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Vacation rentals in Simpson Bay

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Simpson Bay, St. Maarten
7 May — 8 May2
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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 July (S$ 301). Conversely, the most expensive month to stay in Simpson Bay is November (S$ 1,796).

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

The cheapest day to stay in Simpson Bay is Thursday (S$ 411). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is S$ 1,967.

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

Save money by booking a vacation rental at least 74 days before your trip to Simpson Bay. The lowest price found when booking 74 days ahead was S$ 84 per night.
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Other accommodations in Simpson Bay

Find the perfect holiday rental for your stay in Simpson Bay. There are 344 hotels in Simpson Bay and price data was last updated on 30 April 2025. The average price for a hotel in Simpson Bay is S$ 518/night.
Show all 344 stays
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
S$ 178
Avg. per night
View Deal
The Horny Toad Guest House
The Horny Toad Guest House

The Horny Toad Guest House

2 Vlaun Drive, Simpson Bay, St. Maarten
1.6 km from city centre
Free Wi-Fi
Parking
S$ 249
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$ 402
Avg. per night
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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$ 167
Avg. per night
View Deal
The Atrium Beach Resort and Spa, Ascend Hotel Collection
The Atrium Beach Resort and Spa, Ascend Hotel Collection

The Atrium Beach Resort and Spa, Ascend Hotel Collection

6 Billy Folly Road, Simpson Bay, St. Maarten
2.7 km from city centre
Free Wi-Fi
Parking
S$ 172
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 April 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 April 2025.

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

    On average, it costs S$ 519 per night for a Simpson Bay holiday rental, but S$ 464 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$ 68 per night. If you can, try to avoid booking your rental November (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 Horny Toad Guest House.

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