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 December ($234). Conversely, the most expensive month to stay in Simpson Bay is November ($1,857).
What is the cheapest day to stay in a vacation rental in Simpson Bay?
The cheapest day to stay in Simpson Bay is Friday ($211). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is $706.
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 $64 per night.
Other accommodations in Simpson Bay
Find the perfect holiday rental for your stay in Simpson Bay. There are 343 hotels in Simpson Bay and price data was last updated on 15 June 2025. The average price for a hotel in Simpson Bay is $619/night.
Show all 343 stays
117 Simpson Bay Road, Simpson Bay, St. Maarten
1.3 km from city centre
Free Wi-Fi
Parking
$128
Avg. per night
6 Billy Folly Road, Simpson Bay, St. Maarten
2.7 km from city centre
Free Wi-Fi
Parking
$129
Avg. per night
3D Billy Fully RD, Simpson Bay, St. Maarten
2.8 km from city centre
Free Wi-Fi
Parking
$136
Avg. per night
6 Roberts Drive, Simpson Bay, St. Maarten
1.7 km from city centre
Free Wi-Fi
Air conditioning
$99
Avg. per night
$117
Avg. per night