
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 spacesKitchenCleanliness

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.
Indoor spacesKitchenBreakfast

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 spacesKitchenLaundry

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
Indoor spacesKitchenValue

"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.
KitchenFamilyCheckout

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 spacesFamilyTV

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 spacesFamilyValue

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.
KitchenIndoor spacesOutdoor spaces

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!
Indoor spacesFamilyWalkability

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.
FamilyIndoor spacesHospitality

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.
Indoor spacesFamilyView

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 spacesBeach
Popular amenities for Cole Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Top of the art penthouse
FamilyKitchenWalkability

Villa Bella sea view pool and jacuzzi 3 bedrooms
FamilyIndoor spacesWifi

Panoramic View Terrace Infinity Pool Top Penthouse
KitchenFamilyHospitality

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

Sint Maarten La Terrasse Maho
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Bungalow with lagoon-view hot tub
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Indigo Sweet
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The Perch - A unique jungle experience.
Indoor spacesKitchenAir conditioning
Family- and pet-friendly home rentals

Horizon (Apt3) – Sea & Pool View, Terrace
Indoor spacesKitchenAmenities

Relaxing Hideaway w/ Great Views
KitchenIndoor spacesNearby

Coté Jardin 2 Large Studio
FamilyIndoor spacesSleep quality

Beachfront Loft in Grand Case - Sea View
KitchenIndoor spacesNearby

2 Bedroom Duplex up to 5 guests right on the beach
KitchenIndoor spacesHeating

Designer 3BR House w Pool, Sunsets & Ocean Views
KitchenIndoor spacesBathroom

Les Alysés - 2BR-private pool
FamilyKitchenAmenities

Blue Palm Estate Townhouse w/ Ocean View
Indoor spacesFamilyOutdoor spaces
Family-friendly home rentals with a pool

Luxurious Hidden Pearl - Private Pool
Indoor spacesKitchenView

4 Bedroom Beachfront Condo with Private Pool D2.1
FamilyKitchenBeach

Ocean Dream Villa
Indoor spacesKitchenQuiet

Beachfront Royal Palm 1-BR
FamilyKitchenGetting around

Beautiful 3 bedroom condo with a private pool
FamilyIndoor spacesLocation

AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.
Indoor spacesCleanlinessLocation

Villa Indigo Dream, Indigo Bay SXM
Indoor spacesFamilyDecor

A heavenly Sint Maarten's retreat
Indoor spacesFamilyPool
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$88,896 GYD | G$89,942 GYD | G$89,942 GYD | G$89,942 GYD | G$83,458 GYD | G$78,438 GYD | G$69,025 GYD | G$68,607 GYD | G$61,704 GYD | G$62,541 GYD | G$68,398 GYD | G$85,759 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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