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Search results; Over 1,000 homes in Simpson Bay

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
1–6 Oct
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4.96 out of 5 average rating, 108 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 249 reviews
Superhost
Apartment in Upper Prince's Quarter, Sint Maarten
Serenity Seascape | 2BR Retreat, 270° Oceanviews
2 bedrooms, 2 king beds, 2.5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.85 out of 5 average rating, 203 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 79 reviews
Superhost
Flat in Sint Maarten, Sint Maarten
Cosy (Apt7) - Patio, Sea View and pool
1 bedroom, 1 bed, 1.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Caribbean Breeze in Paradise, SXM
2 bedrooms, 2 king beds, 2.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 40 reviews
Guest favourite
Flat in Lowlands, Sint Maarten
Luxury Studio| Walk to Maho Beach, Casino, Dinning
1 bedroom, 1 queen bed, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Serviced apartment in Simpson Bay, Sint Maarten
Unit 3 - Luxury apartment by the sea
1 bedroom, 2 beds, 1 bathroom
5–10 Aug
4.85 out of 5 average rating, 54 reviews
Guest favourite
Flat in Marigot, St Martin
Studio One Island
1 bedroom, 1 bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 single bed, 1 bathroom
27 Aug – 1 Sept
4.87 out of 5 average rating, 266 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Pineapple Suite
2 bedrooms, 2 queen beds, 1 bathroom
7–12 Aug
4.96 out of 5 average rating, 46 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
1 Bedroom Seafront Flat D3
1 bedroom, 1 bed, 1 bathroom
1–6 Aug
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Apartment in Marigot, St Martin
Premium studio with Caribbean sea view & Marigot pool
1 king bed, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 69 reviews
Guest favourite
Flat in Lowlands, Sint Maarten
The Emerald at Maho
1 bedroom, 1 bed, 1 bathroom
23–28 Sept
4.89 out of 5 average rating, 62 reviews
Townhouse in Simpson Bay, Sint Maarten
Nirvana @ The Drake | Beach Just Steps Away
2 bedrooms, 3 beds, 2.5 bathrooms
4–9 Aug
New place to stay
Guest favourite
Room in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
1 king bed, 1.5 bathrooms
7–12 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Guest house in Saint Martin, Guadeloupe
Bungalow in the lowlands
1 bedroom, 1 king bed, 1 bathroom
1–6 Aug
4.9 out of 5 average rating, 223 reviews