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Vacation rentals in Simpson Bay

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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 April (S$ 362). Conversely, the most expensive month to stay in Simpson Bay is May (S$ 1,919).

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

The cheapest day to stay in Simpson Bay is Monday (S$ 219). On the other hand, travelers can expect to pay the most on Thursday, when the average nightly price is S$ 601.

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

Save money by booking a vacation rental at least 65 days before your trip to Simpson Bay. The lowest price found when booking 65 days ahead was S$ 111 per night.

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Other accommodations in Simpson Bay

Find the perfect holiday rental for your stay in Simpson Bay. There are 307 hotels in Simpson Bay and price data was last updated on 15 December 2025. The average price for a hotel in Simpson Bay is S$ 765/night.
Simpson Bay Beach Modern Apartment. Roof Deck Ocean Views Wifi Satellite Tv.
Simpson Bay Beach Modern Apartment. Roof Deck Ocean Views Wifi Satellite Tv.

Simpson Bay Beach Modern Apartment. Roof Deck Ocean Views Wifi Satellite Tv.

Simpson Bay, St. Maarten
1.6 km from city centre
Air conditioning
S$ 284
Avg. per night
View Deal
Cupecoy Beach Club
Cupecoy Beach Club

Cupecoy Beach Club

#7 Rhine Road, Simpson Bay, St. Maarten
1.8 km from city centre
Free Wi-Fi
Air conditioning
S$ 865
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 15 December 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 15 December 2025.

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

    On average, it costs S$ 765 per night for a Simpson Bay holiday rental, but S$ 650 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$ 92 per night. If you can, try to avoid booking your rental May (as this is the most expensive month). Booking November (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.

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