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

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Simpson Bay condo rentals

A poolside area with a wooden table, lounge chairs, and a view of the ocean.

1. Blue Sail Apartments - 1 bedroom apartments

Blue Sail Apartments - 1 bedroom apartments
Pelican Key
The price is €179
includes taxes & fees
5 Sept - 6 Sept
Blue Sail Apartments - 1 bedroom apartments
A balcony with two wicker chairs, a white lattice fence, and a view of the sea and palm trees.

2. Maho Beach Escape; Sunset Ocean View

Maho Beach Escape; Sunset Ocean View
Maho, Sint Maarten
10.0 out of 10, Exceptional, (4 reviews)
"Self check in and out was a nice experience "
United States
Kelva
The price is €209
includes taxes & fees
11 Sept - 12 Sept
Maho Beach Escape; Sunset Ocean View
A white building with a pool, surrounded by a garden with pink flowers and a view of the sea.

3. Blue Sail Apartments - Double room

Blue Sail Apartments - Double room
Pelican Key
2.0 out of 10, (1 review)
The price is €112
includes taxes & fees
5 Sept - 6 Sept
Blue Sail Apartments - Double room
A poolside area with a wooden table, lounge chairs, and a view of the ocean.

4. Blue Sail Apartments - Two bedroom apartments

Blue Sail Apartments - Two bedroom apartments
Pelican Key
6.0 out of 10, (3 reviews)
"Check in was seamless accommodations were exactly as expected and the staff were very friendly. We noticed many things were brand new and we were informed that there was a new owner- appears that they are working hard!"
United States
Heidi
The price is €130
includes taxes & fees
5 Sept - 6 Sept
Blue Sail Apartments - Two bedroom apartments
A resort pool area with lounge chairs, umbrellas, and a building labeled "REFUGE".

5. Sunset Beach View - Luxury Studio next to The Morgan Resort

Sunset Beach View - Luxury Studio next to The Morgan Resort
Maho, Sint Maarten
7.4 out of 10, Good, (3 reviews)
"Great unit. Exceeded all expectations. Beautiful view. Close to almost everything you might need. Staff support was over and above Would recommend this property and host to all"
United States
RAYMOND S.
The price is €239
includes taxes & fees
7 Sept - 8 Sept
Sunset Beach View - Luxury Studio next to The Morgan Resort
A beach with a KLM airplane flying overhead, a sandy beach, and buildings in the background.

6. 2BR Maho Oasis | Walk to Beaches & Nightlife!

2BR Maho Oasis | Walk to Beaches & Nightlife!
Simpson Bay
The price is €341
includes taxes & fees
5 Sept - 6 Sept
2BR Maho Oasis | Walk to Beaches & Nightlife!
A resort pool area with lounge chairs, umbrellas, and a building labeled "REFUGE".

7. The new Lux Maho Reef Studio is a comfortable, stylish and in the best location!

The new Lux Maho Reef Studio is a comfortable, stylish and in the best location!
Simpson Bay
6.0 out of 10, (4 reviews)
"Great location"
United States
John W.
The price is €224
includes taxes & fees
5 Sept - 6 Sept
The new Lux Maho Reef Studio is a comfortable, stylish and in the best location!
A balcony with white railings, a bench, and two chairs.

8. Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"Home away from home "
United States
Trevayne
The price is €208
includes taxes & fees
5 Sept - 6 Sept
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

9. Starfruit Condo with ocean view in Kombawa Domaine

Starfruit Condo with ocean view in Kombawa Domaine
Les Terres Basses
The price is €504
includes taxes & fees
5 Sept - 6 Sept
Starfruit Condo with ocean view in Kombawa Domaine
A living room with a sofa, coffee table, and chairs, a dining table with chairs, large windows, and artwork on the walls.

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

Sovereign Suites Maho | 2BR w/ Pool, Beach Gear
Simpson Bay
8.0 out of 10, Very good, (1 review)
"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...
Canada
Tracy W.
The price is €332
includes taxes & fees
6 Sept - 7 Sept
Sovereign Suites Maho | 2BR w/ Pool, Beach Gear
A beach with a KLM airplane flying overhead, a sandy beach, and buildings in the background.

11. Stylish Maho Condo w/ Pool | Walk to Everything!

Stylish Maho Condo w/ Pool | Walk to Everything!
Simpson Bay
2.0 out of 10, (1 review)
"At the very last minute after getting off the airplane, we received a notice that our reservation had been changed and received poor instructions to find the place. Our taxi could not locate, so we were forced to find last minute accomodation costing of course more money. We are not happy about this experience at all. Countless messages back and forth with the host, who was claiming not to be receiving our messages, yet acknowledge some and not others. We are requesting a full refund. We are...
Canada
Elizabeth S.
The price is €199
includes taxes & fees
9 Sept - 10 Sept
Stylish Maho Condo w/ Pool | Walk to Everything!
A white building with a gated entrance, surrounded by lush green foliage.

12. SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central

SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central
South Reward
The price is €283
includes taxes & fees
3 Oct - 4 Oct
SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central
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.
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Top Simpson Bay Hotel Reviews

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent
"Best time definitely coming back ‼️"
Judy 5-night trip
Posted 4 hours ago
Hilton Vacation Club Flamingo Beach St. Maarten

Find out more about Simpson Bay

Simpson Bay Condo Rentals information

Number of reviews
19
Accommodation
69 Condo Rentals
Lowest Price
€112
Highest Price
€504

Frequently asked questions

How much do condos in Simpson Bay cost?
Condos in Simpson Bay range from €112 to €504 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?
You can pick from multiple condos in Simpson Bay with a total average guest review rating of 7.1. Light House 3c By Redawning comes highly rated if you're travelling with the family or you simply want to spread out. This 3-star stay also has a swimming pool and an oven. Ocean's Luxury 2 Bedroom Suites is another top option. It has a 3.5-star rating and conveniences such as an ocean view and clothes washing facilities.
How many condos are there in Simpson Bay?
You'll find 69 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?
Condos start from only €112 per night, so your Simpson Bay holiday doesn't have to stretch your finances! Aazure 1bedroom 1. 5ba Is A Beautifully Condo Overlooking The Gardens And Pool Of Porto Cupecoy is a top wallet-friendly pick that offers lots of amenities, including a swimming pool and WiFi. Acadia Lovely Oceanfront, 1 To 3 Bedroom Condo Is Located On The Cliffs Of Cupecoy is another of our favourite condos. Use conveniences such as a swimming pool and WiFi. Seeing free attractions in Simpson Bay makes your travel budget stretch even further. Maho Beach and Orient Bay Beach are visitor favourites. With the dollars you save, you can explore 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. Amenities here include a swimming pool and clothes washing facilities. Another family-friendly condo is Ocean's Luxury 2 Bedroom Suites. An ocean view and a nearby boardwalk help make this 3.5-star escape a guest favourite. After checking in and chilling out together in your new digs, it's time to hit the road and visit some of the local sights. Maho Beach and Orient Bay Beach are fun family-friendly attractions in Simpson Bay.
Are there any 5-star condos in Simpson Bay?
Condo Corfu is a popular 5-star condo in Simpson Bay. Around 5 kilometres from downtown, concierge services and massage services are among its many conveniences. Condo Figueira is another upscale stay around 5 kilometres from the centre. Also rated 5 stars, it features concierge 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.