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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 bed, 1.5 private bathrooms
24–29 Sept
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5.0 out of 5 average rating, 250 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
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
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
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, 199 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
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
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 Collectivité de Saint-Martin, St Martin
OSun - SeaView Villa - SXM
4 bedrooms, 5 beds
16–21 Aug
4.82 out of 5 average rating, 17 reviews
Guest favourite
Apartment in Maho, Sint Maarten
Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
1 bedroom, 1 queen bed
31 Aug – 5 Sept
4.91 out of 5 average rating, 253 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
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
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds
20–25 Sept
5.0 out of 5 average rating, 59 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
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds
10–15 Apr
4.99 out of 5 average rating, 332 reviews
Guest favourite
Townhouse in Sint Maarten, Sint Maarten
Indigo Bay Villa Poolside - Ocean 14
2 bedrooms, 2 king beds
25–30 Aug
4.96 out of 5 average rating, 110 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds
7–12 Sept
5.0 out of 5 average rating, 80 reviews
Guest favourite
Flat in Upper Prince's Quarter, Sint Maarten
Aman_Luna
2 bedrooms, 3 beds
1–6 Sept
5.0 out of 5 average rating, 13 reviews