Waterfront holiday rentals in Simpson Bay

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.

4.83 out of 5 average rating, 102 reviews

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...

Superhost

A spacious bedroom features a large bed adorned with white linens and a soft gray throw. Three framed black-and-white prints are displayed on the wall above the bed, while a window offers views of the beach and ocean beyond.

Apartment in Lowlands

4.91 out of 5 average rating, 153 reviews

Modern Oceanview 2-Bedroom Condo on Mullet Bay

Welcome to Fourteen, one of the most luxurious beachfront residences in St Maarten located directly on the famous Mullet Bay beach and golf course. Located on the 9th floor, You will find this spacious 2 bedroom condo offering beautiful ocean views, great for a group, family, or romantic getaway. Indulge yourself in all of the amenities, outstanding concierge services and dining experience Fourteen has to offer. We aim to make your stay unforgettable. $5 per night resort fee not included

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, 246 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.

5.0 out of 5 average rating, 252 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

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.

5.0 out of 5 average rating, 156 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, 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.

4.96 out of 5 average rating, 27 reviews

4 Bedroom Beachfront Condo with Private Pool D2.1

Welcome to Kim Sha Beach Front apartment where amazing memories are made! Location is our shining spot! Just mins walking to the beach and located in the busiest area! Surrounded by bars and popular restaurants with local and international food, spas, shops and casinos! Walking distance to Simpson Bay Marina where you have departures to different islands with numerous boat charter and water sports activities. The location assures that you will have an unforgettable holiday!

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.

4.95 out of 5 average rating, 106 reviews

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.

4.93 out of 5 average rating, 157 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

4.97 out of 5 average rating, 91 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

This stunning 4-bedrooms, 4 bathrooms villa overlooks Maho Bay and provides a front row seat to beautiful SXM sunsets, and over the famous Maho Beach. Enjoy the views while taking a dip in the home’s infinity pool overlooking the ocean or from its multiple outdoor dining and seating options conveniently and securely located minutes from restaurants, bars, nightlife, Maho Market and more, steps away from direct beach access to Simpson Bay Beach. Back up Diesel Generator

5.0 out of 5 average rating, 110 reviews

A private pool is situated on a wooden deck, surrounded by lush greenery and palm trees. Sun loungers are positioned nearby, offering a view of the sea and distant boats. The clear water of the pool reflects the vibrant blue sky.

Villa

VILLA I LOVE VIEW – Luxury villa with sea view

Villa I LOVE VIEW is an oasis of tranquility – with its private pool (naturism possible), large terrace and luxurious kitchen area. Come and discover its view with multiple shades of blue while relaxing on the deckchairs by the pool with zen natural stone reflections Located in Cul de Sac, facing Saint Barth, Pinel Island and the Eastern Bay. Close to the most beautiful beaches of the island, restaurants, water sports, it is the ideal place for your vacation.

4.99 out of 5 average rating, 199 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

4.9 out of 5 average rating, 149 reviews

A bright living area features large glass doors opening to a waterfront view. Neutral-toned furnishings include a comfortable sofa and a unique wooden coffee table atop a circular area rug. Decorative greenery and modern art elements provide subtle accents against the white walls.

Flat in Point Pirouette

Secret View amazing apartment- Private pool

Welcome to Secret View! An elegant and intimate retreat with a private pool and a spacious terrace set directly on the lagoon. Designed for couples seeking calm, romance and discretion, just minutes from vibrant Maho with its restaurants, bars and casinos, and Mullet Bay Beach, one of the island’s finest beaches with stunning turquoise waters. Free private parking. This hidden gem is the perfect setting for unforgettable moments together.

Popular amenities for waterfront rentals in Simpson Bay

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

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, 83 reviews

The Loft at Simpson Bay Yacht Club

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.

4.86 out of 5 average rating, 36 reviews

Beachfront Royal Palm 1-BR

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, 69 reviews

Villa Harmony Haven

5.0 out of 5 average rating, 14 reviews

Beachfront Studio in Simpson Bay

4.89 out of 5 average rating, 27 reviews

Flat in Grand-Case

Unmatched Oceanfront Living in Grand Case

A spacious living area features contemporary furnishings, including white sofas and an accent chair, accompanied by a decorative coffee table. A striking mural of a cityscape adds visual interest. Natural light fills the room, enhancing the open layout leading into the dining area.

4.9 out of 5 average rating, 42 reviews

Escape by the Lagoon

An outdoor terrace features a wooden dining table surrounded by woven chairs. A large potted plant adds a touch of greenery, while the ocean view provides a calming backdrop. Soft waves can be seen lapping at the shore in the distance.

4.91 out of 5 average rating, 57 reviews

SeaPearl 3Brm Beachfront Penthouse with Generator

Superhost

5.0 out of 5 average rating, 4 reviews

Bay View Serenity - Elegant 3-Bedroom Escape

Waterfront house rentals

4.9 out of 5 average rating, 103 reviews

A spacious room features a king-size bed with light bedding against an orange accent wall. A modern coffee table is positioned in front of a comfortable sofa, with a wooden display shelf nearby. Natural light enters through large windows, illuminating the overall inviting space.

Home in Saint Martin

Blue mornings, private pool, superb view

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

5.0 out of 5 average rating, 6 reviews

Home in Cul-de-Sac

Villa ELIOS 2BR SeaView

Home in Upper Prince's Quarter

An outdoor lounge area features a modern pergola with plush seating and neatly arranged towels. The infinity pool, with its seamless edge, reflects the vibrant blue of the ocean under a clear sky, providing expansive views of the coastline and surrounding landscape.

4.96 out of 5 average rating, 77 reviews

Teresa’s Ocean Paradise

Luxe

Home in saint martin

5.0 out of 5 average rating, 29 reviews

Villa Josefa SXM · Ocean View Above Friar’s Bay

4.95 out of 5 average rating, 37 reviews

A private pool is framed by timber decking, with two wooden lounge chairs featuring light blue cushions positioned nearby. Tropical plants and palm trees surround the area, contrasting against a bright blue sky scattered with fluffy white clouds, while distant views of the sea are visible.

Home in Cul-de-Sac

Villa Pandora

Home in Les Terres Basses

An open-air lounge area features comfortable seating with accent cushions in red. A coffee table is placed in the center, surrounded by tropical greenery. Large sliding doors lead to a view of the lagoon and ocean, with an infinity pool visible in the background.

4.95 out of 5 average rating, 19 reviews

Slowlife - Villa Wellness 4 beds

5.0 out of 5 average rating, 32 reviews

A refreshing pool area is surrounded by palm trees and colorful tropical plants. Lounge chairs are positioned near the pool, offering views of the turquoise Caribbean Sea and nearby coastline. Natural light illuminates the space, emphasizing the vibrant outdoor environment.

Home in Philipsburg

2 Bedroom Ocean Front Villa, Private Infinity Pool

Waterfront apartment rentals

4.91 out of 5 average rating, 257 reviews

Apartment in Maho

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

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.

Apartment in Marigot

"SeaBird" studio, feet in the water on the beach

Apartment in Saint Martin

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.

4.86 out of 5 average rating, 168 reviews

2 Bedroom Duplex up to 5 guests right on the beach

4.95 out of 5 average rating, 142 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

Saint Maarten La Terrasse Maho

4.95 out of 5 average rating, 105 reviews

An open living area features a modern kitchen with stainless steel appliances and a spacious countertop, complemented by green accent walls. A comfortable seating arrangement is positioned near large glass doors, providing views of the private garden and allowing natural light to fill the space.

Apartment in Orient Bay

Green Lemon - A Seaside Garden

Apartment in Upper Prince's Quarter

5.0 out of 5 average rating, 9 reviews

Serenity Seascape | 2BR Retreat, 270° Oceanviews

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.

4.9 out of 5 average rating, 72 reviews

Beachfront Paradise with Pool & Stunning Sunsets

A panoramic view of Simpson Bay beach is visible, with soft sandy shores meeting clear turquoise waters. Several anchored boats dot the horizon under a bright sky adorned with fluffy clouds. Sun loungers are arranged neatly along the beach, inviting relaxation.