Family-friendly holiday 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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Guest favourite

Home in Little Bay

4.95 out of 5 average rating, 81 reviews

Villa Kailani 4 bedroom with Stunning Ocean Views

The moment you enter Villa Kailani (Hawaiian name meaning Sea and Sky), you will be mesmerized by the stunning views. The villa features 3000 sq ft of outdoor terrace, a private pool, a spacious living room, a gourmet chef’s kitchen with wine fridge, and a covered outdoor dining with seating for 10. Each spacious king bed suite features separate entry, air conditioning and en suite bathroom, making this villa ideal for couples travelling together or large family groups that need their space!

Guest favourite

Flat

4.87 out of 5 average rating, 209 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 favourite

Guest house 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 favourite

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.

Guest favourite

Flat in Simpson Bay

5 out of 5 average rating, 35 reviews

Le Papillon -Modern, beachfront, 550sq. ft terrace

Le Papillon enjoys one of the best locations on St. Martin, with many wonderful restaurants nearby and a beach that is close to private and ideal for long walks. Overlooking the entire Simpson Bay beach, the comfortable 2150 sq. feet apartment is equipped with everything a visitor might need. The long list of our luxurious amenities is shown below. The terrace itself is so comfortable and large that many guests mentioned that they would not mind living there. The view is breathtaking.

Top guest favourite

Flat in Simpson Bay

5 out of 5 average rating, 206 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 favourite

Apartment 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 favourite

Apartment in Maho

4.9 out of 5 average rating, 204 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

Flat 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 favourite

Apartment 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 favourite

Flat 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

Apartment in SX

4.82 out of 5 average rating, 114 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!