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Simpson Bay Waterfront Vacation Rentals(32)

32 Results
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 7 night minimum stay
(17)
  • 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
(6)
$500 - $857
per night
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
5 - 7 night minimum stay
(4)
$229 - $329
per night
3 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 - 7 night minimum stay
(10)
$229 - $329
per night
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 - 7 night minimum stay
(12)
$300 - $400
per night
5 - 7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 2
5 - 7 night minimum stay
(8)
  • 6 BR,
  • 5 BA,
  • Sleeps 12
7 night minimum stay
(5)
$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
$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
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 7 night minimum stay
1 Review
$458 - $886
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 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
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(7)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
(13)
$3,200 - $4,500
per week
7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night minimum stay
2 Reviews
$1,225 - $2,100
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(8)
$686 - $1,357
per night
7 - 13 night minimum stay
  • 5 BR,
  • 6 BA,
  • Sleeps 10
7 - 13 night minimum stay
$157 - $229
per night
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 night minimum stay
(21)
$310 - $420
per night
5 - 7 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
5 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
6 more choices from the HomeAway Network
$357 - $500
per night
3 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
$1,750 - $3,300
per week
7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
(9)
$229 - $329
per night
5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 night minimum stay
(8)
$1,100
per week
7 night minimum stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 night minimum stay
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Recent Simpson Bay Reviews

Beautiful beach home RIGHT on the beach

5 of 5
It's seldom that you're 'wowed' by a property more than you expected from pictures and description! My family and I enjoyed every aspect of this home, especially the fact that it was RIGHT on the beach, making it so comfortable for us since we were travelling with young kids. There are supermarkets within walking distance. We especially loved the bars right on the beach (walking distance again) and even a longer stroll to Maho for more shops and restaurants. We rented a car a few days just to visit our favourite beaches around the island - but there is no need to if you prefer to stay local, everything you need is close by. We look forward to returning to this gorgeous place - love Simpson Bay! Wendy was wonderful to deal with and was attentive to all our needs. We would highly recommend this property.
  • Submitted: Mar 12, 2015
  • Stayed: Feb 2015

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

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