Philipsburg Vacation Rentals

Philipsburg is the colorful capital of Dutch Sint Maarten and one of the island’s liveliest waterfront destinations. Set between Great Bay and the Great Salt Pond, the town combines a long sandy beach with historic streets, duty-free shopping, restaurants, cafés, and easy access to many of the attractions on the Dutch side of the island. It is an excellent location for travelers who enjoy having entertainment and amenities close at hand.

Great Bay Beach stretches alongside the town and provides a convenient setting for swimming, relaxing, and enjoying views across the bay. The beachfront Boardwalk is lined with restaurants and bars, while nearby Front Street is known for jewelry, fashion, local shops, and duty-free shopping. Philipsburg’s central location also makes it easy to explore other parts of Sint Maarten by car, from Simpson Bay and Maho to the beaches and villages of the French side.

Key Caribe offers 6 luxury vacation rentals in Philipsburg, from private villas with pools to beachfront apartments. Rates start at $571 per night. All properties also include concierge services and local guest support.

Did You Know?

Our Philipsburg vacation rentals provide a comfortable base for experiencing the energy of the island while retaining the privacy of your own accommodation. Depending on the property, guests can enjoy sea views, private or shared pools, outdoor terraces, contemporary living spaces, and convenient access to beaches, shopping, and dining. The area works particularly well for couples, families, and groups who prefer to be close to activity rather than staying in a secluded part of the island.

Booking through Key Caribe combines your private accommodation with personalized assistance before and during your stay. Our concierge team can help arrange airport transfers, rental cars, private chefs, boat excursions, grocery pre-stocking, restaurant recommendations, wellness experiences, and other services to make exploring Sint Maarten as effortless as possible.

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Other Popular Sint Maarten Destinations

Simpson Bay is the area surrounding Simpson Bay Lagoon, one of the largest inland lagoons in the Caribbean. It’s also the island’s center of entertainment.

Porto Cupecoy is one of Dutch Sint Maarten’s most upscale residential communities and located in the Cupecoy or Lowland’s area.

Contact KeyCaribe

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To speak with us, call toll free:

1-855-754-9987
or +31 (0) 207-989389

Need some advice?

Do you have questions about making a reservation at one of our luxury villas, or about our concierge services? Let us know what you’re looking for and a Reservation Manager will contact you right away with some options.

Find The Perfect Place To Stay In Philipsburg

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Booking tip Tip: Beachfront means the villa is directly on the beach. Near the Beach means the beach is a short walk away, while Ocean View means sea views, not necessarily near the beach.

Starting at $1800 / night

Number of guests 8 guests
Number of bedrooms 5 bedrooms
Number of bathrooms 5 bathrooms

Starting at $585 / night

Number of guests 8 guests
Number of bedrooms 4 bedrooms
Number of bathrooms 4 bathrooms

Starting at $6786 / night

Number of guests 14 guests
Number of bedrooms 6 bedrooms
Number of bathrooms 6 bathrooms

Starting at $571 / night

Number of guests 6 guests
Number of bedrooms 3 bedrooms
Number of bathrooms 4 bathrooms

Starting at $910 / night

Number of guests 6 guests
Number of bedrooms 3 bedrooms
Number of bathrooms 4 bathrooms

Philipsburg On The Map

Professional Concierge Services

From private chefs, to private massages and boat charters, we’ll unlock endless possibilities for your luxury experience. Our services begin the moment you contact us.