Cupecoy holiday rentals

We found 3,237 holiday rentals — enter your dates for availability
Discover a selection of 122 apartments, 57 villas and other holiday rentals in Cupecoy that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday homes have the best amenities for spending time at your holiday home, which might include cable TV and a washer and dryer. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

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Take in the beachside beauty of Cupecoy

The beaches and other outdoor surroundings create an inviting atmosphere in Cupecoy. Revered for its restaurants, shopping and sporting events, this city is both romantic and walkable. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in and around Cupecoy

Do you want to find top things to see and do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Cupecoy a fun place to get away to. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Aurora International Golf Club (8.9 mi / 14.3 km)
  • Mullet Bay Golf (1 mi / 1.5 km)

Exploring the natural landscape of Cupecoy

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Cupecoy. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Maho Beach (1.2 mi / 1.9 km)
  • Mullet Bay Beach (0.5 mi / 0.7 km)
  • Mullet Bay (0.6 mi / 0.9 km)
  • Maho Bay (1.2 mi / 1.9 km)
  • Simpson Bay Beach (1.6 mi / 2.6 km)
  • St. Martin Beaches (1.7 mi / 2.7 km)

Seasonal weather averages in Cupecoy

If you're planning a holiday around warm-weather activities, September, August, October and July are the hottest months to visit, when temperatures average 28°C.

Transport to and around Cupecoy

The nearest airport is in Philipsburg (SXM-Princess Juliana Intl.), located 1.5 mi (2.4 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Grand Case (SFG-L'Esperance), which is 6.6 mi (10.6 km) away.

Frequently asked questions

What is the best area to stay in Cupecoy when booking a holiday rental?
When considering a holiday rental in Cupecoy, Sint Maarten, the best area to stay would likely be close to the beachfront, where you can enjoy the stunning views of the Caribbean Sea. This neighbourhood is renowned for its vibrant setting, with a range of properties available, from luxury villas to more modest apartments. Cupecoy is particularly appealing due to its proximity to some of the island's top attractions, including the beautiful Cupecoy Beach, which offers a tranquil setting for sunbathing and swimming.Additionally, the area is known for its lively dining scene, with a number of excellent restaurants and cafes nearby, great for sampling local cuisine. Another highlight is the proximity to the Mullet Bay Beach, a short drive away, which is popular for its crystal-clear waters and great snorkelling opportunities.
When is the best time to visit Cupecoy for a holiday rental?
The best time to visit Cupecoy for a holiday rental is in December, when the island is bustling with activity and the weather is at its finest. This month marks the beginning of the peak tourist season, which runs from July to September, yet December offers a unique charm as visitors flock to enjoy the festive atmosphere and stunning beaches.During December, you can expect pleasant temperatures averaging around 25 to 30 degrees Celsius, superb for sunbathing, swimming, and indulging in water sports. The clear skies provide ideal conditions for outdoor activities, making it a great time to explore Cupecoy's beautiful coastline or relax at the beach.If you're looking for a more budget-friendly option, October is a fantastic time to consider. While it falls outside of the main tourist season, it still boasts lovely weather. This quieter month allows you to enjoy the serene beauty of Cupecoy without the crowds, making it superb for those who prefer a more laid-back holiday experience.
What are the top attractions in Cupecoy?
In Cupecoy, Sint Maarten, visitors can enjoy a variety of attractions centred around its stunning natural beauty and vibrant setting. The beautiful Cupecoy Beach is a highlight, offering pristine sands and clear waters superb for sunbathing and swimming. Nearby, the striking cliffs provide a picturesque backdrop for those looking to explore or take photographs.The area is also known for its upscale dining and nightlife options, with several restaurants and beach bars providing delicious cuisine and refreshing cocktails, all within walking distance of holiday rentals. For those interested in shopping, the Maho Village is just a short drive away, featuring a range of shops, boutiques, and entertainment options.Moreover, Cupecoy is conveniently located near the famous Maho Beach, where visitors can witness the thrilling sight of planes landing just above the beach, adding a great experience to their stay.
Are all fees included in the Cupecoy holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Cupecoy holiday homes with parking?
Stayz offers a wide selection of holiday homes in Cupecoy with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Cupecoy holiday homes?
You can find great discounts on holiday homes in Cupecoy on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Cupecoy holiday home booking on Stayz?
To find Cupecoy holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Cupecoy?
A long-stay holiday home in Cupecoy is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Cupecoy holiday home?
Book your Cupecoy holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Cupecoy?
Prices for holiday homes in Cupecoy vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Cupecoy to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.