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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Flat in Simpson Bay, Sint Maarten
Lilly's Beach
1 bedroom, 1 bed, 1 bathroom
9–14 Jul
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4.95 out of 5 average rating, 236 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds, 3.5 bathrooms
6–11 Jul
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 194 reviews
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds, 2 bathrooms
13–18 Sept
4.95 out of 5 average rating, 64 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds, 3 bathrooms
21–26 Sept
4.99 out of 5 average rating, 328 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms, 5 beds, 4 bathrooms
18–23 Aug
5.0 out of 5 average rating, 20 reviews
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Jul
Guest favourite
Townhouse in Sint Maarten, Sint Maarten
Indigo Bay Villa Poolside - Ocean 14
2 bedrooms, 2 king beds, 2.5 bathrooms
2–7 Oct
4.96 out of 5 average rating, 106 reviews
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds, 2.5 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 55 reviews
Luxe
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
4 bedrooms, 4 double beds, 4 bathrooms
6–11 Jul
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
31 Jul – 5 Aug
5.0 out of 5 average rating, 76 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
3 bedrooms, 3 king beds, 3.5 bathrooms
6–11 Jul
4.97 out of 5 average rating, 33 reviews
Top guest favourite
Flat in St Martin, St Martin
07 yellow cliff
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Jul
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 king beds, 2.5 bathrooms
16–21 Oct
4.97 out of 5 average rating, 106 reviews
Guest favourite
Home in Indigo Bay, Sint Maarten
Miracle on the Bay
3 bedrooms, 3 beds, 2.5 bathrooms
8–13 Jul
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds, 3.5 bathrooms
13–18 Jul
5.0 out of 5 average rating, 64 reviews
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
5–10 Jul
New place to stay
Top guest favourite
Flat in Cole Bay, Sint Maarten
Beautiful, bright apartment with a lagoon view in Simpson Bay
1 bedroom, 2 beds, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Villa in Simpson Bay, Sint Maarten
Waterfront "Bonjour" Beacon Hill St Maarten
4 bedrooms, 4 king beds, 4 bathrooms
7–12 Jul
4.97 out of 5 average rating, 86 reviews