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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 beds, 2.5 private bathrooms
16–21 Oct
,
4.97 out of 5 average rating, 106 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
5.0 out of 5 average rating, 39 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
6–11 Jul
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
3 bedrooms, 3 beds, 2.5 bathrooms
9–14 Aug
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
2–7 Jul
Top guest favourite
Flat in St Martin, St Martin
07 yellow cliff
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 2 beds, 1 bathroom
1–6 Jul
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
4.97 out of 5 average rating, 35 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
30 Aug – 4 Sept
Flat in Simpson Bay, Sint Maarten
Apartment in Simpson bay
New place to stay, 1 bedroom, 2 beds, 1 bathroom
4–9 Jul
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
5.0 out of 5 average rating, 42 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
11–16 Jul
Top guest favourite
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 4 beds, 4 bathrooms
6–11 Jul
Guest favourite
Flat in Upper Prince's Quarter, Sint Maarten
Aman_Aria
4.97 out of 5 average rating, 34 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
17–22 Aug
Guest favourite
Apartment in Simpson Bay, Sint Maarten
Beachfront Paradise with Pool & Stunning Sunsets
4.89 out of 5 average rating, 66 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Guest favourite
Flat in Simpson Bay, Sint Maarten
OASIS Penthouse with private garden and Generator
4.92 out of 5 average rating, 51 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
1–6 Jul
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
4.95 out of 5 average rating, 63 reviews, 2 bedrooms, 2 beds, 2 bathrooms
13–18 Sept
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
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
4.92 out of 5 average rating, 24 reviews, 3 bedrooms, 3 beds, 3 bathrooms
9–14 Aug
Guest favourite
Flat in Cole Bay, Sint Maarten
B224 - Amazing Lagoon-View Apartment with Balcony
4.86 out of 5 average rating, 7 reviews, 1 bedroom, 1 bed, 1 bathroom
1–6 Jul
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
4.97 out of 5 average rating, 32 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
4–9 Jul
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
New place to stay, 1 bedroom, 1 bed, 1.5 bathrooms
5–10 Jul