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
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
3 bedrooms, 3 beds
9–14 Aug
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 beds
11–16 Jul
New place to stay
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
Flat in Simpson Bay, Sint Maarten
Apartment in Simpson bay
1 bedroom, 2 double beds
1–6 Jul
New place to stay
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
Top guest favourite
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
Top guest favourite
Home in Upper Prince's Quarter, Sint Maarten
Breathtaking views of St Barth - 8 people
4 bedrooms, 4 beds
1–6 Aug
4.96 out of 5 average rating, 24 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
Flat in Pelican Key, Sint Maarten
LimeTree Studio, Pelican Key
1 bedroom, 1 queen bed
1–6 Jul
4.93 out of 5 average rating, 106 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
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
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, 63 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
Home in Lowlands, Sint Maarten
Lagoon Villa
4 bedrooms, 4 beds
12–17 Jul
Guest favourite
Flat in Simpson Bay, Sint Maarten
OASIS Penthouse with private garden and Generator
2 bedrooms, 2 king beds
1–6 Jul
4.92 out of 5 average rating, 51 reviews