Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 beds, 2.5 private bathrooms
16–21 Oct
,
4.97 out of 5 average rating, 106 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds
6–11 Jul
5.0 out of 5 average rating, 39 reviews
Flat in Lowlands, Sint Maarten
Luxury Studio| Walk to Maho Beach, Casino, Dinning
1 bedroom, 1 queen bed
19–24 Jul
New place to stay
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
1 bedroom, 1 king bed
5–10 Jul
New place to stay
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds
13–18 Sept
4.95 out of 5 average rating, 64 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms, 5 beds
9–14 Aug
5.0 out of 5 average rating, 20 reviews
Luxe
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
4 bedrooms, 4 double beds
6–11 Jul
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms, 2 beds
30 Aug – 4 Sept
4.99 out of 5 average rating, 194 reviews
Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 queen bed
4–9 Jul
4.95 out of 5 average rating, 108 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
2 bedrooms, 2 beds
17–22 Aug
5.0 out of 5 average rating, 9 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
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds
2–7 Jul
Guest favourite
Flat in Cole Bay, Sint Maarten
B224 - Amazing Lagoon-View Apartment with Balcony
1 bedroom, 1 bed
2–7 Jul
4.86 out of 5 average rating, 7 reviews
Guest favourite
Flat in Upper Prince's Quarter, Sint Maarten
Aman_Aria
2 bedrooms, 2 beds
7–12 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds
1–6 Sept
5.0 out of 5 average rating, 76 reviews
Guest favourite
Townhouse in Sint Maarten, Sint Maarten
Indigo Bay Villa Poolside - Ocean 14
2 bedrooms, 2 king beds
2–7 Oct
4.96 out of 5 average rating, 106 reviews
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, 55 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
1 Bedroom Seafront Flat D3
1 bedroom, 1 bed
2–7 Jul
5.0 out of 5 average rating, 15 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
C354 - Top view with balcony
1 bedroom, 1 king bed
3–8 Aug
5.0 out of 5 average rating, 12 reviews