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, 102 reviewsAmazing modern duplex ocean view "Colosseo"
Feb 28 – Mar 7
Apartment in Nettle Bay, St. Martin
4.92 out of 5 average rating, 26 reviewsSofty green, baie Nettlé
Sep 29 – Oct 6
Apartment in Point Pirouette, Sint Maarten
4.93 out of 5 average rating, 86 reviewsSecret View amazing apartment- Private pool
Aug 23 – 30
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 11 reviewsVista Blue-Newly Renovated
Jul 14 – 21
Apartment in Collectivité de Saint-Martin, St. Martin
5.0 out of 5 average rating, 17 reviewsNew a dream on the beach!
Oct 23 – 30
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 45 reviewsHARMONY HAVEN on Simpson Bay Beach Beacon Hill
May 17 – 24
Apartment in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 26 reviewsLe Papillon -Modern, beachfront, 550sq. ft terrace
Aug 2 – 9
Apartment in Collectivity of Saint Martin, St. Martin
4.84 out of 5 average rating, 25 reviewsCloud 9 - Get the very essence of SXM
Sep 6 – 13
Waterfront house rentals
Home in Philipsburg, Sint Maarten
5.0 out of 5 average rating, 7 reviews2 Bedroom Ocean Front Villa
Aug 29 – Sep 5
Home in Simpson Bay, Sint Maarten
4.89 out of 5 average rating, 9 reviewsCoco's Beach House - Simpson Bay Beach
Jun 29 – Jul 6
Home in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 10 reviewsBeach cottage in Simpson bay
Nov 25 – Dec 2
Home in Lowlands, Sint Maarten
4.9 out of 5 average rating, 69 reviewsSapphire Fantasy : Oceanfront paradise
Mar 22 – 29
Home in Simpson Bay, Sint Maarten
4.78 out of 5 average rating, 18 reviewsStunning 7 BR Beachfront Villa w/Pool
Sep 23 – 30
Home in Cupecoy, Sint Maarten
4.94 out of 5 average rating, 18 reviews"Divine In You Cupecoy" Rainbow Ocean View 2BR
Dec 26 – Jan 2
Home in Upper Prince's Quarter, Sint Maarten
5.0 out of 5 average rating, 18 reviewsPeaceful secluded 2BR apt w. sunrise & ocean views
Sep 5 – 12
Home in Collectivité de Saint-Martin, St. Martin
5.0 out of 5 average rating, 11 reviewsAmazing Seablue villa with sea view!
Nov 12 – 19
Waterfront condo rentals
Condo in Marigot, St. Martin
4.82 out of 5 average rating, 114 reviewsGorgeous studio ON THE BEACH,ocean view
Oct 28 – Nov 4
Condo in Marigot, St. Martin
4.84 out of 5 average rating, 108 reviewsTropical Modern Studio
Oct 9 – 16
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
Apr 15 – 22
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 29 reviewsEncanto -2BR beachfront w/pool & gorgeous sunsets!
Nov 21 – 28
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 13 reviewsPopular Beachfront Property Barefoot /Simpson bay
Oct 11 – 18
Condo in Collectivity of Saint Martin, St. Martin
4.9 out of 5 average rating, 48 reviewsLovely sandy and coconut apartment
May 31 – Jun 7
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 27 reviewsCasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
Apr 13 – 20
Condo in Simpson Bay, Sint Maarten
4.84 out of 5 average rating, 25 reviewsSerenity On The Sand Beachfront Condo @Simpson Bay
Apr 17 – 24
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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- Rentals with outdoor seating Simpson Bay
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- Rentals with a hot tub Simpson Bay
- Kid-friendly rentals Simpson Bay
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