Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 bed, 1 private bathroom
22–27 Jun
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4.95 out of 5 average rating, 108 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
1 bedroom, 1 queen bed
10–15 Jul
4.85 out of 5 average rating, 199 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds
1–6 Sept
5.0 out of 5 average rating, 76 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaViews 2Brm Ocean Front Condo SXM
2 bedrooms, 2 beds
28 Jun – 3 Jul
4.88 out of 5 average rating, 26 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Luxury Villa Turquoise Heaven in Pelican Key
3 bedrooms, 4 beds
15–22 Dec
4.89 out of 5 average rating, 38 reviews
Guest favourite
Villa in Simpson Bay, Sint Maarten
Waterfront "Bonjour" Beacon Hill St Maarten
4 bedrooms, 4 king beds
18–23 Jun
4.97 out of 5 average rating, 86 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed
1–6 Aug
5.0 out of 5 average rating, 243 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Pearl by the Beach -Tranquility Studio - Unit 4
1 bed
20–25 Jun
4.9 out of 5 average rating, 31 reviews
Top guest favourite
Flat in Cole Bay, Sint Maarten
Beautiful, bright apartment with a lagoon view in Simpson Bay
1 bedroom, 2 beds
13–18 Jul
5.0 out of 5 average rating, 13 reviews
Flat in Sandy Ground, St Martin
Condo Flamingo with pool
1 bedroom, 2 beds
1–6 Jul
4.81 out of 5 average rating, 70 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
B243 - Deluxe 1 Bedroom
1 bedroom, 2 beds
14–19 Jul
4.85 out of 5 average rating, 20 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms, 3 queen beds
21–26 Jun
4.92 out of 5 average rating, 49 reviews
Guest favourite
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
1 queen bed
8–13 Aug
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Simpson bay beach, spacious, beautiful views!
3 bedrooms, 3 king beds
26–31 Jul
5.0 out of 5 average rating, 150 reviews
Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms, 5 beds
17–22 Jul
5.0 out of 5 average rating, 25 reviews
Top guest favourite
Home in Simpson Bay, Sint Maarten
Villa Blue View .. stunning views of endless sea!
4 bedrooms, 5 beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 90 reviews
Superhost
Apartment in Simpson Bay, Sint Maarten
Maho Beach Oceanfront Getaway
1 bedroom, 2 beds
18–23 Aug
4.66 out of 5 average rating, 216 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 king beds
25–30 Jun
4.91 out of 5 average rating, 23 reviews
Guest favourite
Serviced apartment in Simpson Bay, Sint Maarten
Unit 7 - Luxury apartment by the sea
1 bedroom, 1 king bed
29 Jun – 4 Jul
4.92 out of 5 average rating, 72 reviews