
Beachfront holiday rental in Cupecoy Beach
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Top-rated beachfront accommodation in Cupecoy Beach
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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
4.96 out of 5 average rating, 109 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
5.0 out of 5 average rating, 254 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.
4.95 out of 5 average rating, 106 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
4.93 out of 5 average rating, 159 reviews
"SeaBird" studio, feet in the water on the beach
The "SeaBird studio" is ideally located with a beautiful view of the Caribbean Sea and an idyllic beach just for you! It offers plenty of comfort and storage with refined and original decoration. The residence is perfectly secure with a large swimming pool and tropical garden. Everything is within walking distance: grocery store, local market, shops, traditional or gourmet restaurants, ferry station to other islands, etc... High-speed Wi-Fi and TV Europe and America.
4.96 out of 5 average rating, 155 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
5.0 out of 5 average rating, 59 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>
5.0 out of 5 average rating, 6 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!
4.79 out of 5 average rating, 221 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
5.0 out of 5 average rating, 202 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.
4.97 out of 5 average rating, 157 reviews
Holiday House-Beautiful Cupecoy
This bright apartment is perfectly located in sought-after area of Cupecoy, just 3 miles from Princess Juliana International Airport, Maho beach and is in walking distance to bars, restaurants, and grocery stores. Spend your day lounging by the pool, relaxing at the on-site bar and restaurant that offers a daily sumptuous cuisine with panoramic ocean views and sunsets that capture the colourful beauty of the Caribbean.
4.81 out of 5 average rating, 31 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.
4.94 out of 5 average rating, 142 reviewsPopular amenities for Cupecoy Beach beachfront rentals
Pet-friendly beachfront home rentals

1-BR Beach Front Ocean Condo
4.8 out of 5 average rating, 147 reviews
2 Bedroom Duplex up to 5 guests right on the beach
4.86 out of 5 average rating, 168 reviews
Modern studio apartment in Philipsburg
4.88 out of 5 average rating, 107 reviews
Hillside Beach Townhouse Simpson Bay
5.0 out of 5 average rating, 126 reviews
Luxury Elegant Apartment with Panoramic Sea Views
4.88 out of 5 average rating, 16 reviews
Beachfront Studio in Simpson Bay
5.0 out of 5 average rating, 14 reviews
Gorgeous Beachfront PENTHOUSE- Sunset Ocean Views!
4.93 out of 5 average rating, 74 reviews
SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay
4.77 out of 5 average rating, 154 reviewsBeachfront home rentals with a pool

Fun times ahead! Devine in You Cupecoy is calling.
4.9 out of 5 average rating, 60 reviews
Mullet Bay Suite 802 - Your luxury vacation in SXM
4.9 out of 5 average rating, 21 reviews
SeaSun New Home with Private Pool and Generator
4.93 out of 5 average rating, 30 reviews
B1401 @ Fourteen, luxurious & cosy 2 bed condo
5.0 out of 5 average rating, 28 reviews
Ocean View Designer Renovated 2 B/2B in Cupecoy
4.93 out of 5 average rating, 15 reviews
Paradiso - 2 bedroom Condo steps to Cupecoy Beach!
5.0 out of 5 average rating, 11 reviews
Luxury Bella Vista in Cupecoy with Private Pool
4.95 out of 5 average rating, 21 reviews
Private villa / beautiful View next to La Samanna
4.88 out of 5 average rating, 24 reviewsPrivate beachfront home rentals

OCEANFRONT Cupecoy Beach Club
4.79 out of 5 average rating, 43 reviews
New, a dream on the beach!
4.91 out of 5 average rating, 57 reviews
Villa Bora Bora - Beach and Caribbean Sea
5.0 out of 5 average rating, 34 reviews
Five Star Luxury Beachfront Condo Private Hot Tub
4.94 out of 5 average rating, 88 reviews
Palm Dream • Ocean View + Private Terrace
4.92 out of 5 average rating, 26 reviews
Freebird by the beach
4.96 out of 5 average rating, 25 reviews
Charming apartment on the beach, 1 or 2 bedrooms
5.0 out of 5 average rating, 77 reviews
Sea view • Private pool • Happy Bay within walking distance
5.0 out of 5 average rating, 5 reviewsDestinations to explore
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- Pet-friendly rentals Cupecoy Beach
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- Beachfront rentals Sint Maarten





