Waterfront vacation rentals in Simpson Bay

4.96 out of 5 average rating, 136 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.

Condo in Marigot

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.

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 out of 5 average rating, 65 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.

4.92 out of 5 average rating, 132 reviews

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

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

4.99 out of 5 average rating, 166 reviews

A patio area is visible, featuring a private pool beside comfortable loungers, adorned with orange towels. A shaded dining space with a table is positioned near the water's edge, with picturesque views of the bay and surrounding landscape.

Villa in Cul-de-Sac

VILLA JADE 1: SUITE PIEDS DANS L'EAU / PISCINE

VILLA JADE est située dans la baie de "FRENCH CUL DE SAC". C'est un complexe en bord de mer composé de 3 villas privées. VILLA JADE 1 est une suite pour 2 personnes avec piscine privée. Les villas sont calmes et intimes...votre unique vue est la mer. La baie de "FRENCH CUL DE SAC" est à 5 minutes de ORIENT BAY, touristique avec restaurants, bars, activités nautiques, mais aussi à quelques minutes de GRAND CASE, notre petit village typique avec restaurants gastronomiques en bord de mer....

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.

4.96 out of 5 average rating, 217 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.

4.95 out of 5 average rating, 125 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.

Condo in Lowlands

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...

4.99 out of 5 average rating, 179 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 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

5 out of 5 average rating, 228 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

The image depicts a clear blue swimming pool surrounded by lounge chairs and tropical palm trees. In the background, the ocean can be seen alongside a beach area with a white railing, under a bright sky featuring fluffy clouds.

5 out of 5 average rating, 8 reviews

Sunny Outlook - 1-bdr condo - Beachfront Residence

✨ Sunny Outlook with IRE Vacations ✨ This amazing 1 bedroom 1.5 bathroom unit is located at Palm Beach Condo’s, directly on Simpson Bay Beach. Palm beach is very convenient located in Simpson Bay, here you will find beach bars, restaurants and supermarkets within walking distance. Only a 10 minute drive from the airport. Palm beach offers you a large common pool and private access to the beach. Enjoy your day on the beach, at the pool or go on an adventure on our beautiful island!

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 out of 5 average rating, 141 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.

4.95 out of 5 average rating, 88 reviews

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.

Condo in Simpson Bay

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, 139 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

Popular amenities for Simpson Bay waterfront rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in SAINT MARTIN

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.

5 out of 5 average rating, 24 reviews

"Black Pearl"

5 out of 5 average rating, 70 reviews

The living area features floor-to-ceiling windows offering panoramic views of the lagoon and mountains. A comfortable blue sofa is complemented by textured cushions, with a cozy brown armchair nearby. A round table sits in the center, showcasing a remote control and decorative elements.

Apartment in Lowlands

Gorgeous 2 bedroom-17th floor, Fourteen Mullet Bay

Superhost

Apartment in Marigot

4.82 out of 5 average rating, 11 reviews

Studio Vue Mer à Marigot St-Martin

5 out of 5 average rating, 5 reviews

Apartment in Indigo Bay

Salt Suite

5 out of 5 average rating, 12 reviews

A bright corner of the studio features a window with a tropical view. Two barstools are positioned at a counter, accompanied by a coffee machine and bowls. Nearby, a cozy seating area is complemented by a side table, enhancing the space's functionality.

Apartment in Marigot

Nouveau studio vue mer

5 out of 5 average rating, 22 reviews

A contemporary living area showcases a spacious white sectional sofa paired with wooden accent tables. Large windows frame a scenic sea view and allow natural light to illuminate the space. A sleek entertainment unit holds a flat-screen TV, and a stylish ceiling fan enhances comfort.

Apartment in Lowlands

Luxueux appartement, vue mer

Apartment in Sint Maarten

An oceanfront view is presented through floor-to-ceiling windows, revealing a serene seascape. The light-filled space features cozy furnishings in a light palette, emphasizing relaxation. The coastal scenery can be seen from various angles, enhancing the connection to the surrounding environment.

4.97 out of 5 average rating, 39 reviews

CondoSTmaarten panoramic (Adults Only)

4.95 out of 5 average rating, 42 reviews

A dining area is illuminated by natural light streaming through a large window, showcasing a serene view of palm trees and a sparkling lagoon. A simple table is set with two glasses and a decorative tray, with cabinets and a splash of greenery completing the space.

Apartment in Nettle Bay

Softy green, baie Nettlé

Waterfront house rentals

5 out of 5 average rating, 32 reviews

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

Pelican key - BEACH FRONT Villa

Home in Collectivité de Saint-Martin

A vibrant view of the coastline and distant hills is framed by the greenery of palm leaves and a tall cactus. The blue rooftops of nearby houses contrast with the clear blue water, creating a serene outdoor setting.

4.92 out of 5 average rating, 37 reviews

Ocean View House 3 Terraces/2BR/2BA - Shared Pool

4.94 out of 5 average rating, 17 reviews

A spacious terrace features wooden flooring, with comfortable seating arranged for relaxation. Lush greenery is visible alongside the edge, and a stunning view of the sea is showcased in the background, complemented by a partially cloudy sky.

Home in SAINT-MARTIN

Sunset View

Superhost

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, 13 reviews

Slowlife - Villa Wellness 4 beds

5 out of 5 average rating, 22 reviews

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

La plus belle vue de l'ile !

5 out of 5 average rating, 29 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

4.96 out of 5 average rating, 23 reviews

The image displays a welcoming living space featuring a modern kitchen with light cabinetry and a refrigerator. A comfortable gray sofa adorned with turquoise cushions faces a dining area visible through a glass sliding door. Natural light enhances the open atmosphere.

Home in Cul-de-Sac

Paradise Keys, Cul-de-sac: Nice equipped studio

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.

4.97 out of 5 average rating, 59 reviews

Teresa’s Ocean Paradise

Waterfront condo rentals

5 out of 5 average rating, 44 reviews

A bright building is showcased with orange-tiled roofs and white walls, surrounded by lush greenery and palm trees. The structure is positioned along the water's edge, with boats visible in the distance and an inviting view of the bay and surrounding landscape.

Condo in Simpson Bay

CasaPisani Tranquil 2Bed condo SimpsonBayYachtClub

Condo in Collectivity of Saint Martin

A beachfront view is presented, showcasing palm trees swaying gently in the breeze. Sun loungers are arranged on the sandy area, with vibrant flowers nearby. The distant mountains and clear blue sky create a serene backdrop for relaxation.

4.96 out of 5 average rating, 24 reviews

Appartement «Seaduction» 2 chambres Nettle Bay

5 out of 5 average rating, 20 reviews

Lounge chairs are placed on sandy ground, facing the vibrant turquoise ocean. Palm trees gently sway in the breeze, adding to the serene beach setting. A white picket fence encloses the area, and distant mountains can be seen along the shoreline.

Condo in Simpson Bay

Popular Beachfront Property Barefoot /Simpson bay

4.81 out of 5 average rating, 27 reviews

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

Paradis Caraibes 1BR * On the Beach!

4.91 out of 5 average rating, 66 reviews

A living area features a modern television mounted on a minimalist white console. A circular coffee table sits below, accompanied by a decorative shell. Light filters through sheer curtains, illuminating the space and offering a glimpse of the outdoor area.

Condo in Marigot

Beachfront Condo| Pool View + Private Beach Access

5 out of 5 average rating, 13 reviews

Condo in Indigo Bay

Luxury Condo "The Q" + Huge Pool Patio + Beach/Bar

4.95 out of 5 average rating, 21 reviews

A large pool is surrounded by palm trees and lounge chairs, with clear blue skies overhead. The modern building is visible in the background, showcasing a mix of balconies and spacious exteriors. The inviting water reflects the bright surroundings, ideal for relaxation.

Condo in Lowlands

Beautiful Large 2 Bedrooms apartment in Maho