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

Cupecoy Vacation Rentals

Q: 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 WiFi to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience.

Dates

November 2026

December 2026

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Our top choices for Cupecoy vacation rentals

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

1. Convenient studio close to airport, beaches and food

Maho

john bracebridge w.

CA $232 total

includes taxes & fees

Dec 4 - Dec 5

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

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

Maho

CA $184 total

includes taxes & fees

Nov 13 - Nov 14

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

3. Ocean Bliss with Balcony and Peloton by Premium at Rainbow Beach Club

Maho

Arthur

CA $708 total

includes taxes & fees

Nov 8 - Nov 9

Private cove views with turquoise water and soft sandy beach

4. Oceanfront Haven 3 Bedroom Retreat by Premium at Rainbow Beach Club

Maho

Robin

CA $953 total

includes taxes & fees

Nov 9 - Nov 10

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

5. Mullet Bay Suites: Your Luxury Stay Awaits

Maho

Kenneth

CA $445 total

includes taxes & fees

Nov 8 - Nov 9

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

6. Maho Beach House Ocean Front Garden Studio

Maho, Sint Maarten

Laura

CA $303 total

includes taxes & fees

Nov 7 - Nov 8

A boutique store with various clothing items, a table with accessories, and a wall with a 'Boutique' sign.

7. Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

Carmelle,

CA $302 total

includes taxes & fees

Nov 11 - Nov 12

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

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

Maho Bay

Jill W.

CA $326 total

includes taxes & fees

Nov 26 - Nov 27

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

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

Maho, Sint Maarten

Roy N.

CA $320 total

includes taxes & fees

Nov 7 - Nov 8

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

10. Simpson Bay Suites

Simpson Bay

Manishkumar

CA $211 total

includes taxes & fees

Nov 16 - Nov 17

A view from inside a building looking out to a beach with clear turquoise water and a distant ship.

11. MIDTOWN MOTEL SXM

Downtown Philipsburg

brenton

CA $123 total

includes taxes & fees

Nov 7 - Nov 8

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

Harold

CA $609 total

includes taxes & fees

Dec 7 - Dec 8

A beach with palm trees and clear turquoise water.

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

Marigot

Brad W.

CA $280 total

includes taxes & fees

Dec 6 - Dec 7

14. Modern condo in Maho,ocean&airport view, pool&gym, walk to Maho&Mullet beach

Maho, Lowlands

Sorin S.

CA $325 total

includes taxes & fees

Nov 10 - Nov 11

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

15. The Maho Hideaway on Sunset "Airplane" Beach

Simpson Bay

Nathalie E.

CA $460 total

includes taxes & fees

Nov 16 - Nov 17

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

16. July Apartments

Madame's Estate

JoyAnn Carolyn

CA $172 total

includes taxes & fees

Dec 7 - Dec 8

A poolside area with a wooden table, lounge chairs, and a view of the ocean.

17. Blue Sail Apartments - Two-Bedroom Apartments

Pelican Key

Heidi

CA $187 total

includes taxes & fees

Nov 7 - Nov 8

A beach with palm trees and a clear view of boats on the water.

18. Perle des Sables -Condo with pool + private beach in Marigot

Marigot

CA $158 total

includes taxes & fees

Nov 12 - Nov 13

A beach with palm trees and a clear view of the ocean.

19. Charming studio with splendid Caribbean Sea view & pool/beach access

Marigot

Dasha A.

CA $292 total

includes taxes & fees

Nov 24 - Nov 25

A modern outdoor area with a pool, a door, and a view of the sky and greenery.

20. Condo Frangipani with seaview in Kombawa Domaine

Les Terres Basses

CA $564 total

includes taxes & fees

Nov 7 - Nov 8

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Find vacation rentals that suit your style

Top Cupecoy Hotel Reviews

A beach with a palm tree, clear blue water, and a sailboat in the distance.

Adonis Cupecoy

Maho

10/10 Excellent

Really great and helpful staff. They were willing to go above and beyond to help me out. Unfortunately did see 1 cockroach in the room, but honestly it's an island so not major. Everywhere else was spotless though. Wifi is strong as well, There's a microwave in the lobby to use and an ice machine that you can request for ice. Great location, there's a grocery store, convenience store and restaurants less than 2minute walk. $20USD ride from the airport and back.

Rabbiha

A balcony with a pool, clear turquoise water, and a distant ship.

Sapphire Beach Club Resort

Maho

10/10 Excellent

jane

A beach view from a covered area with palm trees and a clear blue sea.

Mary's Boon Beach Resort & Spa

Simpson Bay

10/10 Excellent

Gregory Alexander

A beachfront hotel with a pool, palm trees, and a clear blue sky.

Azure Hotel and Art Studio

Simpson Bay

10/10 Excellent

Anonymous traveller

A swimming pool with clear blue water, a building with balconies, and palm trees.

Hilton Vacation Club Flamingo Beach St. Maarten

Pelican Key

10/10 Excellent

Positives: Great property!!!! Clean well kept grounds, great room sizes!! Having full kitchen is a bonus!! Personable and attentive staff!! Enjoyed daily activities. Really liked being on beach side. Walking distance to great restaurants! Things to work on: We had beach chairs stacked right in front of our room so view was not the greatest while looking out in our room and deck. (7140) Empty bottles of conditioner and body lotion where in our room upon arrival but quickly replaced when...

Audrey

A wooden deck with a view of a beach and ocean.

Baker's Suites

Simpson Bay

10/10 Excellent

Anonymous traveller

Hilton Vacation Club Royal Palm St. Maarten

Simpson Bay

10/10 Excellent

Laura

A beach with thatched umbrellas and lounge chairs, a palm tree, and a building in the background.

Simpson Bay Resort, Marina & Spa

Pelican Key

10/10 Excellent

Lorraine

A clear blue pool with lounge chairs and palm trees, overlooking the ocean.

The Morgan Resort Spa Village

Simpson Bay

10/10 Excellent

Daniel Ronald

A room with a large sliding glass door leading to a balcony with a view of the ocean and palm trees.

Cocovaa

Simpson Bay

10/10 Excellent

Christopher

A beach with rows of blue and white sun loungers under large blue umbrellas, a hotel building in the background, and a clear blue sky.

The Atrium Beach Resort and Spa, an Ascend Collection Resort

Simpson Bay

10/10 Excellent

Fiorello

A glass table with a white mug and a loaf of bread, a decorative vase, and a poolside lounge area with a view of purple flowers and palm trees.

Pomme Cannelle Luxury Suites & Spa

Orient Bay

10/10 Excellent

Wilf

A resort with multiple hotel buildings, a marina, and a clear blue ocean.

The Villas at Simpson Bay Resort

Pelican Key

10/10 Excellent

Corrie

A swimming pool with lounge chairs and a table on a wooden deck, surrounded by greenery and a mountain view.

Villa Jwi Lavi Boutique Hotel

Cul de Sac

10/10 Excellent

Dawn

A balcony with a view of the ocean, a bottle of champagne, two wine glasses, and a book titled "Linda Van Rijn Zoutelande".

La Vista Hotel

Pelican Key

10/10 Excellent

I stayed at the property from August 22-29. Great location, very clean, wonderful property and friendly staff. Rooms were cleaned daily, kitchen did not lack any appliances or dishes, plenty of towels daily, super comfortable bed and pillows, wifi worked wonderfully as well as the air conditioners and the pressure in the shower with hot water was amazing. Check in was quick and easy, late check out available as well as a great shower area near the pool with toiletries and towels to get ready...

Marta

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cupecoy vacation rentals we have selected for you start as low as CA $86 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 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.

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 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.

Cupecoy Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cupecoy vacation rentals

1. Convenient studio close to airport, beaches and food

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

3. Ocean Bliss with Balcony and Peloton by Premium at Rainbow Beach Club

4. Oceanfront Haven 3 Bedroom Retreat by Premium at Rainbow Beach Club

5. Mullet Bay Suites: Your Luxury Stay Awaits

6. Maho Beach House Ocean Front Garden Studio

7. Hilton Vacation Club Royal Palm St. Maarten

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

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

10. Simpson Bay Suites

11. MIDTOWN MOTEL SXM

12. The Hills Residence

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

14. Modern condo in Maho,ocean&airport view, pool&gym, walk to Maho&Mullet beach

15. The Maho Hideaway on Sunset "Airplane" Beach

16. July Apartments

17. Blue Sail Apartments - Two-Bedroom Apartments

18. Perle des Sables -Condo with pool + private beach in Marigot

19. Charming studio with splendid Caribbean Sea view & pool/beach access

20. Condo Frangipani with seaview in Kombawa Domaine

Find vacation rentals that suit your style

Top Cupecoy Hotel Reviews

Adonis Cupecoy

10/10 Excellent

Find out more about Cupecoy

Cupecoy vacation rentals: An excellent choice for every season

How to find incredible deals on Cupecoy rentals

Frequently Asked Questions

Can I find vacation rentals in Cupecoy?

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

How many vacation rentals are there in Cupecoy?

What’s there to see and do in Cupecoy?

What’s a vacation rental in Cupecoy like?

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