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Search results; Over 1,000 homes in Simpson Bay

Guest favourite
Apartment in Simpson Bay, Sint Maarten
Paradiso - 2 bedroom Condo steps to Cupecoy Beach!
2 bedrooms, 2 beds, 2.5 private bathrooms
18–23 Aug
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5.0 out of 5 average rating, 11 reviews
Home in Koolbaai, Sint Maarten
A waterfront paradise facing the ocean on Saint Martin
4 bedrooms, 6 beds, 3 bathrooms
17–22 Aug
New place to stay
Superhost
Apartment in Upper Prince's Quarter, Sint Maarten
Serenity Seascape | 2BR Retreat, 270° Oceanviews
2 bedrooms, 2 king beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms, 3 queen beds, 3 bathrooms
7–12 Sept
4.91 out of 5 average rating, 55 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
17–22 Aug
4.95 out of 5 average rating, 109 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
24–29 Sept
5.0 out of 5 average rating, 250 reviews
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
4.99 out of 5 average rating, 101 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Middle Floor - Unit 2
3 bedrooms, 3 beds, 3.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Villa in Indigo Bay , Sint Maarten
AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.
4 bedrooms, 4 king beds, 4.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 15 reviews
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, 59 reviews
Townhouse in Simpson Bay, Sint Maarten
Utopia A3 | Beachside Stay @ The Drake Residences
2 bedrooms, 3 beds, 2.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Flat in Upper Prince's Quarter, Sint Maarten
Aman_Luna
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
3 bedrooms, 5 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 46 reviews
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
Home in Koolbaai, Sint Maarten
Villa Where Dreams Meet the Sea
2 bedrooms, 2 king beds, 2.5 bathrooms
26–31 Aug
New place to stay
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 80 reviews
Home in Collectivité de Saint-Martin, St Martin
OSun - SeaView Villa - SXM
4 bedrooms, 5 beds, 4 bathrooms
18–23 Aug
4.82 out of 5 average rating, 17 reviews
Top guest favourite
Flat in St Martin, St Martin
07 yellow cliff
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Popular Beachfront Property Barefoot /Simpson bay
2 bedrooms, 2 king beds, 2.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 27 reviews