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. The luxury of a 180-square-meter suite at the JW Marriott in Saint Martin

The luxury of a 180-square-meter suite at the JW Marriott in Saint Martin
Oyster Pond
The luxury of a 180-square-meter suite at the JW Marriott in Saint Martin

2. Villa Dérimbeault Rising Sun

Villa Dérimbeault Rising Sun
Oyster Pond
The price is CA $642
CA $927 total
includes taxes & fees
Dec 1 - Dec 2
Villa Dérimbeault Rising Sun

3. Avenue du lagon

Avenue du lagon
Oyster Pond
The price is CA $2,068
CA $2,793 total
includes taxes & fees
Nov 15 - Nov 16
Avenue du lagon

4. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.6 out of 10, Good, (76 reviews)
"The place was amazing"
United States
brenton
The price is CA $98
CA $119 total
includes taxes & fees
Dec 10 - Dec 11
MIDTOWN MOTEL SXM

5. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (254 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is CA $173
CA $182 total
includes taxes & fees
Nov 16 - Nov 17
July Apartments

6. To complete

To complete
Cul-de-Sac
10.0 out of 10, Exceptional, (1 review)
"Jamal is very helpful, great communication."
Canada
Abdal M.
The price is CA $71
CA $79 total
includes taxes & fees
Dec 6 - Dec 7
To complete

7. 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 $122
CA $174 total
includes taxes & fees
Nov 20 - Nov 21
Lovely Studio Apartment with Pool & Nature Views!

8. Lovely room in a nice villa , close to Friars bay and happy bay

Lovely room in a nice villa , close to Friars bay and happy bay
Saint-martin
9.0 out of 10, Wonderful, (11 reviews)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
The price is CA $110
CA $159 total
includes taxes & fees
Nov 23 - Nov 24
Lovely room in a nice villa , close to Friars bay and happy bay

9. Deusa Soualiga Studio

Deusa Soualiga Studio
Baie Orientale
10.0 out of 10, Exceptional, (13 reviews)
"Excellent hosts"
United States
Kelly H.
The price is CA $153
CA $266 total
includes taxes & fees
Nov 25 - Nov 26
Deusa Soualiga Studio

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

A View of Airplanes, the Beach, and Lolos in Grand-Case
Grand-Case
The price is CA $190
CA $208 total
includes taxes & fees
Nov 15 - Nov 16
A View of Airplanes, the Beach, and Lolos in Grand-Case

11. 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 $149
CA $254 total
includes taxes & fees
Nov 28 - Nov 29
Studio Charma Soualiga à Orient Bay

12. To complete

To complete
Grand Case
The price is CA $77
CA $85 total
includes taxes & fees
Nov 16 - Nov 17
To complete

13. 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 $196
CA $307 total
includes taxes & fees
Nov 17 - Nov 18
Philips Scott House Calinago

14. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $193
CA $225 total
includes taxes & fees
Nov 24 - Nov 25
The Castle ᴵ

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 $214
CA $307 total
includes taxes & fees
Nov 21 - Nov 22
Cozy flat on the boardwalk!

16. Happy House in Grand Case Beach 1

Happy House in Grand Case Beach 1
Grand Case
The price is CA $87
CA $94 total
includes taxes & fees
Nov 27 - Nov 28
Happy House in Grand Case Beach 1

17. 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, (1,339 reviews)
"It was nice"
United States
Prem
The price is CA $290
CA $340 total
includes taxes & fees
Dec 2 - Dec 3
Hilton Vacation Club Royal Palm St. Maarten

18. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (170 reviews)
"Overall good. Location is great."
Canada
Manishkumar
The price is CA $193
CA $216 total
includes taxes & fees
Nov 17 - Nov 18
Simpson Bay Suites

19. Quiet cozy flat in the centre of the island.

Quiet cozy flat in the centre of the island.
Weymouth Hill, Sint Maarten
7.6 out of 10, Good, (5 reviews)
"Amazing view, Very friendly and helpful people. Only 1 thing is a must that's a SUV rental car. And some driving skills. But still a great spot to be spending your holiday."
Netherlands
Tobias
The price is CA $228
CA $294 total
includes taxes & fees
Nov 17 - Nov 18
Quiet cozy flat in the centre of the island.

20. Front line unit 520 ft2 on 2nd floor facing ocean

Front line unit 520 ft2 on 2nd floor facing ocean
Orient Bay
10.0 out of 10, Exceptional, (1 review)
"The condo was clean, comfortable, and well appointed. The ocean view is breathtaking. The pool is beautiful and refreshing. "
United States
Jill M.
Front line unit 520 ft2 on 2nd floor facing ocean
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 13 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.