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.

4.87 out of 5 average rating, 120 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.

4.8 out of 5 average rating, 176 reviews

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

Location , Location Location ! You can not get any closer to the ocean than in this cliff side apartment. The sound of waves crashing below and incredible ocean views from every room. The sunrise is magical everyday and by night the glowing lights of Simpson bay. This cliff side apartment has everything you need for a dream stay away from the crowds. . Just steps from 4 beaches Simpson bay, Mullet bay, burgeux bay and a 5minute walk to the world famous Maho Beach with its famous plane landings

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, 101 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

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, 203 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.

4.95 out of 5 average rating, 124 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

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, 221 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

4.95 out of 5 average rating, 125 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

The "SeaBird studio" is ideally located with a beautiful view of the Caribbean Sea and an idyllic beach just for you! It offers plenty of comfort and storage with refined and original decoration. The residence is perfectly secure with a large swimming pool and tropical garden. Everything is within walking distance: grocery store, local market, shops, traditional or gourmet restaurants, ferry station to other islands, etc... High-speed Wi-Fi and TV Europe and America.

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.

4.84 out of 5 average rating, 129 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, 214 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.

4.96 out of 5 average rating, 124 reviews

The image captures a tranquil beach scene featuring clear turquoise waters gently lapping at a sandy shore. The horizon blends seamlessly with a bright blue sky scattered with soft, white clouds.

Loft in Lowlands

Côte D’Azur Quiet loft near mullet bay beach

Updated quiet & cozy loft apartment near Mullet Bay. Balcony with lagoon and ocean view. Extremely well positioned; Great neighborhood, 2 min walking distance from American University of the Caribbean (AUC) and Jule's French bakery, 7 minutes walking distance from Mullet Bay Beach, restaurants and Carrefour supermarket at 1 minute walking distance.

A shaded porch features a wooden chair and a cushioned seat, providing a relaxing seating area overlooking the beach. A small table is positioned between them, accompanied by a potted plant. The vibrant blue waters of the Caribbean Sea are visible, framed by lush greenery.

4.8 out of 5 average rating, 124 reviews

Apartment on the beach 3

Beach front apartment with beautiful view of Caribbean sea! The white sandy, two miles long Simpson bay beach is right out of the door. It is located walking distance to the tourist area with many restaurants, bars, clubs, grocery stores, spas, night clubs, the marina to watch the large yachts, souvenir shops and much more!!!

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.

4.8 out of 5 average rating, 49 reviews

Maho Beach House: Bright Studio, Ocean View Lux

An ocean view is visible from the balcony, showcasing vibrant blue waters and a clear sky. The foreground features lush greenery and flowering plants that enhance the serene setting. The surrounding area includes pathways and well-maintained gardens, creating a welcoming atmosphere.

4.89 out of 5 average rating, 46 reviews

Amazing 1 bedroom apartment in Maho Village

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, 12 reviews

Apartment in Cole Bay

B254 - Cozy Apartment in Simpson Bay

4.84 out of 5 average rating, 128 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

A spacious living area is highlighted by natural light filtering through large windows. A comfortable sectional sofa offers ample seating, complemented by a wooden dining table with black chairs. Green plants add touches of nature, while decorative accents line the walls, creating an inviting space.

4.94 out of 5 average rating, 16 reviews

Studio - Simpson Bay Yacht Club

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, 107 reviews

Top of the art penthouse

Guesthouse in Saint Martin

A spacious bedroom features a king-size bed with neutral bedding and decorative pillows. Floor-to-ceiling mirrors create a sense of openness, while a wooden vanity and a stylish chair add functional elements. Warm lighting enhances the overall ambiance.

4.89 out of 5 average rating, 208 reviews

Bungalow in the lowlands

Family- and pet-friendly home rentals

A serene beach scene is captured, featuring soft sand and tranquil turquoise waters. Footprints lead along the shoreline, with coastal cliffs in the background. The sky is partially cloudy, providing a gentle light over the landscape, creating a calm and inviting atmosphere.

4.78 out of 5 average rating, 80 reviews

Fun under the sun💦🌎🏖 -cupecoy condo

A swimming pool area is showcased, featuring several lounge chairs under large umbrellas. Palm trees line the surroundings, creating a relaxed atmosphere. The pool is framed by a tiled deck, providing a spacious area for sunbathing and leisure activities.

4.9 out of 5 average rating, 29 reviews

Maho Condo with Pool, Gym & Ocean/Airport View

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

4.99 out of 5 average rating, 171 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

Apartment in Upper Prince's Quarter

An aerial view of a modern apartment nestled within a lush garden. The building features a sleek design with a solar panel roof. Outdoor seating is visible on the balcony, surrounded by greenery. A parking area accommodates a vehicle, and a BBQ space is present in the garden.

4.96 out of 5 average rating, 73 reviews

Apartment in tranquil, gated community.

5 out of 5 average rating, 12 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

Condo in Collectivité de Saint-Martin

An open-concept living area is highlighted by large glass doors, providing an unobstructed view of the pool and garden. A dining table is set with modern chairs, while a comfortable sofa sits in the corner. Kitchen appliances are neatly arranged in sleek cabinetry.

4.74 out of 5 average rating, 19 reviews

Blue vista - Paradise in nettle Bay-1BR Queen Size

Family-friendly home rentals with a pool

Apartment in Baie-Nettlée

A serene swimming pool is observed, reflecting sunlight with a calm surface. Surrounding palm trees provide shade, while lounge chairs are positioned nearby. In the distance, a shimmering body of water complements the tranquil ambiance, enhancing the overall peaceful atmosphere.

4.74 out of 5 average rating, 42 reviews

LUXURY STUDIO WITH SEA VIEW

A refreshing outdoor pool is flanked by lounge chairs under shaded umbrellas. Lush greenery surrounds the area, and a covered seating space is visible in the background, providing options for relaxation.

4.84 out of 5 average rating, 57 reviews

B Maho Studio

4.97 out of 5 average rating, 29 reviews

Tropical palm trees are framed against a backdrop of the Caribbean Sea, with waves gently lapping the shore. A swimming pool is visible in the foreground, surrounded by white sand and vibrant greenery, offering a tranquil setting with distant hills on the horizon.

Condo in Saint-Martin

Studio COCO

4.91 out of 5 average rating, 57 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

4.74 out of 5 average rating, 96 reviews

A spacious terrace is visible, featuring a wooden dining table surrounded by black chairs. A hanging rattan chair offers a cozy seating option. Lush palm trees and a serene lagoon can be seen in the background under a partially cloudy sky.

Condo in Marigot

Blue Jungle Duplex Terrace with Incredible Lagoon View

4.98 out of 5 average rating, 80 reviews

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.

Condo in Lowlands

Brand New- Maho Condo Studio with Seaview and Pool

5 out of 5 average rating, 30 reviews

A slender palm tree leans towards the shore, where vibrant turquoise waters meet a soft sandy beach. A white picket fence runs along the beachfront, providing a clear view of the tranquil ocean and distant coastline under a bright blue sky.

Condo in Simpson Bay

Beachfront Caribbean Breeze in Paradise, SXM