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Beachfront holiday rentals in Cupecoy Beach

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Cupecoy Beach

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

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Top 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.
Apartment in Simpson Bay
4.97 out of 5 average rating, 100 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

Superhost
Home in Lowlands
4.86 out of 5 average rating, 7 reviews

Luxury Bella Vista in Cupecoy with Private Pool

This Brand New Luxurious town house is perfectly located in the sought after area of Cupecoy. Offering a perfect blend of comfort, convenience & Caribbean charm for a memorable stay that fits perfectly to your weekend getaways, staycation, or work from home This house will bring your Caribbean dream vacation come true. It is walking distance to the Cupecoy beach and just 5 min. drive from MulletBay & Maho Beach It has a private pool, huge patio and a rooftop terrace with amazing lagoon views.

Top guest favourite
A serene beachfront view is presented through sliding glass doors, showcasing a private terrace with a small round table and two chairs. Palm trees gently sway in the breeze, framing the clear turquoise sea and sandy beach beyond.
Apartment in Marigot
4.96 out of 5 average rating, 144 reviews

Studio «SeaBird» les pieds dans l’eau sur la plage

Le « studio SeaBird » est idéalement situé avec une vue magnifique sur la mer Caraïbes et une plage idyllique rien que pour vous! Il offre beaucoup de confort et de rangement avec une décoration raffinée et originale. La résidence est parfaitement sécurisée avec une grande piscine et jardin tropical. Tout est accessible à pied: épicerie, marché local, boutiques, restaurants traditionnels ou gastronomiques, gare maritime vers les autres îles, etc... Wifi haut débit et télé Europe et Amérique.

Guest favourite
The living area features floor-to-ceiling windows offering panoramic views of the lagoon and mountains. A comfortable blue sofa is complemented by textured cushions, with a cozy brown armchair nearby. A round table sits in the center, showcasing a remote control and decorative elements.
Flat in Lowlands
5 out of 5 average rating, 79 reviews

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

For an unforgettable stay in paradise, choose our beautifully furnished 2 bedroom, 2.5 bathroom condo, with its panoramic breathtaking view over Mullet Bay beach, the golf court and the lagoon. Located on the 17th floor of Fourteen in Mullet Bay, with direct access to the beach. Enjoy the tranquility and great comfort offered, while being 5 minutes away from the airport, with several restaurants, bars, casinos and shops close by. Everything was carefully thought to exceed your expectations.

Guest favourite
An outdoor space features a private pool surrounded by lounge chairs and a dining area with a large table. Palms sway gently in the breeze, framing views of the turquoise waters and lush hills. The deck is paved with light-colored tiles, enhancing the serene atmosphere.
Villa in Cul-de-Sac
4.95 out of 5 average rating, 128 reviews

VILLA JADE3: 2 CHAMBRES & PISCINE PIEDS DANS L'EAU

VILLA JADE est un complexe de 3 villas , les pieds dans l'eau. VILLA JADE 3, notre villa 2 chambres est située dans la Baie de Cul de Sac, face à l'Ilet PINEL et la réserve naturelle aux eaux turquoises. La vie y est paisible, sorties kayaks, farniente, BBQ ... Vous êtes à 5 minutes de la fabuleuse Baie Orientale, ses restaurants, bars et activités nautiques... Les 3 villas sont mitoyennes mais très intimes et calmes, votre unique vue est la mer....votre unique but est de " profiter"......

Guest favourite
Flat
4.85 out of 5 average rating, 13 reviews

Modern Oceanfront Apartment Cupecoy, Sint Maarten

Newly refurbished in 2025, 70 m² apartment located on the third floor of Sapphire Beach Resort. Great panoramic ocean views, large private balcony, Deluxe king-size bedroom; convertible queen-size sofa bed Modern bathroom with shower Fully equipped kitchen, Air conditioning, two TVs, safe deposit box Outdoor pool, fitness center, small beachfront area. Free WiFi 5 minutes to Mullet Bay Beach ; 10 minutes to International Airport Walking distance to supermarkets, restaurants, casino

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
4.99 out of 5 average rating, 186 reviews

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Top guest favourite
Flat in Simpson Bay
5 out of 5 average rating, 239 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
Flat in Simpson Bay
4.93 out of 5 average rating, 146 reviews

Le Petit Paradis - Beachfront 1 Bedroom Apartment

"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation. Hope to invite you soon in our Paradise, Elodie

Top guest favourite
An inviting infinity pool is positioned adjacent to the shoreline, offering unobstructed views of the Caribbean Sea. Lush palm trees frame the scene, while the sun reflects off the water's surface, creating a serene atmosphere. The surrounding terrace features natural stone tiles.
Apartment in Lowlands
5 out of 5 average rating, 51 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

THE CLIFF A Gorgeous Condo with Beautiful Caribbean Ocean Views! A Luxurious and newly built oceanfront condominium with Beautiful ocean views on the 2nd floor giving you the feeling of having a villa on the beach. This Condo Boasts Luxury with 1500 sq feet of living space. The Kitchen is fully equipped with stainless steel appliance with full utensils to prepare your meals. There is a separate laundry room with a washer and dryer. The Photo is my Daughter Victoria

Superhost
A view from the balcony showcases the sparkling ocean, with a rainbow arc illuminating the water. Below, one of the community pools is framed by loungers and lush greenery. A champagne bucket sits on the table, inviting leisurely relaxation.
Apartment in Lowlands
4.87 out of 5 average rating, 46 reviews

Enjoy Stunning Sunsets Beachside 2 BR/2 Bath Condo

Rainbows away! If you're looking for a getaway close to the turquoise blue water beaches of Cupecoy that is perfect for families, then this condo at Rainbow Beach Club is ideal. Your unique balcony view from the condo is one of a kind. The picture below is one of three community pools sitting directly above an ocean cliff, an extensive private beach, and a secret cave accessible by a famed spiral staircase. This place has EVERYTHING you could need or want.

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
4.78 out of 5 average rating, 208 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!

Popular amenities for beachfront rentals in Cupecoy Beach