Cupecoy Vacation Rentals from ￥12,498: Search Short-Term Rentals

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

Philips Scott House Calinago : Located near Cupecoy, this vacation home rental 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.

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In two weeks

In two months

In three months

In four months

Our top choices for Cupecoy vacation 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

￥89,021 total

includes taxes & fees

Sep 30 - Oct 1

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

2. Convenient studio close to airport, beaches and food

Maho

john bracebridge w.

￥26,581 total

includes taxes & fees

Sep 27 - Sep 28

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

3. Seaside Serenity: Pools & Beach Access

Maho

Jim / Rita M.

￥58,414 total

includes taxes & fees

Sep 27 - Sep 28

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

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

Maho

Arthur

￥69,203 total

includes taxes & fees

Sep 27 - Sep 28

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

￥22,020 total

includes taxes & fees

Sep 27 - Sep 28

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

￥49,914 total

includes taxes & fees

Oct 1 - Oct 2

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

Andre

￥28,111 total

includes taxes & fees

Oct 4 - Oct 5

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

8. Simpson Bay Suites

Simpson Bay

Manishkumar

￥21,405 total

includes taxes & fees

Sep 27 - Sep 28

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

￥15,310 total

includes taxes & fees

Sep 27 - Sep 28

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

￥34,759 total

includes taxes & fees

Sep 27 - Sep 28

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.

￥34,602 total

includes taxes & fees

Sep 27 - Sep 28

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

￥44,758 total

includes taxes & fees

Oct 4 - Oct 5

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

￥23,529 total

includes taxes & fees

Sep 27 - Sep 28

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.

￥25,709 total

includes taxes & fees

Sep 29 - Sep 30

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

15. The Castle ᴶ

Downtown Philipsburg

Neil C.

￥23,529 total

includes taxes & fees

Sep 27 - Sep 28

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.

￥44,667 total

includes taxes & fees

Sep 27 - Sep 28

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.

￥23,529 total

includes taxes & fees

Sep 27 - Sep 28

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.

￥56,002 total

includes taxes & fees

Sep 27 - Sep 28

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

￥70,257 total

includes taxes & fees

Oct 14 - Oct 15

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Top Cupecoy Hotel Reviews

Sonesta Maho Beach All Inclusive Resort Casino & Spa

10/10 Excellent

"staff"

Oceans at Divi Little Bay

10/10 Excellent

"My experience at this property was absolutely exceptional from beginning to end. The property itself was stunning, beautifully maintained, and had an elegant, upscale atmosphere that made the entire stay feel truly special. The room was gorgeous, spacious, comfortable, and thoughtfully designed, while the balcony was the perfect place to relax and take in the surroundings. What truly elevated the experience, however, was the staff. Everyone was warm, attentive, professional, and genuinely welcoming. Their hospitality made me feel valued throughout my entire stay. From the beautiful property and luxurious room to the incredible balcony and outstanding service, every detail came together perfectly. This was more than just a stay—it was a truly memorable experience. I would absolutely return and highly recommend this property to anyone looking for a luxurious and relaxing getaway."

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

Search for holiday rentals in Cupecoy on Expedia! You can easily find your home rentals, villas, holiday apartments in Cupecoy using one of the methods below:

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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: Located near Cupecoy, this vacation home rental 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.

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Check prices for these dates

Our top choices for Cupecoy vacation 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

7. Hilton Vacation Club Royal Palm St. Maarten

8. Simpson Bay Suites

9. July Apartments

10. Maho Beach House Ocean Front Garden Studio

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

12. The Hills Residence

13. The Castle ᴷ

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

15. The Castle ᴶ

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

17. The Maho Hideaway on Sunset "Airplane" Beach

18. The Castle f

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

20. condostmaarten by the sea -Adults Only-

Find vacation rentals that suit your style

Top Cupecoy Hotel Reviews

Sonesta Maho Beach All Inclusive Resort Casino & Spa

Adonis Cupecoy

Simpson Bay Resort, Marina & Spa

Fourteen at Mullet Bay

Oceans at Divi Little Bay

Sonesta Ocean Point All Inclusive, Adults Only Resort

Hilton Vacation Club Flamingo Beach St. Maarten

Divi Little Bay Beach Resort

Beach Front Villa in cupecoy

Find out more about Cupecoy

Frequently asked questions

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