
Holiday houses in Cole Bay
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Top-rated holiday rentals in Cole Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

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.

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

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.

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

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

J-m house 2
Welcome to the “Friendly Island” of Sint Maarten, a Caribbean gem where the sun shines all year round and hospitality is a true tradition. Here, we welcome you to our elegant and harmonious guesthouse, thoughtfully designed for your comfort and well-being. From the moment you arrive, you’ll be charmed by the warm and soothing atmosphere. Every space has been carefully crafted, with everything you need to make you feel instantly at home.

Convenient, Near Airport, Free Parking + Security.
Cozy 1 bedroom apartment that is centrally located in a gated community in Cole Bay. This area is situated on the Dutch side of the island, but it is near the French side of the island. The apartment is 10 minute drive from the Princess Juliana International Airport. In the area, there is a small supermarket which is 1 minute walking distance and Lagoonies Bistro & Bar which is 2 minute walking distance from the apartment.

Stunning 2 BD Ocean View - Terraces Lt Bay
Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !

Royal Palm Hilton SXM
This beautiful 2-bedroom 2-bathroom condo is in the heart of Simpson Bay, located inside the Royal Palm Hilton Vacation Club, and offers full resort amenities including a swimming pool, direct beach access, and a gym. This fourth-floor units has dazzling sunset views. Wake up to the beautiful view and then head downstairs where all you have to do is choose between the beach or the pool.

Ocean sound new owner
Wake up to ocean views 🌊 in this cozy beachfront duplex in Grand Case 🏝️. Enjoy a bright living area, fully equipped kitchen, and a bedroom with a private terrace overlooking Anguilla 🇦🇮. Wi-Fi everywhere – even on the beach! Walk to top-rated restaurants 🍷 or nearby Friar’s & Happy Bay 🌿. Free parking 🚗. Perfect spot for relaxing, dining, and soaking up island charm ☀️.
Popular amenities for Cole Bay holiday rentals
Other great holiday rentals in Cole Bay

Sunrise Over St. Barths

Sea view terrace - Beachfront Studio

Breathtaking view, comfort & ideal location

Lovem

Beautiful Spacious Studio with spectacular view

Emerald Apt at Maho Beach

C352 - Top view with balcony

The Hideaway
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $280 AUD | $266 AUD | $266 AUD | $283 AUD | $233 AUD | $220 AUD | $215 AUD | $203 AUD | $192 AUD | $208 AUD | $213 AUD | $283 AUD |
| 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 |
Frequently Asked Questions
Are there Cole Bay vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 350 vacation homes with pools in Cole Bay, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Cole Bay?
Cole Bay has more than 180 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Serviced Apartment Rentals in Cole Bay?
Enhance your stay in our Serviced Apartment Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with wifi, over 20 homes with air conditioning, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do guesthouse rentals in Cole Bay have a kitchen?
Absolutely! We offer over 10 guesthouse rentals with a kitchen in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in serviced apartment rentals in Cole Bay?
Experience the best of Cole Bay with our serviced apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do villa rentals in Cole Bay have wifi?
Absolutely! We offer over 50 villa rentals with wifi in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
Do serviced apartment rentals in Cole Bay have free parking?
Absolutely! We offer over 20 serviced apartment rentals with free parking in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Cole Bay?
Yes! Work meets play with ease at over 210 vacation rentals in Cole Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Cole Bay?
Four-legged friends are welcome in Cole Bay. Choose from more than 50 vacation rentals for guests traveling with pets.
Do villa rentals in Cole Bay have air conditioning?
Absolutely! We offer over 50 villa rentals with air conditioning in Cole Bay. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Cole Bay

Total holiday rentals
Explore 500 holiday rentals in Cole Bay

Nightly prices starting at
Cole Bay holiday rentals start at $43 AUD per night before taxes and fees

Verified guest reviews
Over 5,950 verified reviews to help you choose

Family-friendly holiday rentals
180 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 50 rentals that welcome pets

Holiday rentals with a pool
380 properties feature pools

Rentals with dedicated workspaces
180 properties have a dedicated workspace

Wi-Fi availability
500 of Cole Bay holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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