Beachfront vacation rentals in Simpson Bay
Find and book unique beachfront homes on Airbnb
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
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! 😍🤩😍
Apartment in Lowlands
4.84 out of 5 average rating, 19 reviewsThe Emerald at Maho
Apartment in Cole Bay, Sint Maarten
4.96 out of 5 average rating, 24 reviewsRoyal Palm Hilton SXM
Condo in Simpson Bay
4.96 out of 5 average rating, 74 reviewsFive Star Luxury Beachfront Condo Private Hot Tub
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 30 reviewsEncanto -2BR beachfront w/pool & gorgeous sunsets!
Condo in Lowlands, Sint Maarten
4.88 out of 5 average rating, 16 reviewsHavya Cozy Stays
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 16 reviewsBeachfront Caribbean Breeze in Paradise, SXM
Beachfront home rentals with a hot tub
Condo in Lowlands
4.94 out of 5 average rating, 90 reviewsSint Maarten La Terrasse Maho
Condo in Simpson Bay
4.9 out of 5 average rating, 10 reviewsLovely Lagoon Townhouse SBYC
Place to stay in Sint Maarten, Sint Maarten
4.96 out of 5 average rating, 67 reviewsWalk to Ocean+Ocean+Tropical Garden Views+Perks!
Apartment in Cole Bay, Sint Maarten
5.0 out of 5 average rating, 4 reviewsA103 - Incredible Apartment with Garden
Apartment in Simpson Bay, Sint Maarten
4.96 out of 5 average rating, 93 reviewsTop of the art penthouse
Home in Lowlands, Sint Maarten
4.9 out of 5 average rating, 69 reviewsSapphire Fantasy : Oceanfront paradise
Condo in Lowlands, Sint Maarten
5.0 out of 5 average rating, 28 reviewsThe Cliff in Cupecoy Beach HEAVEN!!!
Villa in Little Bay, Sint Maarten
4.95 out of 5 average rating, 19 reviewsBarefoot Villas GreatBay View in Hot Tub & Balcony
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
Condo in Lowlands
4.86 out of 5 average rating, 51 reviewsModern / cosy Studio next to university / Beach
Apartment in Sint Maarten, Sint Maarten
5.0 out of 5 average rating, 13 reviewsCOndostmaarten panoramic
Condo in Collectivity of Saint Martin, St. Martin
4.89 out of 5 average rating, 37 reviewsAppartement Canelle
Apartment in Lowlands
4.91 out of 5 average rating, 11 reviewsEmerald Gem Maho Studio Prime spot
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
€ 74 before taxes and fees
Destinations to explore
- Orient Bay Vacation rentals
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- Rentals with a patio Simpson Bay
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- Rentals with a hot tub Simpson Bay
- Family-friendly rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
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- Smoking-friendly rentals Simpson Bay
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- Kid-friendly rentals Simpson Bay
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- Rentals with pools Simpson Bay
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