Holiday Rentals in Cupecoy

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Our top choices for Cupecoy holiday rentals

The price is €181
includes taxes & fees
8 Feb - 9 Feb
Blue Topaz: Cozy Studio in the Heart of Maho Sint Maarten
10.0 out of 10, Exceptional, (1 review)
"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 €400
includes taxes & fees
14 Jan - 15 Jan
Beachfront Escape/Rainbow 2BR
8.0 out of 10, Very good, (2 reviews)
"Oleg was an outstanding host: quick response to questions and left the refrigerator fully stocked! The apartment is lovely with an excellent view and numerous amenities such as beach chairs and umbrellas, wine and beer, toiletries! Amazing! I would stay again in a heartbeat!!"
United States
Yvonne W.
Cozy studio in lovely St Maarten with WiFi, AC, fitness room
7.4 out of 10, Good, (3 reviews)
"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
7.4 out of 10, Good, (3 reviews)
"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.
The price is €383
includes taxes & fees
14 Jan - 15 Jan
Oceanside Escape at Rainbow Beach Club – Pools, Views & Private Beach Access
The price is €721
includes taxes & fees
14 Jan - 15 Jan
2BR Sunset Condo at Blue Mall – Near Maho
The price is €664
includes taxes & fees
27 Jan - 28 Jan
Rare Gem: 3-Bedroom with Direct Pool Access & Peloton Bike!
4.0 out of 10, (1 review)
"The spotlights in the bathroom were not all working, therefore the shower area was very dark. There was no cold water from the bathroom sink, it was very little. The stove top was not working so the food we bought wemt to waste. We contacted the owner multiple times through Watsapp, but he didn't answer although he read the msgs."
Canada
Mirna
Nouvelle Offre 6e Étage vue mer
10.0 out of 10, Exceptional, (2 reviews)
"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
14 Jan - 15 Jan
Tintamarre exclusive dinner and night at anchor
The price is €1,069
includes taxes & fees
15 Jan - 16 Jan
UNIQUE EXPERIENCE: OVERNIGHT ON A CATAMARAN WITH DINNER AND BREAKFAST INCLUDED
The price is €1,009
includes taxes & fees
14 Jan - 15 Jan
Unusual night in catamaran with dinner

Aparthotel in Simpson Bay

The Hills Residence
3.0 star property
8.4 out of 10, Very good, (68 reviews)
"Good location, walkable area, great views. "
United States
Tiffany
The Hills Residence
The price is €149
includes taxes & fees
18 Jan - 19 Jan
Charming studio with the beach at your feet & pool access
9.0 out of 10, Wonderful, (9 reviews)
"Great place to stay. Will definitely be staying again next year! "
United States
Kurt
The price is €87
includes taxes & fees
10 Feb - 11 Feb
Lovely room in a nice villa , close to Friars bay and happy bay

Aparthotel in Madame's Estate

July Apartments
3.0 star property
9.2 out of 10, Wonderful, (166 reviews)
"Room was clean. Staff was friendly. Location was close to shopping and restaurant with a taxi. "
United States
DANICA
July Apartments

Aparthotel in Simpson Bay

Simpson Bay Suites
3.5 star property
7.0 out of 10, Good, (131 reviews)
"It is 'value priced', has a convenient location and the AC works :) But be realistic in your expectations, this is not competing with the Hiltons and Morgans on the island. Great for an overnight layover. Huge rooms - Really it's a full sized apartment with all the amenities. "
United States
Roger
The price is €162
includes taxes & fees
16 Jan - 17 Jan
Simpson Bay Suites
10.0 out of 10, Exceptional, (2 reviews)
"Pierre’s place is clean, comfortable, quiet, perfectly located, and fully/thoughtfully equipped with all the amenities. He’s a caring and responsive yet unobtrusive host. Loved having a large, full-size refrigerator/freezer, grill, laundry machine & effective AC unit. Fast internet, local phone line, and smart tv w Netflix all great. Can’t wait to return & stay here again! "
United States
Mary Frances
The price is €130
includes taxes & fees
18 Jan - 19 Jan
Fully equipped apartment, ideal for remote work, 50 steps from the ocean.

Aparthotel in Downtown Philipsburg

MIDTOWN MOTEL SXM
2.5 star property
5.6 out of 10, (8 reviews)
"The worst hotel where i sleep. Horrible..."
United States
CHEKAOUI
The price is €79
includes taxes & fees
11 Feb - 12 Feb
MIDTOWN MOTEL SXM
10.0 out of 10, Exceptional, (1 review)
"Great communication from host. Had a warm welcome, easy check in and easy check out. Walkable to many restaurants and the harbor. View was a huge bonus. Great value if you need a centrally located place. "
United States
Andy K.
The price is €149
includes taxes & fees
28 Jan - 29 Jan
Charming studio with splendid Caribbean Sea view & pool/beach access
9.4 out of 10, Exceptional, (6 reviews)
""Appartement très bien équipé avec climatisation et wifi indispensables pour nous. La localisation avec la possibilité d''''aller à la plage d''''Orient bay à pied (ou à la piscine de la résidence juste à côté) est très agréable. Mais plus généralement l''''emplacement est très bien pour rayonner dans cette partie de l''''île. Il y a des supermarchés à 5 minutes en voiture. La vue n''''est pas sur l''''océan mais sur un étang à côté, du coup le balcon reste abrité même s''''il y a du vent et de...
France
Gérard B.
Charm and sea, large studio designed by architect
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 €162 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?

Novels Villa is a family-friendly home with the Caribbean Sea as your backyard.: This holiday home rental outside of Cupecoy is located on the beach, and has a patio, a BBQ and air conditioning to put you at ease 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.

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.