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Holiday rentals in Simpson Bay
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Simpson Bay
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Simpson Bay holiday rentals
Other great holiday rentals in Simpson Bay
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Guest favourite
Cottage in Sint Maarten
4.99 out of 5 average rating, 76 reviews«La Vue SXM» Luxe "Villa La Vue" + Beach/Bar/Food
![](https://a0.muscache.com/im/pictures/miso/Hosting-2720740/original/b0975dcf-8f01-4d78-acab-ac65645ec0f6.jpeg?im_w=720)
Guest favourite
Rental unit in Simpson Bay
4.96 out of 5 average rating, 93 reviewsTop of the art penthouse
![](https://a0.muscache.com/im/pictures/miso/Hosting-978204956932808288/original/5db7fea4-988d-4893-893a-c87e7b684936.jpeg?im_w=720)
Guest favourite
Rental unit in Koolbaai
4.87 out of 5 average rating, 23 reviews1 bedroom ocean view condo - Walk to beach
![](https://a0.muscache.com/im/pictures/dfe32b3d-d3bf-4acf-8583-6dc0f7e30bdc.jpg?im_w=720)
Guest favourite
Guest house in Simpson Bay
4.96 out of 5 average rating, 96 reviewsSimpson Bay Beach 1 bed Apt Topdeck. Ocean views
![](https://a0.muscache.com/im/pictures/miso/Hosting-828211563064377106/original/f600e1f5-a9b2-44e1-9cf4-62ac6cdc359f.jpeg?im_w=720)
Guest favourite
Rental unit in Cole Bay
4.93 out of 5 average rating, 28 reviewsRoyal Palm Hilton SXM
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Superhost
Apartment in Maho
4.79 out of 5 average rating, 14 reviews'Emerald Pearl' Studio in Maho with Full Amenities
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Guest favourite
Rental unit in Indigo bay
4.95 out of 5 average rating, 74 reviewsDetached low villa apartment - Indigo Bay
![](https://a0.muscache.com/im/pictures/81f5ef8f-b512-41bc-a5f8-e813fd52f527.jpg?im_w=720)
Guest favourite
Rental unit in Pelican Key
4.9 out of 5 average rating, 67 reviewsLimeTree Studio, Pelican Key
Quick stats about holiday rentals in Simpson Bay
Total rentals
320 properties
Nightly prices starting at
$27 SGD before taxes and fees
Total number of reviews
8.5K reviews
Family-friendly rentals
140 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
210 properties have a pool
Destinations to explore
- Orient Bay Holiday rentals
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- Family-friendly rentals Simpson Bay
- Rentals with a washing machine and dryer Simpson Bay
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- Monthly Rentals Simpson Bay
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- Rentals with pools Simpson Bay
- Rentals with a hot tub Simpson Bay
- Serviced apartment rentals Simpson Bay
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- Rentals with beach access Simpson Bay
- Beach apartment rentals Simpson Bay
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- Pet-friendly rentals Simpson Bay
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