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Search results; Over 1,000 homes in Simpson Bay

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
1–6 Oct
,
4.96 out of 5 average rating, 107 reviews
Top guest favourite
Villa in Sint Maarten, Sint Maarten
Indigo Oceanfront Condo Penthouse - Unit 3
3 bedrooms, 3 beds, 3.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 40 reviews
Top guest favourite
Villa in Philipsburg, Sint Maarten
Villa Dream View Belair Sint Maarten SXM
3 bedrooms, 4 beds, 3 bathrooms
28 Sept – 3 Oct
4.99 out of 5 average rating, 329 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
The Loft at Simpson Bay Yacht Club
2 beds, 1.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 77 reviews
Home in Marigot, St Martin
House with sea view, 3 bedrooms, beach and pool access
3 bedrooms, 3 beds, 3 bathrooms
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, 3 bathrooms
20–25 Jul
New place to stay
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Villa Harmony Haven
3 bedrooms, 3 king beds, 3.5 bathrooms
5–10 Aug
5.0 out of 5 average rating, 65 reviews
Top guest favourite
Guest house in Simpson Bay, Sint Maarten
Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
1 bedroom, 1 queen bed, 1 bathroom
4–9 Aug
4.95 out of 5 average rating, 108 reviews
Guest favourite
Villa in Indigo bay, Sint Maarten, Sint Maarten
Ocean Dream Villa
2 bedrooms, 2 queen beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 64 reviews
Superhost
Hotel in Upper Prince's Quarter, Sint Maarten
Panorama SXM - 1 BR Ocean View - Luxury Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
19–24 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Villa in Cole Bay, Sint Maarten
[Sunset Place] 3BR Oceanfront Villa, Private Pool
3 bedrooms, 3 beds, 3 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Flat in Simpson Bay, Sint Maarten
SeaBliss 3BR Palm Beach Condo Simpson Bay
3 bedrooms, 3 beds, 3 bathrooms
8–13 Aug
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
The Beach House Apartment
1 bedroom, 1 king bed, 1.5 bathrooms
1–6 Aug
5.0 out of 5 average rating, 247 reviews
Top guest favourite
Flat in Cupecoy, Sint Maarten
Stunning oceanfront condo
2 bedrooms, 2 beds, 2.5 bathrooms
12–17 Sept
4.97 out of 5 average rating, 36 reviews
Top guest favourite
Loft in Marigot, St Martin
Sea Loft, Breathtaking View – Private Pool
2 bedrooms, 2 beds, 2 bathrooms
28 Oct – 2 Nov
4.99 out of 5 average rating, 196 reviews
Top guest favourite
Flat in Simpson Bay, Sint Maarten
Royal Palm Hilton SXM
2 bedrooms, 3 beds, 2 bathrooms
27 Aug – 3 Sept
4.92 out of 5 average rating, 64 reviews
Top guest favourite
Home in Upper Prince's Quarter, Sint Maarten
Sunrise Over St. Barths
2 bedrooms, 2 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 40 reviews
Guest favourite
Flat in Cole Bay, Sint Maarten
C354 - Top view with balcony
1 bedroom, 1 king bed, 1 bathroom
8–13 Sept
4.93 out of 5 average rating, 14 reviews
Luxe
Home in Lowlands, Sint Maarten
Brand NEW - Waterfront Villa - Pool
4 bedrooms, 4 double beds, 4 bathrooms
1–6 Sept
5.0 out of 5 average rating, 27 reviews