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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
21–26 Aug
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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 Middle Floor - Unit 2
3 bedrooms, 3 beds, 3.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
4.99 out of 5 average rating, 329 reviews
Superhost
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
3 bedrooms, 3 beds, 2.5 bathrooms
17–24 Jul
5.0 out of 5 average rating, 3 reviews
Flat in Simpson Bay, Sint Maarten
Condo Josephine Maho Beacon Hill
2 bedrooms, 2 king beds, 1 bathroom
30 Jul – 4 Aug
4.79 out of 5 average rating, 14 reviews
Superhost
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
16–21 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds, 3.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 65 reviews
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 beds, 3 bathrooms
19–24 Jul
5.0 out of 5 average rating, 3 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
11–16 Sept
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Sept
4.97 out of 5 average rating, 35 reviews
Guest favourite
Home in Saint Martin, St Martin
Villa Victoria with Private Pool
3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms, 2 beds, 2 bathrooms
24–29 Jul
4.99 out of 5 average rating, 196 reviews
Superhost
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
23–28 Jul
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
4.96 out of 5 average rating, 107 reviews
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 64 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
3 bedrooms, 5 beds, 3.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 43 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaBliss 3BR Palm Beach Condo Simpson Bay
3 bedrooms, 3 beds, 3 bathrooms
8–13 Aug
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 247 reviews