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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 beds, 2.5 private bathrooms
31 Oct – 5 Nov
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4.96 out of 5 average rating, 109 reviews
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
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Aug
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Cul-de-Sac, St Martin
Villa ELIOS 2BR SeaView
2 bedrooms, 2 king beds, 2 bathrooms
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, 2 bathrooms
14–19 Oct
4.99 out of 5 average rating, 198 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
Superhost
Flat in Saint Martin, St Martin
Experience a luxurious break by the sea
1 bedroom, 1 king bed, 1 bathroom
10–15 Sept
New place to stay
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds, 2.5 bathrooms
19–24 Sept
4.97 out of 5 average rating, 37 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
14–19 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
24–29 Sept
5.0 out of 5 average rating, 250 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
Superhost
Flat in Saint martin, St Martin
Studio Alizea with sea view, 10 minutes from Orient Bay
2 beds, 1 bathroom
25–30 Aug
Home in Collectivité de Saint-Martin, St Martin
OSun - SeaView Villa - SXM
4 bedrooms, 5 beds, 4 bathrooms
16–21 Aug
4.82 out of 5 average rating, 17 reviews
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms, 3 beds, 3 bathrooms
3–8 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Room in Upper Prince's Quarter, Sint Maarten
Spacious Deluxe 1BR | Panoramic Ocean View
2 beds, 1.5 bathrooms
18–23 Aug
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Flat in Grand-Case, St Martin
NEW: Unmatched Oceanfront Living in Grand Case
2 bedrooms, 2 beds, 2 bathrooms
26–31 Aug
4.96 out of 5 average rating, 25 reviews
Flat in Friar's bay, St Martin
Les quatre ilots
2 bedrooms, 2 double beds, 2 bathrooms
14–19 Aug
New place to stay
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
4 bedrooms, 5 beds, 4 bathrooms
6–11 Sept
4.96 out of 5 average rating, 24 reviews