Best Simpson Bay Condo Rental in 2026

Q: Are there any family-friendly condos in Simpson Bay?

Get comfortable at Light House 3c By Redawning , a 3-star option just a quick drive from downtown. Conveniences here include a swimming pool and an oven. Another family-friendly condo is Ocean's Luxury 2 Bedroom Suites . An ocean view and a nearby beach help make this 3.5-star property a guest favourite. Once you've checked in and unpacked your bags, there are plenty of family-friendly attractions to see in and around Simpson Bay. Tintamarre Beach and Red Bay Beach are two of our top suggestions.

A wooden pier extending into calm waters with sailboats anchored nearby.

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Our top choices for Simpson Bay condo rentals

1. Blue Sail Apartments - Two bedroom apartments

Pelican Key

Heidi

includes taxes & fees

9 Aug - 10 Aug

2. Maho Beach Escape; Sunset Ocean View

Maho, Sint Maarten

Kelva

includes taxes & fees

8 Aug - 9 Aug

3. Maho Beach Suite

Simpson Bay

includes taxes & fees

25 Aug - 26 Aug

4. Blue Sail Apartments - Double room

Pelican Key

includes taxes & fees

8 Aug - 9 Aug

5. Blue Sail Apartments - 1 bedroom apartments

Pelican Key

includes taxes & fees

8 Aug - 9 Aug

6. Maho Beach House: Studio Getaway, Oceanfront Vibe

Maho, Sint Maarten

Colleen M.

includes taxes & fees

29 Aug - 30 Aug

7. Sovereign Suites Maho | 2BR w/ Pool, Beach Gear

Simpson Bay

"We were a bit disappointed in our initial assessment of this property. It was a bit hard to find as there is no actual address. With the help of some very kind neighbours we did locate the suite. We found the suite could use some updating. The ad mentions beach extras like beach towels and blanket etc. Those things were not in the suite. At least we never found them. One thing the ad does not mention is that the condo is second floor but 3 flights of stairs on a spiral staircase. Anyone with...

Tracy W.

includes taxes & fees

9 Aug - 10 Aug

8. The Maho Hideaway on Sunset "Airplane" Beach

Simpson Bay

Nathalie E.

includes taxes & fees

25 Aug - 26 Aug

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Top Simpson Bay Hotel Reviews

Hilton Vacation Club Royal Palm St. Maarten

10/10 Excellent

"Santa was very pleasant at the front desk. Professional and informative regarding things to do on the island as well as the night life. Ms. Diana made my delicious espresso cafe and was fun to chit chat with. Thanks Winsley for helping with the bags. Like Arnold Shwarzenegger said, " I'll be back "."

The Atrium Beach Resort and Spa, an Ascend Collection Resort

10/10 Excellent

"The property is conveniently located steps away from the beach, they have plenty of umbrellas and lounger chairs for you to enjoy with the family. The front desk was very helpful, they also have a desk in the lobby that can assist you with activities, tours and as an overall guide regarding what to do or what to visit around the island. The property does not have a restaurant inside but Greenhouse and Buccaneers Beach Bar are steps away and you can get to them from the hotel."

Simpson Bay Suites

8/10 Good

"Simpson Suites is well priced, very clean, rooms are spacious, nice balcony overlooking the Bay - kitchen & bathroom well stocked, beds comfortable, AC effective! HOT water ! Team are friendly and very helpful regarding restaurants, taxi's etc. Check in & out were efficient. Particular thanks for Reception's assistance with my bags as I was traveling with broken bones. Simpson Suites is not chcichi or luxury, however, it delivers on all the important points and I always sleep well here and feel welcomed. I'll be back :-)"

Find out more about Simpson Bay

Simpson Bay Condo Rentals information

Number of reviews	20
Accommodation	70 Condo Rentals
Lowest Price	£96
Highest Price	£454

Frequently asked questions

How much do condos in Simpson Bay cost?

Condos in Simpson Bay range from £96 to £454 per night. These properties offer lots of room for the entire family at a price that's friendly on the pocket. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best condos in Simpson Bay?

Simpson Bay has multiple condos with a total average guest review rating of 7.6. Light House 3c By Redawning is a favourite pick here. Guests of this 3-star condo can access a swimming pool and a nearby beach. Ocean's Luxury 2 Bedroom Suites is also very popular with travellers to the area. This 3.5-star property offers an ocean view and a balcony.

How many condos are there in Simpson Bay?

You'll find 70 condos in Simpson Bay. Whether you're taking a trip with the kids or planning a weekend escape with your pals, Expedia will help you find the right space for your squad.

What are the best cheap condos in Simpson Bay?

With condos starting at just £96 per night, you may want to extend your visit to Simpson Bay! One option that's easy on the pocket is Aazure 1bedroom 1. 5ba Is A Beautifully Condo Overlooking The Gardens And Pool Of Porto Cupecoy. It comes with the space you want as well as a swimming pool and a nearby beach. Another thrifty choice is Acadia Lovely Oceanfront, 1 To 3 Bedroom Condo Is Located On The Cliffs Of Cupecoy, which features a swimming pool and a nearby beach. Exploring free attractions in Simpson Bay will stretch your travel dollars even further. Tintamarre Beach and Red Bay Beach are must-do's. With the dollars you save, why not sightsee some more? This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Are there any family-friendly condos in Simpson Bay?

Get comfortable at Light House 3c By Redawning, a 3-star option just a quick drive from downtown. Conveniences here include a swimming pool and an oven. Another family-friendly condo is Ocean's Luxury 2 Bedroom Suites. An ocean view and a nearby beach help make this 3.5-star property a guest favourite. Once you've checked in and unpacked your bags, there are plenty of family-friendly attractions to see in and around Simpson Bay. Tintamarre Beach and Red Bay Beach are two of our top suggestions.

Are there any 5-star condos in Simpson Bay?

Condo Corfu is a terrific 5-star condo in Simpson Bay. Around 3 mi from the downtown area, a swimming pool and massage services are among the amenities here. Condo Figueira is another upmarket stay around 3 mi from the centre. Also rated 5 stars, it has massage services and a swimming pool.

Why book your condo in Simpson Bay with Expedia?

Use Expedia to find your ideal condo in Simpson Bay. Looking for a luxury stay? Find your way to the filters to search for properties that have a 5-star rating. If you have a budget, choose how much you'd like to spend and then browse our amazing deals. We'll help you find the perfect stay whatever your holiday looks like.

How can I find cheap condos in Simpson Bay?

A good way to uncover cheap condos in Simpson Bay is with Expedia's convenient filter tool. Tailor your search results by star rating, amenities and budget to grab unbeatable prices with only a few clicks.

What is there to do in Simpson Bay near my condo?

There are loads of fantastic things to put on your itinerary in Simpson Bay. Make tracks to well-known attractions like Simpson Bay Beach, Flamingo Beach and Kim Sha Beach. Hollywood Casino, Dunes Casino and Lay Bay Beach also appeal to many visitors.

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Our top choices for Simpson Bay condo rentals