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Search results; Over 1,000 homes in Simpson Bay

Guest favourite
Villa in Simpson Bay, Sint Maarten
Waterfront "Bonjour" Beacon Hill St Maarten
4 bedrooms, 4 beds, 4 private bathrooms
9–14 Sept
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4.97 out of 5 average rating, 88 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
Luxurious Sunset Lagoon View
2 bedrooms, 2 beds
4–9 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
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, 77 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds
28 Sept – 3 Oct
4.99 out of 5 average rating, 329 reviews
Superhost
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
1 bedroom, 1 king bed
19–24 Jul
5.0 out of 5 average rating, 3 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
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
Blue Palm Estate Townhouse w/ Ocean View
2 bedrooms, 3 beds
23–28 Jul
4.95 out of 5 average rating, 21 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
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
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 beds
19–24 Jul
5.0 out of 5 average rating, 3 reviews
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
Top guest favourite
Villa in Indigo Bay , Sint Maarten
AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.
4 bedrooms, 4 king beds
7–12 Sept
5.0 out of 5 average rating, 14 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
C354 - Top view with balcony
1 bedroom, 1 king bed
8–13 Sept
4.93 out of 5 average rating, 14 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, 65 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Royal Palm Hilton SXM
2 bedrooms, 3 beds
27 Aug – 3 Sept
4.92 out of 5 average rating, 64 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
Superhost
Home in Cul-de-Sac, St Martin
Villa ELIOS 2BR SeaView
2 bedrooms, 2 king beds
23–28 Aug
New place to stay