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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
,
4.97 out of 5 average rating, 106 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, 328 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds
27 Jul – 1 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, 76 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, 10 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, 7 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds
20–25 Jul
5.0 out of 5 average rating, 64 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
Flat in Simpson Bay, Sint Maarten
Luxury Beachfront Condo
2 bedrooms, 2 beds
12–17 Jul
Top guest favourite
Flat in St Martin, St Martin
07 yellow cliff
2 bedrooms, 2 queen beds
13–18 Jul
5.0 out of 5 average rating, 23 reviews
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds
7–12 Sept
4.95 out of 5 average rating, 64 reviews
Top guest favourite
Home in Koolbaai, Sint Maarten
Pelican key - BEACH FRONT Villa
3 bedrooms, 5 beds
8–13 Sept
5.0 out of 5 average rating, 43 reviews
Superhost
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
1 bedroom, 1 king bed
12–17 Jul
5.0 out of 5 average rating, 3 reviews
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, 13 reviews
Top guest favourite
Apartment in Simpson Bay, Sint Maarten
Ocean Breeze at Las Arenas
3 bedrooms, 3 king beds
12–17 Jul
4.97 out of 5 average rating, 33 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Apartment on the beach 2
1 bedroom, 1 queen bed
11–16 Jul
4.85 out of 5 average rating, 201 reviews
Guest favourite
Flat in Upper Prince's Quarter, Sint Maarten
Aman_Aria
2 bedrooms, 2 beds
7–12 Sept
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Home in Upper Prince's Quarter, Sint Maarten
Sunrise Over St. Barths
2 bedrooms, 2 beds
9–14 Aug
5.0 out of 5 average rating, 39 reviews
Top guest favourite
Villa in Little Bay, Sint Maarten
Barefoot Villas GreatBay View in Hot Tub & Balcony
2 bedrooms, 4 beds
8–13 Aug
4.99 out of 5 average rating, 97 reviews