Family-friendly vacation rentals in Sint Maarten

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Sint Maarten

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Superhost

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

4.87 out of 5 average rating, 207 reviews

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.

Top guest favorite

A modern two-story apartment structure features a covered balcony with seating for two. The exterior includes colorful accents and is surrounded by lush greenery. The parking area is enclosed by a wooden fence, accommodating multiple vehicles beneath the home.

Guesthouse in Simpson Bay

4.96 out of 5 average rating, 100 reviews

Simpson Bay Beach 1 bed Apt Topdeck. Ocean views

Modern 1 bedroom luxury apartment detached from the main house. Backup power Generator. Marble floors throughout. All stainless appliances in a full size kitchen. Free WIFI inside and on roof deck. Satellite TV. Additional Queen sofa sleeper in living room sleeps 2. Washer/Dryer. 90 steps to the beautiful Simpson Bay Beach. Private roof deck with 360° views. Grill, fridge and sink on deck. Beach chairs, beach towels umbrella, coolers. Parking right outside your gate. Onsite massage available

Guest favorite

A crystal-clear swimming pool is set against a backdrop of the Caribbean Sea and distant hills. Blue lounge chairs are positioned along the pool deck, inviting relaxation. The vibrant blue sky above complements the serene landscape, enhancing the tranquil environment of the villa.

Home in Upper Prince's Quarter

4.97 out of 5 average rating, 70 reviews

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

Villa Tamarind is a unique luxury rental property. It truly is our home away from home and outfitted with fun and comfort in mind. We are located on the Dutch side, minutes from the French border, in a quiet gated community with the best views of the whole island. This is the perfect place to build memories with friends & family while you listen to the soothing sound of the waves, relax in the property's pool surrounded by swaying palms, and enjoy the villa's fantastic cooking equipment.

Top guest favorite

Large glass sliding doors open to a sunny outdoor deck with views of the turquoise ocean. Comfortable lounge chairs and a dining table are visible among tropical palm trees. The living area features a soft gray couch and a wall-mounted TV, creating an inviting indoor space.

Apartment in Simpson Bay

5 out of 5 average rating, 205 reviews

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

Top guest favorite

An aircraft descends just above a vibrant beach, with visitors enjoying the sun and clear blue waters. Tropical palms line the foreground, while sandy shores are dotted with colorful umbrellas and lounge chairs. A well-maintained resort can be seen in the background.

Condo in Sint Maarten

4.96 out of 5 average rating, 80 reviews

FLASH SALE! June-Oct. 2025! Ocean&Tropical Views!

NOTE=THIS IS A "STUDIO" CONDO, NOT A 1 BEDROOM, IN THE MOST HAPPENING SPOT ON THE ISLAND!!! BANG FOR YOUR BUCK!!! MANY PERKS!!! INTERESTED IN PURCHASING A PROPERTY IN ST. MAARTEN, I AM ALSO A REALTOR & I WILL BE HAPPY TO HELP WITH THAT!! NETFLIX, Movie DVD library, Binoculars, Snorkel Gear, Boogie Boards & MUCH More!! 2 guests Max. NO AUTO BOOKINGS FOR MORE THAN 2 PEOPLE, OR STAYS LONGER THAN one MONTH. YOU MUST CONTACT OWNER 1ST. CONTACT OWNER FOR BOOKINGS BEYOND ONE YEAR OUT.

Guest favorite

A small dining area features a round wooden table surrounded by four rustic chairs. A heart-shaped mirror is framed by greenery on the wall, complemented by two wall sconces. Soft natural light filters through sheer curtains, enhancing the serene ambiance.

Condo in Maho

4.9 out of 5 average rating, 201 reviews

Serene Oasis: Unwind by the Rooftop Pool & Hot Tub

This charming, cozy, and tranquil tropical nest is located where all the action is! The golf course, iconic bars, the unprecedented landing strip, the popular Maho and Mullet bay beaches, Maho market with daily fresh take away breakfast/lunch buffets and a divine selection of exotic restaurants are all in walking distance! If you wish to just lounge and relax by the pool, jacuzzi, and private gazebo bar or enjoy the nightlife; it’s all readily available, at your fingertips!

Superhost

A round outdoor dining table with wicker chairs is positioned on a private terrace. The panoramic ocean view features calm blue waters, with a distant island visible on the horizon under a sky dotted with fluffy white clouds.

Apartment in Cupecoy

4.95 out of 5 average rating, 64 reviews

Panoramic ocean view Large 3 Bed Rooftop Penthouse

‘Has to be seen to be believed! - ‘a once in a lifetime experience!’ Described by previous guests as 'a portal to another world' and 'a totally zen experience', 'reignited our passions'. Spacious flexible living for up to 3 bedrooms. Recently fully renovated, my place is a luxury penthouse with a large private deck and great panoramic ocean views. There is dining nearby, family-friendly activities, and beaches. Pool, gym and 24hr security with gated parking underground.

Top guest favorite

An inviting infinity pool is positioned adjacent to the shoreline, offering unobstructed views of the Caribbean Sea. Lush palm trees frame the scene, while the sun reflects off the water's surface, creating a serene atmosphere. The surrounding terrace features natural stone tiles.

Condo in Lowlands

5 out of 5 average rating, 42 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

THE CLIFF A Gorgeous Condo with Beautiful Caribbean Ocean Views! A Luxurious and newly built oceanfront condominium with Beautiful ocean views on the 2nd floor giving you the feeling of having a villa on the beach. This Condo Boasts Luxury with 1500 sq feet of living space. The Kitchen is fully equipped with stainless steel appliance with full utensils to prepare your meals. There is a separate laundry room with a washer and dryer. The Photo is my Daughter Victoria

Guest favorite

A spacious dining area features a wooden table set with a bowl of oranges. Natural light streams through large windows, illuminating the cozy seating area in the background. Green plants add vibrancy to the room, creating a welcoming, serene atmosphere.

Apartment in Lowlands

4.97 out of 5 average rating, 134 reviews

Cupecoy Garden Side 1

Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

Superhost

A living area is presented with a wooden cabinet housing a flat-screen TV. Two chairs with woven detailing complement a decorative potted palm. The light and airy space is accented by white walls and a beamed ceiling, enhancing a serene atmosphere.

Condo in SX

4.82 out of 5 average rating, 112 reviews

Large 2BR Condo - STEPS FROM BEACH!

Experience tropical luxury at our Mullet Bay vacation rental in Sint Maarten. Our 2BR/1BA property boasts queen beds, full kitchen, laundry facilities and a gated community complete with pool and barbecue area. Perfect for families, couples or groups seeking a tranquil escape. Enjoy the comfort of spacious bedrooms and the convenience of on-site amenities. Book now for the ultimate island getaway!

Guest favorite

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

4.86 out of 5 average rating, 229 reviews

Your oasis with spectacular views and private pool

Long idelness by the infinity pool. Two bedrooms each with its own bathroom and seperate toilette. A few minutes from the beach, shops and nightlife and yet in a quiet and safe area. The guests has the entire home with a private pool. Please check “villa_pi” on instagram for more photos

Guest favorite

A spacious bedroom features a four-poster bed with a canopy, complemented by a modern desk and chair. An inviting outdoor view is visible through the open door leading to the garden. Decorative artifacts enhance the room's aesthetic, with natural light illuminating the tiled floor.

Tiny home in Cole Bay

4.92 out of 5 average rating, 103 reviews

Pirat's kingsize bedroom

Beautyfull king size bedroom, direct access to garden and private swimming pool, in a gated community, very close to beaches, restaurants and best spots of the island. Fridge and amenities for breakfast, private bathroom and toilets, Wifi, safe, air con, parking and total privacy.