filters

Search results; Over 1,000 homes in Simpson Bay

Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Beach front luxury! Huge 2BR that has it all! 😍🤩😍
2 bedrooms, 2 beds, 2.5 private bathrooms
16–21 Oct
,
4.96 out of 5 average rating, 107 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Middle Floor - Unit 2
5.0 out of 5 average rating, 31 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
16–23 Jul
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
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
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
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
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
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
20–25 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
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
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
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
5.0 out of 5 average rating, 247 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
1–6 Aug
Guest favourite
Flat in Grand-Case, St Martin
NEW: Unmatched Oceanfront Living in Grand Case
4.95 out of 5 average rating, 22 reviews, 2 bedrooms, 2 beds, 2 bathrooms
6–11 Sept
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
5.0 out of 5 average rating, 76 reviews, 2 beds, 1.5 bathrooms
5–10 Oct
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
Superhost
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds, 2.5 bathrooms
23–28 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
18–23 Jul