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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 bed, 1.5 private bathrooms
24–29 Sept
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5.0 out of 5 average rating, 251 reviews
Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 single bed, 1 bathroom
7–12 Sept
4.87 out of 5 average rating, 268 reviews
Home in Koolbaai, Sint Maarten
A waterfront paradise facing the ocean on Saint Martin
4 bedrooms, 6 beds, 3 bathrooms
1–6 Sept
New place to stay
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaShores Beach Front 1 Brm Apt With Generator SXM
1 bedroom, 2 beds, 1 bathroom
31 Aug – 5 Sept
4.95 out of 5 average rating, 57 reviews
Guest favourite
Serviced apartment in Simpson Bay, Sint Maarten
Unit 1 - Apartment by the sea
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.94 out of 5 average rating, 31 reviews
Townhouse in Simpson Bay, Sint Maarten
Tranquility A2 | Beachside @ The Drake Residences
2 bedrooms, 3 beds, 2.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Apartment in Saint Martin, St Martin
Ocean Breeze, Fully Renovated Beachfront 2 bdr
2 bedrooms, 2 king beds, 1 bathroom
10–15 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in Little Bay, Sint Maarten
Stunning 2 BD Ocean View - Terraces Lt Bay
2 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
4.99 out of 5 average rating, 187 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Private Pool- 5 min DRIVE to Maho Beach & Airport
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.96 out of 5 average rating, 75 reviews
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds, 2.5 bathrooms
19–24 Sept
4.97 out of 5 average rating, 38 reviews
Guest favourite
Home in Cul-de-Sac, St Martin
Villa ELIOS 2BR SeaView
2 bedrooms, 2 king beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds, 2 bathrooms
22–27 Sept
4.99 out of 5 average rating, 103 reviews
Guest favourite
Apartment in Lowlands, Sint Maarten
Beachfront Studio in Cupecoy, SXM
1 bedroom, 1 king bed, 1 bathroom
6–11 Sept
4.8 out of 5 average rating, 106 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds, 3.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 43 reviews
Guest favourite
Flat in Lowlands, Sint Maarten
The Emerald at Maho
1 bedroom, 1 bed, 1 bathroom
30 Aug – 4 Sept
4.89 out of 5 average rating, 62 reviews
Top guest favourite
Apartment in Marigot, St Martin
"SeaBird" studio, feet in the water on the beach
1 bedroom, 2 beds, 1 bathroom
18–23 Sept
4.96 out of 5 average rating, 153 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool C2.1
4 bedrooms, 5 beds, 4 bathrooms
21–26 Aug
4.89 out of 5 average rating, 19 reviews
Guest favourite
Flat in Saint Martin, St Martin
On the beach! Villa Marina pool splendid view
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
4.95 out of 5 average rating, 79 reviews
Guest favourite
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
1 queen bed, 1 bathroom
10–15 Sept
4.92 out of 5 average rating, 24 reviews