Cupecoy Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Cupecoy

The Hotel Porto Cupecoy

3.5 star property
9.6 out of 10, Exceptional, (32)
"Great and safe property. Big rooms"
The price is AU$785
includes taxes & fees
25 Nov - 26 Nov
The Hotel Porto Cupecoy

Beautiful Ocean Front Resort/New appliance/Breathtaking View/Private Beach!

10.0 out of 10, Exceptional, (75)
"We koved the quoet location and beautiful views. The beach chairs and towels were greatly appreciated. "
Beautiful Ocean Front Resort/New appliance/Breathtaking View/Private Beach!

Beach Front Villa in cupecoy

9.6 out of 10, Exceptional, (52)
"Please book. You won’t be disappointed. The villa is extremely private and safe with an incredible and indescribable view, yet we really weren’t far from anything (ie amazing beaches, well stocked grocery stores). It has been nicely updated and has all the “extras”. The nearby beaches like Mullet Bay and Simpson Bay were our favorites. The organic grocery store is a short walk away and very well stocked and well priced with fresh meats, produce, and liquor). Many restaurants were closed for...
Beach Front Villa in cupecoy

6th- Floor Luxury Condo on the Beach - The CLIFF - Resort with Spa & Restaurant

10.0 out of 10, Exceptional, (31)
"We enjoyed the condo and the views were spectacular. The pool was not crowded and had ample chairs and views of the ocean. Location was great for restaurants. The condo needed some attention. The TV in the living room did not work, the kitchen had minimal supplies and a lack of spoons. The sliding doors did not lock properly on one balcony. We had to wait several days to get an additional key. All minor inconveniences but for the rental price could easily be fixed. We would stay there...
6th- Floor Luxury Condo on the Beach - The CLIFF - Resort with Spa & Restaurant

The CLIFF - Upscale beachfront property / Spa - Restaurant

9.8 out of 10, Exceptional, (57)
"We traveled in November 2024 as a party of four adults. The property complex was amazing. "The Cliff" is located in a quiet and safe neighbourhood with a couple of grocery stores and small restaurants within walking distance. There is an upscale restaurant onsite, however, we did not dine there. The infinity pool was fantastic and the immaculate grounds were constantly being maintained. Some days it was as if the entire facility was ours alone. Friendly front desk staff made for an easy...
The CLIFF - Upscale beachfront property / Spa - Restaurant

NEW STUNNING VILLA, VILLA SONRISA, BEACHFRONT_OCEAN VIEW

9.8 out of 10, Exceptional, (48)
"Great stay"
NEW STUNNING VILLA, VILLA SONRISA, BEACHFRONT_OCEAN VIEW

Ocean Front Walkout with Incredible Sunset Views

9.8 out of 10, Exceptional, (35)
"Great spot for romantic getaway. Especially for walking. Go north or south to beaches, resteraunts, and grocery store nearby. Loved north beach which was tricky to get to but worth the effort for secluded white sand beach which was our favorite on the island."
Ocean Front Walkout with Incredible Sunset Views

Fourteen at Mullet Bay

3.5 star property
9.6 out of 10, Exceptional, (175)
"The property is well kept, staff are nice"
Fourteen at Mullet Bay

Dawn Beach Club Resort Sint Maarten

4.0 star property
8.6 out of 10, Excellent, (14)
"Nice property, but far away from the airport and party area"
The price is AU$1,290
includes taxes & fees
30 Nov - 1 Dec
Dawn Beach Club Resort Sint Maarten

Mullet Bay Suites: Your Luxury Stay Awaits

4.0 star property
10.0 out of 10, Exceptional, (65)
"Great property management "
The price is AU$458
includes taxes & fees
18 Dec - 19 Dec
Mullet Bay Suites: Your Luxury Stay Awaits

July Apartments

3.0 star property
9.0 out of 10, Wonderful, (83)
"Front desk staff was very knowledgeable and helpful. "
The price is AU$191
includes taxes & fees
8 Dec - 9 Dec
July Apartments

Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!

10.0 out of 10, Exceptional, (13)
"Great place!"
Villa Little Paradise - BIG DISCOUNT MARCH - APRIL !!

The Horny Toad Guesthouse

3.0 star property
9.4 out of 10, Exceptional, (51)
"Deb & Doug are accommodating and great to talk to to get ideas of things to do. Perfect place to stay!"
The price is AU$342
includes taxes & fees
25 Nov - 26 Nov
The Horny Toad Guesthouse

condostmaarten by the sea -Adults Only-

4.0 star property
8.8 out of 10, Excellent, (3)
"Lovely property and incredible view! Our host, Bruno, was great. I highly recommend a stay here. You will not be disappointed!!! Excellent!"
The price is AU$400
includes taxes & fees
25 Nov - 26 Nov
condostmaarten by the sea -Adults Only-

Simpson Bay Suites

3.5 star property
6.8 out of 10, (104)
"They are very accommodating 👍"
The price is AU$233
includes taxes & fees
25 Nov - 26 Nov
Simpson Bay Suites

Villa Bahia Blue - Four Bedroom Villa, Sleeps 8

10.0 out of 10, Exceptional, (12)
"2 familes each with 2 kids had a great time. Very close to baie rouge. Pool was nice. Hot tub water seemed bad so we didnt use it. Housekeeper and concierge were really nice. Rented a car and drove all over the small island. Would recommend and would stay again"
Villa Bahia Blue - Four Bedroom Villa, Sleeps 8

One Hundred Million Dollar Yacht On Land 5 star Villa Namaste with Generator

9.8 out of 10, Exceptional, (67)
""We had an incredible stay at Villa Namaste! The property is gorgeous, with every room beautifully appointed. The view from the patio is breathtaking—worth every penny. Sitting in the infinity edge pool, looking out over the bluest Caribbean waters while watching mega yachts sail by, was a highlight of our days. The villa is also conveniently located close to many cool restaurants, some even within walking distance, which was perfect for our evenings out. The staff, particularly Olive and...
One Hundred Million Dollar Yacht On Land 5 star Villa Namaste with Generator

Tradewinds at Simpson Bay

3.5 star property
8.8 out of 10, Excellent, (11)
"It’s beautiful and all the restaurants are across the way! "
Tradewinds at Simpson Bay

Oceanfront amazing 2 bedrooms Condo

9.8 out of 10, Exceptional, (50)
"Spacious condo style unit with secure parking spot (huge benefit). Rooftop pool where you can see the planes taking off was a highlight for our son. TIP: Double check with property manager address prior to arriving. What was sent on our VRBO confirmation was a little confusing based on the address labeling."
Oceanfront amazing 2 bedrooms Condo

FantaSea beachfront, Survived the hurricane, low low prices take advantage!

9.8 out of 10, Exceptional, (54)
"Pros: Check in process was easy. The house had a great layout and easy for entertaining. There were plenty of pool towels. The house felt secure. The dining room table had plenty of seating. 10 pool lounge chairs available (more than the 8 listed). Things I would want to know: The photos do not accurately reflect the current state of the property. New living room furniture (seats 6 – 8). Turn the alcove furniture around to make more seating. There is no outdoor table anymore (2 picnic table). ...
FantaSea beachfront, Survived the hurricane, low low prices take advantage!
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.
Don't see what you're looking for?
See all available properties in Cupecoy
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Cupecoy you may be interested in

Sapphire Beach Club Resort

3.0 star property
6.8 out of 10, (512)
"Friendly staff and room was nice"
The price is AU$169
includes taxes & fees
26 Nov - 27 Nov
Sapphire Beach Club Resort

The Hotel Porto Cupecoy

3.5 star property
9.6 out of 10, Exceptional, (32)
"Great and safe property. Big rooms"
The price is AU$785
includes taxes & fees
25 Nov - 26 Nov
The Hotel Porto Cupecoy

Beautiful Ocean Front Resort/New appliance/Breathtaking View/Private Beach!

10.0 out of 10, Exceptional, (75)
"We koved the quoet location and beautiful views. The beach chairs and towels were greatly appreciated. "
Beautiful Ocean Front Resort/New appliance/Breathtaking View/Private Beach!
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Amazing 7 Bedroom 5 Bath Villa Beachfront Private Pool : This holiday home rental outside of Cupecoy is located on the beach, and has an outdoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 7 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 16 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.