
Family-friendly holiday rentals in Little Bay
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Little Bay
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Sunset 2BR 2BH House in Cupecoy with Private Pool
This Brand New Luxurious town house is perfectly located in the sought after area of Cupecoy. Offering a perfect blend of comfort, convenience & Caribbean charm for a memorable stay that fits perfectly to your weekend getaways, staycation, or work from home This house will bring your Caribbean dream vacation come true. It is walking distance to the Cupecoy beach and just 5 minutes drive from MulletBay & Maho Beach It has a private plunge pool and a rooftop terrace with amazing lagoon views.

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views
Modern 1 bedroom luxury apartment detached from the main house. Backup power Generator. Marble floors throughout. All stainless appliances in a full size kitchen. Free WIFI inside and on roof deck. Satellite TV. Additional Queen sofa sleeper in living room sleeps 2. Washer/Dryer. 90 steps to the beautiful Simpson Bay Beach. Private roof deck with 360° views. Grill, fridge and sink on deck. Beach chairs, beach towels umbrella, coolers. Parking right outside your gate. Onsite massage available

"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.

The Blue Door Villa - 4 bed ocean view home
At the Blue Door Villa, we offer our guests all the creature comforts of being in a well-equipped vacation home. We are located on the Dutch side, minutes from the French border in a quiet gated community. The Blue Door Villa is a perfect place to relax while you listen to ocean waves and swim in the infinity pool. There are multiple outdoor spaces offering privacy or space to gather. We are now offering our guests an exclusive, free concierge service.

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

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 !

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.

Your oasis w/ocean view, private pool&hiking track
Long idelness by the infinity pool. Two bedrooms each with their own bathrooms. A few minutes from the beach, shops and nightlife and yet in a quiet, secluded and safe district. The guests has the entire unit with a private pool, a pool deck for sunbathing and a wide porch including a seating and a dining place. The house has a private gated parking.

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.

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 Little Bay family-friendly rentals
Family-friendly home rentals with a hot tub

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

Blue Sanctuary-Stunning Ocean Views, Pool, Hot Tub

Beachfront/6 bdrs en-suite/Maid included (J)

Panoramic View Terrace Infinity Pool Top Penthouse

Villa Bella sea view pool and jacuzzi 3 bedrooms

Bungalow with lagoon-view hot tub

Saint Maarten La Terrasse Maho

LightHouse Oceanfront Condo with Resort Amenities
Family- and pet-friendly home rentals

Charming apartment on the beach, 1 or 2 bedrooms

Brand new! - Slowlife - Enjoy Villa

Beachfront Loft in Grand Case - Sea View

Cozy apartment, private pool & terrace

1-BR Beach Front Ocean Condo

Belair Villa Sea Breeze

Hillside Beach Townhouse Simpson Bay

The best view on the island!
Family-friendly home rentals with a pool

Ocean Breeze B

Life's Good

Welcome to a slice of paradise!

Sunrise Over St. Barths

Comfort & Views - LUX Fortress

2 Master Suites, Private Pool, & Walk to Beach

Luxury Condo "The Q" + Huge Pool Patio + Beach/Bar

Villa Indigo Dream, Indigo Bay SXM
When is the best time to visit Little Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $765 SGD | $703 SGD | $703 SGD | $600 SGD | $575 SGD | $543 SGD | $543 SGD | $519 SGD | $514 SGD | $524 SGD | $550 SGD | $743 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 Little Bay

Total holiday rentals
Explore 90 holiday rentals in Little Bay

Nightly prices starting at
Little Bay holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 2,730 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Little Bay holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Little Bay rentals

4.9 Average rating
Little Bay stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Villa rentals Little Bay
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- Rentals with pools Little Bay
- Rentals with a washing machine and dryer Little Bay
- Family-friendly rentals Sint Maarten




