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
Home in Simpson Bay
5.0 out of 5 average rating, 68 reviewsVilla Blue View .. stunning views of endless sea!
Jun 19 – 26
Home in Philipsburg, Sint Maarten
5.0 out of 5 average rating, 7 reviews2 Bedroom Ocean Front Villa
Aug 29 – Sep 5
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 Cole Bay, Sint Maarten
4.89 out of 5 average rating, 38 reviewsSaint-Tropez With Ocean View - Boat Charter
Sep 27 – Oct 4
Home in Cole Bay, Sint Maarten
5.0 out of 5 average rating, 17 reviewsSpacious 3BR with Private Cozy Pool
Jan 20 – 27
Home in Les Terres Basses, St. Martin
5.0 out of 5 average rating, 9 reviewsLuxury Bungalow Sea & Pool View
Jun 11 – 18
Home in Lowlands, Sint Maarten
4.9 out of 5 average rating, 69 reviewsSapphire Fantasy : Oceanfront paradise
Mar 22 – 29
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, 114 reviewsGorgeous studio ON THE BEACH,ocean view
Oct 28 – Nov 4
Condo in Orient Bay, St. Martin
4.88 out of 5 average rating, 262 reviewsCharming Studio 1 in Baie Orientale (Orient Bay)
Jun 9 – 16
Condo in Lowlands, Sint Maarten
4.88 out of 5 average rating, 16 reviewsHavya Cozy Stays
Oct 2 – 9
Condo in Lowlands, Sint Maarten
4.78 out of 5 average rating, 23 reviewsHeavenly Haven Royal Retreats at Maho Beach
Aug 3 – 10
Condo in Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 29 reviewsEncanto -2BR beachfront w/pool & gorgeous sunsets!
Nov 21 – 28
Condo in Collectivity of Saint Martin, St. Martin
4.9 out of 5 average rating, 48 reviewsLovely sandy and coconut apartment
May 31 – Jun 7
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 Simpson Bay, Sint Maarten
5.0 out of 5 average rating, 51 reviewsThe Beach Condo
Dec 3 – 10
Home rentals with a private pool
Home in Saint-Martin , St. Martin
New place to stayRental Villa Saint-Martin, 3 bedrooms, 6 persons
Oct 31 – Nov 7
Condo in Upper Prince's Quarter, Sint Maarten
New place to stayNew Listing! Coral Beach Club Condo, Dawn Beach
Mar 25 – Apr 1
Villa in Toiny, St. Barthélemy
South Wave
Jun 26 – Jul 3
Home in Saint Martin, France
Rastafari
Aug 17 – 24
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
€ 56 before taxes and fees
Destinations to explore
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