
Waterfront holiday rentals in Cole Bay
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Cole Bay

Total holiday rentals
Explore 80 holiday rentals in Cole Bay

Nightly prices starting at
Cole Bay holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,420 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 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!
Top-rated waterfront rentals in Cole Bay
Guests agree: these waterfront rentals 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...
4.84 out of 5 average rating, 104 reviews
VILLA I LOVE VIEW - villa luxe avec vue mer
Villa I LOVE VIEW est une oasis de tranquillité – avec sa piscine privative (naturisme possible), sa grande terrasse et son espace de cuisine luxueux. Venez découvrir sa vue aux multiples nuances de bleues en vous relaxant sur les transats au bord de la piscine aux reflets pierres naturelles zen Située à Cul de Sac, face à Saint Barth , l'ilet Pinel et la Baie Orientale. A proximité des plus belles plages de l'ile, restaurants, divertissements nautiques, c'est le lieu idéal pour vos vacances.
5.0 out of 5 average rating, 110 reviews
The Loft at Simpson Bay Yacht Club
Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.
5.0 out of 5 average rating, 84 reviews
Modern Oceanview 2-Bedroom Condo on Mullet Bay
Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included
4.9 out of 5 average rating, 155 reviews
Lilly's Beach
This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. Apartment with modern amenities and comforts. A perfect vacation spot ! Back up system installed to insure electricity.
4.95 out of 5 average rating, 247 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
5.0 out of 5 average rating, 202 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
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, 157 reviews
4 Bedroom Beachfront Condo with Private Pool D2.1
Welcome to Kim Sha Beach Front apartment where amazing memories are made! Location is our shining spot! Just mins walking to the beach and located in the busiest area! Surrounded by bars and popular restaurants with local and international food, spas, shops and casinos! Walking distance to Simpson Bay Marina where you have departures to different islands with numerous boat charter and water sports activities. The location assures that you will have an unforgettable holiday!
4.97 out of 5 average rating, 29 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
Serenity Seascape | 2BR Retreat, 270° Oceanviews
Wake up to a jaw-dropping panoramic view of the Caribbean Sea from this chic oceanfront gem in Point Blanche! Bask in 270° views, picture-perfect sunrises, and views of St. Barths from your own private terrace. The space features modern coastal interiors and hotel-quality bathrooms, blending luxury with cliffside serenity. Located just five minutes from Philipsburg, it offers easy access to beaches, restaurants, and shopping while preserving tranquility.
5.0 out of 5 average rating, 11 reviewsPopular amenities for waterfront rentals in Cole Bay
Waterfront apartment rentals

Top of the art penthouse
4.95 out of 5 average rating, 113 reviews
Amazing "Colosseo" duplex ocean view
4.93 out of 5 average rating, 138 reviews
Unmatched Oceanfront Living in Grand Case
4.89 out of 5 average rating, 28 reviews
Aman_Aria
4.98 out of 5 average rating, 47 reviews
Vitamin sea 2
5.0 out of 5 average rating, 29 reviews
Modern Indigo Bay Studio 3 Min Walk To Beach
4.98 out of 5 average rating, 51 reviews
Serenity bay - vue sur lagon
4.92 out of 5 average rating, 38 reviews
Beachfront Royal Palm 1-BR
4.86 out of 5 average rating, 37 reviewsWaterfront house rentals

ALMOND BLUE ...Pinel bay view - caribbean feeling
4.89 out of 5 average rating, 100 reviews
Les matins bleus piscine superbe vue
4.9 out of 5 average rating, 104 reviews
Villa Josefa SXM · Ocean View Above Friar’s Bay
5.0 out of 5 average rating, 29 reviews
Villa ELIOS 2BR SeaView
5.0 out of 5 average rating, 6 reviews
Teresa’s Ocean Paradise
4.96 out of 5 average rating, 77 reviews
Vue mer paradisiaque - Piscine privée - Friars Bay
5.0 out of 5 average rating, 22 reviews
La plus belle vue de l'ile !
5.0 out of 5 average rating, 33 reviews
Villa Pandora
4.95 out of 5 average rating, 38 reviewsWaterfront apartment rentals

Studio «SeaBird» les pieds dans l’eau sur la plage
4.96 out of 5 average rating, 155 reviews
Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
4.91 out of 5 average rating, 259 reviews
2 Bedroom Duplex up to 5 guests right on the beach
4.86 out of 5 average rating, 168 reviews
Green Lemon - A Seaside Garden
4.95 out of 5 average rating, 106 reviews
Tropical Charm - Beach Private Access
4.82 out of 5 average rating, 119 reviews
SBYC chez Teddy
4.75 out of 5 average rating, 4 reviews
CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub
4.96 out of 5 average rating, 55 reviews
Sur Mer - Beachfront 3 bedroom on Simpson Bay
4.92 out of 5 average rating, 26 reviewsWhen is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $385 SGD | $392 SGD | $449 SGD | $444 SGD | $382 SGD | $357 SGD | $382 SGD | $319 SGD | $304 SGD | $319 SGD | $351 SGD | $447 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 |
Destinations to explore
- Pet-friendly rentals Cole Bay
- Beachfront rentals Cole Bay
- Rentals with a hot tub Cole Bay
- Rentals with pools Cole Bay
- Rentals with beach access Cole Bay
- Apartment rentals Cole Bay
- House rentals Cole Bay
- Luxury rentals Cole Bay
- Villa rentals Cole Bay
- Family-friendly rentals Cole Bay
- Flat rentals Cole Bay
- Serviced apartment rentals Cole Bay
- Waterfront rentals Sint Maarten





