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Vacation rentals with a pool in Simpson Bay
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Simpson Bay
Guests agree: these homes with a pool 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 rentals with a pool
House rentals with a pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-30285237/original/faf031c4-3fc2-4649-a6e1-c4ada79a7aef.jpeg?im_w=720)
Home in Simpson Bay
5 out of 5 average rating, 71 reviewsVilla Blue View .. stunning views of endless sea!
![](https://a0.muscache.com/im/pictures/miso/Hosting-962217068934896789/original/0d1bde3b-d3b9-4083-8444-48ca0d850473.jpeg?im_w=720)
Home in Philipsburg
5 out of 5 average rating, 8 reviews2 Bedroom Ocean Front Villa
![](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
![](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
![](https://a0.muscache.com/im/pictures/miso/Hosting-714449688822788168/original/ee0fe92c-0aeb-4f1f-851a-9981a6f8a10e.jpeg?im_w=720)
Home in Sint Maarten
5 out of 5 average rating, 10 reviews*New* The Beach House at Indigo Bay
![](https://a0.muscache.com/im/pictures/7006645f-548d-427c-8e4f-bb7bdea366b5.jpg?im_w=720)
Home in Collectivity of Saint Martin
4.98 out of 5 average rating, 40 reviewsNew! On La Plage Villa 2ch sea view pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-969726174271863230/original/8e9d97ed-01fa-47dd-86f3-b4693f5ad66b.jpeg?im_w=720)
Home in Cole Bay
5 out of 5 average rating, 22 reviewsSpacious 3BR with Private Cozy Pool
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1063764662065443896/original/77141c9a-d065-4e1b-a7c1-672cf57a3f12.jpeg?im_w=720)
Home in Les Terres Basses
5 out of 5 average rating, 13 reviewsLuxury Bungalow Sea & Pool View
Condo rentals with a pool
![](https://a0.muscache.com/im/pictures/202ab113-704d-42d8-ad10-9b4580dca614.jpg?im_w=720)
Condo in Orient Bay
4.88 out of 5 average rating, 265 reviewsCharming Studio 1 in Baie Orientale (Orient Bay)
![](https://a0.muscache.com/im/pictures/01e80193-378e-445b-9246-1c5407a08be9.jpg?im_w=720)
Condo in Marigot
4.8 out of 5 average rating, 110 reviewsCharming studio directly on the beach
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NzY5NjQxMjU2MzUxNzM3Mjk1/original/b2e44251-2356-495f-8069-3f5c81960a6f.png?im_w=720)
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/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/miso/Hosting-46090768/original/2643fbee-d671-43e8-bd32-31745b436797.jpeg?im_w=720)
Condo in Simpson Bay
5 out of 5 average rating, 53 reviewsThe Beach Condo
![](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/36ddcd9f-431d-4811-8208-11026480dad5.jpg?im_w=720)
Condo in Simpson Bay
4.97 out of 5 average rating, 31 reviewsEncanto -2BR beachfront w/pool & gorgeous sunsets!
![](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
Home rentals with a private pool
Quick stats about vacation rentals with a pool in Simpson Bay
Total rentals
200 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
4.6K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Destinations to explore
- Orient Bay Vacation rentals
- Grand Case Vacation rentals
- Gustavia Vacation rentals
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- Rentals with pools Saint Martin
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- Monthly Rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Rentals with a hot tub Simpson Bay
- Beachfront rentals Simpson Bay
- Rentals with a patio Simpson Bay
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