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Search results; Over 1,000 homes in Simpson Bay

Descriptions are based on details hosts provide
Guest favourite
Apartment in Simpson Bay
WATER 6
2 bedrooms, 2 beds, 2.5 private bathrooms
10–15 Aug
,
4.95 out of 5 average rating, 60 reviews
Top guest favourite
Flat in Simpson Bay
Villa Harmony Haven
5.0 out of 5 average rating, 65 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
20–25 Jul
Top guest favourite
Flat in Simpson Bay
The Beach House Apartment
5.0 out of 5 average rating, 247 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Aug
Top guest favourite
Villa in Sint Maarten
Oceanfront penthouse with panoramic Caribbean views
5.0 out of 5 average rating, 40 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
18–23 Sept
Top guest favourite
Apartment in Simpson Bay
4 Bedroom Beachfront Condo with Private Pool D2.1
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 5 beds, 4 bathrooms
11–16 Sept
Flat in Simpson Bay
Condo Josephine Maho Beacon Hill
4.79 out of 5 average rating, 14 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Jul – 4 Aug
Guest favourite
Flat in Simpson Bay
Beachfront penthouse with panoramic ocean views
4.9 out of 5 average rating, 51 reviews, 3 bedrooms, 3 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Apartment in Simpson Bay
Beachfront with sunset views from balcony
4.92 out of 5 average rating, 25 reviews, 3 bedrooms, 3 beds, 3 bathrooms
9–14 Aug
Top guest favourite
Flat in Simpson Bay
Beachfront with ocean views from the porch
4.85 out of 5 average rating, 202 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Jul – 2 Aug
Guest favourite
Flat in Cole Bay
Lagoon sunsets from a spacious terrace
5.0 out of 5 average rating, 11 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
4–9 Aug
Guest favourite
Flat in Simpson Bay
The Loft at Simpson Bay Yacht Club
5.0 out of 5 average rating, 76 reviews, 2 beds, 1.5 bathrooms
5–10 Oct
Top guest favourite
Apartment in Simpson Bay
Beachfront with a huge deck on Simpson Bay
4.96 out of 5 average rating, 107 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
16–21 Oct
Top guest favourite
Apartment in Simpson Bay
SkyPort Condo
4.98 out of 5 average rating, 80 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
17–22 Jul
Superhost
Hotel in Upper Prince's Quarter
Panorama SXM - 1 BR Ocean View - Luxury Apartment
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
16–21 Jul
Guest favourite
Villa in Simpson Bay
Beachfront with a pool in Simpson Bay
5.0 out of 5 average rating, 26 reviews, 5 bedrooms, 5 beds, 5.5 bathrooms
17–22 Jul
Top guest favourite
Guest house in Simpson Bay
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
4.95 out of 5 average rating, 108 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug
Flat in Simpson Bay
Paradise by the Sea
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
22–27 Jul
Guest favourite
Hotel room in Simpson Bay
Beachfront with calm water in Simpson Bay
4.87 out of 5 average rating, 262 reviews, 1 bedroom, 1 bed, 1 bathroom
11–16 Aug
Guest favourite
Flat in Simpson Bay
OASIS Penthouse with private garden and Generator
4.92 out of 5 average rating, 52 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
15–20 Jul