
Beachfront vacation 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.

2 BR 2 BA beachfront, amazing view, beach access
Wake up early on your first morning, brew a fresh cup of coffee, walk out onto the front patio overlooking a spectacular panoramic oceanview of turquoise clear-blue water lapping gently onto the white sandy shore. Then walk downstairs, through our private access directly onto the beach. Feel the soft white sand under your feet, scrunch your toes in it :). This is a dream come true for you, you worked hard to be here, smile inwardly, live in the moment, it is paradise, own it, you deserve this...
4.83 out of 5 average rating, 102 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
4.96 out of 5 average rating, 109 reviews
Fun times ahead! Devine in You Cupecoy is calling.
Welcome to your beach front getaway, pack your swim suit! You will enjoy top beaches, Mullet Bay, amazing ocean views and beautiful sunsets. Truly one of the best locations on the island. Step inside and discover a haven of comfort, where plush furnishings invite relaxation. Both bedrooms boast unique, Caribbean-infused decor with a modern twist. Enjoy unparalleled access to three pools, an outdoor shower, private beach, garage parking, and 24-hour security, tailored to enhance your well-being.
4.9 out of 5 average rating, 59 reviews
Apartment on the beach
Let this tranquil, centrally located, 1 bedroom apartment become your home away from home. This beachfront property is located on the BEST and WIDEST stretch of Simpson Bay beach with gentle waves and no rocks, which makes it a perfect spot for swimming. Although this property is tucked away, and there are never many people on this part of the beach, it is in a heart of Simposn Bay. Simpson Bay beach offers one of the longest stretches of uninterrupted sandy, white coastline on Sint Maarten.
4.89 out of 5 average rating, 246 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, 252 reviews
Simpson bay beach, spacious, beautiful views!
Amazing spacious 3 bedroom, 2 bathroom apartment with awesome location in the heart of Simpson Bay. location, location, location in the middle of it all. Right across the 2.5 mile beautiful Simpson Bay Beach, it is not directly on the beach but 25 steps away. All the beach necessities are there to enjoy, beachchairs, snorkeling gear, fishing rod and even 2 kayaks. You can walk to many nearby restaurants, grocery stores and other shops. Public transportation is also steps away.
5.0 out of 5 average rating, 156 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, 157 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, 58 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
4.99 out of 5 average rating, 199 reviews
Cupecoy Côté Jardin 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
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, 141 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, 146 reviews
"SeaBird" studio, feet in the water on the beach
4.96 out of 5 average rating, 153 reviews
Hillside Beach Townhouse Simpson Bay
5.0 out of 5 average rating, 126 reviews
Modern studio apartment in Philipsburg
4.88 out of 5 average rating, 107 reviews
Beachfront Studio in Simpson Bay
5.0 out of 5 average rating, 14 reviews
Luxury Elegant Apartment with Panoramic Sea Views
4.88 out of 5 average rating, 16 reviews
Villa Ocean - Indulge Yourself in Paradise
4.95 out of 5 average rating, 81 reviews
Gorgeous Beachfront PENTHOUSE- Sunset Ocean Views!
4.93 out of 5 average rating, 72 reviewsBeachfront home rentals with a pool

VILLA I LOVE VIEW – Luxury villa with sea view
5.0 out of 5 average rating, 109 reviews
Oceanfront w Pool | Maho Beach area
4.8 out of 5 average rating, 191 reviews
Holiday House-Beautiful Cupecoy
4.8 out of 5 average rating, 30 reviews
Penthouse Dominick
5.0 out of 5 average rating, 22 reviews
The Cupecoy Beach Club Hideaway - Newly renovated
4.89 out of 5 average rating, 19 reviews
B-704 Stunning one bedroom corner balcony
5.0 out of 5 average rating, 6 reviews
Ocean View Designer Renovated 2 B/2B in Cupecoy
4.93 out of 5 average rating, 15 reviews
B1401 @ Fourteen, luxurious & cosy 2 bed condo
5.0 out of 5 average rating, 28 reviewsPrivate beachfront home rentals

Le Papillon -Modern, beachfront, 550sq. ft terrace
5.0 out of 5 average rating, 53 reviews
OCEANFRONT Cupecoy Beach Club
4.79 out of 5 average rating, 42 reviews
Modern 2 bedroom luxury beachside villa with pool
4.87 out of 5 average rating, 86 reviews
Beachside Escape
4.97 out of 5 average rating, 29 reviews
Love beach loft
4.95 out of 5 average rating, 40 reviews
Private villa / beautiful View next to La Samanna
4.88 out of 5 average rating, 24 reviews
New ! Mullet Escape, walking to Mullet Bay Beach
4.93 out of 5 average rating, 14 reviews
Paradiso - 2 bedroom Condo steps to Cupecoy Beach!
5.0 out of 5 average rating, 11 reviewsDestinations to explore
- Rentals with pools Cupecoy Beach
- Luxury rentals Cupecoy Beach
- Condo rentals Cupecoy Beach
- Apartment rentals Cupecoy Beach
- Rentals with beach access Cupecoy Beach
- House rentals Cupecoy Beach
- Rentals with a hot tub Cupecoy Beach
- Rentals with a sauna Cupecoy Beach
- Pet-friendly rentals Cupecoy Beach
- Family-friendly rentals Cupecoy Beach
- Waterfront rentals Cupecoy Beach
- Villa rentals Cupecoy Beach
- Beachfront rentals Sint Maarten





