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
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Popular amenities for Simpson Bay rentals with a pool
House rentals with a pool
Home in Philipsburg, Sint Maarten
5.0 out of 5 average rating, 7 reviews2 Bedroom Ocean Front Villa
Jul 1 – 8
Home in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 68 reviewsVilla Blue View .. stunning views of endless sea!
May 5 – 12
Home in Simpson Bay, Sint Maarten
4.89 out of 5 average rating, 9 reviewsCoco's Beach House - Simpson Bay Beach
Jun 29 – Jul 6
Home in Collectivité de Saint-Martin, St. Martin
4.88 out of 5 average rating, 32 reviews"Salty Beach" - Amazing 1 bedroom beachfront
Sep 7 – 14
Home in Cole Bay, Sint Maarten
5.0 out of 5 average rating, 17 reviewsSpacious 3BR with Private Cozy Pool
Oct 7 – 14
Home in Lowlands, Sint Maarten
4.9 out of 5 average rating, 69 reviewsSapphire Fantasy : Oceanfront paradise
Oct 20 – 27
Home in Cole Bay, Sint Maarten
4.89 out of 5 average rating, 38 reviewsSaint-Tropez With Ocean View - Boat Charter
Apr 1 – 8
Home in Collectivity of Saint Martin, St. Martin
4.97 out of 5 average rating, 39 reviewsNew! On La Plage Villa 2ch sea view pool
Apr 5 – 12
Condo rentals with a pool
Condo in Marigot, St. Martin
4.82 out of 5 average rating, 115 reviewsGorgeous studio ON THE BEACH,ocean view
Oct 28 – Nov 4
Condo in Lowlands, Sint Maarten
4.88 out of 5 average rating, 16 reviewsHavya Cozy Stays
May 29 – Jun 5
Condo in Lowlands, Sint Maarten
4.86 out of 5 average rating, 64 reviewsAmenity-Filled Maho Studio, Close to Airport/Beach
Nov 2 – 9
Condo in Cole Bay, Sint Maarten
4.81 out of 5 average rating, 37 reviews3 Palms - A lovely 2 bedroom condo with pool.
Aug 15 – 22
Condo in Collectivity of Saint Martin, St. Martin
4.89 out of 5 average rating, 37 reviewsApartment Canelle
Feb 2 – 9
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 27 reviewsCasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
Apr 13 – 20
Condo in Saint Martin,Guadeloupe, St. Martin
5.0 out of 5 average rating, 26 reviewsVilla Belharra, amazing view
Jan 14 – 21
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 51 reviewsThe Beach Condo
Dec 25 – Jan 1
Quick stats about vacation rentals with a pool in Simpson Bay
Total rentals
200 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
110 properties are a good fit for families
Total number of reviews
4.6K reviews
Nightly prices starting at
R1,128 ZAR before taxes and fees
Destinations to explore
- Orient Bay Vacation rentals
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- Rentals with pools Saint Martin
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