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

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
$145 nightly
The price is $145
Aug 5 - Aug 6
Total with taxes and fees
Blue Sail Apartments - Two bedroom apartments

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
$229 nightly
The price is $229
Aug 5 - Aug 6
Total with taxes and fees
Maho Beach Escape; Sunset Ocean View

3. Maho Beach Suite

Maho Beach Suite
Simpson Bay
$470 nightly
The price is $470
Aug 25 - Aug 26
Total with taxes and fees
Maho Beach Suite

4. Blue Sail Apartments - Double room

Blue Sail Apartments - Double room
Pelican Key
2.0 out of 10, (1 review)
$124 nightly
The price is $124
Aug 5 - Aug 6
Total with taxes and fees
Blue Sail Apartments - Double room

5. Blue Sail Apartments - 1 bedroom apartments

Blue Sail Apartments - 1 bedroom apartments
Pelican Key
$201 nightly
The price is $201
Aug 5 - Aug 6
Total with taxes and fees
Blue Sail Apartments - 1 bedroom apartments

6. Maho Beach House: Studio Getaway, Oceanfront Vibe

Maho Beach House: Studio Getaway, Oceanfront Vibe
Maho, Sint Maarten
10.0 out of 10, Exceptional, (2 reviews)
"Nothing fancy just a nice clean place to stay. Great location. Lots of restaurants nearby. Dwayne was a great communicator and very accommodating."
United States
Colleen M.
$275 nightly
The price is $275
Aug 29 - Aug 30
Total with taxes and fees
Maho Beach House: Studio Getaway, Oceanfront Vibe

7. 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.
$361 nightly
The price is $376
Aug 5 - Aug 6
Total with taxes and fees
Sovereign Suites Maho | 2BR w/ Pool, Beach Gear

8. The Maho Hideaway on Sunset "Airplane" Beach

The Maho Hideaway on Sunset "Airplane" Beach
Simpson Bay
9.0 out of 10, Wonderful, (2 reviews)
"Picturesque and breathtaking ocean views! With soothing sounds of the sea and spectacular sunsets. Walking distance to beaches and scenic views of airplanes landing. The condo was perfect for relaxation! "
United States
Nathalie E.
$301 nightly
The price is $301
Aug 25 - Aug 26
Total with taxes and fees
The Maho Hideaway on Sunset "Airplane" Beach

9. 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)
"Host upgraded us to beautiful 1 bedroom at Morgan condo. Loved it!"
United States
Stephen
$273 nightly
The price is $273
Aug 6 - Aug 7
Total with taxes and fees
The new Lux Maho Reef Studio is a comfortable, stylish and in the best location!

10. 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
$229 nightly
The price is $229
Aug 14 - Aug 15
Total with taxes and fees
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

11. Delight (Apt4) - Amazing Sea View # 1 bedroom

Delight (Apt4) - Amazing Sea View # 1 bedroom
Indigo Bay
$525 nightly
The price is $525
Aug 5 - Aug 6
Total with taxes and fees
Delight (Apt4) - Amazing Sea View # 1 bedroom

12. Starfruit Condo with ocean view in Kombawa Domaine

Starfruit Condo with ocean view in Kombawa Domaine
Les Terres Basses
$566 nightly
The price is $582
Aug 5 - Aug 6
Total with taxes and fees
Starfruit Condo with ocean view in Kombawa Domaine

13. 2BR Maho Oasis | Walk to Beaches & Nightlife!

2BR Maho Oasis | Walk to Beaches & Nightlife!
Simpson Bay
$371 nightly
The price is $387
Aug 5 - Aug 6
Total with taxes and fees
2BR Maho Oasis | Walk to Beaches & Nightlife!

14. 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.
$217 nightly
The price is $226
Aug 10 - Aug 11
Total with taxes and fees
Stylish Maho Condo w/ Pool | Walk to Everything!

15. 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
$304 nightly
The price is $304
Aug 14 - Aug 15
Total with taxes and fees
SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central

16. Sunrise (Apt2) - Terrace & Sea View -

Sunrise (Apt2) - Terrace & Sea View -
Indigo Bay
$587 nightly
The price is $587
Aug 5 - Aug 6
Total with taxes and fees
Sunrise (Apt2) - Terrace & Sea View -

17. Lagoon (Apt1) Sea view, Garden, Terrace

Lagoon (Apt1) Sea view, Garden, Terrace
Indigo Bay
$628 nightly
The price is $628
Aug 5 - Aug 6
Total with taxes and fees
Lagoon (Apt1) Sea view, Garden, Terrace

18. Horizon (Apt3) - Amazing Sea View, PoolView, Terrace -

Horizon (Apt3) - Amazing Sea View, PoolView, Terrace -
Indigo Bay
$655 nightly
The price is $655
Aug 5 - Aug 6
Total with taxes and fees
Horizon (Apt3) - Amazing Sea View, PoolView, Terrace -
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

Find out more about Simpson Bay

Simpson Bay Condo Rentals information

Number of reviews
20
Accommodation
69 Condo Rentals
Lowest Price
$124
Highest Price
$655

Frequently asked questions

How much do condos in Simpson Bay cost?
Condos in Simpson Bay range from $124 to $655 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 7.6. Light House 3c By Redawning comes highly rated if you're traveling 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 $124 per night, so your Simpson Bay vacation 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 favorite 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 favorites. 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 favorite. 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 3 miles from downtown, concierge services and massage services are among its many conveniences. Condo Figueira is another upscale stay around 3 miles from the center. 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 vacation 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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