Book Holiday Homes in Simpson Bay
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Simpson Bay

Large Pool/ 1 BR/1Bath Apt. in Beautiful St. Martin in Simpson Bay!

White Sands Retreat - Beachside at Beacon Hill

Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool

Nice & Cosy 3BR Villa with private pool / Ocean View and beach access

Caribbean Sea Studio next to The Morgan Resort

Ruby Room · CocoVaa Boutique Hotel - Ruby Suite

Coco's Beach House with pool - Simpson Bay Beach

Villa Myles: Beachfront

Turquoise Room · CocoVaa Boutique Hotel - Turquoise Suite
Simpson Bay Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Simpson Bay vacation homes are the perfect way for you to wing it.
Holiday houses in Simpson Bay let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Simpson Bay in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Simpson Bay adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Simpson Bay with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Simpson Bay vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Simpson Bay Holiday Homes essential information
Accommodation | 27 Holiday Homes |
---|---|
Lowest Price | NZ$310 |
Highest Price | NZ$779 |
Popular accommodation | Large Pool/ 1 BR/1Bath Apt. in Beautiful St. Martin in Simpson Bay!, White Sands Retreat - Beachside at Beacon Hill, Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool , Nice & Cosy 3BR Villa with private pool / Ocean View and beach access, Caribbean Sea Studio next to The Morgan Resort, Ruby Room · CocoVaa Boutique Hotel - Ruby Suite, Coco's Beach House with pool - Simpson Bay Beach, Villa Myles: Beachfront, Turquoise Room · CocoVaa Boutique Hotel - Turquoise Suite |
More accommodations in Simpson Bay
Top trending hotels in Simpson Bay

The Morgan Resort Spa Village

Simpson Bay Resort, Marina & Spa

The Villas at Simpson Bay Resort

Hilton Vacation Club Flamingo Beach St. Maarten
More ways to explore Simpson Bay
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.