Discover a selection of 1,000 vacation rentals in Cupecoy Beach, SX 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 air conditioning. Prices start at $599 per night, and condos and villas are popular options for a stay in Cupecoy Beach. Either way, you'll find a rental for everyone's needs.
Destination guide

Secluded sands on Cupecoy Beach

Clothing-optional at points and indelibly quiet, Cupecoy Beach hides beneath a golden wall of sandstone as the coast wiggles southwards into the Dutch corner of Sint Maarten. The sand is a light, yellow-white hue, washed over by 2-foot swells that froth their whitewash into secret coves and inlets along its whole length. These days, swish and private Cupecoy Beach vacation rentals shoulder above the cliffs, offering sea views and walking access to the Caribbean for those morning and evening swims. To spice things up, there's a clutch of neon-flashing casinos and chic beach clubs at its south-eastern end.

Things to do

Try your luck in Cupecoy Beach

The south-eastern end of Cupecoy Beach is where the real life is, far away from the private, cliff-hidden coves of the clothing optional section of sands. Head there to find the lively casinos and gaming hall that Sint Maarten is famous for. There are the bright lights of Sonesta Maho and the poker tables of Casino Royale, classic Starz City and underwater-themed Atlantis World. Once Lady Luck's paid a visit, you can hit the sands of Maho Beach to watch airplanes touching down in the Princess Juliana Airport, or hit a round of 18 in the nearby golf courses.


Life on the sands of Cupecoy Beach

Book Cupecoy Beach vacation rentals to gaze out across the turquoise blue of the Caribbean Sea from your bedroom, enjoying walking access to one of the most celebrated sand stretches on the island of Sint Maarten. Just a hop, skip and a jump down the cliff steps and you can be sunbathing and splashing in the light waves. Beach bars rumble and slosh with chatter and rum punches there, too, offering a prime place to watch the scintillating sunsets glow red and yellow across the bay. It's all about cranking up the relaxation.


Cool nights and warm days on Cupecoy Beach

There are plenty of reasons why the period from December to March is seen as the top time to check in to those Cupecoy Beach vacation rentals. For starters, there's the temperature, which tends to be milder than the scorching summer. Then there's the trade winds, which are pleasant in the balmy evenings. Most of all, though, it's about the rain. All of Sint Maarten can get a little wet in the summer months between May and September, with sporadic storms and downpours. It's not the perfect beach weather you're likely looking for.

Natural features

Cliff-topped sands in Cupecoy Beach

Cupecoy Beach is a truly photogenic section of the Sint Maarten coast. It's known for its jutting headlands of rock and sheer-cut walls of cliffs, all of which create some of the most private coves and sand stretches on the island. Talking of sands, the powder here is a lovely hue of yellow-white, and the Caribbean Sea rolls in with its trademark turquoise coloring. Close by is the inland beaches of Mullet Bay Pond, where manicured fairways and greens await in the well-to-do country clubs.

How many vacation rentals are available around Cupecoy Beach, SX?

Our 2020 property listings offer a large selection of 779 vacation rentals around Cupecoy Beach. From 376 condo and apartment rentals to 249 villa 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 Cupecoy Beach?

There are many lovely places to stay for a holiday trip or just for a weekend in Cupecoy Beach. 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 Cupecoy Beach! 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 Cupecoy Beach?

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 Cupecoy Beach:

  • 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 Cupecoy Beach?

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

  • Philipsburg (SXM-Princess Juliana Intl.): 775 vacation rentals
  • Grand Case (SFG-L'Esperance): 818 vacation rentals
  • The Valley (AXA-Clayton J. Lloyd Intl.): 175 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 Cupecoy Beach?

Vrbo offers a large selection of rentals near lovely places in Cupecoy Beach. 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
  • Fort Amsterdam: 767 rentals

But there are many other points of interest around Cupecoy Beach 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 Cupecoy Beach

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