Search results; Over 1,000 homes in Simpson Bay

Guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach
1 bedroom, 1 bed, 1 private bathroom
23–28 Jul
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4.88 out of 5 average rating, 241 reviews
Flat in Simpson Bay, Sint Maarten
Apartment in Simpson bay
1 bedroom, 2 double beds
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
15–20 Jul
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds
21–26 Nov
4.99 out of 5 average rating, 327 reviews
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds
2–7 Jul
Superhost
Home in Lowlands, Sint Maarten
Villa Calma – Lagoon view, swimming pool & tranquility
3 bedrooms, 4 beds
1–6 Jul
Superhost
Home in BAIE NETTLE, St Martin
Sweet Home on the Beach rdc
1 bedroom, 1 king bed
26–31 Jul
New place to stay
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
2 bedrooms, 2 beds
28 Jul – 2 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
4 bedrooms, 4 double beds
1–6 Jul
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds
12–17 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
SkyPort Condo
2 bedrooms, 2 beds
19–24 Aug
4.97 out of 5 average rating, 78 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
On the Sea - Beachfront 3 bedroom on Simpson Bay
3 bedrooms, 3 king beds
9–14 Aug
4.92 out of 5 average rating, 24 reviews
Top guest favourite
Flat in St Martin, St Martin
07 yellow cliff
2 bedrooms, 2 beds
1–6 Jul
5.0 out of 5 average rating, 22 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
Modern apartment with shared pool and generator
1 bedroom, 1 king bed
1–6 Jul
4.93 out of 5 average rating, 41 reviews
Guest favourite
Flat in Maho Beach, Sint Maarten
Turtle Den YOUR Maho Escape!
1 bedroom, 1 bed
28 Jul – 2 Aug
4.88 out of 5 average rating, 129 reviews
Luxe
Home in Les Terres Basses, St Martin
CoCo Signature Luxurious Villa & Exceptional View
4 bedrooms, 4 king beds
26–31 Jul
4.94 out of 5 average rating, 53 reviews
Guest favourite
Home in Lowlands, Sint Maarten
Casa Rish-2BR 2.5BH TownHouse with pool in Cupecoy
2 bedrooms, 3 beds
13–18 Sept
4.86 out of 5 average rating, 22 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Second Home Beach Apartment
1 bedroom, 1 queen bed
1–6 Jul
4.99 out of 5 average rating, 101 reviews
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
1 bedroom, 1 king bed
5–10 Jul
New place to stay