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Family-friendly holiday rentals in Simpson Bay

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Simpson Bay

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

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Rental unit

4.86 out of 5 average rating, 194 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.

Guest favourite

Guest house

4.96 out of 5 average rating, 97 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

Rental unit

5 out of 5 average rating, 30 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.

Guest favourite

Rental unit

5 out of 5 average rating, 191 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

Guest favourite

Apartment

4.96 out of 5 average rating, 72 reviews

Tropical Gem Ocean & Tropical Garden Views+PERKS!

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

4.89 out of 5 average rating, 187 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!

Guest favourite

Villa

4.95 out of 5 average rating, 100 reviews

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

VILLA JADE is a complex of 3 villas , feet in the water. VILLA JADE 3, our 2 bedroom villa is located in the Bay of Cul de Sac, facing the Ilet PINEL and the nature reserve with turquoise waters. Life is peaceful, kayak outings, idleness, BBQ ... You are 5 minutes from the fabulous Oriental Bay, its restaurants, bars and water activities... The 3 villas are terraced but very intimate and quiet, your only view is the sea....your only goal is to " enjoy"......

Guest favourite

Rental unit

4.97 out of 5 average rating, 117 reviews

Cupecoy Garden Side

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.

Guest favourite

Apartment

4.73 out of 5 average rating, 135 reviews

Le grand saint martin II avec/with Netflix

i love this studio, it's my favorite. Bright, spacious studio with sea view in a quiet residence. Close to all shops, restaurants, beach and city center of Marigot. Ideal for a relaxing and zen stay. This studio has a fully equipped kitchen, traditional oven with rotating heat, microwave, 3 induction plates, freezer fridge and a large space for cooking. This studio also has a bathroom equipped with a washing machine.

Apartment

4.82 out of 5 average rating, 103 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 house

4.86 out of 5 average rating, 222 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

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Flats

Convenient locations with everyday essentials

Popular amenities for Simpson Bay family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Rental unit

4.94 out of 5 average rating, 51 reviews

The Rock 1 Duplex Apartment Sea View with Jacuzzi

Rental unit

4.86 out of 5 average rating, 7 reviews

Unique 4BR Penthouse,Close to day & night activiti

Guest favourite

Apartment

5 out of 5 average rating, 34 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

Rental unit

4.67 out of 5 average rating, 6 reviews

Maho Beach House: Petite Studio, Ocean View

Guest favourite

Serviced apartment

4.88 out of 5 average rating, 41 reviews

Amazing 1 bedroom apartment in Maho Village

Villa

4.82 out of 5 average rating, 67 reviews

Villa Allamanda, sublime view, heated hot tub

Villa

4.67 out of 5 average rating, 3 reviews

Villa Sunrise - Amazing View of Orient Bay

Guest favourite

Rental unit

5 out of 5 average rating, 9 reviews

Le Colibri - Baie Orientale - Private Jacuzzi

Family- and pet-friendly home rentals

Guest favourite

Villa

4.99 out of 5 average rating, 81 reviews

Your Paradise Villa

Rental unit

4.67 out of 5 average rating, 49 reviews

Mont Vernon "B&C Collection" Studio + Sofa

Guest favourite

Apartment

4.82 out of 5 average rating, 91 reviews

Princess Anouk, Orient Bay, pool, on the beach

Guest favourite

Apartment

5 out of 5 average rating, 5 reviews

Luxury apt, direct access to the beach

Guest favourite

Rental unit

5 out of 5 average rating, 19 reviews

Large studio, full ocean view, right on Orient Bay

Guest favourite

Villa

5 out of 5 average rating, 26 reviews

Villa Azur, great view of the Orient Bay

Guest favourite

Villa

4.94 out of 5 average rating, 64 reviews

Villa Marine with your feet in the water facing Pinel Island

Home

4.77 out of 5 average rating, 56 reviews

Villa Flagrantia

Family-friendly home rentals with a pool

Villa

4.93 out of 5 average rating, 15 reviews

Newly Renovated! Villa Paradis - Unbeatable views.

Guest favourite

Townhouse

4.97 out of 5 average rating, 29 reviews

Searulean, a stylish 3 bedroom abode in Orient Bay

Guest favourite

Apartment

4.8 out of 5 average rating, 111 reviews

Charming studio directly on the beach

Guest favourite

Rental unit

4.92 out of 5 average rating, 26 reviews

4Ever renovated studio, lagoon view, feet in the water

Guest favourite

Home

4.88 out of 5 average rating, 52 reviews

Pelican Paradise

Guest favourite

Cottage

5 out of 5 average rating, 54 reviews

Casa Mia a haven of peace at the edge of the water

Guest favourite

Villa

4.96 out of 5 average rating, 54 reviews

Private Orient Bay Villa with Spectacular Views

Guest favourite

Home

4.97 out of 5 average rating, 62 reviews

Villa Tamarind | Luxury Oasis | Ocean views | 4BDR

Quick stats about holiday rentals that are family-friendly in Simpson Bay

Total rentals
160 properties
Nightly prices starting at
£103 before taxes and fees
Total number of reviews
2.1K reviews
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
120 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Destinations to explore