Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Flat in Simpson Bay, Sint Maarten
Lilly's Beach
1 bedroom, 1 bed, 1 bathroom
21–26 Aug
,
4.95 out of 5 average rating, 234 reviews
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
3 bedrooms, 3 beds
9–14 Aug
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds
15–20 Jul
5.0 out of 5 average rating, 39 reviews
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds
2–7 Jul
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
3 bedrooms, 5 beds
11–16 Jul
5.0 out of 5 average rating, 42 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaViews 2Brm Ocean Front Condo SXM
2 bedrooms, 2 beds
27 Jul – 1 Aug
4.89 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds
30 Aug – 4 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Flat in St Martin, St Martin
07 yellow cliff
2 bedrooms, 2 beds
1–6 Jul
5.0 out of 5 average rating, 22 reviews
Flat in Simpson Bay, Sint Maarten
Apartment in Simpson bay
1 bedroom, 2 double beds
1–6 Jul
New place to stay
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Paradise with Pool & Stunning Sunsets
2 bedrooms, 3 beds
4–9 Sept
4.89 out of 5 average rating, 66 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds
21–26 Nov
4.99 out of 5 average rating, 327 reviews
Top guest favourite
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
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, 34 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
B224 - Amazing Lagoon-View Apartment with Balcony
1 bedroom, 1 bed
1–6 Jul
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 king beds
9–14 Aug
4.92 out of 5 average rating, 24 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
Townhouse in Koolbaai, Sint Maarten
Quiet Family 3BR Villa, Private Pool · Pelican Key
3 bedrooms, 5 beds
19–24 Jul
4.85 out of 5 average rating, 54 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
Cottage in Les Terres Basses, St Martin
PEACEFUL VILLA WITH POOL 5 MIN FROM THE BEACH
2 bedrooms, 2 queen beds
6–11 Jul
4.98 out of 5 average rating, 54 reviews