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

Search Condos Rentals in Simpson Bay from CA $342

  • 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
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Simpson Bay condo rentals

A wooden deck leading to a beach with clear turquoise water and a rocky shoreline.

1. Maho Beach House - Petit Studio Océanique - Charmante Vue

Maho Beach House - Petit Studio Océanique - Charmante Vue
Maho, Sint Maarten
9.4 out of 10, Exceptional, (3 reviews)
"Very close to the sunset bar and interesting views of approaching aircraft. Excellent sunset views from the Sunset bar or the Morgan resort on the other side of the unit. Morgan resort also had excellent dining area and bar facilities open to the public."
United States
Roy N.
The price is CA $251
CA $342 total
includes taxes & fees
Nov 16 - Nov 17
Maho Beach House - Petit Studio Océanique - Charmante Vue
A swimming pool with a view of the ocean, a deck with lounge chairs, and a railing.

2. Sea View @ La Siesta, Simpson Bay, St. Maarten, N.A.

Sea View @ La Siesta, Simpson Bay, St. Maarten, N.A.
Simpson Bay
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful spot, everything was great! We will be back. "
United States
Beth B.
The price is CA $849
CA $915 total
includes taxes & fees
Nov 22 - Nov 23
Sea View @ La Siesta, Simpson Bay, St. Maarten, N.A.
A rooftop pool with a clear view of the sea and distant hills.

3. D443 - One Bedroom with Lagoon view

D443 - One Bedroom with Lagoon view
Cole Bay
The price is CA $219
CA $434 total
includes taxes & fees
Dec 6 - Dec 7
D443 - One Bedroom with Lagoon view
A beach with sun loungers, umbrellas, and a lifeguard stand.

4. 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 CA $310
CA $438 total
includes taxes & fees
Nov 16 - Nov 17
The Maho Hideaway on Sunset "Airplane" Beach
A white building with a gated entrance, surrounded by lush green foliage.

5. 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 $230
CA $413 total
includes taxes & fees
Nov 19 - Nov 20
SXM Hillside Retreat large 3-bed/bath condo, tucked in the hills but central
Terrace/patio

6. Starfruit Condo with ocean view in Kombawa Domaine

Starfruit Condo with ocean view in Kombawa Domaine
Les Terres Basses
The price is CA $551
CA $755 total
includes taxes & fees
Nov 16 - Nov 17
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.
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

Mary's Boon Beach Resort & Spa

Mary's Boon Beach Resort & Spa

10/10 Excellent
"I had a great time. I also enjoy the beach bar and atmosphere."
Michelle 3-night trip
Posted 5 hours ago
Mary's Boon Beach Resort & Spa

Find out more about Simpson Bay

Simpson Bay Condo Rentals information

Number of reviews
2
Accommodation
69 Condo Rentals
Lowest Price
CA $342
Highest Price
CA $755

Frequently asked questions

How much do condos in Simpson Bay cost?
Condos in Simpson Bay range from CA $342 to CA $755 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 9.0. 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 $342 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.