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Holiday rentals in Simpson Bay
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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
Flat in Pelican Key
4.89 out of 5 average rating, 66 reviewsLimeTree Studio, Pelican Key
![](https://a0.muscache.com/im/pictures/f4b15d18-eb32-4465-8615-6fa6fefe8092.jpg?im_w=720)
Guest favourite
Apartment in Simpson Bay
4.96 out of 5 average rating, 75 reviewsFive Star Luxury Beachfront Condo Private Hot Tub
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NTA0NjQxMzE%3D/original/f121b8a4-f1e1-4055-93c3-e10aa73d8eff.jpeg?im_w=720)
Guest favourite
Villa in Simpson Bay
4.98 out of 5 average rating, 43 reviewsWaterfront "BONJOUR" Beacon Hill St Maarten
![](https://a0.muscache.com/im/pictures/miso/Hosting-35898758/original/d8ec63db-1ced-4c21-8154-d780278ae9b0.jpeg?im_w=720)
Guest favourite
Apartment in Simpson Bay
5.0 out of 5 average rating, 15 reviewsPopular Beachfront Property Barefoot /Simpson bay
![](https://a0.muscache.com/im/pictures/miso/Hosting-30285237/original/faf031c4-3fc2-4649-a6e1-c4ada79a7aef.jpeg?im_w=720)
Guest favourite
Home in Simpson Bay
5.0 out of 5 average rating, 71 reviewsVilla Blue View .. stunning views of endless sea!
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MTAyOTMyMTU4NDg4MDM4MzM4MQ%3D%3D/original/15b738a6-e313-4401-b2ea-38681631a080.jpeg?im_w=720)
Guest favourite
Apartment in Lowlands
4.9 out of 5 average rating, 21 reviewsHavya Cozy Stays
![](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 Apartment. Topdeck. Ocean View
![](https://a0.muscache.com/im/pictures/9437d10a-2992-42cc-b1d6-8fa24f2bae4b.jpg?im_w=720)
Guest favourite
Flat in Simpson Bay
5.0 out of 5 average rating, 45 reviewsHARMONY HAVEN on Simpson Bay Beach Beacon Hill
Quick stats about holiday rentals in Simpson Bay
Total rentals
320 properties
Rentals with a pool
200 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
8.2K reviews
Nightly prices starting at
£24 before taxes and fees
Destinations to explore
- Orient Bay Holiday rentals
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- Maho Beach Holiday rentals
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- Mont Vernon Holiday rentals
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- Family-friendly rentals Simpson Bay
- Beach apartment rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Rentals with beach access Simpson Bay
- Flat rentals Simpson Bay
- Rentals with a washing machine and dryer Simpson Bay
- Rentals with pools Simpson Bay
- Family-friendly rentals Simpson Bay
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- Rentals with a patio Simpson Bay
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- Rentals with outdoor seating Simpson Bay
- Villa rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
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