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

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Simpson Bay condo rentals

A white building with a pool, surrounded by a garden with pink flowers and a view of the sea.

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
1 Nov - 2 Nov
Blue Sail Apartments - Double room
A wooden deck leading to a beach with clear turquoise water and a rocky shoreline.

2. Maho Beach House - Spacious 1 Bedroom Suite

Maho Beach House - Spacious 1 Bedroom Suite
Maho, Sint Maarten
9.6 out of 10, Exceptional, (5 reviews)
"Great location. Spacious room. "
Canada
Sinisa
The price is AU$369
includes taxes & fees
19 Oct - 20 Oct
Maho Beach House - Spacious 1 Bedroom Suite
A poolside area with a wooden table, lounge chairs, and a view of the ocean.

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
19 Oct - 20 Oct
Blue Sail Apartments - Two bedroom apartments
A poolside area with a wooden table, lounge chairs, and a view of the ocean.

4. Blue Sail Apartments - 1 bedroom apartments

Blue Sail Apartments - 1 bedroom apartments
Pelican Key
The price is AU$283
includes taxes & fees
1 Nov - 2 Nov
Blue Sail Apartments - 1 bedroom apartments
A wooden deck leading to a beach with clear turquoise water and a rocky shoreline.

5. 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.
Maho Beach House: Studio Getaway, Oceanfront Vibe
A balcony with white railings, a bench, and two chairs.

6. 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
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
A beach with sun loungers, umbrellas, and a lifeguard stand.

7. 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 price is AU$425
includes taxes & fees
19 Oct - 20 Oct
The Maho Hideaway on Sunset "Airplane" Beach
A white building with a gated entrance, surrounded by lush green foliage.

8. 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
SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but 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$802
includes taxes & fees
19 Oct - 20 Oct
Starfruit Condo with ocean view in Kombawa Domaine
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

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"Will be be back"
Heather Marie 4-night trip
Posted 13 hours ago
The Villas at Simpson Bay Resort

Find out more about Simpson Bay

Simpson Bay Condo Rentals information

Number of reviews
10
Accommodation
69 Condo Rentals
Lowest Price
AU$178
Highest Price
AU$802

Frequently asked questions

How much do condos in Simpson Bay cost?
The price range for condos in Simpson Bay is AU$178 to AU$802 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 69 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.