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

Oyster Pond Vacation Rentals

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Our top choices for Oyster Pond vacation rentals

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
The price is CA $118
CA $179 total
includes taxes & fees
Sep 15 - Sep 16
Lovely Studio Apartment with Pool & Nature Views!

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
The price is CA $869
CA $1,043 total
includes taxes & fees
Sep 11 - Sep 12
Dawn Beach Club Resort Sint Maarten

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

Singh Luxury Apartments With sea View, Apt.2
3.5 star property
Oyster Pond
The price is CA $440
CA $567 total
includes taxes & fees
Oct 6 - Oct 7
Singh Luxury Apartments With sea View, Apt.2

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)
The price is CA $969
CA $1,122 total
includes taxes & fees
Oct 6 - Oct 7
Singh Luxury Apartments With sea View, Apt.3

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

Singh Luxury Apartments With sea View, Apt.1
3.0 star property
Oyster Pond
The price is CA $440
CA $567 total
includes taxes & fees
Oct 6 - Oct 7
Singh Luxury Apartments With sea View, Apt.1

6. UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
Grand-Case
The price is CA $1,606
CA $1,890 total
includes taxes & fees
Sep 12 - Sep 13
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

7. 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
The price is CA $128
CA $134 total
includes taxes & fees
Sep 9 - Sep 10
July Apartments

8. 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
The price is CA $165
CA $210 total
includes taxes & fees
Sep 10 - Sep 11
Hilton Vacation Club Royal Palm St. Maarten

9. 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
The price is CA $95
CA $116 total
includes taxes & fees
Sep 12 - Sep 13
MIDTOWN MOTEL SXM

10. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (166 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is CA $168
CA $188 total
includes taxes & fees
Sep 9 - Sep 10
Simpson Bay Suites

11. 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
The price is CA $213
CA $372 total
includes taxes & fees
Sep 10 - Sep 11
The Hills Residence

12. 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
The price is CA $477
CA $688 total
includes taxes & fees
Oct 5 - Oct 6
condostmaarten by the sea -Adults Only-

13. 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.
The price is CA $166
CA $207 total
includes taxes & fees
Sep 9 - Sep 10
The Castle ᴶ

14. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $166
CA $207 total
includes taxes & fees
Sep 9 - Sep 10
The Castle ᴷ

15. 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.
The price is CA $207
CA $307 total
includes taxes & fees
Sep 9 - Sep 10
Cozy flat on the boardwalk!

16. The Castle ᴴ

The Castle ᴴ
Downtown Philipsburg
8.0 out of 10, Very good, (2 reviews)
"Absolutely great place to stay. Only downside is there is a bird that treats her 2 AM and then a rooster from about 5 AM to 9 AM so make sure you bring your earplugs."
United States
Denise W.
The price is CA $186
CA $229 total
includes taxes & fees
Sep 21 - Sep 22
The Castle ᴴ

17. 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.
The price is CA $166
CA $207 total
includes taxes & fees
Sep 9 - Sep 10
The Castle f

18. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $186
CA $229 total
includes taxes & fees
Sep 9 - Sep 10
The Castle ᴵ

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.
The price is CA $130
CA $246 total
includes taxes & fees
Sep 12 - Sep 13
Studio Charma Soualiga à Orient Bay

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

View planes, beach & lolos in Grand-Case
Grand-Case
The price is CA $194
CA $223 total
includes taxes & fees
Sep 9 - Sep 10
View planes, beach & lolos in Grand-Case
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 Oyster Pond Hotel Reviews

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oyster Pond vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oyster Pond vacation rentals we have selected for you start as low as CA $116 per night. Entering your travel dates in the search wizard 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 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.