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Search results; Over 1,000 homes in Simpson Bay

Guest suite in Simpson Bay, Sint Maarten
Cosy apartment steps away from Simpson Bay Beach
1 bedroom, 1 bed, 1 private bathroom
11–16 Oct
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4.84 out of 5 average rating, 44 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
5.0 out of 5 average rating, 40 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
18–23 Sept
Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
4.95 out of 5 average rating, 108 reviews, 1 bedroom, 1 bed, 1 bathroom
4–9 Aug
Superhost
Home in BAIE NETTLE, St Martin
Sweet Home on the Beach rdc
New place to stay, 1 bedroom, 1 bed, 1 bathroom
28 Aug – 2 Sept
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaPearl 3Brm Beachfront Penthouse with Generator
4.91 out of 5 average rating, 53 reviews, 3 bedrooms, 3 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
5.0 out of 5 average rating, 67 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
5–10 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
5.0 out of 5 average rating, 78 reviews, 2 beds, 1.5 bathrooms
8–13 Aug
Superhost
Home in Les Terres Basses, St Martin
Tiki Lodge 5mn away from the beach
3 bedrooms, 3 beds, 3 bathrooms
31 Jul – 5 Aug
Guest favourite
Home in Lowlands, Sint Maarten
Casa Rish-2BR 2.5BH TownHouse with pool in Cupecoy
4.87 out of 5 average rating, 23 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
Guest favourite
Home in Cole Bay, Sint Maarten
Spacious 3BR with Private Cozy Pool
5.0 out of 5 average rating, 55 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
2–7 Aug
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
5.0 out of 5 average rating, 45 reviews, 3 bedrooms, 5 beds, 3.5 bathrooms
8–13 Sept
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
5.0 out of 5 average rating, 248 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
29 Sept – 4 Oct
Superhost
Room in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
5.0 out of 5 average rating, 4 reviews, 1 king bed, 1.5 bathrooms
2–7 Aug
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 3 bathrooms
11–16 Aug
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
4.99 out of 5 average rating, 98 reviews, 2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
4.97 out of 5 average rating, 36 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Sept
Flat in Cupecoy, Sint Maarten
Appartement de 2 chambres à Porto Cupecoy
New place to stay, 2 bedrooms, 2 beds, 2.5 bathrooms
22–27 Jul
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 3 beds, 3 bathrooms
27 Jul – 1 Aug
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
4.96 out of 5 average rating, 23 reviews, 4 bedrooms, 5 beds, 4 bathrooms
11–16 Sept