filters

Search results; Over 1,000 homes in Simpson Bay

Superhost
Flat in Simpson Bay, Sint Maarten
Sunny Outlook - 1-bdr condo - Beachfront Residence
1 bedroom, 1 bed, 1.5 private bathrooms
1–6 Oct
,
4.67 out of 5 average rating, 15 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 king beds
1–6 Oct
4.92 out of 5 average rating, 26 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms, 5 beds
14–19 Sept
4.97 out of 5 average rating, 29 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Private Pool- 5 min DRIVE to Maho Beach & Airport
1 bedroom, 1 queen bed
28 Sept – 3 Oct
4.96 out of 5 average rating, 77 reviews
Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms, 5 beds
14–19 Sept
5.0 out of 5 average rating, 29 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds
21–26 Sept
5.0 out of 5 average rating, 84 reviews
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds
14–19 Sept
4.99 out of 5 average rating, 105 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
3 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 48 reviews
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 king beds
15–20 Sept
5.0 out of 5 average rating, 8 reviews
Flat in Lowlands, Sint Maarten
Maison Douma | Blue Marine | Near Maho & Beaches
1 bedroom, 2 beds
5–10 Oct
New place to stay
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 60 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Top of the art penthouse
3 bedrooms, 4 beds
1–6 Oct
4.95 out of 5 average rating, 113 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
The Penthouse at LaSiesta - 3 BD - Luxury Awaits!
3 bedrooms, 3 king beds
15–20 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Room in Simpson Bay, Sint Maarten
Sanctuary near Maho: Tropical beach vacation stay!
1 double bed
1–6 Oct
5.0 out of 5 average rating, 9 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaViews 2Brm Ocean Front Condo SXM
2 bedrooms, 2 beds
14–19 Sept
4.91 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Stunning Boho-Chic Beach Condo with Rooftop
2 bedrooms, 2 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 16 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms, 3 queen beds
23–28 Sept
4.91 out of 5 average rating, 58 reviews
Top guest favourite
Villa in Simpson Bay, Sint Maarten
Surfsong Villa- Luxury Water Front Villa for 12
6 bedrooms, 6 king beds
20–25 Sept
4.98 out of 5 average rating, 95 reviews
Guest favourite
Flat in Grand-Case, St Martin
Unmatched Oceanfront Living in Grand Case
2 bedrooms, 2 beds
21–26 Sept
4.89 out of 5 average rating, 28 reviews