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Search results; Over 1,000 homes in Simpson Bay

Serviced apartment in Simpson Bay, Sint Maarten
Seaside Serenity! Full Kitchen, Outdoor Pool!
1 bedroom, 1 bed, 1 private bathroom
15–20 Sept
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Top guest favourite
Flat in Simpson Bay, Sint Maarten
SeaBliss 3BR Palm Beach Condo Simpson Bay
3 bedrooms, 3 beds
10–15 Sept
4.98 out of 5 average rating, 42 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
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms, 5 beds
13–18 Sept
4.96 out of 5 average rating, 28 reviews
Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms, 5 beds
12–17 Sept
5.0 out of 5 average rating, 29 reviews
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 king beds
14–19 Sept
5.0 out of 5 average rating, 8 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
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed
16–21 Apr
5.0 out of 5 average rating, 252 reviews
Guest favourite
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
1 queen bed
16–21 Nov
4.92 out of 5 average rating, 26 reviews
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds
8–13 Sept
4.99 out of 5 average rating, 105 reviews
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 60 reviews
Home in Koolbaai, Sint Maarten
A waterfront paradise facing the ocean on Saint Martin
4 bedrooms, 6 beds
1–6 Oct
New place to stay
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
The Penthouse at LaSiesta - 3 BD - Luxury Awaits!
3 bedrooms, 3 king beds
12–17 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 queen bed
8–13 Sept
4.95 out of 5 average rating, 109 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, 47 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, 27 reviews
Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 single bed
24–29 Sept
4.87 out of 5 average rating, 273 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaViews 2Brm Ocean Front Condo SXM
2 bedrooms, 2 beds
13–18 Sept
4.91 out of 5 average rating, 35 reviews
Superhost
Apartment in Simpson Bay, Sint Maarten
Maho Beach Oceanfront Getaway
1 bedroom, 2 beds
28 Sept – 3 Oct
4.67 out of 5 average rating, 228 reviews