Family-friendly holiday 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.

Indoor spacesFamilyBeach

4.89 out of 5 average rating, 248 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.

Indoor spacesFamilyOutdoor spaces

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.

Indoor spacesKitchenLayout

5.0 out of 5 average rating, 254 reviews

Apartment in Simpson Bay

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

Indoor spacesFamilyNearby

4.96 out of 5 average rating, 155 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.

KitchenFamilyCheckout

4.79 out of 5 average rating, 221 reviews

A spacious verandah features a comfortable seating area with a light-colored couch and a dark wicker coffee table. Lush greenery is displayed in a yellow planter, with panoramic views of the hills and bright blue sky in the background.

Home in Indigo Bay

La Pearle - Luxurious 1 Bedroom Condo By the Beach

Nestled on the hills of Indigo Bay, La Pearle is located midway between Philipsburg and the Simpson Bay touristic hang out. La Pearle exudes relaxation the minute you walk through the door! Awake to watching the Allure of the Seas make its way into the harbor. La Pearle, elegant, sophisticated and distinguished! The 1- bedroom spacious condo sleeps two! Experience luxury with a huge verandah overlooking the Indigo beach, Caribbean living, yours to enjoy!

Indoor spacesKitchenCleanliness

5.0 out of 5 average rating, 202 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

Indoor spacesFamilyAir conditioning

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.

Indoor spacesKitchenBeach

4.93 out of 5 average rating, 73 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 !

KitchenFamilyPool

4.83 out of 5 average rating, 217 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!

Indoor spacesKitchenWalkability

4.99 out of 5 average rating, 106 reviews

A panoramic view captures the serene turquoise waters of Great Bay, framed by rolling hills and lush greenery. The horizon features a blend of clouds and sunlight, creating a tranquil coastal atmosphere. Cruise ships are subtly visible along the shoreline.

Villa in Little Bay

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.

KitchenIndoor spacesCleanliness

4.99 out of 5 average rating, 160 reviews

A private outdoor area features a swimming pool surrounded by lounge chairs, with views of the water and distant hills. Palm trees provide shade, while a wooden structure offers a dining space. Natural stone tiles create a welcoming atmosphere, ideal for relaxation.

Villa in Cul-de-Sac

VILLA JADE 2: WATERFRONT SUITE/POOL

VILLA JADE is a complex of 3 villas located in the bay of CUL DE SAC and its islets... VILLA JADE 2 is a spacious/sea view suite for 2 people on the water, with a private pool. The 3 villas are adjoining but very quiet and private. Your unique view is the sea... Direct access to the sea via a pontoon, and kayaks at your disposal.

Indoor spacesFamilyOutdoor spaces

Popular amenities for Little Bay family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guesthouse in Saint Martin

Bungalow in the lowlands

Indoor spacesKitchenView

4.9 out of 5 average rating, 227 reviews

4.91 out of 5 average rating, 259 reviews

Condo in Maho

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

Indoor spacesKitchenLong stay

4.93 out of 5 average rating, 211 reviews

Guest suite in Cole Bay

Indigo Sweet

FamilyIndoor spacesWalkability

4.95 out of 5 average rating, 143 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

Saint Maarten La Terrasse Maho

Indoor spacesKitchenLocation

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.

Indoor spacesKitchenCheckout

4.92 out of 5 average rating, 106 reviews

4.85 out of 5 average rating, 158 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

Indoor spacesKitchenBarbecue

4.91 out of 5 average rating, 141 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

KitchenFamilySleep quality

5.0 out of 5 average rating, 86 reviews

A bright living area features large glass doors that open to a private outdoor space. A comfortable sofa and a coffee table are positioned on a light-toned rug. A TV is mounted on a sleek white cabinet, while wooden accents add warmth to the design.

Apartment in Simpson Bay

The Loft at Simpson Bay Yacht Club

Indoor spacesKitchenCondition

Family- and pet-friendly home rentals

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

Indoor spacesKitchenAccess

4.97 out of 5 average rating, 154 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

Garden Side 2 Large Studio

FamilyKitchenNearby

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

KitchenFamilyOutdoor spaces

4.93 out of 5 average rating, 121 reviews

4.94 out of 5 average rating, 142 reviews

Loft in Grand-Case

Beachfront Loft in Grand Case - Sea View

KitchenIndoor spacesAir conditioning

4.92 out of 5 average rating, 107 reviews

A balcony overlooking the marina offers a table set for two, featuring white chairs with orange cushions. The calm water reflects the surrounding greenery and buildings, creating an inviting outdoor dining space. The scenic view includes boats and lush hills in the distance.

Apartment in Marigot

Marigot Saint Martin T2 apartment, sea view, marina

Indoor spacesFamilySleep quality

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

KitchenFamilyNearby

Guest suite in Simpson Bay

A cozy sitting area is showcased, featuring a round coffee table surrounded by two comfortable chairs and a small dining table. A decorative mirror reflects light, while a lamp provides additional warmth. Artwork adorns the wall, contributing to the space's aesthetic.

MYRIEL — Perfect Location/Nightlife/Beach

KitchenFamilyBreakfast

4.82 out of 5 average rating, 234 reviews

4.99 out of 5 average rating, 106 reviews

A spacious outdoor terrace is furnished with comfortable wicker seating and a dining table, providing panoramic views of the ocean and landscape. The inviting overflow pool is visible nearby, surrounded by lush greenery and vibrant tropical plants, creating an ideal space for relaxation and social gatherings.

Villa

Your Paradise Villa

Indoor spacesKitchenDecor

Family-friendly home rentals with a pool

4.83 out of 5 average rating, 18 reviews

Villa in Indigo Bay

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

Indoor spacesQuietCleanliness

4.81 out of 5 average rating, 94 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

Indoor spacesKitchenBathroom

4.88 out of 5 average rating, 17 reviews

Guesthouse in Little Bay

Belair Villa Sea Breeze

Indoor spacesFamilyHospitality

5.0 out of 5 average rating, 19 reviews

Villa in Philipsburg

Ocean View Villa Little Bay

Indoor spacesFamilyLocation

5.0 out of 5 average rating, 32 reviews

An infinity pool with a clear blue surface extends towards the horizon, flanked by swaying palm trees. The turquoise Caribbean Sea is visible beyond the pool, with a cruise ship gently gliding across the water under a bright sky with scattered clouds.

Apartment in Philipsburg

2 Bedroom Ocean Front Apartment, Infinity Pool

KitchenIndoor spacesComfort

4.93 out of 5 average rating, 27 reviews

Two black lounge chairs are positioned on a spacious terrace, facing stunning views of the coastline and lush greenery. A small table between the chairs holds a pineapple and a drink, offering a relaxing space to enjoy the surrounding scenery.

Villa in Little Bay

Villa Kailani 3 bedroom with Stunning Ocean Views

FamilyIndoor spacesCheckout

4.92 out of 5 average rating, 39 reviews

Condo in Little Bay

Luxury Little Bay- Caribbean Blue

KitchenIndoor spacesNearby