
Family-friendly vacation rentals in Cole Bay
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Cole Bay

Total vacation rentals
Explore 180 vacation rentals in Cole Bay

Nightly prices starting at
Cole Bay vacation rentals start at G$14,640 GYD per night before taxes and fees

Verified guest reviews
Over 2,710 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Vacation rentals with a pool
150 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
180 of Cole Bay vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Cole Bay rentals

4.9 Average rating
Cole Bay stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Cole Bay
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Horizon (Apt3) – Sea & Pool View, Terrace
Stylish triplex with 3 bedrooms, all with sea and pool view. Located in Black Palm, an elegant residence of 7 apartments in Indigo Bay, a calm and exclusive neighborhood. Indigo Beach is just a 5-minute walk away. Enjoy the shared pool with sea view. Ideal for up to 5 guests: couples, friends or families looking for relaxation. - 5 minutes’ walk from Indigo Beach - 5 minutes’ drive from the nearest supermarket - Private parking on site - Concierge service available for any request.
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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
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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!
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"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.
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VILLA I LOVE VIEW – Luxury villa with sea view
Villa I LOVE VIEW is an oasis of tranquility – with its private pool (naturism possible), large terrace and luxurious kitchen area. Come and discover its view with multiple shades of blue while relaxing on the deckchairs by the pool with zen natural stone reflections Located in Cul de Sac, facing Saint Barth, Pinel Island and the Eastern Bay. Close to the most beautiful beaches of the island, restaurants, water sports, it is the ideal place for your vacation.
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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
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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.
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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.
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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 !
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Barefoot Villas GreatBay View in Hot Tub & Balcony
Wake up to stunning panoramic views of Philipsburg and Great Bay. Sip your morning coffee as cruise ships glide into port, all while soaking in the refreshing ocean breeze. This centrally located property puts you just minutes away from Philipsburg’s vibrant shopping scene, local supermarkets, restaurants, and some of the island’s best beaches.
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Apartment on the beach 2
Beach front apartment with beautiful ocean view and Simpson Bay beach is ready to welcome you! It is located in Simpson Bay, walking distance to the tourist area with many restaurants, bars, clubs, grocery store, spas, night clubs and much more!!! You’ll love my place because of the gorgeous view, the location and the ambiance.
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Spacious 3BR with Private Cozy Pool
This spacious 3-bedroom, 2.5-bathroom home with its own private pool is the perfect retreat for those seeking a luxurious yet cozy getaway. The home is centrally located Cole Bay. It sleeps up to 6 guests and features a private backyard, a fully equipped kitchen and a short drive to beaches, restaurants and supermarkets.
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Popular amenities for Cole Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Independent apartment at the bottom of the villa – Indigo Bay
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Top of the art penthouse
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Villa Bella sea view pool and jacuzzi 3 bedrooms
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Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
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Indigo Sweet
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Bungalow in the lowlands
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Sint Maarten La Terrasse Maho
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Panoramic View Terrace Infinity Pool Top Penthouse
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Family- and pet-friendly home rentals

Relaxing Hideaway w/ Great Views
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Coté Jardin 2 Large Studio
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Beachfront Loft in Grand Case - Sea View
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2 Bedroom Duplex up to 5 guests right on the beach
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Hillside Beach Townhouse Simpson Bay
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Le Petit Spot
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Villa Ocean - Indulge Yourself in Paradise
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Les Alysés - 2BR-private pool
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Family-friendly home rentals with a pool

Royal Palm Hilton SXM
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Ocean Dream Villa
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Beautiful 3 bedroom condo with a private pool
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Luxurious Hidden Pearl - Private Pool
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Villa Elysian in Indigo Bay
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AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.
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A heavenly Sint Maarten's retreat
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Sea view 3BR Spring Sea Villa w/ pool, St Maarten
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When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$88,887 GYD | G$89,933 GYD | G$89,933 GYD | G$89,933 GYD | G$83,450 GYD | G$78,430 GYD | G$69,018 GYD | G$68,600 GYD | G$61,698 GYD | G$62,535 GYD | G$68,391 GYD | G$85,750 GYD |
| 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 |
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