A coastal town with a marina, boats, and houses on a hillside.

Oyster Pond Vacation Rentals

  • 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

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Oyster Pond vacation rentals

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

1. Lovely Studio Apartment with Pool & Nature Views!

Lovely Studio Apartment with Pool & Nature Views!
Oyster Pond
9.4 out of 10, Exceptional, (3 reviews)
"The feature of the unit is the view! For the price it’s a great deal - especially if you have a car. The unit is clean - but the shower only runs really hot. "
United States
Jennifer
$126 nightly
The price is $130
Sep 16 - Sep 17
Total with taxes and fees
Lovely Studio Apartment with Pool & Nature Views!
A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

2. Dawn Beach Club Resort Sint Maarten

Dawn Beach Club Resort Sint Maarten
4.0 star property
Oyster Pond
8.8 out of 10, Excellent, (33 reviews)
"Large rooms with great ocean views! Helpful staff and good beach access!"
United States
Gavin
$723 nightly
The price is $755
Sep 10 - Sep 11
Total with taxes and fees
Dawn Beach Club Resort Sint Maarten
A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the sea.

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

Singh Luxury Apartments With sea View, Apt.1
3.0 star property
Oyster Pond
$393 nightly
The price is $409
Sep 19 - Sep 20
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.1
A coastal marina with numerous boats docked, a small island with buildings, and a clear view of the ocean.

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

Singh Luxury Apartments With sea View, Apt.3
3.0 star property
Oyster Pond
2.0 out of 10, (1 review)
$776 nightly
The price is $811
Sep 19 - Sep 20
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.3
A multi-story building with a pool, surrounded by hilly terrain.

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

Singh Luxury Apartments With sea View, Apt.2
3.5 star property
Oyster Pond
$393 nightly
The price is $409
Sep 19 - Sep 20
Total with taxes and fees
Singh Luxury Apartments With sea View, Apt.2
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

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (253 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
$93 nightly
The price is $97
Sep 13 - Sep 14
Total with taxes and fees
July Apartments
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

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1,285 reviews)
"Fantastic location. Great little beach right next to hotel"
United States
Kevin
$144 nightly
The price is $151
Sep 10 - Sep 11
Total with taxes and fees
Hilton Vacation Club Royal Palm St. Maarten
A compact kitchen with white cabinets, a stainless steel stove, a refrigerator, and a potted plant.

8. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
$140 nightly
The price is $150
Sep 10 - Sep 11
Total with taxes and fees
The Castle ᴷ
A hotel room with a bed, a sofa, a dining table with chairs, and a ceiling fan.

9. The Castle ᴶ

The Castle ᴶ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
"Host was welcoming and the apartment was very clean and inviting. We will Definitely stay here again when we come back. "
United States
Neil C.
$140 nightly
The price is $150
Sep 10 - Sep 11
Total with taxes and fees
The Castle ᴶ
A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

10. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (72 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
$80 nightly
The price is $84
Sep 17 - Sep 18
Total with taxes and fees
MIDTOWN MOTEL SXM
A high-rise hotel with a view of the sunset over a marina.

11. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (165 reviews)
"Overall good. Location is great."
Canada
Manishkumar
$130 nightly
The price is $136
Sep 10 - Sep 11
Total with taxes and fees
Simpson Bay Suites
A modern kitchen with a dining area, a grey sofa, and a TV.

12. View planes, beach & lolos in Grand-Case

View planes, beach & lolos in Grand-Case
Grand-Case
$162 nightly
The price is $162
Sep 11 - Sep 12
Total with taxes and fees
View planes, beach & lolos in Grand-Case
A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

13. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very Good, (169 reviews)
"Very good"
United States
Alyssia
$251 nightly
The price is $263
Sep 10 - Sep 11
Total with taxes and fees
The Hills Residence
A clear blue pool with wooden deck loungers and thatched umbrellas, surrounded by tropical vegetation.

14. The Forest Suites at Anse Marcel | Boutique Hotel & Restaurant

The Forest Suites at Anse Marcel | Boutique Hotel & Restaurant
4.0 star property
Anse Marcel
10.0 out of 10, Exceptional, (26 reviews)
"Very happy with our stay, especially the location in Anse Marcel! Breakfast is great and included"
United States
Chi Yan Jane
$259 nightly
The price is $271
Oct 7 - Oct 8
Total with taxes and fees
The Forest Suites at Anse Marcel | Boutique Hotel & Restaurant
A balcony with white railings, a bench, and two chairs.

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

Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"Home away from home "
United States
Trevayne
$223 nightly
The price is $223
Sep 13 - Sep 14
Total with taxes and fees
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
A white door with a 'F' and a no smoking sign, a keyhole, and a light switch on the wall.

16. The Castle f

The Castle f
Downtown Philipsburg
8.0 out of 10, Very Good, (1 review)
"After a bit of confusion about checking in, we arrived and after that everything was great. It was a surprise to find the window was onto a corridor, but the air con was good so no need to open a window, and also helped to make the room quiet."
United Kingdom
Pat R.
$140 nightly
The price is $150
Sep 10 - Sep 11
Total with taxes and fees
The Castle f
A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

17. condostmaarten by the sea -Adults Only-

condostmaarten by the sea -Adults Only-
4.0 star property
Indigo Bay
9.2 out of 10, Wonderful, (43 reviews)
"Love love the property was amazing. Will definitely return."
United States
Muneca
$477 nightly
The price is $498
Oct 5 - Oct 6
Total with taxes and fees
condostmaarten by the sea -Adults Only-
A beach with rows of umbrellas and lounge chairs, a marina with boats, and a cruise ship docked in the background.

18. Cozy flat on the boardwalk!

Cozy flat on the boardwalk!
Downtown Philipsburg
10.0 out of 10, Exceptional, (2 reviews)
"Host was very accommodating and helpful. Amenities were abundant."
United States
Robert H.
$195 nightly
The price is $206
Sep 10 - Sep 11
Total with taxes and fees
Cozy flat on the boardwalk!
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

Studio Charma Soualiga à Orient Bay
Collectivité de Saint-Martin
9.6 out of 10, Exceptional, (4 reviews)
"The place is small (but we knew that coming in) but well appointed and in great shape. Fantastic location!"
United States
William S.
$173 nightly
The price is $178
Sep 13 - Sep 14
Total with taxes and fees
Studio Charma Soualiga à Orient Bay
A hallway with a decorative gate, potted plants, and a fire extinguisher.

20. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
$155 nightly
The price is $166
Sep 10 - Sep 11
Total with taxes and fees
The Castle ᴵ
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 Oyster Pond Hotel Reviews

The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

10/10 Excellent
"Thank you guys for such an amazing stay. The staff were super professional and helpful. It’s such a big property and in walking distance to the strip. Everything was great! Thank you guys for exceptional service. The villas was dope. I plan to stay again. Thank you so much!"
Victoria 3-night trip
Posted 6 hours ago
The Villas at Simpson Bay Resort

Price trends for vacation rentals in Oyster Pond

Less expensive
More expensive
This month
Next month
June
December
$698
$696
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?

Tropical Oasis in St. Martin 5 min to beach! Huge private pool+panoramic views!!: This Oyster Pond vacation home rental 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. Our travelers also rate DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access. as a favorite home for rent in Oyster Pond.

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.