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Search results; Over 1,000 homes in Simpson Bay

Guest favourite
Serviced apartment in Simpson Bay
Unit 10 - Apartment by the sea
1 bedroom, 1 bed, 1 private bathroom
9–14 Sept
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4.85 out of 5 average rating, 74 reviews
Top guest favourite
Home in Simpson Bay
Villa Blue View .. stunning views of endless sea!
4 bedrooms, 5 beds, 2.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 92 reviews
Guest favourite
Apartment in Simpson Bay
Beachfront Paradise with Pool & Stunning Sunsets
2 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
4.9 out of 5 average rating, 68 reviews
Top guest favourite
Apartment in Simpson Bay
Ocean Breeze at Las Arenas
3 bedrooms, 3 king beds, 3.5 bathrooms
15–20 Jul
4.97 out of 5 average rating, 33 reviews
Guest favourite
Flat in Cole Bay
Luxurious Sunset Lagoon View
2 bedrooms, 2 beds, 2.5 bathrooms
4–9 Aug
5.0 out of 5 average rating, 10 reviews
Guest favourite
Villa in Simpson Bay
Beachfront 5BR Villa Impala w/ pool, Saint Maarten
5 bedrooms, 5 beds, 5.5 bathrooms
17–22 Jul
5.0 out of 5 average rating, 26 reviews
Superhost
Flat in Simpson Bay
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
23–28 Jul
Top guest favourite
Home in Koolbaai
Pelican key - BEACH FRONT Villa
3 bedrooms, 5 beds, 3.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 43 reviews
Top guest favourite
Villa in Beacon Hill
Infinity Ocean Edge - Luxury Oceanfront Penthouse
3 bedrooms, 3 king beds, 3.5 bathrooms
28 Jul – 2 Aug
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Simpson Bay
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, 51 reviews
Top guest favourite
Villa in Little Bay
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
4.99 out of 5 average rating, 98 reviews
Top guest favourite
Apartment in Simpson Bay
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 king beds, 3 bathrooms
9–14 Aug
4.92 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Simpson Bay
Villa Harmony Haven
3 bedrooms, 3 king beds, 3.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 65 reviews
Flat in Simpson Bay
Condo Josephine Maho Beacon Hill
2 bedrooms, 2 king beds, 1 bathroom
15–20 Jul
4.79 out of 5 average rating, 14 reviews
Top guest favourite
Villa in Cole Bay
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms, 3 beds, 3 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Villa in Simpson Bay
Waterfront "Bonjour" Beacon Hill St Maarten
4 bedrooms, 4 king beds, 4 bathrooms
9–14 Sept
4.97 out of 5 average rating, 86 reviews
Top guest favourite
Flat in Simpson Bay
The Beach House Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 247 reviews
Top guest favourite
Flat in Cupecoy
Stunning oceanfront condo
2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Sept
4.97 out of 5 average rating, 35 reviews
Guest favourite
Flat in Simpson Bay
OASIS Penthouse with private garden and Generator
2 bedrooms, 2 king beds, 2.5 bathrooms
14–19 Jul
4.92 out of 5 average rating, 52 reviews