Waterfront vacation rentals in Simpson Bay
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Simpson Bay
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Simpson Bay waterfront rentals
Waterfront apartment rentals
Apartment in Philipsburg , Sint Maarten
4.93 out of 5 average rating, 103 reviewsAmazing modern duplex ocean view "Colosseo"
Apartment in Philipsburg, Sint Maarten
4.98 out of 5 average rating, 123 reviewsBayside Walk beachfront apartment
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 12 reviewsVista Blue-Newly Renovated
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 26 reviewsLe Papillon -Modern, beachfront, 550sq. ft terrace
Apartment in Sint Maarten
5.0 out of 5 average rating, 13 reviewsCOndostmaarten panoramic
Apartment in Saint Martin , St. Martin
4.96 out of 5 average rating, 52 reviewsOn the beach ! Villa Marina, swimming pool, splendid view
Apartment in Cole Bay, Sint Maarten
4.89 out of 5 average rating, 9 reviewsA-102 Cozy Apartment with Garden
Apartment in Collectivité de Saint-Martin, St. Martin
5.0 out of 5 average rating, 17 reviewsNew a dream on the beach!
Waterfront house rentals
Home in Simpson Bay, Sint Maarten
4.89 out of 5 average rating, 9 reviewsCoco's Beach House - Simpson Bay Beach
Home in Philipsburg, Sint Maarten
5.0 out of 5 average rating, 7 reviews2 Bedroom Ocean Front Villa
Home in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 10 reviewsBeach cottage in Simpson bay
Home in Lowlands, Sint Maarten
4.9 out of 5 average rating, 69 reviewsSapphire Fantasy : Oceanfront paradise
Home in Simpson Bay, Sint Maarten
4.7 out of 5 average rating, 20 reviewsStunning 7 BR Beachfront Villa w/Pool
Home in Cupecoy, Sint Maarten
4.94 out of 5 average rating, 18 reviews"Divine In You Cupecoy" Rainbow Ocean View 2BR
Home in Collectivity of Saint Martin, St. Martin
4.88 out of 5 average rating, 60 reviewsALMOND BLUE ...Pinel bay view - caribbean feeling
Home in Upper Prince's Quarter, Sint Maarten
5.0 out of 5 average rating, 19 reviewsPeaceful secluded 2BR apt w. sunrise & ocean views
Waterfront condo rentals
Condo in Marigot, St. Martin
4.84 out of 5 average rating, 110 reviewsTropical Modern Studio
Condo in Saint Martin , St. Martin
4.86 out of 5 average rating, 109 reviews2 Bedroom Duplex up to 5 guests right on the beach
Condo in Marigot, St. Martin
4.8 out of 5 average rating, 109 reviewsCharming studio directly on the beach
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 23 reviewsBeachfront 2 BDR modern condo
Condo in Simpson Bay, Sint Maarten
4.85 out of 5 average rating, 26 reviewsSerenity On The Sand Beachfront Condo @Simpson Bay
Condo in Saint Martin,Guadeloupe, St. Martin
5.0 out of 5 average rating, 26 reviewsVilla Belharra, amazing view
Condo in Simpson Bay, Sint Maarten
4.94 out of 5 average rating, 18 reviewsBeachside Escape
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 28 reviewsCasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
Quick stats about waterfront rentals in Simpson Bay
Total rentals
110 properties
Rentals with a pool
70 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
3.9K reviews
Nightly prices starting at
$40 before taxes and fees
Destinations to explore
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