Family-friendly holiday rentals in Simpson Bay

Guest house 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, 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.

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.

Apartment 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, 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

4.9 out of 5 average rating, 214 reviews

Apartment 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 for you to indulge.

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.

Apartment 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.

4.96 out of 5 average rating, 123 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.

4.84 out of 5 average rating, 180 reviews

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

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.

Flat

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.

A spacious balcony features a hanging chair with a view of the ocean, where sailboats are anchored in the distance. The sunset casts warm hues across the water, and sleek outdoor furniture is arranged around a glass-top table.

4.95 out of 5 average rating, 111 reviews

Unit 8 - Luxury apartment by the sea

Apartment with ocean view, spacious master bedroom with a king size bed and a balcony, perfectly located near Simpson Bay Bridge. Quiet area at walking distance from everything. Enjoy a perfect sunset over the Caribbean sea

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

4.89 out of 5 average rating, 46 reviews

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.

Flat in Lowlands

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, 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

Villa Bella vue mer piscine et jacuzzi 3 chambres

4.94 out of 5 average rating, 16 reviews

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.

Flat

Studio - Simpson Bay Yacht Club

4.8 out of 5 average rating, 40 reviews

A large swimming pool is surrounded by palm trees and lounge chairs. The pool’s clear blue water is contrasted against the sunlit pavement, with a spacious building visible in the background. Soft shadows from the palm fronds enhance the serene atmosphere.

Apartment in Lowlands

Sublime Stay - Royal Retreats at Maho Beach

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.

4.95 out of 5 average rating, 56 reviews

Studio on the water in the Simpson Bay Yacht Club

4.99 out of 5 average rating, 68 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

4.95 out of 5 average rating, 110 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.

Flat in Indigo bay

Appartement indépendant bas de villa - Indigo Bay

Family- and pet-friendly home rentals

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.

Apartment in Marigot

Studio «SeaBird» les pieds dans l’eau sur la plage

4.78 out of 5 average rating, 124 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.

Flat in Philipsburg

Maho Beach House: 1-Bedroom, Oceanfront Lifestyle

Apartment 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

Studio sable et cocotiers

4.99 out of 5 average rating, 170 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

Sea Loft Vue imprenable - piscine privée

5 out of 5 average rating, 4 reviews

1 Bedroom 5 Steps to Beach + Private Patio

A white, modern condo complex is set atop a rocky outcrop overlooking a sandy beach. Waves gently lapping at the shore and a clear blue sky serve as a backdrop, creating a serene coastal atmosphere.

4.98 out of 5 average rating, 61 reviews

Coral Villa- Steps From BEACH!

Apartment 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

4.92 out of 5 average rating, 63 reviews

A modern studio features a spacious bed with a soft headboard and light bedding. A comfortable seating area with a sofa is present, accompanied by a small coffee table. Natural light enters through glass doors that open to a balcony with views of tropical greenery.

Apartment

Modern / cosy Studio next to university / Beach

Family-friendly home rentals with a pool

4.84 out of 5 average rating, 57 reviews

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.

Flat in Lowlands

B Maho Studio

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.

Apartment in Marigot

Beachfront Condo| Pool View + Private Beach Access

4.95 out of 5 average rating, 22 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.

Flat in Cole Bay

Beachfront Royal Palm 1-BR

4.92 out of 5 average rating, 36 reviews

The image captures the building's facade, featuring a modern design with multiple balconies. Sun loungers are arranged by a serene pool, complemented by palm trees and a large umbrella. The blue sky enhances the inviting atmosphere of the outdoor space.

Apartment in Maho

'Emerald Pearl' Studio in Maho with Full Amenities

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.

5 out of 5 average rating, 30 reviews

Beachfront Caribbean Breeze in Paradise, SXM

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.

4.97 out of 5 average rating, 91 reviews

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

4.85 out of 5 average rating, 20 reviews

A spacious living area showcases neutral-toned walls and tiled flooring. Modern furnishings include a wooden coffee table, open shelving, and a large wall-mounted television. A dining space with high-backed wicker chairs is visible, alongside a well-equipped kitchen area with green cabinetry.

Flat in Cole Bay

Villa Nautica