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Simpson Bay Yacht Club
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Over 1,000 places
Hut in Simpson Bay
Cottage Moon View
4 min walk
4 min walk
May 20 – 25
May 20 – 25
$113
night
$113 per night
New place to stay
New
Guest favorite
Guest favorite
Condo in Koolbaai
Blue Pelican Luxury Villa - Featured on HGTV!
13 min walk
13 min walk
May 1 – 6
May 1 – 6
$175
night
$175 per night
5.0 out of 5 average rating, 8 reviews
5.0 (8)
Guest favorite
Guest favorite
Apartment in Simpson Bay
Blue Sky 1 bedroom in the middle of Simpson Bay
4 min walk
4 min walk
Apr 27 – May 2
Apr 27 – May 2
$126
night
$126 per night
4.86 out of 5 average rating, 74 reviews
4.86 (74)
Guest favorite
Guest favorite
Apartment in Cole Bay
A137 Bright 2 Bedroom Apartment With Lagoon View
7 min walk
7 min walk
May 6 – 11
May 6 – 11
$207
night
$207 per night
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Apartment in Simpson Bay
Spacious apartment w/pool in Simpsonbay Yachtclub
1 min walk
1 min walk
Apr 26 – May 1
Apr 26 – May 1
$150
night
$150 per night
Superhost
Superhost
Apartment in Cole Bay
A-102 Cozy Apartment with Garden
8 min walk
8 min walk
May 6 – 11
May 6 – 11
$195
night
$195 per night
4.86 out of 5 average rating, 7 reviews
4.86 (7)
Guest favorite
Guest favorite
Apartment in Simpson Bay
At the Beach: Beachfront Oasis
2 min drive
2 min drive
May 15 – 20
May 15 – 20
$175
$125
night
$125 per night, originally $175
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Guest favorite
Guest favorite
Apartment in Pelican Key
Gated Oasis in Pelican Key
13 min walk
13 min walk
May 3 – 8
May 3 – 8
$169
$145
night
$145 per night, originally $169
4.86 out of 5 average rating, 28 reviews
4.86 (28)
Guest favorite
Guest favorite
Apartment in Pelican Key
LimeTree Studio, Pelican Key
12 min walk
12 min walk
Jun 5 – 10
Jun 5 – 10
$89
$78
night
$78 per night, originally $89
4.89 out of 5 average rating, 65 reviews
4.89 (65)
Guest favorite
Guest favorite
Apartment in Simpson Bay
Studio with patio and pool
1 min walk
1 min walk
May 13 – 19
May 13 – 19
$108
night
$108 per night
4.86 out of 5 average rating, 7 reviews
4.86 (7)
Superhost
Superhost
Apartment in Simpsonbay Corner
Cozy 3 bedroom Apartment with balcony
2 min walk
2 min walk
Apr 20 – 25
Apr 20 – 25
$150
night
$150 per night
4.71 out of 5 average rating, 17 reviews
4.71 (17)
Superhost
Superhost
Apartment in Cole Bay
A134 - Wall Of Glass - 1 Bedroom Condo
7 min walk
7 min walk
Apr 21 – 26
Apr 21 – 26
$195
night
$195 per night
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Guest favorite
Guest favorite
Condo in Simpson Bay
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
4 min drive
4 min drive
Apr 30 – May 5
Apr 30 – May 5
$561
night
$561 per night
5.0 out of 5 average rating, 55 reviews
5.0 (55)
Guest favorite
Guest favorite
Villa in Philipsburg
Villa Dream View Belair Sint Maarten SXM
7 min drive
7 min drive
Sep 2 – 7
Sep 2 – 7
$399
night
$399 per night
4.99 out of 5 average rating, 223 reviews
4.99 (223)
Guest favorite
Guest favorite
Guesthouse in Cole Bay
New! Apartment with ocean view#4
3 min drive
3 min drive
Apr 20 – 25
Apr 20 – 25
$140
$126
night
$126 per night, originally $140
5.0 out of 5 average rating, 22 reviews
5.0 (22)
Condo in Simpson Bay
Beautiful White Sand, Sparkling Blue Waters, Sunny
3 min walk
3 min walk
May 18 – 23
May 18 – 23
$103
night
$103 per night
New place to stay
New
Condo in Cole Bay
Gorgeous 2 Bdrm Ground Floor Beach Access
7 min walk
7 min walk
Apr 21 – 26
Apr 21 – 26
$416
$333
night
$333 per night, originally $416
New place to stay
New
Guest favorite
Guest favorite
Home in Cole Bay
Spacious 3BR with Private Cozy Pool
3 min drive
3 min drive
May 12 – 17
May 12 – 17
$263
$228
night
$228 per night, originally $263
5.0 out of 5 average rating, 17 reviews
5.0 (17)
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