1. Sint Maarten
  2. Lowlands
  3. Cupecoy
  4. Oceanfront Vacation Rentals

Discover Your Perfect Cupecoy Oceanfront Vacation Rentals

Cupecoy Oceanfront Vacation Rentals

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8.6 (4 Reviews)
Apartment
Cupecoy Beach Club
  • Air Conditioner
  • Pool
  • TV
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10.0 (1 Review)
Apartment
Beachfront luxury 2br condo
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
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9.7 (3 Reviews)
Apartment
Prive Loft
  • Air Conditioner
  • Parking
  • Pool
View Availability
More Top-Rated Oceanfront Vacation Rentals in Cupecoy Area

Why Choose Rent By Owner for your Cupecoy Oceanfront Vacation Rentals?

What makes our Oceanfront Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Cupecoy Oceanfront Vacation Rentals

Where are the best neighborhoods to stay in Cupecoy?

Choosing to stay in Cupecoy offers you access to a vibrant neighborhood known for its stunning coastline and upscale amenities, making it an ideal spot for enjoying beautiful ocean views. The nearby Lowlands area provides a relaxed atmosphere with convenient proximity to local dining and entertainment options, perfect for experiencing authentic Caribbean culture. Both neighborhoods are excellent choices if you're seeking reliable oceanfront rentals that combine comfort, convenience, and breathtaking scenery.

Maho

Situated close to the lively airport and renowned nightlife, this area offers convenient access to vibrant entertainment while still providing tranquil oceanfront rentals for a relaxing stay. Here, you can enjoy stunning sea views and easy proximity to the region's famous attractions.

View 461+ Rentals in Maho

Best Times to Visit Cupecoy

When should you plan your Oceanfront Vacation Rentals stay?

To make the most of your stay in this charming destination, consider visiting during the dry season from December to April when the weather is ideal for enjoying the stunning oceanfront rentals and exploring the region’s natural beauty.

Peak Season Highlights

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December to April

During these months, the region experiences its most popular time for visitors seeking sunny weather and warm ocean breezes, making this peak season ideal for your oceanfront rentals.

Average Temperature Daytime: around 82°F (28°C) - Nighttime: approximately 73°F (23°C)
spring
June to August

This summer period attracts travelers looking to enjoy consistent sunshine and lively beach activities, perfect for booking oceanfront accommodations here.

Average Temperature Daytime: about 88°F (31°C) - Nighttime: roughly 78°F (26°C)

Off-Season Highlights

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May and November

These shoulder months offer fewer visitors and more tranquil settings, providing an excellent opportunity to explore the area’s scenic oceanfront rentals in a peaceful atmosphere.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: approximately 75°F (24°C)
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September to October

Typically less crowded due to the tail end of the hurricane season, this is a good time to find deals on oceanfront rentals while enjoying calmer waters and relaxed surroundings.

Average Temperature Daytime: about 86°F (30°C) - Nighttime: roughly 76°F (24°C)

Weekly Weather Forecast for Cupecoy

How to Book Your Cupecoy Oceanfront Vacation Rentals

What's our booking process?

Our platform allows you to browse a curated selection of oceanfront vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Cupecoy

More Top-Rated Oceanfront Vacation Rentals in Cupecoy Area

Common Oceanfront Vacation Rentals Amenities

What amenities can you expect?

Our Oceanfront Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy private outdoor patios or balconies with stunning ocean views.
  • Relax by beautifully landscaped gardens or lush green spaces surrounding your rental.
  • Make use of outdoor swimming pools available at many properties in the area.
  • Take advantage of direct access to the nearby beaches for sunbathing and swimming.
  • Benefit from outdoor barbecues and grilling areas perfect for al fresco dining.
  • Leisurely stroll along scenic walking paths or oceanfront promenades.
  • Utilize on-site outdoor sports facilities such as tennis courts or volleyball courts when available.

Top Attractions Around Cupecoy

What attractions are nearby?

Within walking distance or a short drive from your oceanfront rentals, you can enjoy a variety of nearby activities, including relaxing on pristine beaches, exploring lively local markets, and discovering scenic coastal viewpoints that showcase the stunning natural beauty of this destination.

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Family Activities

  • Shoal Bay Beach: Relax and enjoy the pristine sands and calm waters, perfect for family picnics and gentle swimming right here in the area.
  • Butterfly Garden: Discover a vibrant collection of local butterflies and lush foliage, offering an educational and enjoyable experience for children and adults alike.
  • Marina Activities: Engage in family-friendly water sports such as snorkeling and paddleboarding at the nearby marina, making the most of the region’s stunning coastline.
  • Local Markets: Explore nearby markets filled with fresh produce, handmade crafts, and delicious local treats, ideal for family outings and cultural immersion.
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Adult Activities

  • Sailing and Yacht Tours: Experience the region's vibrant maritime culture by taking a sailing or yacht tour that offers stunning views of the Caribbean coastline right from your oceanfront rental.
  • Snorkeling and Diving Adventures: Discover the underwater beauty of the region with guided snorkeling or diving excursions, perfect for exploring colorful reefs just off the coast.
  • Golfing at Premier Courses: Enjoy a relaxing day on championship golf courses nearby, where lush greens and ocean breezes create ideal conditions for golf enthusiasts.
  • Relaxing Beach Days: Unwind on the pristine beaches of the area, soaking up the sun and appreciating the tranquil ocean views directly from your oceanfront rental.

Other Places to Stay in Cupecoy

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Cupecoy Beach
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Cupecoy Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Secure your oceanfront rental in Cupecoy early to ensure availability during peak seasons and to access the best amenities this destination offers.
  • Explore Local Dining: Take advantage of the area’s diverse culinary scene by visiting local restaurants and beachfront eateries to enjoy authentic flavors with stunning ocean views.
  • Make Use of Water Activities: Maximize your stay by engaging in water-based activities, such as snorkeling or paddleboarding, which are easily accessible from most Cupecoy oceanfront rentals.
  • Respect the Environment: Help preserve the natural beauty of this region by following eco-friendly practices, especially when enjoying the beaches and outdoor spaces near your Lowlands accommodation.

Transportation Options

  • Car Rentals: Renting a car offers the flexibility to explore the area and access your oceanfront rentals with ease, making it an ideal transportation option for visitors seeking convenience in this region.
  • Taxi Services: Taxis provide a reliable and quick way to navigate around here, especially if you prefer not to drive yourself while enjoying the scenic views of the coast.
  • Public Transportation: Local buses serve the area efficiently, giving you an affordable way to reach popular destinations without worrying about parking or traffic.
  • Airport Transfers: Private transfer services are available for seamless arrival and departure, ensuring you start and end your stay comfortably near your oceanfront rental here.

Local Customs Options

  • Respect for Local Traditions: Visitors are expected to honor the area's vibrant cultural heritage by participating appropriately in local festivities and customs.
  • Greeting Etiquette: A friendly nod or a warm "Bonjour" is customary when engaging with residents, reflecting the welcoming spirit of this destination.
  • Environmental Respect: It’s important to dispose of waste properly and avoid disturbing natural landscapes, ensuring the preservation of the region's pristine beaches and marine life.
  • Traditional Cuisine Appreciation: Sampling local dishes and understanding their significance offers a deeper connection to the area's rich culinary traditions.

Frequently Asked Questions About Cupecoy Oceanfront Rentals

1. What are the top Oceanfront Rentals in Cupecoy?

There are a lot of options in Cupecoy. If you plan on staying in the Cupecoy area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Oceanfront Rentals in Cupecoy:

2. How many Oceanfront Rentals are available in Cupecoy?

Currently, the total number of properties listed by RBO in 2026 is over 268 in the Cupecoy area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Oceanfront Rentals in Cupecoy. 

3. What is the cancellation policy for oceanfront rentals in this destination?

The cancellation policy varies depending on the specific property you choose. It’s recommended to review the listing details or contact the property owner directly to understand the terms, including refund eligibility and any applicable fees.

4. Are there any house rules I should be aware of when booking oceanfront accommodations here?

Yes, each property may have its own set of house rules regarding check-in times, smoking, pet policies, and noise restrictions. To ensure a smooth stay, review the house rules listed on the property page or reach out directly to the host for clarification.

5. How do I confirm and secure my booking for an oceanfront rental in this area?

You can confirm your reservation by following the booking process outlined on the listing. Some properties may require a deposit or full payment upfront. For any questions about the booking process or to ensure your reservation is secured, contact the property owner through the platform's messaging system.

6. What amenities are typically included with oceanfront rentals in this region?

Most properties offer essential amenities such as Wi-Fi, air conditioning, fully equipped kitchens, and outdoor spaces. Specific amenities vary by listing, so it’s best to check the detailed property description or contact the owner directly to confirm what’s included during your stay.

7. Is there a minimum stay requirement for oceanfront rentals in this destination?

Minimum stay requirements depend on the individual property and the time of year. You should review the property listing for specific details or inquire with the owner to understand any minimum night stays before confirming your reservation.

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More Top-Rated Oceanfront Vacation Rentals in Cupecoy Area