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Jan 2 - Jan 4
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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.
The price is ￥29,344
￥41,571 total
includes taxes & fees
Dec 18 - Dec 19
Maho Beach House - Petit Studio Océanique - Charmante Vue
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.
The price is ￥36,420
￥41,682 total
includes taxes & fees
Dec 18 - Dec 19
Maho Oceanfront Luxe: Modern and Spacious Condo
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.
The price is ￥66,551
￥108,710 total
includes taxes & fees
Dec 18 - Dec 19
Sunny Days at Simpson Bay Yacht Club
Interior
Oceanview Escape in Sint Maarten

Oceanview Escape in Sint Maarten

Oceanview Escape in Sint Maarten
Pelican Key
The price is ￥44,023
￥100,248 total
includes taxes & fees
Dec 22 - Dec 23
Oceanview Escape in Sint Maarten
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
The price is ￥44,376
￥89,304 total
includes taxes & fees
Dec 18 - Dec 19
Beacon Hill Hideaway: Luxury Condo in Simpson Bay
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
The price is ￥36,959
￥49,650 total
includes taxes & fees
Dec 18 - Dec 19
Maho Beach House: Elegant 1-Bedroom, Beach Level
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.
The price is ￥36,216
￥49,681 total
includes taxes & fees
Dec 18 - Dec 19
Maho Beach House: Studio Getaway, Oceanfront Vibe
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.
The price is ￥49,588
￥65,529 total
includes taxes & fees
Dec 22 - Dec 23
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.
The price is ￥41,788
￥56,801 total
includes taxes & fees
Dec 18 - Dec 19
Maho Beach House - Spacious 1 Bedroom Suite
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
The price is ￥31,945
￥43,862 total
includes taxes & fees
Dec 18 - Dec 19
Maho Beach Escape; Sunset Ocean View
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.
The price is ￥91,314
￥120,643 total
includes taxes & fees
Dec 30 - Dec 31
2 BR 2 BA, beachfront condo, amazing oceanview, private beach access
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
The price is ￥48,474
￥67,820 total
includes taxes & fees
Dec 18 - Dec 19
Maho Beach House: Sand Bar Suite, 2-Bedroom
Pool
Sunset Beach View - Luxury Studio next to The Morgan Resort

Sunset Beach View - Luxury Studio next to The Morgan Resort

Sunset Beach View - Luxury Studio next to The Morgan Resort
Maho, Sint Maarten
6.0 out of 10, (2)
"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 ￥36,402
￥49,867 total
includes taxes & fees
Dec 18 - Dec 19
Sunset Beach View - Luxury Studio next to The Morgan Resort
Interior
Maho Beach Suite

Maho Beach Suite

Maho Beach Suite
Simpson Bay
The price is ￥116,630
￥146,547 total
includes taxes & fees
Jan 1 - Jan 2, 2026
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
The price is ￥75,775
￥98,526 total
includes taxes & fees
Dec 18 - Dec 19
Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort
Beach nearby
2BR Maho Oasis | Walk to Beaches & Nightlife!

2BR Maho Oasis | Walk to Beaches & Nightlife!

2BR Maho Oasis | Walk to Beaches & Nightlife!
Simpson Bay
The price is ￥30,335
￥71,951 total
includes taxes & fees
Dec 19 - Dec 20
2BR Maho Oasis | Walk to Beaches & Nightlife!
Pool
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.
The price is ￥34,978
￥76,004 total
includes taxes & fees
Dec 18 - Dec 19
Breathtaking Lagoon Views At Blue Residence
Pool
Luxury 3BR Penthouse W/ Huge Lagoon Pool

Luxury 3BR Penthouse W/ Huge Lagoon Pool

Luxury 3BR Penthouse W/ Huge Lagoon Pool
Maho
10.0 out of 10, Exceptional, (1)
"Absolutely beautiful condo! The management company is very accommodating and responsive. The location is great as well. A grocery store steps away and numerous restaurants, and walking distance to the beach. My teenage kids loved the pool. "
United States
Jamie H.
The price is ￥47,149
￥113,990 total
includes taxes & fees
Dec 18 - Dec 19
Luxury 3BR Penthouse W/ Huge Lagoon Pool
On the beach
Happy Haven at Rainbow Beach Club

Happy Haven at Rainbow Beach Club

Happy Haven at Rainbow Beach Club
Maho
The price is ￥48,133
￥99,591 total
includes taxes & fees
Dec 21 - Dec 22
Happy Haven at Rainbow Beach Club
Smart TV
* NEW LISTING* Oceanview 2BR-walking distance to Mullet bay Beach

* NEW LISTING* Oceanview 2BR-walking distance to Mullet bay Beach

* NEW LISTING* Oceanview 2BR-walking distance to Mullet bay Beach
Maho
7.4 out of 10, Good, (3)
"Impressive unit! Clean, comfortable beds, well stocked kitchen.. We enjoyed the area, the food venues and the Friendly atmosphere. Close to the store. Short walk to the Lovely Mullet Bay Beach. Thank you Stacey and Jonathan!"
United States
Judy E.
The price is ￥46,276
￥68,704 total
includes taxes & fees
Jan 6 - Jan 7, 2026
* NEW LISTING* Oceanview 2BR-walking distance to Mullet bay 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

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent
"Room was clean, had to wait for it to be ready after the check in time."
Brian 7-night trip
Posted 2 days ago
Hilton Vacation Club Flamingo Beach St. Maarten

Find out more about Simpson Bay

Simpson Bay Condo Rentals information

Number of reviews
Accommodation
 Condo Rentals
Lowest Price
Highest Price

Frequently asked questions

How much do condos in Simpson Bay cost?
Condos in Simpson Bay range from to 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 . 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 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 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 5 kilometers from downtown, concierge services and massage services are among its many conveniences. Condo Figueira is another upscale stay around 5 kilometers 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.