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Search results; Over 1,000 homes in Simpson Bay

Superhost
Apartment in Simpson Bay, Sint Maarten
Oceanfront w Pool | Maho Beach area
1 bedroom, 2 beds, 1.5 private bathrooms
23–28 Aug
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4.8 out of 5 average rating, 188 reviews
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, 11 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds
11–16 Aug
5.0 out of 5 average rating, 40 reviews
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
3 bedrooms, 3 beds
2–7 Aug
5.0 out of 5 average rating, 55 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds
3–8 Aug
5.0 out of 5 average rating, 78 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed
1–6 Aug
5.0 out of 5 average rating, 248 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
4.87 out of 5 average rating, 23 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaBliss 3BR Palm Beach Condo Simpson Bay
3 bedrooms, 3 beds
8–13 Aug
4.98 out of 5 average rating, 40 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, 36 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
3 bedrooms, 5 beds
8–13 Sept
5.0 out of 5 average rating, 45 reviews
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 beds
20–25 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms, 3 beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds
5–10 Aug
5.0 out of 5 average rating, 67 reviews
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds
19–24 Aug
4.99 out of 5 average rating, 98 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Blue Palm Estate Townhouse w/ Ocean View
2 bedrooms, 3 beds
23–28 Jul
4.95 out of 5 average rating, 21 reviews
Flat in Cupecoy, Sint Maarten
Appartement de 2 chambres à Porto Cupecoy
2 bedrooms, 2 beds
22–27 Jul
New place to stay
Superhost
Home in Les Terres Basses, St Martin
Tiki Lodge 5mn away from the beach
3 bedrooms, 3 beds
31 Jul – 5 Aug
New place to stay
Guest favourite
Apartment in Simpson Bay, Sint Maarten
1 Bedroom Seafront Flat D3
1 bedroom, 1 bed
28 Jul – 2 Aug
5.0 out of 5 average rating, 15 reviews
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaShores Beach Front 1 Brm Apt With Generator SXM
1 bedroom, 2 beds
26–31 Aug
4.94 out of 5 average rating, 54 reviews