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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 beds, 3 private bathrooms
9–14 Aug
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4.92 out of 5 average rating, 24 reviews
Flat in Simpson Bay, Sint Maarten
Apartment in Simpson bay
1 bedroom, 2 double beds, 1 bathroom
1–6 Jul
New place to stay
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds, 3.5 bathrooms
15–20 Jul
5.0 out of 5 average rating, 39 reviews
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
2–7 Jul
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
SkyPort Condo
2 bedrooms, 2 beds, 2 bathrooms
19–24 Aug
4.97 out of 5 average rating, 79 reviews
Top guest favourite
Flat in St Martin, St Martin
07 yellow cliff
2 bedrooms, 2 beds, 1 bathroom
1–6 Jul
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
4 bedrooms, 4 double beds, 4 bathrooms
8–13 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Sept
4.97 out of 5 average rating, 35 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaViews 2Brm Ocean Front Condo SXM
2 bedrooms, 2 beds, 2 bathrooms
27 Jul – 1 Aug
4.89 out of 5 average rating, 27 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
2 bedrooms, 2 beds, 2.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds, 3 bathrooms
10–15 Apr
4.99 out of 5 average rating, 327 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Budget-Friendly Studio!
1 bedroom, 1 queen bed, 1 bathroom
1–6 Jul
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 king beds, 2.5 bathrooms
16–21 Oct
4.97 out of 5 average rating, 106 reviews
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds, 2 bathrooms
13–18 Sept
4.95 out of 5 average rating, 63 reviews
Top guest favourite
Flat in Pelican Key, Sint Maarten
LimeTree Studio, Pelican Key
1 bedroom, 1 queen bed, 1 bathroom
1–6 Jul
4.93 out of 5 average rating, 106 reviews
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
1–6 Jul
New place to stay
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Second Home Beach Apartment
1 bedroom, 1 queen bed, 1 bathroom
1–6 Jul
4.99 out of 5 average rating, 101 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
3 bedrooms, 3 king beds, 3.5 bathrooms
4–9 Jul
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Villa in Simpson Bay, Sint Maarten
Surfsong Villa- Luxury Water Front Villa for 12
6 bedrooms, 6 king beds, 6 bathrooms
10–15 Jul
4.98 out of 5 average rating, 90 reviews