Oyster Pond Vacation Rentals from $80: Search Short-Term Rentals

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Our top choices for Oyster Pond vacation rentals

Apartment in Oyster Pond

Jennifer

$126 nightly

Jan 19 - Jan 20

Total with taxes and fees

Condo resort in Oyster Pond

Shana

$680 nightly

Jan 14 - Jan 15

Total with taxes and fees

Apartment in Oyster Pond

$527 nightly

Jan 10 - Jan 11

Total with taxes and fees

Apartment in Oyster Pond

$527 nightly

Jan 10 - Jan 11

Total with taxes and fees

Apartment in Oyster Pond

$914 nightly

Jan 10 - Jan 11

Total with taxes and fees

Houseboat in Grand-Case

"Wow. We can’t say enough about this amazing experience. The hosts are wonderful. We were just on their fantastic boat for one night - the last night of our trip, but it was perfect. We had a sail out to Tintamarre, a pristine and beautiful little deserted (amd conservation protected) island. We snorkeled, had apps and Karim’s signature cocktail as the sun went down. Then Sophie served us a great dinner out on the deck of the boat, including her delicious homemade bread! We stargazed and slept...

Sheri W.

$2,550 nightly

Jan 14 - Jan 15

Total with taxes and fees

Houseboat in Grand-Case

$1,161 nightly

Jan 14 - Jan 15

Total with taxes and fees

Houseboat in Collectivité de Saint-Martin

$1,676 nightly

Jan 14 - Jan 15

Total with taxes and fees

Beach nearby, white sand, sun loungers, beach umbrellas

Aparthotel in Simpson Bay

Roger

$181 nightly

Jan 10 - Jan 11

Total with taxes and fees

Aparthotel in Simpson Bay

Tiffany

$315 nightly

Jan 24 - Jan 25

Total with taxes and fees

Deluxe Double Room | Down comforters, free WiFi, bed sheets

Aparthotel in Madame's Estate

Cristina

$77 nightly

Jan 13 - Jan 14

Total with taxes and fees

Vacation Home in Saint-martin

Kurt

$97 nightly

Jan 13 - Jan 14

Total with taxes and fees

702: Grand Apartment, 1 Queen Bed, Balcony, Sea View | Living area | 55-inch Smart TV with satellite channels, Netflix, Hulu

Apartment in Maho

Miljan

$290 nightly

Jan 25 - Jan 26

Total with taxes and fees

On the beach, sun loungers, beach towels

Apartment in Marigot

Andy K.

$163 nightly

Jan 28 - Jan 29

Total with taxes and fees

Villa in Orient Bay

Jan S.

$1,225 nightly

Jan 20 - Jan 21

Total with taxes and fees

Aparthotel in Downtown Philipsburg

CHEKAOUI

$86 nightly

Jan 14 - Jan 15

Total with taxes and fees

Apartment in Marigot

Vacation Home in Weymouth Hill, Sint Maarten

$217 nightly

Jan 11 - Jan 12

Total with taxes and fees

Apartment in Collectivité de Saint-Martin

William S.

$173 nightly

Feb 1 - Feb 2

Total with taxes and fees

On the beach, sun loungers, beach umbrellas, beach towels

Aparthotel in Simpson Bay

Gisele

$408 nightly

Jan 15 - Jan 16

Total with taxes and fees

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Top Oyster Pond Hotel Reviews

Oyster Bay Beach Resort

10/10 Excellent

"The staff members were very nice and helpful. The resort was beautiful and my oceanfront room was gorgeous with a vuew of a few islands. I plan to stay at resort in May 2026."

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent

"We were at this hotel for 10 days (end of November 2025). The room was very clean. The room location was great as we faced the beach. We were on the second level which made it very convenient/walkable between the beach and the room. The kitchen in the room included everything that you need including paper towels, dishwasher soap, cleaning sponges , salt, pepper, dishes, pots and pans..etc. Hotel location was great (walking distance to many restaurants). Ample parking spaces (not sure why others said it was limited, they may have not known the parking under the hotel). Staff were amazing (both at the front desk and cleaning staff-not sure why some visitors had issues with the front desk as they were very courteous and professional-Tessy was the best). Our room was cleaned every 3 days (witout having to request the cleaning unlike some of the other reviews hear). The hotel staff communicated via text message so it would be helpful to have a phone plan to use at the island. The beaches at the hotel was just awesome. Waters were always calm. There is sand in the water so no need for rock shoes. Great snorkeling within the bay at the hotel as well as further out where you can find sea turtles and sting rays. This hotel, location and staff make it a 10/10 place to visit. We will be visiting again!"

JW Marriott St. Maarten Beach Resort & Spa

10/10 Excellent

"Every part of the JW Marriott St.Martin experience was exceptional. The staff at this resort are what make it that way. They are truly the best in the entire Caribbean and we have been to almost every island so can say this with thorough travel experience. The food is exceptional, the rooms are exceptional, facilities are all clean and well maintained. We went during the busy Christmas and New Year’s period and even with the resort sold out, you could always find a chair by the pool, they never run out of clean towels and you feel like you’re a special guest. Thank you to everyone at JW with special call outs to Stevenson, Anaika, Kevin, Leann, Dane, and Panurdang who made us feel extra special."

Price trends for vacation rentals in Oyster Pond

Less expensive	More expensive	This month	Next month
October	January	$704	$543

Month	Price
January	$704
February	$543
March	$704
April	$585
May	$558
June	$532
July	$561
August	$528
September	$503
October	$495
November	$529
December	$544

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Oyster Pond. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Oyster Pond

Everything you need to know about Oyster Pond vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oyster Pond vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oyster Pond vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oyster Pond vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oyster Pond. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Oyster Pond in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $80 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Oyster Pond rentals

At Expedia, we put the best Oyster Pond vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Oyster Pond rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oyster Pond vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oyster Pond. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a vacation rental in Oyster Pond?

Yes, we give you a choice of vacation rentals close to popular sights in Oyster Pond, or you can go with a secluded option if you're looking for relaxation. Visitors to Oyster Pond speak positively about the scenic seaside and top-notch restaurants in this destination. Make sure you have time to check out the cafes while you're in the area.

What are some of the best vacation rentals that Oyster Pond has to offer?

Tropical Oasis in St. Martin 5 min to beach! Huge private pool+panoramic views!!: Visitors give good reviews to this Oyster Pond vacation home rental, which offers an outdoor pool, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Oyster Pond?

Choose from 17 Expedia vacation rentals in Oyster Pond for a memorable vacation.

What’s there to see and do in Oyster Pond?

Dawn Beach and Guana Bay are a couple of lovely local spots to get outside and enjoy nature. While here, Oyster Bay Marina and Gibb's Bay Beach are other places worth a visit.

What’s a vacation rental in Oyster Pond like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Oyster Pond. Vacation rentals offer amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.

Oyster Pond Vacation Rentals

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Check prices for these dates

Our top choices for Oyster Pond vacation rentals

Apartment in Oyster Pond

Condo resort in Oyster Pond

Apartment in Oyster Pond

Apartment in Oyster Pond

Apartment in Oyster Pond

Houseboat in Grand-Case

Houseboat in Grand-Case

Houseboat in Collectivité de Saint-Martin

Aparthotel in Simpson Bay

Aparthotel in Simpson Bay

Aparthotel in Madame's Estate

Vacation Home in Saint-martin

Apartment in Maho

Apartment in Marigot

Villa in Orient Bay

Aparthotel in Downtown Philipsburg

Apartment in Marigot

Vacation Home in Weymouth Hill, Sint Maarten

Apartment in Collectivité de Saint-Martin

Aparthotel in Simpson Bay

Find vacation rentals that suit your style

Top Oyster Pond Hotel Reviews

Oyster Bay Beach Resort

Price trends for vacation rentals in Oyster Pond

Find out more about Oyster Pond

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