Abracadabra luxury villa in Simpson Bay

Simpson Bay villas

Situated on the Dutch side of Sint Maarten, Simpson Bay is a pretty fishing village that is perfect for relaxing and luxurious vacations by the Caribbean Sea. Simpson Bay is home to one of the longest beaches on the island and is close to the main international airport of Sint Maarten, with a plethora of fabulous tourist attractions including bars, restaurants, and nightclubs.

Our beautiful villas at Simpson Bay offer guests a taste of luxury Caribbean living. Boasting incredible views of the coast of Sint Maarten, fantastic amenities including private pools and on-site staff, and space for as many as 12 guests, these vacation rentals are irresistible options for your next trip.

Rainbow over a natural harbor with sailboats in Simpson Bay

Distances from Simpson Bay

DestinationDrive time (mins)Distance (miles)
Princess Juliana Airport62
Orient Bay2510
Pinel Island259
Fort Amsterdam135
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A chef prepares food for guests in one of our Top Villas vacation rentals

Simpson Bay villas with staff

Let your Saint Martin vacation pass in a haze of relaxation and rejuvenation, in our spectacular Simpson Bay villas with staff. Many of our vacation rentals in the area come with housekeeping services included in the price of the property, giving you the luxurious experience of being in a 5-star hotel with the added freedom and privacy of a villa. It really is the best of both worlds.

Simpson Bay vacation rentals with private pools - Sol e Luna luxury villa at dusk with pool

Simpson Bay vacation rentals with private pools

From private pools with incredible views to glamorous infinity pools, and soothing hot tubs, our Simpson Bay villas with pools come in all shapes and sizes, each one as luxurious as the last. Start your day off with an invigorating swim, or simply relax, cocktail in hand, and watch from your pool deck as the sun slowly sinks below the horizon of the Caribbean Sea, setting the sky ablaze with fiery colors.

Whether you're sipping cocktails poolside, enjoying a refreshing dip after a day of exploring, or stargazing from the comfort of your pool deck, our Simpson Bay vacation rentals with private pools promise an unparalleled and unforgettable experience.

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La Salamandre Simpson Bay villas with gyms

Simpson Bay villas with gyms

Our exclusive collection of Simpson Bay villas with private gyms is the pinnacle of indulgence and well-being. With top-of-the-line exercise equipment and plenty of space to stretch and sweat, our villas provide the ultimate private fitness retreat.

After your workout, cool off with a refreshing dip in your private pool or unwind with a soothing spa treatment. Whether you're a fitness enthusiast or simply seek a rejuvenating escape, our Simpson Bay villas with gyms offer a sanctuary of health and luxury, ensuring an unparalleled vacation experience that will leave you feeling refreshed, revitalized, and ready for the world.

Vittoria beachfront villas in Simpson Bay

Beachfront Simpson Bay villas

Looking for an unforgettable tropical escape? Look no further than our exclusive collection of beachfront Simpson Bay villas. Located on the stunning shores of St. Maarten, these luxurious properties offer the ultimate in Caribbean indulgence. Imagine waking up to the gentle sound of waves lapping the shoreline, stepping onto your private terrace to witness breathtaking sunrises over the sparkling turquoise waters.

Our Simpson Bay villas boast world-class amenities, including private pools, spacious outdoor living areas, and direct beach access, allowing you to bask in the sun's warm embrace and enjoy the serenity of your own paradise. Whether you're seeking a romantic getaway, a family adventure, or a retreat with friends, our beachfront villas provide an unparalleled level of luxury and exclusivity.