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Simpson Bay Waterfront Vacation Rentals(31)

31 Results
  • 2 BR,
  • 2 BA,
  • Sleeps 4
3 - 7 night min stay
(17)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 - 7 night min stay
(35)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 10 night min stay
(17)
$400 - $786
per night
5 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 7 night min stay
(8)
$400 - $714
per night
5 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 5
5 - 7 night min stay
(4)
  • 1 BR,
  • 2 BA,
  • Sleeps 2
5 night min stay
(9)
  • 6 BR,
  • 5 BA,
  • Sleeps 12
7 night min stay
(5)
$229 - $329
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
3 - 7 night min stay
(4)
$229 - $329
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 - 7 night min stay
(11)
  • 1 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 7 night min stay
1 Review
$229 - $329
per night
2 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
2 - 7 night min stay
(13)
$458 - $886
per night
5 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 night min stay
(3)
$1,225 - $2,100
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(8)
$239 - $339
per night
5 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 - 7 night min stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(8)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
$3,200 - $4,500
per week
7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
7 night min stay
(3)
$1,225 - $2,100
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(8)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night min stay
(14)
$686 - $1,357
per night
7 - 13 night min stay
  • 5 BR,
  • 6 BA,
  • Sleeps 10
7 - 13 night min stay
$310 - $420
per night
5 - 7 night min stay
  • 1 BR,
  • 1 BA,
  • Sleeps 2
5 - 7 night min stay
9 more choices from the HomeAway Network
  • 2 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
$1,750 - $3,300
per week
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(9)
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 4
5 night min stay
$357 - $500
per night
3 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night min stay
$229 - $329
per night
5 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
5 night min stay
(9)
$345 - $485
per night
6 night min stay
  • 2 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
6 night min stay
$1,100
per week
7 night min stay
  • 1 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
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Recent Simpson Bay Reviews

Awesome!

5 of 5
Our first time in St. Maarten and first time in a Caribbean condo rental -both amazing! The condo was in walking distance to restaurants and shops and a short drive to the airport. A perfect beachfront rental; steps to the pool and beach. Excellent communication with the owner; she was always quick to respond and provided a lot of information about the island. We will definitely return and would highly recommend this rental property.
  • Submitted: May 18, 2015
  • Stayed: Apr 2015

Beautiful & Stylish

5 of 5
I have stayed in this beautiful, beachside property with a couple of friends. We loved it. It is a modern and stylish place, spacious, beautifully appointed and equipped in anything you might night for the self-catering stay. We loved being just a few paces from the sea and Simpson bay with a couple of lovely beach bars / restaurants along it but at the same time the villa felt private and secluded. Simpson bay is perfect for the walks and not overcrowded. Everything is within walking distance from the house: shops, supermarket, take aways, and more places to eat / drink along the way. We would recommend this lovely place to anyone and would love to come back next year!
  • Submitted: Mar 26, 2015
  • Stayed: Mar 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