Holiday Rentals Cupecoy from £61: Find Short-Term Rentals & Holiday Accommodations

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

Philips Scott House Calinago : This holiday home rental outside Cupecoy is in a shopping district, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Cupecoy holiday rentals

A coastal hotel with a balcony overlooking turquoise waters, a staircase leading to the beach, and a clear view of the sea.

1. Oceanfront Haven: 3-Bedroom Caribbean Retreat

Maho

Robin

includes taxes & fees

13 Oct - 14 Oct

A balcony with a view of residential buildings and palm trees.

2. Convenient studio close to airport, beaches and food

Maho

john bracebridge w.

includes taxes & fees

7 Oct - 8 Oct

A multi-story hotel with balconies, located near a beach with clear turquoise water.

3. Seaside Serenity: Pools & Beach Access

Maho

Jim / Rita M.

includes taxes & fees

1 Oct - 2 Oct

A clear turquoise sea with a staircase leading to a beach, surrounded by palm trees.

4. Ocean Bliss: Balcony & Pools & Peloton Bike!

Maho

Arthur

includes taxes & fees

1 Oct - 2 Oct

A rooftop terrace with a view of the sea, string lights, and outdoor furniture.

5. Fully furnish 1-Bedroom Apt. For Business, Leisure, providing safety & Comfort

Maho

includes taxes & fees

12 Oct - 13 Oct

A modern living room with large windows, a purple sofa, and a view of the beach and ocean.

6. Mullet Bay Suites: Your Luxury Stay Awaits

Maho

Kenneth

includes taxes & fees

7 Oct - 8 Oct

A resort with a view of sailboats on the water, a beach with palm trees, and a modern building with balconies.

7. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Carmelle,

includes taxes & fees

11 Oct - 12 Oct

A high-rise hotel with a view of the sunset over a marina.

8. Simpson Bay Suites

Simpson Bay

Manishkumar

includes taxes & fees

2 Oct - 3 Oct

A hotel room with a bed, a sofa, a small round table, and a chair. There is a bathroom visible through an open door.

9. July Apartments

Madame's Estate

JoyAnn Carolyn

includes taxes & fees

1 Oct - 2 Oct

A wooden deck with a staircase leading to a beach view, surrounded by potted plants and colorful beach toys.

10. Maho Beach House Ocean Front Garden Studio

Maho, Sint Maarten

Laura

includes taxes & fees

1 Oct - 2 Oct

A resort with a pool area, sun loungers, and umbrellas.

11. Tropical Gem! Watch Jets Fly into Airport+Ocean Beach+Garden Views+MANY PERKS!!!

Maho Bay

Jill W.

includes taxes & fees

13 Oct - 14 Oct

A modern living room with a large sliding glass door leading to a balcony with a view of a coastal town and mountains.

12. The Hills Residence

Simpson Bay

Alyssia

includes taxes & fees

4 Oct - 5 Oct

A bedroom with a red bedspread, white headboard, and two red pillows. There are two paintings on the wall, a closet with a sliding door, and a bathroom visible in the background.

13. The Castle ᴷ

Downtown Philipsburg

includes taxes & fees

13 Oct - 14 Oct

A bedroom with a bed, two wall-mounted mirrors, a ceiling fan, and a bedside table.

14. Modern Cozy Condo - Central Location - Near Shops & Beaches

St Martin

BIDET B.

includes taxes & fees

1 Oct - 2 Oct

A bedroom with a bed, bedside table, chair, and artwork on the walls.

15. The Castle ᴶ

Downtown Philipsburg

Neil C.

includes taxes & fees

4 Oct - 5 Oct

A wooden deck leading to a beach with clear turquoise water and a rocky shoreline.

16. Maho Beach House - Petit Studio Océanique - Charmante Vue

Maho, Sint Maarten

Roy N.

A beach with sun loungers, umbrellas, and a lifeguard stand.

17. The Maho Hideaway on Sunset "Airplane" Beach

Simpson Bay

Nathalie E.

A dining area with a table, chairs, a small potted plant, a framed picture on the wall, and a mounted TV.

18. The Castle f

Downtown Philipsburg

Pat R.

includes taxes & fees

5 Oct - 6 Oct

A living room with a sofa, coffee table, and chairs, a dining table with chairs, large windows, and artwork on the walls.

19. Sovereign Suites Maho | 2BR w/ Pool, Beach Gear

Simpson Bay

"We were a bit disappointed in our initial assessment of this property. It was a bit hard to find as there is no actual address. With the help of some very kind neighbours we did locate the suite. We found the suite could use some updating. The ad mentions beach extras like beach towels and blanket etc. Those things were not in the suite. At least we never found them. One thing the ad does not mention is that the condo is second floor but 3 flights of stairs on a spiral staircase. Anyone with...

Tracy W.

A clear blue sky, a swimming pool with a view of the sea, and a hillside with buildings.

20. condostmaarten by the sea -Adults Only-

Indigo Bay

Muneca

includes taxes & fees

14 Oct - 15 Oct

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Top Cupecoy Hotel Reviews

Sapphire Beach Club Resort

8/10 Good

"Buena atención"

Simpson Bay Resort, Marina & Spa

10/10 Excellent

"The only problem was American visitors who were not following the rules at the pool. They were aggressive, rude and used very foul language with me when I politely asked them to turn off their boom box, stop throwing things around and respect other people at the pool. I got absolutely no support from the bartender when Americans wouldn’t stop what they were doing. She was condescending and joined the Americans in shouting abuse at me. When I called security I got a very annoyed guard who was impatient and obviously sided with the Americans. I have complained to the resort requesting a response but have heard absolutely nothing. For the rest of my time there I kept running into the Americans which kind of ruined my holiday."

Beach Front Villa in cupecoy

10/10 Excellent

"Don’t bother booking elsewhere, this is exactly where you want to stay when visiting SM! My husband and I had no complaints and we will definitely be returning soon! We loved how the property had an abundance of everything we needed from linens, to dishes and even sunblock! The views are absolutely stunning and the gated community was safe if you have concerns on that. We never ran out of toilet paper, paper towels or trash bags. For food deliveries my husband would have to go to the front to collect but the food from pineapple Pete’s was totally worth it. If we had a question communication was instant! Best Vrbo stay yet!"

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, apart-hotels, 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 £61 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?

Philips Scott House Calinago: This holiday home rental outside Cupecoy is in a shopping district, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience.

How many holiday rentals are there in Cupecoy?

Expedia has 11 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.

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Check prices for these dates

Our top choices for Cupecoy holiday rentals

1. Oceanfront Haven: 3-Bedroom Caribbean Retreat

2. Convenient studio close to airport, beaches and food

3. Seaside Serenity: Pools & Beach Access

4. Ocean Bliss: Balcony & Pools & Peloton Bike!

5. Fully furnish 1-Bedroom Apt. For Business, Leisure, providing safety & Comfort

6. Mullet Bay Suites: Your Luxury Stay Awaits