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Holiday 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 August ($432). Conversely, the most expensive month to stay in Simpson Bay is November ($3,964).

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

The cheapest day to stay in Simpson Bay is Friday ($680). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is $1,505.

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 $106 per night.
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Other accommodations in Simpson Bay

Find the perfect holiday rental for your stay in Simpson Bay. There are 345 hotels in Simpson Bay and price data was last updated on 28 June 2025. The average price for a hotel in Simpson Bay is $880/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
$180
Avg. per night
View Deal
Azure Hotel and Art Studio
Azure Hotel and Art Studio

Azure Hotel and Art Studio

6 Roberts Drive, Simpson Bay, St. Maarten
1.7 km from city centre
Free Wi-Fi
Air conditioning
$160
Avg. per night
View Deal
Baker's Suites
Baker's Suites

Baker's Suites

Spinel Road #2, Simpson Bay, St. Maarten
2.7 km from city centre
Free Wi-Fi
Parking
$205
Avg. per night
View Deal
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
$243
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
$188
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 28 June 2025.
Navigate to the areas in Simpson Bay you plan to visit to find holiday rentals that are close by. Users can click on a holiday 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 28 June 2025.

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

    $881/night is a typical cost for a holiday rental in Simpson Bay throughout the year. Rental prices do vary though, and you’ll find that November is the most expensive month to book, and June is the cheapest month to book. HotelsCombined users recently found Simpson Bay holiday rentals for as low as $112/night. In general, any Simpson Bay rental for $809 or less is a good deal.

  • Are there any Aparthotel holiday rentals in Simpson Bay?

    At the moment, there are 4 properties listed as a Aparthotel holiday rental in Simpson Bay. A popular Aparthotel in Simpson Bay amongst our users is The Horny Toad Guest House.

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