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

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 AU$178
includes taxes & fees
3 Sept - 4 Sept
Blue Sail Apartments - Double room
Interior

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 AU$312
includes taxes & fees
3 Sept - 4 Sept
Maho Beach Escape; Sunset Ocean View
Outdoor dining

3. 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 AU$207
includes taxes & fees
3 Sept - 4 Sept
Blue Sail Apartments - Two bedroom apartments
Outdoor dining

4. Blue Sail Apartments - 1 bedroom apartments

Blue Sail Apartments - 1 bedroom apartments
Pelican Key
The price is AU$284
includes taxes & fees
3 Sept - 4 Sept
Blue Sail Apartments - 1 bedroom apartments
Pool

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 AU$364
includes taxes & fees
7 Sept - 8 Sept
Sunset Beach View - Luxury Studio next to The Morgan Resort
Beach

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

2BR Maho Oasis | Walk to Beaches & Nightlife!
Simpson Bay
The price is AU$525
includes taxes & fees
3 Sept - 4 Sept
2BR Maho Oasis | Walk to Beaches & Nightlife!
Pool

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 AU$350
includes taxes & fees
3 Sept - 4 Sept
The new Lux Maho Reef Studio is a comfortable, stylish and in the best location!
Terrace/patio

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 AU$324
includes taxes & fees
3 Sept - 4 Sept
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
Terrace/patio

9. Starfruit Condo with ocean view in Kombawa Domaine

Starfruit Condo with ocean view in Kombawa Domaine
Les Terres Basses
The price is AU$812
includes taxes & fees
3 Sept - 4 Sept
Starfruit Condo with ocean view in Kombawa Domaine
Beach

10. 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 AU$313
includes taxes & fees
9 Sept - 10 Sept
Stylish Maho Condo w/ Pool | Walk to Everything!
Smart TV, offices

11. 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 AU$511
includes taxes & fees
6 Sept - 7 Sept
Sovereign Suites Maho | 2BR w/ Pool, Beach Gear
Property grounds

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 AU$403
includes taxes & fees
10 Sept - 11 Sept
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
"We had an amazing view of the beach, this was a beautiful stay, the staff were friendly and super helpful. I enjoyed the beaches, the pool, hot tub and nearby restaurants. I would definitely come back again."
Asakuia 4-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
10,502
Accommodation
70 Condo Rentals
Lowest Price
AU$137
Highest Price
AU$756

Frequently asked questions

How much do condos in Simpson Bay cost?
The price range for condos in Simpson Bay is AU$137 to AU$756 per night. Whatever your budget, you're sure to find someplace that suits your needs — as well as your entire squad! 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.
How many condos are there in Simpson Bay?
Take your pick of 70 condos in Simpson Bay. Whether you're holidaying with the family or getting away with your buddies, Expedia will help you find the ideal base for your whole crew.
What is there to do in Simpson Bay near my condo?
No matter your interests, Simpson Bay has loads to keep you on the go. Maho Beach, Mullet Bay Beach and Grand Case Beach are on most visitors' sightseeing plans. Don't forget to explore Anse Marcel Beach, Simpson Bay Beach and Cupecoy Beach either. With Expedia's condo deals in Simpson Bay, you'll be able to see more popular attractions like these with the cash you save.