Family-friendly vacation rentals in Little Bay

4.95 out of 5 average rating, 81 reviews

A private pool is bordered by a spacious patio area, featuring two lounge chairs. Expansive ocean views are visible in the background, with lush greenery surrounding the space. A dining table is situated under a covered area, providing a shaded option for meals outdoors.

Villa in Indigo Bay

Villa Ocean - Indulge Yourself in Paradise

A three-bedroom, two-bathroom beauty overlooking beach/vast views of the ocean in Indigo Bay. Sunset viewing on the deck, private pool or down to the beach 10 min by walking. 10 min to airport, night life, other popular beaches. Close to town. groceries, restaurants. All the bedrooms have a view of beach and the ocean. There is free wireless internet, TV, air conditioning, a dishwasher, refrigerator, microwave, wine refrigerator, coffee maker, washer dryer, outdoor gas grill and private parking.

4.89 out of 5 average rating, 246 reviews

A vibrant blue gate opens to reveal a sandy beach and calm waters. Decorative pots with blooming pink flowers frame the entrance, accompanied by lush green leaves. In the distance, sailboats can be seen on the horizon under a cloudy sky.

Apartment in Simpson Bay

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.

5.0 out of 5 average rating, 32 reviews

A refreshing pool area is surrounded by palm trees and colorful tropical plants. Lounge chairs are positioned near the pool, offering views of the turquoise Caribbean Sea and nearby coastline. Natural light illuminates the space, emphasizing the vibrant outdoor environment.

Home in Philipsburg

2 Bedroom Ocean Front Villa, Private Infinity Pool

Clearwater is a cliffside waterfront property with one of the most spectacular views on the island! Overlooking Great Bay, Philipsburg, Divi Little Bay, the turquoise Caribbean Sea and the magnificent cruise ships, this one-of-its-kind location will be sure to Wow you. It is perfectly situated for easy access to all SXM has to offer; 2 nearby beaches, restaurants, grocery stores, downtown shopping, bars and entertainment. If you are interested, checkout the 3 Bedroom option here on Airbnb.

4.81 out of 5 average rating, 103 reviews

A master bedroom featuring large windows that offer a view of the ocean and sky. Natural light floods the spacious area, highlighting the white bedding on the bed and the elegant design of the room. A modern freestanding bathtub is seen in the corner.

Condo in Philipsburg

Horizon (Apt3) – Sea & Pool View, Terrace

Stylish triplex with 3 bedrooms, all 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 5 guests: couples, friends or families 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.

5.0 out of 5 average rating, 74 reviews

A tranquil view of the Caribbean Sea is captured from a cozy sleeping area, featuring a spacious bed with light-colored linens. The scene is framed by flowing white curtains, leading to a covered terrace adorned with a thatched gazebo and beachside furniture.

Apartment in Grand-Case

Charming apartment on the beach, 1 or 2 bedrooms

Full of charm apartment located on the best place of the beach, in the heart of Grand-case. It has its own sandy garden, beach chairs and direct beach access . Enjoy a stunning full view on Creole rock and Anguilla. It's a privileged spot in town and even in the island. Sea view from your bed, from the salon/kitchen area, wide covered terrace with sofa, red wood deck and shaded outoor gazebo. True caribbean style! * Unique * * Unbeatable location * * High speed wifi * * Parking*

4.96 out of 5 average rating, 153 reviews

A serene beachfront view is presented through sliding glass doors, showcasing a private terrace with a small round table and two chairs. Palm trees gently sway in the breeze, framing the clear turquoise sea and sandy beach beyond.

Condo in Marigot

"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.

4.99 out of 5 average rating, 199 reviews

An outdoor terrace features comfortable white lounge furniture arranged around a coffee table. Sun loungers are positioned beside a private infinity pool, overlooking the ocean and distant boats. The scene is framed by tropical plants and a clear blue sky, enhancing the serene coastal environment.

Loft in Marigot

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 in Indigo bay, Sint Maarten

A private pool is set in a serene outdoor area, surrounded by lush greenery and palm trees. The pool features a tiled edge, with a wooden tray holding tropical fruits floating in the clear water. A spacious lawn complements the inviting atmosphere.

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.

4.94 out of 5 average rating, 71 reviews

4.99 out of 5 average rating, 189 reviews

A private heated pool is featured at the edge of the terrace, offering views of the ocean and nearby islands. The clear blue water contrasts with the light-colored stone surrounding the pool, while lush greenery can be seen in the background against a clear sky.

Apartment in Little Bay

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 !

4.94 out of 5 average rating, 141 reviews

Loft in Grand-Case

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.

4.92 out of 5 average rating, 138 reviews

An inviting outdoor space features a private pool surrounded by lush greenery and sea views. Comfortable lounge chairs are positioned nearby, providing a serene spot to relax. Sunlight reflects off the water's surface, creating a tranquil atmosphere.

Apartment in Indigo 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.

4.83 out of 5 average rating, 215 reviews

An inviting infinity pool stretches toward the horizon, offering uninterrupted views of the ocean and coastline. A covered terrace with two lounge chairs is positioned nearby, framed by a modern architectural structure that enhances the surrounding scenic beauty.

Home in Indigo Bay

Préstige - Luxurious 3 bedroom by the Beach

Nestled on the hills of Indigo Bay, Préstige is located midway between Philipsburg and the Simpson Bay touristic hangout. Préstige exudes relaxation the minute you walk through the door, elegant and distinguished! The 3-bedroom spacious residence sleeps six! Overlooking Indigo Beach with private swimming pool! Caribbean living, yours to enjoy!

Popular amenities for Little Bay family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 257 reviews

Condo in Maho

Maho Love Shack:Unwind by the Rooftop Pool&Hot Tub

4.93 out of 5 average rating, 211 reviews

Guest suite in Cole Bay

Indigo Sweet

4.95 out of 5 average rating, 141 reviews

A scenic view reveals a large swimming pool surrounded by lounge chairs and colorful flower gardens. The sparkling blue ocean and a distant boat can be seen, under a bright sky with fluffy clouds. Palm trees gently sway in the breeze, adding to the tropical ambiance.

Condo in Lowlands

Sint Maarten La Terrasse Maho

4.92 out of 5 average rating, 138 reviews

An infinity pool extends over the edge, offering panoramic views of the lagoon. The tranquil water reflects the blue sky, while steps lead from the pool's edge to the terrace. Lush greenery is visible, enhancing the serene atmosphere of the space.

Guest suite in Cupecoy

Panoramic View Terrace Infinity Pool Top Penthouse

4.95 out of 5 average rating, 112 reviews

A spacious outdoor lounge area is featured, with white sofas adorned with blue cushions. The view includes vibrant ocean hues and palm trees swaying gently. A dining table is positioned in the background, offering a scenic space for alfresco meals.

Apartment in Simpson Bay

Top of the art penthouse

Apartment in Saint Martin

An octagonal jacuzzi is positioned on a wooden deck, surrounded by lush greenery. Two lounge chairs are placed nearby, providing a comfortable seating area. The view overlooks a scenic landscape with hints of distant hills under a bright sky, creating a serene outdoor ambiance.

The Perch - A unique jungle experience.

4.92 out of 5 average rating, 106 reviews

4.85 out of 5 average rating, 156 reviews

A private pool is framed by wooden decking, complemented by two lounge chairs and a side table. A scenic view of azure waters and distant islands is visible, with sailboats dotting the horizon. Lush palm trees provide a tropical ambiance.

Villa in Cul-de-Sac

Villa Bella sea view pool and jacuzzi 3 bedrooms

4.86 out of 5 average rating, 242 reviews

A balcony features a seating area with two loungers and is illuminated by soft lighting. A small, unlit plunge pool is visible in the foreground, with lush greenery surrounding the space. The interior is partially visible through large glass doors.

Cottage in Saint Martin

Bungalow with lagoon-view hot tub

Family- and pet-friendly home rentals

Apartment in Upper Prince's Quarter

A modern kitchen with a sleek countertop offers an unobstructed view of the ocean through large glass doors. The space includes a coffee maker, a fan, and cooking amenities, while the living area beyond is furnished with a dark sofa and bright decorative accents.

Relaxing Hideaway w/ Great Views

4.89 out of 5 average rating, 104 reviews

4.86 out of 5 average rating, 168 reviews

A view of a sandy beach with crystal-clear turquoise waters. Gentle waves are visible lapping at the shore. A few boats can be seen in the distance against a backdrop of a bright blue sky dotted with fluffy clouds. Lush green foliage frames the scene.

Condo in Saint Martin

2 Bedroom Duplex up to 5 guests right on the beach

4.88 out of 5 average rating, 107 reviews

A spacious bed is dressed in soft white linens, accompanied by decorative pillows in various shades of red. A large wooden world map adorns the wall above the bed. A cozy chair sits in the corner, while light filters through sheer white curtains.

Apartment in Philipsburg

Modern studio apartment in Philipsburg

4.97 out of 5 average rating, 152 reviews

An outdoor wooden deck terrace features two lounging chairs, surrounded by lush greenery. Natural light filters through the open sliding door, leading into the studio interior. A surfboard serves as a decorative element against the wall, adding a touch of character to the space.

Apartment in Lowlands

Coté Jardin 2 Large Studio

Guest suite in Cul-de-Sac

A serene outdoor space is featured, showcasing a rectangular pool surrounded by wooden decking. A decorative feature resembling a statue is centrally placed against a white wall. Lush greenery is visible nearby, enhancing the privacy of the tranquil environment.

Cozy apartment, private pool & terrace

4.94 out of 5 average rating, 116 reviews

4.91 out of 5 average rating, 32 reviews

A spacious living area is highlighted by large glass doors, allowing natural light to fill the room and offering unobstructed ocean views. Comfortable white sofas complement a wooden coffee table, while vibrant artwork adds a pop of color to the decor. The inviting atmosphere is enhanced by the lush surroundings visible through the windows.

Villa in Sint Maarten

Sea view 3BR Spring Sea Villa w/ pool, St Maarten

4.9 out of 5 average rating, 20 reviews

Apartment

CONDOSTmaarten by the sea (Adults Only)

4.82 out of 5 average rating, 17 reviews

Apartment

CONDOstmaarten panoramic (Adults Only)

Family-friendly home rentals with a pool

4.84 out of 5 average rating, 91 reviews

An infinity pool is visible in the foreground, its clear water merging with the expansive blue sea. Beyond, the horizon features distant islands under a clear sky, complemented by palm trees swaying gently in the breeze.

Villa

Villa Indigo Dream, Indigo Bay SXM

5.0 out of 5 average rating, 17 reviews

Villa in Philipsburg

Ocean View Villa Little Bay

4.88 out of 5 average rating, 17 reviews

Guesthouse in Little Bay

Brise de la mer Belair villa

4.81 out of 5 average rating, 16 reviews

Villa in Indigo Bay

AZUR 4BR 4.5BA Walk to Indigo Beach- Sea Side Dr.

4.78 out of 5 average rating, 23 reviews

A poolside area features a sunshade structure providing partial cover over lounge chairs. A small, clear pool is visible beside a wooden deck adorned with potted plants, while views of lush hills and the distant ocean enhance the tranquil setting.

Condo in Little Bay

Little Bay Condo with Private Pool

4.92 out of 5 average rating, 38 reviews

Condo in Little Bay

Luxury Little Bay- Caribbean Blue

5.0 out of 5 average rating, 4 reviews

Home in Indigo Bay

Indigo Bay Condo Shamrock 2 Bed 2 Bath Ocean Views