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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Villa in Simpson Bay, Sint Maarten
Waterfront "Bonjour" Beacon Hill St Maarten
4 bedrooms, 4 beds, 4 private bathrooms
9–14 Sept
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4.97 out of 5 average rating, 89 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed
27 Aug – 1 Sept
5.0 out of 5 average rating, 249 reviews
Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 single bed
27 Aug – 1 Sept
4.87 out of 5 average rating, 266 reviews
Guest favourite
Serviced apartment in Simpson Bay, Sint Maarten
Unit 7 - Luxury apartment by the sea
1 bedroom, 1 king bed
9–14 Aug
4.92 out of 5 average rating, 78 reviews
Guest favourite
Flat in Lowlands, Sint Maarten
Luxury Studio| Walk to Maho Beach, Casino, Dinning
1 bedroom, 1 queen bed
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
7–12 Aug
4.85 out of 5 average rating, 54 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds
8–13 Aug
5.0 out of 5 average rating, 79 reviews
Superhost
Flat in Saint Martin, St Martin
Experience a luxurious break by the sea
1 bedroom, 1 king bed
6–11 Sept
New place to stay
Top guest favourite
Flat in Lowlands, Sint Maarten
Luxury Maho Entire Apt 1BR•Pool•Ocean Runway View
1 bedroom, 2 beds
4–9 Aug
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds
7–12 Sept
4.97 out of 5 average rating, 36 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms, 3 queen beds
7–12 Sept
4.91 out of 5 average rating, 55 reviews
Guest favourite
Apartment in Maho, Sint Maarten
Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
1 bedroom, 1 queen bed
6–11 Aug
4.91 out of 5 average rating, 251 reviews
Top guest favourite
Serviced apartment in Lowlands, Sint Maarten
Garden Side 2 Large Studio
1 queen bed
4–9 Aug
4.97 out of 5 average rating, 151 reviews
Superhost
Flat in Sint Maarten, Sint Maarten
Cosy (Apt7) - Patio, Sea View and pool
1 bedroom, 1 bed
4–9 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
1 bedroom, 1 queen bed
30 Aug – 4 Sept
4.85 out of 5 average rating, 204 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
4–9 Aug
4.95 out of 5 average rating, 108 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
1 Bedroom Seafront Flat D3
1 bedroom, 1 bed
4–9 Aug
5.0 out of 5 average rating, 16 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
2 bedrooms, 2 beds
11–16 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
SXM Beachfront Escape
1 bedroom, 1 king bed
5–10 Aug
4.93 out of 5 average rating, 15 reviews