filters

Search results; Over 1,000 homes in Simpson Bay

Photo 1 of 6
Guest favourite
Flat in Simpson Bay, Sint Maarten
Unit 4 - Studio by the sea
1 bedroom, 1 bed, 1 private bathroom
12–17 Sept
,
4.91 out of 5 average rating, 166 reviews
Photo 1 of 6
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Popular Beachfront Property Barefoot /Simpson bay
2 bedrooms, 2 king beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 27 reviews
Photo 1 of 6
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Royal Palm Hilton SXM
2 bedrooms, 3 beds, 2 bathrooms
3–10 Sept
4.92 out of 5 average rating, 66 reviews
Photo 1 of 6
Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms, 5 beds, 5.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 29 reviews
Photo 1 of 6
Home in Koolbaai, Sint Maarten
Waterfront paradise facing the ocean SXM
Individual host
1–6 Sept
New place to stay
Photo 1 of 6
Top guest favourite
Home in Cole Bay, Sint Maarten
Puerta Al Mar - Ocean-Side Villa Tranquility
5 bedrooms, 5 beds, 5.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 52 reviews
Photo 1 of 6
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and swimming pool access
Individual host
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Photo 1 of 6
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Vista Blue-Newly Renovated
3 bedrooms, 4 beds, 3.5 bathrooms
3–8 Sept
5.0 out of 5 average rating, 24 reviews
Photo 1 of 6
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
Photo 1 of 6
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms, 3 beds, 3 bathrooms
3–8 Oct
5.0 out of 5 average rating, 13 reviews
Photo 1 of 6
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
The Penthouse at LaSiesta - 3 BD - Luxury Awaits!
3 bedrooms, 3 king beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 14 reviews
Photo 1 of 6
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 81 reviews
Photo 1 of 6
Guest favourite
Villa in Koolbaai, Sint Maarten
Villa Livity 6 Bed Luxury Sea view boutique villa
Business host
5–10 Sept
4.91 out of 5 average rating, 46 reviews
Photo 1 of 6
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
Photo 1 of 6
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 king beds, 2.5 bathrooms
8–13 Jan
4.96 out of 5 average rating, 109 reviews
Photo 1 of 6
Top guest favourite
Villa in Simpson Bay, Sint Maarten
Surfsong Villa- Luxury Water Front Villa for 12
Business host
20–25 Sept
4.98 out of 5 average rating, 94 reviews
Photo 1 of 6
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Hamaka condo, a beachfront retreat on Simpson Bay
Business host
1–6 Sept
4.95 out of 5 average rating, 106 reviews
Photo 1 of 6
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Deep Blue Sea at LaSiesta - Oceanfront Condo
1 bedroom, 3 beds, 1 bathroom
12–17 Sept
4.91 out of 5 average rating, 11 reviews
Photo 1 of 6
Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 single bed, 1 bathroom
24–29 Sept
4.87 out of 5 average rating, 270 reviews