filters

Search results; Over 1,000 homes in Simpson Bay

Superhost
Apartment in Upper Prince's Quarter, Sint Maarten
Serenity Seascape | 2BR Retreat, 270° Oceanviews
2 bedrooms, 2 king beds, 2.5 bathrooms
12–17 Sept
5.0 out of 5 average rating, 4 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
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
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Poolside - Unit 1
3 bedrooms, 3 beds, 3.5 bathrooms
3–8 Oct
4.98 out of 5 average rating, 43 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
7–12 Sept
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
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
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
3 bedrooms, 3 queen beds, 3 bathrooms
7–12 Sept
4.91 out of 5 average rating, 55 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaShores Beach Front 1 Brm Apt With Generator SXM
1 bedroom, 2 beds, 1 bathroom
26–31 Aug
4.95 out of 5 average rating, 57 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
Superhost
Flat in Saint Martin, St Martin
Experience a luxurious break by the sea
1 bedroom, 1 king bed, 1 bathroom
6–11 Sept
New place to stay
Superhost
Flat in Simpson Bay, Sint Maarten
Coastal gem / Between Serenity & Excitement
2 bedrooms, 2 beds, 1 bathroom
12–17 Aug
4.9 out of 5 average rating, 30 reviews
Guest favourite
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
1 queen bed, 1 bathroom
4–9 Sept
4.91 out of 5 average rating, 22 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 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
Home in Lowlands, Sint Maarten
#1 Unique luxury villa, pool & stunning sea views
4 bedrooms, 5 beds, 4.5 bathrooms
9–14 Aug
New place to stay
Guest favourite
Hotel room in Simpson Bay, Sint Maarten
Azure Hotel Bay Suite
1 bedroom, 1 single bed, 1 bathroom
27 Aug – 1 Sept
4.87 out of 5 average rating, 266 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
10–15 Aug
4.92 out of 5 average rating, 26 reviews