I am Wei Landgraf. Alongside helping people buy and sell property on the island, I host two places on Airbnb, both Superhost rated. If you want to feel the island before you decide anything, these are a good place to start.
Two rentals I host, both Superhost. A marina-view apartment on the Simpson Bay strip and a beach-club condo in Cupecoy. Each is an entire unit with 2 bedrooms and 2 bathrooms that sleeps 6. Nightly rates move with the season, so check live dates on Airbnb. If you fall for the island and start thinking about owning here, that is my day job, and we can talk.
Simpson Bay, Sint Maarten · Entire unit · 2 bed, 2 bath · sleeps 6 · 4.94 rating (16 reviews) · Superhost
An open-plan apartment right in the heart of the Simpson Bay strip, with a panoramic marina, airport, and skyport view from the balcony. Queen guest bedroom and full bath on the first floor, a master with ensuite on the second, plus a full-size pull-out couch.
Cupecoy, Sint Maarten · Entire unit · 2 bed, 2 bath · sleeps 6 · 5.0 rating (3 reviews) · Superhost
A calm condo at Rainbow Beach Club on the quiet west end, with private beach access and an ocean-view patio. The master has a king and ensuite, the second bedroom has bunk beds, and a convertible sofa lounger adds sleeping space. Fully equipped kitchen, central air, and a washer and dryer.
A lot of people rent here first, then realise they would rather own the balcony they keep coming back to. I help buyers and sellers on the Dutch side every week, and I can walk you through what a place like these actually costs to own and run.