
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

Orient Bay "B&C Collection" 2BD+Sofa

Cozy home with pool

Beachfront/6 bdrs en-suite/ Maid included (h)

Villa Blue Lagoon SXM

Princess Anouk, Orient Bay, pool, on the beach

Lovely quiet accommodation with private garden

Bungalow on White Sand Beach, Beach Cottage
Beachfront home rentals with a pool

VILLA I LOVE VIEW – Luxury villa with sea view

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

The Cliff in Cupecoy Beach HEAVEN!!!

ALMOND BLUE ...Pinel bay view - caribbean feeling

WHY NOT Splendid apartment right on the beach

Holiday House-Beautiful Cupecoy

Luxury Sea View Apartment Mont Vernon

New, a dream on the beach!
Private beachfront home rentals

Ti Sable, your condo right on the beach

Coco's Beach House - Simpson Bay Beach

La Pearle - Luxurious 1 Bedroom Condo By the Beach

Paradis Caraibes 1BR * On the Beach!

2BR Beachfront Oasis •Pool + Epic Sunsets @Encanto

Maho Beach House: 1-Bedroom, Oceanfront Lifestyle

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

Le Petit Paradis – Beachfront 1 Bedroom Apartment
Destinations to explore
- Waterfront rentals Simpson Bay Beach
- Rentals with a washing machine and dryer Simpson Bay Beach
- Rentals with pools Simpson Bay Beach
- Rentals with a patio Simpson Bay Beach
- Flat rentals Simpson Bay Beach
- Rentals with beach access Simpson Bay Beach
- Rentals with outdoor seating Simpson Bay Beach
- Family-friendly rentals Simpson Bay Beach
- Apartment rentals Simpson Bay Beach
- Beachfront rentals Sint Maarten