![Simpson Bay with boats in the harbor](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fsimpson_bay_villas_view_of_simpson_bay_harbor_a1ab75387e.jpg&w=3840&q=75)
Luxury Simpson Bay Villas
Find stunning vacation rentals in Simpson Bay, including gorgeous beachfront villas and luxury family holiday homes with private pools, staff, and much more.
![Abracadabra luxury villa in Simpson Bay](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fsimpson_bay_villas_abracadabra_49a15d3b23.jpg&w=3840&q=75)
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.
Popular Vacation Rentals
![La Salamandre Simpson Bay villas](https://img.thetopvillas.com/4132/crop/3840x2882/1567495641525c52002061c353d551927e.jpg)
![Mirabelle Simpson Bay villas](https://img.thetopvillas.com/3319/crop/3840x2882/622a0d5c74e04.jpg)
![Sol e Luna Simpson Bay villas](https://img.thetopvillas.com/3298/crop/3840x2882/15470456031f25de7ed474d666766ee21e.jpg)
![Vittoria Simpson Bay villas](https://img.thetopvillas.com/24636/crop/3840x2882/1561039948b83fd5256cc7e4d7e502148e.jpg)
![Allegra Simpson Bay Simpson Bay villas](https://img.thetopvillas.com/38624/crop/3840x2882/60489c5abf02f.jpg)
![Abracadabra Simpson Bay villas](https://img.thetopvillas.com/76481/crop/3840x2882/635fce693dcf3.jpg)
![Alma Simpson Bay villas](https://img.thetopvillas.com/45587/crop/3840x2882/6130addaddbe0.jpg)
![Coco's Beach House Simpson Bay villas](https://img.thetopvillas.com/89517/crop/3840x2882/641adee33d61e.jpg)
![Beach Secrets Simpson Bay villas](https://img.thetopvillas.com/45825/crop/3840x2882/6390636f98202.jpg)
![C'Scape Penthouse Simpson Bay villas](https://img.thetopvillas.com/53970/crop/3840x2882/61c07a5ea6f28.jpg)
![La Paloma Simpson Bay Yacht Club Simpson Bay villas](https://img.thetopvillas.com/86089/crop/3840x2882/63d109e685a50.jpg)
![C'Scape Condo Simpson Bay villas](https://img.thetopvillas.com/86441/crop/3840x2882/63d275dcc6d3c.jpg)
![Rainbow over a natural harbor with sailboats in Simpson Bay](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fuseful_information_simpson_bay_faqs_1fd8cf0409.jpg&w=3840&q=75)
![A woman in a red bathing suit dives beneath the water above a reef](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fuseful_information_simpson_bay_things_to_do_f4967c1864.jpg&w=3840&q=75)
Things to do in Simpson Bay
One of the most popular things to do in Simpson Bay is to have a relaxing beach day. The beach in Simpson Bay is one of the longest on the island and is ideal for both chilled days spent lounging around and adventurous times doing watersports. You can also take to the water on a sailboat or catamaran to catch a breathtaking Caribbean sunset from a whole new perspective.
Simpson Bay is famed around Sint Maarten for its fantastic nightlife. Bars, clubs, casinos, and restaurants line the streets, making Simpson Bay a treat to visit both during the day and the night. There are lots of opportunities for shopping as well, with several malls and centers in the area.
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Restaurants in Simpson Bay
There is a varied menu of Simpson Bay restaurants to choose from. Whether you’re in the mood for top-class Italian from IZI Ristorante Italiano, authentic Caribbean cuisine from The Palms Restaurant, or Mediterranean delicacies from Al Pasha, you can take your tastebuds on a round-the-world adventure in Simpson Bay.
Distances from Simpson Bay
Destination | Drive time (mins) | Distance (miles) |
---|---|---|
Princess Juliana Airport | 6 | 2 |
Philipsburg | 12 | 5 |
Orient Bay | 25 | 10 |
Marigot | 7 | 3 |
Pinel Island | 25 | 9 |
Fort Amsterdam | 13 | 5 |
A curated portfolio of the best vacation homes and villas in the world’s top destinations
Experienced vacation rental and villa experts to help you find the perfect home
Enjoy 5-star hotel concierge services and dedicated local support with every stay
![A chef prepares food for guests in one of our Top Villas vacation rentals](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Ftravel_extras_north_carolina_fbd37e48f5.jpg&w=3840&q=75)
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](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fsimpson_bay_vacation_rentals_with_private_pools_sol_e_luna_0a0d5fa98e.jpg&w=3840&q=75)
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.
Explore Simpson Bay vacation rentals with private pools
![Mirabelle](https://img.thetopvillas.com/3319/crop/3840x2882/600800b63f4fc.jpg)
![Beach Secrets](https://img.thetopvillas.com/45825/crop/3840x3264/6390633cf0764.jpg)
![Allegra Simpson Bay](https://img.thetopvillas.com/38624/crop/3840x2882/60489c5382960.jpg)
![La Salamandre](https://img.thetopvillas.com/4132/crop/3840x2882/1567495589c8c3451aaeea2ebad5e26216.jpg)
![Abracadabra Simpson Bay villas with pools](https://img.thetopvillas.com/76481/crop/3840x2882/635fcef25254f.jpg)
![Alma Simpson Bay villas with pools](https://img.thetopvillas.com/45587/crop/3840x2882/6130a56fc7493.jpg)
![Sol e Luna Simpson Bay villas with pools](https://img.thetopvillas.com/3298/crop/3840x2882/1547045521079962566e3e66dc5e66db82.jpg)
![Vittoria Simpson Bay villas with pools](https://img.thetopvillas.com/24636/crop/3840x2882/15610399504e0d994306eff1be286faf45.jpg)
With over 100,000 happy guests every year, you can book your next stay with us with total confidence.
![La Salamandre Simpson Bay villas with gyms](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fla_salamandre_simpson_bay_villas_with_gyms_9e10573a05.jpg&w=3840&q=75)
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](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fvittoira_beachfront_villas_in_simpson_bay_be2e10c925.jpg&w=3840&q=75)
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.