
Beachfront holiday rentals in Simpson Bay Beach
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Simpson Bay Beach
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for beachfront rentals in Simpson Bay Beach
Pet-friendly beachfront home rentals

My SWEET HOME Waterfront. Nettlé Bay

Cozy home with pool

Feet in the ocean, Orient Bay, Beach apartment

"Black Pearl"

Charming apartment on the beach, 1 or 2 bedrooms

Princess Anouk, Orient Bay, pool, on the beach

Lovely quiet accommodation with private garden

"Paradise Beach" - Impressive 2 bedrooms seafront
Beachfront home rentals with a pool

Bougainvillea Bohemian Style Studio

VILLA I LOVE VIEW – Luxury villa with sea view

Amazing sunset view of the lagoon, 1BR for 4p

The Cliff in Cupecoy Beach HEAVEN!!!

WHY NOT Splendid apartment right on the beach

FLASH SALE! June-Oct. 2025! Ocean&Tropical Views!

Holiday House-Beautiful Cupecoy

Enjoy Stunning Sunsets Beachside 2 BR/2 Bath Condo
Private beachfront home rentals

Coco's Beach House - Simpson Bay Beach

La Pearle - Luxurious 1 Bedroom Condo By the Beach

Jade – The rare gem of Anse Marcel

Paradis Caraibes 1BR * On the Beach!

Villa close to the beach

Maho Beach House: 1-Bedroom, Oceanfront Lifestyle

Guana Bay Beach Condo

Luxury Sea View Apartment Mont Vernon
Destinations to explore
- Family-friendly rentals Simpson Bay Beach
- Rentals with a washing machine and dryer Simpson Bay Beach
- Rentals with a patio Simpson Bay Beach
- Flat rentals Simpson Bay Beach
- Apartment rentals Simpson Bay Beach
- Rentals with outdoor seating Simpson Bay Beach
- Rentals with pools Simpson Bay Beach
- Rentals with beach access Simpson Bay Beach
- Waterfront rentals Simpson Bay Beach
- Beachfront rentals Sint Maarten