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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
1 bedroom, 1 queen bed
1–6 Aug
4.85 out of 5 average rating, 203 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
SXM Beachfront Escape
1 bedroom, 1 king bed
1–6 Aug
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed
27 Aug – 1 Sept
5.0 out of 5 average rating, 249 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Caribbean Breeze in Paradise, SXM
2 bedrooms, 2 king beds
1–6 Aug
5.0 out of 5 average rating, 40 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Lilly's Beach
1 bedroom, 1 king bed
21–26 Aug
4.95 out of 5 average rating, 239 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Garden View Simpson Bay -shared pool and Generator
1 bedroom, 2 beds
1–6 Aug
4.9 out of 5 average rating, 49 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Private Pool- 5 min DRIVE to Maho Beach & Airport
1 bedroom, 1 queen bed
10–15 Aug
4.96 out of 5 average rating, 73 reviews
Guest favourite
Guest house in Saint Martin, Guadeloupe
Bungalow in the lowlands
1 bedroom, 1 king bed
1–6 Aug
4.9 out of 5 average rating, 223 reviews
Top guest favourite
Flat in Lowlands, Sint Maarten
Luxury Maho Entire Apt 1BR•Pool•Ocean Runway View
1 bedroom, 2 beds
1–6 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Pineapple Suite
2 bedrooms, 2 queen beds
7–12 Aug
4.96 out of 5 average rating, 45 reviews
Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 single bed
11–16 Aug
4.87 out of 5 average rating, 265 reviews
Guest favourite
Room in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
1 king bed
7–12 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Lowlands, Sint Maarten
Azure Heaven, Breathtaking views, Pool, Gym, Maho
2 bedrooms, 3 beds
7–12 Sept
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Serviced apartment in Lowlands, Sint Maarten
Garden Side 2 Large Studio
1 queen bed
1–6 Aug
4.97 out of 5 average rating, 149 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
2 bedrooms, 2 beds
1–6 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Le Petit Paradis – Beachfront 1 Bedroom Apartment
1 bedroom, 1 queen bed
19–24 Aug
4.93 out of 5 average rating, 151 reviews
Townhouse in Simpson Bay, Sint Maarten
Nirvana @ The Drake | Beach Just Steps Away
2 bedrooms, 3 beds
4–9 Aug
New place to stay
Top guest favourite
Apartment in Lowlands, Sint Maarten
Havya Cozy Stays | In Maho, Near Beaches & Airport
1 queen bed
25–30 Aug
4.9 out of 5 average rating, 124 reviews