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 $1,971
CA $2,679 total
includes taxes & fees
Sep 1 - Sep 2
Avenue du lagon

2. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (252 reviews)
"Great stay"
United States
Drunisha
The price is CA $123
CA $130 total
includes taxes & fees
Aug 15 - Aug 16
July Apartments

3. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (71 reviews)
"Good rooms at a great location"
United States
Asheed
The price is CA $91
CA $111 total
includes taxes & fees
Aug 28 - Aug 29
MIDTOWN MOTEL SXM

4. 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 $119
CA $181 total
includes taxes & fees
Aug 21 - Aug 22
Lovely Studio Apartment with Pool & Nature Views!

5. 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
Aug 16 - Aug 17
Studio Charma Soualiga à Orient Bay

6. 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, (1,267 reviews)
"It was a great stay"
United States
Shawn
The price is CA $188
CA $234 total
includes taxes & fees
Aug 25 - Aug 26
Hilton Vacation Club Royal Palm St. Maarten

7. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (161 reviews)
"AC worked well the room was cleaned daily and the staff was always friendly and made great suggestions for dinning and places to see."
United States
Michael
The price is CA $169
CA $190 total
includes taxes & fees
Aug 20 - Aug 21
Simpson Bay Suites

8. 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
Aug 16 - Aug 17
View planes, beach & lolos in Grand-Case

9. 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
The price is CA $160
CA $325 total
includes taxes & fees
Aug 16 - Aug 17
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central

10. 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 $876
CA $1,052 total
includes taxes & fees
Aug 15 - Aug 16
Dawn Beach Club Resort Sint Maarten

11. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (164 reviews)
"Comfortable room and ac was a welcome after a hot day."
United States
Maria
The price is CA $219
CA $380 total
includes taxes & fees
Aug 15 - Aug 16
The Hills Residence

12. 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 $104
CA $133 total
includes taxes & fees
Aug 17 - Aug 18
Lovely room in a nice villa , close to Friars bay and happy bay

13. Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is CA $213
CA $325 total
includes taxes & fees
Aug 16 - Aug 17
Philips Scott House Calinago

14. 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 $223
CA $298 total
includes taxes & fees
Aug 18 - Aug 19
Quiet cozy flat in the centre of the island.

15. 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 $443
CA $570 total
includes taxes & fees
Sep 1 - Sep 2
Singh Luxury Apartments With sea View, Apt.2

16. Studio Avec Mezzanine,

Studio Avec Mezzanine,
saint martin
10.0 out of 10, Exceptional, (1 review)
The price is CA $241
CA $281 total
includes taxes & fees
Sep 2 - Sep 3
Studio Avec Mezzanine,

17. 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 $209
CA $306 total
includes taxes & fees
Aug 20 - Aug 21
Cozy flat on the boardwalk!

18. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $188
CA $231 total
includes taxes & fees
Aug 16 - Aug 17
The Castle ᴵ

19. The Hill Top Cottage

The Hill Top Cottage
Collectivity of Saint Martin
10.0 out of 10, Exceptional, (1 review)
"Getting up the hill was tough in a small car but everything else was great, especially the hosts!"
Canada
Ian
The price is CA $145
CA $179 total
includes taxes & fees
Aug 16 - Aug 17
The Hill Top Cottage

20. Appart "tintamarre" Avec vue sur la Piscine, Situé à 5 Minutes de la Plage !

Appart "tintamarre" Avec vue sur la Piscine, Situé à 5 Minutes de la Plage !
saint martin
The price is CA $217
CA $254 total
includes taxes & fees
Sep 2 - Sep 3
Appart "tintamarre" Avec vue sur la Piscine, Situé à 5 Minutes de la Plage !
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 $111 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

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 free 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 11 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.