Oyster Pond Holiday Rentals

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Our top choices for Oyster Pond holiday rentals

8.0 out of 10, Very good, (1)
"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 NZ$239
includes taxes & fees
26 Jan - 27 Jan 2026
Lovely Studio Apartment with Pool & Nature Views!

Condo resort in Oyster Pond

Dawn Beach Club Resort Sint Maarten
4.0 star property
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
United States
Debasis
Dawn Beach Club Resort Sint Maarten
3.0 star property
The price is NZ$942
includes taxes & fees
6 Jan - 7 Jan 2026
Singh Luxury Apartments With sea View, Apt.1

Villa in Tamarind Hill Estates

Villa Sophia: Oceanfront w/ Generator & Pool
The price is NZ$4,154
includes taxes & fees
8 Jan - 9 Jan 2026
Villa Sophia: Oceanfront w/ Generator & Pool
3.5 star property
The price is NZ$942
includes taxes & fees
1 Jan - 2 Jan 2026
Singh Luxury Apartments With sea View, Apt.2
3.0 star property
2.0 out of 10, (1)
The price is NZ$1,638
includes taxes & fees
6 Jan - 7 Jan 2026
Singh Luxury Apartments With sea View, Apt.3
10.0 out of 10, Exceptional, (2)
"Wow. We can’t say enough about this amazing experience. The hosts are wonderful. We were just on their fantastic boat for one night - the last night of our trip, but it was perfect. We had a sail out to Tintamarre, a pristine and beautiful little deserted (amd conservation protected) island. We snorkeled, had apps and Karim’s signature cocktail as the sun went down. Then Sophie served us a great dinner out on the deck of the boat, including her delicious homemade bread! We stargazed and slept...
United States
Sheri W.
The price is NZ$4,412
includes taxes & fees
2 Jan - 3 Jan 2026
Tintamarre exclusive dinner and night at anchor
The price is NZ$2,098
includes taxes & fees
3 Jan - 4 Jan 2026
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
The price is NZ$2,035
includes taxes & fees
6 Jan - 7 Jan 2026
Unusual night in catamaran with dinner

Aparthotel in Downtown Philipsburg

MIDTOWN MOTEL SXM
2.5 star property
8.0 out of 10, Very good, (1)
"The staff was extremely helpful "
United States
Joycelyn
The price is NZ$153
includes taxes & fees
1 Jan - 2 Jan 2026
MIDTOWN MOTEL SXM

Aparthotel in Simpson Bay

The Hills Residence
3.0 star property
8.8 out of 10, Excellent, (62)
"Good location, walkable area, great views. "
United States
Tiffany
The Hills Residence
9.0 out of 10, Wonderful, (9)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
The price is NZ$167
includes taxes & fees
31 Dec - 1 Jan 2026
Lovely room in a nice villa with a big garden, close to Friars bay beach

Aparthotel in Madame's Estate

July Apartments
3.0 star property
9.2 out of 10, Wonderful, (158)
"Amazing place. "
United States
Cristina
July Apartments

Aparthotel in Simpson Bay

Simpson Bay Suites
3.5 star property
7.0 out of 10, Good, (127)
"No issues. Staff were very welcoming and accommodating. Was a pleasant stay. "
United States
Sharmain
The price is NZ$326
includes taxes & fees
2 Jan - 3 Jan 2026
Simpson Bay Suites
4.0 star property
9.8 out of 10, Exceptional, (118)
"Great apartment and great location!"
United States
Miljan
The price is NZ$634
includes taxes & fees
9 Jan - 10 Jan 2026
Mullet Bay Suites: Your Luxury Stay Awaits

Holiday Home in Weymouth Hill, Sint Maarten

Quiet cozy flat in the centre of the island.
8.0 out of 10, Very good, (1)
The price is NZ$372
includes taxes & fees
14 Jan - 15 Jan 2026
Quiet cozy flat in the centre of the island.
10.0 out of 10, Exceptional, (1)
"What a perfect unit! She thought of every extra detail down to laundry detergent. The condo was clean, beautifully decorated, and perfect for our stay. The added amenities made it a joy. It was so close to the beach and the beach chairs and towels made it all so easy. Jean was available to answer every questions and to help us with our pre-trip planning. There are many grocery stores close and one of the most beautiful beaches on the island is a short walk away. Thank you for a beautiful...
United States
Cylinda N.
The price is NZ$541
includes taxes & fees
31 Dec - 1 Jan 2026
Large 2BR Condo - STEPS FROM BEACH!
The price is NZ$291
includes taxes & fees
9 Jan - 10 Jan 2026
Charming studio with splendid Caribbean Sea view & pool/beach access

Aparthotel in Downtown Philipsburg

Sea Palace
3.0 star property
8.6 out of 10, Excellent, (113)
"Great staff. Excellent room. Awesome views. The young lady with the glasses at the front desk is the best ever. Didn't get her name unfortunately. "
United States
Elizabeth
The price is NZ$360
includes taxes & fees
1 Jan - 2 Jan 2026
Sea Palace
4.0 star property
9.0 out of 10, Wonderful, (1166)
"Room was great, resort was great, staff was great"
Canada
Gisele
The price is NZ$738
includes taxes & fees
6 Jan - 7 Jan 2026
Hilton Vacation Club Royal Palm St. Maarten
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 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 favorite 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 depends 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 NZ$326 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 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

Can I find a holiday rental 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. Visitors to Oyster Pond speak positively about the scenic seaside and top-notch restaurants in this destination. Make sure you have time to check out the cafés while you're in the area.

What are some of the best holiday rentals that Oyster Pond has to offer?

DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access. : This highly rated holiday home rental in Oyster Pond offers an outdoor pool, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of terrace in this rental home to help you unwind. Our travellers also rate Tropical Oasis in St. Martin 5 min to beach! Huge private pool+panoramic views!! as a favourite home for rent in Oyster Pond.

How many holiday rentals are there in Oyster Pond?

Choose from 19 Expedia holiday rentals in Oyster Pond for a memorable holiday.

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

Dawn Beach and Guana Bay are a couple of lovely local spots to get outside and enjoy nature. While here, Oyster Bay Marina and Gibb's Bay Beach are other places worth a visit.

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 amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for small groups.