Search and Rent Simpson Bay Condos

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23
In one month
Dec 5 - Dec 7
In two months
Jan 2 - Jan 4

Condo Rentals in Simpson Bay

1 bedroom, travel crib, free WiFi, bed sheets
Palm Tree Paradise – Studio in Pelican Key
Palm Tree Paradise – Studio in Pelican Key
$277 nightly
The price is $289
Nov 5 - Nov 6
Total with taxes and fees
Palm Tree Paradise – Studio in Pelican Key
Exterior
Maho Oceanfront Luxe: Modern and Spacious Condo
Maho Oceanfront Luxe: Modern and Spacious Condo
9.4 out of 10, Exceptional, (3)
"The kitchen and LR area so large, just for the 2 of us- huge bathroom with 2 sinks and large stall shower. The best part was the deck/patio- we spend all of our time out there when "home" You can see the sea, the Sandbar at happy hour with music, and saw the nicest sunsets and rainbows. The little secret beach is an added bonus too"
United States
Donna K.
$198 nightly
The price is $198
Nov 6 - Nov 7
Total with taxes and fees
Maho Oceanfront Luxe: Modern and Spacious Condo
On the beach
Maho Beach Escape; Sunset Ocean View
Maho Beach Escape; Sunset Ocean View
10.0 out of 10, Exceptional, (4)
"The property is in a great location. Within walking distance to alot of restaurants and shopping. We also walked to Maho Beach and Mullet Bay Beach, both breathtaking! Kaya shared fresh fruit and juice with us and was very welcoming. We enjoyed the sunset over the ocean from our back patio each night. We will definitely be back. "
United States
Heather B.
$230 nightly
The price is $230
Nov 5 - Nov 6
Total with taxes and fees
Maho Beach Escape; Sunset Ocean View
Pool
Sunny Days at Simpson Bay Yacht Club
Sunny Days at Simpson Bay Yacht Club
10.0 out of 10, Exceptional, (2)
"Hope u guys keep up the good work loved it"
United States
Larssrisa A.
$478 nightly
The price is $499
Nov 5 - Nov 6
Total with taxes and fees
Sunny Days at Simpson Bay Yacht Club
Exterior
Oceanview Escape in Sint Maarten
Oceanview Escape in Sint Maarten
$550 nightly
The price is $574
Nov 11 - Nov 12
Total with taxes and fees
Oceanview Escape in Sint Maarten
Pool
Beacon Hill Hideaway: Luxury Condo in Simpson Bay
Beacon Hill Hideaway: Luxury Condo in Simpson Bay
$485 nightly
The price is $507
Nov 17 - Nov 18
Total with taxes and fees
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
$271 nightly
The price is $271
Nov 13 - Nov 14
Total with taxes and fees
Maho Beach House: Elegant 1-Bedroom, Beach Level
Property grounds
Lux Maho Reef 1BR Suite - Brand New - Best Location!
Lux Maho Reef 1BR Suite - Brand New - Best Location!
10.0 out of 10, Exceptional, (2)
$303 nightly
The price is $303
Nov 6 - Nov 7
Total with taxes and fees
Lux Maho Reef 1BR Suite - Brand New - Best Location!
Property grounds
Maho Beach House: Studio Getaway, Oceanfront Vibe
Maho Beach House: Studio Getaway, Oceanfront Vibe
10.0 out of 10, Exceptional, (2)
"It was perfect! The crashing waves from the beach front just below our deck was just incredible! The condo description is accurate. We would definitely want to return."
United States
Vincent P.
$284 nightly
The price is $284
Nov 30 - Dec 1
Total with taxes and fees
Maho Beach House: Studio Getaway, Oceanfront Vibe
Property grounds
Maho Beach House: Sand Bar Suite, 2-Bedroom
Maho Beach House: Sand Bar Suite, 2-Bedroom
$417 nightly
The price is $417
Nov 6 - Nov 7
Total with taxes and fees
Maho Beach House: Sand Bar Suite, 2-Bedroom
Beach nearby
Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort
Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort
$493 nightly
The price is $493
Nov 14 - Nov 15
Total with taxes and fees
Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort
Marina
Luxury 3BR Penthouse W/ Huge Lagoon Pool
Luxury 3BR Penthouse W/ Huge Lagoon Pool
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.
$628 nightly
The price is $656
Nov 7 - Nov 8
Total with taxes and fees
Luxury 3BR Penthouse W/ Huge Lagoon Pool
Interior
Luxury Lagoon-View Condo | Steps to Beach
Luxury Lagoon-View Condo | Steps to Beach
$259 nightly
The price is $270
Nov 6 - Nov 7
Total with taxes and fees
Luxury Lagoon-View Condo | Steps to Beach
Beach nearby
2BR Maho Oasis | Walk to Beaches & Nightlife!
2BR Maho Oasis | Walk to Beaches & Nightlife!
$383 nightly
The price is $399
Nov 9 - Nov 10
Total with taxes and fees
2BR Maho Oasis | Walk to Beaches & Nightlife!
Property grounds
Sunset Shores Escape at Rainbow Beach Club
Sunset Shores Escape at Rainbow Beach Club
8.0 out of 10, Very Good, (1)
"Property was great! Very comfortable. Did not have gate access code for beach, blow dryer or any beach chairs which would have made experience much better. Very comfortable "
United States
Tricia B.
$430 nightly
The price is $449
Nov 5 - Nov 6
Total with taxes and fees
Sunset Shores Escape at Rainbow Beach Club
On the beach
Happy Haven at Rainbow Beach Club
Happy Haven at Rainbow Beach Club
$437 nightly
The price is $456
Nov 5 - Nov 6
Total with taxes and fees
Happy Haven at Rainbow Beach Club
Smart TV, music library
Sunset Beach Condo- 1BR Lux home next to The Morgan Resort
Sunset Beach Condo- 1BR Lux home next to The Morgan Resort
7.0 out of 10, Good, (2)
"My wife and I stayed for eight weeks from mid December to Mid February, 2023. Pros: great view, clean, easy check in, very little bugs. Cons: very loud noise from planes from 7am - 8PM. Music is very loud at Sandbar and Mykonos. Mykonos has loud techno music till 3am on weekends, can't sleep, noise from the stressed out animals below from all the noise. It took three weeks to get a toilet paper holder, cook top was broken, microwave was broken and replaced with small one in Spanish(not dutch or...
Canada
Paul O.
$286 nightly
The price is $286
Nov 14 - Nov 15
Total with taxes and fees
Sunset Beach Condo- 1BR Lux home next to The Morgan Resort
Pool
Beachfront Escape/Rainbow 2BR
Beachfront Escape/Rainbow 2BR
$381 nightly
The price is $381
Nov 6 - Nov 7
Total with taxes and fees
Beachfront Escape/Rainbow 2BR
Property grounds
2BR Sunset Condo at Blue Mall – Near Maho
2BR Sunset Condo at Blue Mall – Near Maho
$485 nightly
The price is $507
Nov 5 - Nov 6
Total with taxes and fees
2BR Sunset Condo at Blue Mall – Near Maho
Pool
Breathtaking Lagoon Views At Blue Residence
Breathtaking Lagoon Views At Blue Residence
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.
$472 nightly
The price is $492
Nov 6 - Nov 7
Total with taxes and fees
Breathtaking Lagoon Views At Blue Residence
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

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent
"It's great value, it's not "Hilton-Hilton", but the private beach is awesome. Perfect if you are on a budget or not staying to much in the hotel, like visiting St Barts or Anguilla. There is dive center and catamaran boat trips so very convienient"
Piotr 4-night trip
Posted 20 hours ago
Hilton Vacation Club Flamingo Beach St. Maarten

Find out more about Simpson Bay

Simpson Bay Condo Rentals information

Number of reviews
10
Accommodation
83 Condo Rentals
Lowest Price
$198
Highest Price
$656

Frequently asked questions

How much do condos in Simpson Bay cost?
Condos in Simpson Bay range from $198 to $656 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 83 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 $198 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.

Explore a world of travel with Expedia