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Family-friendly holiday rentals in Cole Bay

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Cole Bay

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
Home in Cole Bay
4.92 out of 5 average rating, 12 reviews

Villa Kansha • Tranquil 3-BDR Island Escape

Designed to restore, Kansha is a 3-bdroom, 4-bath retreat blending island warmth with minimalist calm. Just minutes from beaches, dining, & attractions, it offers a peaceful escape for rejuvenation & reconnection. Its open & spacious layout connects indoor & outdoor spaces. Meditate in the Zen Den, unwind in lush gardens, or soak in the hot tub. “Kansha”, meaning gratitude, captures the essence of this home. Here, peace isn’t something you search for; it’s something you return to with gratitude.

Top guest favourite
The private patio features a saltwater pool with ocean views, complemented by lounge chairs and tropical plants. Soft clouds drift overhead, enhancing the serene atmosphere. Nearby, a dining area offers an inviting space for meals while overlooking the lush garden and the expansive sea.
Home in Cole Bay
4.81 out of 5 average rating, 21 reviews

Luxury Villa Turquoise Heaven in Pelican Key

Welcome to Villa Turquoise Heaven- Modern Luxury in Pelican Key, SXM Experience the pinnacle of Caribbean elegance at Villa Turquoise Heaven, the newest luxury villa in the exclusive Tepui Residence. Designed for relaxation and style, this modern retreat offers a seamless blend of indoor-outdoor living with unparalleled views of the turquoise Caribbean Sea. From waking up to the gentle sound of waves to savoring sunsets from your private infinity pool, Villa TH offers an unforgettable escape.

Top guest favourite
A panoramic view of turquoise waters showcases numerous boats anchored in the distance, framed by lush palm trees. A rainbow appears across the sky, adding a colorful touch to the serene coastal landscape.
Townhouse in Cole Bay
5 out of 5 average rating, 117 reviews

Hillside Beach Townhouse Simpson Bay

Dreaming of a gorgeous sunset, turquoise waters and enjoyable nightlife? Welcome to Simpson Bay Beach Front Townhouse where sunny memories are made! Less than 1 minute walking (50meters) from the beach and surrounded by bars and popular restaurants featuring local and international food, spas, shops and casinos! Next to Simpson Bay Beach Resort and Marina where you have departures to different islands with numerous boat charter activities. The location assures that you will have an awesome!

Guest favourite
Flat in Simpson Bay
4.93 out of 5 average rating, 140 reviews

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

Guest favourite
A serene swimming pool is depicted, showcasing clear blue water and a surrounding deck with vibrant turquoise railing. Palm trees and buildings with coastal views are visible in the background, framed against a bright sky.
Guest house in Sint Maarten
4.92 out of 5 average rating, 39 reviews

New! Apartment with pool and ocean view #2

Newly renovated apartment in complex with pool and ocean view. Ideally located in Pelican Key, next to the beach, restaurants, groceries, bars, casinos, clubs, Simpson Bay and close to the airport. This apartment, "Curacao" is part of a complex with 5 other independent apartments, with pool, garden, laundry with washer and dryer, private and free parking. You will enjoy this peaceful place ! Adults only ! Sint Maarten is currently experiencing some daily power outages

Top guest favourite
A serene beachfront view is presented through sliding glass doors, showcasing a private terrace with a small round table and two chairs. Palm trees gently sway in the breeze, framing the clear turquoise sea and sandy beach beyond.
Apartment in Marigot
4.96 out of 5 average rating, 139 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.

Superhost
A modern kitchen features bright red cabinetry and a well-organized layout. Stainless steel appliances are visible, including an oven and coffee maker. The refrigerator stands open, revealing a clean interior. A gray and white tiled backsplash adds subtle texture to the cooking area.
Flat in Cole Bay
4.79 out of 5 average rating, 57 reviews

1-Bedroom rental unit memory foam bed & free WiFi

Situated at the border between the Dutch and French Cultures of Philipsburg and Marigot, Diamond Gem Residence truly delivers luxurious yet affordable standards. We are within 10 minutes from the Princess Juliana International Airport and the main Simpson Bay strip. At the entrance of Diamond Hill, this Welcoming, Cozy and Friendly abode is your real oasis of relaxation. This studio has a unique charm of being cozy, enchanting (and intimate if you want) all at once.

Top guest favourite
A patio area is visible, featuring a private pool beside comfortable loungers, adorned with orange towels. A shaded dining space with a table is positioned near the water's edge, with picturesque views of the bay and surrounding landscape.
Villa in Cul-de-Sac
4.99 out of 5 average rating, 167 reviews

VILLA JADE 1: FEET IN THE WATER/POOL SUITE

VILLA JADE is located in the bay of "FRENCH CUL DE SAC". It is a beachfront complex consisting of 3 private villas. VILLA JADE 1 is a suite for 2 people with a private pool. The villas are quiet and private... your only view is the sea. The bay of "FRENCH CUL DE SAC" is 5 minutes from ORIENT BAY, touristy with restaurants, bars, water activities, but also a few minutes from GRAND CASE, our typical little village with gourmet restaurants by the sea....

Top guest favourite
An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.
Loft
4.99 out of 5 average rating, 180 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

Guest favourite
A modern living area features a comfortable gray sofa and a wooden dining table with two chairs. A decorative plant adds a touch of greenery. On the wall, a piece of artwork depicts an abstract scene, while a television is mounted on a white shelf across from the seating.
Flat in Cole Bay
4.83 out of 5 average rating, 126 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.

Top guest favourite
A private heated pool is featured at the edge of the terrace, offering views of the ocean and nearby islands. The clear blue water contrasts with the light-colored stone surrounding the pool, while lush greenery can be seen in the background against a clear sky.
Flat in Little Bay
4.99 out of 5 average rating, 168 reviews

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 !

Top guest favourite
A panoramic view captures the serene turquoise waters of Great Bay, framed by rolling hills and lush greenery. The horizon features a blend of clouds and sunlight, creating a tranquil coastal atmosphere. Cruise ships are subtly visible along the shoreline.
Villa in Little Bay
4.99 out of 5 average rating, 84 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.

Popular amenities for Cole Bay family-friendly rentals

When is the best time to visit Cole Bay?

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Avg. price£293£309£306£280£265£271£247£245£220£223£244£306
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Quick stats about holiday rentals that are family-friendly in Cole Bay

  • Total holiday rentals

    Explore 180 holiday rentals in Cole Bay

  • Nightly prices starting at

    Cole Bay holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 1,900 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    150 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wifi availability

    180 of Cole Bay holiday rentals include wifi 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!