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Simpson Bay Villas & Luxury Vacation Rentals

Luxury Villa Rentals for 2+ people

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Your Guide to Simpson Bay Villas

One of St Martin’s most dynamic places to stay, Simpson Bay offers some of the island’s best beaches, nightlife, and dining. Simpson Bay villas elevate your experience further by providing laid-back beach luxury, just steps from all the action.

Originally a Dutch coastal hamlet, Simpson Bay grew alongside St Martin. Home to the largest lagoon in the Caribbean, Simpson Bay quickly transformed into a marina town in the 20th century, giving way to yacht clubs and international restaurants.

Today, Simpson Bay maintains a culture that is equally proud of its luxury and fishing heritage. And between the live music, beach bars, and casinos, you’ll find plenty to do, day or night, as well as a surprisingly calm beach scene to enjoy.

Rental Escapes makes renting a luxury villa in Simpson Bay easy. First, choose your travel dates. Next, select your party size. From there, your Rental Escapes Villa Specialist will happily present you with the best available Simpson Bay villas for your group. After, your Concierge customizes your trip, including transportation, chef service, excursions, boat charters, and more.

Simpson Bay Villas St Martin

Often beachfront and always offering spectacular views, Simpson Bay villas are some of the best stays you’ll find in this exciting part of St Martin. Plus, they offer luxury amenities like private pools and hot tubs, so you can soak up the sun in style and privacy.

Our Simpson Bay villas can be found all across the area, including beachfront along Simpson Bay Beach; closer to the strip and Welfare Road; over by the Simpson Bay Yacht Club and Marina; on Burgeaux Bay, near Maho; and more.

No matter where you choose, expect Simpson Bay villas that combine indoor and outdoor living to create unforgettable experiences. You can also expect 5-star service, including from your Rental Escapes Concierge.

Beachfront Simpson Bay Villas

Sitting directly on the sand, beachfront Simpson Bay villas offer the perfect retreat. They include:

Vittoria: With a privileged location directly on Simpson Bay Beach, Villa Vittoria provides an ideal mix of convenience, style, and privacy. A consistent guest favorite, Vittoria features classical Italian detailing, high-end finishes, and a thoughtful layout that makes it a good choice for couples and families traveling together.

Villa Alma: Located on Beacon Hill just steps from Maho Beach, Villa Alma offers panoramic ocean views. There’s an inviting infinity pool here for you to enjoy, as well as a large terrace that’s perfect for entertaining. Plus, you’re just a short drive from some of St Martin’s best restaurants.

Sol y Mar: Sitting directly on Kim Sha Beach, Sol y Mar offers a tropical retreat near the heart of Simpson Bay. There’s a large terrace with a private pool, a seaside patio to dine alfresco, and three individual suites with a variety of sleeping arrangements. A great choice for families.

Simpson Bay Villas for Families

Offering all the comforts of home, Simpson Bay villas for families let you truly relax and unwind. They include:

The Great Escape: A three-bedroom beachfront unit, the Great Escape offers panoramic views and a convenient location. You also have access to a large pool, and there’s a fully stocked kitchen for you to enjoy.

Living the Dream at Las Arenas: A 2-bedroom penthouse on Simpson Bay Beach, Living the Dream offers a large wrap-around balcony and mesmerizing views. Each well-appointed bedroom also includes an en-suite bathroom. A great choice for up to 4 guests.

Seas the Paradise: A beachfront penthouse on Simpson Bay Beach, Seas the Paradise offers a comfortable stay for up to 4 guests. Take in the views or walk down to the sand – this is a perfect place to stay for beach lovers.

Simpson Bay Villas FAQ

What are the Entry Requirements for St Martin?

Travelers to St Martin must present a valid passport. Travelers from outside the United States, Canada, the European Union or the United Kingdom may need an additional tourist visa as well.

How to Travel to Simpson Bay?

Most travelers will fly into St Martin’s Princess Juliana International Airport (SXM). From there, Simpson Bay is just a 5- to 10-minute drive. Your Concierge can help with airport transfers, rental cars, and any other transportation needs.

How to Get Around Simpson Bay?

Simpson Bay is very walkable. The main strip, Welfare Road, is packed with restaurants, bars, shops, and more.
If you want to see more of the island, then you should rent a car. Driving and parking is relatively easy on St Martin, and a rental car will let you explore both the Dutch and the French side.
Taxis and private drivers are also readily available.
To see more of the coast, you can also travel by water taxi and boat charter.
Your Concierge can help with rental cars, private drivers, boat charters, and more.

Best Time to Visit Simpson Bay?

Peak season in Simpson Bay is from December to April. The weather is at its best, and there’s a buzzing atmosphere. This season books up early, however, so be sure to inquire in advance.
Shoulder season is from May to June. The weather is still great, but the island is quieter and there are great deals on villas. For many, this is the best time to go.
Off season is from July to November. There’s a higher chance of rain, especially in the afternoons. However, the pace is also slower, and you can live like a local. This is also when you’ll find the best deals on Simpson Bay villas.

Is Simpson Bay Safe?

Yes, Simpson Bay is considered very safe. It’s a well-established, high-traffic neighborhood on a safe island. Emergency services are also close by, just in case.

Best Things to do in Simpson Bay?

Relax on Simpson Bay Beach: One of the best beaches on the Dutch side of the island, Simpson Bay offers long stretches of powdery white sand and calm, clear water. It’s a surprisingly serene spot, with plenty of space to lounge.
Charter a yacht or catamaran: Simpson Bay offers plenty of great boat charters. Whether that means sailing to Anguilla or St Barts for the day, snorkeling hidden coves, or just taking a sunset cruise, there are plenty of unforgettable options.
Enjoy the nightlife: Simpson Bay offers some of the best nightlife on the island, including plenty of live music, beach bars, and more. Whatever your vibe, you’ll find something here to enjoy.

How’s the Food in Simpson Bay?

Simpson Bay enjoys a creative, globally-inspired food scene. Expect lots of casual dockside fare, gourmet bistros, and Caribbean comfort food. Plenty of places here also offer fresh seafood, as well as French, Dutch, Creole, American, and Latin flavors.
Your Concierge can also arrange private chef service and villa pre-stocking on any of our Simpson Bay villas.

How’s the Weather in Simpson Bay?

Spring in Simpson Bay is warm, breezy, and mostly dry. Average daily highs range from 84–86°F (29–30°C), with lows around 75°F (24°C). Rain is minimal in March and April but starts to pick up slightly in May. Expect around 1.5–2.5 inches (38–64 mm) of rain per month.
Summer is hot, humid, and lush in Simpson Bay, with a mix of sun and occasional afternoon showers. Highs hover around 87–89°F (31–32°C), while nighttime lows stay warm at 78°F (26°C). Rainfall increases, especially in late July and August, averaging 3.5–4.5 inches (89–114 mm) monthly.
Fall is the wettest and quietest season in Simpson Bay, with high humidity and a higher chance of storms. Temperatures stay steady with highs around 86–88°F (30–31°C) and lows near 77°F (25°C). Rainfall peaks in this season, especially in September and October, averaging 5–6 inches (127–152 mm) monthly. While it's hurricane season, direct hits are rare.
Winter is peak season in Simpson Bay, bringing dry, sunny days, light breezes, and cooler evenings. Daytime highs average 83–85°F (28–29°C), with nights dipping to a comfortable 74°F (23°C). Rainfall is low, averaging 1.5–2 inches (38–51 mm) per month.

Book a Simpson Bay Villa with Rental Escapes

If you’re planning a getaway to this serene corner of St Martin, Rental Escapes can turn your Simpson Bay villa rental into a true luxury experience.

Our portfolio includes the finest Simpson Bay villas, including beachfront retreats, family villas, and more.

Your Rental Escapes Reservations Expert will help you find the perfect villa for your group, while your dedicated Concierge will customize your trip to ensure an unforgettable Simpson Bay villa experience.

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