Book Holiday Homes in Simpson Bay

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Featured Holiday Homes in Simpson Bay

White Sands Retreat - Beachside at Beacon Hill

White Sands Retreat - Beachside at Beacon Hill

Beacon Hill
Book a stay at this beach vacation home in Simpson Bay. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Maho Beach and Mullet Bay Beach are ...
White Sands Retreat - Beachside at Beacon Hill
Large Pool/ 1 BR/1Bath  Apt. in Beautiful St. Martin in Simpson Bay!

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

Simpson Bay
Stay at this vacation home in Simpson Bay. Enjoy a fitness center, air conditioning, and a spa tub. Popular attractions Maho Beach and Mullet Bay Beach are located ...
Large Pool/ 1 BR/1Bath Apt. in Beautiful St. Martin in Simpson Bay!
Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool

Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool

Simpson Bay
Book a stay at this beach vacation home in Simpson Bay. Enjoy private pools, a beach locale, and concierge services. Popular attractions Maho Beach and Mullet ...
Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool
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Nice & Cosy 3BR Villa with private pool / Ocean View and beach access

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

Beacon Hill
Book a stay at this beach vacation home in Simpson Bay. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Maho Beach and Mullet Bay Beach ...
Nice & Cosy 3BR Villa with private pool / Ocean View and beach access
Caribbean Sea Studio next to The Morgan Resort

Caribbean Sea Studio next to The Morgan Resort

Maho, Sint Maarten
Book a stay at this beach vacation home in Simpson Bay. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Maho Beach and Mullet Bay ...
Caribbean Sea Studio next to The Morgan Resort
Coco's Beach House with pool - Simpson Bay Beach

Coco's Beach House with pool - Simpson Bay Beach

Simpson Bay
Book a stay at this family-friendly vacation home in Simpson Bay. Enjoy a beach locale, a fitness center, and a garden. Popular attractions Maho Beach and Orient ...
Coco's Beach House with pool - Simpson Bay Beach
Ruby Room  · CocoVaa Boutique Hotel - Ruby Suite

Ruby Room · CocoVaa Boutique Hotel - Ruby Suite

Simpson Bay
Stay at this vacation home in Simpson Bay. Enjoy balconies and air conditioning. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Ruby Room · CocoVaa Boutique Hotel - Ruby Suite
Turquoise Room · CocoVaa Boutique Hotel - Turquoise Suite

Turquoise Room · CocoVaa Boutique Hotel - Turquoise Suite

Simpson Bay
Stay at this vacation home in Simpson Bay. Enjoy balconies and air conditioning. Popular attractions Maho Beach and Mullet Bay Beach are located nearby.
Turquoise Room · CocoVaa Boutique Hotel - Turquoise Suite
Villa Myles: Beachfront

Villa Myles: Beachfront

Simpson Bay
Book a stay at this beach vacation home in Simpson Bay. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Maho Beach and Mullet Bay Beach ...
Villa Myles: Beachfront
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
25 Holiday Homes
Lowest Price
NZ$506
Highest Price
NZ$790
Popular accommodation
White Sands Retreat - Beachside at Beacon Hill, Large Pool/ 1 BR/1Bath Apt. in Beautiful St. Martin in Simpson Bay!, 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, Coco's Beach House with pool - Simpson Bay Beach, Ruby Room · CocoVaa Boutique Hotel - Ruby Suite, Turquoise Room · CocoVaa Boutique Hotel - Turquoise Suite, Villa Myles: Beachfront

Top trending hotels in Simpson Bay

The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
2 Beacon Hill Road, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is NZ$790 per night from 5 Mar to 6 Mar
NZ$790
includes taxes & fees
5 Mar - 6 Mar
Stay at this 4-star spa resort in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
The Morgan Resort Spa Village
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Billy Folly Road 37, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is NZ$541 per night from 22 Mar to 23 Mar
NZ$541
includes taxes & fees
22 Mar - 23 Mar
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
Simpson Bay Resort, Marina & Spa
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Billy Folly Road No. 37A, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is NZ$730 per night from 25 Mar to 26 Mar
NZ$730
includes taxes & fees
25 Mar - 26 Mar
Stay at this 4-star beach resort in Simpson Bay. Enjoy free WiFi, free parking, and 6 outdoor pools. Our guests praise the pool and the helpful staff in our ...
The Villas at Simpson Bay Resort
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The Atrium Beach Resort and Spa, Ascend Hotel Collection

The Atrium Beach Resort and Spa, Ascend Hotel Collection

3 out of 5
6 Billy Folly Road, Simpson Bay
Fully refundableReserve now, pay when you stay
The price is NZ$506 per night from 16 Mar to 17 Mar
NZ$506
includes taxes & fees
16 Mar - 17 Mar
Stay at this 3-star beach hotel in Simpson Bay. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
The Atrium Beach Resort and Spa, Ascend Hotel Collection
Don't see what you're looking for?
See all available properties in Simpson Bay
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.