A coastal town with buildings along the waterfront, a dock, and a clear blue sea.

Oyster Pond Vacation Rentals

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Our top choices for Oyster Pond vacation rentals

1. Avenue du lagon

Avenue du lagon
Oyster Pond
The price is CA $1,999
CA $2,699 total
includes taxes & fees
Sep 11 - Sep 12
Avenue du lagon

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 $867
CA $1,041 total
includes taxes & fees
Sep 16 - Sep 17
Dawn Beach Club Resort Sint Maarten

3. 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 18 - Sep 19
July Apartments

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 $979
CA $1,132 total
includes taxes & fees
Sep 12 - Sep 13
Singh Luxury Apartments With sea View, Apt.3

5. 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 $96
CA $117 total
includes taxes & fees
Sep 10 - Sep 11
MIDTOWN MOTEL SXM

6. 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 $212
CA $371 total
includes taxes & fees
Sep 10 - Sep 11
The Hills Residence

7. 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
The price is CA $167
CA $188 total
includes taxes & fees
Sep 10 - Sep 11
Simpson Bay Suites

8. 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
The price is CA $373
CA $389 total
includes taxes & fees
Oct 10 - Oct 11
The Forest Suites at Anse Marcel | Boutique Hotel & Restaurant

9. 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 $164
CA $209 total
includes taxes & fees
Sep 10 - Sep 11
Hilton Vacation Club Royal Palm St. Maarten

10. 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 $476
CA $686 total
includes taxes & fees
Oct 5 - Oct 6
condostmaarten by the sea -Adults Only-

11. Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.6 out of 10, Exceptional, (182 reviews)
"This place was amazing. Perfect experience"
United States
Kenneth
The price is CA $336
CA $478 total
includes taxes & fees
Oct 9 - Oct 10
Mullet Bay Suites: Your Luxury Stay Awaits

12. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
2.0 out of 10, (1 review)
The price is CA $205
CA $316 total
includes taxes & fees
Sep 18 - Sep 19
Philips Scott House Calinago

13. 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 $445
CA $571 total
includes taxes & fees
Sep 12 - Sep 13
Singh Luxury Apartments With sea View, Apt.1

14. 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 $445
CA $571 total
includes taxes & fees
Sep 12 - Sep 13
Singh Luxury Apartments With sea View, Apt.2
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Oyster Pond. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there vacation rentals in Oyster Pond?

Yes, you can find vacation rentals close to the most popular local attractions in Oyster Pond, or you can select a more remote option if you want a relaxing place to stay. Discover why Oyster Pond is known for its marina and beaches. While you're in the area, grab a bite or have a drink at the restaurants and bars.

What's the top vacation rental that Oyster Pond has to offer?

Philips Scott House Calinago: This vacation home rental outside Oyster Pond 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 will I find in Oyster Pond?

Expedia has 12 vacation rentals for your stay in Oyster Pond.

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

Get outdoors into nature at a spot like Coralita Beach, or visit other top attractions such as Maho Beach. In the larger area, you’ll find Oyster Bay Marina and Dawn Beach.

What’s a vacation rental in Oyster Pond like?

A vacation rental is a private property you can book for several days or longer in Oyster Pond. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for small groups.