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Search results; Over 1,000 homes in Simpson Bay

Guest favourite
Flat in Simpson Bay, Sint Maarten
Le Petit Paradis – Beachfront 1 Bedroom Apartment
1 bedroom, 1 bed, 1 private bathroom
12–17 Sept
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4.93 out of 5 average rating, 155 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds, 3 bathrooms
7–12 Oct
4.99 out of 5 average rating, 330 reviews
Superhost
Apartment in Upper Prince's Quarter, Sint Maarten
Serenity Seascape | 2BR Retreat, 270° Oceanviews
2 bedrooms, 2 king beds, 2.5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 4 reviews
Townhouse in Simpson Bay, Sint Maarten
Tranquility A2 | Beachside @ The Drake Residences
2 bedrooms, 3 beds, 2.5 bathrooms
18–23 Aug
New place to stay
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
2 bedrooms, 2 beds, 2.5 bathrooms
11–16 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 79 reviews
Superhost
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
3 bedrooms, 3 beds, 2.5 bathrooms
18–23 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Middle Floor - Unit 2
3 bedrooms, 3 beds, 3.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 36 reviews
Guest favourite
Home in Indigo Bay, Sint Maarten
Luxury Villa Ocean at Indigo Bay with Private Pool
3 bedrooms, 3 beds, 3.5 bathrooms
18–23 Oct
4.86 out of 5 average rating, 7 reviews
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 beds, 3 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds, 3.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 67 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
C354 - Top view with balcony
1 bedroom, 1 king bed, 1 bathroom
11–16 Sept
4.94 out of 5 average rating, 18 reviews
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms, 2 beds, 2 bathrooms
14–19 Oct
4.99 out of 5 average rating, 198 reviews
Top guest favourite
Villa in Simpson Bay, Sint Maarten
Waterfront "Bonjour" Beacon Hill St Maarten
4 bedrooms, 4 king beds, 4 bathrooms
9–14 Sept
4.97 out of 5 average rating, 89 reviews
Home in Lowlands, Sint Maarten
#1 Unique luxury villa, pool & stunning sea views
4 bedrooms, 5 beds, 4.5 bathrooms
8–13 Aug
New place to stay
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaBliss 3BR Palm Beach Condo Simpson Bay
3 bedrooms, 3 beds, 3 bathrooms
16–21 Aug
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Upper Prince's Quarter, Sint Maarten
Aman_Aria
2 bedrooms, 2 beds, 2 bathrooms
5–10 Oct
4.98 out of 5 average rating, 41 reviews
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms, 3 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 11 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
9–14 Aug
4.92 out of 5 average rating, 26 reviews