Why Choose Rent By Owner for your Philipsburg Short Term Stay?
What makes our Short Term Stay special?
Popular Areas for Philipsburg Short Term Stay
Where are the best neighborhoods to stay in Philipsburg?
In Philipsburg, Sint Maarten, you will find vibrant neighborhoods that offer easy access to beautiful beaches and lively local culture. Staying in the city center allows you to enjoy the bustling atmosphere and convenient amenities, while nearby areas provide a more relaxed environment with scenic views. Whatever your preference, these neighborhoods ensure a comfortable and memorable stay on this Caribbean island.
Madame's Estate
Located on the hillside, Madame's Estate offers a tranquil retreat with scenic views and easy access to the vibrant attractions of the region. It’s an ideal choice for those seeking privacy combined with proximity to Philipsburg’s lively atmosphere.
View 1394+ Rentals in Madame's EstateFort William
Nestled near historical sites, Fort William provides convenient access to the rich cultural heritage of the area while offering comfortable accommodations for your stay in Sint Maarten. It's perfect for travelers wanting to explore both history and local flavor.
View 1360+ Rentals in Fort WilliamHope Estate
Set amidst lush surroundings, Hope Estate is known for its scenic beauty and peaceful ambiance, making it an excellent base for exploring the region's outdoor attractions and relaxing in a serene environment.
View 979+ Rentals in Hope EstateSucker Garden
This neighborhood offers a blend of local charm and accessibility, providing an authentic experience just moments from Philipsburg’s bustling center. It's a great spot for discovering the local lifestyle during your stay.
View 997+ Rentals in Sucker GardenVineyard
With its picturesque landscape, Vineyard is ideal for travelers seeking scenic views and a peaceful atmosphere, all while remaining close to the conveniences of the city and regional attractions.
View 981+ Rentals in VineyardBelair
Offering a quiet residential setting, Belair provides a comfortable and accessible location for those looking to enjoy the amenities of Philipsburg without the hustle and bustle of the city center.
View 36+ Rentals in BelairPoint Blanche
Positioned near key transportation routes, Point Blanche serves as a practical base for exploring the region, combining convenience with a relaxed environment suitable for short stays.
View 32+ Rentals in Point BlancheIndigo Bay
Famous for its coastal scenery, Indigo Bay offers a beachfront experience with easy access to regional attractions, making it a popular choice for travelers seeking scenic beauty during their visit.
View 61+ Rentals in Indigo BayBest Times to Visit Philipsburg
When should you plan your Short Term Stay stay?
Choosing the optimal time to visit this vibrant Caribbean destination can enhance your experience, as the region offers favorable weather and lively local events during specific seasons, making it ideal for memorable short term stays here.
Peak Season Highlights
December to April
During the peak season, this destination experiences warm, sunny weather that is ideal for enjoying the beach and outdoor activities. You’ll find the area lively with many visitors seeking the perfect Caribbean escape.
June to August
Another popular time to visit is mid-summer, when the region’s vibrant atmosphere and festive events draw travelers looking for lively entertainment and cultural experiences.
Off-Season Highlights
May and November
The shoulder months offer a quieter atmosphere with fewer tourists, making it a great opportunity to enjoy more relaxed accommodations and explore at your own pace.
September to October
During these months, you may experience occasional showers and higher humidity, but the region remains tranquil, providing an ideal setting for those seeking solitude and lower rates on accommodations.
Weekly Weather Forecast for Philipsburg
How to Book Your Philipsburg Short Term Stay
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Philipsburg
Common Short Term Stay 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 a private outdoor swimming pool to cool off in the warm Caribbean sun.
- Relax on a spacious balcony or terrace with panoramic views of the area’s scenic landscapes.
- Make use of well-maintained gardens or lush yard spaces perfect for outdoor lounging.
- Take advantage of outdoor dining areas, ideal for savoring meals al fresco.
- Utilize barbecue grills for outdoor cooking and social gatherings under the open sky.
- Access dedicated parking spaces within the grounds for added convenience during your stay.
- Benefit from close proximity to beaches and outdoor recreational activities available in the region.
Top Attractions Around Philipsburg
What attractions are nearby?
When staying in this destination, you can enjoy a variety of activities nearby, including relaxing on the beautiful beaches, exploring vibrant local markets, and experiencing water-based adventures like snorkeling and sailing, all conveniently accessible for a memorable visit to this area.
Family Activities
- Beaches and Water Sports: Spend quality family time relaxing on the pristine sands or enjoying water activities such as snorkeling and paddleboarding, which are perfect for all ages.
- Fort Amsterdam Tours: Explore this historic fortress that offers engaging guided tours, providing both education and entertainment for the entire family.
- Marina and Yacht Excursions: Take a boat trip from the marina to discover nearby islands or enjoy a scenic cruise, ideal for creating memorable family moments.
- Shopping and Dining Districts: Stroll through lively streets filled with family-friendly shops and restaurants, allowing you to indulge in local cuisine while shopping for souvenirs.
Adult Activities
- Shopping at the Boardwalk: Explore the vibrant shopping scene along the boardwalk, offering a variety of local stores, boutiques, and duty-free shops to enjoy during your stay.
- Relaxing on Great Bay Beach: Unwind on this popular beach destination with soft sands and calm waters, perfect for sunbathing or a refreshing swim right in the heart of the area.
- Snorkeling Adventures: Discover the colorful marine life just off the coast through guided snorkeling tours that showcase the region’s rich underwater scenery.
- Cultural Experiences: Delve into local history and Caribbean traditions by visiting nearby cultural sites and engaging with the area's vibrant community.
Other Places to Stay in Philipsburg
Philipsburg Travel Tips
How Can You Make the Most of Your Stay?
- Explore local cuisine: Take advantage of the region’s vibrant food scene by trying authentic dishes at local eateries to fully immerse yourself in this destination’s culinary culture.
- Plan water-based activities: Remember that the area offers excellent opportunities for snorkeling, sailing, and other water sports, so packing appropriate gear can help you make the most of your seaside adventure.
- Visit the nearby beaches: Spend your days relaxing or enjoying water activities on the pristine beaches surrounding your accommodation, ensuring a true coastal experience.
- Utilize transportation options wisely: Consider renting bikes or scooters to explore the region conveniently and enjoy scenic routes that reveal the area’s natural beauty.
Transportation Options
- Rental Cars: Renting a car here offers the flexibility to explore both this destination and the surrounding area at your own pace, making it a popular choice for short term stays.
- Taxis and Rideshare Services: Convenient and readily available, taxis and rideshare options provide quick transportation around the region without the need for personal vehicle ownership.
- Public Buses: The local bus network is an economical way to travel within the area, connecting key points of interest and nearby destinations efficiently.
- Water Taxis and Ferries: For scenic routes and island-hopping adventures, water taxis and ferries offer a unique and enjoyable transportation option in this coastal destination.
Local Customs Options
- Local Greetings: In this Caribbean destination, it is customary to greet others with a warm handshake or a friendly "Bonjour" as a sign of respect and friendliness.
- Celebration of Carnival: Participating in lively Carnival festivities reflects the region's vibrant culture and is a popular tradition during the festive season here.
- Respect for Cultural Heritage: Visitors are encouraged to honor local customs and traditions, including modest attire when visiting cultural sites in the area.
- Food Etiquette: Sharing meals and enjoying local dishes together demonstrates generosity and hospitality, integral to the social fabric of this destination.
Frequently Asked Questions About Philipsburg Short-term Rentals
1. What are the top Short Term Stays 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 Short Term Stays in Philipsburg:
- Your Dream Carribean Getaway! Beachfront, Pools, FREE Parking Onsite!
- Close to Guana Bay Beach! 3 Suites, Pools, On-site Water Sports Facilities!
- Perfect Beach Getaway! 3 Units, Free Parking, Full Kitchens, Outdoor Pools!
- Close to Little Bay Beach! 3 Relaxing Suites, Swimming Pools, Water Sports!
- Minutes Away from Philipsburg! 3 Spacious Suites w/ Free Parking, Swimming Pools
- Ideal Beach Setting in Philipsburg! 4 Suites, Outdoor Pools, Beach, Free Parking
- Ultimate Caribbean Getaway! 4 Modern Units, Outdoor Pools, Beach, Free Parking!
- Relaxing Stay! 4 Units, Swimming Pools, Free Parking! Close to Little Bay Beach!
- Your Dream Carribean Getaway! 4 Units, Beachfront, Pools, FREE Parking Onsite!
- 2 Spacious Units in Philipsburg on Sint Maarten! Pools, Free Parking, Kitchen!
2. How many Short Term Stays are available in Philipsburg?
Currently, the total number of properties listed by RBO in 2026 is over 60 in the Philipsburg area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Short Term Stays in Philipsburg.

























