
Family-friendly holiday rentals in Little Bay
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Little Bay

Total holiday rentals
Explore 100 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 3,220 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
80 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
100 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!
Top-rated family-friendly rentals in Little Bay
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Ocean View Villa Little Bay
🌴 Villa Little Bay – Oceanview Bliss With 360° Views Enjoy the peaceful sound of the waves and a serene, private atmosphere that’s still close to everything. We’re located within walking distance to Philipsburg, the vibrant heart of SXM—Front Street, top shopping, restaurants, and the island’s best casinos. The beach is just 5 minutes away, Step outside to your private patio for sunbathing, and shimmering ocean‑view pool. Villa offers the perfect blend of tranquility and convenience.

CONDOSTmaarten by the sea (Adults Only)
Discover an exceptional panoramic beachfront apartment overlooking Indigo Bay Beach, located in a private, peaceful residence. You will love the panoramic bedroom with its breathtaking ocean view right from your bed. From your private terrace, enjoy stunning views of the ocean, cruise ships heading to the port, and magnificent Caribbean sunsets. Ideally located between Philipsburg, and the vibrant nightlife of Simpson Bay, the property offers a prime location just 3 miles from SXM airport

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

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.

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

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER
VILLA JADE is a complex of 3 villas, on the waterfront. VILLA JADE 3, our 2 bedroom villa is located in Cul de Sac Bay, facing PINEL Island and the turquoise water nature reserve. Life is peaceful there, kayaking, relaxing, BBQ... You are 5 minutes from the fabulous Baie Orientale, its restaurants, bars and water activities... The 3 villas are adjoining but very private and quiet, your only view is the sea... your only goal is to "enjoy"......

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 !

Beachfront Loft in Grand Case - Sea View
An exceptional beachfront loft on Grand Case Beach, offering majestic ocean views and a prime position above the iconic Rainbow Café. In high season, a stylish and trendy atmosphere sets the tone until about 11 p.m. Sunbeds can be reserved either directly or through us—but guests who book with our help enjoy privileged touches. A luminous, sophisticated retreat steps from Grand Case’s finest venues.

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.
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

Panoramic View Terrace Infinity Pool Top Penthouse

Villa Bella sea view pool and jacuzzi 3 bedrooms

The Perch - A unique jungle experience.

Saint Maarten La Terrasse Maho

Tropical Flamboyant Villa with Jacuzzi & Seaview

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

Your Paradise Villa

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

Cozy apartment, private pool & terrace

1-BR Beach Front Ocean Condo

The best view on the island!

Villa Marine, waterfront, facing Îlet Pinel

Modern studio apartment in Philipsburg

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

Ocean Breeze B

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Sunrise Over St. Barths

Luxurious Hidden Pearl - Private Pool

ALMOND BLUE ...Pinel bay view - caribbean feeling

Brand new! - Slowlife - Enjoy Villa

Miracle on the Bay

Luxury Little Bay- Caribbean Blue
When is the best time to visit Little Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $742 SGD | $802 SGD | $720 SGD | $602 SGD | $577 SGD | $545 SGD | $545 SGD | $521 SGD | $516 SGD | $526 SGD | $552 SGD | $745 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
- Luxury rentals Little Bay
- Rentals with outdoor seating Little Bay
- Waterfront rentals Little Bay
- Fitness-friendly rentals Little Bay
- Rentals with beach access Little Bay
- Flat rentals Little Bay
- Rentals with a washing machine and dryer Little Bay
- Villa rentals Little Bay
- Rentals with a patio Little Bay
- Serviced apartment rentals Little Bay
- Rentals with pools Little Bay
- Pet-friendly rentals Little Bay
- Beachfront rentals Little Bay
- House rentals Little Bay
- Family-friendly rentals Sint Maarten





