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Search results; Over 1,000 homes in Simpson Bay

Superhost
Apartment in Simpson Bay, Sint Maarten
Oceanfront w Pool | Maho Beach area
1 bedroom, 2 beds, 1.5 private bathrooms
23–28 Aug
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4.8 out of 5 average rating, 189 reviews
Superhost
Apartment in Upper Prince's Quarter, Sint Maarten
Serenity Seascape | 2BR Retreat, 270° Oceanviews
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
8–13 Aug
Superhost
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
3–8 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
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
5.0 out of 5 average rating, 78 reviews, 2 beds, 1.5 bathrooms
8–13 Aug
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Poolside - Unit 1
4.98 out of 5 average rating, 42 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
3–8 Oct
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
5.0 out of 5 average rating, 249 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
29 Sept – 4 Oct
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
4.97 out of 5 average rating, 33 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Aug
Top guest favourite
Flat in Grand Cayes, St Martin
Modern Sea View Apartment from Pinel island
5.0 out of 5 average rating, 30 reviews, 1 bedroom, 1 bed, 1 bathroom
13–18 Sept
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
4.92 out of 5 average rating, 26 reviews, 3 bedrooms, 3 beds, 3 bathrooms
9–14 Aug
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 3 beds, 3 bathrooms
31 Aug – 5 Sept
Home in Lowlands, Sint Maarten
#1 Unique luxury villa, pool & stunning sea views
New place to stay, 4 bedrooms, 5 beds, 4.5 bathrooms
8–13 Aug
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
5.0 out of 5 average rating, 45 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
27 Sept – 2 Oct
Townhouse in Simpson Bay, Sint Maarten
The Drake's "Suite Serenity" @ White Sands Villas
New place to stay, 3 bedrooms, 6 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
5.0 out of 5 average rating, 67 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
5–10 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Caribbean Breeze in Paradise, SXM
5.0 out of 5 average rating, 40 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Aug
Top guest favourite
Home in Upper Prince's Quarter, Sint Maarten
Breathtaking views of St Barth - 8 people
4.96 out of 5 average rating, 24 reviews, 4 bedrooms, 4 beds, 4 bathrooms
1–6 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Le Papillon -Modern, beachfront, 550sq. ft terrace
5.0 out of 5 average rating, 52 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Oct
Guest favourite
Apartment in Simpson Bay, Sint Maarten
1 Bedroom Seafront Flat D3
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Aug