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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
3 bedrooms, 3 beds
6–11 Jul
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms, 5 beds
18–23 Aug
5.0 out of 5 average rating, 20 reviews
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds
13–18 Sept
4.95 out of 5 average rating, 64 reviews
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms, 2 beds
30 Aug – 4 Sept
4.99 out of 5 average rating, 194 reviews
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds
12–17 Jul
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
1 bedroom, 1 king bed
4–9 Jul
New place to stay
Luxe
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
4 bedrooms, 4 double beds
6–11 Jul
5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
3 bedrooms, 3 king beds
5–10 Jul
4.97 out of 5 average rating, 32 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
C354 - Top view with balcony
1 bedroom, 1 king bed
8–13 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Townhouse in Sint Maarten, Sint Maarten
Indigo Bay Villa Poolside - Ocean 14
2 bedrooms, 2 king beds
2–7 Oct
4.96 out of 5 average rating, 106 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds
31 Jul – 5 Aug
5.0 out of 5 average rating, 76 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds
13–18 Jul
5.0 out of 5 average rating, 64 reviews
Guest favourite
Apartment in Koolbaai, Sint Maarten
Blue Pelican Luxury Villa - Featured on HGTV!
1 bedroom, 1 bed
17–22 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds
10–15 Apr
4.99 out of 5 average rating, 328 reviews
Guest favourite
Flat in Upper Prince's Quarter, Sint Maarten
Aman_Aria
2 bedrooms, 2 beds
7–12 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Beachside - Groundfloor condo on Simpson Bay Beach
3 bedrooms, 3 beds
5–10 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 queen bed
19–24 Jul
4.95 out of 5 average rating, 108 reviews