Cupecoy Holiday Rentals

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Our top choices for Cupecoy holiday rentals

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, (57)
"Enjoyed my stay "
United States
Shakia
The Hills Residence
4.0 star property
9.8 out of 10, Exceptional, (114)
"Fantastic place to stay. Clean, great views, excellent amenities"
Canada
Oleksii
The price is NZ$686
includes taxes & fees
9 Jan - 10 Jan 2026
Mullet Bay Suites: Your Luxury Stay Awaits

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$324
includes taxes & fees
4 Jan - 5 Jan 2026
Simpson Bay Suites
4.0 star property
9.0 out of 10, Wonderful, (1166)
"One of my favorite places to stay."
United States
Carlos
The price is NZ$734
includes taxes & fees
6 Jan - 7 Jan 2026
Hilton Vacation Club Royal Palm St. Maarten

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

Aparthotel in Madame's Estate

July Apartments
3.0 star property
9.2 out of 10, Wonderful, (157)
"Amazing place. "
United States
Cristina
July Apartments

Aparthotel in Downtown Philipsburg

Sea Palace
3.0 star property
8.6 out of 10, Excellent, (111)
"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$387
includes taxes & fees
1 Jan - 2 Jan 2026
Sea Palace
4.0 star property
9.4 out of 10, Exceptional, (24)
"Good location easy access to a private beach "
United States
All About
The price is NZ$884
includes taxes & fees
28 Dec - 29 Dec
condostmaarten by the sea -Adults Only-

Aparthotel in Anse Marcel

The Forest
4.0 star property
10.0 out of 10, Exceptional, (15)
"Great boutique hotel in anse Marcel. Owners are hands on and very pleasant. Look forward to going again. "
Canada
Nadalina
The price is NZ$739
includes taxes & fees
1 Jan - 2 Jan 2026
The Forest
3.5 star property
The price is NZ$942
includes taxes & fees
28 Dec - 29 Dec
Singh Luxury Apartments With sea View, Apt.2

Villa in Oyster Pond

Avenue du lagon
The price is NZ$3,979
includes taxes & fees
19 Jan - 20 Jan 2026
Avenue du lagon
3.0 star property
The price is NZ$942
includes taxes & fees
28 Dec - 29 Dec
Singh Luxury Apartments With sea View, Apt.1
3.0 star property
2.0 out of 10, (1)
The price is NZ$1,638
includes taxes & fees
1 Jan - 2 Jan 2026
Singh Luxury Apartments With sea View, Apt.3
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 Cupecoy Hotel Reviews

Find out more about Cupecoy

Everything you need to know about Cupecoy 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 Cupecoy 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 Cupecoy holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cupecoy holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cupecoy. 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 Cupecoy 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 Cupecoy holiday rentals we have selected for you start as low as NZ$324 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cupecoy rentals

At Expedia, we put the best Cupecoy 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 Cupecoy 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 Cupecoy 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 Cupecoy. 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 holiday rentals in Cupecoy?

Yes, there are holiday rentals close to the most popular sights in Cupecoy, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Cupecoy speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the cafés and shopping during your trip.

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

Novels Villa is a family-friendly home with the Caribbean Sea as your backyard.: This holiday home rental outside of Cupecoy is located on the beach, and has a patio, a BBQ and air conditioning to put you at ease 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.

How many holiday rentals are there in Cupecoy?

Expedia has 10 holiday rentals for your stay in Cupecoy.

What’s there to see and do in Cupecoy?

While you're exploring the area, Maho Beach and Mullet Bay Beach are a couple of picturesque spots to get outside and enjoy nature. American University of the Caribbean and Mullet Bay are a couple of places you'll find in the wider area.

What’s a holiday rental in Cupecoy like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cupecoy. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for small groups.