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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
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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, 40 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
18–23 Sept
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
4–9 Aug
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 Aug
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
7–12 Sept
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
4.97 out of 5 average rating, 35 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Sept
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 3 bathrooms
19–24 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, 21 reviews, 4 bedrooms, 5 beds, 4 bathrooms
13–18 Jul
Guest favourite
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
4.89 out of 5 average rating, 18 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Home in Lowlands, Sint Maarten
Casa Rish-2BR 2.5BH TownHouse with pool in Cupecoy
4.87 out of 5 average rating, 23 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
4.99 out of 5 average rating, 196 reviews, 2 bedrooms, 2 beds, 2 bathrooms
24–29 Jul
Guest favourite
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR - Luxury Apartment
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
30 Jul – 4 Aug
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaShores Beach Front 1 Brm Apt With Generator SXM
4.94 out of 5 average rating, 54 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
5.0 out of 5 average rating, 65 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
20–25 Jul
Guest favourite
Flat in Maho Beach, Sint Maarten
Turtle Den YOUR Maho Escape!
4.88 out of 5 average rating, 134 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Jul – 2 Aug
Luxe
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
5.0 out of 5 average rating, 26 reviews, 4 bedrooms, 4 beds, 4 bathrooms
8–13 Sept
Guest favourite
Flat in Cul-de-Sac, St Martin
La Kaz Apartment - Cul-de-Sac
5.0 out of 5 average rating, 21 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 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
28 Sept – 3 Oct
Superhost
Flat in Cole Bay, Sint Maarten
Sunny Marina Residence
4.84 out of 5 average rating, 25 reviews, 3 bedrooms, 4 beds, 3 bathrooms
19–24 Jul