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, Sint Maarten
5.0 out of 5 average rating, 68 reviewsVilla Blue View .. stunning views of endless sea!
Sep 28 – Oct 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 Collectivité de Saint-Martin, St. Martin
4.88 out of 5 average rating, 32 reviews"Salty Beach" - Amazing 1 bedroom beachfront
Sep 11 – 18
Home in Philipsburg, Sint Maarten
5.0 out of 5 average rating, 7 reviews2 Bedroom Ocean Front Villa
Mar 21 – 28
Home in Lowlands, Sint Maarten
4.9 out of 5 average rating, 69 reviewsSapphire Fantasy : Oceanfront paradise
Mar 8 – 15
Home in Cole Bay, Sint Maarten
4.89 out of 5 average rating, 38 reviewsSaint-Tropez With Ocean View - Boat Charter
May 12 – 19
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
Oct 17 – 24
Home in Cole Bay, Sint Maarten
5.0 out of 5 average rating, 17 reviewsSpacious 3BR with Private Cozy Pool
Mar 27 – Apr 3
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
Nov 1 – 8
Condo in Orient Bay, St. Martin
4.88 out of 5 average rating, 263 reviewsCharming Studio 1 in Baie Orientale (Orient Bay)
Jun 7 – 14
Condo in Lowlands, Sint Maarten
4.88 out of 5 average rating, 16 reviewsHavya Cozy Stays
Sep 6 – 13
Condo in Collectivity of Saint Martin, St. Martin
4.89 out of 5 average rating, 37 reviewsApartment Canelle
May 17 – 24
Condo in Lowlands, Sint Maarten
4.78 out of 5 average rating, 23 reviewsHeavenly Haven Royal Retreats at Maho Beach
Sep 30 – Oct 7
Condo in Lowlands, Sint Maarten
4.94 out of 5 average rating, 89 reviewsSint Maarten La Terrasse Maho
Apr 19 – 26
Condo in Saint Martin,Guadeloupe, St. Martin
5.0 out of 5 average rating, 26 reviewsVilla Belharra, amazing view
Aug 15 – 22
Condo in Collectivity of Saint Martin, St. Martin
4.9 out of 5 average rating, 48 reviewsLovely sandy and coconut apartment
Aug 19 – 26
Home rentals with a private pool
Condo in Upper Prince's Quarter, Sint Maarten
New place to stayNew Listing! Coral Beach Club Condo, Dawn Beach
Mar 30 – Apr 6
Home in Saint-Martin , St. Martin
New place to stayRental Villa Saint-Martin, 3 bedrooms, 6 persons
Sep 23 – 30
Villa in Toiny, St. Barthélemy
South Wave
May 30 – Jun 6
Home in Saint Martin, France
Rastafari
Nov 5 – 12
Home in Saint-Martin , St. Martin
New place to stayRental Villa Saint-Martin, 4 bedrooms, 8 persons
Aug 22 – 29
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
$60 before taxes and fees
Destinations to explore
- Orient Bay Vacation rentals
- Grand Case Vacation rentals
- Gustavia Vacation rentals
- Philipsburg Vacation rentals
- Bakers Bay Vacation rentals
- Baie Nettlé Vacation rentals
- Maho Beach Vacation rentals
- Marigot Vacation rentals
- Cul-de-Sac Vacation rentals
- Mont Vernon Vacation rentals
- Anse Marcel Vacation rentals
- San Juan Vacation rentals
- Rentals with pools Saint Martin
- Rentals with pools Sint Maarten
- Rentals with pools Sint Maarten
- Rentals with pools Saint Barthélemy
- Rentals with outdoor seating Simpson Bay
- Villa rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Serviced apartment rentals Simpson Bay
- Condo rentals Simpson Bay
- Rentals with beach access Simpson Bay
- Beach condo rentals Simpson Bay
- Rentals with a washer and dryer Simpson Bay
- Beachfront rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- Kid-friendly rentals Simpson Bay
- House rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Apartment rentals Simpson Bay
- Monthly Rentals Simpson Bay
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom