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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 ($517). Conversely, the most expensive month to stay in Simpson Bay is November ($3,201).

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

The cheapest day to stay in Simpson Bay is Thursday ($696). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is $3,887.

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 $107 per night.

Other accommodations in Simpson Bay

Find the perfect holiday rental for your stay in Simpson Bay. There are 341 hotels in Simpson Bay and price data was last updated on 7 May 2025. The average price for a hotel in Simpson Bay is $808/night.
Show all 341 stays
3D Billy Fully RD, Simpson Bay, St. Maarten
2.8 km from city centre
Free Wi-Fi
Parking
$227
Avg. per night
2 Vlaun Drive, Simpson Bay, St. Maarten
1.6 km from city centre
Free Wi-Fi
Parking
$317
Avg. per night
#7 Rhine Road, Simpson Bay, St. Maarten
1.8 km from city centre
Free Wi-Fi
Air conditioning
$513
Avg. per night
Welfare Road 109, Simpson Bay, St. Maarten
2.7 km from city centre
Free Wi-Fi
Parking
$244
Avg. per night
6 Roberts Drive, Simpson Bay, St. Maarten
1.7 km from city centre
Free Wi-Fi
Air conditioning
$165
Avg. per night
Spinel Road #2, Simpson Bay, St. Maarten
2.7 km from city centre
Free Wi-Fi
Parking
$196
Avg. per night

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 7 May 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 7 May 2025.
  • How much does a holiday rental in Simpson Bay cost?

    $809/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 January is the cheapest month to book. HotelsCombined users recently found Simpson Bay holiday rentals for as low as $141/night. In general, any Simpson Bay rental for $730 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.