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Beachfront vacation rentals in Cole Bay

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Cole Bay

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

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Guest favorite
Home in Lowlands
5 out of 5 average rating, 7 reviews

Sunset 2BR 2BH House 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 minutes drive from MulletBay & Maho Beach It has a private plunge pool and a rooftop terrace with amazing lagoon views.

Top guest favorite
A panoramic view of turquoise waters showcases numerous boats anchored in the distance, framed by lush palm trees. A rainbow appears across the sky, adding a colorful touch to the serene coastal landscape.
Townhouse in Cole Bay
5 out of 5 average rating, 117 reviews

Hillside Beach Townhouse Simpson Bay

Dreaming of a gorgeous sunset, turquoise waters and enjoyable nightlife? Welcome to Simpson Bay Beach Front Townhouse where sunny memories are made! Less than 1 minute walking (50meters) from the beach and surrounded by bars and popular restaurants featuring local and international food, spas, shops and casinos! Next to Simpson Bay Beach Resort and Marina where you have departures to different islands with numerous boat charter activities. The location assures that you will have an awesome!

Guest favorite
A modern dining area features a white table surrounded by stylish black chairs. Large sliding glass doors open to a view of the sandy beach and turquoise waters, creating a seamless connection between indoor and outdoor spaces.
Condo in Baie Nettle
5 out of 5 average rating, 13 reviews

WHY NOT Splendid apartment right on the beach

Why Not Magnifique et design ! Situe front de mer, ce superbe appartement entierement refait a neuf se compose de 1 chambre , 1 salle d eau avec wc, sejour avec cuisine amenagee, et 1 grande terrasse face a la mer des Caraibes. couchages 2 a 4 personnes. Directement sur la plage, situé sur le côté français. WHY NOT fait partie de Nettle Bay Beach Club (NBBC) Résidence privée. L appartement dispose d'une connexion WiFi et Blue touth, et de la télévision par câble (français et anglais).

Top guest favorite
Apartment in Simpson Bay
5 out of 5 average rating, 230 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 favorite
Apartment in Simpson Bay
4.93 out of 5 average rating, 140 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 favorite
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.
Condo in Marigot
4.96 out of 5 average rating, 139 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.

Superhost
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
4.77 out of 5 average rating, 199 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 favorite
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, 180 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

Guest favorite
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, 147 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.

Superhost
Condo in Sint Maarten
4.83 out of 5 average rating, 6 reviews

2BR Sunset Condo at Blue Mall – Near Maho

Set on the 6th floor of Blue Mall in Cupecoy, Blue 614 is a bright, modern 2-bedroom retreat with open-plan living and a private, sunset-facing terrace. Arrive with ease via elevator and key-fob entry at the staffed front desk; garage and on-site parking available. Minutes to Mullet Bay and Cupecoy beaches, Maho dining, and the French border. Ideal for couples, friends, or business travelers seeking views, comfort, and convenience.

Guest favorite
A clear glass of champagne rests atop a woven placemat, beside a vibrant vase filled with pink flowers. In the background, a stunning view of turquoise waters and lush green hills can be seen under a partly cloudy sky.
Cottage in Sint Maarten
4.91 out of 5 average rating, 115 reviews

"La Vue SXM" Luxe "Villa La Vue" + Beach / Bar / Food

Located in private gated community Indigo Bay, minutes from beach. Villa has private infinity pool and is neighbored by large communal pool. Modern art déco 2 floor villa has 3 bedrooms, 3 full bathrooms, equipped kitchen, balcony, and terrace with ocean views. **Construction of new hotel began in Indigo Bay as of March 2025 which impacts the entire bay** Free : - Champagne on arrival - 1 Mid Housekeeping Services

Top guest favorite
Loft in Grand Case
4.93 out of 5 average rating, 121 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.

Popular amenities for Cole Bay beachfront rentals

When is the best time to visit Cole Bay?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$47,683 GYDG$32,207 GYDG$36,180 GYDG$39,736 GYDG$26,978 GYDG$26,978 GYDG$40,781 GYDG$19,240 GYDG$19,868 GYDG$40,781 GYDG$41,200 GYDG$49,356 GYD
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C29°C28°C27°C

Quick stats about beachfront rentals in Cole Bay

  • Total vacation rentals

    Explore 40 vacation rentals in Cole Bay

  • Nightly prices starting at

    Cole Bay vacation rentals start at G$16,731 GYD per night before taxes and fees

  • Verified guest reviews

    Over 540 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Cole Bay vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Cole Bay rentals

  • 4.8 Average rating

    Cole Bay stays are highly rated by guests—averaging 4.8 out of 5!