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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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Guest favourite
A spacious terrace features a comfortable seating area with plush cushions. Lush greenery surrounds the space, offering a sense of tranquility. A staircase leads to an upper level. In the distance, a view of buildings and the sky is visible, enhancing the outdoor ambiance.
Guest house in Simpson Bay
4.9 out of 5 average rating, 116 reviews

White Sands Beach Studio

This is the studio apartment you want. In a prime location in a safe neighborhood, with everything need to enjoy a perfect vacation. You have supermarkets, car rentals, restaurants, and bars within walking distance. A 30-second walk from Simpson Bay beach &6 min to Maho Beach, our world-famous airport beach. Public transportation is also available there. The apartment is recently renovated and equipped with AC, Netflix, a cozy kitchen, a magnificent garden, and a terrace overlooking the airport.

Guest favourite
A spacious bedroom features a large bed adorned with white linens and a soft gray throw. Three framed black-and-white prints are displayed on the wall above the bed, while a window offers views of the beach and ocean beyond.
Apartment in Lowlands
4.91 out of 5 average rating, 124 reviews

Modern Oceanview 2-Bedroom Condo on Mullet Bay

Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included

Top guest favourite
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.
Apartment in Lowlands
4.95 out of 5 average rating, 123 reviews

Sint Maarten La Terrasse Maho

It's a cozy large studio with a king size bed, a queen size sleeper sofa and a big balcony, it is at the second floor at Royal Islander Club Resort La Terrasse in Maho, fully equipped and furnished. Located just in front of Maho Bay beach and few minutes walk from Mullet bay beach. There are few restaurants and boutiques like cigar shops, jewelers and beauty store. Casino Royale is right next door. There are also a supermarket for grocery shopping, a pharmacy, a clinic and more...

Top guest favourite
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.
Flat in Simpson Bay
5 out of 5 average rating, 220 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
Flat in Simpson Bay
4.92 out of 5 average rating, 132 reviews

Le Petit Paradis – Beachfront 1 Bedroom Apartment

"Petit Paradis" (Little Paradise), a genuine Caribbean getaway. A spacious one-bedroom Beachfront apartment right on beautiful Simpson Bay Beach and in the center of all the happenings. Relaxing terrace, five stairs away from the Beach, and within walking distance from great Restaurants, Nightlife, Activities, and Watersports. This modern, fully furnished, and equipped apartment has everything you need for a dream vacation. Hope to invite you soon in our Paradise, Elodie

Top guest favourite
Apartment in Maho
4.9 out of 5 average rating, 214 reviews

Maho Love Nest: 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 for you to indulge.

Top guest favourite
A spacious terrace is presented with a wooden dining table surrounded by four chairs, complemented by a selection of fresh fruit. Sun loungers are positioned for relaxation, with a view of the turquoise water and sailboats visible in the distance.
Flat in Simpson Bay
5 out of 5 average rating, 136 reviews

Simpson bay beach, spacious, beautiful views!

Amazing spacious 3 bedroom, 2 bathroom apartment with awesome location in the heart of Simpson Bay. location, location, location in the middle of it all. Right across the 2.5 mile beautiful Simpson Bay Beach. All the beach necessities are there to enjoy, beachchairs, snorkeling gear, fishing rod and even 2 kayaks. You can walk to many nearby restaurants, grocery stores and other shops. Public transportation is also steps away.

Guest favourite
A dining area is presented with a modern table surrounded by four black chairs. Above, a colorful artwork adorns the wall, complementing the vibrant decor. Two candles on the table add an elegant touch, while soft lighting from above enhances the welcoming ambiance.
Apartment in Cole Bay
4.84 out of 5 average rating, 129 reviews

Convenient, Near Airport, Free Parking + Security.

Cozy 1 bedroom apartment that is centrally located in a gated community in Cole Bay. This area is situated on the Dutch side of the island, but it is near the French side of the island. The apartment is 10 minute drive from the Princess Juliana International Airport. In the area, there is a small supermarket which is 1 minute walking distance and Lagoonies Bistro & Bar which is 2 minute walking distance from the apartment.

Superhost
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.
Guest suite in Simpson Bay
4.82 out of 5 average rating, 213 reviews

MYRIEL — Perfect Location/Nightlife/Beach

This Duplex 1 Bed apt is all about LOCATION. Nicest/Safest area of St.Maarten. Few steps from Simpson beach, Maho Beach nightlife/restaurants. 5-10mn walk on the beach to Karakter Beach bar and Sunset Beach Café. Very clean. Perfect for single or couple. Sleep up to 3 with sofa bed.. Private entrance, full kitchen, Stove, Microwave, A/C, WIFI, Linens and towels.

Guest favourite
A view of the beach is framed by lush palm fronds and colorful flowers in pots. A bright blue gate leads to the sandy shoreline, where tranquil turquoise waters meet the sky.
Flat in Simpson Bay
4.84 out of 5 average rating, 180 reviews

Apartment on the beach 2

Beach front apartment with beautiful ocean view and Simpson Bay beach is ready to welcome you! It is located in Simpson Bay, walking distance to the tourist area with many restaurants, bars, clubs, grocery store, spas, night clubs and much more!!! You’ll love my place because of the gorgeous view, the location and the ambiance.

Guest favourite
A lively beach promenade is visible, lined with palm trees and shaded umbrellas. Pedestrians can be seen walking along the path, while golden sandy beaches and vibrant blue waters create a scenic backdrop. Lush greenery and distant hills enhance the overall coastal view.
Flat in Philipsburg
4.93 out of 5 average rating, 120 reviews

Amazing "Colosseo" duplex ocean view

The apartment Colosseo is located on the Great Bay, in Philipsburg, main city of Sint Maarten. Is a Duplex with a fully equipped kitchen, leaving room with sofa bed (for 2 people), laundry room, one bathroom, dressing, bed room with king size bed.

Superhost
A view from the balcony reveals the marina filled with mega yachts anchored in the Lagoon, framed by lush palm trees. The scene includes a bustling street with parked cars and a backdrop of rolling hills under a soft evening sky.
Flat in Simpson Bay
4.83 out of 5 average rating, 122 reviews

Heart of Simpsonbay Gastronomy

Spacious studio located on the second floor over looking the mega yachts in the Lagoon. Close to the beach and famous airport jetblast. Easy public transportation to anywhere on the island. Great choice for breakfast, lunch...or homemade dining.

Popular amenities for Simpson Bay family-friendly rentals

When is the best time to visit Simpson Bay?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$553 SGD$634 SGD$566 SGD$503 SGD$457 SGD$430 SGD$411 SGD$417 SGD$378 SGD$370 SGD$401 SGD$531 SGD
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C29°C28°C27°C

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

  • Total holiday rentals

    Explore 150 holiday rentals in Simpson Bay

  • Nightly prices starting at

    Simpson Bay holiday rentals start at $104 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,660 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    120 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    150 of Simpson Bay holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Simpson Bay rentals

  • 4.9 Average rating

    Simpson Bay stays are highly rated by guests – averaging 4.9 out of 5!