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Search results; Over 1,000 homes in Simpson Bay

Superhost
Apartment in Simpson Bay, Sint Maarten
Maho Beach Oceanfront Getaway
1 bedroom, 2 beds, 1 private bathroom
7–12 Aug
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4.67 out of 5 average rating, 219 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Middle Floor - Unit 2
3 bedrooms, 3 beds
2–7 Aug
5.0 out of 5 average rating, 31 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds
8–13 Jul
5.0 out of 5 average rating, 76 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds
28 Sept – 3 Oct
4.99 out of 5 average rating, 328 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
SkyPort Condo
2 bedrooms, 2 beds
2–7 Sept
4.97 out of 5 average rating, 79 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms, 5 beds
12–17 Jul
5.0 out of 5 average rating, 20 reviews
Flat in Simpson Bay, Sint Maarten
Condo Josephine Maho Beacon Hill
2 bedrooms, 2 king beds
15–20 Jul
4.79 out of 5 average rating, 14 reviews
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds
7–12 Sept
4.95 out of 5 average rating, 64 reviews
Superhost
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
1 bedroom, 1 king bed
12–17 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
1 bedroom, 1 queen bed
10–15 Jul
4.85 out of 5 average rating, 201 reviews
Luxe
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
4 bedrooms, 4 double beds
8–13 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
2 bedrooms, 2 beds
4–9 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds
20–25 Jul
5.0 out of 5 average rating, 64 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
2 bedrooms, 2 king beds
23–28 Aug
4.98 out of 5 average rating, 50 reviews
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 beds
19–24 Jul
New place to stay
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, 37 reviews
Guest favourite
Townhouse in Cupecoy, Sint Maarten
SeaSol New Home in Cupecoy with Private Pool
2 bedrooms, 3 beds
26–31 Jul
4.91 out of 5 average rating, 22 reviews
Apartment in Cole Bay, Sint Maarten
Modern Pelican Escape w/Pool, Views&Outdoor Lounge
3 bedrooms, 3 beds
9–14 Aug
New place to stay
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds
8–13 Jul
4.99 out of 5 average rating, 96 reviews