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

Search Condos Rentals in Simpson Bay from CA $174

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Simpson Bay condo rentals

Property grounds

1. Blue Sail Apartments - Double room

Blue Sail Apartments - Double room
Pelican Key
2.0 out of 10, (1 review)
The price is CA $145
CA $174 total
includes taxes & fees
Aug 26 - Aug 27
Blue Sail Apartments - Double room
Property grounds

2. 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.
The price is CA $257
CA $371 total
includes taxes & fees
Aug 29 - Aug 30
Maho Beach House: Studio Getaway, Oceanfront Vibe
Exterior

3. Maho Beach Modern 1-Bedroom, Ocean Level

Maho Beach Modern 1-Bedroom, Ocean Level
Maho
9.6 out of 10, Exceptional, (4 reviews)
"The Maho was very clean, quiet and close to the airport. I recommend for people passing through or for a few days on St. Martins."
United States
David V.
The price is CA $246
CA $276 total
includes taxes & fees
Aug 27 - Aug 28
Maho Beach Modern 1-Bedroom, Ocean Level
Outdoor dining

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 CA $174
CA $202 total
includes taxes & fees
Aug 26 - Aug 27
Blue Sail Apartments - Two bedroom apartments
Outdoor dining

5. Blue Sail Apartments - 1 bedroom apartments

Blue Sail Apartments - 1 bedroom apartments
Pelican Key
The price is CA $246
CA $276 total
includes taxes & fees
Aug 26 - Aug 27
Blue Sail Apartments - 1 bedroom apartments
Interior

6. 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 CA $223
CA $323 total
includes taxes & fees
Aug 26 - Aug 27
Maho Beach Escape; Sunset Ocean View
Pool

7. 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 CA $246
CA $358 total
includes taxes & fees
Sep 7 - Sep 8
Sunset Beach View - Luxury Studio next to The Morgan Resort
Interior

8. Maho Beach Suite

Maho Beach Suite
Simpson Bay
Maho Beach Suite
Beach

9. 2BR Maho Oasis | Walk to Beaches & Nightlife!

2BR Maho Oasis | Walk to Beaches & Nightlife!
Simpson Bay
The price is CA $163
CA $530 total
includes taxes & fees
Aug 26 - Aug 27
2BR Maho Oasis | Walk to Beaches & Nightlife!
On the beach

10. 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.
The Maho Hideaway on Sunset "Airplane" Beach
Pool

11. 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 CA $215
CA $345 total
includes taxes & fees
Aug 26 - Aug 27
The new Lux Maho Reef Studio is a comfortable, stylish and in the best location!
Terrace/patio

12. 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 CA $158
CA $321 total
includes taxes & fees
Aug 26 - Aug 27
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
Pool

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

Delight (Apt4) - Amazing Sea View # 1 bedroom
Indigo Bay
The price is CA $390
CA $662 total
includes taxes & fees
Sep 13 - Sep 14
Delight (Apt4) - Amazing Sea View # 1 bedroom
Beach

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.
The price is CA $145
CA $309 total
includes taxes & fees
Aug 30 - Aug 31
Stylish Maho Condo w/ Pool | Walk to Everything!
Terrace/patio

15. Starfruit Condo with ocean view in Kombawa Domaine

Starfruit Condo with ocean view in Kombawa Domaine
Les Terres Basses
The price is CA $562
CA $813 total
includes taxes & fees
Aug 26 - Aug 27
Starfruit Condo with ocean view in Kombawa Domaine
Smart TV, offices

16. 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 CA $176
CA $516 total
includes taxes & fees
Aug 26 - Aug 27
Sovereign Suites Maho | 2BR w/ Pool, Beach Gear
Property grounds

17. 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 CA $222
CA $409 total
includes taxes & fees
Sep 14 - Sep 15
SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central
Pool

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

Sunrise (Apt2) - Terrace & Sea View -
Indigo Bay
The price is CA $438
CA $749 total
includes taxes & fees
Sep 13 - Sep 14
Sunrise (Apt2) - Terrace & Sea View -
Pool

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

Lagoon (Apt1) Sea view, Garden, Terrace
Indigo Bay
The price is CA $487
CA $801 total
includes taxes & fees
Sep 9 - Sep 10
Lagoon (Apt1) Sea view, Garden, Terrace
Pool

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

Horizon (Apt3) - Amazing Sea View, PoolView, Terrace -
Indigo Bay
The price is CA $520
CA $837 total
includes taxes & fees
Sep 13 - Sep 14
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Simpson Bay Hotel Reviews

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent
"Ok"
Faraz m 4-night trip
Posted less than an hour ago
Hilton Vacation Club Flamingo Beach St. Maarten

Find out more about Simpson Bay

Simpson Bay Condo Rentals information

Number of reviews
23
Accommodation
69 Condo Rentals
Lowest Price
CA $174
Highest Price
CA $837

Frequently asked questions

How much do condos in Simpson Bay cost?
Condos in Simpson Bay range from CA $174 to CA $837 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 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 CA $174 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 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 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.