
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.

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.

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.

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!

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

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

"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.

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.

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....

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

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 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 !

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
Family-friendly home rentals with a hot tub

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

Amazing 1 bedroom apartment in Maho Village

Panoramic View Terrace Infinity Pool Top Penthouse

Villa Bella sea view pool and jacuzzi 3 bedrooms

The Hideaway

Bungalow in the lowlands

Saint Maarten La Terrasse Maho

Independent apartment at the bottom of the villa – Indigo Bay
Family- and pet-friendly home rentals

Charming apartment on the beach, 1 or 2 bedrooms

Blue Palm Estate Townhouse w/ Ocean View

Aman_Aria

Brand new! - Slowlife - Enjoy Villa

Beachfront Loft in Grand Case - Sea View

The best view on the island!

CondoSTmaarten panoramic (Adults Only)

Garden Side 2 Large Studio
Family-friendly home rentals with a pool

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

A-1301 Stunning 2 bedrooms Ocean View

Sunrise Over St. Barths

Aquamarine, beautiful 2 bdr house, private pool!

WHY NOT Splendid apartment right on the beach

Coco's Beach House - Simpson Bay Beach

Villa Indigo Dream, Indigo Bay SXM

Villa Esther, Orient Bay, private pool
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £293 | £309 | £306 | £280 | £265 | £271 | £247 | £245 | £220 | £223 | £244 | £306 |
| 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 £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!
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- Family-friendly rentals Sint Maarten




