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Waterfront vacation rentals in Simpson Bay

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Top-rated waterfront rentals in Simpson Bay

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

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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, 118 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

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, 214 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!

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

4.96 out of 5 average rating, 118 reviews

"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 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

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, 163 reviews

Sea Loft, Breathtaking View – Private Pool

* 200 m² loft * Exceptional sea view * Private pool * 250 meters from the small beach of Galisbay * Terrace with deckchairs, garden furniture, outdoor table and BBQ * Office space * 100 Mbps WiFi * 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, shops and other stores * 5 min to the pier for Saint-Barth and Anguilla, and the taxi station

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.

Top guest favorite

A private outdoor area features a swimming pool surrounded by lounge chairs, with views of the water and distant hills. Palm trees provide shade, while a wooden structure offers a dining space. Natural stone tiles create a welcoming atmosphere, ideal for relaxation.

Villa in Cul-de-Sac

4.99 out of 5 average rating, 138 reviews

VILLA JADE 2: WATERFRONT SUITE/POOL

VILLA JADE is a complex of 3 villas located in the bay of CUL DE SAC and its islets... VILLA JADE 2 is a spacious/sea view suite for 2 people on the water, with a private pool. The 3 villas are adjoining but very quiet and private. Your unique view is the sea... Direct access to the sea via a pontoon, and kayaks at your disposal.

Vacation rentals for every style

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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

The open dining area features a round table set for six, accompanied by wooden chairs and decorative centerpieces. Soft lighting from pendant fixtures enhances the inviting ambiance. A comfortable seating area with a plush sofa and contemporary artwork completes the stylish layout, along with large windows providing natural light.

Apartment in Cupecoy

4.94 out of 5 average rating, 17 reviews

Designers Delight-3 BR, Pool, Gym, Tennis Courts

A bright living area features a large window showcasing panoramic views of the lagoon and hills. A modern sofa is positioned near a coffee table, while a dining table set for four sits nearby. A flat-screen TV is mounted on a media console.

Apartment in Cole Bay

4.82 out of 5 average rating, 11 reviews

B243 - Deluxe 1 Bedroom

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"

Top guest favorite

A dining area features a wooden table set for a meal, surrounded by chairs. Decorative woven plates adorn the wall. Through the open balcony, a view of a turquoise sea and palm trees creates a scenic backdrop.

Apartment in Collectivité de Saint-Martin

5 out of 5 average rating, 40 reviews

magnificent Orient Bay sea view apartment

Top guest favorite

Tall palm trees sway alongside a sandy area, providing a tropical ambiance. A light-colored building with a sloped roof is partially visible in the background, featuring large windows that invite natural light. Several lounge chairs are arranged neatly on the patio.

Apartment in Marigot

5 out of 5 average rating, 19 reviews

Coconut Studio with Sea 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

Top guest favorite

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, 39 reviews

Dream Caribbean on the water

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, 64 reviews

Modern apartment with sea view

Waterfront house rentals

An outdoor dining area is featured alongside a private pool, with a clear view of the sea. A stone surface and neutral tones provide a contemporary backdrop. Lounge chairs are positioned by the pool, enhancing the inviting atmosphere.

Home in Lowlands

4.83 out of 5 average rating, 80 reviews

Sapphire Fantasy : Oceanfront paradise

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

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, 121 reviews

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

Top guest favorite

An open living area reveals wooden beams overhead and large glass doors that connect to the outdoor space. A light-colored sofa rests on polished wood flooring, accompanied by a coffee table. The serene view of greenery and ocean is visible through the doors.

Home in Cul-de-Sac

5 out of 5 average rating, 42 reviews

Water access, snorkeling gear & kayaks

A spacious living room features large glass doors that open to stunning ocean views. Comfortable sofas in soft tones are arranged around a wooden coffee table. Light, flowing curtains frame the windows, enhancing the airy feel of the space while allowing natural light to fill the room.

Home in Cul-de-Sac

5 out of 5 average rating, 8 reviews

180 views, kayaks, snorkeling & private dock

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

The best view on the island!

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, 139 reviews

Comfort & Charm – Premium Studio

A spacious terrace offers direct views of sandy beach and gentle waves. Two lounge chairs are positioned for relaxation under a shade. The background features a rocky shoreline and lush mountains, while a clear sky enhances the inviting coastal scenery.

Condo in Collectivity of Saint Martin

5 out of 5 average rating, 34 reviews

Waterfront, beautiful ELBA! 2 to 4 people

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

4.81 out of 5 average rating, 21 reviews

Paradis Caraibes 1BR * On the Beach!

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 (Sea Lover)

A spacious bedroom features a large window offering panoramic views of the ocean and nearby mountains. Two elegant chairs sit beside a small table, with a tray holding beverages and snacks placed on the bed. Natural light fills the room, creating a bright atmosphere.

Condo in Simpson Bay

4.94 out of 5 average rating, 18 reviews

Beacon Hill Hideaway: Luxury Condo in Simpson Bay

Top guest favorite

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

5 out of 5 average rating, 30 reviews

Beachfront Caribbean Breeze in Paradise, SXM

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, 9 reviews

Mullet Bay Suite 802 - Your luxury vacation in SXM

Quick stats about waterfront rentals in Simpson Bay

Total rentals
120 properties
Nightly prices starting at
$40 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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