
Beachfront holiday 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.

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.

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!

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

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

"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.

Gorgeous 2 Bdrm Ground Floor Beach Access
Great for Families!! ONLY feet from the beach! Our ground floor 2-bdrm 2 bath full kitchen step out of your door directly onto the beach, pool, swim up bar and restaurant. Walking distance to outstanding restaurants. Enjoy water sports On-site gym, restaurant free internet laundry facility 24 hour security parking. *Guests are charged $26.20 per day resort fee at The Hilton Royal Palm (pool,beach, gym usage, pool towel changes,and tax are all included resort fee)

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!

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

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.

"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 week Housekeeping Services

"Blue beach" On the beach with a AMAZING VIEW
" Blue beach "est un Appartement situé au deuxième étage dans une Résidence les pieds dans l'eau avec une vue exceptionnelle à 180° sur la mer des CARAÏBES et a un accès direct sur la plage de Grand Case. Proche du centre du village bien reconnu pour sa gastronomie , ainsi que de tous les commerces et de l'aéroport coté Français. Idéal pour un couple d'amoureux, entre amis ou pourquoi pas en famille .

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 beachfront rentals in Cole Bay
Pet-friendly beachfront home rentals

Waterfront "Bonjour" Beacon Hill St Maarten

2 Bedroom Duplex up to 5 guests right on the beach

"Black Pearl"

Beachfront/6 bdrs en-suite/Maid included (J)

Modern Apt in Beachfront residence - Hill view

Only Villa with private beach Beach Villa Cala Mar

1-BR Beach Front Ocean Condo

Sand and coconut palm studio
Beachfront home rentals with a pool

The Cliff in Cupecoy Beach HEAVEN!!!

Villa Belharra, amazing view

Villa close to the beach

Beachfront Paradise with Pool & Stunning Sunsets

NEW! Orient Bay's best view 2 bedrooms 2 bathrooms

Beacon Hill Hideaway Luxury Condo in Simpson Bay

Villa Bora Bora - Beach and Caribbean Sea

Sur Mer - Beachfront 3 bedroom on Simpson Bay
Private beachfront home rentals

VILLA I LOVE VIEW – Luxury villa with sea view

Le Papillon -Modern, beachfront, 550sq. ft terrace

Hamaka condo, a beachfront retreat on Simpson Bay

Jade-The rare pearl of Anse Marcel

TiLagon Apartment - Waterfront

ALMOND BLUE ...Pinel bay view - caribbean feeling

Turtles Nest Beach Resort - Beachfront 1 bedroom condo

Enjoy Stunning Sunsets Beachside 2 BR/2 Bath Condo
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $293 SGD | $198 SGD | $222 SGD | $244 SGD | $166 SGD | $166 SGD | $250 SGD | $118 SGD | $122 SGD | $250 SGD | $253 SGD | $303 SGD |
| Avg. temp | 26°C | 26°C | 26°C | 27°C | 28°C | 29°C | 29°C | 29°C | 29°C | 29°C | 28°C | 27°C |
Quick stats about beachfront rentals in Cole Bay

Total holiday rentals
Explore 40 holiday rentals in Cole Bay

Nightly prices starting at
Cole Bay holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 540 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Cole Bay holiday rentals include wifi 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!
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