Holiday Rentals in Cupecoy

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Our top choices for Cupecoy holiday 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 €431
includes taxes & fees
21 Apr - 22 Apr
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 €414
includes taxes & fees
21 Apr - 22 Apr
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 €131
includes taxes & fees
11 May - 12 May
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 €148
includes taxes & fees
6 May - 7 May
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 €256
includes taxes & fees
30 Apr - 1 May
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 €182
includes taxes & fees
30 Apr - 1 May
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 €331
includes taxes & fees
16 Apr - 17 Apr
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 €536
includes taxes & fees
21 Apr - 22 Apr
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 €1,438
includes taxes & fees
16 Apr - 17 Apr
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 €1,030
includes taxes & fees
17 Apr - 18 Apr
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 €1,009
includes taxes & fees
16 Apr - 17 Apr
Unusual night in catamaran with dinner

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
7.2 out of 10, Good, (54 reviews)
"Good rooms at a great location"
United States
Asheed
The price is €96
includes taxes & fees
15 Apr - 16 Apr
MIDTOWN MOTEL SXM

Philips Scott House Calinago

Philips Scott House Calinago
3.0 star property
Downtown Philipsburg
The price is €216
includes taxes & fees
15 Apr - 16 Apr
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 €87
includes taxes & fees
20 Apr - 21 Apr
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 €220
includes taxes & fees
6 May - 7 May
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 €160
includes taxes & fees
1 May - 2 May
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 €152
includes taxes & fees
15 Apr - 16 Apr
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 €80
includes taxes & fees
4 May - 5 May
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 €182
includes taxes & fees
17 Apr - 18 Apr
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 €116
includes taxes & fees
15 Apr - 16 Apr
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

Everything you need to know about Cupecoy holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cupecoy holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cupecoy holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cupecoy holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cupecoy holiday rentals we have selected for you start as low as €80 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cupecoy rentals

At Expedia, we put the best Cupecoy holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Cupecoy?

Yes, there are holiday rentals close to the most popular sights in Cupecoy, or you can select a more secluded 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 cafés and shopping during your trip.

What are some of the best holiday rentals that Cupecoy has to offer?

Philips Scott House Calinago: This holiday home rental outside of Cupecoy is in a shopping district, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience.

How many holiday rentals are there in Cupecoy?

Expedia has 10 holiday 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 wider area.

What’s a holiday rental in Cupecoy like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cupecoy. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for small groups.