52 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Condos
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Cottages
Estates
Farmhouses
Hotels
Homes
Lodges
Studios
Townhomes
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

52 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Simpson Bay Rentals(52)

52 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night minimum stay
(17)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 7 night minimum stay
(32)
$400 - $786
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 7 night minimum stay
(5)
$500 - $857
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
5 - 7 night minimum stay
(4)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
7 night minimum stay
(18)
$229 - $329
per night
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 - 7 night minimum stay
(12)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
4 - 7 night minimum stay
(4)
$300 - $400
per night
5 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
5 - 7 night minimum stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
4 - 7 night minimum stay
(4)
$169 - $249
per night
3 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 3
3 - 7 night minimum stay
(16)
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 7 night minimum stay
1 Review
$315 - $415
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 7 night minimum stay
2 Reviews
$458 - $886
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 night minimum stay
2 Reviews
$215 - $300
per night
5 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 3
5 - 7 night minimum stay
$229 - $329
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 7 night minimum stay
2 Reviews
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(17)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
(22)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 6 night minimum stay
(6)
$525 - $929
per night
3 - 10 night minimum stay
  • 2 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 10 night minimum stay
(3)
$1,225 - $2,100
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(8)
$239 - $339
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(7)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
  • 1 BR,
  • 1 BA,
  • Sleeps 3
7 night minimum stay
1 Review
$1,225 - $2,100
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(8)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(12)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
5 night minimum stay
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 2
5 night minimum stay
(4)
$157 - $229
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 night minimum stay
(21)
Advertisement
 

Recent Simpson Bay Reviews

TOTAL DESCONNECT BEST LOCATION

5 of 5
FIVE STAR CONDO, BEAUTIFULf!!!!!!! CLEAN!!!!!! STAYED FOR 5 NITES RECOMMEND A CAR IF STAYING FOR MORE NITES, CABS GET EXPENSIVE. HAD DINNER AT BEACH, JUST SIMPLE DESCONNECT FROM THE WORLD. WILL COME AGAIN , WE WERE DEEEPLYYYYY SAD TO LEAVE WISH I HAD MORE STARS!!!!!!! TO GIVE THEO AND HIS PLACE
  • Submitted: Feb 23, 2015
  • Stayed: Feb 2015

Wonderful location & fab hot tub!

5 of 5
Condo is close to airport (really close) - fun to watch the planes - especially from the roof-top hot tub. On a really nice & fairly quiet beach. Has 1 parking spot & is gated & secure. Had everything we needed. Definitely recommend for anyone looking to visit St Maarten. Simona was easy to work & communicate with as well.
  • Submitted: Feb 18, 2015
  • Stayed: Feb 2015

Life is Great

5 of 5
My wife and I have been going to SXM for 6 years now and have stayed at various parts of the island. This is the second time we have stayed in this resort, and it's really a great place to be. Scott is very easy going, and Mary makes the booking process completely painless. the place is very well appointed, and Scott has thought of all the little extras that make it comfortable. Even after 5 weeks we weren't ready to leave, and we have already booked for the upcoming season. Unfortunately i was a bit slow on the draw and couldn't get this same unit again, but we will definitely book with Scott again. Thanks again for the use of your piece of paradise.
  • Submitted: Jan 31, 2015
  • Stayed: Nov 2014