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Search results; Over 1,000 homes in Simpson Bay

Guest favourite
Boutique hotel in Simpson Bay, Sint Maarten
Azure Hotel Garden Suite w/ private beach terrace
1 bedroom, 1 bed, 1 private bathroom
21–26 Sept
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4.97 out of 5 average rating, 32 reviews
Superhost
Apartment in Upper Prince's Quarter, Sint Maarten
Serenity Seascape | 2BR Retreat, 270° Oceanviews
2 bedrooms, 2 king beds
4–9 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms, 5 beds
6–11 Sept
4.96 out of 5 average rating, 24 reviews
Superhost
Home in Cul-de-Sac, St Martin
Villa ELIOS 2BR SeaView
2 bedrooms, 2 king beds
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Grand Cayes, St Martin
Modern Sea View Apartment from Pinel island
1 bedroom, 1 queen bed
26–31 Aug
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms, 2 beds
14–19 Oct
4.99 out of 5 average rating, 198 reviews
Guest favourite
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 beds
14–19 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Flat in Saint Martin, St Martin
Experience a luxurious break by the sea
1 bedroom, 1 king bed
6–11 Sept
New place to stay
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed
24–29 Sept
5.0 out of 5 average rating, 250 reviews
Top guest favourite
Flat in Grand-Case, St Martin
NEW: Unmatched Oceanfront Living in Grand Case
2 bedrooms, 2 beds
24–29 Aug
4.88 out of 5 average rating, 26 reviews
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms, 3 beds
3–8 Oct
5.0 out of 5 average rating, 12 reviews
Townhouse in Simpson Bay, Sint Maarten
Utopia A3 | Beachside Stay @ The Drake Residences
2 bedrooms, 3 beds
8–13 Sept
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
15–20 Oct
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Middle Floor - Unit 2
3 bedrooms, 3 beds
21–26 Aug
5.0 out of 5 average rating, 36 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaBliss 3BR Palm Beach Condo Simpson Bay
3 bedrooms, 3 beds
16–21 Aug
4.98 out of 5 average rating, 40 reviews
Home in Koolbaai, Sint Maarten
Villa Where Dreams Meet the Sea
2 bedrooms, 2 king beds
16–21 Aug
New place to stay
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds
14–19 Aug
5.0 out of 5 average rating, 59 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
2 bedrooms, 2 beds
13–18 Aug
5.0 out of 5 average rating, 13 reviews
Superhost
Flat in Saint martin, St Martin
Studio Alizea with sea view, 10 minutes from Orient Bay
2 beds
24–29 Sept