Search and Rent Oyster Pond 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
In two weeks
In one month
In two months

Our top choices for Oyster Pond 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.
$912 nightly
The price is $953
Dec 26 - Dec 27
Total with taxes and fees
Sunny Days at Simpson Bay Yacht Club

Oceanview Escape in Sint Maarten

Oceanview Escape in Sint Maarten
Pelican Key
$849 nightly
The price is $885
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.
$694 nightly
The price is $720
Dec 30 - Dec 31
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
$801 nightly
The price is $836
Dec 27 - Dec 28
Total with taxes and fees
Beacon Hill Hideaway: Luxury Condo in Simpson Bay

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.
$368 nightly
The price is $368
Dec 27 - Dec 28
Total with taxes and fees
Maho Beach House - Petit Studio Océanique - Charmante Vue

2BR Maho Oasis | Walk to Beaches & Nightlife!

2BR Maho Oasis | Walk to Beaches & Nightlife!
Simpson Bay
$504 nightly
The price is $526
Jan 13 - Jan 14, 2026
Total with taxes and fees
2BR Maho Oasis | Walk to Beaches & Nightlife!

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

Pirates Booty - Beach Bar Studio next to The Morgan Resort

Pirates Booty - Beach Bar Studio next to The Morgan Resort
Simpson Bay
8.6 out of 10, Excellent, (4)
"Welcoming love the area we will be coming back thank you so much "
United States
Juan D.
$297 nightly
The price is $297
Dec 25 - Dec 26
Total with taxes and fees
Pirates Booty - Beach Bar Studio next to The Morgan Resort

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.
$610 nightly
The price is $610
Jan 2 - Jan 3, 2026
Total with taxes and fees
Sunset Beach Condo- 1BR Lux home next to The Morgan Resort

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.
$391 nightly
The price is $391
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!

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

Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort
Simpson Bay
$950 nightly
The price is $950
Jan 2 - Jan 3, 2026
Total with taxes and fees
Sunset Beach Suite -2BR Luxury Condo next to The Morgan Resort

Elegant Maho Oasis | Dual King Suites, Pool & Gear

Elegant Maho Oasis | Dual King Suites, Pool & Gear
Simpson Bay
$524 nightly
The price is $548
Jan 13 - Jan 14, 2026
Total with taxes and fees
Elegant Maho Oasis | Dual King Suites, Pool & Gear

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

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

Prime Maho 1BR w/ Pool | Front Row to the Action!
Simpson Bay
$375 nightly
The price is $392
Dec 29 - Dec 30
Total with taxes and fees
Prime Maho 1BR w/ Pool | Front Row to the Action!

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.
$470 nightly
The price is $470
Jan 6 - Jan 7, 2026
Total with taxes and fees
Maho Beach House: Studio Getaway, Oceanfront Vibe

Maho Beach House: Sand Bar Suite, 2-Bedroom

Maho Beach House: Sand Bar Suite, 2-Bedroom
Maho, Sint Maarten
$576 nightly
The price is $576
Jan 13 - Jan 14, 2026
Total with taxes and fees
Maho Beach House: Sand Bar Suite, 2-Bedroom

* 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.
$417 nightly
The price is $444
Jan 6 - Jan 7, 2026
Total with taxes and fees
* NEW LISTING* Oceanview 2BR-walking distance to Mullet bay Beach

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
$557 nightly
The price is $557
Jan 1 - Jan 2, 2026
Total with taxes and fees
Maho Beach Escape; Sunset Ocean View

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.
Sunset Beach View - Luxury Studio next to The Morgan Resort

Happy Haven at Rainbow Beach Club

Happy Haven at Rainbow Beach Club
Maho
$666 nightly
The price is $694
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Oyster Pond Hotel Reviews

Find out more about Oyster Pond

Oyster Pond Condo Rentals information

Number of reviews
32
Accommodation
377 Condo Rentals
Lowest Price
$297
Highest Price
$953

Frequently asked questions

How much do condos in Oyster Pond cost?
Expect to pay from $297 to $953 per night for condos in Oyster Pond. Whatever your budget, you'll find the perfect stay on Expedia. 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 Oyster Pond?
A top pick is Light House 3c By Redawning. Settle in at this 3-star stay which comes with a swimming pool and a balcony. Ocean's Luxury 2 Bedroom Suites is another highly rated condo to check out. Spend your break at this popular 3.5-star option and take advantage of amenities including an ocean view and clothes washing facilities. You'll have your pick of multiple condos in Oyster Pond with a total average guest review rating of 9.1.
How many condos are there in Oyster Pond?
Oyster Pond has 377 condos. To help you book a place that's perfect, use our handy filter tool to search for the perks or amenities you need.
What are the best cheap condos in Oyster Pond?
Aazure 1bedroom 1. 5ba Is A Beautifully Condo Overlooking The Gardens And Pool Of Porto Cupecoy is one of the best cheap condos in Oyster Pond and offers a swimming pool and a nearby beach. Another favorite that's budget friendly is Acadia Lovely Oceanfront, 1 To 3 Bedroom Condo Is Located On The Cliffs Of Cupecoy. Amenities here include a swimming pool and WiFi. Rates for condos start from only $297 per night. Taking advantage of free attractions in Oyster Pond makes your vacation budget stretch even further. Maho Beach and Orient Bay Beach are tourist favorites. With the money you save, you can keep on sightseeing! 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 Oyster Pond?
Spend your family vacay at Light House 3c By Redawning, a 3-star option just a quick drive from town. Amenities here include a swimming pool and a nearby beach. Another family-friendly condo is Ocean's Luxury 2 Bedroom Suites. An ocean view and a nearby beach help make this 3.5-star escape a top pick. Oyster Pond has loads of family-friendly attractions to explore that'll keep the kids entertained. Maho Beach and Orient Bay Beach guarantee fun for travelers both young and old.
Are there any 5-star condos in Oyster Pond?
Condo Corfu is just what you're looking for. Amenities at this escape, around 8 miles from downtown Oyster Pond, include a swimming pool and massage services. Condo Figueira is another 5-star condo. It features a swimming pool and concierge services and is 8 miles from downtown.
Why book your condo in Oyster Pond with Expedia?
Booking a condo in Oyster Pond is as simple as entering your travel dates and choosing the option that checks your boxes. On the lookout for something upscale or budget friendly, or a stay that also features a pool and a hot tub? Use Expedia's search filters to further narrow your search results and find the ideal fit.
How can I find cheap condos in Oyster Pond?
The easiest way to track down cheap condos in Oyster Pond is with Expedia's handy filter tool. Narrow down your search results by amenities, star rating and budget to secure unbeatable rates in a few clicks.
What is there to do in Oyster Pond near my condo?
If you want to explore the best of Oyster Pond, don't miss Gibb's Bay Beach. It's a hit among tourists and locals alike.

Explore a world of travel with Expedia