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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, 86 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Middle Floor - Unit 2
5.0 out of 5 average rating, 32 reviews, 3 bedrooms, 3 beds, 3.5 bathrooms
4–9 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
Superhost
Home in Koolbaai, Sint Maarten
Bahia - Villa 1
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2.5 bathrooms
17–24 Jul
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
20–25 Jul
Flat in Simpson Bay, Sint Maarten
Condo Josephine Maho Beacon Hill
4.79 out of 5 average rating, 14 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Jul – 4 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
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
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
4 Bedroom Beachfront Condo with Private Pool D2.1
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 5 beds, 4 bathrooms
11–16 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
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
16–21 Jul
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
4.99 out of 5 average rating, 196 reviews, 2 bedrooms, 2 beds, 2 bathrooms
24–29 Jul
Superhost
Villa in Anse Marcel, St Martin
Villa Violette, piscine privée magnifique vue mer
New place to stay, 3 bedrooms, 3 beds, 3 bathrooms
27 Jul – 1 Aug
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
31 Jul – 5 Aug
Flat in Colombier, St Martin
Peaceful Nature Retreat in Saint Martin
New place to stay, 2 bedrooms, 3 beds, 1 bathroom
17–22 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
Superhost
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
23–28 Jul
Guest favourite
Flat in Maho Beach, Sint Maarten
Escapes at the Emerald – Airport & Beach Nearby
4.89 out of 5 average rating, 18 reviews, 1 bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
4.97 out of 5 average rating, 35 reviews, 2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Sept