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

Cupecoy Vacation Rentals

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Our top choices for Cupecoy vacation rentals

1. Aventura Residences

Aventura Residences
Maho
9.8 out of 10, Exceptional, (13 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.
$134 nightly
The price is $134
Aug 11 - Aug 12
Total with taxes and fees
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.
$171 nightly
The price is $171
Aug 14 - Aug 15
Total with taxes and fees
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.
$181 nightly
The price is $181
Aug 9 - Aug 10
Total with taxes and fees
Lowlands Condo-NearPrincessJulianaAirport-Beaches

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

Fully furnish 1-Bedroom Apt. For Business, Leisure, providing safety & Comfort
Maho
$140 nightly
The price is $140
Sep 1 - Sep 2
Total with taxes and fees
Fully furnish 1-Bedroom Apt. For Business, Leisure, providing safety & Comfort

5. Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!

Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!
Maho
10.0 out of 10, Exceptional, (1 review)
"Beautiful resort. Great location. Great value."
United States
Arthur
$461 nightly
The price is $461
Aug 14 - Aug 15
Total with taxes and fees
Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!

6. Oceanside Escape at Rainbow Beach Club – Pools, Views & Private Beach Access

Oceanside Escape at Rainbow Beach Club – Pools, Views & Private 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.
$414 nightly
The price is $414
Sep 3 - Sep 4
Total with taxes and fees
Oceanside Escape at Rainbow Beach Club – Pools, Views & Private Beach Access

7. Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton

Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and 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.
$472 nightly
The price is $472
Aug 30 - Aug 31
Total with taxes and fees
Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton

8. Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!

Rare Gem: 3-Bedroom with Direct Pool Access & 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.
$558 nightly
The price is $558
Aug 9 - Aug 10
Total with taxes and fees
Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!

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, (176 reviews)
"Great stay! Beautiful suite"
United States
Crystal Alana
$342 nightly
The price is $355
Aug 19 - Aug 20
Total with taxes and fees
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.
$227 nightly
The price is $227
Aug 12 - Aug 13
Total with taxes and fees
Tropical Gem! Watch Jets Fly into Airport+Ocean Beach+Garden Views+MANY PERKS!!!

11. 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, (1,264 reviews)
"It was a great stay"
United States
Shawn
$176 nightly
The price is $185
Aug 25 - Aug 26
Total with taxes and fees
Hilton Vacation Club Royal Palm St. Maarten

12. MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (70 reviews)
"All in all it was a great experience. Close to the beach. Clean environment. Kind staff"
United States
James
$83 nightly
The price is $87
Aug 10 - Aug 11
Total with taxes and fees
MIDTOWN MOTEL SXM

13. July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (251 reviews)
"Great stay"
United States
Drunisha
$92 nightly
The price is $97
Aug 12 - Aug 13
Total with taxes and fees
July Apartments

14. Simpson Bay Suites

Simpson Bay Suites
3.5 star property
Simpson Bay
7.2 out of 10, Good, (161 reviews)
"AC worked well the room was cleaned daily and the staff was always friendly and made great suggestions for dinning and places to see."
United States
Michael
$130 nightly
The price is $136
Aug 9 - Aug 10
Total with taxes and fees
Simpson Bay Suites

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

Maho Beach House - Petit Studio Océanique - Charmante Vue
Maho, Sint Maarten
9.4 out of 10, Exceptional, (3 reviews)
"Very close to the sunset bar and interesting views of approaching aircraft. Excellent sunset views from the Sunset bar or the Morgan resort on the other side of the unit. Morgan resort also had excellent dining area and bar facilities open to the public."
United States
Roy N.
$250 nightly
The price is $250
Aug 9 - Aug 10
Total with taxes and fees
Maho Beach House - Petit Studio Océanique - Charmante Vue

16. Maho Beach House Ocean Front Garden Studio

Maho Beach House Ocean Front Garden Studio
Maho, Sint Maarten
9.4 out of 10, Exceptional, (3 reviews)
"Perfect location for us! We wanted easy access to see the planes coming in and it could not have been more perfect. Close to taxis and buses. Hosts were excellent at communicating. Friendly staff, would recommend!! "
United States
Laura
$230 nightly
The price is $230
Aug 9 - Aug 10
Total with taxes and fees
Maho Beach House Ocean Front Garden Studio

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

Sovereign Suites Maho | 2BR w/ Pool, Beach Gear
Simpson Bay
8.0 out of 10, Very Good, (1 review)
"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...
Canada
Tracy W.
$361 nightly
The price is $376
Aug 9 - Aug 10
Total with taxes and fees
Sovereign Suites Maho | 2BR w/ Pool, Beach Gear

18. The Hills Residence

The Hills Residence
3.0 star property
Simpson Bay
8.4 out of 10, Very Good, (162 reviews)
"Comfortable room and ac was a welcome after a hot day."
United States
Maria
$236 nightly
The price is $247
Aug 19 - Aug 20
Total with taxes and fees
The Hills Residence

19. Charming studio with the beach at your feet & pool access

Charming studio with the beach at your feet & pool access
Marigot
10.0 out of 10, Exceptional, (2 reviews)
"Everything was great"
Canada
Brad W.
$226 nightly
The price is $232
Aug 18 - Aug 19
Total with taxes and fees
Charming studio with the beach at your feet & pool access

20. Lovely room in a nice villa , close to Friars bay and happy bay

Lovely room in a nice villa , close to Friars bay and happy bay
Saint-martin
9.0 out of 10, Wonderful, (11 reviews)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
$96 nightly
The price is $96
Aug 18 - Aug 19
Total with taxes and fees
Lovely room in a nice villa , close to Friars bay and happy bay
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cupecoy vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cupecoy vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cupecoy in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $87 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cupecoy rentals

At Expedia, we put the best Cupecoy vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Cupecoy?

Yes, we have vacation rentals close to top points of interest in Cupecoy, or you can choose a more remote 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 cafes and shopping during your trip.

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

Philips Scott House Calinago: You might like this vacation home rental near Cupecoy. It is in a shopping district and equipped with air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience.

How many vacation rentals are there in Cupecoy?

Expedia has 10 vacation 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 larger area.

What’s a vacation rental in Cupecoy like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Cupecoy. Vacation rentals provide amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family trip or a small group gathering.