Beachfront vacation rentals in Simpson Bay
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Top-rated beachfront rentals in Simpson Bay
Guests agree: these beachfront homes 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 beachfront rentals
Pet-friendly beachfront home rentals
Apartment in Lowlands, Sint Maarten
4.97 out of 5 average rating, 114 reviewsCupecoy Côté Jardin
Condo in Saint Martin , St. Martin
4.86 out of 5 average rating, 110 reviews2 Bedroom Duplex up to 5 guests right on the beach
Apartment in Simpson Bay, Sint Maarten
4.9 out of 5 average rating, 48 reviewsSimpson Bay apartment-free parking, great location
Apartment in Pelican Key, Sint Maarten
4.84 out of 5 average rating, 32 reviewsGated Oasis in Pelican Key
Apartment in Lowlands, Sint Maarten
5.0 out of 5 average rating, 9 reviewsEmerald Apt at Maho Beach
Villa in Simpson Bay, Sint Maarten
4.98 out of 5 average rating, 43 reviewsWaterfront "BONJOUR" Beacon Hill St Maarten
Apartment in Collectivité de Saint-Martin, St. Martin
4.94 out of 5 average rating, 18 reviewsNew "White Sand" - Splendid 1 bedroom beachfront
Condo in Lowlands, Sint Maarten
4.86 out of 5 average rating, 51 reviewsModern / cosy Studio next to university / Beach
Beachfront home rentals with a pool
Villa in Cul-de-Sac, St. Martin
4.98 out of 5 average rating, 103 reviewsVILLA JADE 2 : SUITE PIEDS DANS L'EAU / PISCINE
Condo in Simpson Bay
5.0 out of 5 average rating, 57 reviewsBeach front luxury! Huge 2BR that has it all! 😍🤩😍
Condo in Lowlands, Sint Maarten
4.88 out of 5 average rating, 17 reviewsHavya Cozy Stays
Condo in Simpson Bay
5.0 out of 5 average rating, 16 reviewsBeachfront Caribbean Breeze in Paradise, SXM
Place to stay in Sint Maarten, Sint Maarten
4.96 out of 5 average rating, 67 reviewsWalk to Ocean+Ocean+Tropical Garden Views+Perks!
Condo in Simpson Bay, Sint Maarten
4.96 out of 5 average rating, 74 reviewsFive Star Luxury Beachfront Condo Private Hot Tub
Apartment in Cole Bay, Sint Maarten
4.96 out of 5 average rating, 24 reviewsRoyal Palm Hilton SXM
Apartment in Lowlands, Sint Maarten
5.0 out of 5 average rating, 17 reviewsRock Star Gem in Maho
Private beachfront home rentals
Guesthouse in Simpson Bay, Sint Maarten
4.96 out of 5 average rating, 96 reviewsSimpson Bay Beach Apartment. Topdeck. Ocean View
Apartment in Simpson Bay, Sint Maarten
4.96 out of 5 average rating, 93 reviewsTop of the art penthouse
Apartment in Simpson Bay, Sint Maarten
4.98 out of 5 average rating, 64 reviewsSECOND HOME Beach Apartment
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 29 reviewsOCEAN FRONT Steps From BEACH!
Condo in Simpson Bay, Sint Maarten
4.94 out of 5 average rating, 18 reviewsBeachside Escape
Condo in Simpson Bay, Sint Maarten
4.97 out of 5 average rating, 38 reviewsHamaka condo, a beachfront retreat on Simpson Bay
Apartment in Pelican Key, Sint Maarten
5.0 out of 5 average rating, 9 reviewsPelican Pearl 1 bedr - 2bath apt
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 24 reviewsBeachfront 2 BDR modern condo
Quick stats about beachfront rentals in Simpson Bay
Total rentals
110 properties
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
60 properties are a good fit for families
Total number of reviews
5K reviews
Nightly prices starting at
$109 CAD before taxes and fees
Destinations to explore
- Orient Bay Vacation rentals
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- Rentals with a hot tub Simpson Bay
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- Monthly Rentals Simpson Bay
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- Apartment rentals Simpson Bay
- Rentals with pools Simpson Bay
- Kid-friendly rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
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