Discover Your Perfect Philipsburg Rentals by Owner

Philipsburg Rentals by Owner

10.0 (1 Review)
Apartment
The Luxury Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
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|
9.9 (14 Reviews)
House
LEN'HOUSE
  • Air Conditioner
  • Parking
  • View
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10.0 (1 Review)
Villa
Villa Moehau
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Rentals by Owner in Philipsburg Area

Why Choose Rent By Owner for your Philipsburg vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Philipsburg

When should you plan your Rentals by Owner stay?

Choosing the optimal time to vacation here ensures you experience the best weather and local events, making your stay in this Caribbean destination memorable and enjoyable when booking your rental by owner through Rent By Owner.

Peak Season Highlights

spring
December to April

During this period, you will experience the region at its most vibrant with ideal weather conditions for enjoying the beaches and outdoor activities. This peak season attracts travelers seeking warm, sunny days and lively festivities.

Average Temperature Daytime: around 82°F (28°C) - Nighttime: around 74°F (23°C)
spring
June to August

This summer months bring an influx of visitors looking to enjoy the lively atmosphere and local events. Despite the increased crowds, the pleasant climate makes it a prime time for exploring and relaxing here.

Average Temperature Daytime: around 86°F (30°C) - Nighttime: around 78°F (26°C)

Off-Season Highlights

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May and November

Shoulder seasons offer fewer crowds and more available rental options. Visitors during these months benefit from lower prices while still enjoying warm weather and tranquil surroundings.

Average Temperature Daytime: around 84°F (29°C) - Nighttime: around 75°F (24°C)
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September to October

These months are considered off-peak due to a higher chance of rain and occasional storms. While weather can be less predictable, the region remains a peaceful retreat with fewer tourists and more affordable accommodations.

Average Temperature Daytime: around 83°F (28°C) - Nighttime: around 76°F (24°C)

Weekly Weather Forecast for Philipsburg

How to Book Your Philipsburg vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Philipsburg

More Top-Rated Rentals by Owner in Philipsburg Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy relaxing by a private outdoor pool that offers stunning views of the surrounding area.
  • Make the most of a well-maintained outdoor terrace or patio perfect for dining al fresco.
  • Take advantage of lush, landscaped gardens that enhance the outdoor ambiance of your stay.
  • Utilize an outdoor barbecue or grill area to host memorable cookouts with family and friends.
  • Relax on a spacious balcony or veranda overlooking the scenic scenery of this Caribbean destination.
  • Participate in outdoor water activities such as paddleboarding or kayaking, available nearby or on-site.
  • Benefit from easy access to nearby beaches and outdoor recreation spots ideal for exploring the region’s natural beauty.

Top Attractions Around Philipsburg

What attractions are nearby?

Here in the area, you can enjoy a variety of activities such as relaxing on pristine beaches, exploring vibrant local shops, or taking part in water sports—all conveniently close to your Rent By Owner rental in Philipsburg, Sint Maarten, St. Martin.

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Family Activities

  • Maho Beach: Spend a fun-filled day watching world-famous airplane landings and takeoffs just minutes from the heart of the area, making it an exciting experience for the entire family.
  • : Discover a tropical paradise where kids can learn about butterfly conservation and observe vibrant butterflies up close in a peaceful environment.
  • Fort Louis Waterfront Park: Explore this scenic park offering panoramic views of the region’s coastline, perfect for relaxing picnics and family photos in a historic setting.
  • St. Maarten Zoo: Visit the local zoo to get up close with a variety of animals native to the Caribbean, providing both education and entertainment for children of all ages.
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Adult Activities

  • Sailing and Yacht Tours: Experience the breathtaking waters surrounding this popular Caribbean destination with a private sailing or yacht tour, offering a perfect way to relax and explore the region’s vibrant marine life.
  • Shopping at Front Street: Discover unique local boutiques and international brands along the bustling Front Street, ideal for indulging in some retail therapy right in the heart of the area.
  • Dining in Waterfront Restaurants: Savor exquisite cuisine at waterfront restaurants that overlook the sea, providing a memorable dining experience with authentic flavors from the region.
  • Visit to the Butterfly Farm: Enjoy a tranquil escape at the Butterfly Farm, where you can stroll through lush gardens and learn about tropical butterfly species native to this destination.

Other Places to Stay in Philipsburg

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Philipsburg Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Amenities: Take advantage of the convenient location of your rental by owner to access local markets and eateries, allowing for an authentic experience in the area.
  • Plan Water Activities Early: Make the most of the region's beautiful waters by scheduling popular boat tours or snorkeling excursions ahead of time to ensure availability.
  • Discover Nearby Beaches: Use your stay as an opportunity to visit the nearby beaches, which are easily accessible from most rentals on the island, for a relaxing day in the sun.
  • Engage with the Community: Immerse yourself in the culture by participating in community events or visiting local spots, enriching your experience here beyond the typical tourist path.

Transportation Options

  • Rental Cars: Renting a car offers you the flexibility to explore the entire area at your own pace, making it an ideal option for travelers staying in rentals here.
  • Taxis and Private Transfers: Taxis and private transfer services provide convenient, reliable transportation directly from your rental property to popular destinations around the region.
  • Public Buses: Affordable and frequent, public buses connect key spots in the destination, ensuring easy access to local attractions from your vacation rental.
  • Ferries and Water Taxis: For scenic travel options, ferries and water taxis operate between islands and ports, offering a memorable way to enjoy the surrounding waters of this prime location.

Local Customs Options

  • Greeting Customs: When visiting here, it is customary to greet locals with a warm "Bonjour" or "Good morning," reflecting the region’s friendly and welcoming atmosphere.
  • Dress Modestly for Religious Sites: Respect local traditions by dressing modestly when entering churches or during cultural festivals that celebrate the area's rich heritage.
  • Respect for Local Art and Crafts: Supporting local artisans by avoiding the removal of culturally significant crafts helps preserve the region's artistic traditions.
  • Environmental Respect: Participating in eco-friendly practices, such as proper waste disposal and conservation efforts, is highly valued in this destination to maintain its pristine beauty.

Frequently Asked Questions About Philipsburg Rentals by Owner

1. What are the top vacation rentals in Philipsburg?

There are a lot of options in Philipsburg. If you plan on staying in the Philipsburg area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Philipsburg:

2. How many Rentbyowner vacation rentals are available in Philipsburg?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 145 in the Philipsburg area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Philipsburg. 

3. What is the cancellation policy for a rental by owner in this area?

The cancellation policy varies depending on the individual listing. You should review the specific terms provided by the owner on the booking page or contact them directly for detailed information.

4. How do I verify the safety and cleanliness standards of a rental by owner here?

Safety and cleanliness details are typically outlined in the property description or amenities section. For additional assurance, reach out to the owner with any specific questions you may have.

5. What amenities are included in rentals by owner in this region?

Amenities vary by listing but commonly include essentials such as Wi-Fi, air conditioning, and kitchen facilities. Check the property's details page for a complete list of what is offered.

6. Can I modify or cancel my reservation if my plans change?

Modification and cancellation policies depend on the individual owner’s terms. It’s recommended to read these details on the listing before booking or contact the owner directly to clarify.

7. How do I communicate with the owner before booking?

You can send a message through the booking platform’s messaging system to ask questions or confirm details before finalizing your reservation.

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