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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 beds, 2.5 private bathrooms
16–21 Oct
,
4.97 out of 5 average rating, 106 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
6–11 Jul
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
21–28 Jul
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
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
New place to stay, 1 bedroom, 1 bed, 1.5 bathrooms
5–10 Jul
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
6–11 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
9–14 Aug
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
4.99 out of 5 average rating, 194 reviews, 2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
Top guest favourite
Guest house in Simpson Bay, Sint Maarten
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 Jul
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
17–22 Aug
Guest favourite
Flat in Upper Prince's Quarter, Sint Maarten
Aman_Aria
4.97 out of 5 average rating, 35 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
2–7 Jul
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Ultra Luxury Modern Condo / Beach Views
4.95 out of 5 average rating, 19 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
18–23 Aug
Top 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
Ocean Breeze at Las Arenas
4.97 out of 5 average rating, 32 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
4–9 Jul
Guest favourite
Flat in Cole Bay, Sint Maarten
C354 - Top view with balcony
5.0 out of 5 average rating, 12 reviews, 1 bedroom, 1 bed, 1 bathroom
3–8 Aug
Guest favourite
Flat in Cole Bay, Sint Maarten
B224 - Amazing Lagoon-View Apartment with Balcony
4.86 out of 5 average rating, 7 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Jul
Guest favourite
Townhouse in Sint Maarten, Sint Maarten
Indigo Bay Villa Poolside - Ocean 14
4.96 out of 5 average rating, 106 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
2–7 Oct
Guest favourite
Apartment in Simpson Bay, Sint Maarten
1 Bedroom Seafront Flat D3
5.0 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
2–7 Jul