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

Oyster Pond Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Oyster Pond holiday rentals

A rooftop terrace with a pool, lounge chairs, and a table with a drink.

1. Avenue du lagon

Avenue du lagon
Oyster Pond
The price is AU$2,781
includes taxes & fees
26 Sept - 27 Sept
Avenue du lagon
A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

2. 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 AU$139
includes taxes & fees
26 Sept - 27 Sept
July Apartments
A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

3. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (73 reviews)
"It was a wonderful stay and experience"
United States
Yollanda
The price is AU$114
includes taxes & fees
29 Sept - 30 Sept
MIDTOWN MOTEL SXM
A view through a window with a pool and a mountainous landscape.

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 AU$188
includes taxes & fees
2 Oct - 3 Oct
Lovely Studio Apartment with Pool & Nature Views!
A covered patio with a table and chairs, surrounded by potted plants and overlooking a scenic view of hills and houses.

5. 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 AU$178
includes taxes & fees
7 Oct - 8 Oct
Lovely room in a nice villa , close to Friars bay and happy bay
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.

6. 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 AU$251
includes taxes & fees
26 Sept - 27 Sept
Studio Charma Soualiga à Orient Bay
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, (1,306 reviews)
"Perfect location."
United States
Andre
The price is AU$253
includes taxes & fees
4 Oct - 5 Oct
Hilton Vacation Club Royal Palm St. Maarten
A bedroom with a red bedspread, white headboard, and two red pillows. There are two paintings on the wall, a closet with a sliding door, and a bathroom visible in the background.

8. The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is AU$216
includes taxes & fees
26 Sept - 27 Sept
The Castle ᴷ
A high-rise hotel with a view of the sunset over a marina.

9. 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 AU$194
includes taxes & fees
26 Sept - 27 Sept
Simpson Bay Suites
A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

10. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (170 reviews)
"Very good"
United States
Alyssia
The price is AU$406
includes taxes & fees
5 Oct - 6 Oct
The Hills Residence
A large swimming pool surrounded by palm trees and lounge chairs, with a hotel building in the background.

11. 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 AU$1,077
includes taxes & fees
26 Sept - 27 Sept
Dawn Beach Club Resort Sint Maarten
A bedroom with a bed, bedside table, chair, and artwork on the walls.

12. 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 AU$216
includes taxes & fees
26 Sept - 27 Sept
The Castle ᴶ
A balcony with white railings, a bench, and two chairs.

13. 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 AU$317
includes taxes & fees
26 Sept - 27 Sept
Hillside Penthouse spacious 2-bed/bath condo - ideal getaway but still central
A modern kitchen with a dining area, a grey sofa, and a TV.

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

View planes, beach & lolos in Grand-Case
Grand-Case
The price is AU$229
includes taxes & fees
26 Sept - 27 Sept
View planes, beach & lolos in Grand-Case
A dining area with a table, chairs, a small potted plant, a framed picture on the wall, and a mounted TV.

15. 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 AU$215
includes taxes & fees
7 Oct - 8 Oct
The Castle f
A living room with a brown sofa, two red pillows, a small white table, and a floor lamp.

16. The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is AU$215
includes taxes & fees
7 Oct - 8 Oct
The Castle ᴳ
A hallway with a decorative gate, potted plants, and a fire extinguisher.

17. The Castle ᴵ

The Castle ᴵ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The Castle ᴵ
A compact living space with a bed, a dining area, and a kitchenette.

18. The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is AU$215
includes taxes & fees
7 Oct - 8 Oct
The Castle L - Twin Studio
A wooden deck with a dining area, kitchen, and potted plants.

19. 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 AU$81
includes taxes & fees
27 Sept - 28 Sept
To complete
A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

20. 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 AU$637
includes taxes & fees
14 Oct - 15 Oct
condostmaarten by the sea -Adults Only-
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

Hilton Vacation Club Flamingo Beach St. Maarten

Hilton Vacation Club Flamingo Beach St. Maarten

10/10 Excellent
"Private, right on the beach, great activities and amenities."
Marlene 6-night trip
Posted 6 hours ago
Hilton Vacation Club Flamingo Beach St. Maarten

Find out more about Oyster Pond

Everything you need to know about Oyster Pond holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oyster Pond holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Oyster Pond holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oyster Pond holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oyster Pond holiday rentals we have selected for you start as low as AU$114 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Oyster Pond rentals

At Expedia, we put the best Oyster Pond holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Oyster Pond?

Yes, there are holiday rentals close to the most popular sights in Oyster Pond, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Oyster Pond has to offer?

Philips Scott House Calinago: This holiday 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 such as a microwave and free parking are also available for your convenience.

How many holiday rentals will I find in Oyster Pond?

Expedia has 13 holiday 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 wider area, you’ll find Oyster Bay Marina and Coconut Grove Beach.

What’s a holiday rental in Oyster Pond like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oyster Pond. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.