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Holiday rentals in Simpson Bay

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Simpson Bay, St. Maarten
1 May — 2 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 (€136). Conversely, the most expensive month to stay in Simpson Bay is November (€812).

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

The cheapest day to stay in Simpson Bay is Thursday (€186). On the other hand, travelers can expect to pay the most on Friday, when the average nightly price is €889.

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 €56 per night.
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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 24 April 2025. The average price for a hotel in Simpson Bay is €348/night.
Show all 343 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
€120
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
€167
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
€270
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
€113
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
€113
Avg. per night
View Deal
Commodore Suites
Commodore Suites

Commodore Suites

Welfare Road 109, Simpson Bay, St. Maarten
2.7 km from city centre
Free Wi-Fi
Parking
€128
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
€93
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
€102
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 24 April 2025.
Scroll through the map to find holiday rentals close to the Simpson Bay neighbourhood(s) you plan on visiting. Clicking on a holiday rental name will take you to a page with pricing, reviews, and more useful information.

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 24 April 2025.

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

    The average cost for a holiday rental in Simpson Bay is €349/night. A good holiday rental deal in Simpson Bay would be for €312/night or less. The cheapest rental deal found recently by our users was €46/night. If you’re flexible with your travel dates, then try to avoid booking November, the most expensive month of the year. Booking July is the cheapest month to book a holiday rental in Simpson Bay.

  • 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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