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Beachfront holiday rental in Cupecoy Beach

Find and book unique beachfront homes on Airbnb

Top-rated beachfront accommodation in Cupecoy Beach

Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

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Guest favourite
Home in Lowlands
4.88 out of 5 average rating, 24 reviews

Casa Rish-2BR 2.5BH TownHouse with pool in Cupecoy

This brand new gorgeous town house is located in the sought-after area of Cupecoy. Offering a perfect blend of comfort, convenience & Caribbean charm for a memorable stay. This house will bring your Caribbean dream vacation come true. It is walking distance to the Cupecoy beach. It has a private plunge pool and a rooftop terrace with great lagoon views. It is a Combination of charming and contemporary that fits perfectly to your weekend getaways, staycation, business trip or work from home.

Guest favourite
A spacious daybed is shaded by a wooden pergola, surrounded by vibrant greenery. The beach and ocean serve as a backdrop, with gentle waves lapping at the shore. Colorful cushions and a soft blanket add comfort, while a small Buddha statue creates a serene ambiance.
Condo in Simpson Bay
4.96 out of 5 average rating, 109 reviews

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

Guest favourite
Apartment in Cupecoy Beach
4.92 out of 5 average rating, 13 reviews

Ocean View Designer Renovated 2 B/2B in Cupecoy

First time being offered for rent. Just completed a five month gut renovation. All new floors, kitchen, baths & furnishings. Beautiful artwork. Complex is on the ocean w/2 oceanfront pools as well as a third pool & private beach.24 hour gated security w/parking. Furnished balcony with couch, table & chairs w/ water view. Both bedrooms have king-size beds & en-suite renovated bathrooms. 11 Ft ceilings. New side-by-side washer/dryer in unit. An outstanding value for this luxury accommodation.

Top Guest favourite
Apartment in Simpson Bay
5 out of 5 average rating, 249 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Guest favourite
A light-filled living space features a comfortable beige sofa set, complemented by natural wood accents. Large windows provide a view of the ocean, while a doorway opens to an outdoor space adorned with greenery. Simple decor enhances the tranquil atmosphere of the room.
Condo in Simpson Bay
4.95 out of 5 average rating, 104 reviews

Hamaka condo, a beachfront retreat on Simpson Bay

Escape to the ultimate beachfront retreat at Hamaka, a fully equipped condo recently renovated to offer the perfect private beach escape with easy walking distance access to restaurants, bars, and nightly entertainment in Simpson Bay, Saint-Martin. Experience waking up to the sound of the waves and having your morning drink to the sight of the endless shades of the ocean. At the end of your day, unwind and enjoy the magnificent sunsets that this beautiful island has to offer.

Guest favourite
Apartment in Cupecoy
5 out of 5 average rating, 6 reviews

B-704 Stunning one bedroom corner balcony

**Notice: Pool closed for renovations September 7–27, 2026. Beautiful Mullet Bay Beach is steps away, and all other amenities remain open.**<br><br>Welcome to our luxurious one-bedroom apartment, located on the seventh floor, offering panoramic golf and ocean views and a beautiful balcony. Prepare to immerse yourself in a world of opulence and tranquility, where every detail has been meticulously designed to create an extraordinary coastal retreat.<br><br>

Guest favourite
A spacious verandah features a comfortable seating area with a light-colored couch and a dark wicker coffee table. Lush greenery is displayed in a yellow planter, with panoramic views of the hills and bright blue sky in the background.
Home in Indigo Bay
4.79 out of 5 average rating, 215 reviews

La Pearle - Luxurious 1 Bedroom Condo By the Beach

Nestled on the hills of Indigo Bay, La Pearle is located midway between Philipsburg and the Simpson Bay touristic hang out. La Pearle exudes relaxation the minute you walk through the door! Awake to watching the Allure of the Seas make its way into the harbor. La Pearle, elegant, sophisticated and distinguished! The 1- bedroom spacious condo sleeps two! Experience luxury with a huge verandah overlooking the Indigo beach, Caribbean living, yours to enjoy!

Top Guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft in Marigot
4.99 out of 5 average rating, 197 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with lounge chairs, garden furniture, outdoor table and BBQ * Office area * 100 Mbps Wi-Fi * TV with thousands of channels from around the world * 250 m walk to Fort Louis de Marigot Marina * 5 min walk to Marigot city center with its restaurants, boutiques and other shops * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

Top Guest favourite
A spacious dining area features a wooden table set with a bowl of oranges. Natural light streams through large windows, illuminating the cozy seating area in the background. Green plants add vibrancy to the room, creating a welcoming, serene atmosphere.
Apartment in Lowlands
4.97 out of 5 average rating, 155 reviews

Cupecoy Garden Side 1

Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

Top Guest favourite
Loft in Grand Case
4.94 out of 5 average rating, 140 reviews

Beachfront Loft in Grand Case - Sea View

An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.

Superhost
Condo in Lowlands
5 out of 5 average rating, 5 reviews

Oceanfront Cupecoy Condo – 3 Pools & Beach Access

Welcome to Sunset Cove, an oceanfront 2-bedroom condo perched on the Cupecoy cliffs, where you wake up to turquoise Caribbean views. In the gated Rainbow Beach Club, enjoy three pools and a private staircase to secluded Cupecoy Beach. Two queen bedrooms, two full baths, full kitchen, in-unit laundry, and a breezy oceanview balcony. Minutes from Maho, Porto Cupecoy dining, and the airport. Sleeps 6.

Superhost
Home in Lowlands
4.92 out of 5 average rating, 25 reviews

SeaSun New Home with Private Pool and Generator

Experience contemporary island living at its finest in this brand-new 2-bedroom, 2.5-bath home, perfectly positioned in the prestigious Cupecoy Estates. Designed with style and comfort in mind, this private oasis blends sleek modern design with the relaxed charm of Sint Maarten’s Caribbean coast. Indulge in luxury, privacy, and pure Caribbean comfort—your Sint Maarten escape starts here.

Popular amenities for Cupecoy Beach beachfront rentals