How much does a vacation rental in Simpson Bay cost?

Simpson Bay vacation rentals are C$ 857/night on average. However, you may find that prices fluctuate depending on the time of year. For example, March is the most expensive month to book a vacation rental in Simpson Bay, and October is often the cheapest month to book. Recently, our users found rentals for C$ 100/night - which is currently the cheapest price. Keep in mind that anything C$ 590/night or less is still considered a good deal.

Simpson Bay Vacation Rentals, Apartments & Condos

Travel insights for vacation rentals in Simpson Bay

Use these up-to-date, data-driven insights about booking a vacation 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 (C$ 187). Conversely, the most expensive month to stay in Simpson Bay is March (C$ 2,131).

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

The cheapest day to stay in Simpson Bay is Tuesday (C$ 193). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is C$ 1,332.

How far ahead should you book a vacation rental in Simpson Bay?

Save money by booking a vacation rental at least 65 days before your trip to Simpson Bay. The lowest price found when booking 65 days ahead was C$ 118 per night.

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Other accommodations in Simpson Bay

Show all 293 stays

Simpson Bay Suites

3D Billy Fully RD, Simpson Bay, St. Maarten

2.8 km from city centre

Free Wi-Fi

Parking

C$ 215

Avg. per night

View Deal

The Atrium Beach Resort and Spa Sint Marteen Ascend Hotel Collection

6 Billy Folly Road, Simpson Bay, St. Maarten

2.7 km from city centre

Free Wi-Fi

Parking

C$ 264

Avg. per night

View Deal

Cupecoy Beach Club

#7 Rhine Road, Simpson Bay, St. Maarten

1.8 km from city centre

Free Wi-Fi

Air Conditioning

C$ 626

Avg. per night

View Deal

Simpson Bay Beach Modern Apartment. Roof Deck Ocean Views Wifi Satellite Tv.

Simpson Bay, St. Maarten

1.6 km from city centre

Air Conditioning

C$ 319

Avg. per night

View Deal

Where to stay in Simpson Bay

Scroll through the map to find vacation rentals close to the Simpson Bay neighborhood(s) you plan on visiting. Users can click on a vacation 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

How much does a vacation rental in Simpson Bay cost?
Simpson Bay vacation rentals are C$ 857/night on average. However, you may find that prices fluctuate depending on the time of year. For example, March is the most expensive month to book a vacation rental in Simpson Bay, and October is often the cheapest month to book. Recently, our users found rentals for C$ 100/night - which is currently the cheapest price. Keep in mind that anything C$ 590/night or less is still considered a good deal.

Travel insights for vacation rentals 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 July (C$ 187). Conversely, the most expensive month to stay in Simpson Bay is March (C$ 2,131).

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

The cheapest day to stay in Simpson Bay is Tuesday (C$ 193). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is C$ 1,332.

How far ahead should you book a vacation rental in Simpson Bay?

Save money by booking a vacation rental at least 65 days before your trip to Simpson Bay. The lowest price found when booking 65 days ahead was C$ 118 per night.

Other accommodations in Simpson Bay

Find the perfect vacation rental for your stay in Simpson Bay. There are 293 hotels in Simpson Bay and price data was last updated on 27 January 2026. The average price for a hotel in Simpson Bay is C$ 856/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 27 January 2026.

Scroll through the map to find vacation rentals close to the Simpson Bay neighborhood(s) you plan on visiting. Users can click on a vacation 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 27 January 2026.

How much does a vacation rental in Simpson Bay cost?

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Vacation rentals in Simpson Bay

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Travel insights for vacation rentals 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 July (C$ 187). Conversely, the most expensive month to stay in Simpson Bay is March (C$ 2,131).

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

The cheapest day to stay in Simpson Bay is Tuesday (C$ 193). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is C$ 1,332.

How far ahead should you book a vacation rental in Simpson Bay?

Save money by booking a vacation rental at least 65 days before your trip to Simpson Bay. The lowest price found when booking 65 days ahead was C$ 118 per night.

Other accommodations in Simpson Bay

Find the perfect vacation rental for your stay in Simpson Bay. There are 293 hotels in Simpson Bay and price data was last updated on 27 January 2026. The average price for a hotel in Simpson Bay is C$ 856/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 27 January 2026.

Scroll through the map to find vacation rentals close to the Simpson Bay neighborhood(s) you plan on visiting. Users can click on a vacation 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 27 January 2026.

How much does a vacation rental in Simpson Bay cost?

Find better results for your stay in Simpson Bay

Visit Top Destinations

These destinations around the world are some of the most sought after locations from our users