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

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.
The price is CA $83
CA $189 total
includes taxes & fees
Jul 21 - Jul 22
Aventura Residences

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.
The price is CA $142
CA $241 total
includes taxes & fees
Jul 17 - Jul 18
Cozy studio in lovely St Maarten with WiFi, AC, fitness room

Lowlands Condo-NearPrincessJulianaAirport-Beaches

Lowlands Condo-NearPrincessJulianaAirport-Beaches
Maho
10.0 out of 10, Exceptional, (1 review)
"We loved the Local. "
United States
Joel P.
The price is CA $154
CA $255 total
includes taxes & fees
Jul 16 - Jul 17
Lowlands Condo-NearPrincessJulianaAirport-Beaches

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
The price is CA $358
CA $650 total
includes taxes & fees
Jul 16 - Jul 17
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.
The price is CA $334
CA $619 total
includes taxes & fees
Jul 20 - Jul 21
Oceanfront Paradise: Luxurious Penthouse with Spectacular Pools and Peloton

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 $140
CA $239 total
includes taxes & fees
Jul 26 - Jul 27
Convenient studio close to airport, beaches and food

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.
The price is CA $269
CA $548 total
includes taxes & fees
Jul 18 - Jul 19
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.
The price is CA $478
CA $785 total
includes taxes & fees
Jul 16 - Jul 17
Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!

Appartement 1 Chambre face a l'ile de Pinel

Appartement 1 Chambre face a l'ile de Pinel
Cul-de-Sac
10.0 out of 10, Exceptional, (1 review)
"Responsive host. Apartment was very clean and modern and had everything we needed. Enjoyed the little patio outside too. Kids loved the big pool on the property as well. Would definitely recommend and stay again in the future."
United States
Philippe G.
The price is CA $103
CA $229 total
includes taxes & fees
Jul 28 - Jul 29
Appartement 1 Chambre face a l'ile de Pinel

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.
The price is CA $170
CA $212 total
includes taxes & fees
Jul 16 - Jul 17
The Castle f

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.
The price is CA $191
CA $235 total
includes taxes & fees
Jul 17 - Jul 18
The Castle ᴴ

The Castle ᴷ

The Castle ᴷ
Downtown Philipsburg
10.0 out of 10, Exceptional, (1 review)
The price is CA $170
CA $212 total
includes taxes & fees
Jul 16 - Jul 17
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.
The price is CA $170
CA $212 total
includes taxes & fees
Jul 17 - Jul 18
The Castle ᴶ

The Castle L - Twin Studio

The Castle L - Twin Studio
Downtown Philipsburg
The price is CA $170
CA $212 total
includes taxes & fees
Jul 18 - Jul 19
The Castle L - Twin Studio

The Castle ᴳ

The Castle ᴳ
Downtown Philipsburg
The price is CA $170
CA $212 total
includes taxes & fees
Jul 21 - Jul 22
The Castle ᴳ

Modern Cozy Condo - Central Location - Near Shops & Beaches

Modern Cozy Condo - Central Location - Near Shops & Beaches
St Martin
The price is CA $161
CA $254 total
includes taxes & fees
Jul 21 - Jul 22
Modern Cozy Condo - Central Location - Near Shops & Beaches

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.4 out of 10, Good, (66 reviews)
"All in all it was a great experience. Close to the beach. Clean environment. Kind staff"
United States
James
The price is CA $106
CA $131 total
includes taxes & fees
Jul 19 - Jul 20
MIDTOWN MOTEL SXM

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.0 out of 10, Wonderful, (248 reviews)
"Great stay"
United States
Drunisha
The price is CA $131
CA $138 total
includes taxes & fees
Jul 19 - Jul 20
July Apartments

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
The price is CA $105
CA $134 total
includes taxes & fees
Jul 15 - Jul 16
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

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: 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 10 vacation rentals for your stay in Cupecoy.

What’s there to see and do in Cupecoy?

Get outdoors into nature at a spot like Mullet Bay Beach, or visit other top attractions such as Maho Beach. 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.