Holiday houses in Simpson Bay
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Simpson Bay
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
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
Guest favourite
Condo in Simpson Bay
4.96 out of 5 average rating, 73 reviewsFive Star Luxury Beachfront Condo Private Hot Tub
Guest favourite
Apartment in Simpson Bay
5.0 out of 5 average rating, 45 reviewsHARMONY HAVEN on Simpson Bay Beach Beacon Hill
Guest favourite
Home in Simpson Bay
5.0 out of 5 average rating, 69 reviewsVilla Blue View .. stunning views of endless sea!
Guest favourite
Condo in Simpson Bay
5.0 out of 5 average rating, 29 reviewsOCEAN FRONT Steps From BEACH!
Guest favourite
Apartment in Pelican Key
4.89 out of 5 average rating, 65 reviewsLimeTree Studio, Pelican Key
Guest favourite
Condo in Simpson Bay
4.97 out of 5 average rating, 37 reviewsHamaka condo, a beachfront retreat on Simpson Bay
Guest favourite
Place to stay in Sint Maarten
4.95 out of 5 average rating, 66 reviews109/Nite SALE Ends May 15. Book dates through July
Guest favourite
Apartment in Simpson Bay
4.98 out of 5 average rating, 64 reviewsSECOND HOME Beach Apartment
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
$50 NZD before taxes and fees
Destinations to explore
- Orient Bay Holiday rentals
- Grand Case Holiday rentals
- Gustavia Holiday rentals
- Philipsburg Holiday rentals
- Bakers Bay Holiday rentals
- Baie Nettlé Holiday rentals
- Maho Beach Holiday rentals
- Marigot Holiday rentals
- Cul-de-Sac Holiday rentals
- Mont Vernon Holiday rentals
- Anse Marcel Holiday rentals
- San Juan Holiday rentals
- Rentals with a washing machine and dryer Simpson Bay
- Apartment rentals Simpson Bay
- Family-friendly rentals Simpson Bay
- Rentals with pools Simpson Bay
- Rentals with beach access Simpson Bay
- Villa rentals Simpson Bay
- Condo rentals Simpson Bay
- Monthly Rentals Simpson Bay
- Rentals with a patio Simpson Bay
- Beach condo rentals Simpson Bay
- Waterfront rentals Simpson Bay
- Serviced apartment rentals Simpson Bay
- Beachfront rentals Simpson Bay
- Fitness-friendly rentals Simpson Bay
- Smoking-friendly rentals Simpson Bay
- Rentals with outdoor seating Simpson Bay
- Kid-friendly rentals Simpson Bay
- Pet-friendly rentals Simpson Bay
- Rentals with a hot tub Simpson Bay
- House 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