Discover a selection of 1,000 vacation rentals in Oyster Pond that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $79 per night, and condos and resorts are popular options for a stay in Oyster Pond. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Oyster Pond
Destination guide

Sail on sailor—Sint Maarten is a paradise for Popeyes

Straddling the French and Dutch sides of the island of Sint Maarten, Oyster Pond is a small bay with views overs the Atlantic Ocean. Get your Caribbean dream holiday off to a great start by booking an ocean-view Oyster Pond vacation rental. Nip down for an early morning dip, rent a sailing boat and circumnavigate the island, or hunker down on nearby Dawn Beach with the latest blockbuster. A popular spot with the boating set, it's also a launch point to nearby St. Barts, so expect a glitzy crowd. After dark, head to Captain Oliver's Marina and its buzzy seafood restaurants and beach bars.

Things to do

From ziplining to treetop cocktails, the world is your Oyster (Pond)

A 20-minute drive from your Oyster Pond vacation rental is Loterie Farm, a former sugar plantation nestled high in the hills of Pic Paradis. This major island attraction is popular with families and offers more than 135 acres of hiking trails, a dizzyingly high treetop walk, a Ti-Tarzan obstacle course, and zip-lining. The family-run nature sanctuary also features a trendy cocktail bar hidden in the trees, plus an upmarket alfresco restaurant for leisurely lunches and romantic dinners as the sun sets over the rainforest.


Nautical but nice—Oyster Pond's buzzing boating scene

With St. Barts shimmering temptingly in the distance, Oyster Pond is all about life on the water, whether you fancy wearing the captain's hat and skippering your own sailing boat, or being a leisurely passenger on 1 of the many Caribbean cruises (dolphin watching and sunset sails are very popular). The Atlantic side of Sint Maarten is famously windy and the ocean can be rough at times. However, the reef protects the bay and there are several nearby snorkeling spots, like Dawn Beach. As the sun sets, follow the locals for fresh lobster in one of the stylish waterfront restaurants.


Don't shiver me timbers, it's year-round sun in Sint Maarten

Sint Maarten in the Dutch Caribbean is renowned for its glorious climate. Boasting a temperate mid-80s throughout the year, you can pretty much guarantee sunshine every day. Even in the wet season, which runs from May to December, showers are usually brief and dry up within moments, but beware, September is peak time for hurricanes. December to April is considered the high season for tourists, when snowbirds flock to escape the cold winters and Oyster Pond vacation rentals get snapped up well in advance.

Natural features

Another day in Paradise in the Dutch Caribbean

Sandwiched between the French and Dutch sides of Sint Maarten, Oyster Pond lies on the eastern coast, overlooking the Atlantic Ocean. While hiking options are often limited on this small Caribbean island, there are 1 or 2 places where you can stretch your legs a little. Across the border in Saint Martin (on the French side) is Pic Paradis, the highest point on the island. Rising more than 1,400 feet above sea-level, it has some of the best views in the region. Pack your walking boots and climb 1 of 2 main trails, both blessed with spectacular views over the rainforest.

How to get there

Transportation to and around Oyster Pond

Fly into Grand Case (SFG-L'Esperance), the closest airport, located 3.9 mi (6.2 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Philipsburg (SXM-Princess Juliana Intl.), which is 6.1 mi (9.9 km) away.

How many vacation rentals are available around Oyster Pond?

Our 2020 property listings offer a large selection of 769 vacation rentals around Oyster Pond. From 376 condo and apartment rentals to 25 resort rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Oyster Pond?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Oyster Pond:

  • Dawn Beach Estates: 152 vacation rentals
  • Tamarind Hill Estates: 145 vacation rentals
  • Indigo Bay: 39 vacation rentals
  • Maho: 359 vacation rentals
  • Almond Grove: 23 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Oyster Pond?

Vrbo offers a large selection of vacation rentals near lovely places in Oyster Pond. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • University of St. Martin: 772 vacation rentals
  • Starz City Casino: 790 vacation rentals
  • Philipsburg Courthouse: 772 vacation rentals
  • Hollywood Casino: 786 vacation rentals
  • Gustavia Harbor: 1,370 vacation rentals

But there are many other points of interest around Oyster Pond listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Condos/Apartments in Oyster Pond?

Yes, of course. Vrbo has 376 Condos/Apartments in Oyster Pond. Our other popular types of vacation rentals in Oyster Pond include:

  • Resorts: 25 rentals available
  • Villas: 238 rentals available
  • Houses: 310 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Studios and more.

Can I find a vacation rental with pool in Oyster Pond?

Yes, you can select your preferred vacation rental with pool among our 600 vacation rentals with pool available in Oyster Pond. Please use our search bar to access the selection of vacation rentals available.

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