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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Guest favorite

Villa in Simpson Bay

4.98 out of 5 average rating, 52 reviews

Waterfront "BONJOUR" Beacon Hill St Maarten

This stunning 4-bedrooms, 4 bathrooms villa overlooks Maho Bay and provides a front row seat to beautiful SXM sunsets, and over the famous Maho Beach. Enjoy the views while taking a dip in the home’s infinity pool overlooking the ocean or from its multiple outdoor dining and seating options conveniently and securely located minutes from restaurants, bars, nightlife, Maho Market and more, steps away from direct beach access to the crystal clear waters of Simpson Bay. Back up Diesel Generator

Superhost

Condo in Marigot

4.82 out of 5 average rating, 115 reviews

Gorgeous studio ON THE BEACH,ocean view

BEAU STUDIO au 2 étage dans une résidence sécurisée,avec plage privée et accès directement par la résidence. Notre studio est l'endroit idéal pour passer de bonnes vacances.Une vue incroyable sur la mer turquoise des caraïbes et des couchers de soleil époustouflants.Il est entièrement équipé en cuisine et le linge de maison ,il y a un lit queen et un canapé lit Il as aussi le wifi et Tv. Il y a une épicerie à 200m,le parking est gratuit et nous sommes à 5 mn du ferry pour St Barth et Anguilla

Guest favorite

Condo in Marigot

4.94 out of 5 average rating, 32 reviews

Beachfront property with pool view

Welcome to Perle des Sables, nestled in Marigot, this exquisite vacation rental lives up to its name, offering an idyllic escape on a private beach. Immerse yourself in the tranquil embrace of turquoise waves, sink your toes into the soft white sand and witness breathtaking golden sunsets painting the skies of St. Martin. With its prime location in a secured private residence, it ensures both serenity and peace of mind. Experience the epitome of beachfront paradise in this extraordinary haven.

Superhost

Condo in Sandy Ground

4.97 out of 5 average rating, 32 reviews

"Coté Mer" - Wonderfull 3 bedrooms NBBC

Nouveau, entièrement rénové! Le duplex “Côté Mer” c’est l’idéal pour des vacances les pieds dans le sable. Situé dans la jolie résidence du Nettle Bay Beach Club sur la plage, face à la mer des Caraïbes avec vue sur Anguilla et la Belle Créole.“Côté Mer” saura vous séduire pour que vous passiez des vacances inoubliables. La résidence possède 4 piscines et 2 tennis. À proximité immédiate vous trouverez une supérette, une boulangerie, une pharmacie, des restaurants de plage, watersport….

Guest favorite

Rental unit in Simpson Bay

5 out of 5 average rating, 191 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

Superhost

Rental unit in Simpson Bay

4.94 out of 5 average rating, 110 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

Guest favorite

Rental unit in Simpson Bay

4.97 out of 5 average rating, 178 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. New totally refurbished modern apartment with modern amenities and comforts. A perfect vacation spot !

Superhost

Rental unit in Philipsburg

4.88 out of 5 average rating, 33 reviews

Beachfront , Luxury 2 Bedroom Apartment

Your family will be close to everything when you stay at this centrally-located place.A spacious apartment with a great view of the ocean. This apartment is a duplex located on the 2nd and 3rd floor . A fully stocked kitchen. Open concept Dining/Living room combination leads to the balcony with panoramic beachfront views. 2 spacious bedrooms with private baths. Enjoy morning coffee or afternoon cocktails on the balcony or the living room both overlooking the beach.

Guest favorite

Loft in Marigot

4.99 out of 5 average rating, 136 reviews

Sea Loft Stunning View - Private Pool

* 200m² Loft * Exceptional sea views * Private pool * 250 meters to small beach Galisbay * Terrace with sun loungers, garden furniture, garden furniture, outdoor table, and BBQ * Desk area * 100 Mbps WiFi * TV with thousands of channels from all over the world * A 250m walk to Marina Fort Louis de Marigot * 5 min walk to the city center of Marigot with its restaurants, shops and other shops * 5 min from the pier for St. Barts and Anguilla, and the taxi station

Guest favorite

Villa in Cul-de-Sac

4.95 out of 5 average rating, 100 reviews

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

VILLA JADE is a complex of 3 villas , feet in the water. VILLA JADE 3, our 2 bedroom villa is located in the Bay of Cul de Sac, facing the Ilet PINEL and the nature reserve with turquoise waters. Life is peaceful, kayak outings, idleness, BBQ ... You are 5 minutes from the fabulous Oriental Bay, its restaurants, bars and water activities... The 3 villas are terraced but very intimate and quiet, your only view is the sea....your only goal is to " enjoy"......

Guest favorite

Rental unit in Philipsburg

4.98 out of 5 average rating, 131 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.

Guest favorite

Rental unit in Simpson Bay

5 out of 5 average rating, 113 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.