Oyster Pond Vacation Rentals from $84: Search Short-Term Rentals

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

Philips Scott House Calinago : You might want to consider this vacation home rental near Oyster Pond, which is in a shopping district and equipped with air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Oyster Pond vacation rentals

A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

1. Dawn Beach Club Resort Sint Maarten

Oyster Pond

Gavin

$827 nightly

Nov 5 - Nov 6

Total with taxes and fees

A multi-story hotel with a pool, set against a mountainous backdrop.

2. Singh Luxury Apartments With sea View, Apt.1

Oyster Pond

$398 nightly

Nov 5 - Nov 6

Total with taxes and fees

A view through a window with a pool and a mountainous landscape.

3. Lovely Studio Apartment with Pool & Nature Views!

Oyster Pond

Jennifer

$118 nightly

Nov 13 - Nov 14

Total with taxes and fees

4. Singh Luxury Apartments With sea View, Apt.3

Oyster Pond

$785 nightly

Nov 5 - Nov 6

Total with taxes and fees

A multi-story building with a pool, surrounded by hilly terrain.

5. Singh Luxury Apartments With sea View, Apt.2

Oyster Pond

$398 nightly

Nov 5 - Nov 6

Total with taxes and fees

A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

6. July Apartments

Madame's Estate

JoyAnn Carolyn

$114 nightly

Dec 4 - Dec 5

Total with taxes and fees

A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

7. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Carmelle,

$184 nightly

Nov 11 - Nov 12

Total with taxes and fees

A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

8. MIDTOWN MOTEL SXM

Downtown Philipsburg

brenton

$81 nightly

Nov 5 - Nov 6

Total with taxes and fees

A modern kitchen with a dining area, a grey sofa, and a TV.

9. A View of Airplanes, the Beach, and Lolos in Grand-Case

Grand-Case

$148 nightly

Nov 13 - Nov 14

Total with taxes and fees

A rooftop terrace with a pool, lounge chairs, and a table with a drink.

10. Avenue du lagon

Oyster Pond

$1,883 nightly

Nov 8 - Nov 9

Total with taxes and fees

A rooftop lounge with a view of the ocean, outdoor seating, and a pool area.

11. Villa Dérimbeault Rising Sun

Oyster Pond

$621 nightly

Dec 1 - Dec 2

Total with taxes and fees

A swimming pool with clear water, a grassy area, and a view of a coastal landscape with buildings.

12. condostmaarten by the sea -Adults Only-

Indigo Bay

Elouise

$527 nightly

Nov 7 - Nov 8

Total with taxes and fees

A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

13. Mullet Bay Suites: Your Luxury Stay Awaits

Maho

Kenneth

$300 nightly

Nov 5 - Nov 6

Total with taxes and fees

A beachside lounge with sun loungers and umbrellas, overlooking a clear blue sea and sandy beach.

14. Ocean view apt 2 bedrooms, 2 bathrooms, 2 terraces

Collectivité de Saint-Martin

Sean M.

$438 nightly

Nov 13 - Nov 14

Total with taxes and fees

A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

15. The Hills Residence

Simpson Bay

Harold

$337 nightly

Nov 5 - Nov 6

Total with taxes and fees

A high-rise hotel with a view of the sunset over a marina.

16. Simpson Bay Suites

Simpson Bay

Manishkumar

$144 nightly

Nov 6 - Nov 7

Total with taxes and fees

A balcony with white railings, a bench, and two chairs.

17. Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

South Reward

Trevayne

$229 nightly

Nov 5 - Nov 6

Total with taxes and fees

A balcony with a view of the sea, a table, and two chairs.

18. Cozy flat on the boardwalk!

Downtown Philipsburg

Robert H.

$187 nightly

Nov 5 - Nov 6

Total with taxes and fees

A wooden deck with a table and chairs, a white door, and a wooden fence with a woven basket and decorative items on the wall.

19. Studio Charma Soualiga à Orient Bay

Collectivité de Saint-Martin

William S.

$175 nightly

Nov 13 - Nov 14

Total with taxes and fees

A cozy outdoor seating area with a hammock, a woven basket, and a small table with a vase of flowers.

20. Soualiga Goddess Studio

Baie Orientale

Kelly H.

$184 nightly

Nov 21 - Nov 22

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Villas

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Oyster Pond Hotel Reviews

The Villas at Simpson Bay Resort

8/10 Good

"Great Location,room was clean and fresh I had a ocean view which was awesome, tons of restaurants close by adequate parking, friendly staff."

Oyster Bay Beach Resort

8/10 Good

"Beautiful resort, friendly staff. Check in was a bit chaotic and our food order wasn't in the room like they said. Plus, they didn't have a lot of the stuff we ordered. Food at the restaurant was ok, only ate there twice. Beach was closed due to seaweed, not their fault i know. Highly recommend staying in the lighthouse condos if you have a big group. Its located right on the border or the French side so definitely rent a car since all the activities are kind of far. Probably wont be staying here again due to location."

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent

"We loved staying right on the beach! Our room was specious, and the large west-facing balcony was our favorite part. We watched the beautiful sunset over the ocean every night.The ocean-view pool and hot tub were just a short walk away. And it was so nice having a beach bar that had happy hour that served yummy food. Just outside the property were lots of different kinds of restaurants, and bars, a small casino, a little store and gift shop. We also appreciated that we received a personal texted from the front desk staff everyday to see how we were doing and asked if we needed anything. It was a thoughtful touch that made us feel well taken care of!"

Divi Little Bay Beach Resort

8/10 Good

"Overall, I thought this was a great property to stay at. It offers a beautiful private beach, several dining options, and a variety of included water activities for guests to enjoy. Most of the staff members were kind and courteous, although a few seemed less than enthusiastic when assisting guests. One thing I noticed was a difference in how some staff members treated guests with all-inclusive bracelets versus those without them. In some instances, guests without the all-inclusive bracelet seemed to receive more attentive service, which I found a bit unusual. Another area that needs improvement is housekeeping. We stayed for four nights and five days, and our room was not serviced daily. We had to request housekeeping on one occasion, and on another day, our room was not cleaned at all. Consistent housekeeping should be a standard, regardless of how long a guest stays. Overall, I would stay here again and would recommend this all-inclusive resort. However, I believe there is room for improvement when it comes to providing consistent, attentive service to all guests, regardless of their booking package, and ensuring housekeeping stays on schedule. After a long day enjoying the beach and pool, there is nothing better than returning to a clean, refreshed room. As far as the beach view... Incredible."

Sonesta Maho Beach All Inclusive Resort Casino & Spa

10/10 Excellent

"Excellent resort ! Highly recommend. Beautiful beaches! Great food! Helpful staff that go out of their way to accommodate you. My husband and I celebrated our 35th Anniversary there. Lots to do . Will definitely go back! Sharon and Steve"

Price trends for vacation rentals in Oyster Pond

Less expensive	More expensive	This month	Next month
June	December	$738	$896

Month	Price
January	$697
February	$814
March	$839
April	$812
May	$722
June	$620
July	$683
August	$691
September	$698
October	$696
November	$738
December	$896

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 $84 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.

Explore a world of travel with Expedia

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 popular beaches 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?

Philips Scott House Calinago: You might want to consider this vacation home rental near Oyster Pond, which is in a shopping district and equipped with air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience.

How many vacation rentals are there in Oyster Pond?

Choose from 20 Expedia vacation rentals in Oyster Pond for a memorable vacation.

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

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

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Oyster Pond vacation rentals

1. Dawn Beach Club Resort Sint Maarten

2. Singh Luxury Apartments With sea View, Apt.1

3. Lovely Studio Apartment with Pool & Nature Views!

4. Singh Luxury Apartments With sea View, Apt.3

5. Singh Luxury Apartments With sea View, Apt.2

6. July Apartments

7. Hilton Vacation Club Royal Palm St. Maarten

8. MIDTOWN MOTEL SXM

9. A View of Airplanes, the Beach, and Lolos in Grand-Case

10. Avenue du lagon

11. Villa Dérimbeault Rising Sun

12. condostmaarten by the sea -Adults Only-

13. Mullet Bay Suites: Your Luxury Stay Awaits

14. Ocean view apt 2 bedrooms, 2 bathrooms, 2 terraces

15. The Hills Residence

16. Simpson Bay Suites

17. Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

18. Cozy flat on the boardwalk!

19. Studio Charma Soualiga à Orient Bay

20. Soualiga Goddess Studio

Find vacation rentals that suit your style

Top Oyster Pond Hotel Reviews

The Villas at Simpson Bay Resort

Price trends for vacation rentals in Oyster Pond

Find out more about Oyster Pond

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

Go further with the Expedia app