Cupecoy Vacation Rentals

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Our top choices for Cupecoy vacation rentals

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
Jul 3 - Jul 4
Total with taxes and fees
Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!

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, (5 reviews)
"Beautiful space, great location, communicative host. Would definitely recommend and would love to stay again. "
United States
Kara K.
$436 nightly
The price is $436
Jul 1 - Jul 2
Total with taxes and fees
Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton

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.
$140 nightly
The price is $140
Jul 20 - Jul 21
Total with taxes and fees
Aventura Residences

Convenient studio close to airport, beaches and food

Convenient studio close to airport, beaches and food
Maho
10.0 out of 10, Exceptional, (29 reviews)
"Wonderful stay"
Netherlands
john bracebridge w.
$171 nightly
The price is $171
Jun 25 - Jun 26
Total with taxes and fees
Convenient studio close to airport, beaches and food

Cozy studio in lovely St Maarten with WiFi, AC, fitness room

Cozy studio in lovely St Maarten with WiFi, AC, fitness room
Maho
8.0 out of 10, Very Good, (3 reviews)
"Large Studio with privacy diviser overlooking the pool and bar. Plenty of amenities including 5 beach chairs, umbrellas. Some food, coffee and condiments."
Canada
Donald D.
$171 nightly
The price is $171
Jun 26 - Jun 27
Total with taxes and fees
Cozy studio in lovely St Maarten with WiFi, AC, fitness room

All-Inclusive Promotion: AUC September Term Student's 1 BR Fully-furnished, Wifi

All-Inclusive Promotion: AUC September Term Student's 1 BR Fully-furnished, Wifi
Maho
$132 nightly
The price is $132
Jul 4 - Jul 5
Total with taxes and fees
All-Inclusive Promotion: AUC September Term Student's 1 BR Fully-furnished, Wifi

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.
$387 nightly
The price is $387
Jun 26 - Jun 27
Total with taxes and fees
Oceanside Escape at Rainbow Beach Club – Pools, Views & Private Beach Access

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
Jun 29 - Jun 30
Total with taxes and fees
Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
Grand-Case
$975 nightly
The price is $1,010
Jul 6 - Jul 7
Total with taxes and fees
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
$140 nightly
The price is $150
Jun 25 - Jun 26
Total with taxes and fees
The Castle ᴷ

The Castle ᴶ

The Castle ᴶ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
"Host was welcoming and the apartment was very clean and inviting. We will Definitely stay here again when we come back. "
United States
Neil C.
$140 nightly
The price is $150
Jun 25 - Jun 26
Total with taxes and fees
The Castle ᴶ

The Castle f

The Castle f
Downtown Philipsburg
8.0 out of 10, Very Good, (1 review)
"After a bit of confusion about checking in, we arrived and after that everything was great. It was a surprise to find the window was onto a corridor, but the air con was good so no need to open a window, and also helped to make the room quiet."
United Kingdom
Pat R.
$140 nightly
The price is $150
Jun 25 - Jun 26
Total with taxes and fees
The Castle f

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (63 reviews)
"Good rooms at a great location"
United States
Asheed
$75 nightly
The price is $79
Jun 29 - Jun 30
Total with taxes and fees
MIDTOWN MOTEL SXM

The Castle ᴴ

The Castle ᴴ
Downtown Philipsburg
8.0 out of 10, Very Good, (2 reviews)
"Absolutely great place to stay. Only downside is there is a bird that treats her 2 AM and then a rooster from about 5 AM to 9 AM so make sure you bring your earplugs."
United States
Denise W.
$155 nightly
The price is $166
Jun 25 - Jun 26
Total with taxes and fees
The Castle ᴴ

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (245 reviews)
"Great stay"
United States
Drunisha
$78 nightly
The price is $82
Jun 25 - Jun 26
Total with taxes and fees
July Apartments

The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
$140 nightly
The price is $150
Jun 25 - Jun 26
Total with taxes and fees
The Castle L - Twin Studio

Hillside Penthouse

Hillside Penthouse
South Reward
10.0 out of 10, Exceptional, (3 reviews)
"Home away from home "
United States
Trevayne
$133 nightly
The price is $133
Jun 25 - Jun 26
Total with taxes and fees
Hillside Penthouse

The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
$140 nightly
The price is $150
Jun 25 - Jun 26
Total with taxes and fees
The Castle ᴳ

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, (1,245 reviews)
"Great staff.. Great location..Great property"
United States
Wilbert
$155 nightly
The price is $162
Jul 18 - Jul 19
Total with taxes and fees
Hilton Vacation Club Royal Palm St. Maarten

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
$94 nightly
The price is $94
Jun 25 - Jun 26
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 $79 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: This vacation home rental near Cupecoy 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 Casino Royale 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.