
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.

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.

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!

Lilly's Beach
This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. Apartment with modern amenities and comforts. A perfect vacation spot ! Back up system installed to insure electricity.

Studio near the beach
Small lovely studio in a quiet, peaceful and secure neighborhood. The studio is air-conditioned and perfect for the budget traveler and with about 25m2 it is spacious enough for 2 guests. The studio is equipped with a small kitchenette and a full bathroom. Located within a 10-minute walk to Belair beach and a 5-minute walk to the hospital. Philipsburg is a 5 minute drive away. Note: The studio has a shared entrance and is located next to the main house where the host resides.

La Pearle - Luxurious 1 Bedroom Condo By the Beach
Nestled on the hills of Indigo Bay, La Pearle is located midway between Philipsburg and the Simpson Bay touristic hang out. La Pearle exudes relaxation the minute you walk through the door! Awake to watching the Allure of the Seas make its way into the harbor. La Pearle, elegant, sophisticated and distinguished! The 1- bedroom spacious condo sleeps two! Experience luxury with a huge verandah overlooking the Indigo beach, Caribbean living, yours to enjoy!

THE HILL HOUSE, 2 Bdr, pool, panoramic view
Accommodation with private pool and breathtaking views Treat yourself to a dream break at this stylish home, nestled in the secure Almond Grove Estate neighborhood. Enjoy 2 air-conditioned bedrooms, a bright living room, a full kitchen, and especially an idyllic outdoor space with a pool and panoramic views of Simpson Bay. Just 5 min from Marigot, 10 min from the airport and 15 min from the beaches, it is the perfect address for an unforgettable stay!

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.

Stunning Ocean View - 2 / 3 Brm Terraces Lt. Bay
Treat yourself to the stylish and modern ocean view apartment . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea view, climatized private pool, two master suites (one w/Japanes king bed and walking closet), the other with two double size beds (you can join them and make a king bed) and closet and a third room with daybed. All of them with their own bathroom and ocean view. Welcome!

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.

Cozy condo in Blue Pelican
Blue Pelican is a soothing sanctuary of apartments nestled around a lovely garden and zen style dipping pool. Go on, make a splash! Smart and sophisticated: for those who desire ambience and fine accommodations with a relaxed approach. The comfort, intimacy and privacy that only a small boutique property can offer. It's all in the details.

Villa Dream View Belair Sint Maarten SXM
Embrace the tranquility in a friendly tropical caribbean modern designed private villa with spacious rooms that are sure to keep you comfortable and feeling at home. Enjoy the sunny day with infinity pool overlooking caribbean sea or enjoy the sea view while watching the sailing huge cruise ships.

One bedroom in Cole bay.
This peaceful gated apartment that is centrally-located at the heart of the night life in Sint Maarten (Dutch side) 10 minutes drive to the airport, 3 minutes drive to the closet beach (kimsha beach) supermarket is a step away and close to the gréât lagoonis bar hang out spot.
Popular amenities for Cole Bay family-friendly rentals
Family-friendly home rentals with a hot tub

Panoramic View Terrace Infinity Pool Top Penthouse

Villa Bella sea view pool and jacuzzi 3 bedrooms

SeaBreeze Luxury Villa Pool & Hot Tub Indigo Bay

Top of the art penthouse

Sint Maarten La Terrasse Maho

Barefoot Villas GreatBay View in Hot Tub & Balcony

Independent apartment at the bottom of the villa – Indigo Bay

Maho Love Nest: Unwind by the Rooftop Pool&Hot Tub
Family- and pet-friendly home rentals

Beachfront Loft in Grand Case - Sea View

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

Sapphi's Oasis

1-BR Beach Front Ocean Condo

Apartment in tranquil, gated community.

Bright studio next to the beach

Sea-side apartment

CondoSTmaarten panoramic (Adults Only)
Family-friendly home rentals with a pool

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

"Blue Emerald ¤ Studio" swimming pool & fitness in Maho

"Black Pearl"

Pelican Sea View 1bdrm Maison Mazu

Modern apartment with shared pool and generator

Ocean Dream Villa

The Pirate's Birds

Sea Lover - Las Brisas (Sea Lover)
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $504 SGD | $531 SGD | $527 SGD | $482 SGD | $456 SGD | $465 SGD | $424 SGD | $422 SGD | $379 SGD | $423 SGD | $428 SGD | $519 SGD |
| 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 |
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 $90 SGD per night before taxes and fees

Verified guest reviews
Over 1,810 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
170 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!
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