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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
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
3–8 Aug
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
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
Townhouse in Simpson Bay, Sint Maarten
Nirvana @ The Drake | Beach Just Steps Away
New place to stay, 2 bedrooms, 3 beds, 2.5 bathrooms
4–9 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
11–16 Aug
Superhost
Home in Les Terres Basses, St Martin
Tiki Lodge 5mn away from the beach
3 bedrooms, 3 beds, 3 bathrooms
1–6 Aug
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
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
Superhost
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Aug
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 3 bathrooms
3–8 Nov
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
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
4–9 Aug
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
4.91 out of 5 average rating, 53 reviews, 3 bedrooms, 3 beds, 3 bathrooms
2–7 Aug
Superhost
Home in Cul-de-Sac, St Martin
Villa ELIOS 2BR SeaView
2 bedrooms, 2 beds, 2 bathrooms
23–28 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
Guest favourite
Flat in Cole Bay, Sint Maarten
C354 - Top view with balcony
4.93 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Aug
Home in Koolbaai, Sint Maarten
Villa Where Dreams Meet the Sea
New place to stay, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Aug
Guest favourite
Townhouse in Sint Maarten, Sint Maarten
Indigo Bay Villa Poolside - Ocean 14
4.96 out of 5 average rating, 108 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
20–25 Aug