Discover a selection of 1,000 vacation rentals in Simpson Bay that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and air conditioning. Prices start at $84 per night, and villas and condos are popular options for a stay in Simpson Bay. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Simpson Bay
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Destination guide

Take in the beachside beauty of Simpson Bay

Enjoy the live music and other features of Simpson Bay. Well known for its beaches, restaurants and casino gaming, this romantic city won't disappoint. Maho Beach and Marigot Market are just a couple of the must-sees in the area. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities

Activities and attractions in and around Simpson Bay

Are you hoping to discover attractions to see during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Simpson Bay a one-of-a-kind vacation spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Mullet Bay Golf (1.6 mi / 2.6 km)
  • Sint Maarten Zoo (3.2 mi / 5.1 km)
  • Butterfly Farm (5.6 mi / 9 km)
Weather

Seasonal weather in Simpson Bay

If you're planning a vacation around warm-weather activities, July, June, October and September are the hottest months to visit, when temperatures average 89°F.

Natural features

Exploring the beaches and other natural features in Simpson Bay

Whether you're an active traveler or just want to spend some time taking in the scenery, Simpson Bay is a great spot to appreciate mother nature. Here are some of the area’s noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Maho Beach (1.6 mi / 2.6 km)
  • Pinel Island (7.1 mi / 11.4 km)
  • Kim Sha Beach (0.3 mi / 0.5 km)
  • Seaside Nature Park (1.5 mi / 2.4 km)
  • Mercure Beach (1.7 mi / 2.7 km)
  • Mullet Beach (2 mi / 3.3 km)
How to get there

Transportation options to and around Simpson Bay

Fly into Philipsburg (SXM-Princess Juliana Intl.), the closest airport, located 1.1 mi (1.8 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Grand Case (SFG-L'Esperance), which is 5.5 mi (8.8 km) away.

How many vacation rentals are available around Simpson Bay?

Our 2021 property listings offer a large selection of 804 vacation rentals around Simpson Bay. From 250 villa rentals to 426 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.