Insights
Where to stay

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 these up-to-date, data-driven insights about booking a holiday rental in Simpson Bay including ideal times to book, pricing trends, and more.

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 October (S$ 252). Conversely, the most expensive month to stay in Simpson Bay is November (S$ 2,059).

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

The cheapest day to stay in Simpson Bay is Friday (S$ 465). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is S$ 816.

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

Save money by booking a vacation rental at least 38 days before your trip to Simpson Bay. The lowest price found when booking 38 days ahead was S$ 89 per night.
Find deals

Other accommodations in Simpson Bay

Find the perfect holiday rental for your stay in Simpson Bay. There are 506 hotels in Simpson Bay and price data was last updated on 30 July 2025. The average price for a hotel in Simpson Bay is S$ 704/night.
Mary's Boon Beach Resort & Spa
Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa

117 Simpson Bay Road, Simpson Bay, St. Maarten
1.3 km from city centre
Free Wi-Fi
Parking
S$ 174
Avg. per night
View Deal
Sapphire Beach Club Resort
Sapphire Beach Club Resort

Sapphire Beach Club Resort

147 Lowlands, Simpson Bay, St. Maarten
2.2 km from city centre
Free Wi-Fi
S$ 129
Avg. per night
View Deal

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 30 July 2025.
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 30 July 2025.

  • How much does a holiday rental in Simpson Bay cost?

    On average, it costs S$ 705 per night for a Simpson Bay holiday rental, but S$ 647 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$ 66 per night. If you can, try to avoid booking your rental November (as this is the most expensive month). Booking January (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 Horny Toad Guest House.

Find better results for your stay in Simpson Bay

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book hotels that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discount hotels quickly. Discover hotel discounts now and make your hotel reservation today.