A coastal beach with clear turquoise waters, white buildings, and a rocky shoreline.

Holiday Rentals in Cupecoy

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Our top choices for Cupecoy holiday rentals

1. Aventura Residences

Aventura Residences
Maho
9.6 out of 10, Exceptional, (15 reviews)
"Jen is a great host and her place is clean, modern and perfectly located. You’ll find everything for a pleasant stay on the island."
Canada
Nina R.
The price is €126
includes taxes & fees
1 Sept - 2 Sept
Aventura Residences

2. Convenient studio close to airport, beaches and food

Convenient studio close to airport, beaches and food
Maho
10.0 out of 10, Exceptional, (30 reviews)
"Wonderful stay"
Netherlands
john bracebridge w.
The price is €128
includes taxes & fees
6 Sept - 7 Sept
Convenient studio close to airport, beaches and food

3. Lowlands Condo-NearPrincessJulianaAirport-Beaches

Lowlands Condo-NearPrincessJulianaAirport-Beaches
Maho
10.0 out of 10, Exceptional, (2 reviews)
"We loved the Local. "
United States
Joel P.
The price is €160
includes taxes & fees
29 Aug - 30 Aug
Lowlands Condo-NearPrincessJulianaAirport-Beaches

4. Oceanfront Paradise: Penthouse with Peloton

Oceanfront Paradise: Penthouse with Peloton
Maho
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful space, great location, communicative host. Would definitely recommend and would love to stay again. "
United States
Kara K.
The price is €402
includes taxes & fees
10 Sept - 11 Sept
Oceanfront Paradise: Penthouse with Peloton

5. Tranquil Oceanside: Pools & Direct Beach Access

Tranquil Oceanside: Pools & Direct Beach Access
Maho
7.4 out of 10, Good, (3 reviews)
"Mike and Roz were so friendly and helpful. We thoroughly enjoyed our stay. We hope to return as soon as we can."
United States
Jim / Rita M.
The price is €341
includes taxes & fees
10 Sept - 11 Sept
Tranquil Oceanside: Pools & Direct Beach Access

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

Ocean Bliss: Balcony & Pools & Peloton Bike!
Maho
8.0 out of 10, Very good, (2 reviews)
"Beautiful resort. Great location. Great value."
United States
Arthur
The price is €402
includes taxes & fees
31 Aug - 1 Sept
Ocean Bliss: Balcony & Pools & Peloton Bike!

7. Oceanfront Bliss: 3-Bedroom, Pools & Peloton bike!

Oceanfront Bliss: 3-Bedroom, Pools & Peloton bike!
Maho
10.0 out of 10, Exceptional, (2 reviews)
"The place is enormous, and opens right onto a beautiful pool and gorgeous beach!"
United States
Charlie O.
The price is €486
includes taxes & fees
30 Aug - 31 Aug
Oceanfront Bliss: 3-Bedroom, Pools & Peloton bike!

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

Fully furnish 1-Bedroom Apt. For Business, Leisure, providing safety & Comfort
Maho
The price is €124
includes taxes & fees
10 Sept - 11 Sept
Fully furnish 1-Bedroom Apt. For Business, Leisure, providing safety & Comfort

9. Mullet Bay Suites: Your Luxury Stay Awaits

Mullet Bay Suites: Your Luxury Stay Awaits
4.0 star property
Maho
9.6 out of 10, Exceptional, (180 reviews)
"All together beautiful will stay again"
United States
Kentorrie
The price is €297
includes taxes & fees
31 Aug - 1 Sept
Mullet Bay Suites: Your Luxury Stay Awaits

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

Tropical Gem! Watch Jets Fly into Airport+Ocean Beach+Garden Views+MANY PERKS!!!
Maho Bay
10.0 out of 10, Exceptional, (90 reviews)
"Great location!!"
United States
Jill W.
The price is €200
includes taxes & fees
29 Aug - 30 Aug
Tropical Gem! Watch Jets Fly into Airport+Ocean Beach+Garden Views+MANY PERKS!!!

11. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (253 reviews)
"The property was no frills and the staff super helpful. Would stay again!"
United States
JoyAnn Carolyn
The price is €84
includes taxes & fees
1 Sept - 2 Sept
July Apartments

12. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (163 reviews)
"It was good value for money."
United States
Tirichmir
The price is €117
includes taxes & fees
29 Aug - 30 Aug
Simpson Bay Suites

13. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (71 reviews)
"Good rooms at a great location"
United States
Asheed
The price is €79
includes taxes & fees
29 Aug - 30 Aug
MIDTOWN MOTEL SXM

14. Hilton Vacation Club Royal Palm St. Maarten

Hilton Vacation Club Royal Palm St. Maarten
4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1,273 reviews)
"It was a great stay"
United States
Shawn
The price is €144
includes taxes & fees
19 Sept - 20 Sept
Hilton Vacation Club Royal Palm St. Maarten

15. 2BR Maho Oasis | Walk to Beaches & Nightlife!

2BR Maho Oasis | Walk to Beaches & Nightlife!
Simpson Bay
2BR Maho Oasis | Walk to Beaches & Nightlife!

16. Maho Beach House: Studio Getaway, Oceanfront Vibe

Maho Beach House: Studio Getaway, Oceanfront Vibe
Maho, Sint Maarten
10.0 out of 10, Exceptional, (2 reviews)
"Nothing fancy just a nice clean place to stay. Great location. Lots of restaurants nearby. Dwayne was a great communicator and very accommodating."
United States
Colleen M.
Maho Beach House: Studio Getaway, Oceanfront Vibe

17. Cozy Emerald Maho St Maarten Apartment!

Cozy Emerald Maho St Maarten Apartment!
Maho
8.0 out of 10, Very good, (1 review)
Cozy Emerald Maho St Maarten Apartment!

18. Beach Front Studio C3

Beach Front Studio C3
Simpson Bay
8.8 out of 10, Excellent, (5 reviews)
"Really cool place and the location was prime. The cleaning lady was the nicest person there could be as well. "
Canada
Benjamin
The price is €140
includes taxes & fees
22 Sept - 23 Sept
Beach Front Studio C3

19. Maho Beach Modern 1-Bedroom, Ocean Level

Maho Beach Modern 1-Bedroom, Ocean Level
Maho
9.6 out of 10, Exceptional, (4 reviews)
"The Maho was very clean, quiet and close to the airport. I recommend for people passing through or for a few days on St. Martins."
United States
David V.
Maho Beach Modern 1-Bedroom, Ocean Level

20. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very good, (167 reviews)
"View"
United States
Enuska
The price is €244
includes taxes & fees
30 Aug - 31 Aug
The Hills Residence
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, 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 €79 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 free 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.