
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 190 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 2,340 verified reviews to help you choose

Pet-friendly holiday rentals
Find 40 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!
Top-rated family-friendly rentals in Cole Bay
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Luxurious Hidden Pearl - Private Pool
This luxurious studio has been remodeled in 2025 and is ready for guests seeking a stylish studio with pool. The room has a brand-new kitchen and bathroom and has everything you might need during your vacation. Enjoy the private saltwater pool and relax on the deck on the lounge chairs and comfortable seating areas. The outdoor space is beautifully set up and we offer a BBQ if you like a home cooked meal. The gorgeous tropical garden and breathtaking ocean views complete the experience.

Sea Loft Vue imprenable - piscine privée
* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

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

Bel appartement lumineux, vue lagon à Simpson Bay
Profitez d’un séjour inoubliable dans cet appartement confortable avec vue sur le lagon. Le logement dispose d’un espace de vie agréable, soigneusement aménagé pour votre confort. Le balcon vous permettra de savourer vos repas ou un café face au lagon, avec une vue apaisante à toute heure de la journée. La cuisine est entièrement équipée. Situé dans une résidence calme, vous êtes à proximité des plages, restaurants, commerces et activités incontournables de l’île.

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.

New ! Apartment with pool and ocean view #1
Newly renovated apartment with swimming pool and ocean view. Ideally located in Pelican Key, next to the beach, restaurants, groceries, bars, casinos, clubs, next to Simpson Bay and close to the airport. This apartment, "Aruba", is part of Ruby Blue Residence with 5 other independent apartments, swimming pool, garden, laundry with washer and dryer, private free parking. Enjoy your vacation in our peaceful place ! Adults only

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.

Beach-Private Pool-2 Master King Bedrooms
Get away from your everyday stress and let the breathtaking views of the Caribbean Sea wash it all away as you enjoy the incomparable blue hues of the sea. Unwind in two sublime master suites, each boasting an inviting king-size bed and private bathrooms where you can melt away your worries like never before. Slip into total relaxation with every dip in a heated pool within a breathtaking courtyard—all at your own leisure!

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.

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 !

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

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

Panoramic View Terrace Infinity Pool Top Penthouse

Villa Bella vue mer piscine et jacuzzi 3 chambres

The Perch - A unique jungle experience.

The Hideaway

Bungalow aux terres basses

Barefoot Villas GreatBay View in Hot Tub & Balcony

Appartement indépendant bas de villa - Indigo Bay
Family- and pet-friendly home rentals

Appartement cosy, piscine & terrasse privatives

Beachfront Loft in Grand Case - Sea View

Studio «SeaBird» les pieds dans l’eau sur la plage

Modern studio apartment in Philipsburg

Delight (Apt4) - Amazing Sea View # 1 bedroom

Relaxing Hideaway w/ Great Views

Coté Jardin 2 Large Studio

Rehenita’s Abode
Family-friendly home rentals with a pool

Life's Good

Sunny Marina Residence

Brand new! - Slowlife - Enjoy Villa

Indigo~2 KingSuites, Priv Pool, 2 Min Walk 2 Beach

Ocean View Villa Little Bay

La plus belle vue de l'ile !

Beautiful 3 bedroom condo with a private pool

Royal Palm-1st floor-walk right out to the beach
When is the best time to visit Cole Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $547 SGD | $554 SGD | $554 SGD | $483 SGD | $457 SGD | $466 SGD | $425 SGD | $423 SGD | $380 SGD | $385 SGD | $421 SGD | $528 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 |
Destinations to explore
- Pet-friendly rentals Cole Bay
- Rentals with pools Cole Bay
- Apartment rentals Cole Bay
- Beachfront rentals Cole Bay
- Serviced apartment rentals Cole Bay
- Villa rentals Cole Bay
- Flat rentals Cole Bay
- Waterfront rentals Cole Bay
- Rentals with a patio Cole Bay
- Rentals with outdoor seating Cole Bay
- House rentals Cole Bay
- Smoking-friendly rentals Cole Bay
- Fitness-friendly rentals Cole Bay
- Rentals with a hot tub Cole Bay
- Rentals with a washing machine and dryer Cole Bay
- Rentals with beach access Cole Bay
- Family-friendly rentals Sint Maarten





