
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$14,642 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.

Villa Ocean - Indulge Yourself in Paradise
A three-bedroom, two-bathroom beauty overlooking beach/vast views of the ocean in Indigo Bay. Sunset viewing on the deck, private pool or down to the beach 10 min by walking. 10 min to airport, night life, other popular beaches. Close to town. groceries, restaurants. All the bedrooms have a view of beach and the ocean. There is free wireless internet, TV, air conditioning, a dishwasher, refrigerator, microwave, wine refrigerator, coffee maker, washer dryer, outdoor gas grill and private parking.
Indoor spacesFamilyComfort

Endless Views @ Acqua Bleu
Nestled in the heart of Saint Martin, Acqua Bleu offers breathtaking views of turquoise waters and pristine beaches. You'll have direct access to some of the most gorgeous spots on the island, ensuring endless fun in the sun. You’ll enjoy access to various amenities, including a fully equipped kitchen, spacious living areas, a refreshing swimming pool, and much more! Acqua Bleu features two king bedrooms, each accompanied by a private bathroom. Get ready to enjoy a truly rejuvenating vacation!
FamilyIndoor spacesCleanliness

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 spacesKitchenHot tub

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.
KitchenFamilyCheckout

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.
HospitalityValueView

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
KitchenIndoor spacesAmenities

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 spacesFamilyComfort

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 !
Indoor spacesKitchenAccess

Independent apartment at the bottom of the villa – Indigo Bay
The Villa Stella apartment welcomes you in a unique setting with spectacular views of the Caribbean Sea. Located in a 24-hour secure residence, tranquility awaits. You will be just an 8-minute walk to Indigo Bay Beach and close to shops and restaurants in the Dutch side. Composed of 2 bedrooms and 2 bathrooms, you can relax in the pool/jacuzzi overlooking the bay.
Indoor spacesFamilyView

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.
FamilyKitchenAccess

202 Cole Bay Oasis, Where Serenity Meets Adventure
Cole Bay Oasis stands out as a serene getaway that combines relaxation, adventure, and cultural experiences. property has no pool. we are 12 minutes from the nearest beach. Our units are fully furnished with all essentials. Our goal is to ensure we accommodate you with all your requests, once we are able. Safe travels!
KitchenIndoor spacesHospitality

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.
Indoor spacesKitchenBeach
Popular amenities for Cole Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Villa Bella sea view pool and jacuzzi 3 bedrooms
KitchenIndoor spacesWifi

Sint Maarten La Terrasse Maho
KitchenFamilyValue

Indigo Sweet
Indoor spacesFamilyHot tub

Top of the art penthouse
KitchenFamilyCleanliness

Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub
FamilyKitchenCleanliness

Panoramic View Terrace Infinity Pool Top Penthouse
Indoor spacesKitchenBathroom

The Perch - A unique jungle experience.
Indoor spacesFamilyLocation

Slowlife - Villa Wellness 4 beds
KitchenIndoor spacesBeach
Family- and pet-friendly home rentals

Relaxing Hideaway w/ Great Views
KitchenFamilyAmenities

Coté Jardin 2 Large Studio
KitchenFamilyLaundry

"SeaBird" studio, feet in the water on the beach
FamilyIndoor spacesCheckout

Modern studio apartment in Philipsburg
Indoor spacesKitchenQuiet

MYRIEL — Perfect Location/Nightlife/Beach
FamilyIndoor spacesLayout

Beachfront Loft in Grand Case - Sea View
KitchenIndoor spacesHospitality

Le Petit Spot
KitchenIndoor spacesSleep quality

Designer 3BR House w Pool, Sunsets & Ocean Views
KitchenFamilyGrill
Family-friendly home rentals with a pool

Préstige - Luxurious 3 bedroom by the Beach
FamilyIndoor spacesTV

Cozy studio in a great location.
AccessAmenitiesNearby

Luxurious Hidden Pearl - Private Pool
Indoor spacesKitchenHospitality

Ocean View Villa Little Bay
Indoor spacesFamilyPool

Villa ELIOS 2BR SeaView
ViewQuietCondition

Sunny Marina Residence
Indoor spacesKitchenComfort

Modern 3BR with Private Pool
Indoor spacesKitchenCheckout

4 Bedroom Beachfront Condo with Private Pool D2.1
Indoor spacesKitchenGetting around
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$88,897 GYD | G$89,943 GYD | G$89,943 GYD | G$89,943 GYD | G$83,459 GYD | G$78,439 GYD | G$69,026 GYD | G$68,608 GYD | G$61,705 GYD | G$62,542 GYD | G$68,399 GYD | G$85,760 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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