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Search results; Over 1,000 homes in Simpson Bay

Guest favourite
Guest house in Simpson Bay, Sint Maarten
White Sands Beach Studio
1 bedroom, 1 bed, 1 private bathroom
14–19 Sept
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4.84 out of 5 average rating, 165 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds, 3.5 bathrooms
15–20 Sept
5.0 out of 5 average rating, 69 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool C2.1
4 bedrooms, 5 beds, 4 bathrooms
14–19 Sept
4.86 out of 5 average rating, 22 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Paradise with Pool & Stunning Sunsets
2 bedrooms, 3 beds, 2 bathrooms
22–27 Oct
4.9 out of 5 average rating, 72 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Popular Beachfront Property Barefoot /Simpson bay
2 bedrooms, 2 king beds, 2.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.99 out of 5 average rating, 105 reviews
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 king beds, 3 bathrooms
15–20 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Le Papillon -Modern, beachfront, 550sq. ft terrace
2 bedrooms, 2 king beds, 2.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 54 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Top of the art penthouse
3 bedrooms, 4 beds, 3.5 bathrooms
1–6 Oct
4.95 out of 5 average rating, 113 reviews
Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms, 5 beds, 5.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 29 reviews
Guest favourite
Villa in Koolbaai, Sint Maarten
Villa Livity 6 Bed Luxury Sea view boutique villa
6 bedrooms, 6 beds, 6.5 bathrooms
24–29 Sept
4.91 out of 5 average rating, 46 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Five Star Luxury Beachfront Condo Private Hot Tub
2 bedrooms, 2 king beds, 2.5 bathrooms
19–24 Sept
4.94 out of 5 average rating, 87 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 king beds, 3 bathrooms
1–6 Oct
4.92 out of 5 average rating, 26 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds, 3 bathrooms
9–14 Nov
4.99 out of 5 average rating, 335 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
3 bedrooms, 5 beds, 3.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
The Beach Condo
2 bedrooms, 2 king beds, 2.5 bathrooms
14–19 Sept
4.99 out of 5 average rating, 83 reviews
Top guest favourite
Apartment in pelican key, Sint Maarten
Spacious 2 bedroom in Pelican Key near the beach.
2 bedrooms, 2 beds, 2 bathrooms
28 Sept – 3 Oct
4.84 out of 5 average rating, 64 reviews
Top guest favourite
Home in Cole Bay, Sint Maarten
Puerta Al Mar - Ocean-Side Villa Tranquility
5 bedrooms, 5 beds, 5.5 bathrooms
12–17 Oct
4.98 out of 5 average rating, 53 reviews
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds, 2.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 61 reviews