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Family-friendly vacation rentals in Simpson Bay

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 180 vacation rentals in Simpson Bay

  • Nightly prices starting at

    Simpson Bay vacation rentals start at G$23,006 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,540 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    180 of Simpson Bay vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Simpson Bay rentals

  • 4.8 Average rating

    Simpson Bay stays are highly rated by guests—averaging 4.8 out of 5!

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 favorite
The front patio features a cozy lounge area with a large blue sofa adorned with decorative pillows and a small round table. A vibrant fruit platter is presented on the table, providing a refreshing touch. Clear views of the turquoise ocean and beach can be seen beyond the railing.
Condo in Simpson Bay

2 BR 2 BA beachfront, amazing view, beach access

Wake up early on your first morning, brew a fresh cup of coffee, walk out onto the front patio overlooking a spectacular panoramic oceanview of turquoise clear-blue water lapping gently onto the white sandy shore. Then walk downstairs, through our private access directly onto the beach. Feel the soft white sand under your feet, scrunch your toes in it :). This is a dream come true for you, you worked hard to be here, smile inwardly, live in the moment, it is paradise, own it, you deserve this...

KitchenIndoor spacesBackyard

4.83 out of 5 average rating, 102 reviews
Top guest favorite
A spacious daybed is shaded by a wooden pergola, surrounded by vibrant greenery. The beach and ocean serve as a backdrop, with gentle waves lapping at the shore. Colorful cushions and a soft blanket add comfort, while a small Buddha statue creates a serene ambiance.
Condo in Simpson Bay

Beach front luxury! Huge 2BR that has it all! 😍🤩😍

5 star hotel luxury is yours in this modern beach home! 2 guest rooms with en-suite bathrooms and deck access. Enjoy cooking your own meals and dine inside or on the deck (or beach!). Largest deck on Simpson Bay beach has it all: huge daybed, loungers, living and dining areas for your comfort and pleasure. Unwind in the den and enjoy the big screen there or in either bedroom. Your neighbor is a boutique hotel and will gladly serve you meals and drinks right to your deck! Much more info available

KitchenFamilyWalkability

4.96 out of 5 average rating, 109 reviews
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

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. Live TV/ movies. Additional Queen sofa sleeper in living room sleeps 2. Washer/Dryer. 90 steps to the beautiful Simpson Bay Beach. 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.

KitchenIndoor spacesAccess

4.95 out of 5 average rating, 109 reviews
Top guest favorite
A serene beach view is captured, showcasing clear turquoise waters meeting powdery white sands. A picnic table sits on the beach, bordered by vibrant green plants and palm trees. Soft clouds drift above under a bright blue sky, completing the tranquil seaside scene.
Apartment in Simpson Bay

Lilly's Beach

This is a very SPECIAL SMAll RESIDENCE known as Ocean Edge . Beach Front located directly on beautiful Simpson Bay Beach! Enjoys one of the best locations on the island . Panoramic sea views with your toes in the sand and balmy Caribbean breezes. A clear turquoise sea dazzles in tropical sun, powdery white sands stretching along one of St. Maarten's longest beaches. Apartment with modern amenities and comforts. A perfect vacation spot ! Back up system installed to insure electricity.

Indoor spacesKitchenGetting around

4.95 out of 5 average rating, 245 reviews
Top guest favorite
Apartment in Simpson Bay

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

KitchenFamilyValue

5.0 out of 5 average rating, 252 reviews
Top guest favorite
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.
Apartment in Simpson Bay

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, it is not directly on the beach but 25 steps away. 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.

Indoor spacesFamilySleep quality

5.0 out of 5 average rating, 156 reviews
Guest favorite
A light-filled living space features a comfortable beige sofa set, complemented by natural wood accents. Large windows provide a view of the ocean, while a doorway opens to an outdoor space adorned with greenery. Simple decor enhances the tranquil atmosphere of the room.
Condo in Simpson Bay

Hamaka condo, a beachfront retreat on Simpson Bay

Escape to the ultimate beachfront retreat at Hamaka, a fully equipped condo recently renovated to offer the perfect private beach escape with easy walking distance access to restaurants, bars, and nightly entertainment in Simpson Bay, Saint-Martin. Experience waking up to the sound of the waves and having your morning drink to the sight of the endless shades of the ocean. At the end of your day, unwind and enjoy the magnificent sunsets that this beautiful island has to offer.

Indoor spacesFamilyBeach

4.95 out of 5 average rating, 106 reviews
Guest favorite
Apartment in Simpson Bay

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

FamilyIndoor spacesView

4.93 out of 5 average rating, 157 reviews
Top guest favorite
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

Indoor spacesFamilyGetting around

4.99 out of 5 average rating, 199 reviews
Top guest favorite
A living room area features comfortable seating with colorful cushions against light blue walls. A dining table is set with breakfast items, including orange juice and pastries. Large windows allow natural light to illuminate the space, providing a view of the terrace and surrounding greenery.
Apartment in Simpson Bay

Second Home Beach Apartment

Our SECOND HOME beach apartment is truly designed as a second home. A place to where we can escape from the world and reconnect with ourselves. It has all the amenities one needs, like a comfortable living room, high quality mattress and linens, cozy sitting on the terrace to watch the sunset, fully equipped kitchen, and airconditioning in each room. It is located just two houses away from the beautiful white sand beach of Simpson Bay.

KitchenFamilyAccuracy

4.99 out of 5 average rating, 106 reviews
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

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.

Indoor spacesFamilyParking

4.81 out of 5 average rating, 232 reviews
Top guest favorite
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.

FamilyIndoor spacesQuiet

4.99 out of 5 average rating, 104 reviews

Popular amenities for Simpson Bay family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
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

Sint Maarten La Terrasse Maho

Indoor spacesFamilyBreakfast

4.95 out of 5 average rating, 141 reviews
Top guest favorite
Condo in Maho

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

Indoor spacesFamilyOutdoor spaces

4.91 out of 5 average rating, 257 reviews
Guest favorite
An inviting outdoor space features a private pool surrounded by lush greenery and sea views. Comfortable lounge chairs are positioned nearby, providing a serene spot to relax. Sunlight reflects off the water's surface, creating a tranquil atmosphere.
Apartment in Indigo bay

Independent apartment at the bottom of the villa – Indigo Bay

KitchenFamilyWalkability

4.92 out of 5 average rating, 138 reviews
Guest favorite
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

Indoor spacesKitchenBackyard

4.92 out of 5 average rating, 138 reviews
Guest favorite
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

KitchenFamilyLaundry

4.85 out of 5 average rating, 156 reviews
Superhost
A balcony features a seating area with two loungers and is illuminated by soft lighting. A small, unlit plunge pool is visible in the foreground, with lush greenery surrounding the space. The interior is partially visible through large glass doors.
Cottage in Saint Martin

Bungalow with lagoon-view hot tub

FamilyKitchenNearby

4.86 out of 5 average rating, 242 reviews
Guest favorite
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.
Apartment in Saint Martin

The Perch - A unique jungle experience.

Indoor spacesFamilyNearby

4.92 out of 5 average rating, 106 reviews
Top guest favorite
Guest suite in Cole Bay

Indigo Sweet

Indoor spacesKitchenBeach

4.93 out of 5 average rating, 211 reviews

Family- and pet-friendly home rentals

Top guest favorite
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

FamilyIndoor spacesCheck-in

4.96 out of 5 average rating, 153 reviews
Top guest favorite
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

Coté Jardin 2 Large Studio

KitchenFamilyAmenities

4.97 out of 5 average rating, 152 reviews
Guest favorite
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

Indoor spacesKitchenCondition

4.81 out of 5 average rating, 103 reviews
Top guest favorite
Loft in Grand-Case

Beachfront Loft in Grand Case - Sea View

Indoor spacesKitchenLocation

4.94 out of 5 average rating, 141 reviews
Superhost
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.
Apartment in Upper Prince's Quarter

Relaxing Hideaway w/ Great Views

Indoor spacesFamilyCleanliness

4.89 out of 5 average rating, 104 reviews
Guest favorite
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

KitchenFamilyGrill

4.86 out of 5 average rating, 167 reviews
Top guest favorite
A stunning sunset is captured over the calm sea, reflecting vibrant colors onto the water's surface. In the foreground, a serene pool mirrors the sky, enhancing the tranquil ambiance of the outdoor space. The silhouette of trees adds a natural element to the scene.
Villa in Simpson Bay

Waterfront "Bonjour" Beacon Hill St Maarten

Indoor spacesKitchenCleanliness

4.97 out of 5 average rating, 90 reviews
Top guest favorite
A modern living area features large floor-to-ceiling windows that offer panoramic views of the ocean and beach. A light-colored sofa is positioned beside a small wooden table, while a plant adds a touch of greenery. Natural light brightens the space, creating an inviting ambiance.
Apartment in Cupecoy

Stunning oceanfront condo

FamilyIndoor spacesAccuracy

4.98 out of 5 average rating, 40 reviews

Family-friendly home rentals with a pool

Guest favorite
An inviting outdoor living space features a covered terrace with comfortable seating, a stylish bar area, and potted plants. The warm wooden flooring complements the soft purple lighting, while ocean views can be seen in the background, creating a relaxing ambiance for gatherings.
Townhouse

Indigo Bay Villa Poolside - Ocean 14

FamilyIndoor spacesAmenities

4.96 out of 5 average rating, 111 reviews
Superhost
A cozy living area features a comfortable gray sofa and a wooden coffee table. Two windows offer expansive views of the ocean, with light reflecting off the water. Beams stretch across the ceiling, enhancing the airy feel of the space.
Condo in Simpson Bay

Oceanfront w Pool | Maho Beach area

FamilyIndoor spacesCondition

4.8 out of 5 average rating, 191 reviews
Guest favorite
Condo in Simpson Bay

4 Bedroom Beachfront Condo with Private Pool D2.1

Indoor spacesKitchenBathroom

4.96 out of 5 average rating, 27 reviews
Guest favorite
A panoramic view of the azure ocean is captured, dotted with sailboats. The sandy beach features thatched umbrellas and lounge chairs. Lush palm trees are visible, alongside a beachside bar area with shaded seating, all under a bright sky with fluffy clouds.
Apartment in Simpson Bay

Royal Palm Hilton SXM

KitchenFamilyCheckout

4.92 out of 5 average rating, 66 reviews
Guest favorite
A serene view of the property’s swimming pool surrounded by lush greenery and palm trees. Loungers are positioned along the poolside, providing spaces for relaxation. The turquoise waters of Simpson Bay are visible in the background, complemented by a clear blue sky.
Condo in Simpson Bay

Beachfront Paradise with Pool & Stunning Sunsets

KitchenIndoor spacesCleanliness

4.9 out of 5 average rating, 72 reviews
Guest favorite
Apartment in Maho Beach

Escapes at the Emerald – Airport & Beach Nearby

Indoor spacesComfortHospitality

4.92 out of 5 average rating, 26 reviews
Superhost
A modern villa exterior is displayed under a clear blue sky. Sleek white walls are complemented by well-maintained landscaping and palm trees. An outdoor lounge area is visible, featuring comfortable seating and a shaded area for relaxation.
Villa in Simpson Bay

Modern 2 bedroom luxury beachside villa with pool

FamilyKitchenGetting around

4.87 out of 5 average rating, 86 reviews
Superhost
A panoramic view of the turquoise sea is captured from the rooftop, with the coastline and palm trees visible in the foreground. Soft white clouds drift over the lush green mountains in the distance, creating a serene backdrop to the vibrant scene.
Home in Simpson Bay

Townhouse Villa LX

Indoor spacesKitchenView

4.8 out of 5 average rating, 25 reviews

When is the best time to visit Simpson Bay?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$95,162 GYDG$99,763 GYDG$97,462 GYDG$87,423 GYDG$81,358 GYDG$73,201 GYDG$69,018 GYDG$66,927 GYDG$55,424 GYDG$62,744 GYDG$63,790 GYDG$92,861 GYD
Avg. temp26°C26°C26°C27°C28°C29°C29°C29°C29°C29°C28°C27°C

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