Philipsburg Rentals by Owner
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Security/Safety
- Bedding/Linens
Why Choose Rent By Owner for your Philipsburg vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Philipsburg Rentals by Owner
Where are the best neighborhoods to stay in Philipsburg?
When exploring options for your stay in Philipsburg, Sint Maarten, choosing the right neighborhood can greatly enhance your vacation experience. The local areas offer a variety of rental options that cater to different preferences, whether you seek vibrant town centers or tranquil seaside retreats. By selecting a neighborhood that aligns with your interests, you’ll enjoy easy access to the best of what Philipsburg has to offer while ensuring a comfortable and memorable stay. With trusted rental accommodations available through Rent By Owner, finding the perfect place to call home during your visit is both simple and reliable.
Madame's Estate
Situated in a tranquil area, this neighborhood offers quiet surroundings and easy access to the island’s scenic views, making it an ideal choice for relaxed getaways in Sint Maarten.
View 1394+ Rentals in Madame's EstateFort William
This historic neighborhood provides a blend of cultural charm and convenient proximity to central attractions, perfect for travelers seeking both history and accessibility.
View 1360+ Rentals in Fort WilliamHope Estate
Known for its lush landscapes and peaceful atmosphere, Hope Estate is an excellent area to enjoy natural beauty while staying close to popular sights on the island.
View 979+ Rentals in Hope EstateSucker Garden
Offering a residential ambiance, Sucker Garden allows visitors to experience local life with easy access to Philipsburg’s vibrant downtown.
View 997+ Rentals in Sucker GardenVineyard
This neighborhood is characterized by its scenic vineyard views and serene environment, providing an authentic taste of the region's agricultural charm.
View 979+ Rentals in VineyardBelair
Belair boasts a prime location with picturesque surroundings, making it a desirable spot for travelers looking for comfort and convenience in the area.
View 30+ Rentals in BelairPoint Blanche
Positioned near key maritime sites, Point Blanche offers a strategic base for exploring the region’s port and coastal attractions.
View 28+ Rentals in Point BlancheIndigo Bay
Famous for its stunning waterfront views, Indigo Bay is perfect for those who want to stay close to the beachfront while enjoying a peaceful retreat.
View 61+ Rentals in Indigo BayBest Times to Visit Philipsburg
When should you plan your Rentals by Owner stay?
To make the most of your stay, consider visiting during the region’s shoulder seasons when the weather is pleasant and rental availability is high, allowing you to enjoy a more relaxed and authentic experience in this vibrant destination.
Peak Season Highlights
December to April
This is the most popular time to visit the area, as the weather is warm and sunny, ideal for beach activities and outdoor exploration. Booking your rental by owner early ensures you secure the best accommodations during this busy season.
June to August
During the summer months, the region experiences high visitor influx due to its lively atmosphere and plentiful events. Securing your rental by owner well in advance helps you enjoy the vibrant local scene without last-minute worries.
Off-Season Highlights
May and November
These shoulder months offer fewer crowds, providing a more relaxed experience. Booking your rental here allows you to enjoy the tranquility while still benefiting from favorable weather conditions.
September to October
The region sees fewer visitors during these months, which are typically quieter and less expensive. Planning your stay now ensures access to some of the best rental deals through Rent By Owner.
Weekly Weather Forecast for Philipsburg
How to Book Your Philipsburg vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Philipsburg
Common Rentals by Owner Amenities
What amenities can you expect?
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 outdoor swimming pools available at many rentals in the area.
- Relax on spacious private patios or balconies with scenic views of the region.
- Make use of well-maintained barbecue grills for outdoor dining experiences.
- Take advantage of lush garden or yard spaces perfect for leisurely activities.
- Benefit from direct access to nearby beaches or waterfronts for sunbathing and water sports.
- Utilize outdoor showers often found at properties close to the coast.
- Discover shaded lounging areas where you can unwind amid tropical surroundings.
Top Attractions Around Philipsburg
What attractions are nearby?
In this vibrant area, you can enjoy a variety of activities nearby, from relaxing on beautiful beaches to exploring local shops and dining options, making it an excellent choice for your stay in Sint Maarten.
Family Activities
- Fort Amsterdam Tour: Explore the historic fortress that offers engaging sights and panoramic views of the surrounding area, making it a memorable family outing.
- Sint Maarten Zoo:** Discover a variety of local and exotic animals in a family-friendly setting near this destination, perfect for young wildlife enthusiasts.
- Beach Day at Great Bay Beach: Relax and enjoy the calm, clear waters with your family on one of the region’s most popular beaches, ideal for swimming and building sandcastles.
- Shopping and St. Maarten Mall Visits: Experience local culture and pick up unique souvenirs while strolling through the area's vibrant shopping venues suitable for all ages.
Adult Activities
- Sunset Sailing Cruises: Experience a relaxing sailing trip along the coastline, offering stunning views of the Caribbean sunset that make for unforgettable memories.
- Island Spa & Wellness Treatments: Indulge in rejuvenating spa experiences designed to unwind your mind and body after exploring the vibrant local scene.
- Gourmet Dining Experiences: Savor Caribbean and international cuisine at top-rated restaurants, perfect for discovering local flavors in an elegant setting.
- Historical Walking Tours: Explore this destination's rich history through guided walks that unveil its cultural heritage and colonial architecture.
Other Places to Stay in Philipsburg
Philipsburg Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities in Advance: To maximize your time exploring this vibrant area, schedule your must-see attractions and beaches early, ensuring a smooth and enjoyable experience.
- Choose a Strategic Location for Your Rental: Opt for a property close to the main attractions and beaches to make the most of your stay without lengthy commutes.
- Utilize Local Transportation Options: Take advantage of the region’s convenient options like taxis or rental bikes to easily navigate around here and discover hidden gems.
- Respect the Local Culture and Environment: Engage with the local community respectfully and keep the surroundings pristine to enjoy an authentic and sustainable visit.
Transportation Options
- Public Transit Services: Buses and minivans operate throughout the area, offering an affordable way to explore the region without the need for a rental car.
- Taxis and Rideshare Options: Taxis and rideshare services provide convenient transportation directly to your rental by owner or other destinations around this popular Caribbean destination.
- Car Rentals: Renting a vehicle gives you the flexibility to discover the region at your own pace, with numerous rental agencies available nearby.
- Walking and Bike Rentals: For short distances and scenic outings, walking or renting a bicycle offers an eco-friendly and enjoyable way to experience the local area.
Local Customs Options
- Salaam Festival: Participating in or observing this vibrant celebration allows you to experience the region's rich cultural heritage and community spirit here.
- Local Cuisine Etiquette: When dining in this area, it’s customary to show appreciation for traditional dishes by engaging with hosts and respecting shared culinary customs.
- Carnival Celebrations: Joining in the colorful parades and festivities offers a lively glimpse into the area's festive traditions and community unity.
- Respect for Religious Practices: Observing respectful behavior during local religious events ensures a positive interaction with residents and an authentic cultural immersion in this destination.
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:
- LUXURY VILLA! Open nights in January on SALE!
- Beautiful beachfront at The Villas On Great Bay
- luxury quiet 2 bedrooms private pool breathtaking view
- Villa Amaya - Modern, Pristine Villa, Stunning Ocean Views, Private Pool, Beach
- Villa Tropicale and paella party
- Beach - Private Heated Pool - 2 Master King Bedrooms - Auto Generator Power
- Direct Beachfront 6 BDR/en-suite/maid included. Excellent service. Rare gem (O)
- Ocean Views from Every Room, Steps from Philipsburg. Paradise can be yours!
- Direct Beachfront 6 BDR/en-suite/maid included. Excellent service. Rare gem (H)
- Villa Crystal Clear - Luxury Villa with Private Pool
2. How many Rentbyowner vacation rentals are available in Philipsburg?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 485 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 rental properties in this area?
4. How do I communicate with the property owner before booking?
5. Are there any additional fees I should be aware of when booking a vacation rental here?
6. What amenities are commonly available in rental homes here?
7. How do I verify the legitimacy of a rental by owner listing in this region?
More Rentals You May Like Near Philipsburg
- Air Conditioner
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- Air Conditioner
- Pet Friendly
- Pool
- Air Conditioner
- Parking
- TV
