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Search results; Over 1,000 places in Simpson Bay

Guest favorite
Townhouse in Cole Bay
Hillside Beach Townhouse Simpson Bay
On the beachSea views,
May 8 – 13
5.0 out of 5 average rating, 72 reviews
Guest favorite
Apartment in Simpson Bay
Unit 6 - Deluxe apartment by the sea
On Maho Beach
Apr 23 – 28
4.97 out of 5 average rating, 74 reviews
Superhost
Apartment in Simpson Bay
Budget-Friendly Studio!
1 queen bed
Apr 19 – 24
5.0 out of 5 average rating, 5 reviews
Guest favorite
Apartment in Simpson Bay
Unit 4 - Studio by the sea
On Maho BeachBay views,
Apr 29 – May 4
4.91 out of 5 average rating, 110 reviews
Guest favorite
Apartment in Simpson Bay
CocoVaa Boutique Beach Hotel - Diamond Suite
2 queen beds
May 6 – 11
4.92 out of 5 average rating, 13 reviews
Guest favorite
Home in Simpson Bay
Beach cottage in Simpson bay
1 queen bed
Apr 19 – 24
5.0 out of 5 average rating, 10 reviews
Guest favorite
Apartment in Simpson Bay
Simpson Bay apartment-free parking, great location
3 beds
Apr 22 – 27
4.89 out of 5 average rating, 45 reviews
Guest favorite
Guesthouse in Simpson Bay
Simpson Bay Beach Apartment. Topdeck. Ocean View
1 queen bed
May 6 – 11
4.96 out of 5 average rating, 96 reviews
Guest favorite
Condo in Simpson Bay
Oasis Las Arenas - Updated Pricing
2 beds
Apr 21 – 26
5.0 out of 5 average rating, 9 reviews
Guest favorite
Apartment in Cole Bay
Royal Palm Hilton SXM
3 beds
May 22 – 27
4.95 out of 5 average rating, 19 reviews
Guest favorite
Apartment in Simpson Bay
OASIS 1 bedroom apartment with Pool
2 beds
Apr 18 – 23
5.0 out of 5 average rating, 19 reviews
Condo in Simpson Bay
Beautiful White Sand, Sparkling Blue Waters, Sunny
2 beds
May 3 – 8
5.0 out of 5 average rating, 4 reviews
Apartment in Simpson Bay
Vitamin sea 2
1 bed
May 21 – 26
5.0 out of 5 average rating, 4 reviews
Guest favorite
Villa in Pelican Key
Villa Sea Forever @ Pelican Key - Paradise Awaits!
3 beds
May 1 – 6
5.0 out of 5 average rating, 16 reviews
Home in Simpson Bay
Villa Impala, Sint Maarten
5 beds
Apr 19 – 24
New place to stay
Guest favorite
Apartment in Simpson Bay
Unit 10 - Apartment by the sea
On Maho Beach
Apr 18 – 23
4.81 out of 5 average rating, 59 reviews
Superhost
Condo in Simpson Bay
Serenity On The Sand Beachfront Condo @Simpson Bay
3 beds
May 8 – 13
4.84 out of 5 average rating, 25 reviews
Superhost
Condo in Simpson Bay
Oceanfront w private Pool | Nightlife&Casino
On the beachOcean views,
May 21 – 26
4.76 out of 5 average rating, 137 reviews