Discover a selection of 1,000 vacation rentals in Orient Bay, MF 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 $124 per night, and villas and condos are popular options for a stay in Orient Bay. Either way, you'll find a rental for everyone's needs.
Destination guide

Opulent Caribbean vacations in Orient Bay

Swish duplexes and whitewashed villas, multi-bedroom homes and opulent Orient Bay vacation rentals crowd the soft sands. A hop and a skip will have you paddling in the Caribbean Sea in the morning, while evenings can be spent clinking cocktails next to the pool as the sun sets over the hills. Orient Beach is the main draw. It's likely to be right on the doorstep, awash with windsurf rentals and the flapping sails of yacht charters, palm-shaded sunbathing spots and tanning bodies. Throw in glitzy Saint Martin casinos and designer shopping, and it's easy to see why this one lures so many.

Things to do

Find Lady Luck in Orient Bay

A range of European-style casinos and gaming halls have sprung up on the northern side of Saint Martin. Here, you can slap the chips down and try your luck in the huge Princess Casino, or pull the one-armed bandits at the Tropicana Casino. Others will prefer the historical side of the isle away from the beaches. Head to the nearby Butterfly Farm to see multi-colored fliers in waxy botanical beds. Or, go to the Hope Estate Archeological Site, where the haunting ruins of ancient Arawak structures await.


Splash into Orient Bay

Orient Bay's glowing white-sand beaches and lines of swaying palm trees make it the perfect spot to kick back and enjoy a medley of classic Caribbean rest and relaxation. The trade winds add to the mix, blowing in to offer windsurfing, surfing swells, and boating breezes that are hard to ignore if you love getting out on the water. And talking of water, there are other draws beneath. You can SCUBA to coral gardens and see sea sponges, or just don the snorkel for a glimpse of multi-colored fish.


Sun for the snowbirds in Orient Bay

Looking to escape the cool weather of the North American winter? Just don't be surprised if plenty of other folk have the same idea as you _ Orient Bay vacation rentals are uber-popular from December to April. It also helps that that's when the whole of Saint Martin island is enjoying its best weather of the year. The hurricanes leave off in November, and the driest, mildest, pleasantly balmy days of the main season kick in. It's certainly the top time to come.

Natural features

Orient Bay to Orient Beach

It's common for folk to conflate Orient Bay and Orient Beach. The first is the name of the town on the east shores of Saint Martin. The second is the name of the sand stretch that's really put it on the map. If you can seek out the coveted Orient Bay vacation rentals close to the shore, then you're in for a real treat. It's a quintessential medley of coral-colored sands and palm-shaded beachfront that awaits there, with reefs in the shoals out at sea, and turquoise waters that are divine for swimming in.

How to get there

How to get to and around Orient Bay

The nearest airport is in Grand Case (SFG-L'Esperance), located 1.8 mi (3 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Philipsburg (SXM-Princess Juliana Intl.), which is 6.5 mi (10.4 km) away.

How many vacation rentals are available around Orient Bay, MF?

Our 2020 property listings offer a large selection of 828 vacation rentals around Orient Bay. From 445 villa rentals to 210 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the most popular destinations to visit in Orient Bay?

There are many lovely places to stay for a holiday trip or just for a weekend in Orient Bay. From Vrbo travelers, the top most popular destinations to visit are:

  • Upper Prince's Quarter: 768 vacation rentals
  • Anguilla: 175 vacation rentals
  • St. Barthelemy: 1,399 vacation rentals
  • Simpson Bay: 778 vacation rentals
  • Orient Bay: 816 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Orient Bay! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Orient Bay?

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

  • Simpson Bay: 778 rentals
  • Orient Bay: 816 rentals
  • Cul de Sac: 818 rentals
  • Les Terres Basses: 365 rentals
  • Nettle Bay: 820 rentals

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

Can I find easy-access vacation rentals when traveling by plane to Orient Bay?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Orient Bay are:

  • Gustavia (SBH-Gustaf III): 1,396 vacation rentals
  • Philipsburg (SXM-Princess Juliana Intl.): 776 vacation rentals
  • Grand Case (SFG-L'Esperance): 818 vacation rentals

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

Near which points of interest can I spend my holidays in Orient Bay?

Vrbo offers a large selection of rentals near lovely places in Orient Bay. 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: 767 rentals
  • Starz City Casino: 785 rentals
  • Philipsburg Courthouse: 767 rentals
  • Hollywood Casino: 781 rentals
  • Gustavia Harbor: 1,415 rentals

But there are many other points of interest around Orient Bay listed on Vrbo where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Orient Bay

Simpson Bay
778 vacation rentals
Orient Bay
816 vacation rentals
Cul de Sac
818 vacation rentals
Les Terres Basses
365 vacation rentals
Nettle Bay
820 vacation rentals
Grand Case
818 vacation rentals
776 vacation rentals
St. Barthelemy
1,399 vacation rentals
Shoal Bay
92 vacation rentals
Anse Marcel
820 vacation rentals
Oyster Pond
810 vacation rentals
820 vacation rentals
The Valley
145 vacation rentals
Island Harbour
171 vacation rentals
Blowing Point
135 vacation rentals
West End Village
171 vacation rentals
Sandy Ground
175 vacation rentals
South Hill
128 vacation rentals
Cole Bay
776 vacation rentals
East End Village
44 vacation rentals