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Simpson Bay Resort and Marina
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Search results; Over 1,000 places
Over 1,000 places
Superhost
Superhost
Condo in Pelican
SeaLaVie Apartment with Private Pool
2 min walk
2 min walk
Jul 28 – Aug 2
Jul 28 – Aug 2
$297
night
$297 per night
4.88 out of 5 average rating, 33 reviews
4.88 (33)
Guest favorite
Guest favorite
Apartment in Pelican Key
LimeTree Studio, Pelican Key
9 min walk
9 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 Koolbaai
1 bedroom ocean view condo - Walk to beach
4 min walk
4 min walk
May 9 – 14
May 9 – 14
$155
night
$155 per night
4.85 out of 5 average rating, 13 reviews
4.85 (13)
Guest favorite
Guest favorite
Villa in Pelican Key
Villa Sea Forever @ Pelican Key - Paradise Awaits!
13 min walk
13 min walk
May 17 – 22
May 17 – 22
$216
$131
night
$131 per night, originally $216
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Guest favorite
Guest favorite
Apartment in Pelican Key
Gated Oasis in Pelican Key
9 min walk
9 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
Condo in Koolbaai
Beach-Front 1Bed Condo
2 min walk
2 min walk
Apr 27 – May 2
Apr 27 – May 2
$215
$129
night
$129 per night, originally $215
4.94 out of 5 average rating, 18 reviews
4.94 (18)
Guest favorite
Guest favorite
Condo in Koolbaai
Blue Pelican Luxury Villa - Featured on HGTV!
9 min walk
9 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
Modern / Cozy Studio in the center of Simpson Bay
7 min walk
7 min walk
May 5 – 10
May 5 – 10
$129
night
$129 per night
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Superhost
Superhost
Apartment in Simpson Bay
Le Petit Paradis - Beachfront 1 Bedroom Apartment
3 min drive
3 min drive
Apr 26 – May 1
Apr 26 – May 1
$175
$151
night
$151 per night, originally $175
4.93 out of 5 average rating, 99 reviews
4.93 (99)
Guest favorite
Guest favorite
Apartment in Simpson Bay
The luxe 1 bedroom apt with pool
7 min walk
7 min walk
Apr 20 – 25
Apr 20 – 25
$126
night
$126 per night
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Guest favorite
Guest favorite
Apartment in Simpson Bay
Ocean's Edge
3 min drive
3 min drive
May 18 – 23
May 18 – 23
$155
night
$155 per night
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Superhost
Superhost
Condo in Pelican
SeaScapes - 4 Bedroom Penthouse with Private Pool
3 min walk
3 min walk
Apr 21 – 26
Apr 21 – 26
$607
$486
night
$486 per night, originally $607
4.82 out of 5 average rating, 17 reviews
4.82 (17)
Guest favorite
Guest favorite
Apartment in Simpson Bay
The Beach House Apartment
5 min drive
5 min drive
Jul 31 – Aug 5
Jul 31 – Aug 5
$233
night
$233 per night
5.0 out of 5 average rating, 171 reviews
5.0 (171)
Guest favorite
Guest favorite
Apartment in Cole Bay
Royal Palm Hilton SXM
10 min walk
10 min walk
May 22 – 27
May 22 – 27
$247
night
$247 per night
4.95 out of 5 average rating, 21 reviews
4.95 (21)
Guest favorite
Guest favorite
Townhouse in Cole Bay
Hillside Beach Townhouse Simpson Bay
5 min walk
5 min walk
May 8 – 13
May 8 – 13
$209
night
$209 per night
5.0 out of 5 average rating, 72 reviews
5.0 (72)
Guest favorite
Guest favorite
Villa in Koolbaai
3 Bed & 3 Bath Villa Domila with Private Pool SXM
15 min walk
15 min walk
May 28 – Jun 2
May 28 – Jun 2
$321
night
$321 per night
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Guest favorite
Guest favorite
Condo in Simpson Bay
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
5 min drive
5 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)
Condo in Cole Bay
Gorgeous 2 Bdrm Ground Floor Beach Access
11 min walk
11 min walk
Apr 21 – 26
Apr 21 – 26
$416
$333
night
$333 per night, originally $416
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