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
9.6 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 CA $93
CA $197 total
includes taxes & fees
Sep 1 - Sep 2
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 CA $137
CA $234 total
includes taxes & fees
Sep 4 - Sep 5
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 CA $151
CA $248 total
includes taxes & fees
Aug 29 - Aug 30
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 CA $292
CA $617 total
includes taxes & fees
Aug 30 - Aug 31
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 CA $256
CA $526 total
includes taxes & fees
Sep 11 - Sep 12
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)
The price is CA $303
CA $602 total
includes taxes & fees
Sep 11 - Sep 12
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 CA $404
CA $775 total
includes taxes & fees
Sep 11 - Sep 12
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 CA $166
CA $194 total
includes taxes & fees
Sep 1 - Sep 2
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 CA $336
CA $478 total
includes taxes & fees
Aug 31 - Sep 1
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 CA $179
CA $310 total
includes taxes & fees
Aug 29 - Aug 30
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 CA $113
CA $119 total
includes taxes & fees
Sep 28 - Sep 29
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 CA $168
CA $189 total
includes taxes & fees
Aug 29 - Aug 30
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 CA $102
CA $123 total
includes taxes & fees
Sep 11 - Sep 12
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 CA $187
CA $233 total
includes taxes & fees
Sep 19 - Sep 20
Hilton Vacation Club Royal Palm St. Maarten

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

2BR Maho Oasis | Walk to Beaches & Nightlife!
Simpson Bay
The price is CA $164
CA $533 total
includes taxes & fees
Sep 1 - Sep 2
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.
The price is CA $258
CA $372 total
includes taxes & fees
Aug 29 - Aug 30
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 CA $137
CA $220 total
includes taxes & fees
Aug 29 - Aug 30
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 CA $221
CA $380 total
includes taxes & fees
Sep 2 - Sep 3
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cupecoy. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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 11 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.