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Beachfront vacation rentals in Simpson Bay

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Simpson Bay

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

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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

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

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, 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!

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, 216 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 scenic view is captured from a balcony, showcasing sandy beaches and turquoise waters. Palm trees are swaying gently in the breeze, framed by the white railing. The distant shoreline is visible, dotted with umbrellas and palm-covered structures, under a partly cloudy sky.

Apartment in Philipsburg

4.99 out of 5 average rating, 142 reviews

Hibiscus-Large 1 bed Beachfront apartment 1st flr

This modernly decorated apartment home is centrally located in the capital of the Dutch side, Philipsburg. The area is full of life during the day and quiet and relaxing in the evening. This home away from home will make your daydreams of island life a reality. Enjoy the lovely courtyard garden downstairs, relax on the balcony looking out to the beautiful garden and plan your day’s adventure on and around this dual nation Island.

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, 140 reviews

VILLA JADE 2 : SUITE PIEDS DANS L'EAU / PISCINE

VILLA JADE est un complexe de 3 villas situé dans la baie de CUL DE SAC et ses îlets ... VILLA JADE 2 est une suite spacieuse / vue mer pour 2 personnes les pieds dans l'eau, avec piscine privée. Les 3 villas sont mitoyennes mais très calmes et intimes. Votre unique vue est la mer... Accès direct à la mer par un ponton, et kayaks à votre disposition.

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, 184 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!

A beachfront view of the apartment is showcased, framed by lush greenery. Sunlight filters through the leaves, casting a gentle light on the sandy shore. Lounge chairs are situated on the beach, inviting relaxation beside the calm water.

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.

Vacation rentals for every style

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A space thats all yours, with room for everyone

Popular amenities for Simpson Bay beachfront rentals

Free parking on premises

Air conditioning

Pet-friendly beachfront home rentals

Top guest favorite

Vacation home in Saint-Martin

5 out of 5 average rating, 58 reviews

My SWEET HOME Pieds dans l'eau. Baie Nettlé

An outdoor terrace features a large swimming pool surrounded by a wooden deck. Sun loungers are positioned for relaxation, and a vibrant green planter adds a touch of color. The ocean view is expansive, framed by lush greenery and a few scattered clouds.

Villa in Cole Bay

4.84 out of 5 average rating, 44 reviews

Saint-Tropez With Ocean View - Boat Charter

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 refreshing freeform pool is bordered by tropical palm trees and decorative planters. A modern structure with transparent walls opens to the pool area, featuring a striking piece of wall art depicting a dog. The serene atmosphere is complemented by clear blue skies.

Home in Sint Maarten lowlands Maho

4.79 out of 5 average rating, 66 reviews

Villa Blue Lagoon SXM

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

A spacious terrace is displayed, featuring comfortable seating arrangements and a dining table. The ocean view is unobstructed, framed by vibrant greenery. A hammock adds a touch of relaxation, while the light-colored flooring enhances the bright atmosphere of the space.

Condo in Orient Bay

4.83 out of 5 average rating, 101 reviews

Princess Anouk, Orient Bay, piscine, sur la plage

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.

Condo in Collectivity of Saint Martin

4.75 out of 5 average rating, 36 reviews

Studio sable et cocotiers

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

Beachfront home rentals with a pool

Top guest favorite

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 in Collectivity of Saint Martin

5 out of 5 average rating, 81 reviews

VILLA I LOVE VIEW - villa luxe avec vue mer

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

Top guest favorite

An inviting infinity pool is positioned adjacent to the shoreline, offering unobstructed views of the Caribbean Sea. Lush palm trees frame the scene, while the sun reflects off the water's surface, creating a serene atmosphere. The surrounding terrace features natural stone tiles.

Condo in Lowlands

5 out of 5 average rating, 47 reviews

The Cliff in Cupecoy Beach HEAVEN!!!

Top guest favorite

A bright swimming pool offers a clear blue surface, surrounded by a sun patio with lounge chairs arranged along the edge. Palms sway gently in the background, with modern villas visible beyond the pool area.

Apartment in Saint Martin

4.96 out of 5 average rating, 68 reviews

Sur la Plage ! Villa Marina piscine vue splendide

Top guest favorite

A sparkling blue pool is set against a backdrop of vibrant clouds and clear skies, with the tranquil ocean visible in the distance. Surrounding the pool, a sunbathing area with lounge chairs invites relaxation under the sun.

Condo in Saint Martin,Guadeloupe

5 out of 5 average rating, 50 reviews

Villa Belharra, amazing view

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

A large outdoor swimming pool is surrounded by palm trees and lounge chairs. The clear blue water reflects the bright sky, providing a refreshing atmosphere. Nearby buildings are visible in the background, adding to the serene setting.

Apartment in Collectivité de Saint-Martin

4.93 out of 5 average rating, 46 reviews

Nouveau un rêve sur la plage !

Top guest favorite

A spacious outdoor area features a well-maintained swimming pool surrounded by lounge chairs. Lush greenery and palm trees enhance the landscape, with a clear view of the ocean in the background. Bright blue skies and white clouds complete the serene setting.

Condo in Simpson Bay

5 out of 5 average rating, 26 reviews

Beach front Condo Simpson Bay beach

Private beachfront home rentals

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!

A sun-drenched terrace features a sparkling pool surrounded by lounge chairs. Lush palms sway gently in the breeze, while distant hills and ocean vistas are visible under a bright blue sky. The area invites relaxation and enjoyment of the tranquil scenery.

Villa in Saint Martin

4.98 out of 5 average rating, 44 reviews

Villa SEA VIEW, 5' from Grand Case beach, privacy

Top guest favorite

An aerial view of a villa showcases a private pool with softly illuminated water, surrounded by tropical plants and sun loungers. The two-story structure features a wooden deck and bright, colorful rooftops in the background, creating a relaxed outdoor atmosphere.

Home in Collectivité de Saint-Martin

4.96 out of 5 average rating, 28 reviews

Villa proche de la plage

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

A serene outdoor area features a heated swimming pool surrounded by comfortable loungers. Lush tropical plants and palm trees frame the space, while scenic views of the bay and ocean are visible in the background under a clear blue sky.

Villa in Les Terrasses de Cul de Sac

4.96 out of 5 average rating, 26 reviews

Water access, heated pool, kayaks & snorkeling

Apartment in Cul-de-Sac

4.93 out of 5 average rating, 30 reviews

Luxury Sea View Apartment Mont Vernon

A lively poolside bar is situated near the water's edge, featuring a thatched roof and wooden accents. Bar stools are positioned partially submerged in the pool. Surrounding lounge areas are equipped with tables and chairs, framed by tropical palm trees and bright blue skies.

Condo in Cole Bay

5 out of 5 average rating, 26 reviews

Royal Palm-1st floor-walk right out to the beach

A bright living area features a comfortable gray sofa and two modern lounge chairs. Large glass doors invite natural light and provide a view of the garden and sea. A round wooden coffee table is centered on a natural fiber rug, creating a relaxed atmosphere.

Cottage in Saint martin

4.84 out of 5 average rating, 37 reviews

La maison de la plage

Quick stats about beachfront rentals in Simpson Bay

Total rentals
110 properties
Nightly prices starting at
G$18,817 GYD before taxes and fees
Total number of reviews
5.7K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with a pool
80 properties have a pool

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