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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 beds, 3 private bathrooms
9–14 Aug
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4.92 out of 5 average rating, 24 reviews
Top guest favourite
Home in Simpson Bay, Sint Maarten
Villa Blue View .. stunning views of endless sea!
5.0 out of 5 average rating, 92 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
19–24 Jul
Top guest favourite
Villa in Simpson Bay, Sint Maarten
Surfsong Villa- Luxury Water Front Villa for 12
4.98 out of 5 average rating, 91 reviews, 6 bedrooms, 6 beds, 6 bathrooms
10–15 Jul
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
4.99 out of 5 average rating, 328 reviews, 3 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
Guest favourite
Villa in Simpson Bay, Sint Maarten
Waterfront "Bonjour" Beacon Hill St Maarten
4.97 out of 5 average rating, 86 reviews, 4 bedrooms, 4 beds, 4 bathrooms
9–14 Sept
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
4.99 out of 5 average rating, 195 reviews, 2 bedrooms, 2 beds, 2 bathrooms
30 Aug – 4 Sept
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Paradise with Pool & Stunning Sunsets
4.9 out of 5 average rating, 68 reviews, 2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
Guest favourite
Townhouse in Sint Maarten, Sint Maarten
Indigo Bay Villa Poolside - Ocean 14
4.96 out of 5 average rating, 106 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
2–7 Oct
Top guest favourite
Villa in Beacon Hill, Sint Maarten
Infinity Ocean Edge - Luxury Oceanfront Penthouse
5.0 out of 5 average rating, 24 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
10–15 Jul
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Simpson bay beach, spacious, beautiful views!
5.0 out of 5 average rating, 152 reviews, 3 bedrooms, 3 beds, 2 bathrooms
26–31 Jul
Guest favourite
Villa in Simpson Bay, Sint Maarten
Villa Myles: Beachfront
4.79 out of 5 average rating, 19 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
9–14 Jul
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
4.98 out of 5 average rating, 50 reviews, 2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
5.0 out of 5 average rating, 76 reviews, 2 beds, 1.5 bathrooms
8–13 Jul
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
4.85 out of 5 average rating, 201 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Jul
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
4.97 out of 5 average rating, 33 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
10–15 Jul
Guest favourite
Villa in Simpson Bay, Sint Maarten
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5.0 out of 5 average rating, 25 reviews, 5 bedrooms, 5 beds, 5.5 bathrooms
17–22 Jul
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
5.0 out of 5 average rating, 43 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
8–13 Sept
Top guest favourite
Flat in Cole Bay, Sint Maarten
Beautiful, bright apartment with a lagoon view in Simpson Bay
5.0 out of 5 average rating, 14 reviews, 1 bedroom, 2 beds, 1 bathroom
19–24 Aug
Superhost
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Jul