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Search results; Over 1,000 homes in Simpson Bay

Guest favourite
Villa in Simpson Bay, Sint Maarten
Waterfront "Bonjour" Beacon Hill St Maarten
4 bedrooms, 4 beds, 4 private bathrooms
7–12 Jul
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4.97 out of 5 average rating, 86 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
5.0 out of 5 average rating, 39 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
8–13 Jul
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
5.0 out of 5 average rating, 20 reviews, 4 bedrooms, 5 beds, 4 bathrooms
12–17 Jul
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
5.0 out of 5 average rating, 76 reviews, 2 beds, 1.5 bathrooms
1–6 Sept
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
SkyPort Condo
4.97 out of 5 average rating, 79 reviews, 2 bedrooms, 2 beds, 2 bathrooms
2–7 Sept
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
4.95 out of 5 average rating, 64 reviews, 2 bedrooms, 2 beds, 2 bathrooms
13–18 Sept
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
4–9 Aug
Luxe
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 4 beds, 4 bathrooms
8–13 Sept
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
5.0 out of 5 average rating, 64 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
13–18 Jul
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
4.85 out of 5 average rating, 201 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Jul
Flat in Lowlands, Sint Maarten
Luxury Studio| Walk to Maho Beach, Casino, Dinning
New place to stay, 1 bedroom, 1 bed, 1 bathroom
5–10 Aug
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Jul
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
4.97 out of 5 average rating, 33 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
9–14 Jul
Guest favourite
Flat in Maho Beach, Sint Maarten
Turtle Den YOUR Maho Escape!
4.89 out of 5 average rating, 132 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Jul – 2 Aug
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
New place to stay, 3 bedrooms, 3 beds, 3 bathrooms
19–24 Jul
Guest favourite
Flat in Upper Prince's Quarter, Sint Maarten
Aman_Aria
4.97 out of 5 average rating, 37 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
4.99 out of 5 average rating, 328 reviews, 3 bedrooms, 4 beds, 3 bathrooms
19–24 Jul
Guest favourite
Flat in Grand-Case, St Martin
NEW: Unmatched Oceanfront Living in Grand Case
4.95 out of 5 average rating, 21 reviews, 2 bedrooms, 2 beds, 2 bathrooms
26–31 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
4.98 out of 5 average rating, 50 reviews, 2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug