Simpson Bay Holidays

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Top hotels in Simpson Bay

The Morgan Resort Spa Village

The Morgan Resort Spa Village

2 Beacon Hill Road Simpson Bay
Fully refundableReserve now, pay when you stay
12.362.209 ₫
15.024.899 ₫ total
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (2,349 reviews)
"The cleaning ladies were very accommodating.However I told the front desk that I had no hot water in the room the 2nd day. I had no hot water the whole trip."

Reviewed on 7 Aug 2026

The Morgan Resort Spa Village
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

Billy Folly Road 37 Simpson Bay
Fully refundableReserve now, pay when you stay
4.277.854 ₫
5.133.425 ₫ total
7 Sept - 8 Sept
includes taxes & fees
Simpson Bay Resort, Marina & Spa
Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key, Simpson Bay, 6 Billy Folly Simpson Bay
Fully refundableReserve now, pay when you stay
2.887.500 ₫
3.720.938 ₫ total
1 Sept - 2 Sept
includes taxes & fees
Hilton Vacation Club Flamingo Beach St. Maarten
See all 449 properties in Simpson Bay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Simpson Bay attractions

A beach with colorful play structures, a lifeguard tower, and a row of red kayaks.

Kim Sha Beach

8.8/10 (591 reviews)
Kim Sha Beach offers pristine white sands and turquoise waters ideal for families and water sports enthusiasts. Enjoy jet skiing or kayaking, then explore the vibrant restaurants and nightlife of nearby Simpson Bay.
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A casino interior with slot machines, blackjack tables, and colorful lighting.

Hollywood Casino

8.2/10 (583 reviews)
Why not roll the dice with a visit to Hollywood Casino during your travels in Simpson Bay? Stroll along the seaside in this romantic area or visit its top-notch restaurants.
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Simpson Bay Beach

9.2/10 (1,834 reviews)
Simpson Bay Beach offers pristine white sand and tranquil waters along one of Sint Maarten's longest shorelines. Enjoy peaceful sunbathing or swimming, with nearby beach bars for refreshments.
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Flamingo Beach

9.0/10 (768 reviews)
Pristine white sands and turquoise waters define this quintessential Caribbean escape in Simpson Bay. Enjoy swimming in gentle waves or snorkelling the clear waters before watching a spectacular sunset.
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Lay Bay Beach

8.4/10 (212 reviews)
Lay Bay Beach offers a tranquil escape between Simpson Bay and Maho on Sint Maarten's Dutch side. Bring your own supplies to this serene, undeveloped stretch of sand for genuine beachside peace.
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Dunes Casino

8.0/10 (249 reviews)
This relaxed casino offers over 200 slot machines and electronic games in a laid-back atmosphere. Enjoy the sportsbook lounge with flat-screen TVs while placing bets in this intimate gaming venue.
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Market Garden Supermarket

9.4/10 (8 reviews)
You can enjoy retail therapy at Market Garden Supermarket during your trip to Simpson Bay. Visit the shops and lively bars in this romantic area.
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Frequently asked questions

How much does a Simpson Bay holiday package cost?
You'll find cheap prices on Expedia for your Simpson Bay getaway. However, factors like the season, choice of hotel and length of stay will influence how much your holiday to Simpson Bay costs.
What are the cheapest months to go to Simpson Bay?
September, October and November are the best times to look for cheap Simpson Bay holiday packages. Travelling in quieter periods means you can generally find reduced prices on flights and accommodation.
How many days is enough for Simpson Bay?
We recommend booking a Simpson Bay holiday for at least 4 days. This will allow you plenty of time to visit top sights such as Kim Sha Beach and Lay Bay Beach, and also explore neighbourhoods like Pelican Key and Upper Prince's Quarter. You could even fit in a day trip outside of Simpson Bay.
Is it worth booking a holiday package to Simpson Bay?
Well known for its coastal beaches and home to leading attractions like Simpson Bay Beach, a Simpson Bay holiday is sure to impress. Another top sight worth exploring? Don't miss Flamingo Beach.
How to find the best Simpson Bay package deals?
Start your search for a Simpson Bay package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Simpson Bay package deal right away, just change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Simpson Bay adventure off to a flying start.
Is it cheaper to book a Simpson Bay holiday as a package?
An Expedia holiday package could score you significant savings when compared to arranging stays and flights individually. Better still, you can customise your Simpson Bay escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Simpson Bay?
If you're considering a spontaneous Simpson Bay trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Simpson Bay?
  1. Choose your travel dates: What you want to do in Simpson Bay and your favourite season will help you decide when to travel.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to flights and activities. Your hotel will likely be the largest expense during your trip to Simpson Bay.
  3. Decide how long to go away for: Now that you're up to speed on Simpson Bay, you can work out the ideal length of your break. Pull together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your airfare and accommodation: After you've nailed down your trip dates and duration, lock in the perfect Simpson Bay holiday package for you.