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Our top choices for Orient Bay condo rentals

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.
$1,023 nightly
The price is $1,068
Jan 16 - Jan 17, 2026
Total with taxes and fees
Sunny Days at Simpson Bay Yacht Club

Oceanview Escape in Sint Maarten

Oceanview Escape in Sint Maarten
Pelican Key
$676 nightly
The price is $706
Jan 1 - Jan 2, 2026
Total with taxes and fees
Oceanview Escape in Sint Maarten

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.
$502 nightly
The price is $520
Jan 26 - Jan 27, 2026
Total with taxes and fees
2 BR 2 BA, beachfront condo, amazing oceanview, private beach access

Beacon Hill Hideaway: Luxury Condo in Simpson Bay

Beacon Hill Hideaway: Luxury Condo in Simpson Bay
Simpson Bay
$706 nightly
The price is $738
Jan 28 - Jan 29, 2026
Total with taxes and fees
Beacon Hill Hideaway: Luxury Condo in Simpson Bay

Maho Beach Modern 1-Bedroom, Ocean Level

Maho Beach Modern 1-Bedroom, Ocean Level
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.
$269 nightly
The price is $269
Jan 29 - Jan 30, 2026
Total with taxes and fees
Maho Beach Modern 1-Bedroom, Ocean Level

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

Prime Maho 1BR w/ Pool | Front Row to the Action!
Simpson Bay
$267 nightly
The price is $279
Jan 20 - Jan 21, 2026
Total with taxes and fees
Prime Maho 1BR w/ Pool | Front Row to the Action!

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.
$401 nightly
The price is $401
Jan 1 - Jan 2, 2026
Total with taxes and fees
Maho Beach House - Petit Studio Océanique - Charmante Vue

Maho Beach House: Elegant 1-Bedroom, Beach Level

Maho Beach House: Elegant 1-Bedroom, Beach Level
Simpson Bay
$439 nightly
The price is $439
Jan 7 - Jan 8, 2026
Total with taxes and fees
Maho Beach House: Elegant 1-Bedroom, Beach Level

Sunset Beach Condo- 1BR Lux home next to The Morgan Resort

Sunset Beach Condo- 1BR Lux home next to The Morgan Resort
Maho
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.
$595 nightly
The price is $595
Jan 2 - Jan 3, 2026
Total with taxes and fees
Sunset Beach Condo- 1BR Lux home next to The Morgan Resort

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.
$541 nightly
The price is $541
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Maho Hideaway on Sunset "Airplane" Beach

The new Lux Maho Reef Studio is a comfortable, stylish and in the best location!

The new Lux Maho Reef Studio is a comfortable, stylish and in the best location!
Simpson Bay
4.8 out of 10, (3)
"Great location"
United States
John W.
$385 nightly
The price is $385
Jan 10 - Jan 11, 2026
Total with taxes and fees
The new Lux Maho Reef Studio is a comfortable, stylish and in the best location!

Elegant Maho Oasis | Dual King Suites, Pool & Gear

Elegant Maho Oasis | Dual King Suites, Pool & Gear
Simpson Bay
$498 nightly
The price is $520
Jan 13 - Jan 14, 2026
Total with taxes and fees
Elegant Maho Oasis | Dual King Suites, Pool & Gear

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.
$504 nightly
The price is $504
Jan 2 - Jan 3, 2026
Total with taxes and fees
Maho Beach House: Sunset Suite, 1-Bedroom

2BR Maho Oasis | Walk to Beaches & Nightlife!

2BR Maho Oasis | Walk to Beaches & Nightlife!
Simpson Bay
$576 nightly
The price is $602
Jan 28 - Jan 29, 2026
Total with taxes and fees
2BR Maho Oasis | Walk to Beaches & Nightlife!

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
$418 nightly
The price is $418
Jan 8 - Jan 9, 2026
Total with taxes and fees
Maho Beach Escape; Sunset Ocean View

Maho Beach House: Sand Bar Suite, 2-Bedroom

Maho Beach House: Sand Bar Suite, 2-Bedroom
Maho, Sint Maarten
$608 nightly
The price is $608
Jan 27 - Jan 28, 2026
Total with taxes and fees
Maho Beach House: Sand Bar Suite, 2-Bedroom

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

Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort
Simpson Bay
$1,052 nightly
The price is $1,052
Jan 2 - Jan 3, 2026
Total with taxes and fees
Sunset Beach Suite -2BR Luxury Condo 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.
$644 nightly
The price is $644
Dec 31 - Jan 1, 2026
Total with taxes and fees
Sunset Beach View - Luxury Studio next to The Morgan Resort

* 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.
$423 nightly
The price is $450
Jan 6 - Jan 7, 2026
Total with taxes and fees
* NEW LISTING* Oceanview 2BR-walking distance to Mullet bay Beach

Happy Haven at Rainbow Beach Club

Happy Haven at Rainbow Beach Club
Maho
$674 nightly
The price is $703
Jan 12 - Jan 13, 2026
Total with taxes and fees
Happy Haven at Rainbow Beach Club
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 Orient Bay Hotel Reviews

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Orient Bay Condo Rentals information

Number of reviews
31
Accommodation
32 Condo Rentals
Lowest Price
$269
Highest Price
$1,068

Frequently asked questions

How much do condos in Orient Bay cost?
Condos in Orient Bay range from $269 to $1,068 per night. These stays provide plenty of room for your whole crew at a price that's easy on your wallet. 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.
How many condos are there in Orient Bay?
Take your pick of 32 condos in Orient Bay. Whether you're vacationing with the family or planning a weekend escape with your besties, Expedia will help you find the right space for your squad.
Why book your condo in Orient Bay with Expedia?
Booking a condo in Orient Bay is as easy as working out your travel dates and choosing the option that meets your requirements. Chasing something affordable or luxurious, or a property that also features a pool and free WiFi? Use Expedia's search filters to narrow your results even further and find the ideal fit at the right price.
How can I find cheap condos in Orient Bay?
Expedia can help you easily locate cheap condos in Orient Bay. To find a fantastic stay in a few quick keystrokes, try out our handy filter tool to refine your search results by amenities, star rating and budget.
What is there to do in Orient Bay near my condo?
If you're eager to see the sights of Orient Bay, don't miss Orient Bay Beach. It's popular with locals and travelers alike.

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