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.

FamilyKitchenValue

5.0 out of 5 average rating, 19 reviews

Villa in Philipsburg

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.

KitchenIndoor spacesPool

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.

FamilyIndoor spacesAmenities

4.83 out of 5 average rating, 18 reviews

Villa in Indigo Bay

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

Welcome to AZUR, the newest luxury villa at Indigo Bay, Sint Maarten. Stunning property features 4 BR, 4.5 BA each with a king bed, and en-suite full baths and fitted wardrobes. Guests can enjoy inside and outside dining, each room controlled AC , WiFi, Infinity pool, 3 large terraces, BBQ grill, rooftop lounge, tropical garden, turquoise sea, and sunsets. This captivating spacious villa has gourmet kitchen with island for casual dining. AZUR is your exclusive sanctuary by the sea.

Indoor spacesGetting aroundCheck-in

4.92 out of 5 average rating, 39 reviews

Condo in Little Bay

Luxury Little Bay- Caribbean Blue

Spacious living space, fully appointed kitchen and a double ensuite bedrooms are a few features. Relax on the terrace with your coffee or cool off in our private pool while enjoying the view - you may never want to leave ! We have smart tv’s for a movie night after a day at the beach. Walk into Philipsburg along the waterfront or just a few minutes down the hill to Little Bay Beach. Dining choices will be a hard- enjoy local BBQ, gourmet French cuisine or international flavours

Indoor spacesKitchenView

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.

FamilyIndoor spacesComfort

4.79 out of 5 average rating, 220 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!

FamilyIndoor spacesCondition

5.0 out of 5 average rating, 201 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

FamilyIndoor spacesLocation

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.

4.93 out of 5 average rating, 73 reviews

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.

FamilyIndoor spacesPool

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 !

FamilyIndoor spacesHospitality

4.86 out of 5 average rating, 248 reviews

The calm waters of an infinity pool reflect the clear blue sky, surrounded by vibrant tropical plants and smooth white walls. The gentle curves of the pool edge create a seamless transition into the lush landscape, inviting relaxation and enjoyment.

Guesthouse in Little 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.

FamilyIndoor spacesValue

4.99 out of 5 average rating, 105 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.

Indoor spacesKitchenHospitality

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

4.93 out of 5 average rating, 211 reviews

Guest suite in Cole Bay

Indigo Sweet

FamilyKitchenHiking

4.91 out of 5 average rating, 258 reviews

Condo in Maho

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

KitchenFamilyOutdoor spaces

4.95 out of 5 average rating, 113 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

FamilyKitchenAccess

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.

4.92 out of 5 average rating, 106 reviews

The Perch - A unique jungle experience.

Indoor spacesFamilyHiking

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 spacesFamilyBeach

Guesthouse in Saint Martin

4.9 out of 5 average rating, 226 reviews

Bungalow in the lowlands

Indoor spacesFamilySleep quality

4.85 out of 5 average rating, 157 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

KitchenIndoor spacesAir conditioning

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

KitchenIndoor spacesLayout

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 153 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

KitchenIndoor spacesBarbecue

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

KitchenIndoor spacesSleep quality

4.94 out of 5 average rating, 142 reviews

Loft in Grand-Case

Beachfront Loft in Grand Case - Sea View

Indoor spacesKitchenView

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.

4.89 out of 5 average rating, 104 reviews

Relaxing Hideaway w/ Great Views

FamilyKitchenAir conditioning

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

KitchenFamilyAccess

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.

4.93 out of 5 average rating, 121 reviews

Cozy apartment, private pool & terrace

KitchenFamilyLocation

5.0 out of 5 average rating, 76 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

FamilyKitchenCheckout

4.9 out of 5 average rating, 20 reviews

Apartment

CONDOSTmaarten by the sea (Adults Only)

Indoor spacesAccuracyCleanliness

Family-friendly home rentals with a pool

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

Indoor spacesFamilySleep quality

4.96 out of 5 average rating, 137 reviews

An outdoor space features a private pool surrounded by lounge chairs and a dining area with a large table. Palms sway gently in the breeze, framing views of the turquoise waters and lush hills. The deck is paved with light-colored tiles, enhancing the serene atmosphere.

Villa in Cul-de-Sac

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

KitchenIndoor spacesBathroom

4.89 out of 5 average rating, 100 reviews

A tranquil pool reflects the azure sky and distant boats. Surrounded by lush greenery, the pool area features a cascading waterfall and is bordered by smooth stones. A wooden partition provides privacy, enhancing the serene atmosphere of the waterfront retreat.

Home

ALMOND BLUE ...Pinel bay view - caribbean feeling

FamilyKitchenLocation

5.0 out of 5 average rating, 110 reviews

A private pool is situated on a wooden deck, surrounded by lush greenery and palm trees. Sun loungers are positioned nearby, offering a view of the sea and distant boats. The clear water of the pool reflects the vibrant blue sky.

Villa

VILLA I LOVE VIEW – Luxury villa with sea view

Indoor spacesFamilyLayout

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

KitchenIndoor spacesQuiet

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 spacesKitchenHospitality

4.91 out of 5 average rating, 55 reviews

An outdoor dining area is displayed, featuring a white table set with blue glassware. Purple chairs provide seating, while panoramic views of the Caribbean Sea and rolling green hills are visible beyond the patio, showcasing the tranquility of the surrounding landscape.

Villa in Indigo Bay

Villa Elysian in Indigo Bay

KitchenFamilyGetting around