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Waterfront vacation rentals in Simpson Bay

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Simpson Bay

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

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.

Apartment in Simpson Bay

5 out of 5 average rating, 50 reviews

The Loft at Simpson Bay Yacht Club

Welcome to The Loft at SBYC. Located in the heart of Simpson Bay in walking distance to the beach, great restaurants, grocery stores, shopping, salons/spas and more. In this fully renovated loft-style apartment, you will find high quality amenities throughout including a European kitchen and an amazing rainfall shower. The SBYC property offers 3 swimming pools, a hot tub, tennis courts and plenty of outdoor space for relaxing, all under 24-hour gated security. Free concierge service included.

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

4.9 out of 5 average rating, 111 reviews

Panoramic View Terrace Infinity Pool Top Penthouse

Wake up to the magnificent panoramic view of the lagoon on the top floor, rejuvenate your body with a refreshing dip in the private rooftop infinity pool with a coffee or tropical drink. Take a 10 mins stroll to the famous Mullet bay Beach and grab a few freshly French croissants by the Square. After sunset, enjoy the plentiful neighborhood bars and restaurants or take 5 mins drive to Maho where you will find a vast variety of restaurants, casino and clubs or Porto Cupecoy for romance spot.

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.

Condo in Lowlands

4.91 out of 5 average rating, 120 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

Top guest favorite

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

5 out of 5 average rating, 101 reviews

Hillside Beach Townhouse Simpson Bay

Dreaming of a gorgeous sunset, turquoise waters and enjoyable nightlife? Welcome to Simpson Bay Beach Front Townhouse where sunny memories are made! Less than 1 minute walking (50meters) from the beach and surrounded by bars and popular restaurants featuring local and international food, spas, shops and casinos! Next to Simpson Bay Beach Resort and Marina where you have departures to different islands with numerous boat charter activities. The location assures that you will have an awesome!

A dining area features a modern table with four chairs, positioned near large windows showcasing panoramic views of the turquoise sea and sandy beach. A wall mirror reflects the inviting atmosphere, while lush greenery can be seen outside, enhancing the coastal ambiance.

Apartment in Simpson Bay

4.96 out of 5 average rating, 201 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.

Top guest favorite

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

4.96 out of 5 average rating, 121 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...

Top guest favorite

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

4.99 out of 5 average rating, 164 reviews

Sea Loft Vue imprenable - piscine privée

* Loft de 200m² * Vue mer exceptionnelle * Piscine privée * A 250 mètres de la petite plage de Galisbay * Terrasse avec chaises longues, salon de jardin, table d'extérieur et BBQ * Espace bureau * Wifi 100 Mbps * TV avec milliers de chaines du monde entier * A 250 m à pied de la marina Fort Louis de Marigot * A 5 min à pied du centre ville de Marigot avec ses restaurants, boutiques et autres commerces * A 5 min de l'embarcadère pour Saint-Barth et Anguilla, et de la station de taxis

Top guest favorite

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.

Apartment in Simpson Bay

5 out of 5 average rating, 215 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 small dining area features a round wooden table surrounded by four rustic chairs. A heart-shaped mirror is framed by greenery on the wall, complemented by two wall sconces. Soft natural light filters through sheer curtains, enhancing the serene ambiance.

4.9 out of 5 average rating, 211 reviews

Serene Oasis: 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 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.

Apartment in Point Pirouette

4.91 out of 5 average rating, 119 reviews

Secret View amazing apartment- Private pool

Welcome to Secret View, a stunning, fully renovated, stylish and modern apartment located directly on the lagoon with a private pool and breathtaking views. Quiet and secure area, next by Maho, Mullet Bay, the golf course, supermarket, bars, restaurants, and casinos. A true sanctuary, it’s sure to be the highlight of your holiday. Private and free parking Your ultimate vacation retreat. Sint Maarten is currently experiencing some daily power outages

Top guest favorite

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.

Apartment in Simpson Bay

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.

A clear glass of champagne rests atop a woven placemat, beside a vibrant vase filled with pink flowers. In the background, a stunning view of turquoise waters and lush green hills can be seen under a partly cloudy sky.

Cottage in Sint Maarten

4.92 out of 5 average rating, 108 reviews

«La Vue SXM» Luxe "Villa La Vue" + Beach/Bar/Food

Located in private gated community Indigo Bay, minutes from beach. Villa has private infinity pool and is neighbored by large communal pool. Modern art déco 2 floor villa has 3 bedrooms, 3 full bathrooms, equipped kitchen, balcony, and terrace with ocean views. **Construction of new hotel began in Indigo Bay as of March 2025 which impacts the entire bay** Free : - Champagne on arrival - 1 Mid Housekeeping Services

Vacation rentals for every style

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Convenient locations with everyday essentials

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Luxurious estates for the ultimate escape

Popular amenities for Simpson Bay waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

A comfortable outdoor seating area is featured, consisting of a white sectional sofa and individual chairs, all accented with red cushions. A small table sits in the center, surrounded by lush greenery and a view of the beach in the background.

Apartment in SAINT MARTIN

5 out of 5 average rating, 18 reviews

"Black Pearl"

A spacious terrace is seen, furnished with a light-colored sectional sofa and two sun loungers. The view reveals a sandy beach leading to calm, turquoise waters under a clear sky. Tropical plants frame the space, enhancing the serene beachfront setting.

Apartment in SAINT MARTIN

5 out of 5 average rating, 15 reviews

Nouveau un Paradis sur la plage !

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

4.92 out of 5 average rating, 119 reviews

Amazing "Colosseo" duplex ocean view

A bright living area features large windows offering views of the lagoon and surrounding hills. Comfortable seating is arranged with a woven rug beneath a circular coffee table. Two framed artworks add a decorative touch to the space, complemented by soft natural lighting from the windows.

Apartment in Cole Bay

5 out of 5 average rating, 5 reviews

C337 - Charming 2-Bedroom Lagoon View

A serene outdoor space features comfortable seating overlooking a lush garden with palm trees. The scene is enhanced by the soft glow of the sunset, illuminating the surrounding landscape and creating a peaceful ambiance.

Apartment in Collectivity of Saint Martin

4.77 out of 5 average rating, 30 reviews

Palm View Condo with pool

A spacious living area features a comfortable sofa accented with decorative pillows. A round coffee table sits in front, accompanied by a cozy armchair. The room is well-lit with natural light, and a television is placed on a media console. A dining area is visible beyond.

Apartment in Simpson Bay

4.78 out of 5 average rating, 23 reviews

Maho Beach House: Elegant 1-Bedroom, Beach Level

A private terrace offers views of the Caribbean Sea and sandy beach, framed by palm trees swaying gently in the breeze. Lounge chairs are positioned to enjoy the tranquil scenery, inviting relaxation under a clear blue sky.

Apartment in Marigot

4.95 out of 5 average rating, 41 reviews

Reve Caraibes sur l'eau

A cozy living area features a light gray sectional sofa adorned with striped cushions. Above, a lofted sleeping area is visible. The space is complemented by modern barstools at a wooden counter and framed artwork on the walls, creating a stylish and inviting environment.

Apartment in Marigot

4.91 out of 5 average rating, 65 reviews

Appartement moderne avec vue mer

Waterfront house rentals

Steps leading down to a sandy beach are framed by a white railing. The clear turquoise water laps gently at the shore, revealing a mix of sand and smooth stones. Bright sunlight illuminates the tranquil scene, highlighting the serene coastal atmosphere.

Home in Cole Bay

5 out of 5 average rating, 16 reviews

Pelican key - BEACH FRONT Villa

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 in Collectivity of Saint Martin

4.88 out of 5 average rating, 78 reviews

ALMOND BLUE ...Pinel bay view - caribbean feeling

Top guest favorite

A modern pool area is positioned by the ocean, featuring a clear blue water pool and two sun loungers. A potted palm adds a tropical touch, with the horizon visible beyond gentle waves and scattered clouds.

Home in Cole Bay

5 out of 5 average rating, 25 reviews

New-Sunset Place Villa w Stunning Waterfront Views

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.

Home in Les Terres Basses

5 out of 5 average rating, 11 reviews

Slowlife - Villa Wellness 4 beds

The villa is presented from an elevated angle, showcasing a private pool surrounded by a sleek patio. Large glass doors provide a view of the inviting interior, while sun loungers are placed alongside the pool, integrating seamlessly with the lush surroundings.

Home in Lowlands

4.74 out of 5 average rating, 122 reviews

SEA TRUE VILLA,Lavish,Sea view near Maho&Mulletbay

Top guest favorite

A shaded outdoor seating area features a comfortable sectional sofa and a natural wood coffee table. Tropical palm trees and a view of the pool enhance the space, while loungers are positioned nearby. Soft textiles in muted colors contribute to a laid-back ambiance.

Home in SAINT MARTIN

5 out of 5 average rating, 16 reviews

La plus belle vue de l'ile !

Top guest favorite

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

5 out of 5 average rating, 26 reviews

2 Bedroom Ocean Front Villa, Private Infinity Pool

An open-plan living area is showcased, featuring large glass windows that frame stunning ocean views. A modern kitchen with a sleek island counter is visible alongside a cozy seating area with two brown sofas. Natural light fills the space, creating a welcoming ambiance.

Home in Upper Prince's Quarter

4.96 out of 5 average rating, 53 reviews

Teresa’s Ocean Paradise

Waterfront condo rentals

A spacious bed is positioned against a wall adorned with a vibrant tropical painting featuring flamingos. Soft lighting is provided by two wall-mounted fixtures on either side, complemented by decorative plants and towels laid out for a welcoming touch.

Condo in Marigot

4.85 out of 5 average rating, 140 reviews

Confort & Charme - Studio Premium

Top guest favorite

Two sun loungers are positioned on a sandy beach, accompanied by a small table holding a bottle of champagne and two glasses. A backdrop of clear blue water and gentle waves is visible, with a few green trees enhancing the tranquil setting.

Condo in Saint Martin,Guadeloupe

5 out of 5 average rating, 50 reviews

Villa Belharra, amazing view

Two lounge chairs are positioned facing the beach, adorned with colorful cushions. A silver ice bucket sits on a small table, reflecting the clear blue water and vibrant sky. Lush greenery frames the serene beachfront view.

Condo in Grand Case

4.82 out of 5 average rating, 22 reviews

Paradis Caraibes 1BR * On the Beach!

Top guest favorite

A private terrace features a comfortable seating area with soft cushions, surrounded by lush tropical plants. Beyond, white sand leads to the beach, framed by palm trees under a bright blue sky with scattered clouds.

Condo in Collectivité de Saint-Martin

5 out of 5 average rating, 24 reviews

New "Coco Beach" 2 bedrooms beachfront

Top guest favorite

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

4.95 out of 5 average rating, 120 reviews

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

A spacious living area features large windows showcasing a view of palm trees and the lagoon. A wooden dining table is set for six, and an inviting seating area is arranged with a light-colored couch and coffee table, enhancing the serene ambiance.

Condo in Cole Bay

5 out of 5 average rating, 15 reviews

Sea Lover - Las Brisas

A spacious living area features floor-to-ceiling windows, allowing natural light to fill the space. Stylish blue chairs are arranged around a contemporary coffee table. A large piece of wall art adds a vibrant touch, and modern entertainment equipment can be seen in the background.

Condo in Cupecoy

5 out of 5 average rating, 10 reviews

Mullet Bay Suite 802 - Your luxury vacation in SXM

Condo in Grand Case

4.94 out of 5 average rating, 17 reviews

Beachfront Grand Case - Sea view - Brand new

Quick stats about waterfront rentals in Simpson Bay

Total rentals
120 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
5K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
90 properties have a pool

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