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Beachfront vacation rentals in Simpson Bay Beach

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Top-rated beachfront rentals in Simpson Bay Beach

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

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Guest favorite
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
4.8 out of 5 average rating, 173 reviews

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

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, 122 reviews

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

Le « studio SeaBird » est idéalement situé avec une vue magnifique sur la mer Caraïbes et une plage idyllique rien que pour vous! Il offre beaucoup de confort et de rangement avec une décoration raffinée et originale. La résidence est parfaitement sécurisée avec une grande piscine et jardin tropical. Tout est accessible à pied: épicerie, marché local, boutiques, restaurants traditionnels ou gastronomiques, gare maritime vers les autres îles, etc... Wifi haut débit et télé Europe et Amérique.

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, 102 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!

Guest favorite
An outdoor space features a private pool surrounded by lounge chairs and a dining area with a large table. Palms sway gently in the breeze, framing views of the turquoise waters and lush hills. The deck is paved with light-colored tiles, enhancing the serene atmosphere.
Villa in Cul-de-Sac
4.95 out of 5 average rating, 118 reviews

VILLA JADE3: 2 CHAMBRES & PISCINE PIEDS DANS L'EAU

VILLA JADE est un complexe de 3 villas , les pieds dans l'eau. VILLA JADE 3, notre villa 2 chambres est située dans la Baie de Cul de Sac, face à l'Ilet PINEL et la réserve naturelle aux eaux turquoises. La vie y est paisible, sorties kayaks, farniente, BBQ ... Vous êtes à 5 minutes de la fabuleuse Baie Orientale, ses restaurants, bars et activités nautiques... Les 3 villas sont mitoyennes mais très intimes et calmes, votre unique vue est la mer....votre unique but est de " profiter"......

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
4.95 out of 5 average rating, 123 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, 168 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, 217 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

Top guest favorite
A spacious dining area features a wooden table set with a bowl of oranges. Natural light streams through large windows, illuminating the cozy seating area in the background. Green plants add vibrancy to the room, creating a welcoming, serene atmosphere.
Apartment in Lowlands
4.97 out of 5 average rating, 137 reviews

Cupecoy Côté Jardin 1

Delightful one bedroom appt. Fully furnished with mid century teak furniture. A spacious 70m2 space with large terrace in a mature tropical garden. A brand new fully equipped kitchen was added in October 2022. Located in trendy and safe Cupecoy. CJ1 is a quiet oasis to relax in the luxurious garden, or head for the the renowned beach of Mullet bay within a 3 minute walk. Supermarkets, gym yoga studio very close by. This is the place to be.

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.

Superhost
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

Superhost
An inviting infinity pool stretches toward the horizon, offering uninterrupted views of the ocean and coastline. A covered terrace with two lounge chairs is positioned nearby, framed by a modern architectural structure that enhances the surrounding scenic beauty.
Home in Indigo Bay
4.83 out of 5 average rating, 188 reviews

Préstige - Luxurious 3 bedroom by the Beach

Nestled on the hills of Indigo Bay, Préstige is located midway between Philipsburg and the Simpson Bay touristic hangout. Préstige exudes relaxation the minute you walk through the door, elegant and distinguished! The 3-bedroom spacious residence sleeps six! Overlooking Indigo Beach with private swimming pool! Caribbean living, yours to enjoy!

Guest favorite
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.
Apartment in Simpson Bay
4.84 out of 5 average rating, 179 reviews

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.

Popular amenities for Simpson Bay Beach beachfront rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Pet-friendly beachfront home rentals

Top guest favorite
A duplex beach house is visible against a backdrop of a clear blue sky and swaying palm trees. Its exterior features a white facade, with spacious glass doors leading to the beach. The tranquil turquoise waters lap gently at the sandy shore in front.
Vacation home in Saint-Martin
5 out of 5 average rating, 58 reviews

My SWEET HOME Pieds dans l'eau. Baie Nettlé

Superhost
A serene balcony view showcases two wicker chairs with a small table, overlooking azure waters and a sandy beach. Bright blue skies are dotted with fluffy white clouds, offering a peaceful setting for relaxation.
Condo in Simpson Bay
4.58 out of 5 average rating, 117 reviews

Maho Beach House: Sand Bar Condo, 1-Bedroom

Top guest favorite
The villa's exterior features a modern architectural design with a terracotta roof and large wooden double doors at the entrance. Lush greenery surrounds the front, providing a serene tropical setting against a clear blue sky.
Villa in Sint Maarten
5 out of 5 average rating, 22 reviews

Beachfront/6 bdrs en-suite/Maid included (J)

Guest favorite
Apartment in Grand Case
4.92 out of 5 average rating, 24 reviews

Direct Beach Access – Modern Stay with Hill View

Top guest favorite
A tranquil view of the Caribbean Sea is captured from a cozy sleeping area, featuring a spacious bed with light-colored linens. The scene is framed by flowing white curtains, leading to a covered terrace adorned with a thatched gazebo and beachside furniture.
Apartment in Grand Case
5 out of 5 average rating, 44 reviews

Charming apartment on the beach, 1 or 2 bedrooms

Guest favorite
A dining table is set with plates and glasses, featuring a vibrant centerpiece of fruit including bananas, a pineapple, oranges, and peppers. The backdrop shows a view of the sea and palm trees under a bright sky, creating a refreshing atmosphere.
Condo in Orient Bay
4.83 out of 5 average rating, 101 reviews

Princess Anouk, Orient Bay, piscine, sur la plage

Guest favorite
A round wooden table surrounded by four white, intricately designed chairs overlooks a serene turquoise sea. The gentle curvature of palm fronds sways in the breeze, complemented by a clear blue sky dotted with fluffy white clouds.
Apartment in Collectivité de Saint-Martin
4.97 out of 5 average rating, 65 reviews

"Paradise Beach" - Impressive 2 bedrooms seafront

Superhost
Villa in Lowlands
4.74 out of 5 average rating, 122 reviews

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

Beachfront home rentals with a pool

Guest favorite
Two lounge chairs are positioned on a sandy beach, facing the ocean. A small white table holds a bottle of champagne and two glasses, accompanied by a touch of vibrant flowers. Palm trees frame the scene, with the calm sea in the background under a partly cloudy sky.
Apartment in Collectivité de Saint-Martin
5 out of 5 average rating, 7 reviews

Ti Sable votre condo directement sur la plage

Guest favorite
A modern dining area features a white table surrounded by stylish black chairs. Large sliding glass doors open to a view of the sandy beach and turquoise waters, creating a seamless connection between indoor and outdoor spaces.
Condo in Baie Nettle
5 out of 5 average rating, 12 reviews

WHY NOT Splendid apartment right on the beach

Guest favorite
A relaxing outdoor space features a hammock suspended from a wooden beam, complemented by a comfortable green cushion. In the background, palm trees sway gently, framing a stunning view of the beach and distant mountains, enhancing a serene and inviting environment.
Condo in Collectivity of Saint Martin
4.99 out of 5 average rating, 77 reviews

Vacances au Paradis sur La Plage

Top guest favorite
An outdoor terrace is surrounded by lush greenery and palm trees. A large dining table for six is set alongside comfortable lounge chairs, with a coffee table in the center. The beach and ocean are visible in the background, creating a serene setting.
Condo in Collectivity of Saint Martin
5 out of 5 average rating, 17 reviews

Bora Bora, on the beach, sea view 2 to 4 people

Guest favorite
A view from the balcony showcases the sparkling ocean, with a rainbow arc illuminating the water. Below, one of the community pools is framed by loungers and lush greenery. A champagne bucket sits on the table, inviting leisurely relaxation.
Condo in Lowlands
4.92 out of 5 average rating, 38 reviews

Enjoy Stunning Sunsets Beachside 2 BR/2 Bath Condo

Guest favorite
A cozy sitting area featuring two woven chairs and a round table overlooks the beach through large glass doors. Lush greenery is visible in the foreground, while palm trees frame the breathtaking ocean view beyond.
Apartment in Cul-de-Sac
4.93 out of 5 average rating, 30 reviews

Luxury Sea View Apartment Mont Vernon

Guest favorite
An outdoor terrace features two woven chairs and a rustic wooden table, all positioned for a scenic view of the tranquil bay and lush hills. Bright skies and fluffy clouds enhance the serene atmosphere, creating an inviting space for relaxation and outdoor dining.
Condo in Cul-de-Sac
5 out of 5 average rating, 12 reviews

Koala 2, studio élégant avec vue mer à Anse Marcel

Superhost
Tall palm trees line the sandy beach, casting shadows on the ground. The clear turquoise water is visible, with sailboats in the distance. Modern buildings are positioned to the right, adding structure to the serene coastal setting.
Condo in Marigot
4.78 out of 5 average rating, 76 reviews

Appartement avec piscine et plage privée !

Private beachfront home rentals

Guest favorite
A modern studio features a spacious sleeping area with a light-colored bed and elegant decor. A comfortable sofa and a dining table are present, with a large mirror reflecting the room's layout. Natural light fills the space, enhancing the relaxed atmosphere.
Apartment in Simpson Bay
4.92 out of 5 average rating, 26 reviews

Modern / Cozy Studio in the center of Simpson Bay

Superhost
A spacious verandah features a comfortable seating area with a light-colored couch and a dark wicker coffee table. Lush greenery is displayed in a yellow planter, with panoramic views of the hills and bright blue sky in the background.
Home in Indigo Bay
4.77 out of 5 average rating, 180 reviews

La Pearle - Luxurious 1 Bedroom Condo By the Beach

Top guest favorite
A modern living area features a spacious sofa and a circular coffee table, with a decorative area rug underneath. Bright blue lighting accents the ceiling. Large glass doors provide a view of the kitchen area and adjacent bedroom. A tall plant adds a natural element to the decor.
Apartment in Saint Martin
5 out of 5 average rating, 36 reviews

Jade-La perle rare d'Anse Marcel

Guest favorite
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.
Condo in Simpson Bay
4.88 out of 5 average rating, 56 reviews

2BR Beachfront Oasis •Pool + Epic Sunsets @Encanto

Guest favorite
A balcony with a metal dining set, featuring a square table surrounded by four chairs. The ocean is visible in the background, displaying vibrant turquoise waters and a cloudy sky. The wooden balcony flooring adds warmth to the outdoor seating area.
Condo in Lowlands
4.82 out of 5 average rating, 95 reviews

Beachfront Studio in Cupecoy, SXM

Guest favorite
A serene view of the infinity pool overlooking the ocean, with lush greenery framing the scene. Relaxed guests can be seen sitting at the pool's edge while boats drift in the distance. Gentle waves create a calming visual of the beachfront setting.
Condo in Simpson Bay
4.96 out of 5 average rating, 27 reviews

Ocean Breeze at Las Arenas

Guest favorite
A serene terrace area is furnished with wooden chairs and a dining table, shaded by a canopy. The clear waters of Simpson Bay are visible in the background, dotted with sailboats and framed by lush greenery, inviting relaxation and enjoyment of the beachfront setting.
Apartment in Simpson Bay
4.92 out of 5 average rating, 132 reviews

Le Petit Paradis - Beachfront 1 Bedroom Apartment

Guest favorite
The pool area is highlighted by a tranquil blue pool surrounded by lounge chairs. Palm trees sway gently in the breeze, framing a serene view of the ocean and sky. The space is enhanced by natural stone flooring and lush greenery.
Villa in Simpson Bay
5 out of 5 average rating, 11 reviews

Villa Myles: Beachfront

Destinations to explore