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
The price is CA $381
CA $674 total
includes taxes & fees
Apr 14 - Apr 15
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, (4 reviews)
"Beautiful space, great location, communicative host. Would definitely recommend and would love to stay again. "
United States
Kara K.
The price is CA $397
CA $684 total
includes taxes & fees
Apr 21 - Apr 22
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.
The price is CA $104
CA $208 total
includes taxes & fees
May 11 - May 12
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)
"The location is in a little village with bars and restaurants. About 5-10 minutes from the airport. The unit is not as updated and some of the couch’s d chairs can be cleaned but it’s quiet, functional with excellent hosts. "
United States
Jennifer
The price is CA $137
CA $235 total
includes taxes & fees
Apr 20 - Apr 21
Convenient studio close to airport, beaches and food

Spacious Studio with Ocean View in your Private Terrace

Spacious Studio with Ocean View in your Private Terrace
Cupecoy
7.4 out of 10, Good, (3 reviews)
"We had an excellent stay. I'd definitely stay again."
United States
Kellie C.
The price is CA $249
CA $414 total
includes taxes & fees
Apr 30 - May 1
Spacious Studio with Ocean View in your Private Terrace

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 $194
CA $300 total
includes taxes & fees
Apr 30 - May 1
Cozy studio in lovely St Maarten with WiFi, AC, fitness room

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 $263
CA $538 total
includes taxes & fees
Apr 14 - Apr 15
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 $545
CA $861 total
includes taxes & fees
May 9 - May 10
Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!

Your half-day cruise with scenic Zephyr and water activities

Your half-day cruise with scenic Zephyr and water activities
Collectivité de Saint-Martin
The price is CA $2,333
CA $2,333 total
includes taxes & fees
Apr 14 - Apr 15
Your half-day cruise with scenic Zephyr and water activities

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

UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
Grand-Case
The price is CA $1,428
CA $1,688 total
includes taxes & fees
Apr 16 - Apr 17
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED

Unusual night in catamaran with dinner

Unusual night in catamaran with dinner
Grand-Case
The price is CA $1,637
CA $1,637 total
includes taxes & fees
Apr 14 - Apr 15
Unusual night in catamaran with dinner

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.0 out of 10, Good, (52 reviews)
"Good rooms at a great location"
United States
Asheed
The price is CA $118
CA $145 total
includes taxes & fees
Apr 15 - Apr 16
MIDTOWN MOTEL SXM

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is CA $235
CA $352 total
includes taxes & fees
Apr 16 - Apr 17
Philips Scott House Calinago

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 $135 total
includes taxes & fees
Apr 20 - Apr 21
Lovely room in a nice villa , close to Friars bay and happy bay

Hillside Penthouse

Hillside Penthouse
South Reward
10.0 out of 10, Exceptional, (2 reviews)
"The host was very welcoming and kind. The apartment was very clean, it has very large bedrooms, kitchen and living room space. I will definitely book this place again on my next trip to St. Maarten. "
Canada
Diana M.
The price is CA $169
CA $348 total
includes taxes & fees
May 6 - May 7
Hillside Penthouse

Charming studio with the beach at your feet & pool access

Charming studio with the beach at your feet & pool access
Marigot
10.0 out of 10, Exceptional, (1 review)
"Everything was great"
Canada
Brad W.
The price is CA $168
CA $204 total
includes taxes & fees
May 1 - May 2
Charming studio with the beach at your feet & pool access

Studio Charma Soualiga à Orient Bay

Studio Charma Soualiga à Orient Bay
Collectivité de Saint-Martin
9.6 out of 10, Exceptional, (4 reviews)
"The place is small (but we knew that coming in) but well appointed and in great shape. Fantastic location!"
United States
William S.
The price is CA $124
CA $241 total
includes taxes & fees
Apr 15 - Apr 16
Studio Charma Soualiga à Orient Bay

July Apartments

July Apartments
3.0 star property
Madame's Estate
9.2 out of 10, Wonderful, (228 reviews)
"Friendly and helpful staff, very clean environment. You get value for your money, I'll definitely stay there again 💯 "
United States
Irma
The price is CA $125
CA $131 total
includes taxes & fees
Apr 23 - Apr 24
July Apartments

Quiet cozy flat in the centre of the island.

Quiet cozy flat in the centre of the island.
Weymouth Hill, Sint Maarten
7.0 out of 10, Good, (4 reviews)
"Large. Great views, welcoming. Just the internet doesn’t work very well."
Canada
Aayan S.
The price is CA $221
CA $300 total
includes taxes & fees
Apr 15 - Apr 16
Quiet cozy flat in the centre of the island.

The Hill Top Cottage

The Hill Top Cottage
Collectivity of Saint Martin
10.0 out of 10, Exceptional, (1 review)
"Getting up the hill was tough in a small car but everything else was great, especially the hosts!"
Canada
Ian
The price is CA $146
CA $181 total
includes taxes & fees
Apr 14 - Apr 15
The Hill Top Cottage
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.

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?

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.