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Family-friendly holiday rentals in Cole Bay

Find and book unique family-friendly homes on Airbnb

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 $120 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,710 verified reviews to help you choose

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    180 of Cole Bay holiday 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.

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Top Guest favourite
A spacious bedroom is showcased with a large bed featuring neutral-toned linens. A panoramic window offers stunning views of the ocean and coastline, framed by soft drapes. A bedside table holds a lamp, and a television is positioned across the room, enhancing the modern decor.
Home in Upper Prince's Quarter
4.99 out of 5 average rating, 104 reviews

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!

Top Guest favourite
Apartment in Simpson Bay
5 out of 5 average rating, 247 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

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, 176 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 in Marigot
4.99 out of 5 average rating, 196 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.
Apartment in Cole Bay
4.86 out of 5 average rating, 154 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.

Guest favourite
A private pool is set in a serene outdoor area, surrounded by lush greenery and palm trees. The pool features a tiled edge, with a wooden tray holding tropical fruits floating in the clear water. A spacious lawn complements the inviting atmosphere.
Villa in Indigo bay, Sint Maarten
4.95 out of 5 average rating, 64 reviews

Ocean Dream Villa

Indulge in luxury at a two-bedroom villa in Indigo Bay, Sint Maarten. Enjoy modern elegance, a private pool, and ocean views. Relax indoors or outdoors, savor gourmet meals, and unwind under starlit skies. Luxurious bedrooms offer ocean vistas. Whether for romance or family, this villa promises a memorable Caribbean escape at Ocean Dream, where luxury meets natural beauty. Book now for an extraordinary island retreat.

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.
Apartment in Little Bay
4.99 out of 5 average rating, 183 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 !

Guest favourite
The living area features modern furnishings, including a light gray sofa and an accent chair. A round wooden coffee table sits on a soft area rug. A unique light fixture adds a touch of style against the dark blue accent wall, while a plant brings a hint of nature.
Home in Cole Bay
4.94 out of 5 average rating, 79 reviews

Modern 3BR with Private Pool

Escape to this modern 3-bedroom, 2.5 bath retreat with own private pool on a tropical island paradise. Each bedroom features comfortable beds and quality linens. The open-concept living area includes a fully equipped kitchen, comfortable living room, and dining area. Just a short drive from the beach, restaurants, and shops. Special long term rates available. Just send an inquiry to discuss further!

Guest favourite
A private pool is positioned beside a dining area, featuring a table with seating for six. The space is framed by large windows that offer views of surrounding mountains and the nearby town. Light filters through overhead slats, creating a pattern across the floor.
Home in Philipsburg
4.94 out of 5 average rating, 18 reviews

Bahia - Villa 3

The Bahia Villas are located in the heart of Simpson Bay. If you're looking to have you're own private villa but want to be on walking distance to our beautiful beaches and bars and restaurants this is just the place to stay. With 3 bedrooms and 2.5 bath you can either share the villa with family or friends up to 6 guests per Villa. Or decide to have a romantic getaway.

Guest favourite
An inviting outdoor space features a private pool surrounded by lush greenery and sea views. Comfortable lounge chairs are positioned nearby, providing a serene spot to relax. Sunlight reflects off the water's surface, creating a tranquil atmosphere.
Apartment in Indigo bay
4.93 out of 5 average rating, 134 reviews

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.

Top Guest favourite
A view of the beach is framed by lush palm fronds and colorful flowers in pots. A bright blue gate leads to the sandy shoreline, where tranquil turquoise waters meet the sky.
Apartment in Simpson Bay
4.85 out of 5 average rating, 202 reviews

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.

Guest favourite
An inviting outdoor living space features a covered terrace with comfortable seating, a stylish bar area, and potted plants. The warm wooden flooring complements the soft purple lighting, while ocean views can be seen in the background, creating a relaxing ambiance for gatherings.
Townhouse in Sint Maarten
4.96 out of 5 average rating, 107 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.

Popular amenities for Cole Bay family-friendly rentals

When is the best time to visit Cole Bay?

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Avg. price$727 NZD$735 NZD$735 NZD$641 NZD$607 NZD$619 NZD$564 NZD$561 NZD$505 NZD$511 NZD$559 NZD$701 NZD
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