Holiday Rentals in Cupecoy

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Holiday Rentals in Cupecoy

Aventura Residences

Maho
9.8 out of 10, Exceptional, (13)
"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 €133
includes taxes & fees
21 Dec - 22 Dec
Aventura Residences

Convenient studio close to airport, beaches and food

Maho
10.0 out of 10, Exceptional, (24)
"Excellent stay enjoy this part of Sint Maarten.Studio was clean and in a great location."
Canada
Regis D.
The price is €133
includes taxes & fees
25 Dec - 26 Dec
Convenient studio close to airport, beaches and food

Beachfront Escape/Rainbow 2BR

Maho
10.0 out of 10, Exceptional, (1)
"The condo is beautiful with an exceptional view. The condo was very well furbished with everything I needed including cooking and kitchen equipment and utensils. The close proximity to the Market makes buying groceries very convenient and it is located in my favorite part of the island. Quiet but a short drive to both the French and the Dutch sides great beaches and hot spots although the pools and private beach at the property are amazing. Having a parking garage so your car is in the shade is...
United States
Tony R.
The price is €358
includes taxes & fees
29 Nov - 30 Nov
Beachfront Escape/Rainbow 2BR

Oceanside Escape at Rainbow Beach Club – Pools, Views & Private Beach Access

Maho
7.4 out of 10, Good, (3)
"Rooms were ok.When we asked owner to make repairs, he was responsive. There’s no bathrooms at any of the pools. "
United States
mark e.
Oceanside Escape at Rainbow Beach Club – Pools, Views & Private Beach Access

Luxury 3BR Penthouse W/ Huge Lagoon Pool

Maho
10.0 out of 10, Exceptional, (1)
"Absolutely beautiful condo! The management company is very accommodating and responsive. The location is great as well. A grocery store steps away and numerous restaurants, and walking distance to the beach. My teenage kids loved the pool. "
United States
Jamie H.
Luxury 3BR Penthouse W/ Huge Lagoon Pool

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

Maho
The price is €192
includes taxes & fees
3 Dec - 4 Dec
Cozy studio in lovely St Maarten with WiFi, AC, fitness room

Spacious Studio with Ocean View in your Private Terrace

Cupecoy
7.4 out of 10, Good, (3)
"We had an excellent stay. I'd definitely stay again."
United States
Kellie C.
Spacious Studio with Ocean View in your Private Terrace

Sunset Shores Escape at Rainbow Beach Club

Maho
8.0 out of 10, Very good, (1)
"Property was great! Very comfortable. Did not have gate access code for beach, blow dryer or any beach chairs which would have made experience much better. Very comfortable "
United States
Tricia B.
The price is €464
includes taxes & fees
30 Nov - 1 Dec
Sunset Shores Escape at Rainbow Beach Club

Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!

Maho
Beachside Retreat: Balcony, Pools, and Direct Ocean Access and Peloton!

* NEW LISTING* Oceanview 2BR-walking distance to Mullet bay Beach

Maho
7.4 out of 10, Good, (3)
"Impressive unit! Clean, comfortable beds, well stocked kitchen.. We enjoyed the area, the food venues and the Friendly atmosphere. Close to the store. Short walk to the Lovely Mullet Bay Beach. Thank you Stacey and Jonathan!"
United States
Judy E.
* NEW LISTING* Oceanview 2BR-walking distance to Mullet bay Beach

Happy Haven at Rainbow Beach Club

Maho
The price is €484
includes taxes & fees
30 Nov - 1 Dec
Happy Haven at Rainbow Beach Club

2BR Sunset Condo at Blue Mall – Near Maho

Maho
2BR Sunset Condo at Blue Mall – Near Maho

Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!

Maho
Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!

Tintamarre exclusive dinner and night at anchor

Grand-Case
10.0 out of 10, Exceptional, (2)
"Wow. We can’t say enough about this amazing experience. The hosts are wonderful. We were just on their fantastic boat for one night - the last night of our trip, but it was perfect. We had a sail out to Tintamarre, a pristine and beautiful little deserted (amd conservation protected) island. We snorkeled, had apps and Karim’s signature cocktail as the sun went down. Then Sophie served us a great dinner out on the deck of the boat, including her delicious homemade bread! We stargazed and slept...
United States
Sheri W.
The price is €2,188
includes taxes & fees
7 Dec - 8 Dec
Tintamarre exclusive dinner and night at anchor

Your half-day cruise with scenic Zephyr and water activities

Collectivité de Saint-Martin
The price is €1,438
includes taxes & fees
7 Dec - 8 Dec
Your half-day cruise with scenic Zephyr and water activities

Unusual night in catamaran with dinner

Grand-Case
The price is €1,009
includes taxes & fees
7 Dec - 8 Dec
Unusual night in catamaran with dinner

Hilton Vacation Club Royal Palm St. Maarten

4.0 star property
Simpson Bay
9.0 out of 10, Wonderful, (1155)
"Beautiful vacation "
Canada
alonzo
The price is €146
includes taxes & fees
17 Dec - 18 Dec
Hilton Vacation Club Royal Palm St. Maarten

MIDTOWN MOTEL SXM

3.0 star property
Downtown Philipsburg
The price is €88
includes taxes & fees
29 Nov - 30 Nov
MIDTOWN MOTEL SXM

July Apartments

3.0 star property
Madame's Estate
9.2 out of 10, Wonderful, (154)
"Amazing place. "
United States
Cristina
July Apartments

Simpson Bay Suites

3.5 star property
Simpson Bay
6.8 out of 10, (125)
"No issues. Staff were very welcoming and accommodating. Was a pleasant stay. "
United States
Sharmain
The price is €117
includes taxes & fees
1 Dec - 2 Dec
Simpson Bay Suites
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 €117 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?

DawnBeach Club 4 Bed/4Bath Villa With Swimming Pool, Beach and Resorts Access. : This holiday home rental outside of Cupecoy offers an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. Make the most of terrace in this rental home to help you unwind.

How many holiday rentals are there in Cupecoy?

Expedia has 9 holiday 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 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.