
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.

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.

Delight (Apt4) - Amazing Sea View # 1 bedroom
Warm and Intimate Triplex with 1 Master bedroom, with sea and pool view. Located in Black Palm, an elegant residence of 7 apartments in Indigo Bay, a calm and exclusive neighborhood. Indigo Beach is just a 5-minute walk away. Enjoy the shared pool with sea view. Ideal for up to 2 guests: couples or friends looking for relaxation. - 5 minutes’ walk from Indigo Beach - 5 minutes’ drive from the nearest supermarket - Private parking on site - Concierge service available for any request.

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.

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

"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.

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.
Popular amenities for Little 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 sea view pool and jacuzzi 3 bedrooms

The Perch - A unique jungle experience.

Saint Maarten La Terrasse Maho

Bungalow in the lowlands

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

Sunrise Over St. Barths

Villa Coral | Collection Villas Saint-Martin

Aman_Aria

Brand new! - Slowlife - Enjoy Villa

Cozy apartment, private pool & terrace

Stunning Panoramic Views Of The Ocean & St Barth!

Villa Blue Roc
Family-friendly home rentals with a pool

Villa Solandra – 3BR Oceanfront Sunset w/ Pool

Waterfront "Bonjour" Beacon Hill St Maarten

Ocean Breeze A

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

SeaRenity Villa With Private Pool Indigo Bay

PEACEFUL VILLA WITH POOL 5 MIN FROM THE BEACH

Villa Bahia

Incredible sea view • Swimming pool • Happy Bay • Sunset
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 | $803 SGD | $721 SGD | $602 SGD | $578 SGD | $546 SGD | $546 SGD | $521 SGD | $516 SGD | $527 SGD | $552 SGD | $746 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
- Villa rentals Little Bay
- Pet-friendly rentals Little Bay
- Rentals with pools Little Bay
- Waterfront rentals Little Bay
- Rentals with a washing machine and dryer Little Bay
- Rentals with beach access Little Bay
- Beachfront rentals Little Bay
- Serviced apartment rentals Little Bay
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- Fitness-friendly rentals Little Bay
- House rentals Little Bay
- Luxury rentals Little Bay
- Rentals with outdoor seating Little Bay
- Rentals with a patio Little Bay
- Family-friendly rentals Sint Maarten





