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Search results; Over 1,000 places in Simpson Bay

Guest favorite
Apartment in Simpson Bay
The Bay at Palm Beach
2 beds
May 20 – 25
5.0 out of 5 average rating, 27 reviews
Guest favorite
Apartment in Simpson Bay
The Beach House Apartment
On the beachKayak, Sea views,
Jul 1 – 6
5.0 out of 5 average rating, 168 reviews
Guest favorite
Condo in Simpson Bay
Studio on the water in the Simpson Bay Yacht Club
Lake views
Apr 1 – 6
4.96 out of 5 average rating, 48 reviews
Guest favorite
Guesthouse in Simpson Bay
Simpson Bay Beach Apartment. Topdeck. Ocean View
1 queen bed
Apr 9 – 14
4.96 out of 5 average rating, 96 reviews
Home in Simpson Bay
Townhouse Villa LX
5 beds
Apr 5 – 10
New place to stay
Guest favorite
Condo in Simpson Bay
The Beach Condo
2 king beds
May 18 – 23
5.0 out of 5 average rating, 51 reviews
Guest favorite
Apartment in Simpson Bay
Top of the art penthouse
KayakSea and bay views,
Apr 18 – 23
4.96 out of 5 average rating, 93 reviews
Guest favorite
Condo in Simpson Bay
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
On the beachOcean views,
Apr 6 – 11
5.0 out of 5 average rating, 53 reviews
Guest favorite
Condo in Simpson Bay
OCEAN FRONT Steps From BEACH!
2 king beds
Apr 7 – 12
5.0 out of 5 average rating, 26 reviews
Guest favorite
Condo in Simpson Bay
Beachfront 2 BDR modern condo
Apr 8 – 13
5.0 out of 5 average rating, 21 reviews
Guest favorite
Condo in Simpson Bay
Encanto -2BR beachfront w/pool & gorgeous sunsets!
3 beds
Jul 11 – 16
5.0 out of 5 average rating, 28 reviews
Guest favorite
Apartment in Cole Bay
Royal Palm Hilton SXM
3 beds
May 6 – 11
4.95 out of 5 average rating, 19 reviews
Guest favorite
Condo in Simpson Bay
Beachfront Caribbean Breeze in Paradise, SXM
2 king beds
Apr 7 – 12
5.0 out of 5 average rating, 12 reviews
Guest favorite
Condo in Simpson Bay
Beachside Escape
3 beds
May 4 – 9
5.0 out of 5 average rating, 15 reviews
Guest favorite
Apartment in Simpson Bay
Vista Blue-Newly Renovated
4 beds
Apr 30 – May 5
5.0 out of 5 average rating, 11 reviews
Guest favorite
Villa in Philipsburg
Villa Dream View Belair Sint Maarten SXM
4 beds
Sep 2 – 7
4.99 out of 5 average rating, 219 reviews
Guest favorite
Apartment in Simpson Bay
HARMONY HAVEN on Simpson Bay Beach Beacon Hill
On the beach
Apr 1 – 6
5.0 out of 5 average rating, 44 reviews
Guest favorite
Villa in Simpson Bay
Waterfront "BONJOUR" Beacon Hill St Maarten
4 king beds
Apr 1 – 6
4.98 out of 5 average rating, 40 reviews