Cupecoy Vacation Rentals

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Vacation Rentals in Cupecoy

On the beach, white sand
Cupecoy Beach Club

Aparthotel in Maho

3.0 star property
9.0 out of 10, Wonderful, (2)
"Great location, spacious accomodations"
Canada
Alvin
Cupecoy Beach Club
Private beach, white sand, beach umbrellas, beach towels
The Cliff

Aparthotel in Maho

3.0 star property
8.4 out of 10, Very Good, (8)
"The Cliff is beautiful and our stay was very pleasant. Staff was extremely friendly. Neighborhood was very safe. The only issue we had was on our last night with one of the bedroom air conditioning units, but it is an island and things happen. I would recommend staying as the views, property, and staff are very welcoming. "
United States
Jonathan
The Cliff
Interior
Oceanview 2BR-walking distance to Mullet bay Beach

Condo in Maho

9.6 out of 10, Exceptional, (27)
"Wonderful condo. Amazing view. Very responsive host."
United States
IAN S.
Oceanview 2BR-walking distance to Mullet bay Beach
Pool
Spacious Studio with Ocean View in your Private Terrace

Apartment in Cupecoy

7.4 out of 10, Good, (3)
"We had an excellent stay. I'd definitely stay again."
United States
Kellie C.
$386 nightly
The price is $444
Dec 7 - Dec 8
Total with taxes and fees
Spacious Studio with Ocean View in your Private Terrace
On the beach
Happy Haven at Rainbow Beach Club

Condo in Maho

$556 nightly
The price is $580
Dec 11 - Dec 12
Total with taxes and fees
Happy Haven at Rainbow Beach Club
Deluxe Condo, 1 Bedroom, Balcony, Beach View | Terrace/patio
Fourteen at Mullet Bay

Aparthotel in Maho

3.5 star property
9.2 out of 10, Wonderful, (393)
"My favorite place to stay in SXM, I stay there several times in is always better."
United States
Robin
Fourteen at Mullet Bay
Outdoor pool, sun loungers
Hilton Vacation Club Royal Palm St. Maarten

Aparthotel in Simpson Bay

4.0 star property
9.0 out of 10, Wonderful, (1157)
"One of my favorite places to stay."
United States
Carlos
$174 nightly
The price is $183
Dec 17 - Dec 18
Total with taxes and fees
Hilton Vacation Club Royal Palm St. Maarten
Amazing Top Floor Apartment | Balcony
The Hills Residence

Aparthotel in Simpson Bay

3.0 star property
8.8 out of 10, Excellent, (51)
"Enjoyed my stay "
United States
Shakia
$254 nightly
The price is $266
Dec 17 - Dec 18
Total with taxes and fees
The Hills Residence
Front of property
July Apartments

Aparthotel in Madame's Estate

3.0 star property
9.2 out of 10, Wonderful, (154)
"Amazing place. "
United States
Cristina
$63 nightly
The price is $66
Jan 2 - Jan 3, 2026
Total with taxes and fees
July Apartments
Terrace/patio
Mullet Bay Suites: Your Luxury Stay Awaits

Apartment in Maho

4.0 star property
9.8 out of 10, Exceptional, (107)
"I was warmly welcomed by a great staff who helped me get settled in. The room was fantastic. I very much felt at home. I hope to come back again. "
United States
Jordon
$289 nightly
The price is $303
Dec 7 - Dec 8
Total with taxes and fees
Mullet Bay Suites: Your Luxury Stay Awaits
Sundeck
Dawn Beach Club Resort Sint Maarten

Condo resort in Oyster Pond

4.0 star property
8.8 out of 10, Excellent, (21)
"Wonderful vacation spot in st maarten"
United States
Debasis
$680 nightly
The price is $711
Dec 17 - Dec 18
Total with taxes and fees
Dawn Beach Club Resort Sint Maarten
Exterior
Tradewinds at Simpson Bay

Condo in Simpson Bay

3.5 star property
9.4 out of 10, Exceptional, (32)
"Wonderful place to stay. Hugo being on site was very nice who went above and beyond plus the owner Adrian stepped when we had a power outage. We 100% recommend this place and can't wait to return."
United States
Sabina
Tradewinds at Simpson Bay
Beach nearby, white sand, sun loungers, beach umbrellas
Simpson Bay Suites

Aparthotel in Simpson Bay

3.5 star property
6.8 out of 10, (125)
"No issues. Staff were very welcoming and accommodating. Was a pleasant stay. "
United States
Sharmain
$130 nightly
The price is $136
Dec 7 - Dec 8
Total with taxes and fees
Simpson Bay Suites
Room, 2 Bedrooms | Balcony view
Sea Palace

Aparthotel in Downtown Philipsburg

3.0 star property
8.6 out of 10, Excellent, (109)
"Will stay here again for sure.💕"
United States
Gina
$167 nightly
The price is $176
Dec 7 - Dec 8
Total with taxes and fees
Sea Palace
Exterior
The Forest

Aparthotel in Anse Marcel

4.0 star property
10.0 out of 10, Exceptional, (15)
"Great boutique hotel in anse Marcel. Owners are hands on and very pleasant. Look forward to going again. "
Canada
Nadalina
$453 nightly
The price is $472
Dec 26 - Dec 27
Total with taxes and fees
The Forest
On the beach, sun loungers, beach towels
Residence Alamanda

Apartment in Orient Bay

9.0 out of 10, Wonderful, (21)
"Everything was great, but would make a suggestion Add a couple more towels to the bathroom The hot water never worked in the shower the whole time we were there kind of annoying Other than that, we had a great time"
United States
KURT Martin
Residence Alamanda
On the beach, white sand
Anse Marcel Cove Suites St. Martin

Aparthotel in Anse Marcel

Anse Marcel Cove Suites St. Martin
Outdoor pool
Oceanfront amazing 2 BR Villa - 2 min from the beach

Villa in Beacon Hill

9.4 out of 10, Exceptional, (96)
"Overall the location was great, the property manager Stacey was super friendly and very responsive to our needs. The only negative thing i will say is that the property is a little dated and is in need of a minor touch up."
United States
Ella M.
Oceanfront amazing 2 BR Villa - 2 min from the beach
Exterior
Aura Anse-Marcel

Aparthotel in Anse Marcel

9.4 out of 10, Exceptional, (12)
"The view and space inside the property is amazing and Consierge service is very good"
United States
Jacques
Aura Anse-Marcel
Restaurant
Karibuni Boutique Hotel - Adults Only

Aparthotel in Cul de Sac

9.8 out of 10, Exceptional, (33)
"This hotel was fantastic! It’s even better than the pictures, the staff was super friendly and knowledgeable, the exclusive early access to Pinel Island was amazing, oh, and the breakfast was superb!!"
United States
Rebecca
Karibuni Boutique Hotel - Adults Only
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

The Atrium Beach Resort and Spa, an Ascend Collection Resort

The Atrium Beach Resort and Spa, an Ascend Collection Resort

10/10 Excellent
"Room was spotless, nice kitchen with everything needed. Hot shower. The restaurant was excellent. Great philly chesesteak sandwich. Good beach access. Plenty of restaurants in walking distance. On the downside, don't expect the dryers to get clothes dry. Pool isn't great for swimming laps. I didn't see a gym. All in all, a great value for the money."
BRANDON 3-night trip
Posted 17 hours ago
The Atrium Beach Resort and Spa, an Ascend Collection Resort

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 $66 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?

DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access. : This vacation home rental near Cupecoy offers an outdoor pool, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the terrace in this rental home to help you unwind.

How many vacation rentals are there in Cupecoy?

Expedia has 9 vacation rentals for your stay in Cupecoy.

What’s there to see and do in Cupecoy?

Get outdoors into nature at a spot like Cupecoy Beach, or visit other top attractions such as Maho Beach. Orient Bay Beach and American University of the Caribbean 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.