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Search results; Over 1,000 places
Over 1,000 places
Guest favorite
Guest favorite
Condo in Simpson Bay
Encanto -2BR beachfront w/pool & gorgeous sunsets!
8 min walk
8 min walk
Jul 11 – 16
Jul 11 – 16
$271
night
$271 per night
5.0 out of 5 average rating, 29 reviews
5.0 (29)
Guest favorite
Guest favorite
Apartment in Simpson Bay
Unit 5 - Studio by the sea
7 min walk
7 min walk
Apr 22 – 27
Apr 22 – 27
$138
night
$138 per night
4.94 out of 5 average rating, 95 reviews
4.94 (95)
Superhost
Superhost
Condo in Pelican
SeaRenity Apartment with Private Pool
9 min walk
9 min walk
May 5 – 10
May 5 – 10
$294
night
$294 per night
4.92 out of 5 average rating, 13 reviews
4.92 (13)
Guest favorite
Guest favorite
Villa in Pelican Key
Villa Sea Forever @ Pelican Key - Paradise Awaits!
3 min drive
3 min drive
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)
Apartment in Simpson Bay
Vitamin sea 2
8 min walk
8 min walk
May 21 – 26
May 21 – 26
$195
night
$195 per night
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favorite
Guest favorite
Condo in Simpson Bay
Beachfront Caribbean Breeze in Paradise, SXM
9 min walk
9 min walk
May 1 – 6
May 1 – 6
$325
$288
night
$288 per night, originally $325
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Superhost
Superhost
Apartment in Simpson Bay
Unit 2 - Apartment by the sea
7 min walk
7 min walk
Apr 25 – 30
Apr 25 – 30
$168
night
$168 per night
4.93 out of 5 average rating, 14 reviews
4.93 (14)
Guest favorite
Guest favorite
Apartment in Simpson Bay
Lilly's Beach
4 min drive
4 min drive
May 10 – 15
May 10 – 15
$220
night
$220 per night
4.97 out of 5 average rating, 154 reviews
4.97 (154)
Guest favorite
Guest favorite
Townhouse in Cole Bay
Hillside Beach Townhouse Simpson Bay
6 min walk
6 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
Condo in Koolbaai
Beach-Front 1Bed Condo
9 min walk
9 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
Apartment in Cole Bay
Gorgeous Beachfront 4th Floor Condo
4 min walk
4 min walk
Nov 1 – 6
Nov 1 – 6
$350
night
$350 per night
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Guest favorite
Guest favorite
Apartment in Simpson Bay
NEW Double S Suite
7 min walk
7 min walk
Apr 27 – May 2
Apr 27 – May 2
$100
night
$100 per night
4.85 out of 5 average rating, 20 reviews
4.85 (20)
Condo in Simpson Bay
Beautiful White Sand, Sparkling Blue Waters, Sunny
8 min walk
8 min walk
Jun 21 – 26
Jun 21 – 26
$133
night
$133 per night
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Superhost
Superhost
Apartment in Simpson Bay
Apartment on the beach
12 min walk
12 min walk
May 22 – 27
May 22 – 27
$160
$120
night
$120 per night, originally $160
4.87 out of 5 average rating, 177 reviews
4.87 (177)
Guest favorite
Guest favorite
Apartment in Simpson Bay
OASIS 1 bedroom apartment with Pool
8 min walk
8 min walk
Apr 19 – 24
Apr 19 – 24
$189
night
$189 per night
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Condo in Simpson Bay
Island Dreams~New, Lovely Condo in Simpson Bay!
6 min walk
6 min walk
Apr 20 – 25
Apr 20 – 25
$135
night
$135 per night
New place to stay
New
Guest favorite
Guest favorite
Apartment in Simpson Bay
Simpson Bay apartment-free parking, great location
7 min walk
7 min walk
Apr 22 – 27
Apr 22 – 27
$135
night
$135 per night
4.89 out of 5 average rating, 45 reviews
4.89 (45)
Guest favorite
Guest favorite
Apartment in Simpson Bay
The Bay at Palm Beach
4 min drive
4 min drive
May 12 – 17
May 12 – 17
$169
night
$169 per night
5.0 out of 5 average rating, 27 reviews
5.0 (27)
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