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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
![](https://a0.muscache.com/im/pictures/9b8e558a-bc02-407d-af4b-a5de58640e90.jpg?im_w=720)
Condo in Simpson Bay
5 out of 5 average rating, 60 reviewsBeach front luxury! Huge 2BR that has it all! 😍🤩😍
![](https://a0.muscache.com/im/pictures/miso/Hosting-969577482437720723/original/901aa6bf-b2d1-4a3d-a5a2-d4948249ecac.jpeg?im_w=720)
Rental unit in Simpson Bay
5 out of 5 average rating, 6 reviewsThe Loft at Simpson Bay Yacht Club
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MTAyOTMyMTU4NDg4MDM4MzM4MQ%3D%3D/original/15b738a6-e313-4401-b2ea-38681631a080.jpeg?im_w=720)
Condo in Lowlands
4.9 out of 5 average rating, 21 reviewsHavya Cozy Stays
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Condo in Maho
4.79 out of 5 average rating, 14 reviews'Emerald Pearl' Studio in Maho with Full Amenities
![](https://a0.muscache.com/im/pictures/f4b15d18-eb32-4465-8615-6fa6fefe8092.jpg?im_w=720)
Condo in Simpson Bay
4.96 out of 5 average rating, 76 reviewsFive Star Luxury Beachfront Condo Private Hot Tub
![](https://a0.muscache.com/im/pictures/miso/Hosting-48297264/original/3c493e55-099f-41f7-8605-3e17c0a8ac17.jpeg?im_w=720)
Condo in Simpson Bay
5 out of 5 average rating, 16 reviewsBeachfront Caribbean Breeze in Paradise, SXM
![](https://a0.muscache.com/im/pictures/miso/Hosting-53084911/original/c735e506-cbc4-49b5-8ad6-7934a4093d86.jpeg?im_w=720)
Condo in Saint Martin,Guadeloupe
5 out of 5 average rating, 28 reviewsVilla Belharra, amazing view
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NTA0NjQxMzE%3D/original/f121b8a4-f1e1-4055-93c3-e10aa73d8eff.jpeg?im_w=720)
Villa in Simpson Bay
4.98 out of 5 average rating, 44 reviewsWaterfront "BONJOUR" Beacon Hill St Maarten
Beachfront home rentals with a hot tub
![](https://a0.muscache.com/im/pictures/166e544b-31ae-4a41-96c3-2014cb30ba73.jpg?im_w=720)
Condo in Lowlands
4.95 out of 5 average rating, 92 reviewsSint Maarten La Terrasse Maho
![](https://a0.muscache.com/im/pictures/5631682a-4f70-4017-a312-e8063e8d043b.jpg?im_w=720)
Condo in Simpson Bay
4.9 out of 5 average rating, 10 reviewsLovely Lagoon Townhouse SBYC
![](https://a0.muscache.com/im/pictures/miso/Hosting-2720740/original/b0975dcf-8f01-4d78-acab-ac65645ec0f6.jpeg?im_w=720)
Rental unit in Simpson Bay
4.96 out of 5 average rating, 93 reviewsTop of the art penthouse
![](https://a0.muscache.com/im/pictures/021d7d52-c178-4c93-ab3a-4c4dece80788.jpg?im_w=720)
Home in Lowlands
4.9 out of 5 average rating, 69 reviewsSapphire Fantasy : Oceanfront paradise
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Villa in Indigo Bay
5 out of 5 average rating, 9 reviewsSeaBreeze Luxury Villa Pool & Hot tub Indigo Bay
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Condo in Meads Bay
5 out of 5 average rating, 21 reviews1 Bedroom Luxury Condo Seconds to Beach + Terrace & Hot Tub
![](https://a0.muscache.com/im/pictures/miso/Hosting-36802544/original/01e858d1-a750-451c-8d61-c67176f6ae2c.jpeg?im_w=720)
Villa in Cole Bay
4.89 out of 5 average rating, 38 reviewsSaint-Tropez With Ocean View - Boat Charter
![](https://a0.muscache.com/im/pictures/460da435-ff46-4e85-88a6-7cefd8a18d77.jpg?im_w=720)
Condo in Lowlands
5 out of 5 average rating, 30 reviewsThe Cliff in Cupecoy Beach HEAVEN!!!
Pet-friendly beachfront home rentals
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Condo in Saint Martin
4.87 out of 5 average rating, 113 reviews2 Bedroom Duplex up to 5 guests right on the beach
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Rental unit in Lowlands
4.97 out of 5 average rating, 115 reviewsCupecoy Garden Side
![](https://a0.muscache.com/im/pictures/miso/Hosting-749867742804346781/original/a8a9dbe1-4510-488b-b071-0d1df869a1ec.jpeg?im_w=720)
Serviced apartment in Simpson Bay
4.88 out of 5 average rating, 50 reviewsSimpson Bay apartment-free parking, great location
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Cottage in Sint Maarten
4.74 out of 5 average rating, 126 reviewsLuxueuse Villa Spring Sea - Indigo Bay Sxm
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Rental unit in Sint Maarten
4.85 out of 5 average rating, 20 reviewsCOndostmaarten panoramic
![](https://a0.muscache.com/im/pictures/86ae7d0b-6cf7-4b6f-a422-e137f4f701a0.jpg?im_w=720)
Rental unit in Lowlands
5 out of 5 average rating, 15 reviewsGorgeous 2 bedroom-17th floor, Fourteen Mullet Bay
![](https://a0.muscache.com/im/pictures/77706a65-2e24-4d80-874c-c3cba52d9d17.jpg?im_w=720)
Loft in Grand-Case
4.93 out of 5 average rating, 73 reviewsMojito, Beachfront loft overlooking the sea
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-43977850/original/01f408bf-0c3d-4ece-860c-3a00413d1af0.jpeg?im_w=720)
Home in Simpson Bay
4.9 out of 5 average rating, 10 reviewsCoco's Beach House - Simpson Bay Beach
Quick stats about beachfront rentals in Simpson Bay
Total rentals
110 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
5K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
80 properties have a pool
Destinations to explore
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- Family-friendly rentals Simpson Bay
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- Rentals with pools Simpson Bay
- Monthly Rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Rentals with a hot tub Simpson Bay
- Rentals with a patio Simpson Bay
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