Search and Rent Simpson Bay Condos

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In two weeks
Jan 2 - Jan 4
In two months
Feb 13 - Feb 15
In three months
Mar 13 - Mar 15
In four months
Apr 10 - Apr 12

Our top choices for Simpson Bay condo rentals

Property grounds
Maho Beach House - Petit Studio Océanique - Charmante Vue

Maho Beach House - Petit Studio Océanique - Charmante Vue

Maho Beach House - Petit Studio Océanique - Charmante Vue
Maho, Sint Maarten
9.0 out of 10, Wonderful, (2)
"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.
$287 nightly
The price is $287
Dec 21 - Dec 22
Total with taxes and fees
Maho Beach House - Petit Studio Océanique - Charmante Vue
Outdoor dining
The Best Little Beach Bar Condo in Maho - next to The Morgan Resort

The Best Little Beach Bar Condo in Maho - next to The Morgan Resort

The Best Little Beach Bar Condo in Maho - next to The Morgan Resort
Maho
9.0 out of 10, Wonderful, (6)
"Awsome location "
United States
todd
$290 nightly
The price is $290
Dec 21 - Dec 22
Total with taxes and fees
The Best Little Beach Bar Condo in Maho - next to The Morgan Resort
Interior
Oceanview Escape in Sint Maarten

Oceanview Escape in Sint Maarten

Oceanview Escape in Sint Maarten
Pelican Key
$583 nightly
The price is $608
Dec 22 - Dec 23
Total with taxes and fees
Oceanview Escape in Sint Maarten
Property grounds
Maho Beach House: Elegant 1-Bedroom, Beach Level

Maho Beach House: Elegant 1-Bedroom, Beach Level

Maho Beach House: Elegant 1-Bedroom, Beach Level
Simpson Bay
$344 nightly
The price is $344
Dec 21 - Dec 22
Total with taxes and fees
Maho Beach House: Elegant 1-Bedroom, Beach Level
Pool
Sunny Days at Simpson Bay Yacht Club

Sunny Days at Simpson Bay Yacht Club

Sunny Days at Simpson Bay Yacht Club
Simpson Bay
10.0 out of 10, Exceptional, (2)
"This is a great location to come to: comfortable central location lots to do around restaurant everything you would need in a getaway I will definitely here again"
United States
JEROME J.
$981 nightly
The price is $1,024
Jan 16 - Jan 17, 2026
Total with taxes and fees
Sunny Days at Simpson Bay Yacht Club
2 bedrooms, iron/ironing board, travel crib, free WiFi
Beacon Hill Hideaway: Luxury Condo in Simpson Bay

Beacon Hill Hideaway: Luxury Condo in Simpson Bay

Beacon Hill Hideaway: Luxury Condo in Simpson Bay
Simpson Bay
$801 nightly
The price is $836
Dec 27 - Dec 28
Total with taxes and fees
Beacon Hill Hideaway: Luxury Condo in Simpson Bay
Property grounds
2 BR 2 BA, beachfront condo, amazing oceanview, private beach access

2 BR 2 BA, beachfront condo, amazing oceanview, private beach access

2 BR 2 BA, beachfront condo, amazing oceanview, private beach access
Simpson Bay
9.4 out of 10, Exceptional, (16)
"Great location close to everything I will definitely be back love it."
United States
keenan j.
$745 nightly
The price is $774
Dec 30 - Dec 31
Total with taxes and fees
2 BR 2 BA, beachfront condo, amazing oceanview, private beach access
Exterior
Maho Oceanfront Luxe: Modern and Spacious Condo

Maho Oceanfront Luxe: Modern and Spacious Condo

Maho Oceanfront Luxe: Modern and Spacious Condo
Maho
9.4 out of 10, Exceptional, (3)
"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.
$293 nightly
The price is $293
Dec 21 - Dec 22
Total with taxes and fees
Maho Oceanfront Luxe: Modern and Spacious Condo
Property grounds
Maho Beach House: Sunset Suite, 1-Bedroom

Maho Beach House: Sunset Suite, 1-Bedroom

Maho Beach House: Sunset Suite, 1-Bedroom
Maho
10.0 out of 10, Exceptional, (1)
"We had a great stay. Noah and Dwayne were great to work with. They were quick to respond to any questions we had or help we needed. We enjoyed out daily walks and spent time enjoying 3 different beaches within walking distance as well great places to eat, drink and enjoy time in the sun."
United States
Dawn A.
$407 nightly
The price is $407
Dec 22 - Dec 23
Total with taxes and fees
Maho Beach House: Sunset Suite, 1-Bedroom
Property grounds
Maho Beach House - Spacious 1 Bedroom Suite

Maho Beach House - Spacious 1 Bedroom Suite

Maho Beach House - Spacious 1 Bedroom Suite
Maho, Sint Maarten
10.0 out of 10, Exceptional, (3)
"I booked this very last minute for a short (2 night) stay. They were very quick to reply and confirm. It was a big place for a one bedroom on a island. It was very clean, well decorated and with a nice view of the ocean and planes coming in to land. The air-conditioning worked well and I was happy to find the bedroom had a ceiling fan. The location worked well for me, there was a charge for parking, but it is gated and guarded. When I had an issue logging onto the wifi I sent a msg via the VRBO...
United States
Ben B.
Maho Beach House - Spacious 1 Bedroom Suite
Property grounds
Maho Beach House: Sand Bar Suite, 2-Bedroom

Maho Beach House: Sand Bar Suite, 2-Bedroom

Maho Beach House: Sand Bar Suite, 2-Bedroom
Maho, Sint Maarten
$572 nightly
The price is $572
Jan 13 - Jan 14, 2026
Total with taxes and fees
Maho Beach House: Sand Bar Suite, 2-Bedroom
Property grounds
Maho Beach House: Studio Getaway, Oceanfront Vibe

Maho Beach House: Studio Getaway, Oceanfront Vibe

Maho Beach House: Studio Getaway, Oceanfront Vibe
Maho, Sint Maarten
10.0 out of 10, Exceptional, (2)
"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.
$585 nightly
The price is $585
Dec 29 - Dec 30
Total with taxes and fees
Maho Beach House: Studio Getaway, Oceanfront Vibe
Interior
Maho Beach Escape; Sunset Ocean View

Maho Beach Escape; Sunset Ocean View

Maho Beach Escape; Sunset Ocean View
Maho, Sint Maarten
10.0 out of 10, Exceptional, (4)
"Self check in and out was a nice experience "
United States
Kelva
$572 nightly
The price is $572
Jan 1 - Jan 2, 2026
Total with taxes and fees
Maho Beach Escape; Sunset Ocean View
Interior
Maho Beach Suite

Maho Beach Suite

Maho Beach Suite
Simpson Bay
$938 nightly
The price is $938
Jan 1 - Jan 2, 2026
Total with taxes and fees
Maho Beach Suite
Pool
Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort

Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort

Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort
Simpson Bay
$971 nightly
The price is $971
Jan 2 - Jan 3, 2026
Total with taxes and fees
Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort
Beach
Prime Maho 1BR w/ Pool | Front Row to the Action!

Prime Maho 1BR w/ Pool | Front Row to the Action!

Prime Maho 1BR w/ Pool | Front Row to the Action!
Simpson Bay
$246 nightly
The price is $256
Dec 22 - Dec 23
Total with taxes and fees
Prime Maho 1BR w/ Pool | Front Row to the Action!
Outdoor dining
Breathtaking Lagoon Views At Blue Residence

Breathtaking Lagoon Views At Blue Residence

Breathtaking Lagoon Views At Blue Residence
Simpson Bay
10.0 out of 10, Exceptional, (1)
"The con itself is absolutely amazing the way it is laying out. The view is incredible. And it's convenient to everything we wanted to do. We would definitely go back. The only problem is the appliances are a little outdated. As in the cooktop/oven, the controls on the oven dissembles are pretty wore off and hard to understand or figure out."
United States
Doug R.
$485 nightly
The price is $506
Dec 22 - Dec 23
Total with taxes and fees
Breathtaking Lagoon Views At Blue Residence
Outdoor pool, a heated pool
Royal Islander La Terrasse Large 1 BR in Maho w/Ocean Views & Vibrant Sunsets

Royal Islander La Terrasse Large 1 BR in Maho w/Ocean Views & Vibrant Sunsets

Royal Islander La Terrasse Large 1 BR in Maho w/Ocean Views & Vibrant Sunsets
Maho, Sint Maarten
$338 nightly
The price is $338
Dec 26 - Dec 27
Total with taxes and fees
Royal Islander La Terrasse Large 1 BR in Maho w/Ocean Views & Vibrant Sunsets
Property grounds
Beachfront Escape/Rainbow 2BR

Beachfront Escape/Rainbow 2BR

Beachfront Escape/Rainbow 2BR
Maho
10.0 out of 10, Exceptional, (1)
"The condo is beautiful with an exceptional view. The condo was very well furbished with everything I needed including cooking and kitchen equipment and utensils. The close proximity to the Market makes buying groceries very convenient and it is located in my favorite part of the island. Quiet but a short drive to both the French and the Dutch sides great beaches and hot spots although the pools and private beach at the property are amazing. Having a parking garage so your car is in the shade is...
United States
Tony R.
$485 nightly
The price is $485
Dec 22 - Dec 23
Total with taxes and fees
Beachfront Escape/Rainbow 2BR
On the beach
The Maho Hideaway on Sunset "Airplane" Beach

The Maho Hideaway on Sunset "Airplane" Beach

The Maho Hideaway on Sunset "Airplane" Beach
Simpson Bay
9.0 out of 10, Wonderful, (2)
"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.
$392 nightly
The price is $392
Dec 21 - Dec 22
Total with taxes and fees
The Maho Hideaway on Sunset "Airplane" Beach
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

Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

10/10 Excellent
"The room was spotless clean smelling good ,and beautiful. The staff were nice. I loke that they had room service. I will definitely come back. "
Jessica Ketly Tamaris 10-night trip
Posted 1 day ago
Simpson Bay Resort, Marina & Spa

Find out more about Simpson Bay

Simpson Bay Condo Rentals information

Number of reviews
37
Accommodation
80 Condo Rentals
Lowest Price
$256
Highest Price
$1,024

Frequently asked questions

How much do condos in Simpson Bay cost?
Condos in Simpson Bay range from $256 to $1,024 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 9.5. 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 80 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 $256 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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