Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 bed, 1 private bathroom
22–27 Jun
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4.95 out of 5 average rating, 108 reviews
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds, 2 bathrooms
30 Jun – 5 Jul
4.95 out of 5 average rating, 60 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds, 3.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 39 reviews
Flat in Simpson Bay, Sint Maarten
Apartment in Simpson bay
1 bedroom, 2 double beds, 1 bathroom
20–25 Jun
New place to stay
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms, 3 beds, 3 bathrooms
21–26 Jun
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Luxury Villa Turquoise Heaven in Pelican Key
3 bedrooms, 4 beds, 2.5 bathrooms
15–22 Dec
4.89 out of 5 average rating, 38 reviews
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms, 2 beds, 2 bathrooms
13–18 Sept
4.99 out of 5 average rating, 192 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 243 reviews
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 54 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 king beds, 2.5 bathrooms
16–21 Oct
4.97 out of 5 average rating, 106 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
SkyPort Condo
2 bedrooms, 2 beds, 2 bathrooms
19–24 Aug
4.97 out of 5 average rating, 78 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms, 3 queen beds, 3 bathrooms
21–26 Jun
4.92 out of 5 average rating, 49 reviews
Top guest favourite
Flat in St Martin, St Martin
07 yellow cliff
2 bedrooms, 2 beds, 1 bathroom
20–25 Jun
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
2 bedrooms, 2 king beds, 2 bathrooms
2–7 Aug
4.98 out of 5 average rating, 49 reviews
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 beds, 3 bathrooms
20–25 Jun
New place to stay
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Five Star Luxury Beachfront Condo Private Hot Tub
2 bedrooms, 2 king beds, 2.5 bathrooms
20–25 Jun
4.94 out of 5 average rating, 87 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds, 3 bathrooms
10–15 Apr
4.99 out of 5 average rating, 325 reviews
Guest favourite
Flat in Cupecoy Beach, Sint Maarten
B-702 Stunning Ocean view corner unit
1 bedroom, 1 king bed, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Serviced apartment in Simpson Bay, Sint Maarten
Unit 7 - Luxury apartment by the sea
1 bedroom, 1 king bed, 1 bathroom
29 Jun – 4 Jul
4.92 out of 5 average rating, 73 reviews