Family-friendly vacation rentals in Simpson Bay

Guesthouse in Simpson Bay

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.

4.9 out of 5 average rating, 115 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.

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.

4.96 out of 5 average rating, 202 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.

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.

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...

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.

5 out of 5 average rating, 218 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

4.9 out of 5 average rating, 214 reviews

Condo in Maho

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, at your fingertips!

A serene terrace area is furnished with wooden chairs and a dining table, shaded by a canopy. The clear waters of Simpson Bay are visible in the background, dotted with sailboats and framed by lush greenery, inviting relaxation and enjoyment of the beachfront setting.

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

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.

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.

4.83 out of 5 average rating, 127 reviews

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.

Condo in Cole Bay

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.

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.

4.82 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.

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.

4.84 out of 5 average rating, 179 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.

4.93 out of 5 average rating, 120 reviews

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.

Apartment in Philipsburg

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.

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.

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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A wooden boardwalk leads to calm turquoise waters with gentle waves lapping at the shore. Brightly colored beach areas are visible to the right, framed by a clear blue sky dotted with fluffy white clouds.

4.79 out of 5 average rating, 48 reviews

Maho Beach House: Bright Studio, Ocean View Lux

4.9 out of 5 average rating, 114 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

4.83 out of 5 average rating, 127 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

Luxury Villa, Pool, Jacuzzi, Pinel View 3 Bedroom

5 out of 5 average rating, 5 reviews

A landscape scene captures a serene beachfront view featuring soft, white sand and clear turquoise waters. Lush palm trees are seen in the foreground, while a large infinity pool reflects the sky. The horizon showcases gentle waves against the backdrop of a clear blue sky.

Condo in Simpson Bay

Paradiso - 2 bedroom Condo steps to Cupecoy Beach!

A large, circular swimming pool is framed by palm trees and colorful flowers. Lounge chairs are positioned around the pool area, and a covered gazebo with dining tables is visible in the background, providing a space for relaxation and enjoyment.

4.61 out of 5 average rating, 23 reviews

Grand Getaway - Royal Retreats at Maho Beach Studi

A spacious outdoor lounge area is featured, with white sofas adorned with blue cushions. The view includes vibrant ocean hues and palm trees swaying gently. A dining table is positioned in the background, offering a scenic space for alfresco meals.

4.95 out of 5 average rating, 106 reviews

Top of the art penthouse

Place to stay in Simpson Bay

A compact living area features a wall-mounted Murphy Bed that converts to a sofa, offering flexible space. A kitchenette with a refrigerator and sink is included. Natural light enters through an arched window, complementing the light-colored wood flooring and neutral furnishings.

4.95 out of 5 average rating, 21 reviews

The Hideaway

4.95 out of 5 average rating, 56 reviews

A tranquil swimming pool is surrounded by lush palm trees and vibrant greenery, reflecting a clear blue sky. The marina, filled with docked yachts, creates a serene backdrop, while lounge chairs are positioned beside the water for relaxation.

Condo in Simpson Bay

Studio on the water in the Simpson Bay Yacht Club

Family- and pet-friendly home rentals

4.96 out of 5 average rating, 75 reviews

A hanging chair with a patterned cushion is positioned beside a sparkling swimming pool, overlooking the expansive azure ocean. The clear sky displays a few fluffy clouds, enhancing the serene coastal view.

Villa in Simpson Bay

Waterfront "Bonjour" Beacon Hill St Maarten

4.95 out of 5 average rating, 123 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

4.78 out of 5 average rating, 123 reviews

A private balcony offers unobstructed views of the tranquil Caribbean Sea, with a sandy beach visible below. A simple table and chairs are positioned on the balcony, allowing for relaxed outdoor seating. Nearby, colorful beach bar structures can be seen along the shore.

Apartment in Philipsburg

Maho Beach House: 1-Bedroom, Oceanfront Lifestyle

Condo in Collectivity of Saint Martin

Two white lounge chairs are positioned on green grass, facing the sandy beachfront. Palm trees sway gently in the breeze, with the clear blue waters of the lagoon visible in the background, framed by a bright, sunny sky.

4.75 out of 5 average rating, 36 reviews

Sand and coconut palm studio

5 out of 5 average rating, 4 reviews

1 Bedroom 5 Steps to Beach + Private Patio

A modern living area features a sleek black cabinet and a comfortable armchair. Natural light floods through a sliding glass door, revealing a balcony with a small table and chairs. Lush green palm leaves are visible through the glass, enhancing the serene atmosphere.

4.79 out of 5 average rating, 28 reviews

Bright studio next to the beach

5 out of 5 average rating, 11 reviews

A studio apartment features a spacious layout with a large window providing a view of the sea. A small dining table and chairs are positioned near the window. A sofa and television are visible, alongside a well-equipped kitchenette with modern appliances and ample counter space.

Apartment in Marigot

Beachfront apartment

5 out of 5 average rating, 103 reviews

A panoramic view of turquoise waters showcases numerous boats anchored in the distance, framed by lush palm trees. A rainbow appears across the sky, adding a colorful touch to the serene coastal landscape.

Townhouse in Cole Bay

Hillside Beach Townhouse Simpson Bay

Family-friendly home rentals with a pool

4.94 out of 5 average rating, 35 reviews

Apartment in Lowlands

"Blue Emerald ¤ Studio" swimming pool & fitness in Maho

5 out of 5 average rating, 9 reviews

A spacious terrace is complemented by a dining table surrounded by four chairs. A comfortable seating area with two wooden chairs and a couch is visible. Large glass windows provide a view of the lagoon and the outdoors, enhancing the natural light in the space.

Apartment in Marigot

NEW 1BR apt lagoon & sunset view 2/3p

4.93 out of 5 average rating, 55 reviews

A living area features a modern television mounted on a minimalist white console. A circular coffee table sits below, accompanied by a decorative shell. Light filters through sheer curtains, illuminating the space and offering a glimpse of the outdoor area.

Condo in Marigot

Beachfront Condo| Pool View + Private Beach Access

4.98 out of 5 average rating, 89 reviews

A modern living area is showcased, featuring a light gray sofa adorned with colorful cushions. A wooden coffee table is centered on a patterned rug. Large glass doors open to a balcony surrounded by greenery, while a ceiling fan provides air circulation. A wall art piece adds a touch of character.

Condo in Marigot

cosy apartment

4.82 out of 5 average rating, 33 reviews

A bright and airy bedroom features a spacious bed dressed in neutral linens, complemented by a cozy seating area with a textured fabric. Expansive glass doors invite natural light and provide access to an outdoor space with a small dining setup.

Apartment in Cole Bay

Cozy condo in Blue Pelican

4.83 out of 5 average rating, 52 reviews

A tranquil pool is flanked by lounge chairs under umbrellas, with tropical greenery in the background. A shaded seating area is visible on the far side, enhancing the outdoor space's relaxation potential. The clear water reflects the blue sky and soft clouds.

Apartment in Lowlands

A Maho Studio

4.95 out of 5 average rating, 20 reviews

A spacious swimming pool features clear blue water and is surrounded by palm trees. Lush landscaping adds to the serene environment. The backdrop showcases the resort building and outdoor dining area, all bathed in natural light under a partly cloudy sky.

Apartment in Cole Bay

Beachfront Royal Palm 1-BR

A well-maintained outdoor pool is surrounded by lounge chairs, offering a relaxing space for guests. Shade is provided by large umbrellas, and tropical palm trees are visible in the background. The pool area is complemented by modern residential buildings, enhancing the serene environment.