Family-friendly vacation rentals in Simpson Bay

4.96 out of 5 average rating, 109 reviews

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

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Guesthouse in Simpson Bay

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.

4.95 out of 5 average rating, 108 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. 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.

KitchenFamilyAir conditioning

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.

4.95 out of 5 average rating, 242 reviews

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.

KitchenIndoor spacesCheck-in

4.88 out of 5 average rating, 139 reviews

An open-concept studio showcases a light-filled living area featuring a comfortable white sectional sofa. To the left, a spacious bed is visible, while a kitchenette is located in the background, highlighted by blue tiled walls. A dining table for four is positioned next to a wooden cabinet.

Apartment in Maho Beach

Turtle Den YOUR Maho Escape!

Welcome to Turtle Den, an enchanting ocean-inspired studio in the heart of Maho, St. Maarten. More than a stay, it's an immersive experience. Dive into a tranquil palette of oceanic hues, playful turtle motifs, and serene vibes. Just steps from Maho Beach, where planes land and take off, it's a front-row seat to breathtaking moments. Immerse in Maho's lively scene, surrounded by clubs and restaurants. Turtle Den is an invitation to savor the ocean's beauty and celebrate a world of whimsy.

KitchenFamilyCheckout

5.0 out of 5 average rating, 250 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

Indoor spacesFamilyView

4.95 out of 5 average rating, 105 reviews

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.

KitchenFamilyLayout

4.91 out of 5 average rating, 252 reviews

Condo in Maho

Maho Love Shack: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.

KitchenFamilyCleanliness

4.99 out of 5 average rating, 198 reviews

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 spacesKitchenBathroom

4.99 out of 5 average rating, 186 reviews

A private heated pool is featured at the edge of the terrace, offering views of the ocean and nearby islands. The clear blue water contrasts with the light-colored stone surrounding the pool, while lush greenery can be seen in the background against a clear sky.

Apartment in Little Bay

Stunning 2 BD Ocean View - Terraces Lt Bay

Treat yourself to the utmost stylish and modern ocean view apartment located in the exclusive Little Bay Hill . This spacious environment, is designed to be enjoyed as a family, has a terrace with stunning sea views, private pool, one master suites ( Japanese king bed and a walking closet), one bedroom suite with two twin size beds ( could be converted to king size bed ) . Welcome to Terraces Little Bay !

KitchenFamilyAccuracy

Guest suite in Simpson Bay

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.

4.81 out of 5 average rating, 232 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.

KitchenFamilyCleanliness

4.99 out of 5 average rating, 101 reviews

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.

KitchenFamilyLong stay

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.

4.85 out of 5 average rating, 205 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.

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Popular amenities for Simpson Bay family-friendly rentals

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Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 137 reviews

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 spacesKitchenLong stay

4.93 out of 5 average rating, 136 reviews

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

FamilyKitchenPets

4.92 out of 5 average rating, 136 reviews

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 spacesFamilyGrill

Apartment in Saint Martin

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.

4.92 out of 5 average rating, 106 reviews

The Perch - A unique jungle experience.

FamilyKitchenAmenities

4.86 out of 5 average rating, 153 reviews

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

KitchenFamilyLocation

4.93 out of 5 average rating, 211 reviews

The living area features a red sectional sofa, a coffee table, and large glass doors that overlook the ocean. A bottle of champagne is placed in an ice bucket, accompanied by flowers on the table. The view includes the sea and distant sailboats, enhanced by natural light.

Guest suite in Cole Bay

Indigo Sweet

Indoor spacesKitchenHot tub

A bright living area features large glass doors that open to a private outdoor space. A comfortable sofa and a coffee table are positioned on a light-toned rug. A TV is mounted on a sleek white cabinet, while wooden accents add warmth to the design.

5.0 out of 5 average rating, 80 reviews

The Loft at Simpson Bay Yacht Club

KitchenIndoor spacesPool

Two lounge chairs frame a stunning view of the Caribbean Sea, with a small side table holding a bucket of ice and champagne. The background features lush hills and a vibrant blue sky, creating a serene outdoor setting.

5.0 out of 5 average rating, 68 reviews

Villa Harmony Haven

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Family- and pet-friendly home rentals

4.96 out of 5 average rating, 153 reviews

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

FamilyKitchenWalkability

4.97 out of 5 average rating, 151 reviews

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

KitchenFamilyDecor

4.8 out of 5 average rating, 102 reviews

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 spacesKitchenValue

Apartment in Upper Prince's Quarter

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.

4.9 out of 5 average rating, 101 reviews

Relaxing Hideaway w/ Great Views

KitchenIndoor spacesQuiet

4.99 out of 5 average rating, 105 reviews

A spacious outdoor terrace is furnished with comfortable wicker seating and a dining table, providing panoramic views of the ocean and landscape. The inviting overflow pool is visible nearby, surrounded by lush greenery and vibrant tropical plants, creating an ideal space for relaxation and social gatherings.

Villa

Your Paradise Villa

Indoor spacesKitchenCheck-in

4.97 out of 5 average rating, 89 reviews

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

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A living area features a blue sofa against a palm tree mural, complemented by natural wood stools and a woven rug. Large windows invite light and offer access to a private terrace, enhancing the spaciousness of the room.

4.89 out of 5 average rating, 18 reviews

Beacon Hill Appart Emplacement Plages, restaurants

KitchenIndoor spacesQuiet

4.95 out of 5 average rating, 22 reviews

A serene coastal view is captured, showcasing the shimmering blue ocean under a clear sky. Lush greenery and well-maintained gardens are visible in the foreground, while white buildings with decorative elements rest subtly along the coastline.

Home in Koolbaai

Blue Palm Estate Townhouse w/ Ocean View

FamilyIndoor spacesAmenities

Family-friendly home rentals with a pool

4.89 out of 5 average rating, 100 reviews

A tranquil pool reflects the azure sky and distant boats. Surrounded by lush greenery, the pool area features a cascading waterfall and is bordered by smooth stones. A wooden partition provides privacy, enhancing the serene atmosphere of the waterfront retreat.

Home

ALMOND BLUE ...Pinel bay view - caribbean feeling

FamilyKitchenGrill

Home in Upper Prince's Quarter

A spacious bedroom is showcased with a large bed featuring neutral-toned linens. A panoramic window offers stunning views of the ocean and coastline, framed by soft drapes. A bedside table holds a lamp, and a television is positioned across the room, enhancing the modern decor.

4.99 out of 5 average rating, 106 reviews

Endless Views @ Acqua Bleu

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Condo in Upper Prince's Quarter

5.0 out of 5 average rating, 4 reviews

Serenity Seascape | 2BR Retreat, 270° Oceanviews

Getting aroundCleanlinessNearby

4.86 out of 5 average rating, 44 reviews

The private patio features a saltwater pool with ocean views, complemented by lounge chairs and tropical plants. Soft clouds drift overhead, enhancing the serene atmosphere. Nearby, a dining area offers an inviting space for meals while overlooking the lush garden and the expansive sea.

Home in Koolbaai

Luxury Villa Turquoise Heaven in Pelican Key

FamilyIndoor spacesCheckout

4.91 out of 5 average rating, 70 reviews

Home in Saint Martin

Slowlife! Blooming Villa! Freshly Renovated

KitchenIndoor spacesOutdoor spaces

4.96 out of 5 average rating, 24 reviews

Condo in Simpson Bay

4 Bedroom Beachfront Condo with Private Pool D2.1

KitchenIndoor spacesWalkability

4.91 out of 5 average rating, 23 reviews

Apartment in Maho Beach

Escapes at the Emerald – Airport & Beach Nearby

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