in Lowlands, Sint Maarten
Casa Rish-2BR 2.5BH TownHouse with pool in Cupecoy
2 bedrooms, 3 beds
19–24 Jul
4.86 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Beachside - Groundfloor condo on Simpson Bay Beach
3 bedrooms, 3 beds
1–6 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
SkyPort Condo
2 bedrooms, 2 beds
19–24 Aug
4.97 out of 5 average rating, 78 reviews
Top guest favourite
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
4 bedrooms, 4 double beds
1–6 Jul
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Flat in Little Bay, Sint Maarten
Stunning 2 BD Ocean View - Terraces Lt Bay
2 bedrooms, 3 beds
30 Aug – 4 Sept
4.99 out of 5 average rating, 179 reviews
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds
12–17 Sept
4.97 out of 5 average rating, 33 reviews
Guest favourite
Flat in Lowlands, Sint Maarten
Azure Heaven, Breathtaking views, Pool, Gym, Maho
2 bedrooms, 3 beds
26–31 Jul
5.0 out of 5 average rating, 18 reviews
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR - Luxury Apartment
1 bedroom, 1 king bed
8–13 Aug
New place to stay
Superhost
Guest house in Simpson Bay, Sint Maarten
KEVIN—Perfect location/Beach/Nightlife—1 Bed
1 bedroom, 1 queen bed
8–13 Jul
4.84 out of 5 average rating, 88 reviews
Top guest favourite
Villa in Simpson Bay, Sint Maarten
Surfsong Villa- Luxury Water Front Villa for 12
6 bedrooms, 6 king beds
10–15 Jul
4.98 out of 5 average rating, 89 reviews
Guest favourite
Villa in Indigo Bay, Sint Maarten
Villa Ocean - Indulge Yourself in Paradise
3 bedrooms, 4 beds
28 Jul – 2 Aug
4.95 out of 5 average rating, 76 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 king beds
16–21 Oct
4.97 out of 5 average rating, 106 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Simpson bay beach, spacious, beautiful views!
3 bedrooms, 3 king beds
26–31 Jul
5.0 out of 5 average rating, 151 reviews