Vacation rentals in Simpson Bay

Search and compare Simpson Bay, St. Maarten holiday rentals from hundreds of travel sites on HotelsCombined and save.

...and more

Learn why travellers love HotelsCombined

Compare hotel ratings collected from thousands of user reviews.

One search gives you accurate pricing on affordable hotels.

Customie your results by hotel chain, amenities, price and more.

Search for hotels as many times as you want – for free.

Travel insights for holiday rentals in Simpson Bay

Use our HotelsCombined data-powered tips to help you find your next holiday rental in Simpson Bay.

What is the cheapest month to book a vacation rental in Simpson Bay?

The cheapest month to book a vacation rental in Simpson Bay is September (S$ 204). Conversely, the most expensive month to stay in Simpson Bay is October (S$ 3,074).

What is the cheapest day to stay in a vacation rental in Simpson Bay?

The cheapest day to stay in Simpson Bay is Tuesday (S$ 298). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is S$ 1,731.

How far ahead should you book a vacation rental in Simpson Bay?

Save money by booking a vacation rental at least 83 days before your trip to Simpson Bay. The lowest price found when booking 83 days ahead was S$ 98 per night.

Other accommodations in Simpson Bay

Find the perfect holiday rental for your stay in Simpson Bay. There are 290 hotels in Simpson Bay and price data was last updated on 16 April 2026. The average price for a hotel in Simpson Bay is S$ 770/night.
3D Billy Fully RD, Simpson Bay, St. Maarten
2.8 km from city centre
Free Wi-Fi
Parking
S$ 192
Avg. per night
6 Billy Folly Road, Simpson Bay, St. Maarten
2.7 km from city centre
Free Wi-Fi
Parking
S$ 177
Avg. per night

Where to stay in Simpson Bay

Explore different neighbourhoods and areas within Simpson Bay to find the perfect location for your stay. Map data was last updated on 16 April 2026.
Scroll through the map to find vacation rentals close to the Simpson Bay neighborhood(s) you plan on visiting. Users can click on a vacation rental's name to find more information about it, such as price, reviews, and amenities, and also find different deals for the property.

Facts about staying in Simpson Bay

Find useful tips and insights about staying in Simpson Bay to help you make the most of your experience. FAQs were last updated on 16 April 2026.
  • How much does a holiday rental in Simpson Bay cost?

    On average, it costs S$ 771 per night for a Simpson Bay holiday rental, but S$ 696 per night or less would be considered a good deal. The cheapest holiday rental price our users have found recently in Simpson Bay was for S$ 104 per night. If you can, try to avoid booking your rental May (as this is the most expensive month). Booking July (the cheapest month) may end up saving you money.

  • Are there any Aparthotel holiday rentals in Simpson Bay?

    There are 4 holiday rentals in Simpson Bay that fall under the Aparthotel category, the most popular is The Hills Residence.