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Compare 46 Villas in Simpson Bay with updated reviews, rates, and availability.

* Holidays Specials* ALMA - DIRECT BEACH ACCESS 4 BR VILLA
* Holidays Specials* ALMA - DIRECT BEACH ACCESS 4 BR VILLA
10.0 out of 10, Exceptional, (52)

Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea
Pelican Key Private Luxury Villa With Panoramic View Of The Caribbean Sea
9.6 out of 10, Exceptional, (41)

3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!
3 BR/3 bath. Sint Maarten DIRECT BEACHFRONT WITH POOL! Rates start at $225/nt!!
10.0 out of 10, Exceptional, (95)

One Hundred Million Dollar Yacht On Land 5 star Villa with backup Generator
One Hundred Million Dollar Yacht On Land 5 star Villa with backup Generator
9.8 out of 10, Exceptional, (70)

BLUE OPAL Private Pool-Generator, Ocean Views Pelican Key - Simpson Bay
BLUE OPAL Private Pool-Generator, Ocean Views Pelican Key - Simpson Bay
10.0 out of 10, Exceptional, (26)

Cliff House
Cliff House
8.8 out of 10, Excellent, (3)

Stunning Beach Front Villa With Infinity Pool
Stunning Beach Front Villa With Infinity Pool
9.4 out of 10, Exceptional, (10)

BEACHFRONT DESIGN VILLA
BEACHFRONT DESIGN VILLA
9.8 out of 10, Exceptional, (116)
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.
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Other property types in Simpson Bay

Hilton Vacation Club Royal Palm St. Maarten
Hilton Vacation Club Royal Palm St. Maarten
9.0 out of 10, Wonderful, (1069)
The price is SAR 942
SAR 1,088 total
includes taxes & fees
1 May - 2 May

The Hills Residence
The Hills Residence
9.4 out of 10, Exceptional, (20)

Simpson Bay Suites
Simpson Bay Suites
6.8 out of 10, (118)
The price is SAR 506
SAR 567 total
includes taxes & fees
16 Apr - 17 Apr
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.
Recent reviews of Simpson Bay hotels
Recent reviews of Simpson Bay hotels

Hilton Vacation Club Flamingo Beach St. Maarten
5/5 Excellent
"Property is great! Rooms are renovated and beach in March 2025 was phenomenal, very little rocks and not a lot of seaweed. Pelican grill is great as well (shoutout to Devon who took great care of us all week). Met a lot of friendly people who’ve been coming to this hotel for years and always loved it. I found it to be a great value hotel. If you rent a car though, the road to get to/from hotel (Billy Folly Road) needs to be replaced (very large potholes that will ruin your bumpers). "
A verified traveler stayed at Hilton Vacation Club Flamingo Beach St. Maarten
Posted 2 days ago
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