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Search results; Over 1,000 homes in Simpson Bay

Descriptions are based on details hosts provide
Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
1 bedroom, 1 bed, 1 private bathroom
29 Jul – 3 Aug
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4.88 out of 5 average rating, 243 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Oceanfront with panoramic Caribbean views
3 bedrooms, 3 beds, 3.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 31 reviews
Superhost
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
3 bedrooms, 3 beds, 2.5 bathrooms
16–23 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
4.99 out of 5 average rating, 329 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, 1 bathroom
4–9 Aug
4.95 out of 5 average rating, 108 reviews
Superhost
Hotel in Upper Prince's Quarter, Sint Maarten
Ocean views and a rooftop pool
1 bedroom, 1 king bed, 1.5 bathrooms
16–21 Jul
5.0 out of 5 average rating, 3 reviews
Flat in Simpson Bay, Sint Maarten
Private jacuzzi, 5 minutes from Maho Beach
2 bedrooms, 2 king beds, 1 bathroom
30 Jul – 4 Aug
4.79 out of 5 average rating, 14 reviews
Superhost
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
23–28 Jul
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Sept
4.97 out of 5 average rating, 35 reviews
Superhost
Villa in Anse Marcel, St Martin
Infinity pool with panoramic sea views
3 bedrooms, 3 beds, 3 bathrooms
18–23 Jul
New place to stay
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 55 reviews
Home in Marigot, St Martin
Ocean-view home with beach and pool
3 bedrooms, 3 beds, 3 bathrooms
19–24 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront with a private pool and terrace
4 bedrooms, 5 beds, 4 bathrooms
11–16 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Flat in Maho Beach, Sint Maarten
Ocean and runway views in Maho
1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.89 out of 5 average rating, 18 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Beachfront with ocean views and a pool
3 bedrooms, 3 beds, 3 bathrooms
8–13 Aug
4.98 out of 5 average rating, 40 reviews
Guest favourite
Flat in Grand-Case, St Martin
NEW: Unmatched Oceanfront Living in Grand Case
2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 247 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Beachfront villa with a private pool
3 bedrooms, 5 beds, 3.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 43 reviews
Guest favourite
Home in Saint Martin, St Martin
Modern villa with a private pool
3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
5.0 out of 5 average rating, 7 reviews