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Holiday rentals in Simpson Bay

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Travel insights for holiday rentals in Simpson Bay

Use our HotelsCombined data-powered tips to help you find your next holiday rental in Simpson Bay.

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 March (£126). Conversely, the most expensive month to stay in Simpson Bay is November (£908).

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

The cheapest day to stay in Simpson Bay is Friday (£111). On the other hand, travelers can expect to pay the most on Sunday, when the average nightly price is £313.

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 £47 per night.
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Other accommodations in Simpson Bay

Find the perfect holiday rental for your stay in Simpson Bay. There are 342 hotels in Simpson Bay and price data was last updated on 6 June 2025. The average price for a hotel in Simpson Bay is £444/night.
Show all 342 stays
Vicky's Keys - Hostel
Vicky's Keys - Hostel

Vicky's Keys - Hostel

The Keys Road 2-8, Lane 3, Philipsburg, St. Maarten
0.7 mi from city centre
Free Wi-Fi
Air conditioning
£74
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
1.0 mi from city centre
Free Wi-Fi
Parking
£140
Avg. per night
View Deal
Cupecoy Beach Club
Cupecoy Beach Club

Cupecoy Beach Club

#7 Rhine Road, Simpson Bay, St. Maarten
1.1 mi from city centre
Free Wi-Fi
Air conditioning
£226
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
0.8 mi from city centre
Free Wi-Fi
Parking
£94
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
1.7 mi from city centre
Free Wi-Fi
Parking
£95
Avg. per night
View Deal
Simpson Bay Suites
Simpson Bay Suites

Simpson Bay Suites

3D Billy Fully RD, Simpson Bay, St. Maarten
1.7 mi from city centre
Free Wi-Fi
Parking
£100
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 6 June 2025.
Use the map to find holiday rentals in Simpson Bay that are close to the points of interest you'll be frequenting. You can find more information on a particular holiday rental within the map by clicking on its name.

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 6 June 2025.

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

    Simpson Bay holiday rentals are £445/night on average. However, you may find that prices fluctuate depending on the time of year. For example, November is the most expensive month to book a holiday rental in Simpson Bay, and January is often the cheapest month to book. Recently, our users found rentals for £62/night - which is currently the cheapest price. Keep in mind that anything £406/night or less is still considered a good deal.

  • Are there any Aparthotel holiday rentals in Simpson Bay?

    If you’re looking to book a Aparthotel holiday rental in Simpson Bay, then you have 4 to choose from. We recommend looking at The Hills Residence as it’s currently the most popular Aparthotel rental among our users.

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