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Vacation rentals in Simpson Bay

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Travel insights for vacation rentals in Simpson Bay

Use these up-to-date, data-driven insights about booking a vacation 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 November (C$ 233). Conversely, the most expensive month to stay in Simpson Bay is October (C$ 3,264).

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

The cheapest day to stay in Simpson Bay is Thursday (C$ 531). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is C$ 2,232.

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 C$ 105 per night.

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Other accommodations in Simpson Bay

Find the perfect vacation rental for your stay in Simpson Bay. There are 304 hotels in Simpson Bay and price data was last updated on 11 March 2026. The average price for a hotel in Simpson Bay is C$ 844/night.
Simpson Bay Suites
Simpson Bay Suites

Simpson Bay Suites

3D Billy Fully RD, Simpson Bay, St. Maarten
2.8 km from city centre
Free Wi-Fi
Parking
C$ 205
Avg. per night
View Deal
The Atrium Beach Resort and Spa Sint Maarten, an Ascend Collection Hotel
The Atrium Beach Resort and Spa Sint Maarten, an Ascend Collection Hotel

The Atrium Beach Resort and Spa Sint Maarten, an Ascend Collection Hotel

6 Billy Folly Road, Simpson Bay, St. Maarten
2.7 km from city centre
Free Wi-Fi
Parking
C$ 209
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 11 March 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 11 March 2026.

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

    Simpson Bay vacation rentals are C$ 844/night on average. However, you may find that prices fluctuate depending on the time of year. For example, May is the most expensive month to book a vacation rental in Simpson Bay, and February is often the cheapest month to book. Recently, our users found rentals for C$ 101/night - which is currently the cheapest price. Keep in mind that anything C$ 710/night or less is still considered a good deal.

  • Are there any Aparthotel vacation rentals in Simpson Bay?

    Yes, there are 4 Aparthotel vacation rentals in Simpson Bay. According to our data, The Hills Residence is currently the most popular Aparthotel rental in the city.

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