
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$14,634 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.

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.
Indoor spacesKitchenComfort
5.0 out of 5 average rating, 84 reviews
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.
KitchenIndoor spacesOutdoor spaces
4.81 out of 5 average rating, 103 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
FamilyIndoor spacesWalkability
5.0 out of 5 average rating, 254 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.
FamilyKitchenSleep quality
4.96 out of 5 average rating, 155 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
Indoor spacesFamilyCleanliness
5.0 out of 5 average rating, 202 reviews
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.
Indoor spacesKitchenCheck-in
4.86 out of 5 average rating, 159 reviews
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.
KitchenIndoor spacesAccess
4.85 out of 5 average rating, 158 reviews
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.
Indoor spacesFamilyGrill
4.93 out of 5 average rating, 67 reviews
Préstige - Luxurious 3 bedroom by the Beach
Nestled on the hills of Indigo Bay, Préstige is located midway between Philipsburg and the Simpson Bay touristic hangout. Préstige exudes relaxation the minute you walk through the door, elegant and distinguished! The 3-bedroom spacious residence sleeps six! Overlooking Indigo Beach with private swimming pool! Caribbean living, yours to enjoy!
KitchenIndoor spacesBeach
4.83 out of 5 average rating, 215 reviews
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.
FamilyKitchenTV
4.99 out of 5 average rating, 105 reviews
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.
FamilyIndoor spacesParking
5.0 out of 5 average rating, 61 reviews
Indigo Bay Villa Poolside - Ocean 14
Experience refined Caribbean living in this enchanting 2-bedroom villa, nestled within the exclusive Indigo Bay community of St. Maarten. This beautifully designed villa offers a perfect blend of comfort, style, and outdoor elegance, making it an ideal retreat for those seeking tranquility and luxury.
KitchenIndoor spacesSleep quality
4.96 out of 5 average rating, 113 reviewsPopular amenities for Cole Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Top of the art penthouse
KitchenFamilySleep quality
4.95 out of 5 average rating, 113 reviews
Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
FamilyIndoor spacesWalkability
4.91 out of 5 average rating, 259 reviews
Bungalow in the lowlands
Indoor spacesKitchenSleep quality
4.9 out of 5 average rating, 227 reviews
Villa Bella sea view pool and jacuzzi 3 bedrooms
FamilyIndoor spacesHiking
4.85 out of 5 average rating, 157 reviews
Sint Maarten La Terrasse Maho
Indoor spacesKitchenHot tub
4.95 out of 5 average rating, 143 reviews
Indigo Sweet
FamilyIndoor spacesSolo travel
4.93 out of 5 average rating, 211 reviews
The Perch - A unique jungle experience.
Indoor spacesKitchenHospitality
4.92 out of 5 average rating, 106 reviews
Panoramic View Terrace Infinity Pool Top Penthouse
Indoor spacesKitchenLaundry
4.91 out of 5 average rating, 141 reviewsFamily- and pet-friendly home rentals

Coté Jardin 2 Large Studio
FamilyIndoor spacesNearby
4.97 out of 5 average rating, 154 reviews
MYRIEL — Perfect Location/Nightlife/Beach
KitchenFamilyTV
4.82 out of 5 average rating, 233 reviews
Hillside Beach Townhouse Simpson Bay
KitchenFamilyView
5.0 out of 5 average rating, 126 reviews
Relaxing Hideaway w/ Great Views
KitchenIndoor spacesValue
4.89 out of 5 average rating, 104 reviews
Cozy apartment, private pool & terrace
KitchenIndoor spacesQuiet
4.93 out of 5 average rating, 121 reviews
2 Bedroom Duplex up to 5 guests right on the beach
KitchenIndoor spacesSleep quality
4.86 out of 5 average rating, 168 reviews
Beachfront Loft in Grand Case - Sea View
Indoor spacesKitchenWalkability
4.94 out of 5 average rating, 142 reviews
Les Alysés - 2BR-private pool
FamilyIndoor spacesPool
4.95 out of 5 average rating, 22 reviewsFamily-friendly home rentals with a pool

VILLA JADE 2: WATERFRONT SUITE/POOL
FamilyKitchenGetting around
4.99 out of 5 average rating, 160 reviews
Stunning Ocean View - 2 / 3 Brm Terraces Lt. Bay
KitchenIndoor spacesWifi
4.95 out of 5 average rating, 160 reviews
Beautiful 3 bedroom condo with a private pool
Indoor spacesFamilyView
5.0 out of 5 average rating, 5 reviews
A heavenly Sint Maarten's retreat
Indoor spacesFamilyComfort
4.7 out of 5 average rating, 46 reviews
Luxurious Hidden Pearl - Private Pool
KitchenIndoor spacesAccuracy
5.0 out of 5 average rating, 27 reviews
AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.
Indoor spacesLocationOutdoor spaces
4.83 out of 5 average rating, 18 reviews
Ocean Dream Villa
KitchenIndoor spacesNearby
4.93 out of 5 average rating, 73 reviews
Sol y Mar - Beachfront Penthouse with private pool
Indoor spacesKitchenNearby
5.0 out of 5 average rating, 18 reviewsWhen is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$88,850 GYD | G$89,895 GYD | G$89,895 GYD | G$89,895 GYD | G$83,414 GYD | G$78,397 GYD | G$68,989 GYD | G$68,571 GYD | G$61,672 GYD | G$62,509 GYD | G$68,362 GYD | G$85,714 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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