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Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Flat in Simpson Bay, Sint Maarten
Simpson bay beach, spacious, beautiful views!
3 bedrooms, 3 beds, 2 private bathrooms
26–31 Jul
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5.0 out of 5 average rating, 153 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
11–16 Aug
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
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
5.0 out of 5 average rating, 77 reviews, 2 beds, 1.5 bathrooms
3–8 Aug
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
4.99 out of 5 average rating, 329 reviews, 3 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
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
Superhost
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
19–24 Jul
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
1–6 Aug
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
Top guest favourite
Home in Koolbaai, Sint Maarten
Blue Palm Estate Townhouse w/ Ocean View
4.95 out of 5 average rating, 21 reviews, 2 bedrooms, 3 beds, 3 bathrooms
23–28 Jul
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaBliss 3BR Palm Beach Condo Simpson Bay
4.98 out of 5 average rating, 40 reviews, 3 bedrooms, 3 beds, 3 bathrooms
8–13 Aug
Guest favourite
Flat in Cole Bay, Sint Maarten
C354 - Top view with balcony
4.93 out of 5 average rating, 14 reviews, 1 bedroom, 1 bed, 1 bathroom
8–13 Sept
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
19–24 Jul
Superhost
Home in Les Terres Basses, St Martin
Tiki Lodge 5mn away from the beach
New place to stay, 3 bedrooms, 3 beds, 3 bathrooms
31 Jul – 5 Aug
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 3 beds, 3 bathrooms
27 Jul – 1 Aug
Top guest favourite
Villa in Indigo Bay , Sint Maarten
AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.
5.0 out of 5 average rating, 14 reviews, 4 bedrooms, 4 beds, 4.5 bathrooms
7–12 Sept
Guest favourite
Apartment in Simpson Bay, Sint Maarten
SeaShores Beach Front 1 Brm Apt With Generator SXM
4.94 out of 5 average rating, 54 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Aug
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
5.0 out of 5 average rating, 65 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
5–10 Aug
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
4.95 out of 5 average rating, 64 reviews, 2 bedrooms, 2 beds, 2 bathrooms
7–12 Sept